82 Homes for Sale in Wellesley
$8,995,000
5
Beds
5/1
Baths
7,200
Sqft
45 White Oak Rd
Wellesley, MA 02481
Year Built:
2025
HOA:
None
$6,250,000
8
Beds
6/3
Baths
9,662
Sqft
200 Pond Road
Wellesley, MA 02482
Year Built:
1990
HOA:
None
$5,695,000
5
Beds
6/1
Baths
9,400
Sqft
196 Pond Road
Wellesley, MA 02482
Year Built:
2021
HOA:
None
$5,500,000
7
Beds
7/2
Baths
7,600
Sqft
45 Longmeadow Rd
Wellesley, MA 02482
Year Built:
2018
HOA:
None
$5,497,000
5
Beds
5/2
Baths
6,377
Sqft
48 Marshall Rd
Wellesley, MA 02482
Year Built:
2017
HOA:
None
$5,350,000
5
Beds
5/3
Baths
8,700
Sqft
55 Ridge Hill Farm Rd
Wellesley, MA 02482
Year Built:
2011
HOA:
None
$4,995,000
6
Beds
4/2
Baths
7,738
Sqft
43 Monadnock Road
Wellesley, MA 02481
Year Built:
1937
HOA:
None
$4,980,000
5
Beds
4/1
Baths
5,296
Sqft
97 Arnold Road
Wellesley, MA 02481
Year Built:
1936
HOA:
None
$4,750,000
6
Beds
6/1
Baths
6,133
Sqft
71 Fairbanks Ave
Wellesley, MA 02481
Year Built:
2025
HOA:
None
$4,395,000
4
Beds
5/1
Baths
7,741
Sqft
150 Pond Road
Wellesley, MA 02482
Year Built:
1991
HOA:
None
$4,395,000
5
Beds
4/2
Baths
5,717
Sqft
19 Salem Rd
Wellesley, MA 02481
Year Built:
1963
HOA:
None
$4,350,000
5
Beds
4/2
Baths
5,989
Sqft
135 Edmunds Road
Wellesley, MA 02481
Year Built:
1935
HOA:
None
$4,195,000
5
Beds
6/1
Baths
5,465
Sqft
19 Orchard St
Wellesley, MA 02481
Year Built:
2026
HOA:
None
$3,995,000
5
Beds
5/1
Baths
5,059
Sqft
39 Fairbanks Ave
Wellesley, MA 02481
Year Built:
1930
HOA:
None
$3,650,000
5
Beds
4/1
Baths
6,550
Sqft
25 Mansfield Road
Wellesley, MA 02481
Year Built:
2026
HOA:
None
$3,475,000
5
Beds
3/3
Baths
6,289
Sqft
23 Bellevue Rd
Wellesley, MA 02481
Year Built:
1980
HOA:
None
$3,450,000
6
Beds
6
Baths
5,096
Sqft
39 Macarthur Rd
Wellesley, MA 02482
Year Built:
2026
HOA:
None
$3,450,000
5
Beds
5/1
Baths
5,800
Sqft
144 Washington Street
Wellesley, MA 02481
Year Built:
2026
HOA:
None
$3,395,000
5
Beds
4/1
Baths
5,200
Sqft
12 Mellon Road
Wellesley, MA 02482
Year Built:
2026
HOA:
None
$3,289,000
5
Beds
4/1
Baths
4,229
Sqft
15 Lafayette Cir
Wellesley, MA 02482
Year Built:
2026
HOA:
None
$3,195,000
5
Beds
4/1
Baths
5,044
Sqft
16 Rockland Street
Wellesley, MA 02481
Year Built:
2026
HOA:
None
$3,095,000
6
Beds
4/1
Baths
4,424
Sqft
209 Bristol Rd
Wellesley, MA 02481
Year Built:
1962
HOA:
None
$3,080,000
4
Beds
3/1
Baths
4,820
Sqft
28 Jefferson Rd
Wellesley, MA 02481
Year Built:
2013
HOA:
None
$2,995,000
5
Beds
3/1
Baths
3,850
Sqft
3 Macarthur Rd
Wellesley, MA 02482
Year Built:
2007
HOA:
None
$2,995,000
5
Beds
3/1
Baths
4,585
Sqft
41 Longmeadow Road
Wellesley, MA 02482
Year Built:
1979
HOA:
None
$2,795,000
4
Beds
3/1
Baths
3,725
Sqft
8 Tennyson Rd
Wellesley, MA 02481
Year Built:
1924
HOA:
None
$2,750,000
5
Beds
5/1
Baths
5,172
Sqft
265 Weston Rd
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$2,650,000
