301 - 390 Upper Middle Road, Oakville

Welcome to 390 Upper Middle Road East - where downsizing doesn't mean compromising. Tucked away against a peaceful wooded setting with walking trails, this exclusive boutique residence offers the privacy, space and effortless lifestyle discerning buyers are looking for. This bright and spacious corner penthouse in a prestigious three-storey low-rise building is surrounded by windows, filling the home with natural light and bringing the beauty of the surrounding trees and green space into virtually every room. The views are wonderfully private and tranquil - a rare feeling in condominium living. Lovingly maintained by the original owner, this exceptional Hudson model by Victoria Don offers just under 2,000 sq. ft. of beautifully proportioned living space. The open-concept design provides the room you want to bring your favourite furniture, entertain family and friends, and enjoy the freedom of a more carefree lifestyle - without feeling as though you've sacrificed space. The generous dining room is ideal for hosting holiday dinners and special occasions, while the spacious principal rooms provide plenty of room to settle in and make this home your own. And for those looking for the ultimate lock-and-leave lifestyle, this is a rare find. With three parking spaces, there's even room for the summer car, guest parking or simply the extra flexibility that comes with having more space. Quiet, private and surrounded by nature, yet conveniently located in Oakville close to all amenities, this is condominium living at its finest - designed for those ready to enjoy more of life and less of the work that comes with maintaining a home. A rare opportunity to downsize beautifully, without giving up the space, privacy or lifestyle you've worked hard to enjoy. (id:1945)

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Property details for 301 - 390 Upper Middle Road, Oakville

Type: Apartment
Bedrooms: 3
Bathrooms: 2
Basement: None
Parking: Garage, Underground
Heating: Forced air, Natural gas
Cooling: Central air conditioning
Exterior: Stone, Stucco
Ownership: Condo/Strata
Annual Taxes: $6,361 (2026)
Condo Fee: $1,495 / Monthly

Nearby Listings Stat
Estimated price and comparable properties near 301 - 390 Upper Middle Road

Active Listings

Min Price

$479,900

Max Price

$2,500,000

Avg Price

$952,222

Days on Market

days

Sold Listings

Min Sold Price

$420,000

Max Sold Price

$1,199,000

Avg Sold Price

$778,240

Days until Sold

days

Neighbourhood Census Data

Oakville, Ontario

Population

734

Median Age

Median Income

$36,896

Dwelling Value

$399,978

Housing Tenure

Owners 79%

Renters 21%

Age Distribution

Dwelling Types

Commute Mode

Education Level

Housing Age

Commute Duration

Avg Household Size: 2.1

Pop. Density: 2,378.5/km²

Avg Shelter Cost: $1,505/mo

Owners with Mortgage: 46.4%

Owners Spending 30%+: 25.5%

Tenants Spending 30%+: 46.7%

English only: 87%

English and French: 12.3%

Neither: 0.7%

Median Household Income: $71,629

Median Employment Income: $30,016

Price History

Listed

September 29, 2026

by RE/MAX ABOUTOWNE REALTY CORP.

Current Price

$1,349,000

Type

Apartment

For Sale

Contact Agent Get in touch about 301 - 390 Upper Middle Road, Oakville

STACY PEEREBOOM

RE/MAX ABOUTOWNE REALTY CORP.

905-338-9000