Oakville Waterfront Real Estate

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House for sale: 350 KING STREET, Oakville

47 photos

$10,900,000

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

5 beds
5 baths
106 days

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 and comfort, perfect for family living or entertaining on a grand

Listed by: Lise Lafreniere ,Re/max Aboutowne Realty Corp., Brokerage (905) 842-7000
Duplex for sale: 372 TRAFALGAR ROAD, Oakville

50 photos

$2,300,000

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

4 beds
3 baths
20 days

This rare find in the heart of Old Oakville is a bungalow duplex backing onto scenic 16 Mile Creek, beautifully renovated in 2021 and designed by Kate Zeidler (KZID). Steps from Downtown Oakville, Lake Ontario and the Oakville GO Station, this unique property offers 2 distinct 2-bedroom units

House for sale: 21 SECOND STREET, Oakville

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$6,975,000

21 Second Street, Oakville (1013 - OO Old Oakville), Ontario L6J 3T1

3 beds
3 baths
6 days

Lakefront home, nestled on Old Oakville's Second Street, this residence offers a blend of timeless elegance, luxury, and unparalleled waterfront living. Completely reimagined top to bottom, showcasing an aesthetic designed for both family living and comfortable downsizing. Bathed in natural

House for sale: 426 TRAFALGAR ROAD, Oakville

49 photos

$4,149,000

426 Trafalgar Road, Oakville (1013 - OO Old Oakville), Ontario L6J 3H7

4 beds
5 baths
Today

A private retreat in the heart of South East Oakville, with the city at your doorstep. Arriving along Trafalgar Road, this expansive Tudor is one of the first homes to welcome you into SE Oakville. What makes residence special is what happens beyond its distinguished façade. Step into the

Listed by: Allia Akkad ,Re/max Aboutowne Realty Corp. (905) 338-9000
Apartment for sale: 702 - 60 OLD MILL ROAD, Oakville

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$999,000

702 - 60 Old Mill Road, Oakville (1013 - OO Old Oakville), Ontario L6J 7V9

2 beds
2 baths
26 days

Experience timeless elegance in this rare, executive corner unit condo located in Oakville's prestigious Old Mill Community. Thisexpansive 1436 sqft residence offers a perfect blend of sophisticated design and natural beauty, featuring panoramic picturewindows that capture breathtaking unobstructed

Listed by: Jennifer Brownson ,Re/max Escarpment Realty Inc. (905) 632-2199
Row / Townhouse for sale: 10 SOUTHWIND TERRACE, Oakville

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$2,999,000

10 Southwind Terrace, Oakville (1001 - BR Bronte), Ontario L6L 6K5

3 beds
4 baths
61 days

Lakefront, large and very spacious, freehold townhouse, rarely offered, in prestigious Bronte with unobstructed, panoramic views of Lake Ontario. One of only a select few waterfront residences in this exclusive enclave and seldom available, this exceptional townhouse is offered for the first

Ayesha Mawaz-khan,Sotheby's International Realty Canada, Brokerage
Listed by: Ayesha Mawaz-khan ,Sotheby's International Realty Canada, Brokerage (905) 845-0024
Row / Townhouse for sale: 14 - 10 MAPLE GROVE DRIVE, Oakville

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$3,099,000

14 - 10 Maple Grove Drive, Oakville (1011 - MO Morrison), Ontario L6J 0E1

4 beds
4 baths
50 days

Experience exclusive lakefront luxury living at The Gardens of Edgemere, one of South East Oakville's most prestigious private enclaves. This rare "lock-and-leave" Ivy TownManor blends the timeless character of Oakville's historic lakefront estates with refined contemporary design, offering

Peter He,Re/max Hallmark Realty Ltd.
Listed by: Peter He ,Re/max Hallmark Realty Ltd. (289) 644-1111
Row / Townhouse for sale: 5 - 2120 MARINE DRIVE, Oakville

