4-Bedroom House in Oakville

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House for sale: 295 MAPLE AVENUE, Oakville

41 photos

$2,998,000

295 Maple Avenue, Oakville (1013 - OO Old Oakville), Ontario L6J 3M5

5 beds
4 baths
85 days

Cross Streets: Maple Avenue at Reynolds Street. ** Directions: Reynolds Street south to Maple Avenue. Fabulous custom build in prime Old Oakville steps to Whole Foods market, Oakville GO and coveted southeast Oakville schools. Luxury living with high ceilings throughout over 3000 SF plus fully

House for sale: LOT 102 DOUGLAS AVENUE, Oakville

15 photos

$4,166,000

Lot 102 Douglas Avenue, Oakville (1013 - OO Old Oakville), Ontario L6J 2B7

4 beds
4 baths
201 days

Palmer Ave/Douglas Ave 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. The Douglas

House for sale: 376 CHARTWELL ROAD, Oakville

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$4,500,000

376 Chartwell Road, Oakville (1013 - OO Old Oakville), Ontario L6J 4A3

6 beds
5 baths
85 days

MacDonald Rd./Chartwell Rd. A truly one-of-a-kind, professionally restored home that blends timeless Victorian charm with modern luxury. This stunning residence features 10-ft ceilings on the main floor, pot lights throughout, and a custom-made kitchen with a high-end designer backsplash and

Chris Gawrys,Gowest Realty Ltd.
Listed by: Chris Gawrys ,Gowest Realty Ltd. (416) 706-1425
House for sale: 53 THOMAS STREET, Oakville

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$3,250,000

53 Thomas Street, Oakville (1013 - OO Old Oakville), Ontario L6J 3A2

4 beds
3 baths
92 days

Thomas Street/William Street 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

House for sale: 209 DONESSLE DRIVE, Oakville

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$5,998,000

209 Donessle Drive, Oakville (1013 - OO Old Oakville), Ontario L6J 3Y7

5 beds
6 baths
103 days

Chartwell/Esselmont/Donessle A rare opportunity to own an estate property on one of Old Oakvilles most prestigious streets. Set on an oversized 100' x 171' lot, this David Small-designed home offers over 8,000 square feet of finished living space, ideal for modern family living and entertaining.

House for sale: 366 GALT AVENUE, Oakville

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$3,888,000

366 Galt Avenue, Oakville (1013 - OO Old Oakville), Ontario L6J 3P3

5 beds
5 baths
76 days

Lakeshore | Allan | Galt Opportunity to live in a custom-built home in sought-after Old Oakville. Prime location within walking distance to Downtown Oakville, shops, restaurants, and the lake. This 4+1 bedroom home offers 3,593 sq. ft. of above-grade living space plus a fully finished basement,

Luciano Commisso,Harvey Kalles Real Estate Ltd.
Listed by: Luciano Commisso ,Harvey Kalles Real Estate Ltd. (416) 258-8536
House for sale: 247 DOUGLAS AVENUE, Oakville

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$3,850,000

247 Douglas Avenue, Oakville (1013 - OO Old Oakville), Ontario L6J 3S2

4 beds
3 baths
1 day

Cross Streets: Sheddon Ave and Douglas Ave. ** Directions: Lakeshore Rd E to Douglas Ave. Century Home Updated for Modern Living.Timeless charm meets modern sophistication in Old Oakville.This meticulously maintained home sits on a premium 72'X150' lot & spans almost 5,000 sq ft of thoughtfully

House for sale: 116 CHARTWELL ROAD, Oakville

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$8,250,000

116 Chartwell Road, Oakville (1013 - OO Old Oakville), Ontario L6J 3Z6

4 beds
6 baths
56 days

Lakeshore Rd E to Chartwell Rd Welcome to 116 Chartwell Road, a stunning Net Zero certified modern masterpiece in Southeast Oakville, blending luxury, sustainability, and wellness. Designed by David Small Designs this eco-friendly home offers advanced insulation, a geothermal system paired

Nina Mandeville,Sotheby's International Realty Canada, Brokerage
Listed by: Nina Mandeville ,Sotheby's International Realty Canada, Brokerage (905) 845-0024
House for sale: 350 MACDONALD ROAD, Oakville

