4-Bedroom House in Oakville

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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
191 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: 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
183 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: 116 CHARTWELL ROAD, Oakville

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$7,995,000

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

4 beds
6 baths
155 days

Lakeshore Rd E to Chartwell Rd Welcome to 116 Chartwell Road, one of Southeast Oakville's architecturally significant and environmentally advanced residences. Built to Net-Zero specifications, this home is a masterclass in modern sustainability, where wellness, technology and design exist in

Nina Mandeville,Sotheby's International Realty Canada, Brokerage
Listed by: Nina Mandeville ,Sotheby's International Realty Canada, Brokerage (905) 845-0024
House for sale: 46 SECOND STREET, Oakville

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$8,479,000

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

5 beds
7 baths
12 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: 200 CHARTWELL ROAD, Oakville

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$6,299,000

200 Chartwell Road, Oakville (1013 - OO Old Oakville), Ontario L6J 3Z8

5 beds
7 baths
Today

Cross Streets: Lakeshore Road E & Chartwell. ** Directions: Lakeshore Rd East&Chartwell Rd. 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

Peter He,Re/max Hallmark Realty Ltd.
Listed by: Peter He ,Re/max Hallmark Realty Ltd. (905) 655-2256
House for sale: LOT 101 DOUGLAS AVENUE, Oakville

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$4,290,000

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

4 beds
4 baths
28 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: 494 CHARTWELL ROAD, Oakville

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$1,920,000

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

6 beds
3 baths
1 day

Cross Streets: Chartwell Rd & Cornwall Rd. ** Directions: Chartwell Rd & Linbrook 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

Peter He,Re/max Hallmark Realty Ltd.
Listed by: Peter He ,Re/max Hallmark Realty Ltd. (905) 655-2256
House for sale: 382 TRAFALGAR ROAD, Oakville

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$3,950,000

382 Trafalgar Road, Oakville (1013 - OO Old Oakville), Ontario L6J 3H5

4 beds
4 baths
3 days

Trafalgar Rd & Cornwall Rd 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

House for sale: 322 PINE AVENUE, Oakville

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$1,699,900

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

4 beds
4 baths
2 days

Cross Streets: Trafalgar/Cornwall. ** Directions: Allan Street to Pine Avenue. 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

Carol Mcmonagle,Realty Executives Plus Ltd., Brokerage
Listed by: Carol Mcmonagle ,Realty Executives Plus Ltd., Brokerage (905) 337-7001
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
119 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: 298 DOUGLAS AVENUE, Oakville

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$2,599,000

298 Douglas Avenue, Oakville (1013 - OO Old Oakville), Ontario L4J 3S4

5 beds
3 baths
21 days

Cross Streets: Lakeshore Rd East & Trafalgar Rd. ** Directions: Northwest onto Douglas Ave from Lakeshore Rd East. 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

Daniel Fisherman,North 2 South Realty
Listed by: Daniel Fisherman ,North 2 South Realty (416) 697-1400
House for sale: 283 SPRUCE STREET, Oakville

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$1,730,000

283 Spruce Street, Oakville (1013 - OO Old Oakville), Ontario L6J 2G8

4 beds
2 baths
14 days

Cross Streets: Cornwall Rd and Trafalgar. ** Directions: Between Trafalgar Rd and Reynolds St, South of Cornwall. Welcome to 283 Spruce Street in the heart of Old Oakville, a charming 4-bedroom, 2-bathroom family home set on a prime 51 x 132 ft lot surrounded by mature landscaping and stunning

Raymond Pace,Re/max Hallmark Alliance Realty
Listed by: Raymond Pace ,Re/max Hallmark Alliance Realty (905) 334-3088
House for sale: 376 CHARTWELL ROAD, Oakville

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$4,250,000

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

6 beds
5 baths
9 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: 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
12 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: 139 ALLAN STREET, Oakville

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$2,999,000

139 Allan Street, Oakville (1013 - OO Old Oakville), Ontario L6J 3N6

4 beds
3 baths
19 days

Cross Streets: Randall. ** Directions: South on Allan until Randall. Nestled in the Heart of Downtown Oakville, this renovated 3000+ sq ft home blends historical charm with modern luxury. Offering 4 bedrooms and 2.5 baths, this home has been extensively updated throughout by Stonewood Homes

Listed by: Brenda Seymour ,Right At Home Realty, Brokerage (905) 637-1700
House for sale: 350 KING STREET, Oakville

