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Westport, CT 55+ active adult communities & homes for sale

172 communities near Westport

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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
2.8 rating (5 reviews) The Villages NJ
$200ks - $300ks
The Villages NJ, Howell, NJ
Resale Only | 55+ age-restricted | Built 1967 - 1975 | 670 homes
3 rating (2 reviews) Heritage Hills
$500ks - $900ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
4 rating (1 reviews) Jefferson Village
$100ks - $500ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes
5 rating (2 reviews) Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
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2.8 rating (4 reviews) Cheesequake Village
$100ks - $200ks
Cheesequake Village, Old Bridge, NJ
Resale Only | 55+ age-restricted | Built 1965 - 1971 | 713 homes
3.7 rating (3 reviews) Greenwood Village
$100ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 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
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
The Waterways at Moriches
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 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.
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 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
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
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
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Questions? Call us: (475) 471-1908
5 rating (2 reviews) Shadow Lake Village
$200ks - $500ks
Shadow Lake Village, Red Bank, NJ
Resale Only | 55+ age-restricted | Built 1972 - 1980 | 952 homes
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
4.2 rating (12 reviews) Surrey Downs
$200ks - $300ks
Surrey Downs, Freehold, NJ
Resale Only | 55+ age-restricted | Built 1986 - 1997 | 443 homes
HarborView
$600ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 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.
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
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
Country Pointe Plainview
$700ks - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 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) Four Seasons at Great Not...
$400ks - $700ks
Four Seasons at Great Not..., Woodland Park, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 814 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
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Questions? Call us: (475) 471-1908
Four Seasons at Colts Far...
$600ks - $800ks
Four Seasons at Colts Far..., Farmingdale, NJ
New Construction | 55+ age-restricted | Built 2021 - present | 111 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
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 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.
Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 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) Encore at Lake Grove
$500ks - $700ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
Saddle Lakes
$400ks - $500ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
Glassbury Court at Cold S...
$500ks - $700ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 90 homes
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
Woodridge Strathmore Terr...
$200ks - $300ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
Harbor View Estates
$400ks - $600ks
Harbor View Estates, Copiague, NY
New Construction | 55+ age-restricted | Built 2017 - 2018 | 40 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.
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Greenwood Village 201 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$250,000

2 beds

|

2 baths

|

1,078 sq ft

|

Condo

201 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Jefferson Village 39 SUSSEX DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598
$359,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

39 SUSSEX DR B, YORKTOWN, NY, 10598
Community: Jefferson Village
The Villages NJ 41 PIAZZA SAN PAOLA C, FREEHOLD, NJ, 077..., Freehold, NJ 07728
$410,000

2 beds

|

2 baths

|

1,008 sq ft

|

Ranch

41 PIAZZA SAN PAOLA C, FREEHOLD, NJ, 077...
Community: The Villages NJ
Glenwood Village 1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901
$410,000

2 beds

|

2 baths

|

1,624 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
New Cheesequake Village 76 HAVEN DR A, MATAWAN, NJ, 07747, Matawan, NJ 07747
$230,000

2 beds

|

1 baths

|

Ranch

76 HAVEN DR A, MATAWAN, NJ, 07747
Community: Cheesequake Village
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
New Four Seasons at Great Notch Spa and Club 18 GALENA RD 3102, WOODLAND PARK, NJ, 07..., Woodland Park, NJ 07424
$849,900

2 beds

|

2 baths

|

Townhouse

18 GALENA RD 3102, WOODLAND PARK, NJ, 07...
New Four Seasons at Great Notch Spa and Club 18 GALENA RD 3012, WOODLAND PARK, NJ, 07..., Woodland Park, NJ 07424
$849,999

2 beds

|

2 baths

|

1,754 sq ft

18 GALENA RD 3012, WOODLAND PARK, NJ, 07...
New The Hollows at Blue Hill 6201 FRED ILL JR CT, ORANGETOWN, NY, 109..., Orangetown, NY 10965
$799,800

2 beds

|

2 baths

|

1,889 sq ft

|

Condo

6201 FRED ILL JR CT, ORANGETOWN, NY, 109...
New Regency at Woodbridge 18 HILLCREST DR 18, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525
$829,900

3 beds

|

3 baths

|

2,412 sq ft

|

Condo

18 HILLCREST DR 18, WOODBRIDGE, CT, 0652...
New Heritage Village 2 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$469,900

