72 Homes for Sale in Wellesley
$10,995,000
5
Beds
5/1
Baths
7,200
Sqft
45 White Oak Rd
Wellesley, MA 02481
Year Built:
2025
HOA:
None
$6,350,000
6
Beds
6/1
Baths
7,569
Sqft
9 Bellevue Road
Wellesley, MA 02481
Year Built:
2023
HOA:
None
$6,250,000
8
Beds
6/3
Baths
9,662
Sqft
200 Pond Road
Wellesley, MA 02482
Year Built:
1990
HOA:
None
$5,950,000
7
Beds
7/2
Baths
7,600
Sqft
45 Longmeadow Rd
Wellesley, MA 02482
Year Built:
2018
HOA:
None
$5,695,000
5
Beds
6/1
Baths
9,400
Sqft
196 Pond Road
Wellesley, MA 02482
Year Built:
2021
HOA:
None
$5,497,000
5
Beds
5/2
Baths
6,377
Sqft
48 Marshall Rd
Wellesley, MA 02482
Year Built:
2017
HOA:
None
$5,495,000
6
Beds
5/3
Baths
9,848
Sqft
182 Winding River Road
Wellesley, MA 02482
Year Built:
2006
HOA:
None
$5,450,000
5
Beds
6/2
Baths
7,632
Sqft
44 Whiting Road
Wellesley, MA 02481
Year Built:
2009
HOA:
None
$5,100,000
7
Beds
5/2
Baths
7,262
Sqft
200 Cliff Rd
Wellesley, MA 02481
Year Built:
1938
HOA:
None
$4,999,000
6
Beds
6/2
Baths
9,036
Sqft
12 Winding River Cir
Wellesley, MA 02482
Year Built:
2004
HOA:
None
$4,999,000
6
Beds
6/2
Baths
8,729
Sqft
12 Winding River Cir
Wellesley, MA 02482
Year Built:
2004
HOA:
None
$4,995,000
6
Beds
5/3
Baths
7,254
Sqft
1 Stonefield Lane
Wellesley, MA 02482
Year Built:
2004
HOA:
None
$4,995,000
6
Beds
4/2
Baths
7,738
Sqft
43 Monadnock Road
Wellesley, MA 02481
Year Built:
1937
HOA:
None
$4,870,000
6
Beds
6/2
Baths
7,197
Sqft
179 Oakland St
Wellesley, MA 02481
Year Built:
2010
HOA:
None
$4,695,000
6
Beds
4/1
Baths
7,013
Sqft
32 Arlington Road
Wellesley, MA 02481
Year Built:
1913
HOA:
None
$4,350,000
6
Beds
5/2
Baths
8,038
Sqft
22 Plymouth Road
Wellesley, MA 02481
Year Built:
2005
HOA:
None
$4,295,000
5
Beds
5/1
Baths
5,210
Sqft
17 Midland Road
Wellesley, MA 02482
Year Built:
1924
HOA:
None
$3,800,000
5
Beds
3/3
Baths
6,289
Sqft
23 Bellevue Rd
Wellesley, MA 02481
Year Built:
1980
HOA:
None
$3,695,000
6
Beds
5
Baths
1
Sqft
151 Oakland Street
Wellesley, MA 02481
Year Built:
1748
HOA:
None
$3,600,000
5
Beds
6/1
Baths
6,511
Sqft
11 Skyline Drive
Wellesley, MA 02482
Year Built:
2026
HOA:
None
$3,500,000
5
Beds
5/1
Baths
5,800
Sqft
144 Washington Street
Wellesley, MA 02481
Year Built:
2026
HOA:
None
$3,299,000
6
Beds
4/1
Baths
4,424
Sqft
209 Bristol Rd
Wellesley, MA 02481
Year Built:
1962
HOA:
None
$3,295,000
6
Beds
4/1
Baths
6,034
Sqft
1 Kenilworth Circle
Wellesley, MA 02482
Year Built:
1931
HOA:
None
$3,195,000
5
Beds
4/1
Baths
4,936
Sqft
7 Massasoit Road
Wellesley, MA 02481
