Buy Real Estate on Trafalgar in Oakville

158 Listings - Page 1
15 Chartwell Road, Oakville
4+1
BEDS
6
BATHS
115.94 BTC
FOR SALE
15 Chartwell Rd offers a lifestyle of unparalleled luxury. Drive through the gates & discover the grandeur of this palatial estate. South of Lakeshore,1 door from the lake on a HALF ACRE LOT. Painstakingly curated, the contemporary limestone masterpiece you've been waiting for. Solid iron doors lead to a grand foyer revealing the opulent book matched marble floors. Floor to ceiling wdws & French doors flood the house with light. Cascading waterfalls fank the hall.The Dining Room has statement lighting & servery making hosting a breeze. Soaring 18-ft ceilings & a grand gas f/p are focal points of the Great Room,w/captivating views of the resort style yard. Experience culinary excellence in the black lacquer& glass kitchen by NEFF that features top of the line appliances & a B/I coffee machine & butlers pantry. The intimate Living Room with f/p is the ideal retreat. A main floor office w/built-in cabinetry.2 powder & 2 laundry rooms. The backyard oasis has a gunite pool, waterfalls, fire bowls, covered terrace & outdoor kitchen & f/p.The pool house has a change room,3-pc bath & servery. Towering trees surround the home & are positioned to create privacy. A stone driveway,circular fountain & lush gardens create a breathtaking landscape.Floating marble stairs divide the 3 levels of this home or, you can take the elevator. Skylights make the upstairs airy & bright.The principal suite has nearly 13-ft ceilings, an exquisite 6-piece ensuite & 2 W/I closets. A private balcony overlooks the yard.3 add'l bdrms have 10-ft ceilings,private ensuites & W/I closets. The LL caters to all family members. A 5th bdrm/ensuite makes an ideal guest suite.Gym,R/I Golf Simulator,home theatre,Wine Cellar& doggie Spa. The Games & Rec Rooms have a 2nd kitchen & W/O.Heated garage,baths &LL flrs.Automation. Designed by Bill Hicks & features the artistic creativity of the KT Design Group. Located on Oakville's Street of Dreams, this is an iconic living space designed to impress! LUXURY CERTIFIED
155 Gloucester Avenue, Oakville
5
BEDS
8
BATHS
115.40 BTC
FOR SALE
Set on one of the most coveted streets in Old Oakville, this extraordinary residence offers a rare combination of landmark architecture, timeless design, and resort-inspired living on an irreplaceable 0.6-acre property. Originally designed by renowned architect Bill Hicks and built by Legend Homes, the home underwent an extensive renovation in 2021, resulting in nearly 12,000 square feet of impeccably finished living space that blends classic elegance with modern luxury. Surrounded by mature trees and lush landscaping, the home makes an unforgettable first impression with its sweeping drive, triple car garage, and striking architectural presence. Inside, beautifully scaled principal rooms, soaring ceilings, expansive windows, and refined finishes create an atmosphere equally suited for grand entertaining and everyday family living. The chef's kitchen features custom Downsview cabinetry, extensive stone surfaces, and professional-grade appliances, seamlessly connecting to the surrounding family and entertaining spaces. A dramatic extra-wide staircase leads to the second level, where each bedroom is designed as a private suite with semi-vaulted ceilings and luxurious ensuites. The primary retreat is exceptional in scale, offering a private sitting room with balcony access, a boutique-inspired dressing room with extensive custom cabinetry, and a spa-like ensuite designed for complete relaxation. The lower level is thoughtfully designed with an oversized fitness studio, temperature-controlled wine cellar, sophisticated wet bar, expansive recreation spaces, and a walk-up to the backyard. Outdoors, the resort-like setting was refreshed in 2025 and features a gunite pool, winter-operational hot tub, extensive natural stone patios, and a fully equipped outdoor kitchen beneath the mature tree canopy. Located just moments from the lake, downtown Oakville, top-ranked schools, and parks. This home represents one of the finest luxury offerings to come to market in Old Oakville.
46 Second Street, Oakville
4+1
BEDS
7
BATHS
85.65 BTC
FOR SALE
Walk to downtown Oakville from this 2024 custom-built residence, third house from Lake Ontario on a 65 x 158 lot south of Lakeshore. A rare new-construction opportunity in Old Oakville's most walkable pocket: minutes walk to the harbour, the Oakville Club, Lakeshore Road shops and restaurants, and waterfront trails.4,362 sqft above grade plus 2,468 sqft finished lower level (6,830 sqft total). Net Zero Ready, Tarion warranty.Designed by Chatsworth Fine Homes with architect John Willmott and designer Jane Lockhart. Herringbone white oak floors, panel mouldings throughout, and a formal dining room with dual chandeliers. The chef's kitchen is equipped with Miele appliances including built-in coffee system plumbed to the waterline, dual Miele ovens (standard & steam), SubZero refrigeration, and a SubZero wine and beverage column. Opens to a great room anchored by a linear fireplace, custom built-ins, and expansive rear-yard windows. Servery, custom mudroom with exterior access, and private main-floor office.The primary suite is a quiet retreat with spa-inspired ensuite: freestanding tub, oversized shower, double vanity, and dressing-island walk-in closet. Secondary bedrooms each with private ensuite. Heated floors and curbless showers throughout. Upper-level laundry with 2 washer/dryer sets.The lower level (10' ceilings) is built for entertaining: rec room with custom bar and kitchenette, additional bedroom, gym, theatre room, full bath, and walk-up access to the rear yard.West-facing rear yard with covered heated lounge, in-ground pool with waterfall, and hot tub: built for afternoon sun and long summer evenings. Heated driveway, partial lake views, radiant in-floor heating, Crestron home automation, Tesla charger rough-in, and standby generator.A new-construction home in walkable Old Oakville, steps from the lake. Morning coffee on the porch, lunch on Lakeshore Road, dinner by the pool. Inventory like this rarely comes to market in this pocket.LUXURY CERTIFIED.
1081 Argyle Drive, Oakville
4+1
BEDS
7
BATHS
83.18 BTC
FOR SALE
An architectural masterpiece by renowned Gren Weis, this exceptional residence offers over 10,000 sq. ft. of luxurious living space on more than half an acre in one of Oakville's most desirable lake-influenced neighbourhoods. Showcasing soaring ceilings, extensive millwork, and superb craftsmanship, the home features spacious, elegant rooms and a seamless flow for entertaining. All bedrooms include ensuite baths, while the lower level impresses with a wine cellar and theatre. Outside, enjoy covered terraces, a built-in outdoor kitchen, luxury cabana, mature gardens, and a stream with bridge surrounded by landscape lighting. A classically inspired front fountain and spectacular landscaping enhance the property's distinguished presence on an important street. Close to top private and public schools, this private estate blends timeless design, quality, and sophistication in a truly remarkable setting. Luxury Certified.
1024 Linbrook Road, Oakville
4
BEDS
7
BATHS
79.98 BTC
FOR SALE
A Rare Executive gated 1.39-acre ravine estate in Morrison sought after community timeless elegance meets modern luxury this residence provides unmatched privacy, lush landscaping, & refined outdoor living. Through the custom 8-foot beveled glass entry doors, the soaring foyer sets the tone with emerald pearl granite floors, a handcrafted Austrian crystal chandelier on motorized lift, & a sweeping French Provincial staircase with wool Victorian Tapestry runner. The main floor boasts elegant formal living & dining rooms with hand-carved marble fireplaces, cathedral ceilings, plaster mouldings, & Palladian windows framing ravine views. A richly appointed library & office feature maple plank flooring, crown moulding, & custom draperies. The family room offers panoramic vistas & a mahogany fireplace, while the chefs Hawthorne kitchen impresses with cherry cabinetry, granite surfaces, premium appliances, & a walkout to the terrace. Upstairs, the luxurious primary suite includes a two-way fireplace, custom lighting, & a walk-in closet with attic access. The spa-inspired ensuite offers heated floors, Jacuzzi air tub, granite shower, & Strass crystal lighting. Three additional bedrooms each enjoy private ensuites, cathedral ceilings, & custom finishes. A versatile great room with terrace access & a full laundry suite complete this level. The lower level is an entertainers dream with a billiards & games room, full walnut bar, gym, media lounge, & spa retreat with sauna & steam shower. Radiant heated floors, & abundant storage enhance the space. Outdoors, the property is equally breathtaking with two stone gazebos joined by a large pergola, extensive walking paths, & a serene koi pond and a Japanese-inspired garden creating a private resort-like escape. With 4+1 bedrooms, 7 bathrooms, elevator access to all levels, multiple terraces, & a gated circular driveway, this estate offers over 10,000 sq. ft. of refined living in one of Oakville's most coveted neighbourhoods.
421 Chartwell Road, Oakville
4+2
BEDS
7
BATHS
75.13 BTC
FOR SALE
With a stunning backyard, 5,196 sq ft of above ground living, and quality construction built by Gatestone Homes, this home is truly the total package. Stone, wood, and striking Anderson windows have been eloquently incorporated on the exterior of the home, lending to the superb curb appeal. The thoughtful design fuses modern style with timeless elegance. The foyer of the home feels as though you are entering a luxury hotel, with a stunning floating staircase and a custom hanging light feature that is a piece of art in itself! The soaring two-storey foyer is flooded with natural light from oversized windows, creating a bright and welcoming space. A custom wooden piece subtly divides the foyer from the traditional dining room that is complete with a temperature-controlled wine room and glass doors that invite you to enjoy the expansive rear deck. The heart of the home is the open concept kitchen-family-dining space that is surrounded by windows and grounded by a beautiful gas fireplace. With an oversized island there is no shortage of space for you and your guests. Adjacent to the kitchen is a conveniently located powder room as well as a laundry/mudroom that can be concealed by a pocket door. The primary suite is a true oasis. With double door entry, a gas fireplace, and five-piece ensuite, no detail was overlooked. The three additional bedrooms all have ensuite access and walk-in closets. Completing this level is a laundry room and study area with built-in desk space. The 2,712 sq ft lower-level walk-up will not disappoint. The large recreation space features a built-in projector, billiards space, and wet bar. A home gym and two additional bedrooms as well as playroom/second home office finish off this space. Lush mature trees combined with meticulous landscaping will lure you to the rear yard. With approx. 1800 sq ft of outside living space, a gunite pool, and cabana, this backyard checks all the boxes! Enjoy the beautiful summer weather in this retreat-like home!
