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Oren Malka
REALTOR®
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44 Windemere Rd, Wellesley, MA 02481

$1,500,000
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Active
BEDS3 BATHS3 full SQUARE FEET2,447 MLS#73547678
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

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.

44 Windemere Rd | MLS# 73547678

This single family home located at 44 Windemere Rd, Wellesley, MA 02481 is currently listed for sale with an asking price of $1,500,000. This property was built in 1958 and has 3 bedrooms and 3 full baths with 2447 sq. ft. Search Wellesley real estate on orenmalka.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Full, Finished, Walk-Out Access, Interior Entry, Garage Access
Cooling: Central Air
Fireplaces: 3
Garage: 2 car attached
Heating: Central, Forced Air, Natural Gas
Home Style: Ranch, Raised Ranch
Lot Size: 0.49 Acres
Taxes: $13,444
Year Built: 1958

Amenities

Closet/Cabinets - Custom Built
Storage
Home Office
Patio
Storage
Professional Landscaping
Sprinkler System

Feature Descriptions

Appliances: Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer, Range Hood
Building Area Total: 2447
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
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 12
Dining Room: Wood / Coal / Pellet Stove
Exterior: Frame
Family Room: Flooring - Wood
Fireplace Features: Dining Room, Family Room, Living Room
Fireplace Y/N: Yes
Flooring: Tile, Hardwood
GarageY/N: Yes
HeatingY/N: 1
Kitchen: Flooring - Wood, Window(s) - Picture, Countertops - Stone/Granite/Solid, Kitchen Island, Breakfast Bar / Nook, Remodeled, Stainless Steel Appliances, Gas Stove
Laundry: Walk-in Storage, In Basement
Living Room: Flooring - Wood
Lot Features: Cul-De-Sac, Wooded
Master Bathroom: Yes
Master Bedroom: Bathroom - Full, Flooring - Wood
Office: Closet/Cabinets - Custom Built, Walk-in Storage
Open Parking Y/N: Yes
Parcel Number: 260453
Parking Features: Attached, Under, Garage Door Opener, Storage, Workshop in Garage, Paved Drive, Off Street
Parking Total: 6
Patio And Porch: Patio
Rooms Total: 13
Sewer: Public Sewer
Water: Public
Wooded: Yes

Local Schools

High School: Wellesley High School
Middle School: Wellesley Middle School
Elementary School: Sprague Elementary

Listed By / Shown By

Listed By

Agency Name: Compass
Agent Name: Aranson Maguire Group
Agency Phone: 617-206-3333

Shown By

Agent Name: Oren Malka
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 4,896.18 per month $3,338.35 Principal & Interest $1,120.33 Property Tax $437.50 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/22/2026. The listing information on this page last changed on 07/22/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 07/22/2026 12:01:07 AM EST) or MLSPIN MLS (last updated Tue 07/21/2026 11:38:24 PM EST) or Prime MLS (last updated Tue 07/21/2026 11:33:17 PM EST) or MREIS (last updated Tue 07/21/2026 11:55:21 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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