38 Upwey Rd Wellesley, MA ^$ 2,295,000

38 Upwey Rd

^$ 2,295,000

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38 Upwey Rd

Wellesley, MA, 02481

^$ 2,295,000

Bedrooms4 Baths3.1 Sq 3,776

Monthly Estimate*

^$ 14,491

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Single Family Home for sale in Wellesley, MA

for $2,295,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,776 square foot home was built in 1993 on a lot size of 0.31.

Welcome to 38 Upwey Road, offering generous living space, a flexible floor plan and an unbeatable Wellesley location. Built in 1993, this 4-bedroom, 3.5 bath home offers three finished levels, an oversized 2-car garage and a bright, open-concept floor plan. Newly refreshed, the kitchen features brand-new countertops and appliances, while recent roof and system updates offer added peace of mind. A dedicated home office provides the perfect work-from-home space. The walk-out lower level adds tremendous versatility with a spacious recreation area, full bath and wine storage room. Enjoy a private backyard while being just moments from Linden Square, Wellesley’s commuter rail, schools and major commuting routes. A wonderful opportunity to enjoy space, convenience and a prime Wellesley location.

Single Family Active

Price

^$ 2,295,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 19,193

Style

Colonial

Lot Size

0.31

Year Built

1993

Town/City

Wellesley

County/Region

Norfolk

MLS | Web ID

73546333

List By

Erica Lockberg

Listing Agent

Berkshire Hathaway Homeservices Town And Country Real Estate

Broker

Affordability Calculator

$16,090

Per Month

Monthly Principal & Interest: $14,491
Monthly Property Taxes: $1,599
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 ^$3,049,780

Percent of Sale Price 33%

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
7/21/2026	$2,295,000	-2.30%	Price Down
7/8/2026	$2,349,000		Listed Price

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38 Upwey Rd, Wellesley, MA, 02481 is a Single Family Home for sale at $2,295,000 with 3,776 sqft and a lot size of 0.31. 38 Upwey Rd has 4 bedrooms, 3.1 baths, and was built in 1993. 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 9/5/2026.

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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38 Upwey Rd

Single Family Home for sale in Wellesley, MA

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