1102 Crestview Street, Oakville
4+1
BEDS
7
BATHS
69.77 BTC
FOR SALE
This is not your average home-it's a statement.Set on a premium, near half-acre lot, this custom masterpiece brings together the vision of Gren Weis, the craftsmanship of Bachly Construction, and the landscape artistry of Mark Pettes-creating a residence that feels as elevated as it is effortless.From the moment you step inside, the energy shifts. Soaring 10-ft ceilings and a stunning 17-ft sun-drenched family room set the tone-open, airy, and designed to impress. A dedicated main floor office offers the perfect balance of productivity and privacy, ideal for today's work-from-home lifestyle. Whether it's an intimate night in or a full house of guests, the flow is seamless. A prep kitchen keeps everything behind the scenes running smoothly, while the newly added main-floor bar invites you to pour a drink and stay awhile. The glass-encased wine room? Pure drama-in the best way.Every bedroom is its own private retreat, complete with a luxe ensuite-because comfort should never be compromised.Downstairs, the vibe continues. Think late nights at the wet bar, morning workouts in your private gym, spa-level relaxation, and a fully equipped nanny suite. A walk-out lower level leads directly to the hot tub-blurring the line between indoor comfort and outdoor indulgence. This level isn't just extra space, it's a lifestyle.And then there's the backyard. Tiered, curated, and designed to be lived in. A newly added pool sets the scene, while the covered cabana lounge and outdoor kitchen make entertaining feel like a vacation. There's even a dedicated dog run-because every detail has been considered.Sleek, bold, and undeniably fun-this is a home that doesn't just look good, it lives beautifully.
112 Elton Park Road, Oakville
4+1
BEDS
8
BATHS
69.77 BTC
FOR SALE
Welcome to this resplendent custom-built masterpiece in Southeast Oakville, where flawless contemporary design meets the serenity of lakeside living. Steps from scenic parks and every desired amenity, this home offers over 7,400 SF of exquisitely curated living space designed for those who appreciate sophistication and comfort in equal measure.From the moment you enter, the open-concept layout invites a seamless flow between elegant entertaining and relaxed everyday living. The chef's kitchen, anchored by a grand Caesarstone island and outfitted with premium Miele appliances, effortlessly connects to the dining area, perfect for hosting intimate dinners or grand celebrations. Wine enthusiasts will delight in the temperature-controlled 648-bottle cellar, while the floor-to-ceiling double-sided fireplace brings warmth. The primary suite is a private sanctuary, complete with a serene balcony, a designer walk-in closet, and a spa-inspired ensuite featuring heated floors and a double-sided fireplace. Three additional bedrooms, each with their own ensuites, ensure every guest enjoys comfort and privacy. The lower level offers a full lifestyle experience, featuring a nanny suite, fitness area, sauna, wet bar, and a spacious recreation room with a walk-up to the entertainer's backyard. Step outside to a resort-like setting with a heated inground pool, hot tub, outdoor BBQ station, and pool house, all designed for effortless entertaining year-round. Additional highlights include White Oak hardwood flooring, porcelain tiles, LED lighting, built-in speakers, and a heated driveway. This home is a true testament to craftsmanship and thoughtful design.
172 Burgundy Drive, Oakville
4+1
BEDS
8
BATHS
69.34 BTC
FOR SALE
This Incredibly Keeren Designed Home Built In 2022! Located In Prestigious Eastlake Neighbourhood. This Home Boasts Approx.6300sf Luxury Living Space! Featuring Top-Notch Architectural Refinements With 4+1 Bdrms, 8 Baths (6 Full, 2 Half). Exterior Facade And Walk-up Area Built With Indiana Stone From The United States, Pella Windows And Doors, 71/2"*3/4 Grandeur White Oak Colour Engineered Hardwood Floor Through Out.The First Floor Boasts 10' Ceiling, A Double-Height Entry W/A Chandelier Lift/Down/W/A Skylight. Spacious Main Flr Office Perfect For Working From Home. The Great Rm Area Includes A Cozy Gas Fireplace, Breathtaking Views Of the Stunning Backyard Pool. Kitchen Equipped With B/I High-end Wolf Gas Stove & Hood, B/I Miele 30'' Fridge, Freezer, Oven & Micro, 2 B/I Asko Dishwashers And 24" Marvel Wine Fridge. A Lg 60* 91 Centre Island, Marble Calacatta Porceline Countertop And Backsplash, Ample Upper & Lower Cabinetry Space.The Interior Showcases Detailed Trim Work, Plaster Crown Molding, A Motorized Blinds System On Main Flr And Master Bdrm, Heated Floors In The Basement And All Ensuite Upstairs. Massive Windows Flooding Every Space With Light. The 2nd Floor Offers 4 Luxurious Bdrms, Each With Its Own Ensuite And W.I.C. Primary Bdrm W/A Lg Dress Rm W/A Skylight & Elegant 5pc Ensuite. The Residence Is Further Equipped With 2 Carrier Air Conditioning Units and 2 Furnaces W/Humidifiers. The Basement Includes A Guest Bdrm W/Ensuite, Rec, Home Theatre, Gym & Glass-enclosed Wine Rm. Designed Landscaping At Front & Backyard. The Fully Fenced Rear Yard Is A True Oasis W/Salterwater Pool W/Waterfall, An Outdoor Covered Porch W/Stone Gas Fireplace & BBQ Area. Irrigation System, Security System W/HD Outdoor Cameras, An Indoor Sound System And Google Home Automation. Six Routers Allow Network Signal Transmitted Within Entire House. HWT Owned. Walking Distance To Town, Parks & The Lake. OT High School, Maple Grove, Ej James, St. Mildreds, Linbrook, Appleby, Maclachlan.
200 Chartwell Road, Oakville
4+1
BEDS
7
BATHS
65.47 BTC
FOR SALE
Nestled behind private gates on one of Oakville's most coveted "Street of Dreams," this exceptional estate sits on a spectacular 100 x 225 ft lot and offers over 7,500 sq ft of luxurious finished living space. Surrounded by manicured gardens and mature trees, the home blends timeless architecture with sophisticated, on-trend finishes and commanding curb appeal. A grand double-height foyer introduces an elegant interior designed for refined living and effortless entertaining. The main level features a chef-inspired kitchen with custom cabinetry, seamlessly open to a spacious family room. A private office, formal living room, piano lounge, and a stunning three-season Muskoka room extend the living space into the tranquil backyard. Upstairs, the luxurious principal retreat showcases a sleek linear gas fireplace, dual spa-inspired ensuites, separate walk-in closets, and a boutique-style dressing room, with a private balcony overlooking the Muskoka-like setting. Three additional bedrooms each offer private ensuites and generous custom closets for ultimate comfort and privacy. The fully finished lower level-accessible by both the main staircase and a unique main-floor slide-offers expansive recreation and games areas, a theatre, gym/fifth bedroom, full bath, and abundant storage. Two laundry rooms provide exceptional convenience for modern family living.Since 2025, the owner has invested significantly in premium upgrades, including enhancements to the kitchen cabinetry, custom closet built-ins, lower-level laundry room, fireplaces in the living and family rooms, window treatments, appliances, primary dressing area, and multiple bathrooms-further elevating the home's quality and turnkey appeal. A rare opportunity to own a gated estate of scale, elegance, and enduring value in prestigious S.E Oakville.
1260 Braeside Drive, Oakville
4+1
BEDS
7
BATHS
63.34 BTC
FOR SALE
Welcome to 1260 Braeside Drive, a distinguished custom-built luxury residence located in the prestigious Morrison neighborhood of Southeast Oakville. Situated on a premium, tree-lined lot this exceptional home offers over 7,000 square feet of thoughtfully designed and carefully crafted family living space. This home is highlighted by the large windows that provide beautiful views of mature trees, allowing natural light to fill the space throughout the day and creating a seamless indoor-outdoor living environment. Constructed with enduring elegance and equipped with advanced smart home technology, this architectural masterpiece features 10-foot ceilings, wide-plank engineered hardwood flooring, and a striking two-story dining area that enhances the sense of openness and light. The open-concept gourmet kitchen, complete with a wrap-around pantry, is ideal for entertaining and includes custom full-height cabinetry, a spacious quartz island, and high-end Wolf and SubZero appliances. Upstairs, the luxurious primary suite offers a spa-inspired ensuite with heated floors, a soaking tub, and a custom walk-in closet. Three additional bedrooms, each with private ensuite bathrooms, office, and a generously sized laundry room provide excellent comfort and functionality for family living. The lower level is equally impressive, boasting a home theater, gym, wet bar with a full-sized refrigerator and professional wine storage fridge, and a stylish recreation area with a modern fireplace. Additionally, the basement has a bonus bedroom with a private ensuite and radiant heated floors for added comfort.1260 Braeside Drive offers more than just a home, it provides a comfortable and sophisticated lifestyle. Located in a quiet, family-oriented neighborhood, just minutes from top-rated schools, the lakefront, and downtown Oakville, this rare opportunity in one of the GTAs most sought-after communities is truly worth experiencing firsthand.
138 Dianne Avenue, Oakville
4+1
BEDS
7
BATHS
61.73 BTC
FOR SALE
This exceptional estate exemplifies timeless European elegance and modern sophistication in a most coveted prestigious enclave of S.E Oakville within walking distance to the lake and downtown. Designed by Bill Hicks, this custom home offers approximately 9,200 sqft premium living space across all levels or 5896sf above grade. Built to the owner's highest standards, this masterpiece features an elevator, full power generator, and a 3-car heated garage with heated driveway. The main level showcases herringbone walnut floors,10ft soaring ceilings, and elegant large principal rooms with a hand-carved marble fireplace mantel, a 600+sqft great room could be used as a ballroom for larger entertaining. The chef-inspired kitchen boasts top-of-the-line Wolf/Subzero/Miele appliances, custom cabinetry, and an expansive center island. The primary suite is a private retreat with a luxurious 6-piece ensuite under an artistic glass dome skylight, opulent dressing room, and walk-out terrace. The finished lower level offers a recreation room, theatre, second kitchen, and a nanny suite-ideal for extended family. Enjoy outdoor living on the stone patio and covered porch with gas fireplace, surrounded by professionally landscaped grounds. State-of-the-art mechanicals include radiant heating in the garage, basement, and driveway.
