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House for sale: 24 RAYMAR PLACE, Oakville

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$5,700,000

24 Raymar Place, Oakville (1013 - OO Old Oakville), Ontario L6J 6M1

6 beds
5 baths
39 days

Chartwell-Lakeshore Rd E-Raymar Place Stately residence at the bottom of an exclusive cul de sac, one house away from the Lake and steps to Downtown Oakville. Over 8000 sqft total space, including 5293 main & second floor, plus 902sqft heated & enclosed outdoor space. Extensively renovated

House for sale: 27 PARK AVENUE, Oakville

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$11,000,000

27 Park Avenue, Oakville (1013 - OO Old Oakville), Ontario L6J 3X9

5 beds
9 baths
25 days

Lakeshore Rd East, South on Park Avenue. Welcome to 27 Park Avenue, nestled in the prestigious Orchard Beach community of Old Oakville, where the allure of the Hamptons meets the tranquility of Lake Ontario. Crafted by renowned architect Gus Ricci with handpicked finishes by Studio H, this

House for sale: 319 MACDONALD ROAD, Oakville

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$2,578,000

319 Macdonald Road, Oakville (1013 - OO Old Oakville), Ontario L6J 2A8

3 beds
3 baths
35 days

Trafalgar/Cornwall/Reynolds/MacDonald Prime Redevelopment Opportunity in the Heart of Old Oakville!\r\n\r\nThis 61' x 147' lot, located in the highly desirable Old Oakville neighborhood, offers an exceptional opportunity for builders and investors. Surrounded by luxury custom homes and high-end

House for sale: 24 RAYMAR PLACE, Oakville

40 photos

$5,700,000

24 Raymar Place, Oakville (Old Oakville), Ontario L6J 6M1

6 beds
5 baths
39 days

Lakeshore Rd E-Raymar Place Stately residence at the bottom of an exclusive cul de sac, one house away from the Lake and steps to Downtown Oakville. Over 8000 sqft total space, including 5293 main & second floor, plus 902sqft heated & enclosed outdoor space. Extensively renovated by Cochren

House for sale: 112 ELTON PARK ROAD, Oakville

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$6,999,999

112 Elton Park Road, Oakville (Old Oakville), Ontario L6J 4C1

5 beds
8 baths
28 days

Lakeshore Rd E & Elton Park Rd Presenting This Resplendent Custom Masterpiece Located In SE Oakville Showcasing a Flawless Contemporary Design w/ Close Proximity To Lakeside Parks & All Desired Amenities. The Immaculate Interior Embodies a Luxurious Experience Spanning Over 7,426 SF Total.

House for sale: 27 PARK AVENUE, Oakville

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$11,000,000

27 Park Avenue, Oakville (Old Oakville), Ontario L6J 3X9

5 beds
9 baths
64 days

Lakeshore Rd E, South On Park Welcome to 27 Park Avenue, nestled in the prestigious Orchard Beach community of Old Oakville, where the allure of the Hamptons meets the tranquility of Lake Ontario. Crafted by renowned architect Gus Ricci with handpicked finishes by Studio H, this estate spans

House for sale: 302 WILLIAM STREET, Oakville

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$3,299,000

302 William Street, Oakville (Old Oakville), Ontario L6J 1E4

5 beds
3 baths
8 days

Trafalgar Rd & Lakeshore Rd E Welcome to 302 William Street in the heart of downtown Oakville. This classic red-brick home is steeped in character and warmth. Lovingly cared for and updated over the past 54 years by the current owners, it has beautiful gardens and mature trees. This home has

House for sale: 370 POPLAR DRIVE, Oakville

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$7,989,000

370 Poplar Drive, Oakville (Old Oakville), Ontario L6J 4E4

6 beds
5 baths
23 days

Chartwell- Cedar Grove- Poplar Wow! INCREDIBLY RARE Opportunity to Own 1.1 ACRES in Prime Morrison Corridor, in Prestigious Southeast Oakville on a quiet treelined cul-de-sac. Custom Built John Willmott designed Estate Home boasting over 8000 sq.ft. of Luxury finishes including 5+1 Bedrms,

