4-Bedroom House in Oakville

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House for sale: 55 ALLAN STREET, Oakville

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$7,399,000

55 Allan Street, Oakville (1013 - OO Old Oakville), Ontario L6J 3M7

5 beds
5 baths
119 days

Lakeshore Rd and Allan St Very rarely does a property this exquisite become available in the heart of Old Oakville. This home has been completely reimagined from top to bottom yet has kept its distinguished graceful style. The beautiful foyer sets the stage for the home leading to the wide

House for sale: 302 WILLIAM STREET, Oakville

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$2,899,000

302 William Street, Oakville (1013 - OO Old Oakville), Ontario L6J 1E4

5 beds
3 baths
60 days

Cross Streets: Trafalgar & William. ** Directions: Trafalgar/East on William. Welcome to 302 William Street, a distinguished Heritage home in the heart of Old Oakville. This timeless red-brick residence exudes character and charm, set amidst beautifully landscaped gardens and mature trees.

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
45 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: LOT 102 DOUGLAS AVENUE, Oakville

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$4,166,000

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

4 beds
4 baths
154 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: 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
9 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: 346 MACDONALD ROAD, Oakville

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$3,920,000

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

4 beds
5 baths
48 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: 209 ALLAN STREET, Oakville

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$1,650,000

209 Allan Street, Oakville (1013 - OO Old Oakville), Ontario L6J 3P2

4 beds
3 baths
100 days

Cross Streets: PALMER. ** Directions: Allan Street & Palmer. STEP INSIDE THIS 4 BEDROOM, 2.5 BATH PRIME OLD OAKVILLE GEM JUST STEPS TO DOWNTOWN. YOU'LL FALL IN LOVE THE MOMENT YOU WALK UP TO THE CHARMING COVERED FRONT PORCH WHERE YOU SIP'LL YOUR MORNING COFFEE. A HUGE TWO STOREY ADDITION WAS

Conrad Guy Zurini,Re/max Escarpment Realty Inc.
Listed by: Conrad Guy Zurini ,Re/max Escarpment Realty Inc. (905) 639-7676
House for sale: 350 KING STREET, Oakville

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$13,999,000

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

5 beds
5 baths
143 days

Cross Streets: Allan and Lakeshore. ** Directions: Lakeshore E and 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 provides both grandeur

Listed by: Lise Lafreniere (905) 842-7000
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
66 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

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$2,199,000

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

6 beds
3 baths
206 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: 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
48 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: 214 DONESSLE DRIVE, Oakville

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$2,799,000

214 Donessle Drive, Oakville (1013 - OO Old Oakville), Ontario L6J 3Y6

4 beds
2 baths
196 days

Chartwell & Lakeshore Welcome to 214 Donessle Drive. This lovely 2-storey, 4 bedroom home is located on a family friendly street in prestigious Old Oakville and sits on a 67 x 174ft lot. This spacious home has an excellent floor plan for family living and entertaining. The eat in kitchen has

House for sale: 437 INGLEHART STREET N, Oakville

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$1,999,999

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

4 beds
4 baths
36 days

Cross Streets: Trafalgar & Cornwall. ** Directions: Trafalgar & Inglehart. Discover the charm of Old Oakville in this beautifully crafted custom built home, offering nearly 3100 sq ft of finished living space. Thoughtfully designed with a modern influence, it features 9' ceilings, wide plank

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
9 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: 467 CAESAR AVENUE, Oakville

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$2,348,000

467 Caesar Avenue, Oakville (1013 - OO Old Oakville), Ontario L6J 3Z1

4 beds
3 baths
38 days

Cornwall Rd/Chartwell Rd Absolutely stunning and totally upgraded four bedroom family home in prime South East Oakville location! Very desirable street on a quiet cul-de-sac close to top public and private schools. The spacious primary suite is privately set on the upper level and features

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
99 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
25 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: 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
154 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: 301 HELEN LAWSON LANE, Oakville

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$4,390,000

301 Helen Lawson Lane, Oakville (1013 - OO Old Oakville), Ontario L6J 2B7

5 beds
5 baths
99 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 + allure of new while honouring the tradition of a well-established neighbourhood. A selection

House for sale: 2483 BURNHAMTHORPE ROAD W, Oakville

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$1

2483 Burnhamthorpe Road W, Oakville (1040 - OA Rural Oakville), Ontario L6M 4H1

5 beds
3 baths
66 days

Bronte and 407 Rural Residential Farmhouse for sale, With lot of Lands and buildings, Successful North Oakville A, 6.67. Acres, 2 Indoor Arenas, 5 Bed Room Detached House with 2 full washrooms and one half washrooms plus office area. Basement Finished with separate Entrance. Excellent Business/Investment

Listed by: Lallie Brar ,Royal Lepage Flower City Realty (905) 564-2100
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
38 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: 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
Today

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 and curated for

Listed by: Amelia Francis ,Re/max Aboutowne Realty Corp., Brokerage (905) 842-7000
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
18 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: 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
112 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: 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
25 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: 295 MAPLE AVENUE, Oakville

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$2,998,000

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

5 beds
4 baths
38 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: 2156 LOWER BASE LINE, Oakville

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$1,500,000

2156 Lower Base Line, Oakville (1040 - OA Rural Oakville), Ontario L6M 4G1

5 beds
3 baths
71 days

Cross Streets: Region Rd 25 AKA HWY 25/Bronte Rd -and Lower Base Line. ** Directions: HWY 25 to Lower Base Line East. Rare opportunity to own 1.296 acres of private, wooded land on the Oakville/Milton border. Ideally located for commuters - just minutes to the 407, QEW, 401, and across from

