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Westhampton, NY 55+ active adult communities & homes for sale - Page 2

234 homes near Westhampton

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3.6 rating (7 reviews) Heritage Village
$200ks - $500ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
5 rating (2 reviews) Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
The Waterways at Moriches
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
3.7 rating (3 reviews) Greenwood Village
$100ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
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The Greens at Half Hollow
$600ks - $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes
The Village at Oxford Gre...
$400ks - $500ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
5 rating (1 reviews) Encore Atlantic Shores
$500ks - $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
Country Pointe Plainview
$700ks - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
The Manors at The Colony ...
$300ks - $400ks
The Manors at The Colony ..., Shirley, NY
New Construction | 55+ age-restricted | Built 2013 - present | 150 homes
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
5 rating (2 reviews) Fairfield at St. James
$300ks - $500ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
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Questions? Call us: (631) 898-5616
Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
5 rating (1 reviews) Westhampton Pines
$900ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
Snug Harbor
$600ks - $700ks
Snug Harbor, Amityville, NY
Resale Only | 55+ age-restricted | Built 1970 - 1974 | 176 homes
Eagles Walk at East Quogu...
$300ks - $400ks
Eagles Walk at East Quogu..., East Quogue, NY
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes
Setauket Meadows
$500ks - $600ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
4.6 rating (9 reviews) Meadowbrook Pointe Links ...
$300ks - $700ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes
Country Pointe Preserve
$600ks - $900ks
Country Pointe PreserveYaphank, NY
New Construction | 55+ age-restricted | Built 2024 - present | 152 homes
Liberty at Newtown
$300ks - $400ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
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Questions? Call us: (631) 898-5616
Vineyards at Brookfield
$400ks - $500ks
Vineyards at Brookfield, Center Moriches, NY
New Construction | 55+ age-restricted | Built 2019 - present | 146 homes
Vineyards at Moriches
$500ks - $600ks
Vineyards at Moriches, Center Moriches, NY
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 homes
Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Villas at Narraganset...
$400ks
The Villas at Narraganset..., Lindenhurst, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes
Country Village Estates
$300ks
Country Village Estates, Coram, NY
Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
Kensington Estates
$1Ms
Kensington Estates, Woodbury, NY
New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes
Saddle Lakes
$400ks - $500ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
1 rating (1 reviews) Plymouth Estates at Mount...
$400ks - $500ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
Strathmore Gate East
$300ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
4 rating (1 reviews) Vineyards at Blue Point
$500ks - $700ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
Village Vistas
$800ks - $1Ms
Village Vistas, Port Jefferson, NY
Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes
5 rating (1 reviews) The Villages at Mount Sin...
$600ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
12...3
Stone Ridge Estates 110 JOSEPH LN, HUNTINGTON, NY, 11746, Huntington, NY 11746
$779,000

2 beds

|

2 baths

|

1,695 sq ft

|

Condo

110 JOSEPH LN, HUNTINGTON, NY, 11746
Community: Stone Ridge Estates
Encore Atlantic Shores 140 CHOPIN PL, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941
$865,000

2 beds

|

3 baths

|

2,236 sq ft

|

Condo

140 CHOPIN PL, BROOKHAVEN, NY, 11941
Leisure Village 89 ENFIELD CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$469,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

89 ENFIELD CT B, BROOKHAVEN, NY, 11961
Community: Leisure Village
Village Vistas 35 THERESA LN, BROOKHAVEN, NY, 11777, Brookhaven, NY 11777
$1,300,000

3 beds

|

4 baths

|

3,000 sq ft

|

Condo

35 THERESA LN, BROOKHAVEN, NY, 11777
Community: Village Vistas
The Village at Oxford Greens 171 COUNTRY CLUB DR 171, OXFORD, CT, 064..., Oxford, CT 06478
$775,000

3 beds

|

3 baths

|

2,750 sq ft

|

Condo

171 COUNTRY CLUB DR 171, OXFORD, CT, 064...
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
Oronoque Village 621 ONONDAGA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

1 beds

|

3 baths

|

2,325 sq ft

|

Condo

621 ONONDAGA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Westhampton Pines 79 SAMANTHA CIR, SOUTHAMPTON, NY, 11977, Southampton, NY 11977
$1,295,000

2 beds

|

3 baths

|

2,440 sq ft

|

Condo

79 SAMANTHA CIR, SOUTHAMPTON, NY, 11977
Community: Westhampton Pines
Leisure Glen 19 SAYVILLE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$615,000

2 beds

|

2 baths

|

1,666 sq ft

|

Condo

19 SAYVILLE CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Glenwood Village 1661 OLD COUNTRY RD 258, RIVERHEAD, NY, ..., Riverhead, NY 11901
$389,999

2 beds

|

2 baths

|

1,310 sq ft

|

House

1661 OLD COUNTRY RD 258, RIVERHEAD, NY, ...
Community: Glenwood Village
The Summit at Bethel 78 GREAT HILL DR 78, BETHEL, CT, 06801, Bethel, CT 06801
$700,000

3 beds

|

4 baths

|

Condo

78 GREAT HILL DR 78, BETHEL, CT, 06801
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Meadow Brook Estates 169 MEADOW BROOK RD 169, OXFORD, CT, 064..., Oxford, CT 06478
$625,000

2 beds

|

3 baths

|

1,821 sq ft

|

Condo

169 MEADOW BROOK RD 169, OXFORD, CT, 064...
Spring Lake Village 116 TIMBER RDG, SOUTHINGTON, CT, 06489, Southington, CT 06489
$304,900

