Active
56 Days on market
38 Upwey Rd Wellesley — Photo 1 of 42
Recent Drop: $54,000
$2,349,000$2,295,000
$2,295,000
38 Upwey Rd, Wellesley, MA 02481
Wellesley, MA 02481
Beds
4
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)$661/sqft
8% BelowMarket Average
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Wellesley, MA.
Property Details
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.
Listing Provided By
Listing Agent: Erica Lockberg
Listing Office: Berkshire Hathaway HomeServices Town and Country Real Estate
MLS® Number: 73546333
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