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$3,945,000

350 Macdonald Road, Oakville (1013 - OO Old Oakville), Ontario L6J 2B7

4 beds
4 baths
95 days

MacDonald Rd/Allan St 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

House for sale: 3444 MOSLEY GATE, Oakville

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$1,899,000

3444 Mosley Gate, Oakville (1040 - OA Rural Oakville), Ontario L6H 0Y8

4 beds
4 baths
16 days

Sixth Line & Burnhamthorpe Rd Welcome to this beautiful 2023 built 2786 Sqft detached house built by Primont Homes in one of the most desired neighborhood of Oakville on a quiet street and is close to all amenities, top rated schools, Oakville Hospital, GO station, steps to a huge park with

Nick Bhullar,Re/max Realty Services Inc.
Listed by: Nick Bhullar ,Re/max Realty Services Inc. (647) 892-6464
House for sale: 200 WILLIAM STREET, Oakville

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$3,250,000

200 William Street, Oakville (1013 - OO Old Oakville), Ontario L6J 1C7

5 beds
3 baths
84 days

Trafalgar Road South; William Street West Well positioned property in historic Old Oakville, south of Lakeshore, just steps to the beach, Oakville harbour\r\nand Town Square. Sitting proudly up on a rise, this 2 1/2 storey home features wonderful views, light and\r\nplenty of space to create

House for sale: 3364 BURNHAMTHORPE ROAD W, Oakville

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$1,799,900

3364 Burnhamthorpe Road W, Oakville (1040 - OA Rural Oakville), Ontario L6M 4H2

4 beds
3 baths
56 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 2.3 Acres Of Land Behind the Property.

House for sale: 212 KING STREET, Oakville

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$4,199,000

212 King Street, Oakville (1013 - OO Old Oakville), Ontario L6J 1B5

5 beds
4 baths
72 days

Trafalgar Road to King Street Discover this remarkable character home nestled in the heart of Old Oakville,and located mere steps to the lake and waterfront trail & park. This renovated residence offers approximately 2877 sq ft above grade plus a finished lower level with impressive high ceilings,

House for sale: 46 SECOND STREET, Oakville

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$8,679,000

46 Second Street, Oakville (1013 - OO Old Oakville), Ontario L6J 3T2

5 beds
6 baths
113 days

Cross Streets: Lakeshore Road E & Second St. ** Directions: Lakeshore Road E to Second St. Discover an extraordinary custom built residence in prestigious Old Oakville, where architectural excellence meets modern luxury just steps from the lake.This 2024 Net Zero Ready masterpiece represents

House for sale: 494 CHARTWELL ROAD, Oakville

35 photos

$2,199,000

494 Chartwell Road, Oakville (1013 - OO Old Oakville), Ontario L6J 4A5

6 beds
3 baths
20 days

Chartwell Rd & Cornwall Rd 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

Peter He,Re/max Hallmark Alliance Realty
Listed by: Peter He ,Re/max Hallmark Alliance Realty (905) 257-7500
House for sale: 417 UNION STREET, Oakville

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$4,998,800

417 Union Street, Oakville (1013 - OO Old Oakville), Ontario L6J 1E7

6 beds
8 baths
20 days

Cross Streets: Lakeshore Rd E & Trafalgar Rd. ** Directions: If heading eastbound on Lakeshore Rd E, turn right onto First St, left on Union St, the property will be on your left side. If heading westbound on Lakeshore Rd E, turn left on Second St, right on Union St, the property will be on

Sam Allan Mcdadi,Sam Mcdadi Real Estate Inc.
Listed by: Sam Allan Mcdadi ,Sam Mcdadi Real Estate Inc. (905) 502-1500
House for sale: 15 CHARTWELL ROAD, Oakville

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$11,750,000

15 Chartwell Road, Oakville (1013 - OO Old Oakville), Ontario L6J 3Z3

5 beds
6 baths
21 days

Cross Streets: Lakeshore Road E to S on Chartwell Road. ** Directions: Lakeshore Road E, South on Chartwell Road. 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

House for sale: 1123 LAKESHORE ROAD E, Oakville

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$2,699,000

1123 Lakeshore Road E, Oakville (1013 - OO Old Oakville), Ontario L6J 1K9

5 beds
3 baths
110 days

Cross Streets: Lakeshore E & Burgundy Dr. ** Directions: Lakeshore Rd E to Burgundy Dr. Welcome to 1123 Lakeshore Road, located in one of Oakville's most sought-after neighbourhoods, a bright, sun-filled home nestled on a rare and expansive 100 x 150 ft lot. Perfectly positioned at the corner