2
Beds
2/1
Baths
1,785
Sqft
148 Weston Road #206
Wellesley, MA 02482
Year Built:
2021
HOA:
None
$2,650,000
5
Beds
4
Baths
4,110
Sqft
100 Albion Rd
Wellesley, MA 02481
Year Built:
1978
HOA:
None
$2,495,000
4
Beds
4/2
Baths
5,735
Sqft
31 Alba Rd
Wellesley, MA 02481
Year Built:
1950
HOA:
None
$2,395,000
5
Beds
3/1
Baths
4,086
Sqft
21 Elmwood Rd
Wellesley, MA 02481
Year Built:
1940
HOA:
None
$2,150,000
5
Beds
4/1
Baths
4,404
Sqft
32 Lantern Ln
Wellesley, MA 02481
Year Built:
2021
HOA:
None
$1,980,000
4
Beds
2/1
Baths
3,330
Sqft
42 Sheridan Rd
Wellesley, MA 02481
Year Built:
1942
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
$1,730,000
5
Beds
3/1
Baths
4,471
Sqft
9 Fells Circle
Wellesley, MA 02482
Year Built:
1957
HOA:
None
$1,675,000
2
Beds
2/1
Baths
1,792
Sqft
16 Stearns Rd #108
Wellesley, MA 02482
Year Built:
2026
HOA:
None
$1,650,000
4
Beds
4
Baths
2,086
Sqft
29 Cottage Street
Wellesley, MA 02482
Year Built:
1869
HOA:
None
$1,599,000
2
Beds
2
Baths
1,591
Sqft
16 Stearns Rd #304
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$1,595,000
3
Beds
2/1
Baths
2,490
Sqft
24 Cliff Road
Wellesley, MA 02481
Year Built:
1960
HOA:
None
$1,549,000
3
Beds
2/1
Baths
2,592
Sqft
11 Martin Rd
Wellesley, MA 02481
Year Built:
1936
HOA:
None
$1,499,000
2
Beds
2
Baths
1,591
Sqft
16 Stearns Rd #304
Wellesley, MA 02482
Year Built:
2026
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
$1,495,000
3
Beds
2
Baths
2,196
Sqft
28 Carver Road
Wellesley, MA 02481
Year Built:
1950
HOA:
None
$1,480,000
2
Beds
2/1
Baths
3,012
Sqft
30 S River St
Wellesley, MA 02482
Year Built:
1862
HOA:
None
$1,450,000
3
Beds
3
Baths
2,447
Sqft
44 Windemere Rd
Wellesley, MA 02481
Year Built:
1958
HOA:
None
$1,349,000
4
Beds
2/1
Baths
1,800
Sqft
560 Worcester St
Wellesley, MA 02481
Year Built:
1938
HOA:
None
$1,300,000
3
Beds
2
Baths
1,640
Sqft
30r Morses Pond Road
Wellesley, MA 02482
Year Built:
1930
HOA:
None
$1,299,000
3
Beds
1/1
Bath
2,384
Sqft
41-a Hunnewell Street
Wellesley, MA 02481
Year Built:
1965
HOA:
None
$1,285,000
2
Beds
2
Baths
1,564
Sqft
75 Grove Street #427
Wellesley, MA 02482
Year Built:
1973
HOA:
None
$1,250,000
1
Bed
1
Bath
812
Sqft
100 Linden St #109
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$1,195,000
3
Beds
2
Baths
1,474
Sqft
56 Curve Street
Wellesley, MA 02482
Year Built:
1900
HOA:
None
$1,195,000
3
Beds
3
Baths
1,848
Sqft
22 Cedar St
Wellesley, MA 02482
Year Built:
1920
HOA:
None
$1,149,000
4
Beds
1/1
Bath
1,400
Sqft
2 Marigold Ave
Wellesley, MA 02482
Year Built:
1983
HOA:
None
$1,019,999
2
Beds
2
Baths
1,739
Sqft
26 Pleasant St #B
Wellesley, MA 02482
Year Built:
1988
HOA:
None
$999,900
3
Beds
2/1
Baths
2,165
Sqft
6 Willow Street
Wellesley, MA 02481
Year Built:
1920
HOA:
None
$955,000
1
Bed
1/1
Bath
1,205