146 Abbey Court, Oakville
5+1
BEDS
7
BATHS
53.67 BTC
FOR SALE
Nestled on an exclusive court in prestigious Ennisclare Park neighbourhood,146 Abbey Ct is a masterfully renovated Georgian-style residence steps from the lake & Gairloch Gardens.A comprehensive $2M renovation by Haugrud Homes and Narratif Design(2022)has elevated this exceptional property to an unrivalled standard of living. Spanning 5,444 sq ft above grade w/an addt'l 2,404 sq ft below,this 5+1 bdrm,6+1 bath home delivers an extraordinary space across every level.The main floor impresses w/ a heated-floor foyer,leading to a cozy den w/extensive millwork,wet bar,herringbone floors & wood f/p.An oversized LR with wood f/p & french doors that lead to an impressive DR w/gas f/p for family & friend celebrations. The gourmet kitchen is a dream come true & truly the main hub for family living.Top of the line Viking appliances.Braam's custom kitchen cabinetry.A large breakfast area accommodates family meals along with 3 french doors to the backyard and access to the B/I BBQ.The FR open to the kitchen allows conversation to flow while curling up in front of the f/p for movie time. A large mudroom/laundry area with plenty of storage & pantry,coffee station,B/I wine fridge providing access to the backyard,garage & driveway. Tranquillity awaits in the principal bdrm w/12' vaulted beam ceiling,gas f/p,separate walk-in closets,B/I storage cabinetry & 5 pc marble ensuite w/heated floors.4 generous sized addt'l bdrms all w/ensuite access.Conveniently located on this level is a gym & for the golf enthusiast a golf simulator! The LL provides heated floors,home theatre,billiards room,rec space & guest suite. Outside,a resort-calibre backyard of inground pool w/waterfall,spa,B/I BBQ, multiple entertaining patios & putting green. Situated in a great school district,minutes to GO Station,highways & everyday conveniences,this is a residence where extraordinary craftsmanship, community & location converge - an irreplaceable opportunity for the most discerning of buyers.LUXURY CERTIFIED
1286 Cambridge Drive, Oakville
4+1
BEDS
6
BATHS
53.66 BTC
FOR SALE
Introducing a truly exceptional property that redefines luxury living, elegance, and comfort! Nestled in the best location of South East Oakville, this magnificent house is a testament to sophisticated design and meticulous attention to detail. As you step into the grand foyer, you're immediately greeted by an open floor plan that seamlessly blends spaciousness and intimacy. The sprawling 7000+ square feet of living space showcases a harmonious blend of modern architecture and timeless craftsmanship, creating an atmosphere of refined opulence. The heart of this home is undoubtedly the state-of-the-art German kitchen. Equipped with the latest appliances, custom cabinetry, and high-end finishes, it's a culinary haven for the gourmet enthusiast. Whether you're entertaining guests or preparing a family meal, this kitchen is designed to elevate your culinary experience to new heights.
317 Gloucester Avenue, Oakville
4+1
BEDS
4
BATHS
53.46 BTC
FOR SALE
Transitional Elegance in the Heart of Olde Oakville. A rare property on one of the community's most coveted streets. Experience refined living in this exceptional residence- set on a triple lot over 1/2 acres with an impressive 154.73 ft frontage, curated for those who value privacy, design and indoor-outdoor living at its finest. Beautifully reimagined in 2024, the main level showcases a sophisticated blend of transitional elegance and casual upscale comfort, perfect for both everyday living and effortless entertaining. A Main Floor Redesigned for Modern Luxury. Step inside to wide-plank oak hardwood floors, luxurious finishes, and stunning sightlines to the property's park-like grounds. The brand-new designer kitchen is a true showpiece, featuring: Main kitchen+ second "messy kitchen" for concealed prep, storage, and small appliances. Silk granite farmhouse sink with brushed gold gooseneck faucet and gold hardware accents throughout- Oversized picture window overlooking the gardens. Square island with integrated fridge/freezer drawers. Quartz countertops & full-height backsplash in both kitchens. Built-in wine/beverage station. Dedicated coffee bar. A walk-out from the dining room and a large picture window open to views of the serene screened-in sun porch ,creating a seamless flow for indoor-outdoor enjoyment. The magnificent great room features dramatic cathedral ceilings, a stone wood-burning fireplace (forced-air assist) with aged beam mantel, and wiring/rough-ins for a full theatre- quality sound system. A second walk-out continues to the sun porch- offering year-round enjoyment framed by nature. Flexible living spaces: Third floor loft/suite ideal for guests, teens, studio oroffice.4+1 bedrooms, 4 bathrooms, and over 5200 sq ft of total finished living space. Finished basement with heated floors in media room (or current gym). Dust-free heat system with individually controlled room zones. **Remarks continued in Attachments
417 Union Street, Oakville
4+2
BEDS
8
BATHS
50.99 BTC
FOR SALE
Welcome to 417 Union Street, an exceptional modern home nestled in the heart of prestigious Old Oakville. Completed in 2023, this one-of-a-kind residence blends modern farmhouse inspiration with refined contemporary and traditional design elements, creating a home that is both striking and timeless. The modern farmhouse exterior showcases clean lines, black-framed windows, and a harmonious mix of materials, complemented by a covered porch, professionally landscaped front and back yards, and a stone six-car driveway. The backyard offers a private retreat with a deck, stone patio, and custom garden shed. Inside, the home is filled with natural light and defined by a modern, sleek interior. Wide-plank engineered hardwood flooring, custom ceilings with integrated LED lighting, and large-format matte tiles elevate the main living areas. The chef-inspired kitchen features quartz countertops and backsplash, an oversized centre island, built-in Bosch appliances, and a convenient adjoining servery. A tiered maple staircase with glass railings leads to the upper level, where skylights continue the home's bright and airy feel. The expansive primary suite spans over 700 square feet and offers two walk-in closets and a luxurious five-piece ensuite with double vanity, freestanding tub, and glass-enclosed rainfall shower. Three additional bedrooms each include their own custom three-piece ensuite with modern walk-in showers. The fully finished lower level adds outstanding versatility with a second kitchen, large recreation room, two additional bedrooms with ensuites, and a powder room. Additional highlights include an elevator servicing all three levels, 10-ft ceilings on the main and lower levels, pot lights, blackout blinds, built-in speakers, and a security system. Ideally located minutes from Lake Ontario, parks, trails, Oakville GO, the QEW, and top-ranked schools including Appleby College, this home delivers modern luxury, thoughtful design, and an exceptional lifestyle.
1100 Cedar Grove Boulevard, Oakville
4+1
BEDS
6
BATHS
50.33 BTC
FOR SALE
Welcome to 1100 Cedar Grove Boulevard, nestled on a quiet cul-de-sac in Chartwell, one of Oakville's most prestigious neighbourhoods. This exceptional residence offers timeless elegance, modern comfort, and ultimate privacy, backing onto a serene conservation area. Boasting over 5,700 sq. ft. of beautifully finished living space, this 4+1 bedroom, 4+2 bathroom home showcases refined craftsmanship and luxurious finishes throughout. The main level impresses with soaring 17-foot open-to-above ceilings, exquisite custom millwork, and an abundance of natural light. At the heart of the home is a stunning gourmet kitchen, featuring a large centre island, premium built in appliances, and seamless flow into the expansive great room with picturesque, cottage live views. A fully equipped butler's pantry provides exceptional convenience and ample storage. The second level features vaulted ceilings and a spacious primary retreat complete with a spa inspired ensuite and custom dressing room. Two additional bedrooms complete this level, while a versatile loft offers the perfect space for guests, in-laws, or a private home office.The fully finished lower level is ideal for both entertaining and relaxation, offering additional living space tailored for modern family living. Step outside to beautifully landscaped, ultra private gardens that create a true outdoor oasis perfect for entertaining or unwinding in nature. Ideally located within walking distance to top private schools and just minutes from downtown Oakville, the GO Station, major highways (QEW & 403), and all amenities. A rare offering in an unbeatable location, this is a must-see.
481 Chartwell Road, Oakville
4+2
BEDS
6
BATHS
49.33 BTC
FOR SALE
Beautifully built and impeccably finished, this custom residence offers more than 6,700 square feet of living space in one of Oakville's most sought-after neighbourhoods. Stone construction, a solid wood entry door, heated garage floors, and timeless architectural detailing set the tone for the quality found throughout the home. Inside, the foyer features heated marble tile, plaster crown mouldings, poplar baseboards, and sightlines that lead into bright, open spaces. A dramatic dining room anchors the main level with a soaring skylight, custom wall panelling, integrated speakers, and carefully curated lighting. The chef's kitchen is designed with extensive custom cabinetry, quartz countertops, a large island, and easy flow to the family room. The servery and mudroom connect seamlessly; each finished with thoughtful storage and heated floors. Upstairs, all four bedrooms are generously scaled and feature private ensuite baths. The primary suite includes a fireplace, custom walk-in closet, and a beautifully coordinated ensuite with heated floors, a freestanding tub, glass shower, and frosted-glass water closet. A full-size laundry room with cabinetry and folding space completes this level. The lower level offers exceptional versatility with radiant in-floor heating, two additional bedrooms, a three-piece bath with sauna, a recreation room with fireplace, a wet bar/kitchen setup, and a dedicated theatre room beneath the back porch. Wide walk-up access brings in natural light and creates an ideal in-law or extended-family space. Outdoors, the large stone terrace features a gas fireplace and outdoor kitchen with built-in BBQ, extending the home's entertaining potential. Motorized blinds, CAT-6 wiring, solid core doors, and an oak staircase with glass panels highlight the home's elevated craftsmanship. With top-ranked schools, shopping, GO access, and major highways nearby, this is a quality home in a prime location.
184 King Street, Oakville
3+1
BEDS
5
BATHS
46.15 BTC
FOR SALE
Set in the heart of Old Oakville on a generous, tree-lined lot, this distinguished red brick residence blends timeless architecture with thoughtful modern updates. Featuring 3+1 bedrooms and 5 bathrooms, each upper bedroom offers its own private ensuite, delivering a rare level of comfort and privacy. The main level is defined by rich character and natural flow, with original wood detailing, oak hardwood flooring, and a gradual-rise staircase anchoring the space. The living room is both refined and inviting, centered around a gas fireplace with custom paneling, while the formal dining room provides an elegant setting for entertaining. At the heart of the home, the kitchen features Blue Lagos soapstone countertops, custom cabinetry, a large island with integrated cooktop, and dual dishwashers. A built-in wet bar enhances functionality, while large windows connect the space to the surrounding greenery. A standout feature is the carriage house-inspired bar area with original doors offering a unique blend of heritage charm and everyday use. A sunroom with terracotta tile flooring provides a bright, relaxed retreat with direct access to the outdoors. The finished lower level extends the living space with a recreation room featuring a second gas fireplace, additional living areas, a bedroom, full bathroom, and dedicated wine display. Complete with a detached two-car garage, mature landscaping, and located just steps to the shops, restaurants, and waterfront of Old Oakville, this is a rare opportunity to own a character home in one of the area's most sought-after neighbourhoods. Luxury Certified.
528 Michael Terrace, Oakville
4
BEDS
4
BATHS
45.07 BTC
FOR SALE
Set on a beautiful 100' x 136' lot in Prestigious Olde Oakville, this exceptional family home offers 4,752 sq ft of total living space of refined timeless design & impeccable craftsmanship all just a short stroll to Downtown Oakville, the lake, and some of Oakville's most sought-after schools. classic brick exterior, solid wood front door, and towering mature trees create a warm and elegant first impression. This home exudes an inviting aesthetic that feels made for family living and effortless entertaining.The kitchen features top-of-the-line appliances, two Miele dishwashers, dual walk-in pantries, water filtration system, three sinks including a coffee station/wet bar, and an oversized island that comfortably gathers family and friends for everything from casual breakfasts to holiday celebrations. The adjoining dining room is anchored by a charming wood-burning fireplace, while the spacious family room, also with a wood-burning fireplace, opens seamlessly to the private backyard, creating an ideal indoor-outdoor connection. Enjoy sunny south exposure, a sparkling saltwater swimming pool(liner/pump/heater 2024), Maibec deck with sleek glass railings, and a beautiful stone patio ideal for summer dining and lounging. Despite the impressive outdoor amenities, there remains abundant green space for children to play and the whole family to gather. The functional mudroom and sophisticated main floor den complete the thoughtfully designed main level. The second floor is equally impressive, highlighted by a luxurious primary retreat with its own gas fireplace, walk-in closet, custom built-in storage, and five-piece ensuite with heated flooring. Three additional generously sized bedrooms and a beautifully appointed full bathroom provide ample space for a growing family. Finished to the highest standards, this extraordinary residence offers the rare combination of timeless style, family-focused functionality, and an unbeatable Olde Oakville location. Welcome Home.