House for sale: 233 LAKEWOOD DRIVE, Oakville

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$7,988,000

233 Lakewood Drive, Oakville (Old Oakville), Ontario L6K 1B3

5 beds
5 baths
54 days

Lakeshore/Dorval Located close to the shores of Lake Ontario in South Central Oakville, on the picturesque cul-de-sac Lakewood Drive, this brilliant David Smalls designed home will captivate your senses. This 4+1 bedroom, 4+1 bathroom home offers over a total 6,500 sqft. of quiet luxury with

House for sale: 143 BALSAM DRIVE, Oakville

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$4,499,990

143 Balsam Drive, Oakville (Old Oakville), Ontario L6J 3X4

4 beds
4 baths
40 days

Lakeshore Rd E/ North on Balsam Rare offering of a lush, private 102' x 296' lot (approx 0.7 acre) on coveted street in SE Oakville, close to downtown shops & restaurants. Build or enjoy as is! Long, meandering drive leads to existing family home of approx. 3,140 sq ft. Featuring 5 bedrooms

House for sale: 235 LAKEWOOD DRIVE, Oakville

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$4,850,000

235 Lakewood Drive, Oakville (Old Oakville), Ontario L6K 1B3

5 beds
6 baths
64 days

Lakeshore Rd W - Brookfield Rd - Lakewood Dr Located in coveted West Harbour, come discover tranquility and elegance at 235 Lakewood Drive. Nestled on a generous .56-acre lot, embraced by majestic foliage in a private cul-de-sac, this residence epitomizes serene living mere steps from the lake.

House for sale: 416 TRAFALGAR ROAD, Oakville

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$3,899,900

416 Trafalgar Road, Oakville (Old Oakville), Ontario L6J 3H7

4 beds
4 baths
8 days

TRAFALGAR/CORNWALL Mile high luxury & vista views on the river. Welcome to 416 Trafalgar Rd!A charming, renovated character home backing onto 16 Mile Creek with riparian rights in desirable Old Oakville. This 4 bed, 3.5 bath residence offers over 3,650 sqft. of thoughtfully designed living

House for sale: 143 BALSAM Drive, Oakville

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$4,499,990

143 Balsam Drive, Oakville, Ontario L6J 3X4

4 beds
4 baths
5 days

Lakeshore Rd E/ North on Balsam Rare offering of a lush, private 102' x 296' lot (approx 0.7 acre) on coveted street in SE Oakville, close to downtown shops & restaurants. Build or enjoy as is! Long, meandering drive leads to existing family home of approx. 3,140 sq ft. Featuring 5 bedrooms

House for sale: 64 BRENTWOOD ROAD, Oakville

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$8,499,000

64 Brentwood Road, Oakville (Old Oakville), Ontario L6J 4B6

5 beds
9 baths
3 days

Lakeshore Rd E/Brentwood Rd Incredible custom-built home situated on a beautiful 100 x 162' lot with desirable SW exposure steps from the lake on one of Southeast Oakville's most coveted streets. The house is Michael Pettes designed and PCM built and offers incredible and hard to replicate

House for sale: 279 MACDONALD ROAD, Oakville

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$2,299,000

279 Macdonald Road, Oakville (1013 - OO Old Oakville), Ontario L6J 2A6

4 beds
2 baths
54 days

South on Trafalgar Rd, Left on MacDonald Rd Fabulous renovation opportunity in prime Old Oakville. Original C.1912 brick 2 1/2 storey residence with dreamy front porch. Located mid-block and in an elevated position on this exceptionally bright and quiet property measuring 60' x 192' and over

House for sale: 319 MACDONALD ROAD, Oakville

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$2,578,000

319 Macdonald Road, Oakville (Old Oakville), Ontario L6J 2A8

3 beds
3 baths
47 days

Cornwall/Reynolds/MacDonald Prime Investment & Redevelopment Opportunity in Old Oakville. Exceptional 61' x 147' lot in prestigious Old Oakville, surrounded by high-end custom homes. Ideal for developers, investors, or families, the RL3-0 zoning with 35% lot coverage offers flexibility to design

House for sale: 1044 ARGYLE DRIVE, Oakville

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$12,495,000

1044 Argyle Drive, Oakville (Old Oakville), Ontario L6J 1A7

4 beds
3 baths
40 days

Lakeshore South on Alexander Epic waterfront lot!! This is the opportunity that you have been waiting for to build your dream home. One of the last remaining developable Lakefront lots that are walking distance to downtown Oakville! This stunning .54 acre waterfront lot has Riparian rights

