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New1 / 50
$1,249,900
27 Upperview Place • Whitby, ONNew
Courtesy of HOMELIFE SUPERSTARS REAL ESTATE LIMITED
4+2
Bedrooms
5
Bathrooms
2500-3000
Square feet
5
Parking

About this home

Boasting almost 4,000 sq. ft. of finished living space, this exceptional 9-year-old executive home is nestled on a quiet private court in the prestigious Taunton North community, offering luxury, privacy, and breathtaking ravine views. Backing onto a picturesque ravine and surrounded by mature trees, enjoy tranquil nature scenery and complete backyard serenity throughout the seasons. Meticulously maintained and thoughtfully designed for modern family living, the main and upper levels feature nearly 3,000 sq. ft. of elegant living space with hardwood flooring, formal living and dining rooms, custom window coverings, designer lighting, and a bright open-concept layout filled with natural light. The upgraded chef's kitchen showcases extended cabinetry, premium finishes, a large centre island, and a gas stove, while a rare main-floor full bathroom adds exceptional convenience and flexibility. Step outside to over 2,000 sq. ft. of professionally finished concrete landscaping, enhanced by beautiful interlocking stonework at the front and side of the home. The spacious deck overlooks the ravine, creating the perfect setting for entertaining or relaxing in a private natural retreat. Adding tremendous value, the professionally finished legal 2-bedroom basement apartment, approved by the Town of Whitby in 2023, features a separate entrance, a full bathroom, and is currently rented for $1,950 per month, providing excellent mortgage support, income potential, or a turnkey multigenerational living solution. Ideally located near top-rated schools, parks, walking trails, shopping, transit, and major highways, this premium ravine-lot property offers the perfect blend of luxury, functionality, investment potential, and an unbeatable location.

Property details

Property type
Detached
Style
2-Storey
Approx. age (yrs)
6-15
Total rooms
8
Property taxes
$11,377.90 (2026)
Occupancy
Flexible
Days on market
1
Status
Active
MLS®

Property history

Recently sold nearby

Listing data last updated: Jul 27, 2026, 10:21 p.m. EDT via TRREB IDX.

First listed: Jul 27, 2026, 10:21 p.m. EDT.