$1,799,000
8 Cypress Rd
Wellesley, MA, 02481
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.
Property Details
Price:
$1,799,000
MLS #:
73574530
Status:
Pending
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
wellesleyhills
Listed Date:
Sep 9, 2026
Finished Sq Ft:
2,714
Total Sq Ft:
2,714
Lot Size:
7,604 sqft / 0.17 acres (approx)
Year Built:
1895
Schools
Elementary School:
Sprague
Middle School:
Wmd
High School:
Whs
Interior
Above Grade Finished Area
2714
Appliances
Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Vacuum System
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
1
Flooring
Wood, Flooring – Stone/Ceramic Tile, Flooring – Hardwood
Heating
Forced Air, Natural Gas
Interior Features
Bathroom – Full, Bathroom, Bonus Room, Central Vacuum
Laundry Features
In Basement, Gas Dryer Hookup
Exterior
Architectural Style
Colonial, Victorian
Community Features
Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, T-Station
Covered Spaces
2
Exterior Features
Porch, Patio
Garage Spaces
2
Open Parking Spaces
2
Open Parking YN
1
Parking Features
Detached, Paved Drive, Off Street
Parking Spots
4
Parking Total
4
Patio And Porch Features
Porch, Patio
Roof
Shingle
Financial
Tax Year
2025
Taxes
$12,470
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Wellesley as of Sep 21, 2026
81
Single Family Listed
83
Avg DOM
677
Avg $ / SqFt
$2,842,346
Avg List Price
Community
- Address8 Cypress Rd Wellesley MA
- CityWellesley
- CountyNorfolk
- Zip Code02481
Subdivisions in Wellesley
Similar Listings Nearby
Property Summary
- 8 Cypress Rd Wellesley MA is a Single Family for sale in Wellesley, MA, 02481. It is listed for $1,799,000 and features 4 beds, 4 baths, and has approximately 2,714 square feet of living space, and was originally constructed in 1895. The current price per square foot is $663. The average price per square foot for Single Family listings in Wellesley is $677. The average listing price for Single Family in Wellesley is $2,842,346. To schedule a showing of MLS#73574530 at 8 Cypress Rd in Wellesley, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Unlimited Sotheby’s International Realty. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
8 Cypress Rd
Wellesley, MA