House for sale: 3364 BURNHAMTHORPE ROAD W, Oakville

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$1,899,900

3364 Burnhamthorpe Road W, Oakville (Rural Oakville), Ontario L6M 4H2

4 beds
3 baths
22 days

Bronte Rd/Burnhamthorpe Premium Rural Lot in North Oakville! Perfect Opportunity To Build Your Dream Home in the Countryside of Oakville! Currently A Spacious 3Br, 2.5 Bath Bungalow Sits On A 0.924 Acre Property Close To Hwy 25 and 407 With Rentable Access to 3.3 Acres Of Land Behind the Property.

House for sale: 210 CHARTWELL ROAD, Oakville

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$8,495,000

210 Chartwell Road, Oakville (Old Oakville), Ontario L6J 3Z8

5 beds
6 baths
8 days

Chartwell Rd & Lakeshore Rd E. Inspired by California living, this home was completely redone in 2022 w/ the assistance of Gren Weiss team and their contemporary interior design and architecture along w/ Mazenga craftsmanship. An entertainer's dream w/ over 7500 sq ft of spectacular modern

House for sale: 1275 DONLEA CRESCENT, Oakville

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$3,688,000

1275 Donlea Crescent, Oakville (1011 - MO Morrison), Ontario L6J 1V8

5 beds
5 baths
12 days

Lakeshore Rd E - N on Morrison - R on Cleaver- S on Donlea Cres. Very spacious, spotless, sunny, newly painted house in prestigious Morrison District in South East Oakville. Complete Reno with three additions about 15 years ago. Situated on child safe crescent on full sized 100 feet by 150

House for sale: 2145 ELMHURST AVENUE, Oakville

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$3,324,000

2145 Elmhurst Avenue, Oakville (1006 - FD Ford), Ontario L6J 5G3

5 beds
4 baths
40 days

Lakeshore - Maple Grove - Elmhurst This beautifully renovated 4+1-bedroom home is located in desirable Southeast Oakville close to Lake Ontario and to some of Oakville's best schools (incl. Oakville Trafalgar HS, Maple Grove PS and EJ James). As you enter you will immediately be embraced by

House for sale: 195 ROMAIN CRESCENT, Oakville

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$1,299,888

195 Romain Crescent, Oakville (College Park), Ontario L6H 5A5

4 beds
3 baths
3 days

TRAFALGAR RD/MCCRANEY ST E Welcome to this exquisitely renovated 3+1 bedroom, 3 bathroom home situated on a large lot in the highly sought-after College Park neighborhood! As you enter, youll be greeted by a stunning foyer featuring elegant 24x24 tiles that seamlessly extend into the chefs

House for sale: 1460 CAULDER DRIVE, Oakville

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$3,190,000

1460 Caulder Drive, Oakville (Eastlake), Ontario L6J 5S9

5 beds
4 baths
43 days

Lakeshore to Caulder This beautifully updated 5-bedroom executive home with a 3-car garage is situated on a quiet street in the highly sought-after Morrison neighborhood. On a meticulously landscaped lot, the property is steps away from Oakvilles top-ranked schools, including Oakville Trafalgar

House for sale: 179 SHANLEY TERRACE, Oakville

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$2,550,000

179 Shanley Terrace, Oakville (Bronte East), Ontario L6K 2H7

5 beds
5 baths
57 days

Rebecca Street to Patricia Drive to Shanley Terrace. End of cul-de-sac. Welcome to this quiet gem, perfectly nestled at the end of a serene cul-de-sac in the wonderful west end of Oakville. Spanning an impressive 120 ft wide at the rear, this stunning property backs onto a picturesque backdrop

House for sale: 24 BELVEDERE DRIVE, Oakville

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$6,288,000

24 Belvedere Drive, Oakville (Bronte East), Ontario L6L 4B6

5 beds
7 baths
86 days

Third line and Lakeshore A Lakeside Dream - Now $6.288MIn Oakville's most coveted enclave south of Lakeshore, 24 Belvedere Drive presents a rare opportunity to own an architectural masterpiece where luxury meets daily comfort. Steps from waterfront trails and lake breezes, this completely renovated

House for sale: 1336 HILLHURST ROAD, Oakville

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$6,950,000

1336 Hillhurst Road, Oakville (Eastlake), Ontario L6J 1X5

5 beds
7 baths
109 days

Hillhurst/Cairncroft Rd Located in the prestigious Eastlake neighborhood of Oakville, this exquisite modern house is a true marvel of design and functionality. The home boasts four luxurious bedrooms, each with its own ensuite and heated floors throughout, creating a warm, inviting atmosphere.

