Old Oakville Real Estate

Homes For Sale In Old Oakville

Filled with historic properties and suburban lakeside charm, Old Oakville, is one of the most livable neighbourhoods in the GTA. Residents love Old Oakville’s commerce-filled downtown, nearby picturesque parks, and unique residential areas with easy access to quality schools and top-notch amenities. If you’re looking for Ontario Real Estate, the homes for sale in Old Oakville are in an idyllic setting near city-living conveniences. Keep reading to find out why so many people choose to live here.

56
Homes For Sale In Old Oakville, Oakville, ON
New Listing - 2 days on Site
$1,475,000
Active Listing
Single Family Home For Sale
3
beds
2
baths
61 HIGHLAND RD
Oakville, ON L6K1S8
Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD.
$1,699,000
Active Listing
Single Family Home For Sale
4
beds
3
baths
23 HIGHLAND RD
Oakville, ON L6K1S6
Listing courtesy of REALTY EXECUTIVES PLUS LTD
New Listing - 3 weeks on Site
$3,298,000
Active Listing
Townhouse For Sale
3
beds
4
baths
152 REYNOLDS ST
Oakville, ON L6J3K9
Listing courtesy of CENTURY 21 MILLER REAL ESTATE LTD.
New Listing - 6 days on Site
$2,899,000
Active Listing
Single Family Home For Sale
5
beds
5
baths
115 SOUTH FORSTER PARK DR
Oakville, ON L6K1Y6
Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD.
$2,090,000
Active Listing
Single Family Home For Sale
3
beds
5
baths
48 REBECCA ST
Oakville, ON L6K1J1
Listing courtesy of ROYAL LEPAGE TERREQUITY REALTY
New Listing - 4 weeks on Site
$2,199,000
Active Listing
Single Family Home For Sale
3
beds
4
baths
296 REYNOLDS ST
Oakville, ON L6J3L4
Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP.
$3,149,000
Active Listing
Townhouse For Sale
3
beds
5
baths
#2 -336 ROBINSON ST #2
Oakville, ON L6J1G9
Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES WEST REALTY
$10,750,000
Active Listing
Single Family Home For Sale
6
beds
9
baths
26 TRAFALGAR RD
Oakville, ON L6J3E7
Listing courtesy of CENTURY 21 LEADING EDGE REALTY INC.
New Listing - 6 days on Site
$3,049,900
Active Listing
Condo For Sale
2
beds
3
baths
#204 -221 ALLAN ST #204
Oakville, ON L6J3P2
Listing courtesy of THE CONDO STORE REALTY INC.
$1,618,990
Active Listing
Condo For Sale
3
beds
2
baths
#210 -234 KERR ST #210
Oakville, ON L6K3A8
Listing courtesy of ORION REALTY CORPORATION
$1,740,990
Active Listing
Condo For Sale
2
beds
3
baths
#120 -234 KERR ST #120
Oakville, ON L6K3A8
Listing courtesy of ORION REALTY CORPORATION
New Listing - 4 weeks on Site
$579,000
Active Listing
Condo For Sale
2
beds
1
bath
#704 -212 KERR ST #704
Oakville, ON L6K3B1
Listing courtesy of ONE PERCENT REALTY LTD.
New Listing - 2 weeks on Site
$578,000
Active Listing
Condo For Sale
2
beds
1
bath
#708 -212 KERR ST #708
Oakville, ON L6K3B1
Listing courtesy of ROYAL LEPAGE REALTY PLUS OAKVILLE
New Listing - a week on Site
$3,350,000
Active Listing
Single Family Home For Sale
4
beds
3
baths
246 DOUGLAS AVE
Oakville, ON L6J3S3
Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP.
New Listing - 4 weeks on Site
$578,888
Active Listing
Condo For Sale
1
bed
1
bath
#104 -73 WASHINGTON AVE #104
Oakville, ON L6K1W5
Listing courtesy of JDL REALTY INC.
New Listing - 3 days on Site
$2,450,000
Active Listing
Single Family Home For Sale
3
beds
2
baths
224 WATSON AVE
Oakville, ON L6J3V1
Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD.
$2,400,000
