44 Windemere Rd

2,447 Sq. Ft.
$652 / Sq. Ft.
2,447
Sq. Ft.
$652
per Sq. Ft.

Description

Welcome to this meticulously maintained, move-in-ready ranch 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...Welcome to this meticulously maintained, move-in-ready ranch 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 and restaurants.
  1. Listed by Rebecca Check • Gibson Sotheby's International Realty

Property Details for 44 Windemere Road

Town
Wellesley
MLS Area
Wellesley Hills
Area
MA-Wellesley-Wellesley Hills, MA-Wellesley
Architectural Style
Raised Ranch
Style
Raised Ranch
Garage Spaces
2
Open Parking Spaces
4.00
Parking Spaces Total
6
LISTING UPDATED: 05/24/2026 03:11 AM

Property Details for 44 Windemere Road

StatusActive
MLS #73522201
Days on Market15
Taxes$13,444 / year
HOA Fees-
Property TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1958
CountyNorfolk County

Location

Listing Courtesy of Gibson Sotheby's International Realty, Rebecca Check
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Building Information for 44 Windemere Road

Stories-Year Built1958Building Size-Lot Size0.49 AC / 21,220 SF

Payment Calculator

$9,068 per month

30 year fixed, 6.36% Interest

Principal and Interest

$7,948

Property Taxes

$1,120

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 44 Windemere Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Walk/Jog Trails, Highway Access, Public School
  • Living Area: 2447.0
  • Color: White
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Renovated Since
  • Year Built Source: Public Records
Location/School
  • Grade School: Sprague Elementary
  • High School: Wellesley High School
  • Middle School: Wellesley Middle School
Features
Interior Features
  • Appliances: Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer, Range Hood
  • Basement Features: Full, Finished, Walk Out, Interior Access, Garage Access
  • Num of Baths: 3.0
  • Num of Full Baths: 3
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 3.00
  • Bathrooms Total Integer: 3
  • FireplaceFeatures: Family Room, Living Room, Wood / Coal / Pellet Stove
  • FireplaceYN: Yes
  • Fireplaces: 2
  • Flooring: Tile, Hardwood, Flooring - Stone/Ceramic Tile
  • Interior Features: Sun Room, Home Office
  • Laundry Features: In Basement
  • Main Level Bathrooms: 2
  • Main Level Bedrooms: 1
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Exterior Features: Patio, Storage Shed, Sprinkler System
  • Exterior Features: Storage Shed, Sprinkler System, Patio
  • Lot Description: Cul-De-Sac
  • Patio And Porch Features: Patio
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Under, Garage Door Opener, Storage, Work Area, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Under, Garage Door Opener, Storage, Work Area, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Work Area, Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Forced Air, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Bathroom - Full,Bathroom - Double Vanity/Sink
  • Primary Bedroom Level: Main, First Floor
Bedroom 2
  • Bedroom2 Level: First
Bedroom 3
  • Bedroom3 Level: First
Bathroom 1
  • Bathroom1 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Tub & Shower
  • Bathroom1 Level: Main,First
Bathroom 2
  • Bathroom2 Features: Bathroom - Full,Bathroom - With Shower Stall
  • Bathroom2 Level: Main,First
Bathroom 3
  • Bathroom3 Features: Bathroom - Full,Bathroom - With Shower Stall
  • Bathroom3 Level: Basement
Dining Room
  • Dining Room Level: First
Family Room
  • Family Room Features: Exterior Access,Storage
  • Family Room Level: Basement
Kitchen
  • Kitchen Features: Dining Area,Countertops - Stone/Granite/Solid,Breakfast Bar / Nook,Stainless Steel Appliances
  • Kitchen Level: Main,First
Living Room
  • Room Living Room Level: Main,First
Other Room 1
  • Room Office Level: Basement
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
Tax Information
  • Tax ID: M:097 R:017 S:,260453
  • Assessments: $1,322,000
  • Book: 26966
  • Tax Year: 2026
  • Zoning: SR10
Building / Association Information
Living Characteristics
  • Beds Total: 3
Other Building Characteristics
  • Foundation: Concrete Perimeter
Complex & Association Information
  • Adult Community: No

Property History for 44 Windemere Road

DateEvent & SourcePriceAppreciation
May 20, 2026

Listed (Active)

MLS PIN #73522201

$1,595,000
Aug 10, 2009

Sold

MLS PIN #70909321

$560,000
Aug 7, 2009

Sold (Public Record)

Public Record #273928215

$560,000
DateEvent & SourcePrice
05/20/2026

Listed (Active)

MLS PIN #73522201

$1,595,000
08/10/2009

Sold

MLS PIN #70909321

$560,000
08/07/2009

Sold (Public Record)

Public Record #273928215

$560,000

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

Public Records for 44 Windemere Road

Taxable ValueLand$1,148,000Additions$141,000Total$1,289,000
Tax Record2025$13,251 ($1,104 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt1,512 SqFtAbove Grade Finished SqFt1,512 SqFtStories1Lot Size21,220 SqFtStyleSingle Family ResidenceYear Built1958ZoningSR10CountyNORFOLKAPNWELL M:097 R:017 S:Fireplace TypeHas Fireplace

Schools near 44 Windemere Road

This home is within Wellesley School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
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.

Similar Homes

44 Windemere Road is a single family home for sale in Wellesley, MA 02481. This property was listed for sale on May 20, 2026 by Gibson Sotheby's International Realty, it's currently listed at $1,595,000. It has been on the market for a total of 15 days and was last sold on August 10, 2009. This listing's school district is Wellesley School District. Nearby schools include Sprague Elementary School, Wellesley Middle School and Wellesley High School. 44 Windemere Road is a 3-bed, 3-bath, 2,447 sqft single family home built in 1958.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Gibson Sotheby's International Realty, Rebecca Check

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.