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$1,539,000

5 - 2120 Marine Drive, Oakville (1001 - BR Bronte), Ontario L6L 1B7

3 beds
4 baths
24 days

Welcome to Harbour Estates - a rare opportunity to own a beautifully renovated 3-bedroom, 4-bathroom townhouse in one of Bronte's most coveted lakeside communities. Just steps from the water, this exceptional home offers an ideal balance of luxury living, prime location, and the relaxed lakeside

Listed by: Concetta Reda ,Royal Lepage Real Estate Services Ltd., Brokerage (905) 338-3737
House for sale: 3286 SHELBURNE PLACE, Oakville

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$3,600,000

3286 Shelburne Place, Oakville (1001 - BR Bronte), Ontario L6L 5V9

5 beds
4 baths
219 days

Spectacular lakefront property could be your in-town cottage. Tucked away on quiet, mature-cul-de-sac with 93' frontage on Lake Ontario. This quality, custom built, one-owner home offers 4+1 Bedrooms, 3.5 Baths with over 2800SF above-grade + 1400 SF finished lower level is the perfect place

Apartment for sale: 102 BRONTE Road Unit# 303, Oakville

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$479,900

102 Bronte Road Unit# 303, Oakville, Ontario L6L 6J5

1 beds
1 baths
209 days

Gorgeous 1 bed 1 bath fully renovated unit with chic finishes in Bronte's boutique Pier 12 condo in the heart of Bronte Village. The updated kitchen features stainless appliances, quartz counters, pot lights and undermount sink. The bright living room/dining room faces east and features engineered

Apartment for sale: 303 - 102 BRONTE ROAD, Oakville

18 photos

$479,900

303 - 102 Bronte Road, Oakville (1001 - BR Bronte), Ontario L6L 6J5

1 beds
1 baths
209 days

Gorgeous 1 bed 1 bath fully renovated unit with chic finishes in Bronte's boutique Pier 12 condo in the heart of Bronte Village. The updated kitchen features stainless appliances, quartz counters, pot lights and undermount sink. The bright living room/dining room faces east and features engineered

Michael Brejnik,Royal Lepage Burloak Real Estate Services
Listed by: Michael Brejnik ,Royal Lepage Burloak Real Estate Services (905) 849-3777
House for sale: 3206 SHORELINE DRIVE, Oakville

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$6,999,900

3206 Shoreline Drive, Oakville (1001 - BR Bronte), Ontario L6L 5X4

6 beds
7 baths
115 days

Crafted as the personal residence of a renowned designer, this 5+1 bedroom, 10,000+ sq.ft. waterfront estate is a rare offering in one of Bronte's most coveted settings. While neighbouring homes were also designed by him, none compare to the scale, craftsmanship, and artistry dedicated to this

Raymond Pace,Re/max Alliance Realty
Listed by: Raymond Pace ,Re/max Alliance Realty (905) 257-7500
Apartment for sale: 100 BRONTE Road Unit# 214, Oakville

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$499,900

100 Bronte Road Unit# 214, Oakville, Ontario L6L 6L5

1 beds
1 baths
100 days

Where the luxury and convenience of Bronte meet affordability - This rare offering in the symbolic StoneBoat Quay, is ready for enjoyment for those seeking the Bronte harbour front lifestyle and the best that Oakville has to offer. Soon to be completed, a complete revitalization of all common

Listed by: Mathew Mcauley ,Coldwell Banker-burnhill Realty (905) 464-0083
Apartment for sale: 405 - 2511 LAKESHORE ROAD W, Oakville

50 photos

$849,900

405 - 2511 Lakeshore Road W, Oakville (1001 - BR Bronte), Ontario L6L 6L9

2 beds
2 baths
128 days

Welcome to this bright and spacious 1,325 sq. ft. corner unit in the highly sought-after Bronte Harbour Club. Perched overlooking Bronte Creek and the lush surrounding ravine, this home offers stunning, unobstructed views to the west and north. Featuring 9-foot ceilings, expansive windows,