Active Listing
Single Family Home For Sale
3
beds
3
baths
421 PALMER AVE
Oakville, ON L6J1T8
Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP.
New Listing - 3 days on Site
$6,000,000
Active Listing
Single Family Home For Sale
5
beds
7
baths
133 GLOUCESTER AVE
Oakville, ON L6J3W3
Listing courtesy of RIGHT AT HOME REALTY
New Listing - 4 hours on Site
$989,000
Active Listing
Single Family Home For Sale
2
beds
1
bath
165 WESTSIDE DR
Oakville, ON L6K1P2
Listing courtesy of RE/MAX REAL ESTATE CENTRE INC.
$6,250,000
Active Listing
Single Family Home For Sale
6
beds
8
baths
177 GLOUCESTER AVE
Oakville, ON L6J3W3
Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA
$2,498,000
Active Listing
Single Family Home For Sale
4
beds
4
baths
431 RIVER SIDE DR
Oakville, ON L6K3N6
Listing courtesy of CENTURY 21 MILLER REAL ESTATE LTD.
New Listing - 4 weeks on Site
$8,498,900
Active Listing
Single Family Home For Sale
7
beds
10
baths
128 BALSAM DR
Oakville, ON L6J3X5
Listing courtesy of RE/MAX ESCARPMENT REALTY INC.
New Listing - 4 weeks on Site
$5,500,000
Active Listing
Single Family Home For Sale
3
beds
2
baths
21 SECOND ST
Oakville, ON L6J3T1
Listing courtesy of RE/MAX ESCARPMENT REALTY INC.
$2,609,900
Active Listing
Townhouse For Sale
4
beds
3
baths
#22 -95 BROOKFIELD RD #22
Oakville, ON L6K2Y8
Listing courtesy of ORION REALTY CORPORATION
$1,929,900
Active Listing
Townhouse For Sale
3
beds
3
baths
#7 -95 BROOKFIELD RD #7
Oakville, ON L6K2Y8
Listing courtesy of ORION REALTY CORPORATION
$2,319,900
Active Listing
Townhouse For Sale
3
beds
3
baths
#12 -95 BROOKFIELD RD #12
Oakville, ON L6K2Y8
Listing courtesy of ORION REALTY CORPORATION
$1,349,000
Active Listing
Multi-Family For Sale
4
beds
4
baths
110 PRINCE CHARLES DR
Oakville, ON L6K2C9
Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP.
New Listing - 3 weeks on Site
$3,099,000
Active Listing
Single Family Home For Sale
5
beds
5
baths
155 STEWART ST
Oakville, ON L6K1X8
Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD.
$3,200,000
Active Listing
Single Family Home For Sale
4
beds
4
baths
323 MAPLE AVE
Oakville, ON L6J2H8
Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES REGAN REAL ESTATE
New Listing - 2 weeks on Site
$898,800
Active Listing
Condo For Sale
2
beds
2
baths
#GLB2 -60 OLD MILL RD #Glb2
Oakville, ON L6J7V9
Listing courtesy of SUTTON GROUP QUANTUM REALTY INC.
New Listing - 2 days on Site
$629,911
Active Listing
Condo For Sale
2
beds
1
bath
#709 -50 OLD MILL RD N #709
Oakville, ON L6J7W1
Listing courtesy of ROYAL LEPAGE FLOWER CITY REALTY
$599,800
Active Listing
Condo For Sale
2
beds
1
bath
#1107 -55 SPEERS RD #1107
Oakville, ON L6K0H9
Listing courtesy of ROYAL LEPAGE NEW CONCEPT
New Listing - 2 weeks on Site
$620,000
Active Listing
Condo For Sale
2
beds
1
bath
#304 -40 OLD MILL RD #304
Oakville, ON L6J7W2
Listing courtesy of RE/MAX WEST REALTY INC.
$4,799,000
Active Listing
Single Family Home For Sale
5
beds
4
baths
499 LAKESHORE RD E
Oakville, ON L6J1K4
Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP.
New Listing - 22 hours on Site
$1,447,900
Active Listing
Condo For Sale
3
beds
3
baths
#LPH08 -55 SPEERS RD #Lph08
Oakville, ON L6K0H9
Listing courtesy of ROYAL LEPAGE YOUR COMMUNITY REALTY
$1,064,000
Active Listing
Condo For Sale
2
beds
3
baths
#304 -205 LAKESHORE RD W #304
Oakville, ON L6K0H8
Listing courtesy of SUTTON GROUP QUANTUM REALTY INC.
