106 Homes for Sale in Wellesley
$13,495,000
8
Beds
8/6
Baths
15,422
Sqft
3 Ravine Road
Wellesley, MA 02481
Year Built:
1995
HOA:
None
$9,995,000
6
Beds
7/4
Baths
11,686
Sqft
9 & 3 Ravine Road
Wellesley, MA 02481
Year Built:
2016
HOA:
None
$8,495,000
8
Beds
6/3
Baths
9,662
Sqft
200 Pond Road
Wellesley, MA 02482
Year Built:
1990
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
$6,295,000
6
Beds
7/1
Baths
9,494
Sqft
33 Royalston Road
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$6,250,000
6
Beds
4/3
Baths
7,391
Sqft
1 Old Farm Rd
Wellesley, MA 02481
Year Built:
2000
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
$5,400,000
6
Beds
7/2
Baths
7,000
Sqft
56 Ledgeways
Wellesley, MA 02481
Year Built:
1983
HOA:
None
$5,250,000
6
Beds
6/1
Baths
7,029
Sqft
36 Oakridge Rd
Wellesley, MA 02481
Year Built:
2021
HOA:
None
$5,000,000
8
Beds
8/2
Baths
10,388
Sqft
1 Edmunds Road
Wellesley, MA 02481
Year Built:
1890
HOA:
None
$4,899,900
6
Beds
6/1
Baths
7,962
Sqft
18 Sprague
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$4,750,000
7
Beds
6/2
Baths
6,800
Sqft
30 Hobart Rd
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$4,190,000
6
Beds
5/2
Baths
7,000
Sqft
365 Worcester St
Wellesley, MA 02481
Year Built:
2025
HOA:
None
$3,895,000
5
Beds
5/1
Baths
5,833
Sqft
10 Bird Hill Ave
Wellesley, MA 02481
Year Built:
2025
HOA:
None
$3,575,900
2
Beds
2/1
Baths
2,045
Sqft
100 Linden Street #303
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$3,500,000
2
Beds
1/2
Bath
3,736
Sqft
70 Old Farm Rd
Wellesley, MA 02481
Year Built:
2004
HOA:
None
$3,495,000
6
Beds
4/2
Baths
6,364
Sqft
32 Twitchell St
Wellesley, MA 02482
Year Built:
2006
HOA:
None
$3,275,900
2
Beds
2/1
Baths
2,160
Sqft
100 Linden Street #101
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$3,195,000
5
Beds
5
Baths
5,500
Sqft
91 Seaver Street
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$3,095,000
5
Beds
4/1
Baths
4,942
Sqft
250 Weston Rd
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$2,999,999
4
Beds
4/1
Baths
3,693
Sqft
88 Crest Rd
Wellesley, MA 02482
Year Built:
1896
HOA:
None
$2,995,000
6
Beds
3/3
Baths
5,806
Sqft
42 Edmunds Road
Wellesley, MA 02481
Year Built:
1933
HOA:
None
$2,995,000
5
Beds
5/1
Baths
4,361
Sqft
50 Crestwood Dr
Wellesley, MA 02481
Year Built:
2018
HOA:
None
$2,995,000
5
Beds
5
Baths
5,310
Sqft
27 Boulevard Rd
Wellesley, MA 02481
Year Built:
1930
HOA:
None
$2,895,000
4
Beds
3/1
Baths
3,533
Sqft
46 Lincoln Road
Wellesley, MA 02481
Year Built:
1931
HOA:
None
$2,895,000
5
Beds
5
Baths
5,200
Sqft
93 Seaver Street
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$2,880,000
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
$2,595,000
4
Beds
2/1
Baths
3,690
Sqft
81 Hampshire Rd
Wellesley, MA 02481
Year Built:
1950
HOA:
None
$2,500,000
5
Beds
3/1
Baths
4,826
Sqft
4 Arden Road
Wellesley, MA 02482
Year Built:
1923
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
$2,450,000
4
Beds
3/1
Baths
4,695
Sqft
49 Longfellow Road
Wellesley, MA 02481
Year Built:
1988
HOA:
None
$2,450,000
5
Beds
4/1
Baths
4,580
Sqft