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
9 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: 382 TRAFALGAR ROAD, Oakville

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$4,200,000

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

4 beds
4 baths
75 days

Trafalgar Rd & Cornwall Rd Exquisite and reminiscent of New England charm, this lofted bungalow offers breathtaking views and unmatched privacy along Oakville's tranquil 16 Mile Creek. A testament to craftsmanship and design, this waterfront retreat boasts exclusive riparian rights and a private

House for sale: 331 MACDONALD ROAD, Oakville

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$4,249,000

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

5 beds
5 baths
1 day

MacDonald Road between Allan and Reynolds Located in one of Oakville's most desirable pockets this new custom home creates a stylish atmosphere that will impress even the most detailed buyer. Architecture by Hicks Design Studio and built by Gasparro Homes this home features over 3,100 square

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
29 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: 1123 LAKESHORE ROAD E, Oakville

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$2,799,000

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

5 beds
3 baths
63 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: 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
37 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: 340 SPRUCE STREET, Oakville

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$3,375,000

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

4 beds
4 baths
64 days

SPRUCE STREET/ REYNOLDS STREET In Old Oakville, character is everything. Historical properties define the neighbourhoods identity & charm & few homes capture that spirit quite like this one! 340 Spruce goes beyond the expected, delivering the warmth & history of a Period home w/ the ease &

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
56 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: 324 SPRUCE STREET, Oakville

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$2,200,000

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

5 beds
4 baths
45 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: LOT 101 DOUGLAS Avenue, Oakville

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$4,290,000

Lot 101 Douglas Avenue, Oakville, Ontario L6J 2B7

4 beds
4 baths
19 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

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$3,945,000

350 Macdonald Road, Oakville, Ontario L6J 2B7

4 beds
4 baths
60 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

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$4,166,000

Lot 102 Douglas Avenue, Oakville, Ontario L6J 2B7

4 beds
4 baths
19 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: 52 KERR Street, Oakville

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$3,349,000

52 Kerr Street, Oakville, Ontario L6K 3A1

5 beds
4 baths
128 days

South of Lakeshore at Kerr Street Chic Farmhouse Elegance Steps from the Lake Nestled in one of Oakville’s most beloved enclaves, 52 Kerr Street is a timeless blend of farmhouse charm and refined design. This four-bedroom home sits on a lush 60 × 160 ft lot surrounded by mature trees,

Christopher Invidiata,Re/max Aboutowne Realty Corp.
Listed by: Christopher Invidiata ,Re/max Aboutowne Realty Corp. (905) 339-3444
House for sale: 212 KING Street, Oakville

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$4,199,000

212 King Street, Oakville, Ontario L6J 1B5

5 beds
4 baths
24 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: 435 MAPLE Avenue, Oakville

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$2,899,000

435 Maple Avenue, Oakville, Ontario L6J 2J2

5 beds
4 baths
25 days

Watson and Maple Ave Exceptional opportunity to own a beautifully updated 5-bedroom, 4-bath executive home on a rare 50 × 350 ft lot in the heart of prestigious Old Oakville. Nestled on a quiet, tree-lined street, this over 4,000 sq ft residence features a stunning great room with 18' vaulted

Linda Huang,Right At Home Realty Brokerage
Listed by: Linda Huang ,Right At Home Realty Brokerage (647) 970-5616
House for sale: 346 MACDONALD Road, Oakville

16 photos

$3,920,000

346 Macdonald Road, Oakville, Ontario L6J 2B7

4 beds
5 baths
19 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
66 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: 209 DONESSLE Drive, Oakville

50 photos

$5,998,000

209 Donessle Drive, Oakville, Ontario L6J 3Y7

5 beds
7 baths
56 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: 340 SPRUCE Street, Oakville

49 photos

$3,375,000

340 Spruce Street, Oakville, Ontario L6J 2H1

4 beds
4 baths
64 days

REYNOLDS STREET/ SPRUCE STREET In Old Oakville, character is everything. Historical and heritage properties define the neighbourhood’s charm, and few homes capture that spirit like this one. 340 Spruce delivers the warmth of a Period home with the ease of a modern build. With nearly 3,600

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

16 photos

$3,790,000

338 Macdonald Road, Oakville, Ontario L6J 2B7

4 beds
4 baths
19 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 19 ALLAN Street, Oakville

18 photos

$4,390,000

Lot 19 Allan Street, Oakville, Ontario L6J 2B7

4 beds
5 baths
19 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 + 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: 1468 FERNCREST ROAD, Oakville

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$2,998,000

1468 Ferncrest Road, Oakville (1009 - JC Joshua Creek), Ontario L6H 7W2

4 beds
5 baths
9 days

Cross Streets: Dundas and Ninth Line. ** Directions: West on Dundas from Ninth Line, Left (south) on Meadowridge, Left on Craigleith, Left on Lyndhurst, Right on Ferncrest. Nestled in Oakville's prestigious Joshua Creek sits this Fernbrook built 4 bed 4+1 bath beauty with over 5000 square feet

David Buckingham,Royal Lepage Meadowtowne Realty
Listed by: David Buckingham ,Royal Lepage Meadowtowne Realty (905) 878-8101
House for sale: 3262 SKIPTON LANE, Oakville

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$1,998,000

3262 Skipton Lane, Oakville (1000 - BC Bronte Creek), Ontario L6M 0K2

4 beds
4 baths
20 days

Skipton Lane and Liptay Avenue Welcome to this stunningly upgraded family home in the prestigious Bronte Creek community of Oakville. Perfectly positioned on a premium pool-sized lot on a quiet, family-friendly street this exceptional Monarch built home offers 3,812 sq. ft. of fully finished

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.