468 Copeland Court, Oakville
4
BEDS
4
BATHS
45.03 BTC
FOR SALE
Set on an oversized lot on a highly desired family street, this residence has been completely transformed from top to bottom in 2025 by one of Oakville's top custom builders, Butler & Lowe. Thoughtfully reimagined with a focus on both style and functionality, every inch of the home has been curated with layered finishes and a sophisticated yet comfortable aesthetic that instantly feels like home. The heart of the home is the custom kitchen, where refined cabinetry, premium appliances and designer lighting create an atmosphere that is both elegant and welcoming. This space effortlessly connects to the dining room and family room. A main floor office is tucked away to the side of this sprawling floor plan. A stylish main floor powder room, mud room and laundry room finish off the main floor. The second level has been thoughtfully redesigned to create a true retreat for family living. The primary suite features a luxurious ensuite with custom cabinetry and spa-inspired details that create a calm and relaxing atmosphere. Secondary bedrooms are generously sized with large windows and ample storage, while the bathroom has been completely reimagined. The fully finished lower-level space provides expansive recreation areas, a games area and home gym. The exterior has been equally transformed into a private backyard retreat. The property offers exceptional outdoor space including a new inground saltwater pool and hot tub, creating the ultimate setting for summer entertaining and everyday enjoyment. Surrounded by mature landscaping and generous green space, the backyard feels both private and resort inspired. Perfectly positioned in one of Oakville's most desirable and established neighbourhoods, this location offers an exceptional lifestyle defined by walkability, convenience and top-tier schools. A rare opportunity to own a completely turnkey custom renovation where every detail has already been thoughtfully considered - simply move in and enjoy.
1049 Cedar Grove Boulevard, Oakville
3+1
BEDS
5
BATHS
43.88 BTC
FOR SALE
Crafted by renowned architect Gren Weis and built by Hallmark Homes, this distinguished Morrison residence showcases timeless architecture and exceptional craftsmanship. Set on a beautifully landscaped 0.216 acre lot, the home offers approximately 5,500 sq.ft. of finished living space across three well-appointed levels. The main floor features quarter-sawn oak flooring, solid core doors, substantial millwork, 9" baseboards, and 9' ceilings, all enhanced by refined architectural detailing. A dramatic 13.5' coffered ceiling defines the family room, where a classic woodburning fireplace and rich cherry built-ins create an inviting setting. Expansive Kolbe windows flood the interior with natural light. The kitchen balances form and function, showcasing custom Andrew Moseley cabinetry, multi-toned granite countertops, tumbled marble backsplash, and premium appliances, including a Viking six-burner gas range. A generous 9' island with prep sink anchors the space, while the adjoining pantry and mudroom with built-ins and direct garage access enhance everyday living. Upstairs, the primary suite offers a private retreat with a walkout to sun deck, walk-in closet, and a luxurious limestone ensuite featuring heated flooring, Bain Ultra air tub, and oversized rain shower. Two additional bedrooms enjoy ensuite access, providing comfort and privacy for family or guests. The fully finished lower level features 9' ceilings and hydronic radiant heated floors, complete with a spacious recreation area, custom bar, fitness room with durable marmoleum flooring, and a guest bedroom. Exterior details include cedar shake siding, copper accents, UV-protected Kolbe windows, irrigation system, and a heated tandem garage. Located in one of Oakville's most established Morrison neighbourhoods, surrounded by matures trees and distinguished homes, this property presents a refined living experience in a coveted setting. (certain images have been digitally enhanced and virtually staged)
287 Macdonald Road, Oakville
4
BEDS
5
BATHS
42.93 BTC
FOR SALE
This completely renovated contemporary residence represents the pinnacle of modern design and sophisticated living in one of Oakville's most desirable locations of Old Oakville.Every detail of this 4 Bedroom | 4+1 Bathrooms | 4,819 Sq Ft Finished Living Space has been meticulously reimagined to deliver an unparalleled standard of quality and craftsmanship.The highly functional main floor plan centers around an exceptionally sleek kitchen open to the Great Room with gas fireplace and walk out to the resort style backyard and pool.The kitchen is outfitted with luxury high-end appliances, an oversized island seating eight, and an additional peninsula for casual entertaining in the bar area.Adjacent to the kitchen, is a walk in pantry with an additional dishwasher and fridge. Not to be missed is the impressive temperature-controlled wine room accommodates approx 1,000 bottles-a striking feature for the discerning entertainer.A versatile family room/main floor bedroom with ensuite which can be used as a principal bedroom or guest suite, laundry room, walk-in main closet for storage and access to oversized double car garage.The 2nd level principal suite is a private sanctuary featuring juliette balcony, gas fireplace, two walk-in closets and a spa-inspired ensuite with heated floors, walk-in shower, and a standalone soaking tub.Two additional spacious bedrooms each with their own ensuites complete the level. Not to be missed is the finished lower level room with added storage in the pantry and crawl space area. The backyard is an entertainer's paradise, showcasing a saltwater pool, two expansive patio areas, two gazebos with a gas fire table, and premium Dutch-imported artificial turf that remains lush year-round with zero maintenance.Ideally situated steps from Whole Foods Market, Oakville GO Train, for seamless transit connectivity,and the Oakville Trafalgar Community Centre this extraordinary property offers both refined luxury and everyday convenience.LUXURY CERTIFIED
382 Trafalgar Road, Oakville
2+2
BEDS
4
BATHS
42.40 BTC
FOR SALE
Private, elevated, and unlike anything else in Old Oakville - A true four-season outdoor retreat, your private playground for the outdoor enthusiast-where each day invites skating, paddling, kayaking, hiking, fishing, boating and cross-country skiing, alongside wildlife watching and refined al fresco dining, embracing nature in all its seasons. This lofted waterfront residence commands breathtaking views and unmatched privacy along the tranquil 16 Mile Creek. A testament to craftsmanship and design, this waterfront retreat boasts exclusive riparian rights and a private dock, inviting you to embrace the beauty of Oakville's scenic waterways year-round. .A meticulous 2016 renovation elevated this residence with rich hand-scraped oak floors, solid wood doors, custom millwork, and elegant tray ceilings. The sprawling 1,700 sq. ft. premium Wolf PVC deck includes a hot tub oasis, integrated fire table, and motorized awnings, leading to a dock with a kayak launch, swim ladder, and floating dock. Glass-encased staircases on helical piers deliver striking architectural presence and unbroken sight lines to the creek. Inside, sophistication defines every detail. Floor-to-ceiling windows in the living room frame stunning ravine views and dramatic sunsets, while a gas fireplace with a live-edge mantel adds warmth. The chef's kitchen impresses with a leathered Taj Mahal quartzite island, Wolf and Miele appliances, and an integrated Sub-Zero fridge. Heated floors run throughout, including in the spa-like primary ensuite with marble floors, a rain shower, and double vanity. The lower level offers a linear fireplace, built-in bar, and walkout to the deck. A concrete-lined storage room playfully known as the Bomb Shelter provides additional functionality. Blending natural beauty, refined design, and year-round outdoor living, this one-of-a-kind property is just steps to downtown Oakville and the GO Train offering luxury, serenity, and convenience in equal measure.
338 Macdonald Road, Oakville
4
BEDS
4
BATHS
40.69 BTC
FOR SALE
Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. Impressive detached w/47-foot frontage, 2836 sqft of finished space w/an additional 1,000+ sqft(approx) in the lower level left untouched. Curated:4 beds + 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry, expansive breakfast+great room. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.
89 Forsythe Street, Oakville
2
BEDS
3
BATHS
36.45 BTC
FOR SALE
This might be it! Unrivalled location w/direct Creek and Lake view, backing onto Sixteen Mile Creek. Incredible calm and quiet; steps to everything. Gren Weiss designed downtown sophisticated living at its best. Sound construction. Ample outdoor balcony/terrace/deck space, approx 400SF. Almost 13' granite kit island, luxury B/I appliances and pocket door access to pantry. Excellent office with built-in desk and library wall with sliding ladder access. Phantom screens at entry and at casement door access to upper West facing terrace off the guest bedroom. No disappointments here. Roof replaced in 2019. 3243SF of finished living space. 3 car garage parking.
428 Sheddon Avenue, Oakville
4+1
BEDS
4
BATHS
35.96 BTC
FOR SALE
One of the best locations in Old Oakville! This exceptional custom home on a quiet side street features a bright freshly painted interior with 10' main floor ceilings, crown mouldings, 3 gas fireplaces, a Control4 full house hard wired entertainment system, elevator rough-in, and site-finished oak hardwood throughout. The main floor features an bright open-concept kitchen, breakfast, and family room area with a full wall of windows overlooking the backyard. The chef's kitchen has quartz counters, a large centre island, premium cabinetry, and Viking Professional appliances. The family room has a gas fireplace with built-in bookcases. A butler's pantry with wine fridge and sink leads to the separate dining room finished with a coffered ceiling. The main floor mudroom offers garage access with built-in closet and storage. A powder room completes this level. The second level features 9' ceilings, a bright skylit hallway, laundry with built-ins, and 4 generously sized bedrooms. The spacious primary suite features a gas fireplace, walk-in closet, and spa-inspired ensuite. The lower level has 9'ceilings, radiant floor heating, oversized windows, a separate entrance, recreation room with built-ins, gas fireplace and wet bar. A fifth bedroom, 3-piece bath, cold room, and additional storage complete this level. A private low maintenance backyard has a south facing view which extends a full city block. It is fully landscaped with mature plantings and quality hardscaping
1168 Carey Road, Oakville
3
BEDS
4
BATHS
35.41 BTC
FOR SALE
This bespoke architecturally designed single-storey residence, created in the Contemporary Shed Style, combines refined architecture with exceptional functionality and craftsmanship. Designed for sophisticated entertaining and comfortable family living, the home features dramatic interior rooms, clean lines, and seamless indoor-outdoor connections. Principal living spaces and bedrooms are positioned to maximize privacy and natural light through expansive floor-to-ceiling windows overlooking landscaped gardens. A generous foyer introduces over 3,100 sq. ft. of refined single-level living. At the heart of the home, a striking four-sided wood-burning fireplace connects the formal living and dining areas. The gourmet kitchen is equipped with premium appliances, sky-lighting, custom cabinetry, walk-in pantry storage, and built-in serving functions, while oversized glass doors open directly to the gardens and outdoor entertaining spaces. The adjoining family room is filled with natural light from extensive glazing and skylights, complemented by wide plank white oak flooring, custom millwork, and cathedral tongue-and-groove willow ceilings. The private primary suite includes a spa-inspired ensuite, walk-in closet, and direct garden access. Two additional bedrooms feature oversized windows and double closets. The lower level offers excellent versatility with a recreation room, oversized laundry and craft area, workshop, cedar storage room, and wine storage. Completing the property are a cedar shake roof, cobblestone driveway, double carport, and oversized double garage with parking capacity for up to seven vehicles, delivering a rare blend of luxury, comfort, and practicality.
