$1,500,000
44 Windemere Rd
Wellesley, MA, 02481
Set on a quiet residential cul-de-sac, this thoughtfully renovated 3-bedroom, 3-bath home offers a host of upgrades designed for effortless everyday living. The kitchen flows naturally into the sun-drenched dining room, where windows on three sides and one of three wood-burning fireplaces add warmth and character to the space. Together they look out over an expansive backyard, where a paver patio and mature landscaping create a private outdoor retreat perfect for entertaining or simply unwinding after a long day. Downstairs, the finished lower level adds tremendous flexibility with a secondary living room, a private office, a full bathroom, ample storage, and direct access to the garage. Close to Wellesley’s town center, middle school, and high school, this is a home that truly has it all.
Property Details
Price:
$1,500,000
MLS #:
73547678
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Jul 9, 2026
Finished Sq Ft:
2,447
Total Sq Ft:
2,447
Lot Size:
21,220 sqft / 0.49 acres (approx)
Year Built:
1958
Schools
Elementary School:
Sprague Elementary
Middle School:
Wellesley Middle School
High School:
Wellesley High School
Interior
Above Grade Finished Area
1744
Appliances
Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer, Range Hood
Bathrooms
3 Full Bathrooms
Below Grade Finished Area
703
Cooling
Central Air
Fireplaces Total
3
Flooring
Tile, Hardwood
Heating
Central, Forced Air, Natural Gas
Interior Features
Closet/Cabinets – Custom Built, Storage, Home Office
Laundry Features
Walk-in Storage, In Basement
Exterior
Architectural Style
Ranch, Raised Ranch
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Patio, Storage, Professional Landscaping, Sprinkler System
Garage Spaces
2
Lot Features
Cul-De-Sac, Wooded
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Attached, Under, Garage Door Opener, Storage, Workshop in Garage, Paved Drive, Off Street
Parking Spots
6
Parking Total
6
Patio And Porch Features
Patio
Financial
Tax Year
2026
Taxes
$13,444
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Wellesley as of Jul 17, 2026
105
Single Family Listed
77
Avg DOM
696
Avg $ / SqFt
$2,957,385
Avg List Price
Community
- Address44 Windemere Rd Wellesley MA
- CityWellesley
- CountyNorfolk
- Zip Code02481
Subdivisions in Wellesley
Similar Listings Nearby
Property Summary
- 44 Windemere Rd Wellesley MA is a Single Family for sale in Wellesley, MA, 02481. It is listed for $1,500,000 and features 3 beds, 3 baths, and has approximately 2,447 square feet of living space, and was originally constructed in 1958. The current price per square foot is $613. The average price per square foot for Single Family listings in Wellesley is $696. The average listing price for Single Family in Wellesley is $2,957,385. To schedule a showing of MLS#73547678 at 44 Windemere Rd in Wellesley, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Compass. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
44 Windemere Rd
Wellesley, MA