$1,500,000 ($613.00 per sqft)

Est. Mortgage $7,291/mo *

Quick Pre-Approval

Brochure

Call Text Schedule Tour Request More Information

Open House Schedule

07/11/2026
12:00 PM to 1:30 PM
Google calendar
Other calendars

07/12/2026
1:00 PM to 2:30 PM
Google calendar
Other calendars

44 Windemere Rd, Wellesley, MA, 02481

View larger map Directions

13 rooms

3 beds

3 Full baths

1958

Ranch, Raised Ranch

2,447 sqft

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.

Status:

Active

Type:

Single-family residential

Laundry Remarks:

Walk-in Storage, In Basement

Zoning:

SR10

Garage:

2-car Attached

Heating:

Central, Forced Air, Natural Gas

Cooling:

Central Air

Basement:

Full, Finished, Walk-Out Access, Interior Entry, Garage Access

Parking:

6-car, Under, Garage Door Opener, Storage, Workshop in Garage, Paved Drive, Off Street

Acreage:

0.49

Est. Taxes:

$13,444

Assessment

$1,322,000

Construction

Frame

Lot Description:

Cul-De-Sac, Wooded

Amenities:

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

Elementary School:

Sprague Elementary

Middle School:

Wellesley Middle School

High School:

Wellesley High School

Appliances:

Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer, Range Hood

MLS #:

73547678

Community Info

School Info

Walk Score

Mass Transit

Yelp

Similar Properties

$1,350,000

3 beds

2 baths

1,884 sqft

24 College Rd, Wellesley, MA, 02482

Price Reduced!

$1,549,000

4 beds

3 baths

2,901 sqft

3 Berkeley Rd, Wellesley, MA, 02482

Price Reduced!

$1,595,000

3 beds

2.5 baths

3,012 sqft

30 S River St, Wellesley, MA, 02482

$1,575,000

3 beds

2.5 baths

2,290 sqft

22 Standish Rd, Wellesley, (Wellesley Hills), MA, 02481

$1,650,000

5 beds

4 baths

3,096 sqft

$1,595,000

6 beds

3.5 baths

3,447 sqft

225 Walnut St, Wellesley, MA, 02481

$1,350,000

5 beds

2.5 baths

2,950 sqft

76 Washington St, Westwood, MA, 02090

$1,399,000

4 beds

2.5 baths

1,800 sqft

560 Worcester Street, Wellesley, MA, 02481

Price Reduced!

$1,477,000

4 beds

2.5 baths

3,526 sqft

29 Aaron River Rd, Cohasset, MA, 02025

$1,495,000

3 beds

3 beds

2.5 baths

2,212 sqft

20 Shaw Rd, Wellesley, MA, 02481

Listing courtesy of Aranson Maguire Group, Compass 617-206-3333

$1,500,000 ($613.00 per sqft)

Open House Schedule

44 Windemere Rd, Wellesley, MA, 02481

Community Info

School Info

Walk Score

Mass Transit

Yelp

Similar Properties

$1,350,000

24 College Rd, Wellesley, MA, 02482

$1,549,000

3 Berkeley Rd, Wellesley, MA, 02482

$1,595,000

30 S River St, Wellesley, MA, 02482

$1,575,000

22 Standish Rd, Wellesley, (Wellesley Hills), MA, 02481

$1,650,000

80 Washington St., Wellesley, MA, 02481

$1,395,000

30R Morses Pond Road, Wellesley, MA, 02428

$1,350,000

35 Cleveland Rd, Wellesley, MA, 02481

$1,640,000

48 Taylor, Needham, MA, 02494

$1,485,000

20 Hill Top Rd, Wellesley, MA, 02482

$1,490,000

32 Bobolink Rd, Wellesley, MA, 02481

$1,395,000

35 Marlyn Road, Medfield, MA, 02052

$1,595,000

225 Walnut St, Wellesley, MA, 02481

$1,350,000

76 Washington St, Westwood, MA, 02090

$1,399,000

560 Worcester Street, Wellesley, MA, 02481

$1,477,000

29 Aaron River Rd, Cohasset, MA, 02025

$1,495,000

58 Manor Ave, Wellesley, MA, 02482

New or Coming Soon Properties

$1,350,000

2 Sandpiper Hill, Sharon, MA, 02067

$1,525,000

28 Thompson Dr, Sudbury, MA, 01776

$1,350,000

89 Rolling Lane, Needham, MA, 02492

$1,390,000

92 Plain St, Medfield, MA, 02052

$1,200,000

18 Shears St, Wrentham, MA, 02093

$1,495,000

175 Maskwonicut Street, Sharon, MA, 02067

$1,550,000

18 Rosegate Rd, Needham, (Needham Heights), MA, 02494

$1,395,000

291 Russett Rd, Brookline, MA, 02467

$1,400,000

331 Mountain Street, Sharon, MA, 02067

$1,495,000

30 Leonard Ln, Norwell, MA, 02061

$1,625,000

109 Grove St, Lexington, MA, 02420

$1,200,000

11 Chick St, Quincy, MA, 02170

$1,395,000

24 Victory Avenue, Milton, (East Milton), MA, 02186

$1,499,999

255 Pond, Cohasset, MA, 02025

$1,399,000

10 Wilde Rd, Wellesley, MA, 02481

$1,625,000

20 Shaw Rd, Wellesley, MA, 02481

44 Windemere Rd, Wellesley, MA, 02481

Your Raveis Experience

Your best can only get better...