53 Thomas Street, Oakville
4
BEDS
3
BATHS
34.89 BTC
FOR SALE
Nestled south of Lakeshore in the heart of Old Oakvilles historic district, this beautifully restored Georgian-style home, designed by Gren Weis, blends timeless character with modern updates. Steps from the lake, river, and vibrant Downtown, it offers an unmatched lifestyle location.The home boasts exceptional curb appeal with a flagstone path leading to a spacious foyer. Sun-filled interiors feature Farrow & Ball paint, new hardwood on the main level, preserved fir upstairs, smooth ceilings, and recessed LED lighting.The updated kitchen includes a large island, built-in appliances, and desk area. The dining room offers panelled walls, RH sconces, French doors to the garden, and plantation shutters. A charming living room features built-in bookcases, window seat, wood-burning fireplace, and walkouts to a sunroom overlooking the southwest garden and pool. A mudroom and stylish powder room complete the main floor.Upstairs are four bedrooms with ample closets and antique brass hardware. The primary suite offers custom built-ins and a renovated ensuite with heated Carrara marble floors and zero-threshold shower.The fully finished lower level (8 ceilings, slate flooring) adds living space with a media room, workout room, cedar closet, laundry, and storage. Updated mechanicals include a high-efficiency furnace, central AC, 100 AMP panel, irrigation. Cedar roof, new fencing, cobblestone driveway. Outside enjoy a private oasis with saltwater inground pool, brick patios, and landscaped gardens. Steps to the Lake, Oakville Club, Yacht Squadron, Library, Performing Arts Centre, Downtown, and top schools.
200 William Street, Oakville
5
BEDS
3
BATHS
34.89 BTC
FOR SALE
Well positioned property in historic Old Oakville, south of Lakeshore, just steps to the beach, Oakville harbour and Town Square. Sitting proudly up on a rise, this 2 1/2 storey home features wonderful views, light and plenty of space to create your dream home. With lot dimensions of 105' x 105' this full-sized 11,044 SF lot is exactly twice the size of adjacent properties. Savvy buyers may investigate opportunities to sever the lot or explore the creation of an accessory dwelling unit on the property. Zoning RL3, Special Provision 11. The existing home sits entirely on one half of the property in the northeast corner leaving the south and the west portions of the lot open to potential. The existing residence features high ceilings, a grand staircase, formal living room with wood burning fireplace and adjacent sunroom. Lovely southeast dining room takes in all the sunlight. The kitchen and back entrance are in the southwest corner of the main floor. The second floor features 4 bedrooms and one main bathroom. The third floor with two large rooms used as the Primary suite features wonderful views over the garden, the lake, church tower and the beautiful trees of Old Oakville.
300 Randall Street 211, Oakville
2
BEDS
2
BATHS
34.34 BTC
FOR SALE
Welcome to one of Downtown Oakville's most celebrated residential addresses, imagined and brought to life by an exceptional local team, the internationally acclaimed luxury designer whose signature detailing elevates this landmark building into a work of art. Together, they crafted a boutique residence that seamlessly blends sophistication, exclusivity, and enduring elegance. This expansive suite features grand principal rooms, soaring ceiling heights, and refined architectural proportions throughout. The Great Room and adjoining Kitchen/Dining Room provide an impressive setting for both relaxed living and elegant entertaining, while the formal Foyer and circular entry gallery create a memorable sense of arrival. The private primary wing offers a gracious Master Bedroom with Juliet balcony, ensuite bathroom, with walk through dressing room, delivering a true luxury retreat. A second bedroom is perfect for guests or extended family and is thoughtfully preceded by its own private vestibule, enhancing comfort and privacy. Additional conveniences include a separate Laundry Room, dedicated Storage Room, and a Powder Room that complements the home's generous flow. The building also features the renowned Sotto Sotto restaurant on the main level - a testament to the calibre of the address and a unique lifestyle benefit for residents. Steps to the lake, marina, shops, cafés, and cultural venues, this residence offers a rare blend of boutique luxury and walkable urban convenience. A distinguished opportunity to live in one of Oakville's landmark buildings.
25 Howard Avenue, Oakville
3+2
BEDS
2
BATHS
33.28 BTC
FOR SALE
Rare opportunity in coveted Orchard Beach, just steps from Lake Ontario and the waterfront trail. Set on a premium 50 x 160 ft lot, this property comes with completed architectural and engineering drawings and Committee of Adjustment approval for a proposed 3,800 sq ft residence. An exceptional offering for a buyer looking to move forward with confidence, with extensive completed work including floor plan and exterior concepts, colour renderings, arborist report, architectural drawing package, sealed roof truss package, sealed LVL layout, sealed structural engineering package, HVAC design, grading and drainage plan, soil test, and stormwater management report.The existing home was updated in 2024 with electrical improvements, a renovated bathroom, updated flooring, a new kitchen, and new appliances, offering flexibility to live in or hold the property while completing the final permit stage. Zoning and Committee of Adjustment approvals are already in place, with remaining steps in progress. Located a short stroll from downtown Oakville, the lake, and top schools, this is a rare opportunity to secure a prime property with meaningful value already created.
1284 Cleaver Drive, Oakville
4
BEDS
3
BATHS
33.27 BTC
FOR SALE
WONDERFUL FAMILY HOME IN A COVETED NEIGHBOURHOOD IN MORRISON WALKING DISTANCE TO GAIRLOCH GARDENS, THE LAKE AND SOME OF THE BEST SCHOOLS IN SOUTHEAST OAKVILLE. THIS LOVELY 2 STORY RED BRICK HOME WITH ALMOST 5000 SQ FEET OF LIVING SPACE OFFERS A CENTRE HALL PLAN WHICH IS FABULOUS FOR FAMILY LIVING AND ENTERTAINING. THE SEPARATE LIVING AND DINING ROOM ARE PERFECT FOR FORMAL ENTERTAINING. THE LIGHT FILLED OPEN CONCEPT KITCHEN HAS A TEN FOOT ISLAND WHICH IS A GREAT GATHERING SPOT FOR CASUAL GET TOGETHERS. THE FAMILY ROOM WITH A VAULTED CEILING AND FIREPLACE OFFERS A WALKOUT TO THE STUNNING LANDSCAPED GARDENS WITH A NEWLY RENOVATED IN-GROUND POOL. A MAIN FLOOR OFFICE WITH A WALL OF WINDOWS LOOKING OUT TO THE GARDENS MAKES WORKING AT HOME ENJOYABLE. THE BASEMENT IS VERY SPACIOUS WITH BOTH A REC ROOM, HOBBY ROOM/OFFICE AND SPECTACULAR WORKROOM. THIS MATURE PROPERTY WITH SOUTHERN EXPOSURE OFFERS PRIVACY WITH MATURE TREES AND PLENTY OF GREEN SPACE FOR THE KIDS TO PLAY. JUST MINUTES TO ALL THE MAIN HIGHWAYS AND THE GO FOR AN EASY COMMUTE.
1316 Cambridge Drive, Oakville
4
BEDS
5
BATHS
33.15 BTC
FOR SALE
Set on a premium 102 x 154 ft lot just steps from Gairloch Gardens and Lake Ontario, this elegant Colonial residence at 1316 Cambridge Dr offers over 5,000 sq. ft of finished living space across three levels, in one of South East Oakville's most coveted neighbourhoods. A stately columned façade and interlock driveway create a strong first impression. Inside, the expansive 2,500+ sq ft main floor offers exceptional versatility with multiple distinct living areas, including a formal living room with marble-surround fireplace and built-in cabinetry, a generous family room with wood-burning fireplace, a front-facing study open to the dining room, and a centrally positioned dining room. The chef's kitchen features granite countertops, a centre island with prep sink, custom cabinetry, a professional-grade cooktop, and a skylight, with sliding doors leading to the rear terrace. A spacious laundry/mudroom with exterior access and a 2-pc powder room complete the main level. A dedicated indoor pool wing with skylights offers a bright, private setting for year-round enjoyment - an increasingly rare offering in this location. Upstairs, four bedrooms include a primary suite with private ensuite, along with three additional bedrooms served by a 4-pc bath. The 1,500+ sq ft lower level provides excellent flexibility, featuring a dedicated home theatre, a large recreation room, a den, and an impressive 362 sq ft bedroom with fireplace - ideal for guests, extended family, or nanny use - supported by a 3-pc bath. A walk-up leads directly to the rear yard, where a large terrace and sweeping open lawn, framed by mature trees, offer a private backdrop for outdoor entertaining. Steps to the waterfront trail, Gairloch Gardens, and Lake Ontario, within the catchment of top-ranked Oakville Trafalgar High School and minutes from prestigious private institutions including Appleby College. Few addresses in South East Oakville command this location - and the lifestyle that comes with it.
150 Cairncroft Road, Oakville
4
BEDS
3
BATHS
31.13 BTC
FOR SALE
Welcome to 150 Cairncroft, a rare opportunity to own a distinctive property in one of Oakville's most coveted neighbourhoods. Nestled on a stunning 0.4 acre (17,416 sq ft) corner lot, this charming 3,052 sq ft residence is enveloped by mature trees and lush landscaping, offering the perfect blend of privacy and prestige. Set just steps from the lake and picturesque Gairloch Gardens, the location is unparalleled for those seeking an upscale lifestyle surrounded by nature, yet within easy reach of top-rated schools, downtown Oakville, major commuter routes & transit. Whether you're looking to move right in, renovate, or build your custom dream home (RL1-0 zoning), this property delivers exceptional potential. The existing home is rich in character and warmth with its Mediterranean-inspired façade and design, offering 4 bedrooms + den, and 2.5 bathrooms. The living room showcases exposed structural beams set amongst 1 of this home's 4 cozy fireplaces, lending a rustic allure and architectural interest. While the soaring two-storey foyer also offers captivating views of the inviting yet secluded courtyard-style patio - ideal for entertaining or relaxing under the canopy of greenery. Properties of this caliber and location are exceedingly rare. Don't miss your chance to secure a premium foothold in a neighbourhood known for luxury homes, timeless appeal, and rare public lakefront access only steps away!