Apartment for sale: 406 - 2511 LAKESHORE ROAD W, Oakville

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$849,900

406 - 2511 Lakeshore Road W, Oakville (1001 - BR Bronte), Ontario L6L 6L9

2 beds
2 baths
99 days

High demand Bronte Harbour Club. Sun-filled, updated corner suite overlooking the trees and Bronte Creek. Quiet side of the building with no neighbours above. 9 ft ceilings, large expanse of windows. Approx 1188 sq.ft. Stunning renovated kitchen with granite, stainless appliances, under cabinet

June Smith,Re/max Aboutowne Realty Corp., Brokerage
Listed by: June Smith ,Re/max Aboutowne Realty Corp., Brokerage (905) 842-7000
Apartment for sale: 525 - 3500 LAKESHORE ROAD W, Oakville

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$1,298,800

525 - 3500 Lakeshore Road W, Oakville (1001 - BR Bronte), Ontario L6L 0B4

3 beds
2 baths
86 days

Welcome to luxury waterfront living at BluWater Condos! This stunning 1,150 sq. ft. suite offers 2 bedrooms plus a den and 2 full bathrooms with elegant finishes throughout. Enjoy breathtaking views of Lake Ontario from the spacious private balcony featuring a gas BBQ hookup, the perfect place

Listed by: Tim Chan ,Union Capital Realty (289) 317-1288
Apartment for sale: 506 - 2170 MARINE DRIVE, Oakville

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$1,149,000

506 - 2170 Marine Drive, Oakville (1001 - BR Bronte), Ontario L6L 5V1

2 beds
2 baths
84 days

Experience the pinnacle of luxury waterfront living at Ennisclare II on the Lake, one of Bronte's most prestigious, award-winning adult communities. This stunning Donlea model suite spans approx. 1,346 sq. ft. of elegant, upscale living featuring 2 large bedrooms, 2 full baths, and a sun-filled

Listed by: Ronda Rumig ,Royal Lepage Real Estate Services Ltd., Brokerage (905) 338-3737
House for sale: 390 SANDHURST DRIVE, Oakville

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$3,499,000

390 Sandhurst Drive, Oakville (1020 - WO West), Ontario L6L 4L3

5 beds
7 baths
72 days

Welcome to an extraordinary custom residence in prestigious Oakville, where impeccable craftsmanship & thoughtfully designed interiors come together in exceptional fashion. Set on a 181-ft deep lot, this estate offers over 5,800 SF of finished living space for a lifestyle of sophistication

Sam Allan Mcdadi,Sam Mcdadi Real Estate Inc.
Listed by: Sam Allan Mcdadi ,Sam Mcdadi Real Estate Inc. (905) 502-1500
Apartment for sale: 1601 - 2180 MARINE DRIVE, Oakville

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$1,075,000

1601 - 2180 Marine Drive, Oakville (1001 - BR Bronte), Ontario L6L 5V2

2 beds
2 baths
61 days

Live lakeside & enjoy beautiful views of Lake Ontario, Bronte Village & the Niagara Escarpment. This sought-after updated corner suite boasts 1830 sq ft of enviable living space, designed for comfort & relaxation. Presenting floor-to-ceiling windows with California style shutters showcasing

Apartment for sale: 402 - 111 FORSYTHE STREET, Oakville

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$2,988,000

402 - 111 Forsythe Street, Oakville (1002 - CO Central), Ontario L6K 3J9

2 beds
3 baths
57 days

Waterfront Living, An Incredible Opportunity to Own Over 2200 sq. ft. Of Total Luxury And Extraordinary Living, In One Of Oakville's exclusive Waterfront residences. +* this is an Extremely Popular Building * The Living room Showcases Breathtaking Views of The Waterfront And Harbour. The Living