$864,900
Active Listing
Condo For Sale
2
beds
2
baths
#403 -205 LAKESHORE RD W #403
Oakville, ON L6K1B3
Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD.
$11,488,888
Active Listing
Single Family Home For Sale
5
beds
9
baths
27 PARK AVE
Oakville, ON L6J3X9
Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP.
New Listing - 4 weeks on Site
$779,900
Active Listing
Condo For Sale
3
beds
2
baths
#203 -128 GARDEN DR #203
Oakville, ON L6K0H7
Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA
New Listing - yesterday
$3,999,000
Active Listing
Single Family Home For Sale
5
beds
6
baths
412 WATSON AVE
Oakville, ON L6J6G3
Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD.
$6,995,000
Active Listing
Single Family Home For Sale
5
beds
7
baths
200 CHARTWELL RD
Oakville, ON L6J3Z8
Listing courtesy of RE/MAX HALLMARK ALLIANCE REALTY
$9,998,000
Active Listing
Single Family Home For Sale
4
beds
6
baths
210 CHARTWELL RD
Oakville, ON L6J3Z8
Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP.
New Listing - 3 weeks on Site
$2,498,000
Active Listing
Single Family Home For Sale
4
beds
4
baths
441 WATSON AVE
Oakville, ON L6J3W1
Listing courtesy of SUTTON GROUP QUANTUM REALTY INC.
$13,750,000
Active Listing
Single Family Home For Sale
5
beds
7
baths
199 CHARTWELL RD
Oakville, ON L6J3Z7
Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA
$2,885,000
Active Listing
Townhouse For Sale
3
beds
4
baths
UNIT 2 BLOCK 21
Oakville, ON L6J2B7
Listing courtesy of CENTURY 21 MILLER REAL ESTATE LTD.
$2,895,000
Active Listing
Townhouse For Sale
3
beds
4
baths
UNIT 5 BLOCK 21
Oakville, ON L6J2B7
Listing courtesy of CENTURY 21 MILLER REAL ESTATE LTD.
$1,989,999
Active Listing
Single Family Home For Sale
2
beds
1
bath
276 LAKESHORE RD W
Oakville, ON L6K1E8
Listing courtesy of RE/MAX ESCARPMENT REALTY INC.
$3,799,000
Active Listing
Single Family Home For Sale
5
beds
3
baths
485 MACDONALD RD
Oakville, ON L6J2B7
Listing courtesy of REAL ONE REALTY INC.
New Listing - a week on Site
$7,388,000
Active Listing
Single Family Home For Sale
5
beds
8
baths
112 ELTON PARK RD
Oakville, ON L6J4C1
Listing courtesy of SAM MCDADI REAL ESTATE INC.
New Listing - a week on Site
$4,998,000
Active Listing
Single Family Home For Sale
6
beds
5
baths
238 ELTON PARK RD
Oakville, ON L6J4C1
Listing courtesy of CENTURY 21 MILLER REAL ESTATE LTD.
New Listing - 4 weeks on Site
$4,850,000
Active Listing
Single Family Home For Sale
5
beds
6
baths
301 LAKESHORE RD W
Oakville, ON L6K1G2
Listing courtesy of RIGHT AT HOME REALTY
$4,150,000
Active Listing
Single Family Home For Sale
4
beds
4
baths
LOT 4 MACDONALD RD
Oakville, ON L6J2B7
Listing courtesy of CENTURY 21 MILLER REAL ESTATE LTD.
$3,803,000
Active Listing
Single Family Home For Sale
4
beds
4
baths
LOT 9 MACDONALD RD
Oakville, ON L6J2B7
Listing courtesy of CENTURY 21 MILLER REAL ESTATE LTD.
New Listing - 6 days on Site
$1,399,900
Active Listing
Single Family Home For Sale
3
beds
2
baths
290 MORDEN RD
Oakville, ON L6K2S5
Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP.
$6,098,000
Active Listing
Single Family Home For Sale
5
beds
5
baths
95 BEL AIR DR
Oakville, ON L6J7N1
Listing courtesy of BAY STREET GROUP INC.
New Listing - 3 weeks on Site
$2,598,000
Active Listing
Single Family Home For Sale
6
beds
4
baths
128 WHITTINGTON PL
Oakville, ON L6K3V9
Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP.

