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38 Upwey Rd

Wellesley, MA 02481

Offered at$2,295,000

Residential · Active · MLS #73546333
Listing Courtesy of Berkshire Hathaway HomeServices Town and Country Real Estate | Erica Lockberg

4Bedrooms
4Bathrooms
3,776Square feet
1993Year built

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MLS PIN data

About this home

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 information

Details at a glance

Interior

Rooms
9
Heating
Forced Air, Natural Gas
Cooling
Central Air
Fireplaces
2

Building

Style
Single Family Residence
Year built
1993
Garage
2
Parking
6
Foundation
Concrete Perimeter

Land & utilities

Lot size
0.31 acres
Water
Public
Sewer
Public Sewer
Zoning
SR10

Financial

Annual taxes
$19,193
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$2,407,124

Estimated range $2,182,976$2,631,273

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Recent comparable sales are not available for this property.

Photo insights

Condition signals

Overall presentationabove average

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

Local market context

How this home compares in Wellesley

MetricThis propertyWellesley
List price$2,295,000$2,045,00012% above local
Price / sq ft$608$70614% below local
Days on market577221% below local
Explore homes in Wellesley

Active city listing statistics from MLS PIN as of September 5, 2026. Asking prices are not completed-sale values.

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Common questions

About 38 Upwey Rd

Can I schedule a private showing?

Yes. Request a tour of 38 Upwey 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.