Listed by: Rene Papa ,Jdf Realty Ltd. (905) 660-4949
House for sale: 379 RIVER SIDE DRIVE, Oakville

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$3,199,900

379 River Side Drive, Oakville (1002 - CO Central), Ontario L6K 3N6

4 beds
4 baths
55 days

Welcome to this exceptional custom-built bungaloft, thoughtfully owner-designed and completed in 2010, where timeless craftsmanship, luxurious finishes, and an unparalleled setting backing onto Sixteen Mile Creek come together to create a truly one-of-a-kind home. Offering 3 spacious bedrooms

Raymond Pace,Re/max Alliance Realty
Listed by: Raymond Pace ,Re/max Alliance Realty (905) 257-7500
Apartment for sale: 501 - 2180 MARINE DRIVE, Oakville

50 photos

$1,398,900

501 - 2180 Marine Drive, Oakville (1001 - BR Bronte), Ontario L6L 5V2

3 beds
2 baths
54 days

Introducing a newly renovated condominium offering an exceptional blend of elegance and comfort. This corner suite spans approximately 1,830 sq. ft. The desirable split layout seamlessly integrates open-concept living and dining areas with a spacious eat-in kitchen. This residence features

Tomasz Mukosiej,Sutton Group Realty Systems Inc.
Listed by: Tomasz Mukosiej ,Sutton Group Realty Systems Inc. (905) 896-3333
1044 ARGYLE Drive, Oakville
Vacant land

10 photos

$13,995,000

1044 Argyle Drive, Oakville, Ontario L6J 1A7

35 days

Here is a rare opportunity to create your dream home on one of Oakville’s last remaining waterfront building lots, ideally positioned on one of the town’s most prestigious streets and within walking distance of downtown Oakville. More than two years of planning, approvals and meticulous

1044 ARGYLE DRIVE, Oakville
Vacant land

9 photos

$13,995,000

1044 Argyle Drive, Oakville (1011 - MO Morrison), Ontario L6J 1A7

35 days

Here is a rare opportunity to create your dream home on one of Oakville's last remaining waterfront building lots, ideally positioned on one of the town's most prestigious streets and within walking distance of downtown Oakville. More than two years of planning, approvals and meticulous attention

House for sale: 6 ENNISCLARE DRIVE W, Oakville

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$13,500,000

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

5 beds
6 baths
33 days

Designed by architect Gren Weis and built by Lakehurst Construction, this exceptional custom estate is beautifully positioned on the shores of Lake Ontario in one of South-East Oakville's most prestigious waterfront enclaves. Set on a remarkable property with coveted riparian rights, the residence

3 ENNISCLARE DRIVE E, Oakville
Vacant land

13 photos

$15,900,000

3 Ennisclare Drive E, Oakville (1011 - MO Morrison), Ontario L6J 4N3

32 days

Build your dream home on South East Oakville's prime waterfront. With 184 feet of lake frontage and unparalleled views of the Toronto skyline, this building lot is the largest available and developable Riparian Lakefront parcel in South East Oakville. Located on one of Oakville's most sought-after

Jane Weatherhead,Re/max Aboutowne Realty Corp.
Listed by: Jane Weatherhead ,Re/max Aboutowne Realty Corp. (905) 338-9000
House for sale: 3 ENNISCLARE DRIVE E, Oakville

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$15,900,000

3 Ennisclare Drive E, Oakville (1011 - MO Morrison), Ontario L6J 4N3

5 beds
4 baths
30 days

Build your dream home on South East Oakville's prime waterfront. With 184 feet of lake frontage and unparalleled views of the Toronto skyline, this building lot is the largest remaining and developable Riparian Lakefront parcel in South East Oakville available. Located on one of Oakville's

Jane Weatherhead,Re/max Aboutowne Realty Corp.
Listed by: Jane Weatherhead ,Re/max Aboutowne Realty Corp. (905) 338-9000
House for sale: 10 BROOKFIELD ROAD, Oakville

