View 12 Winding River Cir Wellesley, MA MLS# 73485582
$4,999,000
6

Beds

6.2

Baths

9,036

Sq.Ft.

12 Winding River Cir

Wellesley, MA

Listed By: Betsy Kessler Courtesy of RUTLEDGE PROPERTIES
View 179 Oakland St Wellesley, MA MLS# 73524600
  • Recently Listed with Virtual Tour
1 of 42
$4,870,000
6

Beds

6.2

Baths

7,197

Sq.Ft.

179 Oakland St

Wellesley, MA

Listed By: Lin Shi Courtesy of PHOENIX REAL ESTATE
View 206 Bristol Road Wellesley, MA MLS# 73497668
$4,850,000
6

Beds

6.1

Baths

7,157

Sq.Ft.

206 Bristol Road

Wellesley, MA

Listed By: Melissa Dailey Courtesy of COLDWELL BANKER REALTY - WELLESLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 22 Plymouth Road Wellesley, MA MLS# 73505915
$4,350,000
6

Beds

5.2

Baths

8,038

Sq.Ft.

22 Plymouth Road

Wellesley, MA

Listed By: Melissa Dailey Courtesy of COLDWELL BANKER REALTY - WELLESLEY
View 17 Midland Road Wellesley, MA MLS# 73510191
$4,295,000
5

Beds

5.1

Baths

5,210

Sq.Ft.

17 Midland Road

Wellesley, MA

Listed By: Melissa Dailey Courtesy of COLDWELL BANKER REALTY - WELLESLEY
View 39 Fairbanks Ave Wellesley, MA MLS# 73533897
  • Recently Listed
1 of 42
$4,150,000
5

Beds

5.1

Baths

5,059

Sq.Ft.

39 Fairbanks Ave

Wellesley, MA

Listed By: Donahue Maley and Burns Team Courtesy of COMPASS
View 201 Lowell Road Wellesley, MA MLS# 73401549
$3,995,000
6

Beds

5.1

Baths

7,047

Sq.Ft.

201 Lowell Road

Wellesley, MA

Listed By: Melissa Dailey Courtesy of COLDWELL BANKER REALTY - WELLESLEY
View 151 Oakland Street Wellesley, MA MLS# 73469127
  • Virtual Tour
1 of 42
$3,995,000
6

Beds

5.0

Baths

6,990

Sq.Ft.

151 Oakland Street

Wellesley, MA

Listed By: Beth Dickerson Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 11 Skyline Drive Wellesley, MA MLS# 73514279
  • Virtual Tour
1 of 26
$3,995,000
5

Beds

6.1

Baths

6,511

Sq.Ft.

11 Skyline Drive

Wellesley, MA

Listed By: Christine Norcross & Partners Courtesy of WILLIAM RAVEIS R.E. & HOME SERVICES
View 5-7 Abbott Street Wellesley, MA MLS# 73445436
$3,900,000
10

Beds

7.2

Baths

10,318

Sq.Ft.

5-7 Abbott Street

Wellesley, MA

Listed By: Linda Glennon Courtesy of CONWAY - HANOVER
View 144 Washington Street Wellesley, MA MLS# 73499362
$3,500,000
5

Beds

5.1

Baths

5,800

Sq.Ft.

144 Washington Street

Wellesley, MA

Listed By: Patricia Bradley Courtesy of RUTLEDGE PROPERTIES
View 7 Massasoit Road Wellesley, MA MLS# 73518756
  • Virtual Tour
1 of 42
$3,495,000
5

Beds

4.1

Baths

4,936

Sq.Ft.

7 Massasoit Road

Wellesley, MA

Listed By: Donna Scott Group Courtesy of COLDWELL BANKER REALTY - WELLESLEY
View 41 Longmeadow Road Wellesley, MA MLS# 73524810
  • Recently Listed
1 of 41
$3,395,000
5

Beds

3.1

Baths

4,585

Sq.Ft.

41 Longmeadow Road

Wellesley, MA

Listed By: The Lara & Chelsea Collaborative Courtesy of COLDWELL BANKER REALTY - WELLESLEY
View 38 Parker Rd Wellesley, MA MLS# 73472096
$3,295,000
5

Beds

4.1

Baths

4,416

Sq.Ft.

38 Parker Rd

Wellesley, MA

Listed By: William Natoli Courtesy of COMPASS
View 1 Kenilworth Circle Wellesley, MA MLS# 73533883
  • Recently Listed
1 of 35
$3,295,000
6

Beds

4.1

Baths

6,034

Sq.Ft.

1 Kenilworth Circle

Wellesley, MA

Listed By: The Lara & Chelsea Collaborative Courtesy of COLDWELL BANKER REALTY - WELLESLEY
View 8 Oakdale Ave Wellesley, MA MLS# 73466702
$3,285,000
5

Beds

4.2

Baths

5,073

Sq.Ft.

8 Oakdale Ave

Wellesley, MA

Listed By: Donahue Maley and Burns Team Courtesy of COMPASS
View 35 Marshall Rd Wellesley, MA MLS# 73513990
  • Virtual Tour
1 of 42
$3,250,000
4

Beds

4.1

Baths

5,200

Sq.Ft.

35 Marshall Rd

Wellesley, MA

Listed By: Cook Real Estate Partners Courtesy of KELLER WILLIAMS ELITE
View 31 Alba Rd Wellesley, MA MLS# 73530659
  • Recently Listed
1 of 32
$3,195,000
5

Beds

4.2

Baths

5,735

Sq.Ft.

31 Alba Rd

Wellesley, MA

Listed By: Zhichao Chen Courtesy of SPACE REALTY
View 25 Longmeadow Road Wellesley, MA MLS# 73488418
$3,075,000
5

Beds

4.1

Baths

4,582

Sq.Ft.

25 Longmeadow Road

Wellesley, MA

Listed By: Debi Benoit Courtesy of WILLIAM RAVEIS R.E. & HOME SERVICES
View 33 Hickory Rd Wellesley, MA MLS# 73529342
  • Recently Listed
1 of 42
$2,995,000
4

Beds

4.1

Baths

4,056

Sq.Ft.

33 Hickory Rd

Wellesley, MA

Listed By: The Lara & Chelsea Collaborative Courtesy of COLDWELL BANKER REALTY - WELLESLEY

About Wellesley

Listings in Wellesley, MA

78

Estimated median home price

$2,521,500
Wellesley MA Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Wellesley, Massachusetts real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Wellesley, MA.

Homes for Sale by Price in Wellesley, MA

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 0
$400K - 500K 1
$500K - 600K 0
$600K - 700K 0
$700K - 800K 1
$800K - 900K 0
$900K - 1M 2
$1M - Max 74

Homes for Sale by Type in Wellesley, MA

Property Type Count
Single Family 61
Townhouse 0
Condo 12
Commercial 1
Rental 39
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 6/10/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 6/11/2026.

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