More About Old Oakville Real Estate

This neighbourhood is one of the 13 traditional communities that comprise Oakville. It is located in the south-central portion of the town between Sixteen Mile Creek and Morrison Road on the banks of Lake Ontario.

With a population of 6,000, Old Oakville has a distinctive small-town feel with all the urban perks of being the heart of Oakville. The neighbourhood benefits from being between Mississauga and Burlington and not far from Toronto, making it an ideal location for frequent commuters in the Halton Region and other Southern Ontario areas.

As its name suggests, this is Oakville’s oldest area dating back to the final decades of the 19th century, so if you’re searching for a beautifully-restored heritage house that pays homage to the past, the homes for sale in Old Oakville may be ideal for you.

Old Oakville Nearby Neighbourhoods

Old Oakville Real Estate Market

The Oakville, ON real estate market is strong and dynamic, characterized by high home for sale values and desirable appreciation rates. These trends replicate in all the neighbourhoods, and Old Oakville is no exception. The average list price for homes for sale in Old Oakville is about $3M, which is approximately 52% more than the average home price in Oakville.

The single-family detached home is the most common type of home for sale in Old Oakville. The area is recognized for its gorgeous collection of heritage dwellings from the 1800s, many of them with plaques showcasing the property’s age and story. Most of these homes are concentrated around Lakeshore Rd. and face Lake Ontario. Between the historic houses for sale are early 20th-century Georgian, Arts & Crafts, and Tudor-style houses with four or more bedrooms, many carefully renovated, as well as custom-made infills with more modern designs.

Old Oakville is a homeowner’s neighbourhood where 84% of the occupants own their properties and a scant 16% are tenants. The average home for sale in Old Oakville remains 25 days on the market before finding a proprietor, and around 28% of the listed properties sell above the asking price.

Aside from detached homes for sale, homebuyers can find a few townhouses, semis, and high-end condo buildings dispersed throughout Old Oakville’s downtown area. The average townhouse for sale in Old Oakville has a listing price of $3.9M, while the average Old Oakville condo for sale changes hands for about $1.7M depending on size, location, and amenities.

Best Areas To Live In Old Oakville

There are areas particularly attractive to homebuyers looking for Old Oakville homes for sale. Keep reading to discover more about these areas and why they are so desirable:

Lakeshore Rd.

Living close to Lakeshore Rd. means living in downtown Oakville. You’ll reside within walking distance of upscale shopping & dining, prime entertainment, plentiful services, and excellent schools like St. Thomas Aquinas Catholic Secondary School. This area also boasts the largest concentration of historic homes for sale in Old Oakville.

Lakefront

Settling in a home with magnificent vistas of Lake Ontario is at the top of the must-have list of many wealthy Canadian homebuyers. For lakefront luxurious homes for sale in Old Oakville, homebuyers commonly look at properties along King St. and Front St., particularly in the Lakeside Park area.

Trafalgar Rd.

The lovely residences along Trafalgar Rd. have an enviable location backing to Sixteen Mile Creek. Some of the homes for sale in this area are exceptionally spacious, with backyards offering views of the creek or its forested surroundings and boat docks. The Oakville Trafalgar Community Centre serves families in this area, and MacLachlan College is within walking distance.

Old Oakville Schools

With well-ranked schools close to most homes for sale in Old Oakville, the neighbourhood prides itself in offering students of all levels a solid education. You’ll find some excellent Catholic, French-Language, and private Montessori schools serving residents in this community. A top alternative for high schoolers is Appleby College, named the 7th best private school in Ontario considering factors such as admissions, academics, extracurricular activities, gifted programs, and special needs support. Public education is under the supervision of the Halton District School Board, and Oakville Trafalgar High School is a great option in Old Oakville. Keep reading for a list of well-regarded schools in Old Oakville:

Elementary Schools

  • École EJ James Public School
  • New Central Public School
  • Oakwood Public School

Secondary Schools

Oakville Trafalgar High School

Catholic & Private Schools

  • Appleby College
  • Dearcroft Montessori School
  • St Vincent Catholic ES

Colleges & Universities

MacLachlan College

Living In Old Oakville

This prestigious community combines the energy and beauty of downtown living with the character and charm of peaceful suburbia filled with historic, manorial homes on wide, calm streets lined with mature trees. Old Oakville entices families, working professionals, and retirees who appreciate an active lifestyle steeped in history, tradition, and leisure opportunities.