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$10,900,000

10 Brookfield Road, Oakville (1002 - CO Central), Ontario L6K 2Y5

5 beds
4 baths
28 days

Situated on just over half an acre on the shores of Lake Ontario, 10 Brookfield Road is a truly exceptional waterfront property offering an extraordinary combination of views, privacy, recreation and year-round enjoyment. With unobstructed vistas of Lake Ontario from virtually every angle,

House for sale: 16 ENNISCLARE DRIVE W, Oakville

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$10,950,000

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

5 beds
7 baths
22 days

Experience breathtaking, panoramic views from this stately lakefront estate, a true sanctuary of elegance and tranquility. Nestled on an expansive 3/4 acre lot, this rare gem boasts an impressive 100 feet of private lake frontage with riparian rights, ensuring unobstructed access to the shimmering

Apartment for sale: 712 - 2511 LAKESHORE ROAD W, Oakville

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$1,300,000

712 - 2511 Lakeshore Road W, Oakville (1001 - BR Bronte), Ontario L6L 6L9

2 beds
2 baths
22 days

Spectacular, Premier, South-Facing, rarely offered Terrace unit in Bronte Harbour Club is truly in a league of it's own! Private Terrace (40'8" x 32'3' - one of larger model terraces) showcasing panoramic views of Bronte Marina and the Lake is sure to impress! - perfect for privacy, relaxing

Natasha Eadie,Royal Lepage Realty Plus Oakville
Listed by: Natasha Eadie ,Royal Lepage Realty Plus Oakville (905) 825-7777
House for sale: 3338 FOX RUN CIRCLE, Oakville

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$2,358,000

3338 Fox Run Circle, Oakville (1001 - BR Bronte), Ontario L6L 6W4

6 beds
6 baths
19 days

NOT A COOKIE CUTTER HOME. .ONE OWNER HOME... Welcome to 3338 Fox Run Circle-where success feels right at home. Modified Builder's Plans! Spacious 2 storey; Main floor boasts of 9ft ceiling with gleaming hardwood floors. Generous 5 bedrooms on 2nd floor. Circular staircase on 3 levels. THIS

Listed by: Carmen C. Muscat ,Re/max West Realty Inc. (416) 726-0500
Apartment for sale: 2170 MARINE Drive Unit# 1103, Oakville

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$1,425,000

2170 Marine Drive Unit# 1103, Oakville, Ontario L6L 5V1

2 beds
2 baths
7 days

Luxurious 2 Bedroom Condo with sunrises and stunning views of Toronto Skyline and Lake Ontario. High level of security including recently installed alarm system, security cameras throughout the building and 24/7 gated security guards. Outdoor balcony large enough for table and chairs and loungers

Richard Denninger,Casora Realty Inc.
Listed by: Richard Denninger ,Casora Realty Inc. (289) 260-6206
Apartment for sale: 508 - 11 BRONTE ROAD, Oakville

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$849,900

508 - 11 Bronte Road, Oakville (1001 - BR Bronte), Ontario L6L 0E1

2 beds
2 baths
5 days

Elevated lakeside living at The Shores Residences, ideally located in the sought-after Bronte Harbour community. This sophisticated one-bedroom plus den, two-bathroom Cavalier suite offers over 823 sq. ft. of beautifully designed living space, plus a generous 155 sq. ft. terrace. Floor-to-ceiling

Natasha Eadie,Royal Lepage Realty Plus Oakville
Listed by: Natasha Eadie ,Royal Lepage Realty Plus Oakville (905) 825-7777
House for sale: 2054 LAKESHORE Road E, Oakville

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$33,000,000

2054 Lakeshore Road E, Oakville, Ontario L6J 1M3

7 beds
12 baths
106 days

2054 Lakeshore Rd. East is one of Oakville's finest lakefront estates.Situated on 1.6 acres & 164.22 ft of pristine shoreline, complete with deck & stairway access to the water. Designed by renowned architect Gren Weis & brought to life by the exceptional craftsmanship of Coulson Fine Homes.This

