Perched atop Wellesley's prestigious Cliff Estates, this beautifully renovated Victorian blends timeless architectural charm with modern comfort. Offering 4 bedrooms and 3.5 baths, the home has been thoughtfully updated while preserving its original character and period details. The sun-filled kitchen features a breakfast nook overlooking the landscaped backyard, while elegant living, dining, and music rooms provide ideal spaces for everyday living and entertaining. The second floor includes three spacious bedrooms, including a serene primary suite. The third level offers an additional bedroom, full bath, and a flexible bonus room perfect for a family room, home office, gym, or playroom. Enjoy a private patio, oversized detached two-car garage, and a picturesque setting in one of Wellesley's most sought-after area. A rare opportunity to own a home where historic elegance meets modern living.
This home has been viewed 8 times
Last Checked: September 16th, 2026 at 5:53pm (Source: MLS PIN #73574530)
Garage Parking
Air Conditioning
Waterview
Lead Paint Free
General Information for 8 Cypress Rd, Wellesley MA 02481
Listing ID73574530
Property TypeSingle Family / Detached
Price$1,799,000 ($662.86/SqFt)
StyleColonial
CityWellesley
CountyNorfolk
MLS AreaWellesley Hills
Neighborhood(s)
Garage Parking2
ZoningSR20
Year Built1895
Year Built SourcePublic Records
Year Built DetailsActual
Interior Features for 8 Cypress Rd, Wellesley MA 02481
Approximate Living Area Total2714
Living Area Includes BasementNo
Rooms9
Bedrooms4
Primary En Suite BathroomYes
BasementFull
Cooling1, Split
Fireplaces
AppliancesRange
FlooringTile
Electric220 Volts
Exterior Features for 8 Cypress Rd, Wellesley MA 02481
Approximate Lot Size (Acres)0.17
Approximate Lot Size (Square Feet)7604
Total Parking6 (2 Garage)
Garage Parking2
WaterPublic
SewerPublic Sewer
Lot Features
Parking Features1
Exterior FeaturesPorch
Foundation Area0
Foundation Materials
Construction Materials
Road Frontage Type
Patio & PorchCovered
Roof MaterialAsphalt/fiberglass Shingles
Utility Connections110 Volts
Water ViewsNo
Water Views Features
Waterfront0
Waterfront Features
Pool Features
Horse Permitted0
Horse Amenities
Disclosures for 8 Cypress Rd, Wellesley MA 02481
Lead PaintNone
UFFI
Living Area Includes BasementNo
Living Area Disclosure
Building Area SourceMeasured
Special Listing Conditions
ExclusionsPersonal Belongings.
Compensation Based On
Financial Information for 8 Cypress Rd, Wellesley MA 02481
Association Fee
Association Fee Frequency
Association Fee Includes
Real Estate Tax12470
Tax Year2025
Assessed Value$1,213,000
Location Information for 8 Cypress Rd, Wellesley MA 02481
Elementary SchoolSprague
Middle SchoolWmd
High SchoolWhs
Neighborhood(s)
MLS AreaWellesley Hills
Area AmenitiesWalk/jog Trails
Contact Information for 8 Cypress Rd, Wellesley MA 02481