25 Shaw Rd
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$2,449,000
5
Beds
3/1
Baths
4,635
Sqft
108 Forest St
Wellesley, MA 02481
Year Built:
1923
HOA:
None
$2,395,000
4
Beds
3/1
Baths
3,406
Sqft
53 Audubon Rd
Wellesley, MA 02481
Year Built:
1938
HOA:
None
$2,300,000
4
Beds
4/1
Baths
3,272
Sqft
32 Kingsbury St #1
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$2,300,000
4
Beds
4/1
Baths
3,272
Sqft
32 Kingsbury St
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$2,275,000
5
Beds
3
Baths
3,217
Sqft
81 Garden Rd
Wellesley, MA 02481
Year Built:
1928
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 #Unit 103
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$2,249,000
5
Beds
2/2
Baths
3,317
Sqft
9 Oakland Street
Wellesley, MA 02481
Year Built:
1907
HOA:
None
$2,245,000
5
Beds
4/1
Baths
4,655
Sqft
7 Garden Rd
Wellesley, MA 02481
Year Built:
1985
HOA:
None
$2,125,000
4
Beds
4
Baths
3,991
Sqft
145 Great Plain Avenue
Wellesley, MA 02482
Year Built:
1997
HOA:
None
$2,095,000
4
Beds
2/1
Baths
3,346
Sqft
33 Upwey Road
Wellesley, MA 02481
Year Built:
1993
HOA:
None
$1,995,000
4
Beds
2/1
Baths
2,609
Sqft
26 Woodridge Rd
Wellesley, MA 02482
Year Built:
1937
HOA:
None
$1,995,000
4
Beds
4/1
Baths
4,300
Sqft
22 Willow Park
Wellesley, MA 02481
Year Built:
2016
HOA:
None
$1,950,000
5
Beds
3/1
Baths
3,784
Sqft
7 Cliff Road
Wellesley, MA 02481
Year Built:
1880
HOA:
None
$1,750,000
3
Beds
2/1
Baths
1,800
Sqft
58 Oak Street
Wellesley, MA 02482
Year Built:
1930
HOA:
None
$1,750,000
3
Beds
2/1
Baths
1,800
Sqft
58 Oak Street #58
Wellesley, MA 02482
Year Built:
1930
HOA:
None
$1,750,000
6
Beds
4/1
Baths
5,989
Sqft
367 Worcester St
Wellesley, MA 02481
Year Built:
1848
HOA:
None
$1,695,000
4
Beds
2/1
Baths
2,170
Sqft
117 Elmwood Rd
Wellesley, MA 02481
Year Built:
1955
HOA:
None
$1,678,950
2
Beds
2/1
Baths
1,462
Sqft
16 Stearns #306
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$1,678,950
2
Beds
2/1
Baths
1,599
Sqft
16 Stearns #103
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$1,599,000
3
Beds
2
Baths
1,826
Sqft
10 Paine St
Wellesley, MA 02482
Year Built:
1915
HOA:
None
$1,598,000
1
Bed
1/1
Bath
1,228
Sqft
100 Linden Street #202
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$1,595,000
4
Beds
2/1
Baths
2,659
Sqft
90 Edgemoor Ave
Wellesley, MA 02482
Year Built:
1970
HOA:
None
$1,499,000
5
Beds
3
Baths
2,601
Sqft
31 Bancroft
Wellesley, MA 02481
Year Built:
1927
HOA:
None
$1,495,000
3
Beds
2/1
Baths
2,264
Sqft
63 Russel Road
Wellesley, MA 02482
Year Built:
1969
HOA:
None
$1,295,000
3
Beds
2
Baths
2,304
Sqft
3 Rockland St
Wellesley, MA 02481
Year Built:
1887
HOA:
None
$1,295,000
3
Beds
2/1
Baths
1,774
Sqft
35 Windemere Rd
Wellesley, MA 02481
Year Built:
1955
HOA:
None
$1,258,888
3
Beds
2/1
Baths
2,388
Sqft
3 Sunnyside Ave
Wellesley, MA 02482
Year Built:
2017
HOA:
None
$1,250,000
3
Beds
2/1
Baths
1,675
Sqft
11 Sessions St
Wellesley, MA 02482
Year Built:
1914
HOA:
None
$1,249,000
1
Bed
1/1
Bath
1,065
Sqft
100 Linden Street #102
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$1,229,000
3
Beds
1/1
Bath
