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44 Windemere Rd, Wellesley MA 02481

$1,500,000

Estimated $10,363/month Calculator

Single Family

3 Bedrooms

Baths

2447

Total Parking: 8 (2 Garage)

21,220 (0.49)

Built in 1958

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.

This home has been viewed 4 times

Last Checked: July 14th, 2026 at 5:58am (Source: MLS PIN #73547678)

Garage Parking

Air Conditioning

Lead Paint Free

General Information for 44 Windemere Rd, Wellesley MA 02481

Listing ID73547678

Property TypeSingle Family / Detached

Price$1,500,000 ($613/SqFt)

StyleColonial

CityWellesley

CountyNorfolk

Neighborhood(s)

Garage Parking2

ZoningSR10

Year Built1958

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 44 Windemere Rd, Wellesley MA 02481

Approximate Living Area Total2447

Living Area Includes BasementYes

Rooms13

Bedrooms3

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric

Exterior Features for 44 Windemere Rd, Wellesley MA 02481

Approximate Lot Size (Acres)0.49

Approximate Lot Size (Square Feet)21220

Total Parking8 (2 Garage)

Garage Parking2

WaterPublic

SewerPublic Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof Material

Utility Connections

Water Views

Water Views Features

Waterfront0

Waterfront Features

Pool Features

Horse Permitted0

Horse Amenities

Disclosures for 44 Windemere Rd, Wellesley MA 02481

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourceOther

Special Listing Conditions

ExclusionsPersonal Property

Compensation Based On

Financial Information for 44 Windemere Rd, Wellesley MA 02481

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax13444

Tax Year2026

Assessed Value$1,322,000

Location Information for 44 Windemere Rd, Wellesley MA 02481

Elementary SchoolSprague Elementary

Middle SchoolWellesley Middle School

High SchoolWellesley High School

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 44 Windemere Rd, Wellesley MA 02481

Agent

Name: Aranson Maguire Group

Office

Name: Compass

Phone: 617-206-3333

Team Members

Name: Matthew Aranson

Payment Calculator

, Interest

Property Taxes 1120.33

Principal & Interest 9242.52

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Compass

Aranson Maguire Group

Agent Phone

Office Phone

(617) 206-3333

Text Agent Call Agent Call Office

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EXIT

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