Skip to content
44 Windemere Road — Photo 11 / 27

$1,595,000

Active

44 Windemere Road

Wellesley, MA 02482

3Beds
3Baths
2,447Sq Ft
$652$/Sq Ft
21,220 sqftLot
1958Built
4Days on Market

Listed by Rebecca Check at Gibson Sotheby's International Realty

Listing courtesy of Rebecca Check, Gibson Sotheby's International Realty

About This Property

Welcome to this meticulously maintained, move-in-ready ranch home with a great layout on a quiet cul-de-sac. Gracefully set on a beautifully manicured large lot with a spacious backyard. The well designed kitchen has s/s appliances and an eat-in bar opening to a bright atrium-like dining area perfect for entertaining overlooking the patio and lush greenery. This inviting home has a living room with fireplace, 3 bedrooms and 3 tastefully renovated bathrooms. The spacious primary bedroom has large windows, an ensuite bath w/double vanity, soaking tub, and glassed-in shower. There are 2 additional bedrooms and full bath. The lower level has exceptional versatility boasting a large family room w/front-facing windows, an office, laundry room, and a newly renovated full bathroom. Other features include direct access to an oversized 2 car garage, central A/C, many updates and storage. Located in one of Wellesley's most sought-after neighborhoods close to schools, shopping and restaurants.

Property Details

Key Facts

Property Type

Single Family

Style

Cottage

Year Built

1958

Living Area

2,447 sqft

Lot Size

21,220 sqft

Rooms

8

Bedrooms

3

Bathrooms

3 (3 full)

Construction

Basement

Full Basement

Flooring

Wall to Wall Carpet, Laminate

Parking Spaces

6

Garage Spaces

2

Systems & Utilities

Heating

Hot Water Baseboard, Coal

Cooling

Central Air

Water

City/Town Water

Sewer

City/Town Sewer

Financial

Taxes (2026)

$13,444/yr

Price / Sqft

$652/sqft

MLS #

73522201

Days on Market

4

Price History

Listed

May 21, 2026

$1,595,000

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 →
ShareLinkedInFacebook

Listing Courtesy Of

Rebecca Check · Gibson Sotheby's International Realty
(617) 375-6900

MLS #73522201

Listing information provided by MLS Property Information Network, Inc. (MLS PIN). Data last updated May 24, 2026. Information deemed reliable but not guaranteed. © 2026 Steinmetz Real Estate Professionals at William Raveis Real Estate. Equal Housing Opportunity.

Home Value