Antique home at 38 Upwey Rd, Wellesley — 4 bed, 3.5 bath — photo 1

1 / 30

$2,295,000

Active

38 Upwey Rd

Wellesley, MA 02481

4Beds

3.5Baths

3,776Sq Ft

$608$/Sq Ft

13,408 sqftLot

1993Built

10Days on Market

Listed by Erica Lockberg at Berkshire Hathaway HomeServices Town and Country Real Estate

Listing courtesy of Erica Lockberg, Berkshire Hathaway HomeServices Town and Country Real Estate

Location

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About This Property

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.

Property Details

Key Facts

Property Type

Single Family

Style

Antique

Year Built

1993

Living Area

3,776 sqft

Lot Size

13,408 sqft

Rooms

9

Bedrooms

4

Bathrooms

3.5 (3 full, 1 half)

Construction

Basement

Full Basement

Parking Spaces

6

Garage Spaces

2

Systems & Utilities

Heating

Hot Water Baseboard, Coal

Cooling

Central Air

Water

City/Town Water

Sewer

City/Town Sewer

Financial

Taxes (2026)

$19,193/yr

Price / Sqft

$608/sqft

MLS #

73546333

Days on Market

10

Sarina Steinmetz

617.610.0207

Schedule a Showing Ask a Question

Price History

Listed

Aug 13, 2026

$2,295,000

Price

Jul 21, 2026

$2,349,000

$2,295,000

Explore the Neighborhood

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Schools, market data, and local highlights

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Schools Nearby

Wellesley Public Schools

9 schools · 11:1 student-teacher ratio

A+9/10

Elementary Schools

Bates Elementary School (K-5)8/10

Sprague Elementary School (K-5)8/10

Fiske Elementary School (K-5)8/10

Middle Schools

Wellesley Middle School (6-8)8/10

High Schools

Wellesley Senior High School (9-12)10/10

Gateways Program (therapeutic academic support at WHS)Strong AP course offerings across all academic departmentsPartnership opportunities with Wellesley CollegeComprehensive arts program (visual, performing, music)

Ratings from GreatSchools & Niche

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Listing Courtesy Of

Erica Lockberg · Berkshire Hathaway HomeServices Town and Country Real Estate

(781) 237-8787

MLS #73546333

Listing information provided by MLS Property Information Network, Inc. (MLS PIN). Data last updated August 22, 2026. Information deemed reliable but not guaranteed. © 2026 Steinmetz Real Estate Professionals at William Raveis Real Estate. Equal Housing Opportunity.