118 Homes for Sale in Wellesley
$8,495,000
8
Beds
6/3
Baths
9,662
Sqft
200 Pond Road
Wellesley, MA 02482
Year Built:
1990
HOA:
None
$7,995,000
6
Beds
5/2
Baths
8,093
Sqft
222 Grove St
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$7,850,000
9
Beds
7/3
Baths
15,481
Sqft
187 Grove Street
Wellesley, MA 02482
Year Built:
1908
HOA:
None
$7,495,000
6
Beds
7/3
Baths
10,090
Sqft
121 Livingston Road
Wellesley, MA 02482
Year Built:
2006
HOA:
None
$7,395,000
6
Beds
6/2
Baths
8,528
Sqft
65 Temple Rd
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$6,500,000
6
Beds
5/2
Baths
7,400
Sqft
7 Mountview Rd
Wellesley, MA 02481
Year Built:
2025
HOA:
None
$6,495,000
6
Beds
6/1
Baths
7,569
Sqft
9 Bellevue Road
Wellesley, MA 02481
Year Built:
2025
HOA:
None
$6,200,000
5
Beds
6/2
Baths
8,700
Sqft
55 Ridge Hill Farm Road
Wellesley, MA 02482
Year Built:
2011
HOA:
None
$6,150,000
6
Beds
6/3
Baths
9,036
Sqft
12 Winding River Circle
Wellesley, MA 02482
Year Built:
2004
HOA:
None
$5,995,000
6
Beds
5/3
Baths
9,848
Sqft
182 Winding River Road
Wellesley, MA 02482
Year Built:
2006
HOA:
None
$5,925,000
6
Beds
7/2
Baths
9,020
Sqft
236 Grove Street
Wellesley, MA 02482
Year Built:
2007
HOA:
None
$5,895,000
6
Beds
7/1
Baths
9,494
Sqft
33 Royalston Road
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$5,850,000
6
Beds
5/2
Baths
7,287
Sqft
99 Old Colony Rd
Wellesley, MA 02481
Year Built:
2015
HOA:
None
$5,549,000
9
Beds
6/2
Baths
11,988
Sqft
53 & 51 Abbott Road
Wellesley, MA 02481
Year Built:
1902
HOA:
None
$5,375,000
6
Beds
5/3
Baths
7,129
Sqft
157 Edmunds Rd
Wellesley, MA 02481
Year Built:
1940
HOA:
None
$5,350,000
7
Beds
5/2
Baths
7,262
Sqft
200 Cliff Rd
Wellesley, MA 02481
Year Built:
1938
HOA:
None
$5,250,000
6
Beds
6/1
Baths
7,029
Sqft
36 Oakridge Rd
Wellesley, MA 02481
Year Built:
2021
HOA:
None
$5,200,000
6
Beds
7/2
Baths
7,000
Sqft
56 Ledgeways
Wellesley, MA 02481
Year Built:
1983
HOA:
None
$4,850,000
8
Beds
8/2
Baths
10,388
Sqft
1 Edmunds Road
Wellesley, MA 02481
Year Built:
1890
HOA:
None
$4,695,000
6
Beds
6/1
Baths
7,962
Sqft
18 Sprague
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$4,695,000
7
Beds
6/2
Baths
6,800
Sqft
30 Hobart Rd
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$4,595,000
6
Beds
6/2
Baths
7,577
Sqft
15 Essex Rd
Wellesley, MA 02481
Year Built:
2010
HOA:
None
$4,295,000
6
Beds
7/1
Baths
7,240
Sqft
85 Monadnock Rd
Wellesley, MA 02481
Year Built:
1999
HOA:
None
$4,190,000
6
Beds
5/2
Baths
7,000
Sqft
365 Worcester St
Wellesley, MA 02481
Year Built:
2025
HOA:
None
$3,959,000
4
Beds
4/2
Baths
5,349
Sqft
11 Scotch Pine Cir
Wellesley, MA 02481