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$12,900,000

350 King Street, Oakville (1013 - OO Old Oakville), Ontario L6J 1C2

5 beds
5 baths
19 days

Cross Streets: Allan and Lakeshore. ** Directions: From Lakeshore Rd E go south on Allan. Nestled in the heart of downtown Oakville, this magnificent historical home offers unparalleled charm and elegance, combined with modern amenities. Spanning over 8,000 square feet, the expansive layout

Listed by: Lise Lafreniere ,Re/max Aboutowne Realty Corp., Brokerage (905) 842-7000
House for sale: 435 MAPLE AVENUE, Oakville

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$2,850,000

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

5 beds
4 baths
75 days

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: 25 HOWARD AVENUE, Oakville

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$3,100,000

25 Howard Avenue, Oakville (1013 - OO Old Oakville), Ontario L6J 3Y2

5 beds
2 baths
3 days

Cross Streets: Lakeshore Ave E/Howard Ave. ** Directions: Lakeshore Rd to Howard Ave. 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

Iryna Tarabanovska,Cirealty
Listed by: Iryna Tarabanovska ,Cirealty (888) 247-8808
House for sale: 1123 LAKESHORE ROAD E, Oakville

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$2,629,000

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

5 beds
3 baths
14 days

Cross Streets: Lakeshore Rd E & Burgundy Dr. ** Directions: Lakeshore Rd E/Burgundy Dr. Builders, Investors, Or Future Homeowners with a vision: Welcome to 1123 Lakeshore Road, a bright, sun-filled home nestled on a rare and expansive 100 x 150 ft lot in one of Oakville's most sought-after

Listed by: Lou Piccioni ,Keller Williams Portfolio Realty (416) 864-3888
House for sale: 46 SECOND Street, Oakville

48 photos

$8,479,000

46 Second Street, Oakville, Ontario L6J 3T2

5 beds
7 baths
15 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: LOT 101 DOUGLAS Avenue, Oakville

17 photos

$4,290,000

Lot 101 Douglas Avenue, Oakville, Ontario L6J 2B7

4 beds
4 baths
28 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: 428 SHEDDON Avenue, Oakville

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$3,350,000

428 Sheddon Avenue, Oakville, Ontario L6J 1Y3

5 beds
4 baths
48 days

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

Paul Strome,Chestnut Park Realty Southwestern Ontario Ltd., Brokerage
Listed by: Paul Strome ,Chestnut Park Realty Southwestern Ontario Ltd., Brokerage (289) 952-9760
House for sale: 287 MACDONALD Road, Oakville

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$3,999,000

287 Macdonald Road, Oakville, Ontario L6J 2A6

4 beds
5 baths
15 days

Trafalgar Road to MacDonald Road 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

House for sale: 338 MACDONALD Road, Oakville

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$3,790,000

338 Macdonald Road, Oakville, Ontario L6J 2B7

4 beds
4 baths
23 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: 2238 LYNDHURST Drive, Oakville

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$2,449,000

2238 Lyndhurst Drive, Oakville, Ontario L6H 7V4

4 beds
4 baths
14 days

Arrowhead Rd/Gamble St/Lyndhurst Dr MOVE BEYOND THE STANDARD in Oakville’s prestigious Joshua Creek. This refined 4,200+ SF residential asset is a masterclass in architectural volume and intentional flow. Engineered for grand-scale entertaining, the residence opens to a soaring double-height

Listed by: Vikas Gondia ,Royal Lepage Signature Realty (905) 334-9000
House for sale: 1071 MELVIN AVENUE, Oakville

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$2,079,000

1071 Melvin Avenue, Oakville (1011 - MO Morrison), Ontario L6J 2V8

4 beds
4 baths
9 days

Cross Streets: Chartwell and Melvin. ** Directions: South on Chartwell and East on Melvin. 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 -

House for sale: 530 GOLFVIEW COURT, Oakville

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$2,929,900

530 Golfview Court, Oakville (1007 - GA Glen Abbey), Ontario L6M 4W6

6 beds
5 baths
9 days

Cross Streets: Dorval/Fairway Hills. ** Directions: Upple Middle and Dorval. **Private Court Location in Sought After Fairway Hills Neighbourhood. This Home Offers Stunning Panoramic Views of Conservation Lands and Backs Onto The 18th Tee at Glen Abbey Golf Course. **Over 3,800 sq ft Above

