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44 Windemere RoadWellesley, MA 02482

For Sale

$1,595,000

Smart Buyer Rebate $7,975

Welcome to this meticulously maintained, East facing move-in-ready home with a great layout on a quiet cul-de-sac. Gracefully set on a beautifully manicured large lot with a spacious backyard. The well designed kitchen has s/s appliances and an eat-in bar opening to a bright atrium-like dining area perfect for entertaining overlooking the patio and lush greenery. This inviting home has a living room with fireplace, 3 bedrooms and 3 tastefully renovated bathrooms. The spacious primary bedroom has large windows, an ensuite bath w/double vanity, soaking tub, and glassed-in shower. There are 2 additional bedrooms and full bath. The lower level has exceptional versatility boasting a large family room w/front-facing windows, an office, laundry room, and a newly renovated full bathroom. Other features include direct access to an oversized 2 CAR GARAGE, CENTRAL A/C, many updates and storage. Located in one of Wellesley’s most sought-after neighborhoods close to schools, shopping & restaurants.

Listed by Rebecca Check

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Gibson Sotheby's International Realty

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781-258-7795

Last updated June 12, 2026

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Source: MLSPin #73522201

Listing Facts

  • TypeSingle-family
  • NeighborhoodLinden Square
  • Bedrooms3
  • Bathrooms3
  • Days on Prevu26
  • Taxes$13,444/year
  • Size2,447 sqft
  • Price per sqft$652

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

05/20/2026
Listed by Gibson Sotheby's International Realty
$1,595,000

Property Details for 44 Windemere Road

Association

Amenities

  • Community Features: Public Transportation, Shopping, Walk/Jog Trails, Highway Access, Public School

Exterior

Construction

  • Year Built: 1958
  • Year Built Details: Renovated Since
  • Architectural Style: Raised Ranch
  • Exterior Features: Patio, Storage, Sprinkler System

Features

  • Patio And Porch Features: Patio
  • Road Frontage Type: Public

Measurements

  • Building Area Total: 2,447
  • Building Area Units: Square Feet
  • Lot Features: Cul-De-Sac
  • Lot Size Acres: 0.49
  • Lot Size Area: 0
  • Lot Size Square Feet: 21,220
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:097 R:017 S:,260453
  • Tax Annual Amount: $13,444.00
  • Tax Assessed Value: $1,322,000.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer, Range Hood
  • Fireplace Features: Family Room, Living Room, Wood / Coal / Pellet Stove
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Tile, Hardwood, Flooring - Stone/Ceramic Tile
  • Interior Features: Sun Room, Home Office

Measurements

  • Living Area: 2,447
  • Living Area Source: Measured

Rooms

  • Basement: Full, Finished, Walk-Out Access, Interior Entry, Garage Access
  • Bathrooms Full: 3
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3
  • Main Level Bathrooms: 2
  • Main Level Bedrooms: 1
  • Rooms Total: 8

Other

General

  • Exclusions: The Main Level Living Room Vintage Marble Mantel Is Excluded.

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 4
  • Open Parking: Yes
  • Parking Features: Attached, Under, Garage Door Opener, Storage, Workshop In Garage, Paved Drive, Off Street, Paved
  • Parking Total: 6

Schools

Elementary School

  • Elementary School: Sprague Elementary

High School

  • High School: Wellesley High School

Middle or Junior School

  • Middle Or Junior School: Wellesley Middle School

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Forced Air, Natural Gas
  • Has Heating: Yes
  • Laundry Features: In Basement
  • Sewer: Public Sewer
  • Utilities: For Gas Range
  • Water Source: Public

Frequently Asked Questions

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

There are 3 bedrooms and 3 bathrooms in this single-family home at 44 Windemere Road.

What schools are nearby to 44 Windemere Road?

Nearby schools include the Sprague Elementary, Wellesley Middle School, and Wellesley High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 44 Windemere Road.

What are the annual taxes for 44 Windemere Road?

Annual taxes for this single-family home are estimated at $13,444.

How does 44 Windemere Road compare to other single-family homes in Linden Square?

This single-family home is listed 37% below the average price for single-family homes in Linden Square and has been on the market for 36 less 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 2,447 sqft.

44 Windemere Road is a 3-bedroom, 3-bath single-family home for sale in Wellesley MA 02482. Available on Prevu for 26 days at $1,595,000. This residence features 2,447 square feet of living space, located in Linden Square. The median listing price for single-family homes in this area is $2,300,000. Nearby schools include Sprague Elementary, Wellesley Middle School, and Wellesley High School. The home offers private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. Explore 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.