58 Homes for Sale in Wellesley
$14,800,000
8
Beds
8/6
Baths
15,422
Sqft
3 Ravine Road
Wellesley, MA 02481
Year Built:
1995
HOA:
None
$10,900,000
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
$6,650,000
6
Beds
8/2
Baths
8,211
Sqft
55 Old Farm Road
Wellesley, MA 02481
Year Built:
2013
HOA:
None
$6,500,000
6
Beds
5/2
Baths
7,400
Sqft
7 Mountview Rd
Wellesley, MA 02481
Year Built:
2025
HOA:
None
$6,295,000
6
Beds
7/1
Baths
9,494
Sqft
33 Royalston Road
Wellesley, MA 02481
Year Built:
2024
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
$5,795,000
6
Beds
5/2
Baths
7,817
Sqft
15 Sumner Road
Wellesley, MA 02481
Year Built:
1925
HOA:
None
$5,700,000
6
Beds
7/2
Baths
7,000
Sqft
56 Ledgeways
Wellesley, MA 02481
Year Built:
1983
HOA:
None
$5,500,000
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
$4,850,000
7
Beds
6/2
Baths
6,800
Sqft
30 Hobart Rd
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$3,900,000
2
Beds
1/2
Bath
3,736
Sqft
70 Old Farm Rd
Wellesley, MA 02481
Year Built:
2004
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
$3,595,000
6
Beds
6/1
Baths
8,228
Sqft
10 Great Plain Ave
Wellesley, MA 02482
Year Built:
2024
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
$3,295,000
5
Beds
4/1
Baths
5,210
Sqft
5 Cliff Road
Wellesley, MA 02481
Year Built:
1868
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
5,310
Sqft
27 Boulevard Rd
Wellesley, MA 02481
Year Built:
1930
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
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
Baths
5,200
Sqft
93 Seaver Street
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$2,995,000
5
Beds
4/1
Baths
5,000
Sqft
11 Crown Ridge Road
Wellesley, MA 02482
Year Built:
2017
HOA:
None
$2,895,000
4
Beds
3/1
Baths
3,533
Sqft
46 Lincoln Road
Wellesley, MA 02481
Year Built:
1931
HOA:
None
$2,880,000
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
$2,650,000
5
Beds
4/1
Baths
4,580
Sqft
25 Shaw Rd
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$2,595,000
4
Beds
4/1
Baths
6,373
Sqft
72 Great Plain Ave
Wellesley, MA 02482
Year Built:
2017
HOA:
None
$2,500,000
5
Beds
3/1
Baths
4,826
Sqft
4 Arden Road
Wellesley, MA 02482
Year Built:
1923
HOA:
None
$2,300,000
4
Beds
4/1
Baths
3,272
Sqft
32 Kingsbury St
Wellesley, MA 02481
Year Built:
2024
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
$2,295,000
5
Beds
4/1
Baths
4,655
Sqft
7 Garden Rd
Wellesley, MA 02481
Year Built:
1985
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
$2,199,000
4
Beds
3/1
Baths
3,503
Sqft
Lot 53 Prospect St
Wellesley, MA 02481
Year Built:
2025
HOA:
None
$2,195,000
4
Beds
2/1
Baths
3,346
Sqft
33 Upwey Road
Wellesley, MA 02481
Year Built:
1993
HOA:
None
$2,155,500
5
Beds
3/1
Baths
3,784
Sqft
7 Cliff Road
Wellesley, MA 02481
Year Built:
1880
HOA:
None
$2,049,000
4
Beds
3/1
Baths
3,820
Sqft
155 Cedar Street
Wellesley, MA 02481
Year Built:
2024
HOA:
None
$1,995,000
4
Beds
4/1
Baths
4,300
Sqft
22 Willow Park
Wellesley, MA 02481
Year Built:
2016
HOA:
None
$1,750,000
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
$1,750,000
5
Beds
2/1
Baths
2,028
Sqft
7 Madison Rd
Wellesley, MA 02481
Year Built:
1941
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
$1,598,000
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
2,744
Sqft
19 Orchard St
Wellesley, MA 02481
Year Built:
1947
HOA:
None
$1,395,000
3
Beds
2
Baths
2,304
Sqft
3 Rockland St
Wellesley, MA 02481
Year Built:
1887
HOA:
None
$1,299,999
3
Beds
2/1
Baths
2,388
Sqft
3 Sunnyside Ave
Wellesley, MA 02482
Year Built:
2017
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
$1,100,000
3
Beds
1/1
Bath
1,518
Sqft
13 Fells Rd
Wellesley, MA 02482
Year Built:
1908
HOA:
None
$1,099,000
3
Beds
2/1
Baths
2,044
Sqft
16 Edgemoor Cir #16
Wellesley, MA 02482
Year Built:
2003
HOA:
None
$1,099,000
3
Beds
2
Baths
1,521
Sqft
6 Oakland Cir
Wellesley, MA 02481
Year Built:
1890
HOA:
None
$979,000
2
Beds
2
Baths
1,302
Sqft
12 Stonecleve Rd
Wellesley, MA 02482
Year Built:
1919
HOA:
None
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