Homes for Sale in Wellesley

Affluent suburb with strong schools, Wellesley College, and upscale residential streets.

Wellesley is an affluent residential suburb west of Boston, home to Wellesley College, with strong schools, upscale shopping, and a mix of single-family homes and limited condominiums. The housing market includes estate-scale properties and established residential streets. Buyers are drawn to the combination of school reputation, green space, and a settled community character.

Outdoor space and school proximity are significant premiums. Commuter rail provides transit access. Larger lots and newer construction appear in some areas, while many homes are classic residential stock. The town’s school system is a major factor for family buyers.

$1,285,000

Condo

2 bd · 2 ba · 1,564 sqft · Active

75 Grove Street #427, Wellesley

$3,600,000

Single Family

5 bd · 3.3 ba · 6,289 sqft · Active

23 Bellevue, Wellesley

$1,195,000

Single Family

3 bd · 3 ba · 1,848 sqft · Active

22 Cedar St, Wellesley

$3,995,000

Single Family

5 bd · 5.1 ba · 5,059 sqft · Active

39 Fairbanks Ave, Wellesley

$2,795,000

Single Family

4 bd · 3.1 ba · 3,725 sqft · Active

8 Tennyson Rd, Wellesley

$2,650,000

Condo

2 bd · 2.1 ba · 1,785 sqft · Active

148 Weston Road #206, Wellesley

$1,250,000

Condo

1 bd · 1 ba · 812 sqft · Active

100 Linden St #109, Wellesley

$3,400,000

Multi Family

10,318 sqft · Active

5-7 Abbott Street, Wellesley

$955,000

Condo

1 bd · 1.1 ba · 1,205 sqft · Active

63 Garden Rd #C-5, Wellesley

$1,549,000

Single Family

3 bd · 2.1 ba · 2,592 sqft · Active

11 Martin Rd, Wellesley

$5,695,000

Single Family

5 bd · 6.1 ba · 9,400 sqft · Active

196 Pond Road, Wellesley

$3,450,000

Single Family

5 bd · 5.1 ba · 5,800 sqft · Active

144 Washington Street, Wellesley

Price	Beds	Baths	Sq Ft	Address	Status
$1,285,000	2	2	1,564	75 Grove Street #427, Wellesley	Active
$3,600,000	5	3.3	6,289	23 Bellevue, Wellesley	Active
$1,195,000	3	3	1,848	22 Cedar St, Wellesley	Active
$3,995,000	5	5.1	5,059	39 Fairbanks Ave, Wellesley	Active
$2,795,000	4	3.1	3,725	8 Tennyson Rd, Wellesley	Active
$2,650,000	2	2.1	1,785	148 Weston Road #206, Wellesley	Active
$1,250,000	1	1	812	100 Linden St #109, Wellesley	Active
$3,400,000			10,318	5-7 Abbott Street, Wellesley	Active
$955,000	1	1.1	1,205	63 Garden Rd #C-5, Wellesley	Active
$1,549,000	3	2.1	2,592	11 Martin Rd, Wellesley	Active
$5,695,000	5	6.1	9,400	196 Pond Road, Wellesley	Active
$3,450,000	5	5.1	5,800	144 Washington Street, Wellesley	Active

Overview

Wellesley Profile	Snapshot
Primary Vibe	Affluent and established suburb with top schools, college presence, and leafy residential character. Popular with families seeking premium education and space.
Housing Prices	Prices are generally higher. Single-family homes with larger lots command premiums. Limited condominium inventory.
Commute to Boston	Commuter rail provides access. Driving is common. Parking and outdoor space are readily available.
Schools	Served by Wellesley Public Schools, which are highly regarded. Confirm assignments with the district.
Market	Strong demand supported by schools and location. Updated homes with outdoor space attract interest.
Housing Styles	Primarily single-family homes, including larger estates. Outdoor space is a consistent feature.

Neighborhoods

Neighborhood / Area	Vibe / Character	Primary Property Type / Approx. Price	Market Note
Near Town Center	Convenient & Upscale	Single-Family Homes Higher price points.	Shops and amenities. Strong school appeal.
Residential Estates	Established & Spacious	Larger Homes Premiums for lot size.	More outdoor space. Settled character.
Near Schools	Family-Oriented	Homes Prices depend on condition.	Education proximity. Review updates.