Apartment for sale: PH2 - 40 OLD MILL ROAD, Oakville

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$619,000

Ph2 - 40 Old Mill Road, Oakville (Old Oakville), Ontario L6J 7W2

2 beds
1 baths
2 days

Trafalgar - South on Speers to Old Mill Welcome to the beautiful Oakridge Heights community, surrounded by nature and conveniently located in South Oakville only a 10 min walk to downtown Oakville and the Lake. This spacious Penthouse Suite is a 1 Bedroom + Den offering approximately 820 sq

House for sale: 2222 BENNINGTON GATE, Oakville

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$4,299,000

2222 Bennington Gate, Oakville (Eastlake), Ontario L6J 5Z5

4 beds
4 baths
166 days

Lakeshoree-Kingford-Bennington Experience elegant Muskoka-style living. This home features 4 bedrooms 4 bathrooms over 4800 sq. ft. of living space. Hard to find two main floor bedrooms, including a master suite with direct access to the deck, hot tub, and swimming pool. Natural Austrian oak

House for sale: 398 BARCLAY CRESCENT, Oakville

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$2,475,000

398 Barclay Crescent, Oakville (Eastlake), Ontario L6J 6H9

4 beds
4 baths
40 days

Lakeshore Rd/Ford Drive/Aspen Forest/Barclay Great opportunity to own family home on a quiet tree-lined crescent in prestigious South East Oakville! Over 4000 sq. ft. of luxury living included finished basement area. One of the largest homes on the street! Main floor features spacious Living

House for sale: 486 LEES LANE, Oakville

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$1,425,000

486 Lees Lane, Oakville (Bronte East), Ontario L6L 4T2

3 beds
2 baths
45 days

Bridge Rd/Lees Lane This Move-In Ready Bungalow offers over 1,125 sq ft of above-grade, bright, functional living space in a Tree-Lined, Family-Friendly Neighbourhood that has been one of the most sought after areas in Oakville for several years. With Three Bedrooms, Two Full Bathrooms, and

House for sale: 398 BARCLAY CRESCENT, Oakville

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$2,475,000

398 Barclay Crescent, Oakville (1006 - FD Ford), Ontario L6J 6H9

4 beds
4 baths
40 days

Lakeshore Rd/Ford Drive/Aspen Forest/Barclay Great opportunity to own family home on a quiet tree-lined crescent in prestigious South-East Oakville! Over 4000 sq. ft. of luxury living included finished basement area. One of the largest homes on the street! Main floor features spacious Living

House for sale: 400 CLAREMONT CRESCENT, Oakville

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$2,300,000

400 Claremont Crescent, Oakville (Eastlake), Ontario L6J 6K1

5 beds
4 baths
9 days

Ford/Aspen Forest/Claremont Welcome to 400 Claremont Crescent, a distinguished property nestled in serene and prestigious Southeast Oakville. This meticulously crafted family home is strategically positioned on a tranquil, tree-lined crescent, offering an unparalleled blend of elegance and

House for sale: 145 WOLFDALE AVENUE, Oakville

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$2,980,000

145 Wolfdale Avenue, Oakville (Bronte East), Ontario L6L 4R9

4 beds
4 baths
26 days

LAKESHORE RD W/WOLFDALE AVE An exceptional opportunity to acquire a premium lot featuring a spacious home with an in-ground pool, located in South Oakville, just steps from Lake Ontario (7th house from the lake) and walking distance to Appleby College & Coronation Park, South of Lakeshore Rd

House for sale: 279 MACDONALD ROAD, Oakville

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$2,299,000

279 Macdonald Road, Oakville (Old Oakville), Ontario L6J 2A6

4 beds
2 baths
47 days

South on Trafalgar Rd, left on MacDonald Rd Fabulous renovation opportunity in prime Old Oakville. Original C.1912 brick 2 1/2 storey residence with dreamy front porch. Located mid-block and in an elevated position on this exceptionally bright and quiet property measuring 60' x 192' and over