1,727
Sqft
241 Weston Rd
Wellesley, MA 02482
Year Built:
1927
HOA:
None
$1,195,000
3
Beds
2
Baths
1,599
Sqft
14 Intervale Road
Wellesley, MA 02481
Year Built:
1940
HOA:
None
$1,099,000
3
Beds
2/1
Baths
2,032
Sqft
16 Edgemoor Cir #16
Wellesley, MA 02482
Year Built:
2003
HOA:
None
$920,000
2
Beds
2
Baths
1,302
Sqft
12 Stonecleve Rd
Wellesley, MA 02482
Year Built:
1919
HOA:
None
$29,000/mo
6
Beds
5/1
Baths
5,091
Sqft
28 Longfellow Rd
Wellesley, MA 02481
Year Built:
1898
HOA:
None
$14,000/mo
5
Beds
4/1
Baths
4,169
Sqft
90 Overbrook Drive
Wellesley, MA 02482
Year Built:
2020
HOA:
None
$13,800/mo
5
Beds
4/1
Baths
4,831
Sqft
7 Marshall Rd
Wellesley, MA 02482
Year Built:
2017
HOA:
None
$13,000/mo
5
Beds
4/1
Baths
3,934
Sqft
25 Longmeadow Road
Wellesley, MA 02482
Year Built:
1899
HOA:
None
$12,500/mo
5
Beds
4/1
Baths
4,779
Sqft
11 Wachusett Rd #1
Wellesley, MA 02481
Year Built:
1940
HOA:
None
$12,000/mo
5
Beds
4/1
Baths
3,370
Sqft
70 Curve St
Wellesley, MA 02482
Year Built:
1907
HOA:
None
$12,000/mo
5
Beds
4/1
Baths
4,700
Sqft
65 Denton
Wellesley, MA 02482
Year Built:
2009
HOA:
None
$11,999/mo
4
Beds
4/1
Baths
4,100
Sqft
90 Cedar St
Wellesley, MA 02481
Year Built:
2013
HOA:
None
$10,000/mo
5
Beds
3/1
Baths
2,383
Sqft
35 Old Colony Rd
Wellesley, MA 02481
Year Built:
1936
HOA:
None
$9,500/mo
5
Beds
4/1
Baths
3,318
Sqft
28 Mansfield Rd
Wellesley, MA 02481
Year Built:
1950
HOA:
None
$8,700/mo
4
Beds
2/1
Baths
2,854
Sqft
94 Rice St
Wellesley, MA 02481
Year Built:
1988
HOA:
None
$8,195/mo
4
Beds
3/1
Baths
3,572
Sqft
73 Edgemoor Ave
Wellesley, MA 02482
Year Built:
2013
HOA:
None
$7,650/mo
6
Beds
3
Baths
3,400
Sqft
14 Lilac Circle
Wellesley, MA 02482
Year Built:
1965
HOA:
None
$7,000/mo
2
Beds
3/1
Baths
2,415
Sqft
26 Fieldstone Way #26
Wellesley, MA 02481
Year Built:
2022
HOA:
None
$6,500/mo
4
Beds
3/1
Baths
3,000
Sqft
76 Wellesley Ave #76
Wellesley, MA 02482
Year Built:
--
HOA:
None
$6,000/mo
4
Beds
2
Baths
2,033
Sqft
306 Grove St
Wellesley, MA 02482
Year Built:
1967
HOA:
None
$6,000/mo
3
Beds
2
Baths
1,790
Sqft
31b Oak St #SF
Wellesley, MA 02482
Year Built:
1952
HOA:
None
$5,700/mo
3
Beds
2/1
Baths
1,911
Sqft
59 Russell Road
Wellesley, MA 02482
Year Built:
1914
HOA:
None
$5,500/mo
4
Beds
1/1
Bath
2,000
Sqft
12 Leighton #1
Wellesley, MA 02482
Year Built:
--
HOA:
None
$5,400/mo
4
Beds
2
Baths
1,750
Sqft
440 Washington St #1
Wellesley, MA 02481
Year Built:
1890
HOA:
None
$5,250/mo
3
Beds
2
Baths
1,550
Sqft
17 Lawrence Rd
Wellesley, MA 02482
Year Built:
1935
HOA:
None
$5,000/mo
3
Beds
2
Baths
1,325
Sqft
105 Parker Rd
Wellesley, MA 02482
Year Built:
1952
HOA:
None
$4,950/mo
3
Beds
2
Baths
1,123
Sqft
680 Worcester Street #104
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$4,695/mo
3
Beds
1/1
Bath
1,625
Sqft
22 Cleveland Rd
Wellesley, MA 02481
Year Built:
1925
HOA:
None
$4,600/mo
4
Beds
3
Baths
1,700
Sqft
31 Rockland St #2nd floor
Wellesley, MA 02481
Year Built:
--
HOA:
None
$4,500/mo
3
Beds
2
Baths
1,750
Sqft
8 A Mellon Rd. #None
Wellesley, MA 02482
Year Built:
--
HOA:
None
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