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Contemporary home at 44 Windemere Rd, Wellesley — 3 bed, 3 bath — photo 11 / 30

$1,500,000

Active

44 Windemere Rd

Wellesley, MA 02481

3Beds
3Baths
2,447Sq Ft
$613$/Sq Ft
21,220 sqftLot
1958Built
18Days on Market

Listed by Aranson Maguire Group at Compass

Listing courtesy of Aranson Maguire Group, Compass

Location

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About This Property

Set on a quiet residential cul-de-sac, this thoughtfully renovated 3-bedroom, 3-bath home offers a host of upgrades designed for effortless everyday living. The kitchen flows naturally into the sun-drenched dining room, where windows on three sides and one of three wood-burning fireplaces add warmth and character to the space. Together they look out over an expansive backyard, where a paver patio and mature landscaping create a private outdoor retreat perfect for entertaining or simply unwinding after a long day. Downstairs, the finished lower level adds tremendous flexibility with a secondary living room, a private office, a full bathroom, ample storage, and direct access to the garage. Close to Wellesley's town center, middle school, and high school, this is a home that truly has it all.

Property Details

Key Facts

Property Type

Single Family

Style

Contemporary, Cottage

Year Built

1958

Living Area

2,447 sqft

Lot Size

21,220 sqft

Rooms

13

Bedrooms

3

Bathrooms

3 (3 full)

Construction

Exterior

A

Basement

Full Basement

Flooring

Wall to Wall Carpet, Laminate

Parking Spaces

6

Garage Spaces

2

Systems & Utilities

Heating

Forced Hot Air, Hot Water Baseboard, Coal

Cooling

Central Air

Water

City/Town Water

Sewer

City/Town Sewer

Financial

Taxes (2026)

$13,444/yr

Price / Sqft

$613/sqft

MLS #

73547678

Days on Market

18

Price History

Listed

Jul 9, 2026

$1,500,000

No price changes recorded.

Explore the Neighborhood

Schools Nearby

Wellesley Public Schools

9 schools · 11:1 student-teacher ratio

A+9/10

Elementary Schools

Bates Elementary School (K-5)8/10
Sprague Elementary School (K-5)8/10
Fiske Elementary School (K-5)8/10

Middle Schools

Wellesley Middle School (6-8)8/10

High Schools

Wellesley Senior High School (9-12)10/10
Gateways Program (therapeutic academic support at WHS)Strong AP course offerings across all academic departmentsPartnership opportunities with Wellesley CollegeComprehensive arts program (visual, performing, music)

Ratings from GreatSchools & Niche

Full school details →
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Listing Courtesy Of

Aranson Maguire Group · Compass
(617) 206-3333

MLS #73547678

Listing information provided by MLS Property Information Network, Inc. (MLS PIN). Data last updated July 27, 2026. Information deemed reliable but not guaranteed. © 2026 Steinmetz Real Estate Professionals at William Raveis Real Estate. Equal Housing Opportunity.

Home Value