2 beds

|

2 baths

|

1,128 sq ft

|

Condo

116 TIMBER RDG, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Heritage Village 170 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$349,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 511 OPA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$589,900

2 beds

|

2 baths

|

1,620 sq ft

|

Condo

511 OPA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
The Vineyards at Mount Sinai 72 FARM ACRE CIR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$999,999

2 beds

|

4 baths

|

3,736 sq ft

|

Condo

72 FARM ACRE CIR, BROOKHAVEN, NY, 11766
Heritage Village 643 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$374,500

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

643 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
Leisure Glen 276 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$585,000

2 beds

|

2 baths

|

1,666 sq ft

|

Condo

276 GLEN DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Glenwood Village 1661 OLD COUNTRY RD 254, RIVERHEAD, NY, ..., Riverhead, NY 11901
$185,000

2 beds

|

2 baths

|

1,036 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 254, RIVERHEAD, NY, ...
Community: Glenwood Village
The Waterways at Moriches 533 HIGHLAND CT, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955
$499,000

2 beds

|

2 baths

|

1,771 sq ft

|

Condo

533 HIGHLAND CT, BROOKHAVEN, NY, 11955
Greenwood Village 28 GREENWOOD BLVD, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$149,999

2 beds

|

2 baths

|

938 sq ft

|

Condo

28 GREENWOOD BLVD, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Rivington 215 CENTER MEADOW LN 215, DANBURY, CT, 0..., Danbury, CT 06810
$499,000

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

215 CENTER MEADOW LN 215, DANBURY, CT, 0...
Community: Rivington
The Waterways at Moriches 416 LINDSAY LN, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955
$599,999

2 beds

|

2 baths

|

1,440 sq ft

|

Condo

416 LINDSAY LN, BROOKHAVEN, NY, 11955
Heritage Village 4 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$245,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

4 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Leisure Knoll 7 AVON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$479,999

2 beds

|

2 baths

|

1,070 sq ft

|

Condo

7 AVON CT, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Leisure Knoll 545 STRATFORD LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$429,000

2 beds

|

2 baths

|

1,172 sq ft

|

Condo

545 STRATFORD LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Glenwood Village 1661 OLD COUNTRY RD 476, RIVERHEAD, NY, ..., Riverhead, NY 11901
$349,000

2 beds

|

2 baths

|

960 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 476, RIVERHEAD, NY, ...
Community: Glenwood Village
Strathmore Gate East 15 FORGE LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$299,990

1 beds

|

1 baths

|

750 sq ft

|

Condo

15 FORGE LN, BROOKHAVEN, NY, 11727
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
Leisure Knoll 254 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$450,000

2 beds

|

1 baths

|

1,020 sq ft

|

Condo

254 EDINBURGH DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Regency at Woodbridge 27 HERITAGE LN, WOODBRIDGE, CT, 06525, Woodbridge, CT 06525
$599,900

3 beds

|

3 baths

|

Condo

27 HERITAGE LN, WOODBRIDGE, CT, 06525
Fairfield at St. James 708 W CABOT CT 708, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$515,000

1 beds

|

1 baths

|

886 sq ft

|

Condo

708 W CABOT CT 708, SMITHTOWN, NY, 11780
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Fairview at Oxford Greens 1159 ST ANDREWS DR 80, OXFORD, CT, 06478, Oxford, CT 06478
$799,900

2 beds

|

3 baths

|

1,955 sq ft

|

Condo

1159 ST ANDREWS DR 80, OXFORD, CT, 06478
The Village at Oxford Greens 1159 ST ANDREWS DR 80, OXFORD, CT, 06478, Oxford, CT 06478
$799,900

2 beds

|

3 baths

|

1,955 sq ft

|

Condo

1159 ST ANDREWS DR 80, OXFORD, CT, 06478
The Greens at Half Hollow 1116 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$719,999

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

1116 SAVOY DR, HUNTINGTON, NY, 11747
Fieldstone Village 101 SUNRISE HILL CIR 101, ORANGE, CT, 06..., Orange, CT 06477
$875,000

2 beds

|

3 baths

|

2,350 sq ft

|

Condo

101 SUNRISE HILL CIR 101, ORANGE, CT, 06...
Community: Fieldstone Village
Glenwood Village 1661 OLD COUNTRY RD 377, RIVERHEAD, NY, ..., Riverhead, NY 11901
$375,000

3 beds

|

2 baths

|

1,317 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 377, RIVERHEAD, NY, ...
Community: Glenwood Village
Leisure Village 232 BLACKPOOL CT F, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$349,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

232 BLACKPOOL CT F, BROOKHAVEN, NY, 1196...
Community: Leisure Village
Vineyards at Brookfield 61 AVERY DR, BROOKHAVEN, NY, 11934, Brookhaven, NY 11934
$695,000

2 beds

|

2 baths

|

1,557 sq ft

|

Condo

61 AVERY DR, BROOKHAVEN, NY, 11934
Leisure Glen 29 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$549,900

2 beds

|

2 baths

|

1,314 sq ft

|

Condo

29 GLEN DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
Spring Lake Village 142 TIMBER RDG 142, SOUTHINGTON, CT, 064..., Southington, CT 06489
$359,900

2 beds

|

3 baths

|

1,601 sq ft

|

Condo

142 TIMBER RDG 142, SOUTHINGTON, CT, 064...
Community: Spring Lake Village
The Greens at Half Hollow 859 VERONA DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$799,000

2 beds

|

2 baths

|

1,197 sq ft

|

Condo

859 VERONA DR, HUNTINGTON, NY, 11747
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
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