House for sale: 64 BRENTWOOD ROAD, Oakville

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$7,950,000

64 Brentwood Road, Oakville (1011 - MO Morrison), Ontario L6J 4B6

5 beds
8 baths
66 days

Lakeshore Road East and Brentwood Road Welcome to 64 Brentwood Road, where a exquisitely crafted home masterfully blends timeless design and modern features. Located on one of the most coveted and prestigious streets and steps to the shoreline of Lake Ontario, this exceptional home is situated

Jane Weatherhead,Re/max Aboutowne Realty Corp.
Listed by: Jane Weatherhead ,Re/max Aboutowne Realty Corp. (905) 338-9000
House for sale: 1188 CAREY ROAD, Oakville

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$3,550,000

1188 Carey Road, Oakville (1011 - MO Morrison), Ontario L6J 2E4

5 beds
4 baths
14 days

MORRISON/MORRISON HGTS/CAREY Nestled in one of Oakville's most coveted and prestigious enclaves Morrison Heights, this exceptional family residence presents a rare opportunity on a remarkable 103 x 185 ft (0.38-acre) estate-sized lot, surrounded by mature trees and timeless streetscapes, the

Peter He,Re/max Hallmark Realty Ltd.
Listed by: Peter He ,Re/max Hallmark Realty Ltd. (905) 655-2256
House for sale: 2238 LYNDHURST DRIVE, Oakville

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$2,449,000

2238 Lyndhurst Drive, Oakville (1009 - JC Joshua Creek), Ontario L6H 7V4

4 beds
4 baths
14 days

Arrowhead Rd/Meadowridge Dr MOVE BEYOND THE STANDARD in Oakville's prestigious Joshua Creek. This refined 4,200+ SF residential asset is a masterclass in architectural volume and intentional flow. Engineered for grand-scale entertaining, the residence opens to a soaring double-height foyer

Vikas Gondia,Royal Lepage Signature Realty
Listed by: Vikas Gondia ,Royal Lepage Signature Realty (905) 334-9000
House for sale: 1225 OLD POST Drive, Oakville

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$2,059,000

1225 Old Post Drive, Oakville, Ontario L6M 1A5

5 beds
4 baths
8 days

Monks Passage to Old Post Drive Welcome to 1225 Old Post Drive, a beautifully renovated family home set on a mature, private lot in the heart of Glen Abbey. Extensively updated inside and out, this impressive 4+1 bedroom residence offers elegant finishes, thoughtful upgrades, and a fully finished

Brad Miller,Century 21 Miller Real Estate Ltd.
Listed by: Brad Miller ,Century 21 Miller Real Estate Ltd. (905) 338-2121
House for sale: 2216 NORFOLK DRIVE, Oakville

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$1,595,000

2216 Norfolk Drive, Oakville (1015 - RO River Oaks), Ontario L6H 6H4

4 beds
3 baths
9 days

Cross Streets: Trafalgar / Glenashton. ** Directions: Trafalgar Rd / Glenashton Dr. Located in the highly desirable River Oaks community of Oakville, this well-maintained 4-bedroom detached home with 3 pc BATHROOM on GROUND FLOOR, offers an exceptional blend of comfort, thoughtful updates,

Matilda Nestoroska,Re/max Aboutowne Realty Corp.
Listed by: Matilda Nestoroska ,Re/max Aboutowne Realty Corp. (416) 419-3523
House for sale: 2208 BRAYS LANE, Oakville

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$1,849,000

2208 Brays Lane, Oakville (1007 - GA Glen Abbey), Ontario L6M 3J7

4 beds
3 baths
9 days

Cross Streets: Third Line & Kings College Dr. ** Directions: Kings College Dr & Giles Gate & Brays Lane. Nestled on a quiet, family-friendly street in Oakville's prestigious Glen Abbey community, this beautifully maintained four-bedroom, 2.5-bathroom home offers 3,400 sq. ft. of total living

House for sale: 3150 WILLIAM CUTMORE BOULEVARD, Oakville

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$1,299,786

3150 William Cutmore Boulevard, Oakville (1010 - JM Joshua Meadows), Ontario L6H 7X2

4 beds
3 baths
9 days

Cross Streets: Ninth line and dundas. ** Directions: google map. Welcome to this stunning one-year-old detached home sitting on premium lot In front of pond and scenic trail in the highly sought-after Upper Joshua Creek community of Oakville. As you step inside, the main floor impresses with

