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44 Windemere Rd

Wellesley, MA 02481

Offered at$1,500,000

Residential · Active · MLS #73547678
Listing Courtesy of Compass | Aranson Maguire Group

3Bedrooms
3Bathrooms
2,447Square feet
1958Year built

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MLS PIN data

About this home

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 information

Details at a glance

Interior

Rooms
13
Heating
Central, Forced Air, Natural Gas
Cooling
Central Air
Flooring
Tile, Hardwood
Fireplaces
3

Building

Style
Single Family Residence
Year built
1958
Garage
2
Parking
6
Foundation
Concrete Perimeter

Land & utilities

Lot size
0.49 acres
Water
Public
Sewer
Public Sewer
Zoning
SR10

Financial

Annual taxes
$13,444
Assessment year
2026

Listing history

Price and status timeline

No additional public listing history was supplied for this property.

Property value estimate

An informed starting point

Estimated value$1,598,062

Estimated range $1,480,307$1,715,817

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Sold Jun 26, 2026$1,500,000

58 Manor Ave

Sold Jul 20, 2026$1,350,000

18 Centre Street

Sold Jun 29, 2026$1,400,000

2 Woodridge Rd

Photo insights

Condition signals

Overall presentationexcellent

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Wellesley

MetricThis propertyWellesley
List price$1,500,000$2,045,00027% below local
Price / sq ft$613$70613% below local
Days on market567222% below local
Explore homes in Wellesley

Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.

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Common questions

About 44 Windemere Rd

Can I schedule a private showing?

Yes. Request a tour of 44 Windemere Rd and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.