Year Built:
2022
HOA:
None
$3,195,000
5
Beds
4/2
Baths
5,735
Sqft
31 Alba Rd
Wellesley, MA 02481
Year Built:
1950
HOA:
None
$3,090,000
4
Beds
4/1
Baths
5,200
Sqft
35 Marshall Rd
Wellesley, MA 02482
Year Built:
2016
HOA:
None
$3,050,000
5
Beds
5
Baths
6,006
Sqft
23 Wareland Rd
Wellesley, MA 02481
Year Built:
2026
HOA:
None
$2,899,000
6
Beds
3/3
Baths
5,806
Sqft
42 Edmunds Road
Wellesley, MA 02481
Year Built:
1933
HOA:
None
$2,895,000
6
Beds
4/1
Baths
3,900
Sqft
21 Wellesley Ave
Wellesley, MA 02482
Year Built:
2026
HOA:
None
$2,865,000
5
Beds
5/1
Baths
5,172
Sqft
265 Weston Rd
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$2,825,000
5
Beds
5/1
Baths
5,172
Sqft
265 Weston Rd
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$2,775,000
5
Beds
4
Baths
4,110
Sqft
100 Albion Rd
Wellesley, MA 02481
Year Built:
1978
HOA:
None
$2,449,000
4
Beds
3/1
Baths
4,201
Sqft
283 Walnut Street
Wellesley, MA 02481
Year Built:
1874
HOA:
None
$2,295,000
4
Beds
3/1
Baths
3,776
Sqft
38 Upwey Rd
Wellesley, MA 02481
Year Built:
1993
HOA:
None
$2,280,000
5
Beds
4/1
Baths
3,600
Sqft
37 Oakland St
Wellesley, MA 02481
Year Built:
2026
HOA:
None
$2,250,000
8
Beds
4/2
Baths
5,559
Sqft
9-11 Hampden Street
Wellesley, MA 02482
Year Built:
1920
HOA:
None
$2,200,000
3
Beds
1/1
Bath
1,595
Sqft
53 Elmwood Rd
Wellesley, MA 02481
Year Built:
1900
HOA:
None
$2,150,000
5
Beds
3/1
Baths
3,704
Sqft
77 Cedar Street
Wellesley, MA 02481
Year Built:
2011
HOA:
None
$2,095,000
4
Beds
2/1
Baths
3,330
Sqft
42 Sheridan Rd
Wellesley, MA 02481
Year Built:
1942
HOA:
None
$1,950,000
3
Beds
1/1
Bath
1,595
Sqft
53 Elmwood Rd
Wellesley, MA 02481
Year Built:
1900
HOA:
None
$1,925,000
4
Beds
2/1
Baths
2,896
Sqft
40 Kimlo Rd
Wellesley, MA 02481
Year Built:
1878
HOA:
None
$1,799,000
4
Beds
2/1
Baths
2,791
Sqft
98 Brook Street
Wellesley, MA 02482
Year Built:
1922
HOA:
None
$1,795,000
4
Beds
3/1
Baths
3,200
Sqft
126 Walnut St #126
Wellesley, MA 02481
Year Built:
2014
HOA:
None
$1,795,000
4
Beds
3/1
Baths
3,200
Sqft
126 Walnut St #126
Wellesley, MA 02481
Year Built:
2014
HOA:
None
$1,747,200
2
Beds
2/1
Baths
1,792
Sqft
16 Stearns Rd #208
Wellesley, MA 02482
Year Built:
2026
HOA:
None
$1,699,000
5
Beds
4
Baths
2,267
Sqft
29 Cottage St
Wellesley, MA 02482
Year Built:
1869
HOA:
None
$1,675,000
4
Beds
4
Baths
2,086
Sqft
29 Cottage Street
Wellesley, MA 02482
Year Built:
1869
HOA:
None
$1,625,000
3
Beds
2/1
Baths
2,212
Sqft
20 Shaw Rd
Wellesley, MA 02481
Year Built:
1936
HOA:
None
$1,599,000
2
Beds
2
Baths