Listed by: Lou Piccioni ,Keller Williams Portfolio Realty (416) 864-3888
House for sale: 68 THOMAS STREET, Oakville

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$3,695,000

68 Thomas Street, Oakville (1013 - OO Old Oakville), Ontario L6J 3A4

4 beds
3 baths
146 days

Robinson St/Thomas St Welcome to 68 Thomas Street! This stunning heritage home (Georgian Revival circa 1835) offers the charm of yesteryear with today's modern amenities including a shaker-style kitchen with stainless steel appliances & countertop open to a bright, spacious breakfast area

House for sale: 435 MAPLE AVENUE, Oakville

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$2,899,000

435 Maple Avenue, Oakville (1013 - OO Old Oakville), Ontario L6J 2J2

5 beds
4 baths
1 day

Cross Streets: Watson/ Maple. ** Directions: Watson and Maple Ave. 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

Linda Huang,Right At Home Realty
Listed by: Linda Huang ,Right At Home Realty (647) 970-5616
House for sale: 322 PINE AVENUE, Oakville

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$1,799,900

322 Pine Avenue, Oakville (1013 - OO Old Oakville), Ontario L6J 2J9

4 beds
4 baths
56 days

Cross Streets: Trafalgar/Cornwall Road/Allan Street, Pine Avenue. ** Directions: Allan Street to Pine Avenue. Rare Opportunity to own this Charming Family Home nestled in the Heart of Old Oakville in one of THE most sought after neighbourhoods. Very well maintained 1 1/2 storey home is situated

Carol Mcmonagle,Realty Executives Plus Ltd., Brokerage
Listed by: Carol Mcmonagle ,Realty Executives Plus Ltd., Brokerage (905) 337-7001
House for sale: 437 INGLEHART STREET N, Oakville

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$1,998,000

437 Inglehart Street N, Oakville (1013 - OO Old Oakville), Ontario L6J 3J5

4 beds
4 baths
14 days

Cross Streets: Trafalgar & Cornwall. ** Directions: Trafalgar & Inglehart. Luxurious custom-built family home with 3000SF total living space in Old Oakville just steps to the GO, Whole Foods and 16 Mile Creek trails. Immaculate move-in ready and beautifully upgraded. Attractive stone & Cape

House for sale: 317 GLOUCESTER AVENUE, Oakville

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$5,700,000

317 Gloucester Avenue, Oakville (1013 - OO Old Oakville), Ontario L6J 3W8

5 beds
4 baths
47 days

Lakeshore Rd E to Gloucester 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

Listed by: Amelia Francis ,Re/max Aboutowne Realty Corp., Brokerage (905) 842-7000
House for sale: 338 MACDONALD ROAD, Oakville

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$3,790,000

338 Macdonald Road, Oakville (1013 - OO Old Oakville), Ontario L6J 2B7

4 beds
4 baths
159 days

MacDonald Rd/Allan St 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

House for sale: LOT 101 DOUGLAS AVENUE, Oakville

15 photos

$4,290,000

Lot 101 Douglas Avenue, Oakville (1013 - OO Old Oakville), Ontario L6J 2B7

4 beds
4 baths
201 days

Palmer Ave/Douglas Ave 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. The Douglas

House for sale: 346 MACDONALD ROAD, Oakville

16 photos

$3,920,000

346 Macdonald Road, Oakville (1013 - OO Old Oakville), Ontario L6J 2B7

4 beds
5 baths
95 days

MacDonald Rd/Allan St 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

House for sale: 324 SPRUCE STREET, Oakville

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$2,099,000

324 Spruce Street, Oakville (1013 - OO Old Oakville), Ontario L6J 2H1

5 beds
4 baths
92 days

Cross Streets: Cornwall and Trafalgar. ** Directions: Reynolds to Spruce. This is the perfect opportunity to live on one of Old Oakvilles best streets. Spruce is a not-so-hidden gem, with its strong sense of community, blend of new and historic homes, and walking distance to whole foods, the

Fionna Claire Gossling,Royal Lepage Signature Realty
Listed by: Fionna Claire Gossling ,Royal Lepage Signature Realty (905) 808-6234
House for sale: 338 MACDONALD Road, Oakville