Year Built:
1972
HOA:
None
$3,895,000
5
Beds
5/1
Baths
5,833
Sqft
10 Bird Hill Ave
Wellesley, MA 02481
Year Built:
2025
HOA:
None
$3,728,900
2
Beds
3
Baths
2,260
Sqft
100 Linden Street #301
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$3,549,000
6
Beds
4/1
Baths
7,830
Sqft
51 Abbott Road
Wellesley, MA 02481
Year Built:
1902
HOA:
None
$3,495,000
6
Beds
4/2
Baths
6,364
Sqft
32 Twitchell St
Wellesley, MA 02482
Year Built:
2006
HOA:
None
$3,345,900
2
Beds
2/1
Baths
2,178
Sqft
100 Linden Street #106
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$3,295,000
5
Beds
4/1
Baths
4,612
Sqft
32 S. Woodside Ave
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$3,250,000
4
Beds
3/1
Baths
3,712
Sqft
25 Hundreds Cir
Wellesley, MA 02481
Year Built:
1930
HOA:
None
$3,249,000
5
Beds
5/1
Baths
4,886
Sqft
19 Northgate Road
Wellesley, MA 02481
Year Built:
2025
HOA:
None
$3,195,000
5
Beds
5
Baths
5,500
Sqft
91 Seaver Street
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$2,995,000
5
Beds
5
Baths
5,310
Sqft
27 Boulevard Rd
Wellesley, MA 02481
Year Built:
1930
HOA:
None
$2,995,000
6
Beds
3/3
Baths
5,806
Sqft
42 Edmunds Road
Wellesley, MA 02481
Year Built:
1933
HOA:
None
$2,950,000
4
Beds
4/1
Baths
3,693
Sqft
88 Crest Rd
Wellesley, MA 02482
Year Built:
1896
HOA:
None
$2,799,000
4
Beds
3/1
Baths
3,433
Sqft
15 Alden Rd
Wellesley, MA 02481
Year Built:
1938
HOA:
None
$2,795,000
5
Beds
5
Baths
5,200
Sqft
93 Seaver Street
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$2,750,000
5
Beds
4/1
Baths
5,261
Sqft
1 Clock Tower Dr.
Wellesley, MA 02481
Year Built:
1999
HOA:
None
$2,699,999
4
Beds
3/2
Baths
3,282
Sqft
10 Fife Road
Wellesley, MA 02481
Year Built:
2025
HOA:
None
$2,695,000
4
Beds
2/1
Baths
3,620
Sqft
194 Grove St
Wellesley, MA 02482
Year Built:
1994
HOA:
None
$2,599,000
4
Beds
4
Baths
4,304
Sqft
98 Great Plain Ave
Wellesley, MA 02482
Year Built:
1850
HOA:
None
$2,499,900
5
Beds
5/1
Baths
4,550
Sqft
7 Bemis Rd
Wellesley, MA 02481
Year Built:
2018
HOA:
None
$2,495,000
4
Beds
4/1
Baths
6,373
Sqft
72 Great Plain Ave
Wellesley, MA 02482
Year Built:
2017
HOA:
None
$2,495,000
4
Beds
3
Baths
4,133
Sqft
73 Greylock Rd
Wellesley, MA 02481
Year Built:
1966
HOA:
None
$2,495,000
4
Beds
4/2
Baths
4,442
Sqft
116 Glen Rd
Wellesley, MA 02481
Year Built:
1938
HOA:
None
$2,260,000
2
Beds
2/1
Baths
1,808
Sqft
16 Stearns Rd #308
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$2,249,900
2
Beds
2
Baths
1,420
Sqft
100 Linden Street #103
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$2,245,000
5
Beds
4/1
Baths
4,655
Sqft
7 Garden Rd
Wellesley, MA 02481