House for sale: 2054 LAKESHORE ROAD E, Oakville

42 photos

$33,000,000

2054 Lakeshore Road E, Oakville (1006 - FD Ford), Ontario L6J 1M3

7 beds
13 baths
106 days

2054 Lakeshore Rd. East is one of Oakville's finest lakefront estates.Situated on 1.6 acres & 166 ft of pristine shoreline, complete with deck & stairway access to the water. Designed by renowned architect Gren Weis & brought to life by the exceptional craftsmanship of Coulson Fine Homes.This

2288 CHANCERY Lane W, Oakville
Vacant land

13 photos

$6,499,000

2288 Chancery Lane W, Oakville, Ontario L6J 6A3

57 days

Some properties simply cannot be replicated. Set along one of South East Oakville's most prestigious waterfront streets, this exceptional offering represents one of the area's last opportunities to create a truly landmark custom estate. Occupying approximately 0.59 acres with 99 feet of private

Brad Miller,Century 21 Miller Real Estate Ltd.
Listed by: Brad Miller ,Century 21 Miller Real Estate Ltd. (905) 338-2121
2288 CHANCERY LANE W, Oakville
Vacant land

19 photos

$6,499,000

2288 Chancery Lane W, Oakville (1006 - FD Ford), Ontario L6J 6A3

57 days

Some properties simply cannot be replicated. Set along one of South East Oakville's most prestigious waterfront streets, this exceptional offering represents one of the area's last opportunities to create a truly landmark custom estate.Occupying approximately 0.59 acres with 99 feet of private

House for sale: 2372 CARRINGTON PLACE, Oakville

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$5,399,000

2372 Carrington Place, Oakville (1006 - FD Ford), Ontario L6J 5P4

5 beds
5 baths
30 days

WATERFRONT PROPERTY! Experience the Potential of Lakeside Living. Perfectly situated on a premium 90' x 152' lakefront lot, this residence offers breathtaking, unobstructed water views from every principal room. With over 5,700 square feet of finished living space, the home presents an exceptional

House for sale: 3092 SHANNON CRESCENT, Oakville

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$1,449,777

3092 Shannon Crescent, Oakville (1001 - BR Bronte), Ontario L6L 6B4

5 beds
3 baths
20 days

Finally! A renovated 4 bed, 2.5 bath Detached in one of Bronte Harbour's few adjacent little pockets, the quintessential 'lifestyle' location. Bringing me to the top 7 reasons to pick this home: 1. A lifestyle location means your kids grow up walking Bronte Creek trail to the beach park, spending

Kirk John Germain Fournier,Sutton Group Quantum Realty Inc.
Listed by: Kirk John Germain Fournier ,Sutton Group Quantum Realty Inc. (647) 628-5475
House for sale: 2372 CARRINGTON Place, Oakville

41 photos

$5,399,000

2372 Carrington Place, Oakville, Ontario L6J 5P4

5 beds
5 baths
30 days

WATERFRONT PROPERTY! Experience the Potential of Lakeside Living. Perfectly situated on a premium 90' x 152' lakefront lot, this residence offers breathtaking, unobstructed water views from every principal room. With over 5,700 square feet of finished living space, the home presents an exceptional

Oakville waterfront: what buyers and investors should know

Oakville waterfront living blends Lake Ontario views with walkable neighbourhoods, quality schools, and easy GO Transit access. For end users, it's a lifestyle play; for investors, it's about scarcity and long-term land value. This guide distills practical, Ontario-aware advice on zoning, risk, resale potential, seasonal dynamics, and financing—grounded in what I share with clients daily. If you're browsing listings or comparing neighbourhood data, resources like KeyHomes.ca are useful for fact-checking inventory and regional nuances.