435 Maple Avenue, Oakville
5
BEDS
4
BATHS
30.06 BTC
FOR SALE
Exceptional opportunity to own a beautifully updated 5-bedroom, 4-bath executive home on a rare 50 ft*350 ft lot in the heart of prestigious Old Oakville. Nestled on a quiet, tree-lined street, this over 4,000 sq ft residence features a stunning great room with 18' vaulted ceiling and French doors opening to a huge two-level deck overlooking a private Muskoka-style backyard oasis, offering the perfect blend of cottage-style living and city living comfort. The bright open-concept kitchen with skylights and stainless steel appliances is ideal for entertaining, while the main-floor in-law/guest suite with private ensuite provides flexibility for multi-generational families. Freshly painted, carpet-free, and filled with natural light, the home includes new LED lighting, two furnaces, Heatpump and AC. With two separate basement entrances and a walk-out lower level, there's exceptional potential for a private suite, home office, or future expansion. Walking distance to the new community centre, lakeshore, top-rated schools, parks, and transit, and just minutes to the QEW, this property offers the perfect balance of luxury, privacy, and convenience - a rare chance to live, invest, or build your dream home in one of Oakville's most prestigious neighborhoods.
298 Douglas Avenue, Oakville
4+1
BEDS
3
BATHS
26.83 BTC
FOR SALE
Nestled Just Moments From The Shores Of Lake Ontario In One Of Oakville's Most Coveted Neighbourhoods, 298 Douglas Avenue Offers The Perfect Blend Of Lakeside Living And Refined Family Comfort. This Beautifully Renovated 4+1 Bedroom, 3 Bathroom Residence Has Been Thoughtfully Redesigned From Top To Bottom, Combining Timeless Character With Elevated Modern Finishes. The Main Floor Features Rich Hardwood Flooring, Elegant Mouldings, Pot Lights, And Expansive Windows That Fill The Home With Natural Light. The Custom Chef's Kitchen Is A True Showpiece With Quartz Countertops, Stainless Steel Appliances, Designer Lighting, A Large Centre Island With Seating, And Seamless Access To The Backyard, Ideal For Entertaining. The Inviting Living Spaces Provide Warmth And Sophistication, Including A Cozy Fireplace And Effortless Flow For Everyday Living. Upstairs, 4 Spacious Bedrooms Offer Flexibility For Growing Families, Highlighted By A Stunning Primary Retreat With A Walk In Closet And Beautifully Updated Ensuite. The Additional Bedrooms Are Bright, Generous In Size, And Finished With Tasteful Detailing And Neutral Tones. The Fully Finished Lower Level Expands Your Living Space With A Large Recreation Room, Additional Bedroom, And Versatile Space Perfect For A Home Gym, Media Room, Or Guest Suite. Enjoy The Best Of Oakville Living Just Steps To Waterfront Trails, Parks, And Minutes To Vibrant Downtown Shops, Restaurants, And Top Rated Schools.
169 Morrison Road, Oakville
3+2
BEDS
3
BATHS
26.83 BTC
FOR SALE
Nestled in the heart of prestigious Morrison, this fabulous bright open-concept bungalow sits on an exceptional 0.35-acre premium lot backing onto tranquil Morrison Creek and fronting onto Lawson Park-offering a rare "Muskoka-like" setting just moments from downtown Oakville, Gairloch Gardens, and the lake. This beautifully maintained 3+2 bedroom residence features a spacious living room with a wood burning fireplace and an effortless flow into the dining area, where a walkout leads to a private balcony overlooking lush gardens and an inviting in-ground swimming pool. The gourmet kitchen is equipped with premium Sub-Zero refrigeration, Sub-Zero wine fridge, and a Wolf gas stove-perfect for both everyday living and entertaining. The primary suite offers a renovated ensuite, while California shutters throughout enhance both elegance and privacy. Newly upgraded broadloom flooring extends through the bedrooms and into the fully finished lower level, which features a large recreation room with gas fireplace, two additional bedrooms (or office/den), a self-contained kitchen, laundry, and a 3-piece bath with heated floors-ideal for an in-law or nanny suite. A tiled walkout provides seamless access to the backyard oasis. An extra-long, updated asphalt driveway accommodates parking for 8+ vehicles. Located within a top-tier school district and directly across from a park, this rare offering combines natural beauty, luxury, and convenience in one of Oakville's most sought-after neighbourhoods.
327 River Side Drive, Oakville
3+1
BEDS
3
BATHS
25.76 BTC
FOR SALE
Rare ravine-backed bungalow on an exceptional 27,000 sq ft lot in Old Oakville, backing onto a protected preserve and creek. Thoughtfully renovated and move-in ready with bright principal rooms and beautiful natural views. All renovations and features are detailed in the attached feature sheet. Ideal to Move in now or create your dream estate in one of Oakville's most prestigious and picturesque neighbourhoods. Feels like cottage country, yet steps to Kerr Village, Downtown Oakville, Tannery Park, top schools, the lake, and the GO Station.
316 River Side Drive, Oakville
3+1
BEDS
2
BATHS
25.75 BTC
FOR SALE
Bright, well maintained raised bungalow with a stunning backyard oasis available in the well sought out area of the West River neighbourhood. The eat-in sunroom kitchen is infused with natural light, with wraparound windows with views of the private backyard, a long peninsula quartz counter, pantry space, gas stove, reverse osmosis water system, and patio doors out to decks, patios and an inground pool with spillover hot tub. Combination living room and dining room with built in bookcases is perfect for entertaining family and friends. Large primary bedroom with two other good size bedrooms with the 3rd bedroom currently being used as an office. 4 pc bathroom completes this floor. The finished basement features a den with gas fireplace, large sunlit bedroom, 3 pc bathroom, large rec room currently used as an office and laundry room with counter space and extra cupboards. The backyard gives you lots of options for entertaining or just hanging out. Decks, gazebo, raised reading nook, shed with thoughtfully landscaped mature gardens and trees offer a space to unwind, breath and relax. Walking distance to downtown Oakville, Vibrant Kerr Village, Oakville GO, Forster and Westwood Park and playground with splashpad, Public and school bus routes.
2292 Eighth Line, Oakville
4+2
BEDS
5
BATHS
25.66 BTC
FOR SALE
Sitting on a rare 242 deep ravine lot with a separate entrance, this spacious bungaloft offers two bedrooms on the main floor including a master suite. All washrooms have been fully renovated, and the entrance features elegant marble flooring. With over 4,600 sq. ft. of finished living space, the home includes a basement with a second kitchen perfect for rentals or multigenerational living. Inside youll find soaring ceilings, a gourmet kitchen, designer lighting, fresh paint, and a high-efficiency tankless heater. Outside, enjoy an oversized deck with gazebo, veggie garden, and breathtaking ravine views. Prestigiously located in Iroquois Ridge North near top schools, parks, trails, and shopping.
3251 Harasym Trail, Oakville
5+2
BEDS
6
BATHS
25.65 BTC
FOR SALE
EXECUTIVE Family Home on a Rare RAVINE Corner like Lot in Prestigious North Oakville with impressive 5+2-bedroom plus office at main floor, 4+2 bathroom detached home with 4375 sq ft finished area on a desirable 39.6 x 91.88 ft lot in the sought-after Uptown Core community. This BRIGHT and SPACIOUS home is unique in the area and offers the perfect blend of luxury, functionality, and privacy with a fully finished walk-out LEGAL BASEMENT APARTMENT adds significant living space with its own 2 bedrooms and 2 washrooms - ideal for INCOME potential. The main levels boast soaring 10 ft ceilings and 9 ft ceilings upstairs, creating an open-concept layout flooded with NATURAL LIGHT. The gourmet kitchen is a highlight with a massive center island, premium quartz countertops, stainless steel appliances, and a large walk-in pantry, walkout deck. A convenient main-floor office is perfect for work-from-home needs. Hardwood flooring runs throughout the home for a clean, modern look and easy maintenance. Upstairs, the generously sized bedrooms include a LUXURIOUS PRIMARY SUITE with a SPA-like ensuite featuring a standalone tub and oversized walk-in closet. This home stands out beside a catwalk to TRAIL, which positions it as a functional corner lot, offering extra privacy and appeal. Best of all, it backs onto a RAVINE - enjoy peaceful, treed views and a sense of being nestled in nature while remaining close to everything. A rare opportunity to own an executive home with premium finishes, versatile living space, and an exceptional ravine setting in one of Oakville's most desirable areas EXCELLENT SCHOOLS. This property will not last long - schedule your private viewing today!
467 Caesar Avenue, Oakville
4
BEDS
3
BATHS
24.68 BTC
FOR SALE
Absolutely stunning and totally upgraded four bedroom family home in prime South East Oakville location! Very desirable street on a quiet cul-de-sac close to top public and private schools. The spacious primary suite is privately set on the upper level and features soaring ceilings, a beautiful ensuite, and a walk-in closet. The skylight gives the bedrooms lots of natural light, enhancing the warmth and openness of the home. The chefs kitchen includes an oversized island and seamlessly flows into the open concept living space with a walk out to the deck that is perfect for entertaining! This turn key home features modern finishes throughout, including a cozy fireplace in the family room. The fully fenced backyard offers a private oasis. Smart home features include, an Ecobee thermostat, Ring camera, and built in Sonos surround sound. Outdoor upgrades include, a gas BBQ hookup, and a full irrigation system. Close to all amenities such as public transit, parks, Downtown Oakville, shops, restaurants, and highways. Don't miss the opportunity!
100 Lakeshore Road 303, Oakville
2
BEDS
2
BATHS
24.42 BTC
FOR SALE
Carefree living reaches its finest expression in this spectacular, completely renovated 2-bdrm,2-bath residence in one of downtown Oakville's most coveted lakefront addresses. Spanning 1,863 sq ft,Suite303 offers a rare south/southwest exposure with captivating views toward the Oakville Club,marina & Lake Ontario.Best enjoyed from three private terraces and an extraordinary glass-enclosed sunroom.Located on the 3rd floor but considered the ground floor due to the slope of the land,this Suite gives you easy step-out access to the roadEvery detail of this Suite has been renovated without compromise using high quality finishes.Heated floors run thru/out,ceilings raised in the Kitchen,Dining Room & Living Room,and custom Misani cabinetry brings a refined,tailored finish to the open-concept interiors.The kitchen is a true culinary showpiece,appointed with built-in Wolf/SubZero appliances and designed for effortless entertaining complete with breakfast counter bar and walk out to enclosed terrace.Open concept Living Room & Dining is perfect for entertaining or just relaxing to watch TV.The fireplace and built-in cabinetry add warmth and a place to display collectibles.The oversized primary retreat features terrace access, bespoke closet cabinetry,and a luxurious 5-pc ensuite w/heated floors.The second bedroom also opens to a terrace and enjoys a semi-ensuite 3-pc bath.The sunroom is a standout sanctuary-bright,serene & perfectly suited for morning coffee or an evening unwind.A large laundry room w/ sink and addt'l storage adds practicality, while two side-by-side parking spaces (no pillar between) and an oversized locker complete the offering.Residents enjoy updated amenities incl 24 hour concierge,guest suites,fitness center, newly renovated party room & pool area.Steps to the lake,charming downtown Oakville of boutique shopping with acclaimed dining.This Suite with its quality finishes & multiple walk outs with spectacular views gives the condo life you dream of!