Year Built:
1985
HOA:
None
$2,235,000
4
Beds
3
Baths
3,054
Sqft
234 Lowell Rd
Wellesley, MA 02481
Year Built:
1956
HOA:
None
$2,195,000
4
Beds
4/1
Baths
3,272
Sqft
32 Kingsbury St #1
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$2,195,000
5
Beds
4/1
Baths
4,580
Sqft
25 Shaw Rd
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$2,150,000
4
Beds
2/1
Baths
2,533
Sqft
7 Crescent Street
Wellesley, MA 02481
Year Built:
1873
HOA:
None
$1,950,000
5
Beds
3/1
Baths
3,784
Sqft
7 Cliff Road
Wellesley, MA 02481
Year Built:
1880
HOA:
None
$1,925,000
3
Beds
2/2
Baths
3,092
Sqft
10 Fieldstone Way #11
Wellesley, MA 02482
Year Built:
2021
HOA:
None
$1,895,000
4
Beds
2/1
Baths
2,609
Sqft
26 Woodridge Rd
Wellesley, MA 02482
Year Built:
1937
HOA:
None
$1,895,000
4
Beds
3
Baths
2,405
Sqft
29 Brook Street
Wellesley, MA 02482
Year Built:
1965
HOA:
None
$1,835,000
4
Beds
2/1
Baths
2,856
Sqft
112 Woodside Ave
Wellesley, MA 02482
Year Built:
1995
HOA:
None
$1,750,000
6
Beds
4/1
Baths
5,989
Sqft
367 Worcester St
Wellesley, MA 02481
Year Built:
1848
HOA:
None
$1,699,000
5
Beds
4
Baths
3,272
Sqft
6 Willow Park
Wellesley, MA 02481
Year Built:
1951
HOA:
None
$1,678,950
2
Beds
2/1
Baths
1,462
Sqft
16 Stearns #306
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$1,650,000
3
Beds
2/1
Baths
1,800
Sqft
58 Oak Street
Wellesley, MA 02482
Year Built:
1930
HOA:
None
$1,650,000
3
Beds
2/1
Baths
1,800
Sqft
58 Oak Street #58
Wellesley, MA 02482
Year Built:
1930
HOA:
None
$1,598,000
1
Bed
1/1
Bath
1,228
Sqft
100 Linden Street #Unit 202
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$1,549,000
4
Beds
2/1
Baths
3,257
Sqft
500 Worcester St
Wellesley, MA 02481
Year Built:
1913
HOA:
None
$1,545,000
3
Beds
2/1
Baths
2,936
Sqft
106 Edgemoor Ave
Wellesley, MA 02482
Year Built:
2016
HOA:
None
$1,425,000
3
Beds
3
Baths
2,081
Sqft
109 Elmwood Rd
Wellesley, MA 02481
Year Built:
1968
HOA:
None
$1,375,000
3
Beds
1/1
Bath
1,199
Sqft
39 Park Avenue
Wellesley, MA 02481
Year Built:
1877
HOA:
None
$1,295,000
4
Beds
2/1
Baths
2,165
Sqft
6 Willow Street
Wellesley, MA 02481
Year Built:
1920
HOA:
None
$1,295,000
3
Beds
2
Baths
2,304
Sqft
3 Rockland St
Wellesley, MA 02481
Year Built:
1887
HOA:
None
$1,275,000
3
Beds
2
Baths
1,650
Sqft
1 Bow Street
Wellesley, MA 02481
Year Built:
1958
HOA:
None
$1,249,000
1
Bed
1/1
Bath
1,065
Sqft
100 Linden Street #Unit 102
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$1,225,000
3
Beds
2
Baths
2,896
Sqft
23 Wareland Rd
Wellesley, MA 02481
Year Built:
1959
HOA:
None
$1,199,000
3
Beds
2/1
Baths
2,388
Sqft
3 Sunnyside Ave
Wellesley, MA 02482