Neighbourhood context and lifestyle appeal

South Oakville's waterfront arcs from Bronte Village to Old Oakville and Eastlake. Expect a mix of legacy estates, custom builds, and a limited number of condo buildings with direct lake exposure.

  • Bronte Village centres on Bronte Harbour—marina slips, boardwalk, restaurants. The nearby Lakeshore Woods community gives families park access and proximity to the lake without the full waterfront price tag.
  • Old Oakville and Eastlake offer large lots, mature trees, top-tier school catchments, and walkability to the Oakville Harbour. Inventory is thin and turnover can be slow, especially for true lakefront.
  • Condo seekers gravitate to the west end's Bluwater waterfront condos, while those prioritizing value sometimes look north to buildings like the Mint condos in North Oakville for newer finishes at a lower entry point.

For townhome buyers who want lake-adjacent living without a detached budget, see Oakville townhouse options near the lake. Family-sized freeholds are more common away from the shoreline; examples include four-bedroom homes in South and West Oakville and newer builds in the Preserve.

Shoreline, zoning, and permits: the non-negotiables

In Oakville, waterfront parcels often intersect with hazard lands (erosion, flooding) governed by Conservation Halton, and zoning under the Town of Oakville (check Zoning By-law 2014-014 and any site-specific amendments).

  • Setbacks and top-of-bank: Building near the lake typically triggers top-of-bank setbacks and geotechnical review. Expect a Conservation Halton permit for additions, pools, or major grading near hazard lands.
  • Shoreline works: Any revetment, breakwall repair, or in-water work may require approvals from Conservation Halton and provincial/federal agencies. Don't assume you can add a dock or extend into the lakebed—Great Lakes lakebeds are generally Crown-owned and regulated.
  • Heritage and tree protection: Parts of Old Oakville fall under heritage oversight, affecting demolition and exterior changes. Mature trees (public and private) are protected; removal often needs permits.
  • Encroachments and access: Verify lot lines against municipal shoreline paths. Some frontage abuts public lands or trails, impacting privacy and fencing plans.

Takeaway: Before offering on a teardown or addition candidate, obtain written guidance from the Town and Conservation Halton. A concept plan, survey, and geotechnical input go a long way to de-risking your purchase.

Ownership, riparian rights, and what you can (and can't) do

On Lake Ontario, riparian rights can include reasonable access to the water, but they don't automatically allow structures into the lake. Public access points, view corridors, or environmental designations may limit fencing and landscaping. Survey and title insurance are your friends; confirm easements, encroachments, and any agreements with the municipality.

Property types, financing, and insurance realities

Waterfront freeholds trade at a premium due to land scarcity and view protection. Condos present an easier entry—lower maintenance and fewer shoreline obligations—but fees can be higher in buildings with extensive amenities and lake-facing envelopes.

  • Financing: Purchases over $1M require 20%+ down (insured mortgages generally don't apply). For investment properties, lenders may require larger down payments and stress test your debt ratios conservatively.
  • Insurance: Flood and overland water endorsements vary by insurer; Great Lakes wave action and erosion risks can be excluded. Budget for higher premiums and consider engineer reports on shoreline stability for both underwriting and peace of mind.
  • Condos: Reserve funds must account for building envelopes, balconies, and wind exposure. For lakefront towers, review the reserve fund study closely and ask about cladding, window wall systems, and any special assessments.

If you want new construction with modern systems but not necessarily lakefront, models in brand-new Oakville communities can be a smart compromise on carrying costs while you watch the waterfront market.

Seasonal market trends and timing

Waterfront and near-water listings in Oakville tend to concentrate in spring and early summer. Fall brings a secondary wave of serious buyers, particularly those relocating for school catchments. Winter can be quieter but useful for assessing wind exposure and ice spray patterns.

