$1,500,000
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44 Windemere RD, Wellesley, MA 02481

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3 Beds
3 Baths
2,447 Sq Ft
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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.

Listing By: mamlspin Realty.com
  • MLS# 73547678
  • Date Listed07/09/2026
  • Days on Realty 2 Days
  • Bedrooms 3
  • Bathrooms 3 Full baths
  • Lot Size 0.49 acres (21,220 sq. ft)
  • Sewer Public Sewer
  • Property Type Single Family
  • County Norfolk
  • Year Built 1958
  • Water Public
  • Square Feet 2,447 sq. ft
  • Price Per Sq. Ft $613

Interior Features

  • Appliances Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer, Range Hood
  • Flooring Tile, Hardwood
  • Cooling Central Air
  • Heating Natural Gas, Central, Forced Air

Exterior / Lot Features

  • Exterior Storage, Storage
  • Roof -
  • Lot Size Acres 0.49
  • Lot Size SQFT 21,220.00
  • Lot Features Cul- De- Sac, Wooded, Landscaped

Directions

Linden St to Windemere Rd

Financial Considerations

  • Tax Amount $13,444
  • Terms Cash, Conventional, FHA, VA Loan

Schools near 02481

Explore the local neighborhood highlights and top-rated schools near 02481 in Wellesley, MA.

Nearby Schools

Source: School Digger

Preschool At Wellesley Schools

Public • PK - PK • Serves this home

2.79 mi

Distance

Newman Elementary School

Public • PK - 5

3.9 mi

Distance

Country Elementary School

Public • PK - 3

5.27 mi

Distance

Woodland Elementary School

Public • PK - 3

5.35 mi

Distance

William F. Stanley Elementary School

Public • PK - 5

6.86 mi

Distance

The Childrens Way

Public • PK - PK

7.53 mi

Distance

Newton Early Childhood Center

Public • PK - PK

7.79 mi

Distance

Pine Hill Elementary School

Public • PK - 5

8.39 mi

Distance

Early Childhood Center

Public • PK - KG

8.67 mi

Distance

Wellesley Middle School

Public • 6 - 8 • Serves this home

0.76 mi

Distance

Weston Middle School

Public • 6 - 8

3.67 mi

Distance

Pollard Middle School

Public • 7 - 8

5.07 mi

Distance

High Rock School

Public • 6 - 6

5.14 mi

Distance

Field Elementary School

Public • 4 - 5

5.35 mi

Distance

Wilson Middle School

Public • 5 - 8

5.42 mi

Distance

Wayland Middle School

Public • 6 - 8

5.83 mi

Distance

Oak Hill Middle School

Public • 6 - 8

7.23 mi

Distance

Charles E Brown Middle School

Public • 6 - 8

7.23 mi

Distance

F A Day Middle School

Public • 6 - 8

7.79 mi

Distance

Wellesley Senior High School

Public • 9 - 12 • Serves this home

0.92 mi

Distance

Weston High School

Public • 9 - 12

3.67 mi

Distance

Needham High School

Public • 9 - 12

4.6 mi

Distance

Natick High School

Public • 9 - 12

6.03 mi

Distance

Wayland High School

Public • 9 - 12

6.93 mi

Distance

Newton North High School

Public • 9 - 12

7.15 mi

Distance

Newton South High School

Public • 9 - 12

7.23 mi

Distance

Dana Hall School

Private • 05 - 12

1.75 mi

Distance

North American Hockey Academy

Private • 08 - 12

2.52 mi

Distance

Charles River Center

Private • UG - UG

2.68 mi

Distance

The Rivers School

Private • 06 - 12

2.72 mi

Distance

Brandon School & Residental Treatment

Private • 02 - 12

4.09 mi

Distance

Walnut Hill School For The Arts

Private • 09 - 12

4.95 mi

Distance

Riverside Life Skills School

Private • 08 - 11

5.06 mi

Distance

Learning Prep School

Private • UG - UG

6.03 mi

Distance

The Gifford School

Private • 03 - 12

6.3 mi

Distance

Saint Sebastian School

Private • 07 - 12

6.86 mi

Distance

Sales & Tax History

Source: Public Records

Local Neighborhood Highlights for 02481

Discover key demographics, population statistics, and environmental insights for the Wellesley, MA area.

Population & Environment

Source: Sperling's Best Places

Walkability in MA / 02481

Source: Walk Score

23/100

Car-Dependent

Walk Score ®

0/100

Minimal Transit

Transit Score ®

24/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 23/100, Transit Score: 6/100, Bike Score: 28/100.

Points of Interest near 44 Windemere Rd, Wellesley, MA 02481

Frequently Asked Questions for 44 Windemere Rd

Source: Realty.com

44 Windemere Rd, Wellesley, MA 02481 in Wellesley, MA 02481 is a single family listed at $1,500,000. Highlights include 3 bedrooms, 3 bathrooms, 2,447 sq. ft., built in 1958, 0.49 acre lot, $613 per sq. ft.. Realty.com has 39 photos, sales history, school insights, and mortgage tools for this listing.

Realty.com has 39 photos of 44 Windemere Rd.

Our records indicate that 44 Windemere Rd was built in 1958.

The full address for this home is 44 Windemere Rd, Wellesley, MA 02481.

44 Windemere Rd has been listed on Realty.com since Thu July 09, 2026

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 23/100, Transit Score: 6/100, Bike Score: 28/100.

There are 3 schools assigned to this home. Check out the schools near 44 Windemere Rd. Preschool At Wellesley Schools (Grades: PK - PK), Wellesley Middle School (Grades: 6 - 8), Wellesley Senior High School (Grades: 9 - 12)

Listing provided courtesy of: Compass (tel: 6172063333)
Listing agent: Aranson Maguire Group (#TM343886)

This content last refreshed on 2026-07-11 06:57:16. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.