Prevu by reAlpha
BuySellBlogBrowse Listings

38 Upwey RdWellesley, MA 02481

For Sale

$2,295,000

Smart Buyer Rebate $11,475

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.

Last updated September 09, 2026

·

Source: MLSPin #73546333

Listing Facts

  • TypeSingle-family
  • NeighborhoodLinden Square
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu69
  • Taxes$19,193/year
  • Size3,776 sqft
  • Price per sqft$608

Amenities

  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

07/21/2026
Price Decreased
$2,295,000
07/08/2026
Listed by
$2,349,000
  1. 07/21/2026$2,295,000
    Price Decreased
  2. 07/08/2026$2,349,000
    Listed by

Property Details for 38 Upwey Rd

Exterior

Construction

  • Year Built: 1993
  • Year Built Details: Actual
  • Architectural Style: Colonial

Measurements

  • Building Area Total: 3,776
  • Building Area Units: Square Feet
  • Lot Features: Other
  • Lot Size Acres: 0.31
  • Lot Size Area: 0
  • Lot Size Square Feet: 13,408
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 260477
  • Tax Annual Amount: $19,193.00
  • Tax Assessed Value: $1,867,000.00
  • Tax Year: 2026

Interior

Features

  • Fireplace: Yes
  • Fireplaces Total: 2

Measurements

  • Living Area: 3,776

Rooms

  • Basement: Partial, Finished
  • Has Basement: Yes
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 9

Parking

Parking

  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 4
  • Parking Total: 6

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Natural Gas, Forced Air
  • Has Heating: Yes
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 38 Upwey Rd.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 38 Upwey Rd.

What are the annual taxes for 38 Upwey Rd?

Annual taxes for this single-family home are estimated at $19,193.

How does 38 Upwey Rd compare to other single-family homes in Linden Square?

This single-family home is listed 7% above the average price for single-family homes in Linden Square and has been on the market for 18 more days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,776 sqft.

38 Upwey Rd is a 4-bedroom, 4-bath single-family home for sale in Wellesley MA 02481. On Prevu for 69 days at $2,295,000. This includes a recent price decrease of $54,000. This home features 3,776 square feet of living space, located in Linden Square. The median listing price for single-family homes in this area is $1,612,000. The home offers air conditioning and parking. Browse more single-family home listings in Norfolk County.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. MLS Property Information Network, Inc. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.