38 Upwey Rd

Wellesley, MA 02481

$2,349,000
Price
4
Beds
3,776 Sq. Ft.
$622 / Sq. Ft.
3,776
Sq. Ft.
$622
per Sq. Ft.
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Description

Beautifully maintained 4 bedroom, 3.5 bath Colonial offering 3,776 square feet of versatile living space in a highly desirable Wellesley location. Built in 1993, this home combines timeless design with the flexibility today's buyers seek. The thoughtfully designed floor plan features spacious living and entertaining areas, a dedicated home office ideal for remote work with generous natural light throughout. The finished walk out lower level provides exceptional bonus space perfect for a recreation...Beautifully maintained 4 bedroom, 3.5 bath Colonial offering 3,776 square feet of versatile living space in a highly desirable Wellesley location. Built in 1993, this home combines timeless design with the flexibility today's buyers seek. The thoughtfully designed floor plan features spacious living and entertaining areas, a dedicated home office ideal for remote work with generous natural light throughout. The finished walk out lower level provides exceptional bonus space perfect for a recreation room, media room or guest retreat - offering direct access to the outdoors. Upstairs, comfortable bedrooms and well-appointed baths create a welcoming setting for family and guests alike. Ideally situated near commuter rail access, major routes, and all that Linden Square has to offer, including shops, restaurants, and everyday conveniences. This home delivers the perfect balance of comfort and convenience in one of Wellesley's most sought after neighborhoods.
  1. Listed by Erica Lockberg • Berkshire Hathaway HomeServices Town and Country Real Estate

Property Details for 38 Upwey Road

Town
Wellesley
Area
MA-Wellesley
Architectural Style
Colonial
Style
Colonial
Garage Spaces
2
Open Parking Spaces
4.00
Parking Spaces Total
6
LISTING UPDATED: 07/12/2026 03:09 AM

Property Details for 38 Upwey Road

StatusActive
MLS #73546333
Days on Market6
Taxes$19,193 / year
HOA Fees-
Property TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1993
CountyNorfolk County
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Location

Listing Courtesy of Berkshire Hathaway HomeServices Town and Country Real Estate, Erica Lockberg
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Building Information for 38 Upwey Road

Stories-Year Built1993Building Size-Lot Size0.31 AC / 13,408 SF

Payment Calculator

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$13,305 per month

30 year fixed, 6.36% Interest

Principal and Interest

$11,705

Property Taxes

$1,599

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 38 Upwey Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Highway Access, Public School
  • Living Area: 3776.0
  • Color: Brick
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Features
Interior Features
  • Basement Features: Partial, Finished
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Lot Description: Other
Parking Features
  • Covered Spaces: 2.00
  • Garage: Yes
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Forced Air, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Water: Public
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Disclosures: Recording devices in use on property. Seller willing to leave basement Audio/Visual set up,ping pong and game table as gifts to buyer.
Tax Information
  • Tax ID: 260477
  • Assessments: $1,867,000
  • Book: 0
  • Tax Year: 2026
  • Zoning: SR10
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
Complex & Association Information
  • Adult Community: No

Property History for 38 Upwey Road

DateEvent & SourcePriceAppreciation
Jul 8, 2026

Listed (Active)

MLS PIN #73546333

$2,349,000—
Aug 10, 1995

Sold (Public Record)

Public Record #88444266

$660,000

+12.4% / yr

Aug 10, 1995

Sold

MLS PIN #50280325

$660,000—
DateEvent & SourcePrice
07/08/2026

Listed (Active)

MLS PIN #73546333

$2,349,000
08/10/1995

Sold (Public Record)

Public Record #88444266

$660,000

+12.4% / yr

08/10/1995

Sold

MLS PIN #50280325

$660,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 38 Upwey Road

Taxable ValueLand$1,049,000Additions$818,000Total$1,867,000
Tax Record2025$19,193 ($1,599 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt2,992 SqFtAbove Grade Finished SqFt2,992 SqFtStories2Lot Size13,408 SqFtStyleSingle Family ResidenceYear Built1993ZoningSR10CountyNORFOLKAPNWELL M:097 R:037 S:DFireplace TypeHas Fireplace

Schools near 38 Upwey Road

This home is within Wellesley School District.
Rating
School
Type
Grades
Distance
Sprague Elementary School
Public - K to 5
Wellesley Middle School
Public - 6 to 8
Wellesley High School
Public - 9 to 12
St Paul School
Private - PK to 8
Rating
School
Distance
Sprague Elementary School
PublicK to 5

Wellesley Middle School
Public6 to 8

Wellesley High School
Public9 to 12

St Paul School
PrivatePK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 38 Upwey Road, Wellesley, MA 02481

38 Upwey Road is a single family home for sale in Wellesley, MA 02481. This property was listed for sale on July 8, 2026 by Berkshire Hathaway HomeServices Town and Country Real Estate, it's currently listed at $2,349,000. It has been on the market for a total of 6 days and was last sold on August 10, 1995. This listing's school district is Wellesley School District. Nearby schools include Sprague Elementary School, Wellesley Middle School and Wellesley High School. 38 Upwey Road is a 4-bed, 4-bath, 3,776 sqft single family home built in 1993.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

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

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.