House for sale: 225 WILLIAM STREET, Oakville

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$4,648,000

225 William Street, Oakville (Old Oakville), Ontario L6J 1E1

5 beds
4 baths
79 days

South of Lakeshore/Trafalgar A Rare Gem: This Elegant Home Is Situated In The Heart Of Vibrant & Historic Downtown Oakville! Nestled On A Generous 96' X 104' Wooded Lot Along A Picturesque, Tree-Lined Street, This Exceptional Property Is Only 100 Steps To The Lake & Town Square. Meticulously

House for sale: 2350 DEER RUN AVENUE, Oakville

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$2,799,000

2350 Deer Run Avenue, Oakville (Eastlake), Ontario L6J 6K6

6 beds
6 baths
32 days

Ford Dr & Aspen Forest Dr Welcome to 2350 Deer Run Avenue, a Perfect Home for Entertainers with a Huge Swimming pool and a Bright sunroom in prestigious South East Oakville. This Well-Maintained Treed House Boasts 4 +2 Bedrooms 6 Bathrooms (2*2 PC,4 full size).Both Living and Family Room with

House for sale: 1050 MASTERS GREEN, Oakville

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$2,499,999

1050 Masters Green, Oakville (Glen Abbey), Ontario L6M 2P1

6 beds
5 baths
15 days

Dorval And Upper Middle Welcome to 1050 Masters Green! This rare opportunity to live in the exclusive Fairway Hills community offers luxurious living on an expansive 65ft corner lot. This stunning home features approx. 4,300 sqft. of luxurious living space, including hardwood floors, crown

House for sale: 265 WOODALE AVENUE, Oakville

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$3,429,000

265 Woodale Avenue, Oakville (1020 - WO West), Ontario L6K 2N3

5 beds
5 baths
24 days

Brookside & Woodside This exquisite custom built 4 + 1 bedroom 4.5 bath home in Oakville boasts an array of features designed to elevate your living experience. You're greeted by a spacious interior complemented by hardwood flooring T/O the main & upper floors, providing both elegance & durability.

House for sale: 265 WOODALE AVENUE, Oakville

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$3,429,000

265 Woodale Avenue, Oakville (Bronte East), Ontario L6K 2N3

5 beds
5 baths
24 days

Brookside and Woodside This exquisite custom built 4 + 1 bedroom 4.5 bath home in Oakville boasts an array of features designed to elevate your living experience. You're greeted by a spacious interior complemented by hardwood flooring T/O the main & upper floors, providing both elegance & durability.

House for sale: 2366 DEVON ROAD, Oakville

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$2,488,555

2366 Devon Road, Oakville (Eastlake), Ontario L6J 5T6

5 beds
4 baths
57 days

Lakeshore To Devon Welcome To This charming family Home In Highly Desirable South East Oakville. Just Steps From The Lake, This stunning property offers a blend of modern living and timeless elegance, featuring spacious interiors, high-end finishes, and abundant natural light. The well-appointed

House for sale: 2212 URWIN CRESCENT, Oakville

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$2,499,000

2212 Urwin Crescent, Oakville (Bronte West), Ontario L6L 2T2

5 beds
6 baths
37 days

Third Line - Bridge Rd Welcome To 2212 Urwin Crescent, Nestled In The Prestigious Bronte Village Of Southwest Oakville, Just A Short Walk From The Lake. Immerse Yourself In One Of Oakville's Most Exquisite Backyards, Featuring A Covered Outdoor Living Space Complete With A Fireplace And An

House for sale: 1296 CUMNOCK Crescent, Oakville

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$3,999,999

1296 Cumnock Crescent, Oakville, Ontario L6J 2N7

3 beds
3 baths
5 days

Morrison Road to Cumnock Crescent Set on a spectacular 0.566-acre lot, this property is enveloped by towering trees and lush gardens, and backing onto the tranquil Kings Park Woods. Offering nearly 25,000 sq. ft. of privacy and tranquility, this Muskoka-like retreat sits on one of Southeast