16 photos

$3,790,000

338 Macdonald Road, Oakville, Ontario L6J 2B7

4 beds
4 baths
65 days

MacDonald Rd/Allan St 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

Brad Miller,Century 21 Miller Real Estate Ltd.
Listed by: Brad Miller ,Century 21 Miller Real Estate Ltd. (905) 338-2121
House for sale: 212 KING Street, Oakville

38 photos

$4,199,000

212 King Street, Oakville, Ontario L6J 1B5

5 beds
4 baths
71 days

Trafalgar Rd to King St. Discover this remarkable character home nestled in the heart of Old Oakville,and located mere steps to the lake and waterfront trail & park. This renovated residence offers approximately 2877 sq ft above grade plus a finished lower level with impressive high ceilings,

House for sale: LOT 101 DOUGLAS Avenue, Oakville

16 photos

$4,290,000

Lot 101 Douglas Avenue, Oakville, Ontario L6J 2B7

4 beds
4 baths
65 days

Palmer Ave/Douglas Ave 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. The Douglas

Brad Miller,Century 21 Miller Real Estate Ltd.
Listed by: Brad Miller ,Century 21 Miller Real Estate Ltd. (905) 338-2121
House for sale: 346 MACDONALD Road, Oakville

16 photos

$3,920,000

346 Macdonald Road, Oakville, Ontario L6J 2B7

4 beds
5 baths
65 days

MacDonald Rd/Allan St 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

Brad Miller,Century 21 Miller Real Estate Ltd.
Listed by: Brad Miller ,Century 21 Miller Real Estate Ltd. (905) 338-2121
House for sale: LOT 102 DOUGLAS Avenue, Oakville

15 photos

$4,166,000

Lot 102 Douglas Avenue, Oakville, Ontario L6J 2B7

4 beds
4 baths
65 days

Palmer Ave/Douglas Ave 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. The Douglas

Brad Miller,Century 21 Miller Real Estate Ltd.
Listed by: Brad Miller ,Century 21 Miller Real Estate Ltd. (905) 338-2121
House for sale: 350 MACDONALD Road, Oakville

16 photos

$3,945,000

350 Macdonald Road, Oakville, Ontario L6J 2B7

4 beds
4 baths
107 days

MacDonald Rd/Allan St 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

Brad Miller,Century 21 Miller Real Estate Ltd.
Listed by: Brad Miller ,Century 21 Miller Real Estate Ltd. (905) 338-2121
House for sale: 46 SECOND Street, Oakville

50 photos

$8,679,000

46 Second Street, Oakville, Ontario L6J 3T2

5 beds
7 baths
113 days

Lakeshore Road E to Second St Discover an extraordinary custom built residence in prestigious Old Oakville, where architectural excellence meets modern luxury just steps from the lake.This 2024 Net Zero Ready masterpiece represents a distinguished collaboration between renowned industry leaders

House for sale: 247 DOUGLAS Avenue, Oakville

43 photos

$3,850,000

247 Douglas Avenue, Oakville, Ontario L6J 3S2

4 beds
3 baths
4 days

Lakeshore Road E to Douglas Ave Century Home Updated for Modern Living. Timeless charm meets modern sophistication in Old Oakville.This meticulously maintained home sits on a premium 72’X150’ lot & spans almost 5,000 sq ft of thoughtfully designed living space,with large,light-filled

House for sale: 209 DONESSLE Drive, Oakville

50 photos

$5,998,000

209 Donessle Drive, Oakville, Ontario L6J 3Y7

5 beds
7 baths
103 days

Chartwell/Esselmont/Donessle A rare opportunity to own an estate property on one of Old Oakville’s most prestigious streets. Set on an oversized 100' x 171' lot, this David Small-designed home offers over 8,000 square feet of finished living space, ideal for modern family living and entertaining.