3329 Vernon Powell Drive, Oakville
4
BEDS
4
BATHS
24.14 BTC
FOR SALE
Rare opportunity to own a spectacular home on one of the largest premium ravine-style lots backing onto lush green space with incredible privacy and breathtaking treed views. This beautifully upgraded home showcases luxury finishes throughout, including soaring ceilings, pot lights, elegant 7-inch baseboards, and exceptional attention to detail. Step into a warm and inviting foyer with custom built-in bench seating, leading to an elegant dining area and a sun-filled living room with cozy gas fireplace and California shutters. The designer eat-in kitchen is a true showstopper, featuring stainless steel appliances, quartz countertops, breakfast bar, double wine fridge, and walkout to the perfect BBQ balcony. The stunning family room will leave a lasting impression with dramatic 16-ft ceilings, second gas fireplace, and double French doors opening to another private balcony overlooking nature. The upper level offers four spacious bedrooms, including a luxurious primary retreat with tray ceiling, custom California Closets walk-in, and spa-inspired ensuite complete with double vanities, soaker tub, and glass shower. The bright finished basement offers high ceilings, oversized windows, ample storage, and endless possibilities for entertaining, relaxing, or working from home. Outside, enjoy a professionally landscaped fully fenced backyard with interlocking stone, a new 6-person hot tub, and peaceful surroundings that make every day feel like a getaway. An exceptional home in an incredible setting, just steps to trails, parks, and more. Move in, relax, and enjoy luxury living at its finest.
278 Carolyn Drive, Oakville
2+1
BEDS
3
BATHS
23.61 BTC
FOR SALE
Discover this stunningly upgraded bungalow, perfectly situated just a short walk to KerrVillage and downtown Oakville. The home features a seamless open-concept layout, ideal for hosting family and friends, with a modern kitchen, open living room, and spacious dining and family areas. The main level includes two bedrooms and a 1.5 bathrooms, with flexible options to create a private master retreat. The finished basement offers even more living space, while the beautifully landscaped backyard is complete with a built-in pool from 2020, ideal for relaxing and entertaining. Perfect for downsizers or a young family. This is a rare find, don't let it slip away!
347 Douglas Avenue, Oakville
3
BEDS
4
BATHS
23.61 BTC
FOR SALE
A truly exceptional character home in the heart of Old Oakville, offering over 2300 sqft of beautifully finished living space. Located on a gorgeous tree-lined street, this timeless residence blends classic elegance with modern comfort including elegant mouldings and hardwood floors throughout. Formal principal rooms include a separate dining room and inviting living room with gas fireplace and bay window. The kitchen features honed granite counters, stainless steel appliances, a breakfast area with chef desk and sliding door walk-out to the back deck. A den provides the perfect spot to enjoy a good book or catch up on the news. The second level has the primary bedroom with a luxurious 5pc ensuite bath with heated floor, 2 more ample-sized bedrooms as well as a contemporary 5pc main bath. The finished basement offers bonus living space in a large recreation room with hardwood floor, wood-burning fireplace, 3pc bath and a walk-up to the rear yard. The laundry/utility room provides extra storage space. Outside, lush landscaping frames a private garden, with perennials, cedar arbors and a wooden pergola. A covered outdoor patio extends from the detached garage to make a perfect spot for relaxed outdoor entertaining. Other features include central vacuum, central air, alarm system and outdoor irrigation system. Perfectly located steps from the lake, downtown shops and restaurants, top-rated schools, Oakville Go and easy highway access.
2005 Oak Springs Road, Oakville
5+1
BEDS
5
BATHS
23.18 BTC
FOR SALE
Welcome to 2005 Oak Spring Road In Sought After River Oaks! Offers over 5600 Square Feet Finished Luxury Living Space! Built By Award Winning Alterra Developer! Deep Large Lot (48 feet X 142 Feet) Back into Ravine With Mature Trees All Around Offering Plenty Of Privacy. This Beautiful Home Offers Five Bedrooms, Five Bathrooms, Carpet Free Home. Primary Ensuite Spa Style Bathroom with Smart Heated Floor, Smart Heated Towel Rack, Smart Lights and Fireplace (2024). Updated Kitchen With Quartz Counter Tops, Upgraded Moldings & Pot Lights, Unique Circular Staircase With 2 Storey Glass Block Wall. Professionally Open Concept Finished Basement With Fireplace, A Bedroom and 3pc Bathroom. Excellent For Entertaining! Professional Landscaping, Backyard Oasis With Pioneer Pool, Hot Tub, Koi Pond. Natural Gas To BBQ And Fire Pit, Endless Extra, Security Cameras. Windows On West side (2019). New Shingles (2012), Furnace & Hwt (2018). Saltwater System For Pool (2015), New Pool Lining (2026). Excellent Schools District. Sheridan College, Walking Trails, Shopping Mall, Lake, HWY'S, GO Station, Parks, Enjoy This Muskoka Style Backyard For Hot Summers. Must See!
1357 Golden Meadow Trail, Oakville
4+1
BEDS
4
BATHS
22.41 BTC
FOR SALE
Experience the perfect blend of comfort and privacy in this exceptional turn-key home, featuring a breathtaking backyard oasis backing onto tranquil green space! From the moment you step through the custom double door entrance, you are greeted with a spacious 3000sqft above grade floor plan, with undeniable attention to detail and craftsmanship quality. Stunning walnut millwork enhances the Dining Room, Kitchen, and Powder Room, while the designer white Kitchen is equipped with premium appliances, including a Miele 48" Dual Fuel Range, Miele Dishwasher, and the new Samsung Bespoke Fridge. Thoughtfully designed for modern living, the home is wired with built in speakers and surround sound system throughout the main floor and backyard with designer lighting. The beautiful main floor laundry room features quartz counters, custom finishes, and a convenient side entrance, blending everyday functionality with upscale design. The upper level has four generously sized bedrooms, including a large primary retreat with a unique private office space and a spa-inspired ensuite, showcasing a claw-foot free-standing tub. The fully finished lower level was completely remodeled in (2024) with the highlight being the elegant oak hardwood floors and new wet bar and fireplace. Additional upgrades include a new EV charger and electrical panel update (2024), new pool liner (2024), hot tub (2025), are some of many updates to complete the expansive rarely offered luxurious outdoor entertaining space. Located close to parks, walking trails, highways, and highly rated schools.
1071 Melvin Avenue, Oakville
3+1
BEDS
4
BATHS
22.32 BTC
FOR SALE
Charming Cape Cod style South East Oakville home nestled on a quiet street, featuring greenspace with walking trails. Close walk to local grocers, shopping and an easy walk to elite private schools - St. Mildred's Lightbourn School and Linbrook School. This is truly afamily home with the coziest of elements. The front porch spans the entire home and compliments the three dormer windows above. Enter the front door into a centre hall plan with a spacious living room with gas fireplace and a large dining room, both featuring Californiashutters, adding to the charm. The traditional kitchen is spacious, maximizing counter space with access to the back sun deck and spacious backyard. The main floor office can easily double as a bedroom or comfortable den. Upstairs the large primary bedroom is welcoming with a4 piece ensuite bath and a double-door oversized walk-in closet. The large 2nd and 3rdbedrooms have the unique feature of a "secret" crawl space that connects the two rooms. Perfect for the young ones with adventure on their minds. The lower level is a well finished separate space perfect for in-laws or visitors. It is completely self contained with a large living room and dining room, a finely finished spacious kitchen, well appointed with a laundry room, large bedroom, all with above grade windows. Step into a rare, over-sized backyard oasis framed by towering mature trees that offer both privacy and timeless natural beauty. This expansive outdoor space is perfect for entertaining, relaxing or re-imagining. Whether you envision a luxurious pool, a custom garden retreat or a future home extension, the possibilities here are endless.
2008 Peak Place, Oakville
4+1
BEDS
5
BATHS
22.00 BTC
FOR SALE
Welcome to 2008 Peak Place, where timeless design and modern comfort come together in one of Oakville's most sought-after neighbourhoods. Tucked away on a quiet, tree-lined street and backing onto a serene ravine, this 4+1 bedroom, 4.5-bathroom home offers over 4,000 square feet of thoughtfully designed living space where every detail feels intentional. The grand foyer sets the tone, reimagined with custom millwork and large format tile, creating a refined first impression. At the heart of the home, the chef's kitchen-fully renovated in 2022-features bespoke cabinetry, stone countertops, and premium stainless steel appliances, seamlessly connecting to the family room with hardwood floors and a modern fireplace. It's a space equally suited for quiet evenings and entertaining. Formal living and dining rooms offer flexibility for hosting, while the main-floor laundry & powder room add everyday convenience. Upstairs, the primary suite is a true retreat, complete with electric blinds, a custom walk-in closet, and a spa-inspired ensuite. A second bedroom features its own renovated ensuite, while two additional bedrooms share an updated bathroom.The finished lower level extends the living space with a generous rec room, gas fireplace, wet bar, & a fifth bedroom that easily functions as a home office or gym. A full 3-piece bathroom completes the level. Notably, the basement flooring was replaced at the end of 2025, along with new stair runners, adding a fresh, cohesive feel throughout. This home has been meticulously maintained with thoughtful upgrades, including a fully renovated garage (2022) with epoxy floors, built-in cabinetry, and wall treatments, along with updated mechanicals and key components throughout. With direct access to nature and just minutes to top-rated schools, shopping, major highways, and the lake, this home offers a rare balance of lifestyle, location, & long-term value. 2008 Peak Place, quietly impressive, and exactly what you've been waiting for.
494 Chartwell Road, Oakville
4+2
BEDS
3
BATHS
20.61 BTC
FOR SALE
Gorgeous Family Home on Prestigious Chartwell Road in Old OakvilleNestled on a prime 0.29-acre west-facing lot backing onto serene woodlands, this immaculate 4+2 bedroom residence is situated on the coveted "Street of Dreams" Chartwell Road in the heart of highly sought-after Old Oakville. Offering endless potential, this exceptional property is ideal for families looking to move in, renovate, or build their custom dream home in a prestigious neighbourhood.The beautifully maintained home features gleaming hardwood floors, spacious living, dining, family principal rooms, and a thoughtfully updated patio and deck perfect for outdoor entertaining. The finished basement, with a private separate entrance, includes a 2-bedroom in-law suite complete with a full kitchen and bathroom, offering incredible flexibility for multigenerational living or rental income.Enjoy unparalleled convenience with a short walk to Whole Foods, Longos, charming local restaurants, top-rated schools, and minutes to the GO Station and QEW. This is a rare opportunity to own a slice of Oakville's most desirable enclave where lifestyle, luxury, and location meet.
