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.
For sale
$1,500,000
44 Windemere Rd, Wellesley, MA 02481
3beds
2,447sqft
:
Get pre-qualified$9,080/mo
Single Family Residence
Built in 1958
0.49 Acres Lot
$1,452,900 Zestimate®
$613/sqft
$-- HOA
What's special
- 19 days |
- 1,274 |
- 30 |
Zillow last checked:
Listing updated:
Listed by:
Aranson Maguire Group 207-252-6771,
Compass 617-206-3333
Source: MLS PIN,MLS#: 73547678
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Bathroom - Full, Flooring - Wood
- Level: First
Bedroom 2
- Features: Flooring - Wood
- Level: First
Bedroom 3
- Features: Flooring - Wood
- Level: First
Primary bathroom
- Features: Yes
Bathroom 1
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower
- Level: First
Bathroom 2
- Features: Bathroom - Full, Bathroom - Tiled With Shower Stall
- Level: First
Bathroom 3
- Features: Bathroom - Full, Bathroom - Tiled With Shower Stall
- Level: Basement
Dining room
- Features: Wood / Coal / Pellet Stove
- Level: First
Family room
- Features: Flooring - Wood
- Level: Basement
Kitchen
- Features: Flooring - Wood, Window(s) - Picture, Countertops - Stone/Granite/Solid, Kitchen Island, Breakfast Bar / Nook, Remodeled, Stainless Steel Appliances, Gas Stove
- Level: Main,First
Living room
- Features: Flooring - Wood
- Level: First
Office
- Features: Closet/Cabinets - Custom Built, Walk-in Storage
- Level: Basement
Heating
- Central, Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer, Range Hood
- Laundry: Walk-in Storage, In Basement
Features
- Closet/Cabinets - Custom Built, Storage, Home Office
- Flooring: Tile, Hardwood
- Basement: Full,Finished,Walk-Out Access,Interior Entry,Garage Access
- Number of fireplaces: 3
- Fireplace features: Dining Room, Family Room, Living Room
Interior area
- Total structure area: 2,447
- Total interior livable area: 2,447 sqft
- Finished area above ground: 1,744
- Finished area below ground: 703
Property
Parking
- Total spaces: 6
- Parking features: Attached, Under, Garage Door Opener, Storage, Workshop in Garage, Paved Drive, Off Street
- Attached garage spaces: 2
- Uncovered spaces: 4
Features
- Patio & porch: Patio
- Exterior features: Patio, Storage, Professional Landscaping, Sprinkler System
Lot
- Size: 0.49 Acres
- Features: Cul-De-Sac, Wooded
Details
- Parcel number: 260453
- Zoning: SR10
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch,Raised Ranch
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Concrete Perimeter
Condition
- Year built: 1958
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
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
HOA
- Has HOA: No
Location
- Region: Wellesley
Financial & listing details
- Price per square foot: $613/sqft
- Tax assessed value: $1,322,000
- Annual tax amount: $13,444
- Date on market: 7/9/2026
Estimated market value
$1,452,900
$1.38M - $1.53M
$5,002/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/9/2026 | Listed for sale | $1,500,000-6%$613/sqft |
Source: MLS PIN #73547678 Report a problem | ||
| 6/16/2026 | Listing removed | $1,595,000$652/sqft |
Source: MLS PIN #73522201 Report a problem | ||
| 5/21/2026 | Listed for sale | $1,595,000+184.8%$652/sqft |
Source: MLS PIN #73522201 Report a problem | ||
| 8/7/2009 | Sold | $560,000-8.9%$229/sqft |
Source: Public Record Report a problem | ||
| 5/16/2009 | Price change | $615,000+3.4%$251/sqft |
Source: NRT NewEngland #70909321 Report a problem | ||
| 5/1/2009 | Listed for sale | $595,000$243/sqft |
Source: NRT NewEngland #70909321 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $13,251 +7.9% | $1,289,000 +9.2% |
| 2024 | $12,284 -3.3% | $1,180,000 +6.4% |
| 2023 | $12,698 +6.1% | $1,109,000 +8.2% |
| 2022 | $11,972 +3% | $1,025,000 +3.6% |
| 2021 | $11,621 +1.6% | $989,000 |
| 2020 | $11,433 +3.8% | $989,000 +3.9% |
| 2019 | $11,015 +21% | $952,000 +24.9% |
| 2018 | $9,106 +1.2% | $762,000 -0.1% |
| 2017 | $8,996 +1.7% | $763,000 +2% |
| 2016 | $8,849 +12.4% | $748,000 +9.8% |
| 2015 | $7,872 +9.1% | $681,000 +9% |
| 2014 | $7,213 +4.4% | $625,000 +3.8% |
| 2012 | $6,911 +14.5% | $602,000 +14% |
| 2011 | $6,035 +7.4% | $528,000 -1.5% |
| 2010 | $5,617 +0.4% | $536,000 -9.3% |
| 2009 | $5,597 +3% | $591,000 -0.2% |
| 2008 | $5,435 +2.1% | $592,000 -1.3% |
| 2007 | $5,322 +7.5% | $600,000 +0.8% |
| 2006 | $4,950 +10% | $595,000 +11% |
| 2005 | $4,502 +22% | $536,000 +24.4% |
| 2004 | $3,689 +21.8% | $431,000 +15.5% |
| 2003 | $3,029 -13.2% | $373,000 -13.5% |
| 2002 | $3,491 +27.4% | $431,000 +55% |
| 1999 | $2,741 | $278,000 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 02481
Nearby schools
GreatSchools rating
- 9/10Sprague Elementary SchoolGrades: K-5Distance: 0.6 mi
- 8/10Wellesley Middle SchoolGrades: 6-8Distance: 0.3 mi
- 10/10Wellesley High SchoolGrades: 9-12Distance: 0.6 mi
Schools provided by the listing agent
- Elementary: Sprague Elementary
- Middle: Wellesley Middle School
- High: Wellesley High School
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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