44 Windemere Rd Wellesley, MA ^$ 1,500,000

44 Windemere Rd

^$ 1,500,000

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Recently Listed

Open House 7/11 12pm - 1:30pm

44 Windemere Rd

Wellesley, MA, 02481

^$ 1,500,000

Bedrooms3 Baths3.0 Sq 2,447

Monthly Estimate*

^$ 9,471

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Single Family Home for sale in Wellesley, MA

for $1,500,000 with 3 bedrooms and 3 full baths. This 2,447 square foot home was built in 1958 on a lot size of 0.49.

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.

Open House

7/11/2026 12:00 PM - 1:30 PM

7/12/2026 1:00 PM - 2:30 PM

44 Windemere Rd Wellesley, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

^$ 1,500,000

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 13,444

Style

Ranch,Raised Ranch

Lot Size

0.49

Year Built

1958

Town/City

Wellesley

County/Region

Norfolk

MLS | Web ID

73547678

List By

Aranson Maguire Group

Listing Agent

Compass

Broker

Affordability Calculator

$10,591

Per Month

Monthly Principal & Interest: $9,471
Monthly Property Taxes: $1,120
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Single family listings in Wellesley, MA

Average List Price ^$3,146,766

Percent of Sale Price 110%

About Wellesley, MA

28,724 Population

8% Since 2002

^$170,623 Median Income

35.33 Median Age

42% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
7/10/2026	$1,500,000		Listed Price

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44 Windemere Rd, Wellesley, MA, 02481 is a Single Family Home for sale at $1,500,000 with 2,447 sqft and a lot size of 0.49. 44 Windemere Rd has 3 bedrooms, 3.0 baths, and was built in 1958. The property's zip code is 02481 which is in Wellesley, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 7/11/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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44 Windemere Rd

Single Family Home for sale in Wellesley, MA

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