Brad Miller,Century 21 Miller Real Estate Ltd.
Listed by: Brad Miller ,Century 21 Miller Real Estate Ltd. (905) 338-2121
House for sale: 2488 BRIDGE ROAD, Oakville

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$3,280,000

2488 Bridge Road, Oakville (1020 - WO West), Ontario L6L 2H2

6 beds
6 baths
35 days

Rebecca St/Bronte Rd Make this custom home your own by personalizing the final design details, with occupancy available within 90 days. Step into true luxury with this stunning 5+1 bedroom, 2 storey custom home, offering high-end finishes throughout and the rare opportunity to be the first

Nick Krawczyk,Re/max Escarpment Realty Inc.
Listed by: Nick Krawczyk ,Re/max Escarpment Realty Inc. (905) 842-7677
House for sale: 2073 DERAMORE Drive, Oakville

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$3,699,000

2073 Deramore Drive, Oakville, Ontario L6J 2P7

5 beds
4 baths
34 days

Maple Grove to Devon Rd to Deramore Dr Step into this extraordinary custom-built bungalow, located in prestigious Southeast Oakville, where refined elegance meets versatile, family-friendly living—perfect for discerning homeowners of all ages. With 4,356 sq. ft. of impeccably designed

House for sale: 2498 LONGRIDGE CRESCENT, Oakville

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$1,599,000

2498 Longridge Crescent, Oakville (1015 - RO River Oaks), Ontario L6H 6S2

4 beds
4 baths
35 days

Neyagawa / River Glen Welcome to a beautifully upgraded and meticulously maintained home in Oakville's highly sought-after River Oaks community! Nestled on a quiet, family-friendly street, this elegant 2,281 sq. ft. residence perfectly blends style, comfort, and functionality. Step inside and

Manu Jakhwal,Re/max Real Estate Centre Inc.
Listed by: Manu Jakhwal ,Re/max Real Estate Centre Inc. (647) 993-2646
House for sale: 2250 CHANCERY LANE W, Oakville

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$8,750,000

2250 Chancery Lane W, Oakville (1006 - FD Ford), Ontario L6J 6A3

5 beds
7 baths
33 days

Kingsford Pl to Chancery Lane W Designed to capture panoramic water views - Waterfront luxury awaits at 2250 Chancery Lane W. On exclusive SE Oakville enclave, this modern masterpiece offers 9,177 sf w/5 bdrms & 7 baths. Bright & airy w/ soaring 10ft ceilings on every level & vast windows.

House for sale: 233 LAKEWOOD DRIVE, Oakville

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$6,499,000

233 Lakewood Drive, Oakville (1002 - CO Central), Ontario L6K 1B3

5 beds
5 baths
41 days

Cross Streets: Lakeshore/Dorval. ** Directions: Dorval to Lakeshore to Brookfield to Lakewood. Tucked away on a coveted cul-de-sac in South Oakville, just steps from Lake Ontario, stands a residence that feels as much a work of art as it is a home. Designed by architect David Smalls, this 6,500sq.ft.

House for sale: 91 HALLARAN ROAD, Oakville

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$1,960,000

91 Hallaran Road, Oakville (1008 - GO Glenorchy), Ontario L6H 0Z9

4 beds
5 baths
116 days

Post/Hallaran Welcome to 91 Hallaran Road, an impressive home where timeless curb appeal meets modern design. The striking exterior with brick, stone accents, portico entrance, and double doors creates a lasting first impression.Inside, a soaring foyer with a 10-foot ceiling sets the tone.

House for sale: 125 PALISER COURT, Oakville

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$3,799,000

125 Paliser Court, Oakville (1017 - SW Southwest), Ontario L6K 2H1

5 beds
5 baths
34 days

Cross Streets: Paliser & Lakeshore Rd W. ** Directions: Lakeshore Rd W- Paliser Crt. This prestigious southwest Oakville custom home offers luxury living on a large, private pie-shaped lot at the end of a quiet court off Lakeshore Road with mature trees. Ideally located between Oakville Harbour

Rina Di Risio,Royal Lepage Real Estate Services Ltd.
Listed by: Rina Di Risio ,Royal Lepage Real Estate Services Ltd. (905) 338-3737
House for sale: 150 WOLFDALE AVENUE, Oakville

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$4,988,111

150 Wolfdale Avenue, Oakville (1017 - SW Southwest), Ontario L6L 4S1

5 beds
7 baths
30 days

Cross Streets: LAKESHORE RD WEST TO WOLFDALE AVE. ** Directions: LAKESHORE RD WEST /WOLFDALE AVE. Welcome to 150 Wolfdale Avenue. Entertainers dream home, built by Ambassador Fine Custom Homes in 2023 fall, on a 0.36 acres in Southwest Oakville, south of Lakeshore Road. With 7276 square feet

Joe Maharana,Exp Realty
Listed by: Joe Maharana ,Exp Realty (647) 618-6979
House for sale: 2382 FALKLAND CRESCENT, Oakville