As a lakeside neighbourhood, residents have numerous waterfront parks, trails, and promenades to enjoy pleasant strollings and picnics with spectacular water views. Boats are also a significant component of Old Oakville’s lifestyle, with boating and yachting clubs operating in the area. Keep reading to learn more about amenities in this area.

Amenities In Old Oakville

Most amenities in Old Oakville are concentrated in the western portion of the neighbourhood and along the lake’s edge.:

Parks In Old Oakville

Old Oakville is home to many lakefront and urban parks with incredible walking, biking, and jogging trails. A top favourite in the community is Lakeside Park, offering beautiful vistas of Lake Ontario and the opportunity of visiting Oakville Museum and other historic buildings such as Oakville Lighthouse and Old Oakville’s first post office. Boating, fishing, and paddle boarding are popular activities among park-goers here. Other parks in Old Oakville include:

  • Post Park
  • Busby Park & Navy Flats Park
  • Town Square
  • Dingle Park
  • Wallace Park
  • Maple Valley Park
  • Erchless Estate
  • Cornwall Road Park

Recreation In Old Oakville

Whether you’re looking to relax or explore, there’s always something fun to do near most Old Oakville homes for sale. From cultural venues, museums, and community centres to sporting and social clubs, there’s always something fun happening here.

  • Oakville Trafalgar Community Centre: The Oakville Trafalgar Community Centre is a state-of-the-art facility that offers a 25-metre indoor heated swimming pool, a fitness centre that features Oakville’s longer walking track, volleyball courts, pickleball and badminton courts, an NBA-size basketball court + two youth basketball courts, and more. Adjacent to the centre it’s a 0.6-hectare neighbourhood park.
  • Oakville Museum at Erchless Estates: Located on the historic buildings and grounds of Erchless Estates, this community museum was once the home of the town’s founding family, the Chisholms, and now it’s dedicated to sharing and preserving Oakville’s history. Locals can tour the home and its exhibits and participate in special activities and seasonal events.
  • Oakville Centre for the Performing Arts: Founded in 1977, this is a world-class venue for the arts in Old Old Oakville. It provides residents and visitors with a 470-seat auditorium and a smaller 120-seat studio theatre that receives local and international dance, music, and storytelling performances throughout the year.
  • The Oakville Club: Located waterfront in the heart of downtown, the Oakville Club is one of the most prestigious private clubs in town and has been serving its members for over a century. It provides a wide range of amenities, including racquet sports, a well-equipped fitness centre, swimming, sailing, fine dining, children’s programming, and events.

Shopping & Dining In Old Oakville

Along Lakeshore Rd. you’ll find the historic downtown shopping district (Oakville’s Downtown), providing upscale retailers, specialty and grocery stores, cafés, pastry shops & bakeries, wineries, and high-end restaurants. The area also boasts various service providers, from financial and travel agencies to home design studios and hair spas.

Additional retail choices include Oakville Place, an indoor mall with over 100 brand-name merchants, and Trafalgar Village, a tiny outdoor plaza on the neighbourhood’s northern border. The homes for sale in Old Oakville are also close to all the shopping and dining along Kerr St., where the local clientele can find casual eateries, cafés, and ethnic groceries.

Healthcare In Old Oakville

Oakville Trafalgar Memorial Hospital, a first-class provider of comprehensive health services in the Oakville area, is situated only 11 kilometres northwest of Old Oakville, a short 16-minute commute. Additional facilities for those in need of non-urgent medical care in Old Oakville include several walk-ins and medical clinics.

Transportation In Old Oakville

Owning a home for sale in Oakville means having a variety of transportation options available. For those who prefer to travel by car, Queen Elizabeth Way and Lakeshore Rd pass through Old Oakville taking motorists to several cities and locations across the GTA. The area is also well-served by public transit. The Oakville GO Station on Cross Ave provides bus and train services. Commuters travelling to Toronto commonly use the Lakeshore line train service.

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