Single Family Residence at 8 Cypress Rd, Wellesley MA 02481, Wellesley
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25 photos

$1,799,000

8 Cypress Rd, Wellesley MA 02481
Wellesley, MA 02481
Listed by Osnat Levy
Bedrooms
4
Bathrooms
3.5
Living area
2,714 sqft
Year built
1895

About this home

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.

Highlights

Fireplace

Property details

MLS #
73574530
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
15
On market date
September 9, 2026
Stories
N/A
Total bathrooms
3.5
Garage spaces
2
Parking spaces
4
Lot size
0.17 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Ernest F Upham
0.94 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
165
Student:teacher ratio
8.3:1
District
Wellesley
Middle
Wellesley Middle
0.92 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,008
Student:teacher ratio
9.4:1
District
Wellesley
High
Wellesley Sr High
0.99 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,406
Student:teacher ratio
11.9:1
District
Wellesley

Walkability

Blended score for Wellesley's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

50
Somewhat walkable
out of 100
EPA National Walkability Index
5.5 / 20 -- Least walkable
Nearby-amenity density
83 / 100
Restaurants & cafes20
Grocery stores3
Parks18
Schools20
Transit stops1
Pharmacies1

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$10,984/mo
$359,800 down
$1,439,200 loan
Principal & interest$9,335
Property tax (est.)$1,499
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 11 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.