House for sale: 153 WOLFDALE AVENUE, Oakville

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$2,995,000

153 Wolfdale Avenue, Oakville (Bronte West), Ontario L6L 4R9

4 beds
4 baths
64 days

Lakeshore Rd W/Wolfdale Ave Rare opportunity steps from the lake in south west Oakville. South of Lakeshore Road, sitting on a supremely private 16,630 square foot property. 100-foot frontage on a pie shaped lot.. Mature mixed tree canopy lines the property and dense greenery and Fourteen Mile

House for sale: 158 DORNIE ROAD, Oakville

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$3,699,000

158 Dornie Road, Oakville (Eastlake), Ontario L6J 4N6

4 beds
4 baths
8 days

Dornie Rd and Cambridge Dr Privacy and outdoor enjoyment at its finest. Welcome to 158 Dornie Road! An exquisite executive home in the prestigious Southeast Oakville community. This 4-bedroom, 4-bath residence offers over 4,100 square feet of thoughtfully designed living space, blending luxury

House for sale: 2492 REBECCA STREET, Oakville

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$1,399,900

2492 Rebecca Street, Oakville (1001 - BR Bronte), Ontario L6L 2B2

3 beds
2 baths
72 days

From QEW, proceed south on Bronte Rd to Rebecca St. Turn left going eastbound and home is third one on your right (south side of street) Welcome to this beautifully updated 4-level side split home located in one of Oakville’s most desirable neighbourhoods, just steps from the lake! This

House for sale: 1414 AMBER CRESCENT, Oakville

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$4,799,000

1414 Amber Crescent, Oakville (Eastlake), Ontario L6J 2P2

5 beds
6 baths
8 days

Wedgewood Drive and Amber Cres Welcome to 1414 Amber Crescent - a custom home by Gatestone Homes that transcends the ordinary! Over 6,800sf of luxurious design & natural finishes, such as walnut, marble, steel & glass, this expertly crafted residence marries contemporary elegance with unmatched

House for sale: 1194 STIRLING Drive, Oakville

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$3,940,000

1194 Stirling Drive, Oakville, Ontario L6L 1E6

4 beds
4 baths
23 days

Lakeshore Road to Wolfdale Drive to Stirling Drive Welcome to 1194 Stirling Drive, a 4,294 sqft home nestled in one of the most sought-after SW Oakville neighbourhoods, this home offers unparalleled elegance for family living and grand entertaining. Spend summers lounging by your newly built

House for sale: 370 POPLAR DRIVE, Oakville

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$7,989,000

370 Poplar Drive, Oakville (1011 - MO Morrison), Ontario L6J 4E4

6 beds
5 baths
18 days

Chartwell - Cedar Grove - Poplar Wow! INCREDIBLY RARE Opportunity to Own 1.1 ACRES in Prime Morrison Corridor, in Prestigious Southeast Oakville on a quiet treelined cul-de-sac. Custom Built John Willmott designed Estate Home boasting over 8000 sq.ft. of Luxury finishes including 5+1 Bedrms,

House for sale: 138 CAVENDISH COURT, Oakville

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$3,799,000

138 Cavendish Court, Oakville (Eastlake), Ontario L6J 5S2

5 beds
5 baths
47 days

Maple Grove/Warren/Cavendish Perfect opportunity to live in Oakville's Prestigious Morrison Neighborhood. Nestled on a serene 0.42-acre lot at the end of a quiet court, this meticulously renovated home offers a harmonious blend of timeless elegance and family-friendly comfort. Boasting 4+1

Houses with Pools in Oakville

If you're looking for a home with a swimming pool in Oakville, you've come to the right place. Our listings include a variety of properties with pools, from cozy pool houses to luxurious homes with expansive swimming pools.

House with Pool in Oakville

This particular listing is a stunning house in Oakville with a beautiful swimming pool. The property boasts a spacious backyard with plenty of room for outdoor entertaining and relaxation. The pool is the centerpiece of the backyard, surrounded by lush greenery and a stone patio.

Oakville Home with Swimming Pool

This Oakville home with a swimming pool is perfect for those who love to swim and entertain. The pool is large enough for laps and features a diving board for added fun. The backyard also includes a pool house with a changing room and bathroom, making it easy to host pool parties and events.

Overall, if you're looking for a home with a swimming pool in Oakville, our listings have a variety of options to choose from. Whether you're looking for a cozy pool house or a luxurious home with an expansive swimming pool, we have something for everyone. Don't miss out on the opportunity to own a piece of Oakville's beautiful housing with a home swimming pool.