
8 Cypress Rd Wellesley — Photo 1 of 25
$1,799,000
8 Cypress Rd, Wellesley, MA 02481
Wellesley, MA 02481 — Wellesley Hills
Beds
4
Baths
3.5
SqFt
2,714
Style
Single Family
Built
1895
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.
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Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Wellesley, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Gas Water Heater • Oven • Dishwasher • Disposal • Microwave • Range • Refrigerator • Washer • Dryer • Vacuum System
Neighborhood
Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • Highway Access
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl First12 x 19
Flooring - Hardwood, Pocket Door
Dining Room
Lvl First13 x 17
Flooring - Hardwood
Kitchen
Lvl First16 x 23
Skylight, Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access
Family Room
Lvl First11 x 15
Flooring - Hardwood, Pocket Door
Master Bedroom
Lvl Second20 x 13
Bathroom - Full, Closet - Linen, Walk-In Closet(s), Flooring - Hardwood
Bedroom 2
Lvl Second11 x 14
Bedroom 3
Lvl Second12 x 15
Flooring - Hardwood
Bedroom 4
Lvl Third20 x 18
Flooring - Hardwood
Bathroom 1
Lvl FirstBathroom - Half, Flooring - Stone/Ceramic Tile
Bathroom 2
Lvl SecondBathroom - Full, Flooring - Stone/Ceramic Tile
Bathroom 3
Lvl SecondBathroom - Full, Flooring - Stone/Ceramic Tile
Population
17,415
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$250K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
12.7%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Norfolk County
1,189 housing units permitted in the last 12 months (+21% vs the prior 12 months) — 706 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,714 sq ft principal dwelling). Lot size: 7,604 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Osnat Levy
Listing Office: eXp Realty LLC - Corporate Office
MLS® Number: 73574530
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