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$1,400,000

2382 Falkland Crescent, Oakville (1022 - WT West Oak Trails), Ontario L6M 4Y1

6 beds
4 baths
101 days

Cross Streets: Proufoot & Astra. ** Directions: Dundas and turn to Proudfoot. SIMPLY ELGANT STYLISH SUN-FILLED 4 BEDROOM open-concept floor plan on child safe Crescent in demand WESTOAK TRAILS! Short distance to Oakville hospital. Gleaming DARK Walnut hardwood in Living/Dining Rm Combination

Listed by: Hesham El Shaboury ,International Realty Firm, Inc. (647) 313-3400
House for sale: 1368 TANSLEY DRIVE, Oakville

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$1,649,999

1368 Tansley Drive, Oakville (1020 - WO West), Ontario L6L 2N4

4 beds
2 baths
28 days

Rebecca St And Sherin Dr Prestigious South West Oakville Bungalow (Duplex) Live, Lease, Or Build. Discover Refined Living In This Beautifully Maintained Four-Bedroom Bungalow, Gracefully Situated In One Of South West Oakville's Most Distinguished And Established Neighbourhoods. Surrounded By

Listed by: Lauren Allisia Parente ,Re/max Premier Inc. (416) 987-8000
House for sale: 367 SEATON DRIVE, Oakville

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$3,499,000

367 Seaton Drive, Oakville (1020 - WO West), Ontario L6L 3X9

4 beds
5 baths
78 days

Third Line/Tennyson/Wakely/Seaton Situated on a premium 75' x 150' lot in the heart of West Oakville, this custom-built residence offers 3,625 square feet of thoughtfully curated living space. Completed in 2020 by Scott Ryan Design Build, the home showcases timeless architectural design, superior

House for sale: 235 LAKEWOOD DRIVE, Oakville

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$4,390,000

235 Lakewood Drive, Oakville (1002 - CO Central), Ontario L6K 1B3

5 beds
5 baths
101 days

Lakeshore Road West - 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

House for sale: 489 LAKESHORE ROAD E, Oakville

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$24,980,000

489 Lakeshore Road E, Oakville (1011 - MO Morrison), Ontario L6J 1K4

5 beds
8 baths
280 days

Lakeshore Rd E. & Balsam Drive Welcome to 489 Lakeshore Road East, a truly exceptional estate crafted by the renowned Ferris Rafauli, nestled in the prestigious enclave of southeast Oakville along the serene shores of Lake Ontario. This rare one-acre property boasts a remarkable 18,000+ square

Listed by: Suzann Lynn Paterson ,Engel & Volkers Toronto Central (905) 580-9393
House for sale: 6 ENNISCLARE DRIVE W, Oakville

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$15,000,000

6 Ennisclare Drive W, Oakville (1011 - MO Morrison), Ontario L6J 4N2

5 beds
6 baths
84 days

Cross Streets: Lakeshore Rd E, south on Ennisclare Dr W. ** Directions: Lakeshore Rd E, south on Ennisclare Dr W or Ennisclare Dr E. This exquisite French chateau-style estate, designed by Gren Weis, is gracefully positioned on a prestigious waterfront parcel with coveted riparian rights, in

Buying a 4 bedroom house in Oakville: what smart Ontario buyers and investors should know

A 4 bedroom house Oakville search often starts with lifestyle (schools, parks, lakefront) and ends with practical constraints (zoning, transit, and resale). Oakville's detached market is shaped by limited supply, strong school catchments, and commuter convenience to the QEW/403/407 and GO Transit. Below is pragmatic, Ontario-specific guidance to help you evaluate a 4 bedroom house for sale in Oakville, Ontario—whether you're upsizing, planning multi-generational living, or evaluating rental potential.

Neighbourhood fit and lifestyle value

Oakville is a collection of distinct micro-markets. Old Oakville and Kerr Village offer walkable, character streetscapes near the lake; Glen Abbey and Westoak Trails lean suburban with trails and golf; River Oaks and Uptown Core skew newer with convenient retail; Joshua Creek and Iroquois Ridge are popular for top-ranked schools; Bronte has a coastal feel with marina access. The “right” 4 bedroom house for sale will be influenced by school boundaries (Halton District and Halton Catholic boards), commute patterns (proximity to Oakville GO or Bronte GO), and amenities like arenas and community centres.