  • End users: Spring competition can mean pre-emptive offers or limited conditions on A-list properties with panoramic views. Off-season, you may negotiate inspection flexibility and longer due diligence.
  • Investors: Rental demand remains robust near the lake and GO stations. However, verify short-term rental permissions before underwriting; the Town's regulations evolve and enforcement is active.

Note: Municipal rules around short-term accommodations vary and change. Oakville has restrictions in many residential zones; some forms of transient accommodation may be prohibited or limited to principal residences with licensing. Always confirm current bylaws, zoning permissions, and licensing requirements directly with the Town before budgeting on short-term rental income.

Resale fundamentals on the Oakville waterfront

Resale strength correlates to:

  • Unobstructed views and south-facing light.
  • Privacy buffers (setbacks, mature trees, minimal public overlook).
  • Functional parking and garage capacity—street parking can be tight in heritage zones.
  • Walkability to harbours and Lakeshore amenities without being on a high-traffic corner.
  • Permittable building envelope: Even if you're not planning to expand, future buyers often will. Verified potential supports value today.

Families weigh school catchments heavily. If lakefront stretches budgets, explore south-end streets near the water or head north along Neyagawa and Sixth Line for newer inventory that still benefits from Oakville's amenities.

Examples and practical scenarios

1) Rebuild on a south Oakville lot

You find a 70-foot lot with a dated bungalow and partial lake view. Before waiving conditions, your lawyer confirms no heritage designation. Your planner flags a top-of-bank setback that shrinks the second storey. Conservation Halton indicates a permit is feasible with a geotechnical report and stormwater plan. You adjust your offer to reflect design constraints—protecting future resale potential.

2) Lakefront condo for a downsize move

A buyer wants direct water views without maintenance. They focus on Bluwater's lake-facing suites. Condo docs show a healthy reserve and completed facade work, which supports value. Insurance quotes are higher than inland buildings, but predictable. They compare monthly costs to a north-end option like the Mint condos, trading pure view premium for lower fees and newer interiors. KeyHomes.ca's building pages help them review historical sales and fee trends before deciding.

3) Considering a cottage alternative

Oakville waterfront budgets can be intense. Some buyers split lifestyle: primary home in Oakville with weekend waterfront in Simcoe County or Kawarthas. If you're exploring that route, remember cottage-specific due diligence: septic age and capacity, well water quality, and seasonal road maintenance. See a farther-afield option like waterfront homes in Ramara (Lake Simcoe) to grasp pricing differences. Lenders scrutinize seasonal properties differently, and insurance for docks/shorelines is more nuanced.

Investor angle and rental considerations

Long-term rentals near the lake and GO stations are resilient, particularly for executive relocations. Key risk points:

  • Zoning compliance: Confirm that any accessory suites are legal (e.g., parking, egress, registration where required).
  • Short-term rental limits: As noted, check Oakville's current bylaws and licensing; rules change and often restrict transient stays in low-density zones.
  • Condo restrictions: Many waterfront condos prohibit or tightly regulate short-term rentals in their declarations.

Investors who seek appreciation with steadier carrying costs sometimes pivot to lake-proximate but not lakefront assets, or to newer Oakville builds with efficient systems while maintaining accessibility to the waterfront trail and harbours.

Where to research, compare, and sanity-check

Experienced advisors—think the diligence you might expect when you search “marian stevens realtor”—prioritize verification over assumptions. A practical routine:

  • Pull zoning and conservation maps, then request pre-application feedback if you plan to add or rebuild.
  • Obtain an up-to-date survey; confirm top-of-bank and any easements against municipal plans.
  • Price insurance before waiving financing; add a cushion for lake exposure.
  • For condos, analyze reserve fund studies with an eye on building envelope and window wall life cycles.

KeyHomes.ca functions as a reliable hub to explore local inventory, from townhomes near the lake to south-end family homes, and to review neighbourhood data that informs offer strategy. It's also a straightforward way to connect with licensed professionals who can align municipal, conservation, and financing realities before you firm up a deal.