Active

63 Days on market

38 Upwey Rd Wellesley — Photo 1 of 42

Recent Drop: $54,000

$2,349,000

$2,295,000

38 Upwey Rd, Wellesley, MA 02481

Wellesley, MA 02481

Beds

Baths

3.5

SqFt

3,776

Style

Single Family

Built

1993

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.

Market Value Analysis

This Property

Size (SqFt) →Price →

This Property$608/sqft

Local Avg (Wellesley)$690/sqft

12% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Wellesley, MA.

Financials

Original Price$2,349,000

Annual Taxes$19,193

Parking

Garage2

Off-Street6

Interior Specifications

Total Rooms9

Fireplaces2

Flooring--

BasementPartial, Finished

Climate & Utilities

HeatingForced Air, Natural Gas

CoolingCentral Air

WaterPublic

SewerPublic Sewer

Building & Exterior

Construction--

Roof--

FoundationConcrete Perimeter

ZoningSR10

Property & Lot

Acres0.31

SqFt Lot13,408

Lot FeaturesOther

Neighborhood

Public Transportation • Shopping • Highway Access • Public School

Geography

Property History

Price Drop

$2,295,000

Was $2,349,000

Jul 21, 2026

MLS® 73546333

Listed

$2,349,000

Jul 8, 2026

MLS® 73546333

Population

17,415

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$250K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

12.7%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Norfolk County

1,189 housing units permitted in the last 12 months (+21% vs the prior 12 months) — 706 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,776 sq ft principal dwelling). Lot size: 13,408 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Full Wellesley, MA market report ZIP 02481 market data

Listing Provided By

Listing Agent: Erica Lockberg

Listing Office: Berkshire Hathaway HomeServices Town and Country Real Estate

MLS® Number: 73546333