Detached 4 bedroom houses for sale in Oakville Canada typically provide 2,200–3,500 sq. ft., attached garages, and finished basements. Newer builds (2000s+) often feature open-concept layouts and larger ensuites; 1980s–1990s homes may have more compartmentalized plans but sit on wider lots. If you are weighing options beyond Oakville, comparing to a 4-bedroom house in St. Catharines can be a useful affordability benchmark while maintaining GO connectivity via Niagara services.

Zoning, secondary suites, and intensification rules

Ontario's More Homes Built Faster Act (Bill 23) enables up to three residential units on many urban lots (primary plus up to two additional residential units), subject to municipal rules. Oakville has been updating its zoning by-laws to align, but implementation details vary by zone (R1–R4 and site-specific exceptions). Before buying with plans for a basement apartment or garden suite, verify:

  • Whether additional units are permitted in the specific zone and if parking standards can be met.
  • Building Code/fire separation, egress windows, and ceiling height requirements for second suites.
  • Site constraints such as lot coverage, floor area ratio, and setbacks that may limit expansions.

Homes near creeks or ravines may fall under Conservation Halton regulation—setbacks and permitting can affect additions and walkouts. Oakville's Tree Protection and private tree removal by-law also impact renovation timelines. If you're exploring multi-generational configurations (for example, two primary bedrooms), you may find inspiration in properties like two-primary-suite homes in Brampton, then apply the concept under Oakville's rules.

Resale fundamentals: the elements that protect value

Resale strength in Oakville is tied to stable, family-friendly demand. For a 4 bedroom house for sale in Oakville Ontario, prioritize:

  • School catchment and walkability: Proximity to sought-after schools and parks typically anchors pricing.
  • Transit and highway access: Easy reach to GO stations and the QEW/403/407 corridors broadens buyer appeal.
  • Lot quality: Wider frontages and private backyards outperform on resale; pie-shaped lots can be a pleasant surprise.
  • Functional layout: A main-floor office, upper-level laundry, and a true principal suite are now baseline expectations.
  • Neutral updates: Kitchens and baths done within the last 10–12 years support appraisal and marketability.

If future upsizing is on your horizon, studying larger urban homes—such as a 5-bedroom family home in Toronto or a six-bedroom Toronto house—can help calibrate longer-term budget and design targets even while you secure a 4 bedroom house today.

Market timing and seasonal patterns

In the GTA and Halton Region, inventory and buyer activity trend higher in spring (March–May) and early fall (September–October). July/August often softens due to vacations, and late December to mid-January is typically quiet. In tight-supply pockets of Oakville, prime listings can attract multiple offers regardless of season, but a well-prepared buyer in a slower month may still negotiate favourable terms. Interest rate decisions also create mini-cycles; pre-approvals with a rate hold can help you act decisively when a suitable 4 bedroom house for sale appears.

Investment lens: rents, short-term rules, and unit strategy

Oakville's rental demand is driven by corporate relocations, families seeking school access, and medical/tech professionals. Investors often target a secondary suite to improve cash flow. That said, short-term rental bylaws are restrictive in many Ontario municipalities. Oakville maintains licensing and zoning rules that can limit or prohibit short-term rentals outside of a principal residence context. Confirm current Town of Oakville regulations, licensing requirements, and condominium declarations (if applicable) before assuming any short-term or medium-term rental strategy.

When evaluating returns, use conservative rent estimates, include realistic maintenance and insurance, and stress-test for vacancy. If you're considering very large, lodging-style assets (e.g., a “13 bedroom house”), note that such configurations are rare in Oakville and will raise zoning and building code questions. For perspective on scale, compare to a 10-bedroom Toronto property; even there, compliance and licensing drive viability more than bedroom count.

Condition, energy, and risk checks that matter

Older Oakville homes (pre-2000) may need roof, window, HVAC, and plumbing updates. Newer homes can still present grading or moisture issues. Key due diligence items:

  • Moisture management: Foundation cracks, window wells, and sump systems should be assessed—especially near ravine corridors.
  • Electrical capacity: 200-amp panels better support EV chargers and heat pumps.
  • Insurance factors: Overland flood endorsements are advisable where creek adjacency exists; confirm sewer backflow protection.
  • Energy upgrades: Greener Homes grants have evolved; low-interest loans and utility rebates may still be available—verify current programs.