House for sale: 1394 PEARTREE CIRCLE, Oakville

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$1,860,000

1394 Peartree Circle, Oakville (1007 - GA Glen Abbey), Ontario L6M 2J1

5 beds
4 baths
8 days

Third Line/Upper Middle Rd W Welcome To 1394 Peartree Circle, An Exceptional 4+1 Bedroom Family Home Situated On A Premium 50 X 122 Ft Lot In The Prestigious And Highly Coveted Glen Abbey Community. Offering Over 4000 Sq.Ft. Of Beautifully Finished Living Space, This Home Showcases Hardwood

House for sale: 1298 FOREST HILL, Oakville

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$899,888

1298 Forest Hill, Oakville (1005 - FA Falgarwood), Ontario L6H 2S4

6 beds
3 baths
8 days

Cross Streets: HWY 403 and Trafalga Rd. ** Directions: From Hwy 403 exit Trafalga Rd Northbound, about 1km turn right Lynnwood Dr, then turn left Forest Hill. Welcome to this beautifully updated raised bungalow in the heart of Falgarwood - a rare opportunity to own a move-in-ready home in one

Brian Thomson,Skybound Realty
Listed by: Brian Thomson ,Skybound Realty (647) 779-7679
House for sale: 1225 OLD POST DRIVE, Oakville

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$2,059,000

1225 Old Post Drive, Oakville (1007 - GA Glen Abbey), Ontario L6M 1A5

5 beds
4 baths
8 days

Monks Passage to Old Post Drive Welcome to 1225 Old Post Drive, a beautifully renovated family home set on a mature, private lot in the heart of Glen Abbey. Extensively updated inside and out, this impressive 4+1 bedroom residence offers elegant finishes, thoughtful upgrades, and a fully finished

House for sale: 2062 WESTMOUNT DRIVE, Oakville

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$1,268,888

2062 Westmount Drive, Oakville (1019 - WM Westmount), Ontario L6M 3P2

5 beds
4 baths
9 days

Postmaster Dr & Westmount Exceptional opportunity in Oakville! This spacious detached 4+1 bedroom, 3.5 bathroom home offers flexibility, comfort, and excellent income potential in a highly desirable location. The home features a fully finished basement with separate entrance and kitchen, ideal

Luke A Riddell,Re/max Escarpment Realty Inc.
Listed by: Luke A Riddell ,Re/max Escarpment Realty Inc. (905) 220-4666
House for sale: 2313 NEWCASTLE Crescent, Oakville

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$1,149,900

2313 Newcastle Crescent, Oakville, Ontario L6M 4P5

5 beds
4 baths
42 days

Third Line\Pine Glen\Newcastle Welcome to this rarely offered Rosehaven 4+1 bedroom semi-detached home with fully finished basement, only steps to the new Oakville hospital! Over 2100 square feet on the main and upper levels, PLUS a fully finished basement with family room w/gas fireplace,

Listed by: Leanne Cassidy ,Realty World Legacy (905) 339-7004
House for sale: 59 SEWELL DRIVE, Oakville

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$999,990

59 Sewell Drive, Oakville (1003 - CP College Park), Ontario L6H 1C7

4 beds
2 baths
7 days

Cross Streets: Redbank and Sewell. ** Directions: Trafalgar to Mccraney. Nestled on an expansive 62' x 122' lot just steps from the prestigious Oakville Golf Club, this property offers the rare opportunity to move into a beautifully maintained home while planning your future. The current residence

Listed by: Gloria Liu ,Royal Lepage Real Estate Services Ltd. (647) 568-2257
House for sale: 1321 SIXTH LINE, Oakville

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$1,199,000

1321 Sixth Line, Oakville (1003 - CP College Park), Ontario L6H 1X3

4 beds
4 baths
7 days

McCraney & Sixth Line Well-maintained 2-storey detached-link home in the sought-after, family-friendly College Park neighbourhood of Oakville. Offering 3+1 bedrooms and 3+1 bathrooms, this home features bright living and dining areas, a cozy family room, and a spacious kitchen. Main floor enclosed

House for sale: 2192 GRAND RAVINE DRIVE, Oakville

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$2,049,888

2192 Grand Ravine Drive, Oakville (1015 - RO River Oaks), Ontario L6H 6B2

4 beds
4 baths
7 days

Cross Streets: Glenashton Dr & Grand Ravine Dr. ** Directions: Glenashton Dr to Grand Ravine Dr. Set on a sought-after, family-friendly River Oaks street backing onto a serene wooded trail system, this extensively upgraded home delivers the location, quality updates and move-in ready living

Brett Fraser Smiley,Royal Lepage Real Estate Services Ltd.
Listed by: Brett Fraser Smiley ,Royal Lepage Real Estate Services Ltd. (416) 809-9169
House for sale: 3266 MILLICENT AVENUE, Oakville