1,591
Sqft
16 Stearns Rd #304
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$1,599,000
4
Beds
2/1
Baths
2,200
Sqft
127 Prospect St
Wellesley, MA 02481
Year Built:
1935
HOA:
None
$1,575,000
3
Beds
2/1
Baths
3,012
Sqft
30 S River St
Wellesley, MA 02482
Year Built:
1862
HOA:
None
$1,575,000
3
Beds
2
Baths
2,148
Sqft
43 Atwood St
Wellesley, MA 02482
Year Built:
1925
HOA:
None
$1,500,000
3
Beds
3
Baths
2,447
Sqft
44 Windemere Rd
Wellesley, MA 02481
Year Built:
1958
HOA:
None
$1,498,000
2
Beds
2/1
Baths
1,604
Sqft
16 Stearns Rd #203
Wellesley, MA 02482
Year Built:
2026
HOA:
None
$1,490,000
4
Beds
3
Baths
2,218
Sqft
32 Bobolink Rd
Wellesley, MA 02481
Year Built:
1955
HOA:
None
$1,399,000
4
Beds
2/1
Baths
1,800
Sqft
560 Worcester Street
Wellesley, MA 02481
Year Built:
1938
HOA:
None
$1,399,000
3
Beds
1/1
Bath
1,320
Sqft
10 Wilde Rd
Wellesley, MA 02481
Year Built:
1937
HOA:
None
$1,398,000
3
Beds
2
Baths
1,457
Sqft
16 Stearns Rd #207
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$1,395,000
4
Beds
2/1
Baths
1,800
Sqft
560 Worcester St
Wellesley, MA 02481
Year Built:
1938
HOA:
None
$1,349,000
3
Beds
2/1
Baths
2,140
Sqft
63 Russell Rd
Wellesley, MA 02482
Year Built:
1969
HOA:
None
$1,348,000
3
Beds
1/1
Bath
2,384
Sqft
41-a Hunnewell Street
Wellesley, MA 02481
Year Built:
1965
HOA:
None
$1,300,000
3
Beds
2
Baths
1,640
Sqft
30r Morses Pond Road
Wellesley, MA 02428
Year Built:
1930
HOA:
None
$1,295,000
2
Beds
2/1
Baths
1,648
Sqft
5 Oakdale Avenue
Wellesley, MA 02482
Year Built:
2011
HOA:
None
$1,275,000
3
Beds
3
Baths
1,848
Sqft
22 Cedar St
Wellesley, MA 02482
Year Built:
1920
HOA:
None
$1,198,000
3
Beds
1/1
Bath
1,813
Sqft
296 Linden St
Wellesley, MA 02481
Year Built:
1910
HOA:
None
$1,195,000
2
Beds
2/1
Baths
1,909
Sqft
286 Linden Street #286
Wellesley, MA 02482
Year Built:
1986
HOA:
None
$1,125,000
4
Beds
1/1
Bath
1,400
Sqft
2 Marigold Ave
Wellesley, MA 02482
Year Built:
1983
HOA:
None
$1,100,000
3
Beds
2/1
Baths
2,165
Sqft
6 Willow Street
Wellesley, MA 02481
Year Built:
1920
HOA:
None
$1,019,999
2
Beds
2
Baths
1,739
Sqft
26 Pleasant St #B
Wellesley, MA 02482
Year Built:
1988
HOA:
None
$995,000
1
Bed
1/1
Bath
1,205
Sqft
63 Garden Rd #C5
Wellesley, MA 02481
Year Built:
1986
HOA:
None
$795,000
1
Bed
1
Bath
1,230
Sqft
202 WAshington Street #A
Wellesley, MA 02481
Year Built:
2023
HOA:
None
$675,000
2
Beds
2
Baths
1,136
Sqft
12 Russell Rd #103
Wellesley, MA 02482
Year Built:
2007
HOA:
None
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