85 Burnhamthorpe Road, Oakville
4
BEDS
5
BATHS
19.32 BTC
FOR SALE
Live & Work in Style in Oakville's Prestigious Burnhamthorpe Experience the perfect balance of luxury living and professional convenience in this exceptional live-and-work property located in one of Oakville's most desirable neighbourhoods. Thoughtfully designed for entrepreneurs, professionals, and families alike, this impressive residence offers a seamless blend of elegant living space and functional business facilities.Boasting over 2,900 sq ft of beautifully designed living space and more than 3,600 sq ft of total space, the home features four spacious bedrooms and four modern bathrooms, each crafted with contemporary finishes and refined style. The interiors offer an open, bright atmosphere ideal for comfortable family living and sophisticated entertaining. The upper level is highlighted by a stunning rooftop area that enhances the overall charm and provides an inviting outdoor retreat.The property also includes a dedicated professional workspace, perfectly suited for business owners who value convenience and professionalism. This area features a private office, its own bathroom, and a large conference room, making it ideal for client meetings, executive offices, or operating a professional business directly from home.Situated at the highly sought-after Burnhamthorpe Road and Sixth Line intersection, this prime location places you minutes from everything Oakville has to offer. Enjoy easy access to top-rated schools, fine dining, trendy cafés, upscale shopping, parks, and major highways, ensuring both lifestyle and business convenience.This rare opportunity offers the ultimate live-work lifestyle in a prestigious Oakville setting. Whether you are welcoming clients, hosting meetings, or relaxing with family, this remarkable property delivers the perfect environment for success and comfort.Don't miss your chance to own one of Oakville's premier live-and-work residences. Book your private showing today and experience the possibilities firsthand..
2000 Peak Place, Oakville
5
BEDS
5
BATHS
19.32 BTC
FOR SALE
Nestled on a quiet cul-de-sac in the prestigious River Oaks neighbourhood, this executive family residenceoffers over 4,500 sq. ft. of beautifully finished living space and backs onto a tranquil ravine. With 5bedrooms and 5 bathrooms across four levels, this home balances elegance, functionality, and comfort.Themain floor features hardwood flooring, a dramatic great room with soaring 17-foot ceilings and a gasfireplace, a bright front living room, and a practical mudroom with laundry. The kitchen is well-equippedwith stainless steel appliances, a JennAir oven, a Chef's Cooktop, and California shutters. An adjoiningbreakfast area opens to the rear deck, while a separate dining room provides the perfect setting for familygatherings or entertaining guests.Upstairs, three spacious bedrooms share two full bathrooms, including aserene primary suite. The third floor offers two additional bedrooms and a full bathroom, ideal for teenagers, extended family, or nanny quarters.The recently renovated lower level enhances the home witha stylish second kitchen featuring quartz countertops, a bar fridge, and a bodega wine fridge. A glassenclosed office, sleek bathroom with custom shower, and a versatile recreation area with gas fireplacemake this level perfect for a home theatre, games room, or lounge. Step outside to a private backyarddesigned for entertaining, complete with an inground saltwater pool, expansive deck, stone patio, andbuilt-in BBQ with natural gas hookup. A stone driveway and double garage add to the strong curb appeal.Close to top-ranked schools, scenic trails, parks, shopping, and major commuter routes, 2000 Peak Placedelivers the perfect combination of lifestyle, space, and location in one of Oakville's most sought-after communities.
1169 Cynthia Lane, Oakville
3+1
BEDS
2
BATHS
19.31 BTC
FOR SALE
An exceptional opportunity to build your dream home in one of Oakville's most prestigious and sought-after neighbourhoods. Set on a quiet, tree-lined 60 x 122 ft lot widening to 78 ft at the rear, this property offers a rare chance to design and build a custom home exceeding 3300 sq.ft.(above grade). The existing home is well maintained and fully livable, allowing you to move in or generate rental income while securing permits. Ideally Located just minutes from Lake Ontario, downtown Oakville, the GO Train, top-ranked schools, parks, and major highways, this address perfectly balances tranquility, convenience, and long-term value. Buyers or their representatives should verify all zoning and building details with the Town of Oakville's Planning and Building Department.
262 Oakwood Crescent, Oakville
4
BEDS
2
BATHS
18.78 BTC
FOR SALE
Set on a premium lot in one of Oakville's, family-friendly neighbourhoods, this property presents a rare opportunity to live comfortably as-is, renovate over time, or design and build a custom home surrounded by newer luxury residences. The existing residence features a well-designed layout with over 1,700 sq ft on the main level, offering spacious principal rooms ideal for everyday living and entertaining. A bright living and dining area flows seamlessly into a generous kitchen with breakfast area, while the expansive family room creates a warm, central gathering space with direct access to the covered deck perfect for indoor-outdoor living. The main level is complete with four well-proportioned bedrooms, including a comfortable primary suite, making it an ideal layout for families, downsizers, or those looking to customize over time. The finished lower level adds significant versatility with over 1,500 sq ft of additional space. Featuring a large recreation room with fireplace, dedicated office, den, laundry room and ample storage. This level offers endless possibilities for extended family living, work from home setups, or future redesign. Step outside to a large, private backyard framed by mature, towering trees. An ideal setting for both relaxation and entertaining. Enjoy a beautifully designed stone patio, perfect for summer evenings, along with a charming garden shed for added storage and functionality. The expansive lot provides ample space for children to play, gardening enthusiasts or a future addition. Surrounded by newly built homes, the property offers incredible potential for renovation or a custom build. Located just a short walk to downtown Oakville, you'll enjoy convenient access to shops, restaurants, parks and the lakefront. The private setting and generous footprint offer the flexibility to create something truly special. A rare offering in a transitioning neighbourhood.
322 Pine Avenue, Oakville
3+1
BEDS
4
BATHS
18.25 BTC
FOR SALE
IMPROVED OPPORTUNITY! Discover this charming family home nestled in the heart of Old Oakville, one of the area's most desirable neighbourhoods. Meticulously maintained 1.5-storey residence on a beautifully landscaped 50' x 141.8' lot, tucked away on a quiet, tree-lined cul-de-sac. Surrounded by inviting covered porches and decks, a peaceful setting to enjoy nature while remaining close to all amenities. Originally purchased over 40 years ago as a quaint cottage and thoughtfully renovated in 1992, features generously sized principal rooms, including a sunken, oversized family room. This inviting space showcases a reclaimed brick, wood-burning fireplace with a barn board mantel, along with a matching bar and sliding doors that open to a Muskoka-inspired backyard.Expansive rear-facing windows flood the home with natural light and lead to a spacious 36'4" x 14'6" deck-perfect for entertaining or relaxing year-round. With over 2,050 sq. ft. of above-grade living space, this home seamlessly blends timeless character with modern comfort. The home offers 3+1 well-appointed bedrooms, 4 bathrooms, and a versatile living room currently used as a formal dining space. The finished basement provides additional flexibility for growing families. The main floor includes a bedroom that can also serve as a home office or den, along with an updated bathroom. Hardwood flooring and ceramic tiles enhance the main level, while the spacious kitchen features abundant cabinetry, a large pantry, and a double sink. Additional highlights include a separate main floor laundry room with a utility sink, folding counter, and ample storage. At the rear of the property, two detached outbuildings, with electricity offer excellent potential for a workshop, studio, or garden storage. This property offers endless possibilities for renovation or addition. Just minutes from top-ranked public and private schools, Downtown Oakville, Whole Foods, LCBO, charming shops, the lakefront, parks, walk to GO transit
274 Reynolds Street, Oakville
3+1
BEDS
2
BATHS
17.71 BTC
FOR SALE
LIVE NOW, BUILD LATER. Ideal for end-users and investors alike, this beautifully updated 3+1 bedroom home is located just minutes from the lake and Downtown Oakville. Set on a 62.8 x 110 ft lot, the home offers a warm, well-designed layout with bright principal rooms, a separate dining area, and a stylish eat-in kitchen. The entire home has been thoughtfully improved throughout, creating a clean, move-in ready space that feels comfortable and inviting. Upstairs features three well-sized bedrooms and a fully updated bath.The fully finished basement includes a fourth bedroom and separate walk-up entrance, offering excellent potential for extended family living, rental income, or a private workspace. Enjoy a private, fully fenced backyard, all within walking distance to the lake, parks, shops, and restaurants that define Old Oakville living.Zoned RL4-0, permitting 35% lot coverage and currently allowing up to 4 units (buyer to verify). Situated within a heritage area with precedent for redevelopment and intensification nearby. Potential land assembly with neighbouring property (~124 ft combined frontage). Future possibilities may include luxury townhomes, boutique condos, or rental units, subject to approvals.
189 Martindale Avenue, Oakville
4+3
BEDS
4
BATHS
17.05 BTC
FOR SALE
4 Family Home With Spacious Principal Rooms. Hardwood Flooring Thru-Out. Eat-In Kitchen W/ Breakfast Area And W/O To Large Deck. Generous Master W/Ensuite And Walk-In Closet. Finished Lower Level Including , 3 Bdrms with And 3-Pc Wr & Will Bring Thousands Dollars Potiental Rental Income , Rec Rm, Cold Rm. Walk to Sheridian College, Minutes To Groceries, Cafe's, Restaurants, Parks, Downtown Oakville, Oakville Trafalgar GO, Hospital And Major Highways. Roof(2019), AC & Furnace (2025) , Hot Water Tank Rental Approximately $28/M .Fireplace (as is ).
289 Spruce Street, Oakville
3
BEDS
2
BATHS
16.64 BTC
FOR SALE
Step inside this heritage home and feel the unmistakable charm of Old Oakville-warm, character-filled, andfull of possibility. With nearly 2600sq. ft. of thoughtfully preserved total space, this 3-bedroom residenceoffers not only history and lifestyle, but also an exceptional foundation for those who want to infuse theirown design vision over time. The main floor centres around a spacious and inviting foyer/vestibule, settinga graceful tone for the home. Just beyond, the parlour/living room features a wood-burning fireplaceframed by built-in bookcases, creating a warm, intimate space ideal for reading, conversation, or quietevenings by the fire. It is a true reflection of the home's period craftsmanship. The layout then transitionsinto a combined living and dining room, an elegant, sunlit space anchored by a second fireplace. Multiplewindows bring in natural light, while the walkout to the backyard extends everyday living into the garden.The kitchen, small but full of charm, includes a breakfast bar and efficient layout suited for modern daily routines. A main floor 3-piece bath adds welcome convenience-an uncommon advantage in a home of thisvintage. Upstairs, three comfortable bedrooms provide peaceful retreat, each offering its own character andbright,airy ambiance thanks to the home's generous window count. Outdoors, the yard unfolds into a lush,mature garden-a true plant lover's paradise. Thoughtful plantings, natural privacy, and seasonal colourcreate a tranquil backdrop. This home is perfect for buyers who value authenticity and appreciate theopportunity of living in one of Oakville's most storied neighbourhoods. Warm, welcoming, and rich incharacter, it offers a lifestyle built on history, charm, and community. It invites you to honour its historywhile making it distinctly your own.s
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