Year Built:
2017
HOA:
None
$1,195,000
4
Beds
3
Baths
2,233
Sqft
68 Linden Street #68
Wellesley, MA 02482
Year Built:
1900
HOA:
None
$1,165,000
3
Beds
2/1
Baths
1,632
Sqft
60 Linden St #60
Wellesley, MA 02482
Year Built:
1984
HOA:
None
$988,000
2
Beds
2
Baths
1,057
Sqft
16 Stearns #202
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$895,000
2
Beds
2
Baths
1,302
Sqft
12 Stonecleve Rd
Wellesley, MA 02482
Year Built:
1919
HOA:
None
$14,500/mo
6
Beds
7/1
Baths
8,388
Sqft
1 Edmunds Road
Wellesley, MA 02481
Year Built:
1890
HOA:
None
$14,000/mo
5
Beds
4/1
Baths
4,169
Sqft
90 Overbrook Drive
Wellesley, MA 02482
Year Built:
2020
HOA:
None
$13,000/mo
5
Beds
3/1
Baths
5,000
Sqft
28 Burke Ln
Wellesley, MA 02481
Year Built:
2008
HOA:
None
$12,000/mo
5
Beds
4/1
Baths
4,270
Sqft
67 Overbrook Dr
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$12,000/mo
5
Beds
4/1
Baths
4,700
Sqft
65 Denton
Wellesley, MA 02482
Year Built:
2009
HOA:
None
$12,000/mo
5
Beds
4/1
Baths
3,370
Sqft
70 Curve St
Wellesley, MA 02482
Year Built:
1907
HOA:
None
$10,699/mo
4
Beds
4/1
Baths
4,100
Sqft
90 Cedar St
Wellesley, MA 02481
Year Built:
2013
HOA:
None
$9,800/mo
5
Beds
3/1
Baths
4,440
Sqft
67 Oak St #67
Wellesley, MA 02482
Year Built:
2013
HOA:
None
$9,000/mo
4
Beds
2/1
Baths
2,854
Sqft
94 Rice St
Wellesley, MA 02481
Year Built:
1988
HOA:
None
$8,800/mo
4
Beds
3/1
Baths
3,878
Sqft
15 Edgemoor Circle
Wellesley, MA 02482
Year Built:
2007
HOA:
None
$8,500/mo
5
Beds
4/1
Baths
3,318
Sqft
28 Mansfield Rd
Wellesley, MA 02481
Year Built:
1950
HOA:
None
$8,100/mo
3
Beds
2/1
Baths
2,836
Sqft
36 Leighton Road
Wellesley, MA 02482
Year Built:
1922
HOA:
None
$7,900/mo
5
Beds
2/1
Baths
3,607
Sqft
29 Burke Ln
Wellesley, MA 02481
Year Built:
1940
HOA:
None
$7,650/mo
6
Beds
3
Baths
3,400
Sqft
14 Lilac Circle
Wellesley, MA 02482
Year Built:
1965
HOA:
None
$7,600/mo
3
Beds
2/1
Baths
2,000
Sqft
41 Howe
Wellesley, MA 02481
Year Built:
--
HOA:
None
$7,500/mo
5
Beds
3/1
Baths
2,383
Sqft
35 Old Colony Rd
Wellesley, MA 02481
Year Built:
1936
HOA:
None
$6,800/mo
5
Beds
2/1
Baths
2,947
Sqft
84 Cleveland Rd
Wellesley, MA 02482
Year Built:
1967
HOA:
None
$6,500/mo
4
Beds
2/1
Baths
2,764
Sqft
12 Eaton Ct
Wellesley, MA 02481
Year Built:
1900
HOA:
None
$6,500/mo
4
Beds
3/1
Baths
3,128
Sqft
16 Pinevale Avenue
Wellesley, MA 02482
Year Built:
1930
HOA:
None
$6,500/mo
4
Beds
2/1
Baths
2,061
Sqft
33 Jackson Rd
Wellesley, MA 02481
Year Built:
1950
HOA:
None
$6,400/mo
4
Beds
2
Baths
1,905
Sqft
440 Washington St #2
Wellesley, MA 02481
Year Built:
1890
HOA:
None
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