Sqft
63 Garden Rd #C-5
Wellesley, MA 02481
Year Built:
1986
HOA:
None
$675,000
2
Beds
2
Baths
1,136
Sqft
12 Russell Rd #103
Wellesley, MA 02482
Year Built:
2007
HOA:
None
$34,000/mo
6
Beds
4/1
Baths
5,091
Sqft
28 Longfellow Rd
Wellesley, MA 02481
Year Built:
--
HOA:
None
$17,000/mo
5
Beds
4/1
Baths
4,408
Sqft
86 Parker Rd
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$16,999/mo
6
Beds
5
Baths
5,220
Sqft
28 Maurice Rd #28
Wellesley, MA 02482
Year Built:
2019
HOA:
None
$14,000/mo
5
Beds
3/3
Baths
6,400
Sqft
23 Bellevue Rd
Wellesley, MA 02481
Year Built:
1980
HOA:
None
$11,500/mo
4
Beds
3/2
Baths
3,828
Sqft
99 Pond Road #99
Wellesley, MA 02482
Year Built:
1732
HOA:
None
$11,000/mo
4
Beds
2/1
Baths
2,700
Sqft
18 Woodlawn Ave
Wellesley, MA 02481
Year Built:
1925
HOA:
None
$10,500/mo
5
Beds
4/1
Baths
4,404
Sqft
32 Lantern Ln
Wellesley, MA 02481
Year Built:
2021
HOA:
None
$9,500/mo
5
Beds
4
Baths
3,096
Sqft
80 Washington Street
Wellesley, MA 02481
Year Built:
1960
HOA:
None
$7,800/mo
2
Beds
2/1
Baths
1,805
Sqft
16 Stearns Rd #108
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$7,200/mo
2
Beds
2
Baths
1,571
Sqft
16 Stearns Rd #304
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$6,950/mo
4
Beds
4
Baths
3,000
Sqft
49 Cottonwood Road
Wellesley, MA 02482
Year Built:
--
HOA:
None
$6,500/mo
4
Beds
4
Baths
2,086
Sqft
29 Cottage Street
Wellesley, MA 02482
Year Built:
1869
HOA:
None
$5,200/mo
3
Beds
2
Baths
1,631
Sqft
14 Bow St
Wellesley, MA 02481
Year Built:
1910
HOA:
None
$5,000/mo
2
Beds
2
Baths
1,739
Sqft
26 Pleasant St #B
Wellesley, MA 02482
Year Built:
1988
HOA:
None
$4,650/mo
2
Beds
1
Bath
1,000
Sqft
39 Twitchell St #R
Wellesley, MA 02482
Year Built:
--
HOA:
None
$4,500/mo
1
Bed
1
Bath
812
Sqft
100 Linden Street #109
Wellesley, MA 02482
Year Built:
2024
HOA:
None
$4,100/mo
2
Beds
2
Baths
883
Sqft
680 Worcester Street #205
Wellesley, MA 02482
Year Built:
2025
HOA:
None
$3,900/mo
2
Beds
1/1
Bath
1,300
Sqft
5 Westerly Street
Wellesley, MA 02482
Year Built:
1910
HOA:
None
$3,800/mo
2
Beds
1/1
Bath
1,464
Sqft
63 Linden St #1
Wellesley, MA 02482
Year Built:
1952
HOA:
None
$3,650/mo
2
Beds
2
Baths
1,100
Sqft
978 Worcester St #208
Wellesley, MA 02482
Year Built:
2016
HOA:
None
$3,600/mo
2
Beds
1/1
Bath
1,080
Sqft
7 Bethel Road #8
Wellesley, MA 02481
Year Built:
1969
HOA:
None
$3,200/mo
2
Beds
1/1
Bath
1,200
Sqft
243 Walnut St #243
Wellesley, MA 02481
Year Built:
1908
HOA:
None
$3,000/mo
1
Bed
1
Bath
750
Sqft
628 Washington Street #3
Wellesley, MA 02482
Year Built:
1850
HOA:
None
$2,926/mo
2
Beds
1
Bath
985
Sqft
978 Worcester St #206
Wellesley, MA 02482
Year Built:
2016
HOA:
None
$2,750/mo
1
Bed
1
Bath
800
Sqft
5 Seaward Road #3
Wellesley, MA 02481
Year Built:
1910
HOA:
None
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