21 Madison Rd Wellesley, MA ^$ 1,995,000

21 Madison Rd

^$ 1,995,000

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Recently Listed

Open House 6/6 11am - 12:30pm

21 Madison Rd

Wellesley, MA, 02481

^$ 1,995,000

Bedrooms4 Baths3.1 Sq 2,609

Monthly Estimate*

^$ 12,284

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Single Family Home for sale in Wellesley, MA

for $1,995,000 with 4 bedrooms and 3 full baths, 1 half bath. This 2,609 square foot home was built in 1940 on a lot size of 0.29.

Beautifully renovated and thoughtfully updated, this stunning four-bedroom home offers the perfect blend of timeless charm and modern comfort. Nestled on a picturesque setting the property enjoys exceptional privacy, peaceful views, and a true connection to nature. Sun-filled interiors feature spacious living areas, refined finishes, and an inviting floor plan designed for both everyday living and effortless entertaining. The renovated kitchen opens seamlessly to warm and welcoming family spaces, while oversized windows bring the outdoors in at every turn. Generously sized bedrooms, updated baths, and flexible living areas provide comfort and versatility for today’s lifestyle. Outside, expansive outdoor spaces create the ideal backdrop for relaxing, dining, or enjoying the tranquil natural surroundings. Rarely does a home combine such beautiful renovations with an idyllic setting, all while remaining close to top schools, commuting routes & all Wellesley has to offer.

Open House

6/6/2026 11:00 AM - 12:30 PM

6/7/2026 12:00 PM - 1:30 PM

21 Madison 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

^$ 1,995,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 18,031

Style

Garrison

Lot Size

0.29

Year Built

1940

Town/City

Wellesley

County/Region

Norfolk

MLS | Web ID

73529338

List By

The Lara & Chelsea Collaborative

Listing Agent

Coldwell Banker Realty - Wellesley

Broker

Affordability Calculator

$13,786

Per Month

Monthly Principal & Interest: $12,284
Monthly Property Taxes: $1,503
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% 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 ^$3,110,143

Percent of Sale Price 56%

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
6/3/2026	$1,995,000		Listed Price

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21 Madison Rd, Wellesley, MA, 02481 is a Single Family Home for sale at $1,995,000 with 2,609 sqft and a lot size of 0.29. 21 Madison Rd has 4 bedrooms, 3.1 baths, and was built in 1940. 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 6.25% 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 6/4/2026.

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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21 Madison Rd

Single Family Home for sale in Wellesley, MA

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