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$1,999,000

3266 Millicent Avenue, Oakville (1008 - GO Glenorchy), Ontario L6H 0V8

4 beds
4 baths
58 days

Cross Streets: Sixth Line to Threshing Mill Blvd. ** Directions: Sixth Line to Threshing Mill Blvd to Millicent Ave. Welcome to luxury living in the heart of Oakville's vibrant Uptown Core. This is your opportunity to own a stunning, brand-new home in the coveted Seven Oaks community, built

House for sale: 3242 MILLICENT AVENUE, Oakville

50 photos

$2,199,000

3242 Millicent Avenue, Oakville (1008 - GO Glenorchy), Ontario L6H 0V8

5 beds
4 baths
7 days

Cross Streets: Sixth Line to Threshing Mill Blvd. ** Directions: Sixth Line to Threshing Mill Blvd to Millicent Ave. Welcome to luxury living in the heart of Oakville's vibrant Uptown Core. This is your opportunity to own a stunning, brand-new home in the coveted Seven Oaks community, built

House for sale: 208 MCCRANEY STREET W, Oakville

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$1,199,500

208 Mccraney Street W, Oakville (1003 - CP College Park), Ontario L6H 1H7

4 beds
2 baths
7 days

Cross Streets: Oxford/Mccraney Rd W. ** Directions: Oxford/Old Upper Middle Rd/Mccraney Rd W. Nestled in a highly coveted pocket of College Park, at the desirable quiet end of Mccraney, this meticulously maintained raised bungalow offers a rare opportunity for young professionals and growing

Listed by: Joyce Cameron ,Right At Home Realty, Brokerage (905) 637-1700
House for sale: 166 MAPLE GROVE DRIVE, Oakville

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$3,299,900

166 Maple Grove Drive, Oakville (1011 - MO Morrison), Ontario L6J 4V1

5 beds
5 baths
7 days

Cross Streets: Lakeshore & Maple Grove. ** Directions: Lakeshore to Maple Grove. Nestled in the heart of prestigious Southeast Oakville, 166 Maple Grove Drive presents a rare opportunity to own a classic Cape Cod residence on a private, mature 1/3 acre lot. Proudly owned by the same family

Listed by: Paul Thurlow ,Royal Lepage Burloak Real Estate Services (905) 844-2022
House for sale: 132 SPARLING COURT, Oakville

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$2,490,000

132 Sparling Court, Oakville (1017 - SW Southwest), Ontario L6K 2J7

4 beds
3 baths
52 days

Cross Streets: Rebecca & Fourth Line. ** Directions: Fourth Line/Rebecca/Sparling. Welcome to 132 Sparling Court! This large family-sized home is nestled in a quiet cul-de-sac in Southwest Oakville, surrounded by beautiful, lush landscaping on an over-sized private lot. The location is ideal,

House for sale: 3150 TRAILSIDE DRIVE, Oakville

50 photos

$1,849,000

3150 Trailside Drive, Oakville (1008 - GO Glenorchy), Ontario L6M 0P6

5 beds
5 baths
8 days

Dundas St. W and Neyagawa Blvd. Escape to unparalleled luxury at this exquisite Normandy Rosehaven residence, perfectly situated on a quiet, tree-lined street in Oakville's prestigious Glenorchy community. This sophisticated 3,264 sq. ft. home seamlessly blends timeless elegance with contemporary

House for sale: 425 THRESHING MILL BOULEVARD, Oakville

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$1,790,000

425 Threshing Mill Boulevard, Oakville (1010 - JM Joshua Meadows), Ontario L6H 0T4

5 beds
4 baths
8 days

Cross Streets: 8th line / dundas. ** Directions: Park on driveway. Welcome to 425 Threshing Mill Blvd, Sun-filled 5-bedroom executive family home set on a premium 50-ft corner lot in Oakville's highly sought-after Joshua Meadows community, a vibrant North Oakville neighborhood known for its

House for sale: 3178 BUTTONBUSH TRAIL, Oakville

44 photos

$1,988,000

3178 Buttonbush Trail, Oakville (1010 - JM Joshua Meadows), Ontario L6H 0T4

5 beds
5 baths
8 days

Cross Streets: 8th Line / Dundas E. ** Directions: Park on driveway. Luxurious 5-bedroom 5-ensuite park-facing estate home tucked away on a quiet street in one of Oakville's most established family-friendly communities. $$$ spent on recent upgrades include a brand new kitchen with oversized

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.