Active
2 Days on market
8 Cypress Rd Wellesley — Photo 1 of 25

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

This Property
Size (SqFt) →Price →
This Property$663/sqft
Local Avg (Wellesley)$671/sqft
1% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Wellesley, MA.

Property Details

Financials

Original Price$1,799,000
Annual Taxes$12,470

Parking

Garage2
Off-Street4

Interior Specifications

Total Rooms9
Fireplaces1
FlooringWood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
BasementFull

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
RoofShingle
FoundationStone
ZoningSR20

Property & Lot

Acres0.17
SqFt Lot7,604
Lot Features--

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

Third
Bedroom 4
Second
Master BedroomBedroom 2Bedroom 3Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenFamily RoomBathroom 1
Living Room
Lvl First

12 x 19

Flooring - Hardwood, Pocket Door

Dining Room
Lvl First

13 x 17

Flooring - Hardwood

Kitchen
Lvl First

16 x 23

Skylight, Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access

Family Room
Lvl First

11 x 15

Flooring - Hardwood, Pocket Door

Master Bedroom
Lvl Second

20 x 13

Bathroom - Full, Closet - Linen, Walk-In Closet(s), Flooring - Hardwood

Bedroom 2
Lvl Second

11 x 14

Bedroom 3
Lvl Second

12 x 15

Flooring - Hardwood

Bedroom 4
Lvl Third

20 x 18

Flooring - Hardwood

Bathroom 1
Lvl First

Bathroom - Half, Flooring - Stone/Ceramic Tile

Bathroom 2
Lvl Second

Bathroom - Full, Flooring - Stone/Ceramic Tile

Bathroom 3
Lvl Second

Bathroom - 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 Provided By

Listing Agent: Osnat Levy

Listing Office: eXp Realty LLC - Corporate Office

MLS® Number: 73574530

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