For lifestyle features, pools remain a personal-value item: they help attract certain buyers but narrow the pool (no pun intended) for others. Studying a Toronto five-bedroom with a pool can help you gauge maintenance considerations and resale trade-offs before you add one in Oakville.

Financing and ownership planning

For a 4 bedroom house, most buyers will fall under uninsured mortgages if the purchase price exceeds $1M (no CMHC insurance). That raises down payment (minimum 20%) and stress-test importance. Investors should clarify lender treatment of rental income—some lenders use add-back; others use offset. If you are exploring co-ownership with parents or adult children, define equity splits and exit rights up front. Multi-generational households sometimes prefer layouts with two suites or dual primaries; reviewing layouts like those in 2-bedroom Toronto starter homes or 3-bedroom “all-inclusive” Ontario rentals offers context for future rental or in-law conversion potential.

How Oakville compares across the GTA and beyond

Oakville's price premium reflects schools, lake amenities, and planning stability. Buyers sometimes expand their search to communities with different value equations. For compact urban living, see 1-bedroom options in Dundas. For family upsizing in the core, large-city comparisons include five-bedroom houses in Toronto and specialty inventory like six-bedroom homes. Investors thinking nationally sometimes benchmark against markets such as the Lower Mainland via a 5-bedroom house in Surrey. These comparisons won't replace Oakville-specific analysis, but they help calibrate price-to-utility ratios and long-term plans.

Short-term vs. long-term use: principal residence, rental, or hybrid

Given Oakville's bylaws and family-centric demand, the strongest cases are principal residence or long-term rental with a licensed secondary suite (where permitted). Be cautious with short-term stays; most municipalities in the GTA either restrict them to principal residences or impose licensing that materially changes returns. Hybrid strategies—living in the main and renting a legal suite—can offer a balanced approach. If you anticipate growth beyond four bedrooms, understanding the jump to larger footprints is instructive; Toronto even sees niche inventory such as 10-bedroom houses, but those are specialized assets, not typical comparables for Oakville.

Seasonal use and cottage considerations for Oakville buyers

Many Oakville families also consider a seasonal property. If you're balancing a 4 bedroom house for sale in Oakville with a cottage, budget for rural-specific due diligence: septic inspection with flow test, water potability (well or lake intake), shoreline allowances, and seasonal road access. Lenders may apply different down payment and amortization rules on recreational properties. Insurance can also differ (wood heat, distance to hydrants). Your urban primary residence may remain the financing anchor while the cottage takes a higher down payment. This is a case where working with a brokerage that tracks both urban and recreational markets helps; resources like KeyHomes.ca let you research neighbourhood data, compare 4 bedroom houses for sale, and connect with licensed Ontario professionals familiar with both halves of the plan.

Pricing discipline and offer strategy

Oakville often mixes “offer nights” with list-low/market-high tactics and conventional list-at-market pricing. Ask your advisor for a block-by-block comparative market analysis that adjusts for lot width, finished square footage above grade, and renovation recency. If the home is staged and fresh to market in a coveted school zone, assume competition; if it's been on for 21+ days, investigate condition or pricing misalignment and negotiate accordingly. When inventory is thin, having a “Plan B” neighbourhood or being open to a three-bedroom plus loft can unlock value.

Practical takeaways for a 4 bedroom house Oakville search

  • Confirm zoning early: If you want a legal suite or addition, validate the zoning and any Conservation Halton constraints before waiving conditions.
  • Buy the lot and layout: Cosmetic updates are manageable; lot shape, exposure, and traffic patterns are not.
  • Insulate the budget: Include 1–2% of the purchase price annually for preventative maintenance, higher if the roof/HVAC/windows are mid-life.
  • Align with seasonality: Spring brings selection; late summer and winter may bring negotiation.
  • Document quality: Keep permits and invoices for future resale; buyers pay a premium for properly documented work.

For broader context, it can be helpful to examine specialized or adjacent inventory. Some families weigh a move to a larger metro property with amenities such as pools, comparing to a GTA home with a pool, while others explore niche urban stock—rare even in big cities—like multi-suite or very large homes. You'll also find occasional hybrid references like all-inclusive three-bedroom rentals in Ontario when considering interim housing during renovations. Platforms like KeyHomes.ca are useful for exploring these comparables alongside your primary goal: a well-located 4 bedroom house for sale in Oakville, Ontario that aligns with your family's plans today and your resale expectations tomorrow.