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

2 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage 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.
New Spring Lake Village 19 HICKORY HL RD 19, SOUTHINGTON, CT, 06..., Southington, CT 06489
$256,000

2 beds

|

2 baths

|

1,285 sq ft

|

Condo

19 HICKORY HL RD 19, SOUTHINGTON, CT, 06...
Community: Spring Lake Village
New Leisure Village 38 TRENT CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$339,000

2 beds

|

1 baths

|

836 sq ft

|

Condo

38 TRENT CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
New Heritage Village 4 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,000

2 beds

|

2 baths

|

1,306 sq ft

|

Condo

4 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage Village
New The Villages NJ 36-A DAG HAMMARSKJOLD BLVD A, FREEHOLD, ..., Freehold, NJ 07728
$349,900

2 beds

|

2 baths

|

1,328 sq ft

|

Ranch

36-A DAG HAMMARSKJOLD BLVD A, FREEHOLD, ...
Community: The Villages NJ
New Heritage Village 682 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$350,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

682 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New The Villas at Narragansett 115 NARRAGANSETT VILLAS DR, BABYLON, NY,..., Babylon, NY 11757
$639,000

2 beds

|

2 baths

|

1,168 sq ft

|

Condo

115 NARRAGANSETT VILLAS DR, BABYLON, NY,...
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
New Greenwood Village 5 HOLLY DR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$99,990

2 beds

|

2 baths

|

960 sq ft

|

Condo

5 HOLLY DR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
New Shadow Lake Village 16 MEDFORD CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$350,000

1 beds

|

1 baths

|

999 sq ft

|

Adult Community

16 MEDFORD CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
New Shady Oaks 12 SNOWBURRY CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$349,999

2 beds

|

1 baths

|

1,032 sq ft

|

Adult Community

12 SNOWBURRY CT, RED BANK, NJ, 07701
Community: Shady Oaks
New The Villages NJ 56 LARGO SAN NICOLA A, FREEHOLD, NJ, 077..., Freehold, NJ 07728
$325,000

2 beds

|

1 baths

|

1,144 sq ft

|

Ranch

56 LARGO SAN NICOLA A, FREEHOLD, NJ, 077...
Community: The Villages NJ
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.
New The Coves at Melville 62 MORLEY CIR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$545,000

2 beds

|

2 baths

|

1,170 sq ft

|

Condo

62 MORLEY CIR, HUNTINGTON, NY, 11747
New Heritage Village 139 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$415,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

139 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Stone Ridge Estates 118 JOSEPH LN, HUNTINGTON, NY, 11746, Huntington, NY 11746
$779,000

2 beds

|

2 baths

|

1,447 sq ft

|

Condo

118 JOSEPH LN, HUNTINGTON, NY, 11746
Community: Stone Ridge Estates
New Heritage Village 883 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$324,900

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

883 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
New Pond Spring Village 111 PONDVIEW CIR 111, BEACON FALLS, CT, ..., Beacon Falls, CT 06403
$435,000

2 beds

|

2 baths

|

1,328 sq ft

|

Condo

111 PONDVIEW CIR 111, BEACON FALLS, CT, ...
Community: Pond Spring Village
New Cheesequake Village 23 NEVADA CT, OLD BRIDGE, NJ, 07747, Old Bridge, NJ 07747
$250,000

1 beds

|

1 baths

|

708 sq ft

|

Condo

23 NEVADA CT, OLD BRIDGE, NJ, 07747
Community: Cheesequake Village
New Encore at Lake Grove 35 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755
$598,000

2 beds

|

2 baths

|

1,390 sq ft

|

Condo

35 SYMPHONY DR, BROOKHAVEN, NY, 11755
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
New The Seasons at East Meadow 180 SPRING DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554
$725,000

2 beds

|

3 baths

|

1,030 sq ft

|

Condo

180 SPRING DR, HEMPSTEAD, NY, 11554
New Dutchgate 1003 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580
$535,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

1003 WILLOW LN, HEMPSTEAD, NY, 11580
Community: Dutchgate
New Village Estates 137 FRANCESCA WAY, BABYLON, NY, 11701, Babylon, NY 11701
$569,000

2 beds

|

1 baths

|

1,257 sq ft

|

Condo

137 FRANCESCA WAY, BABYLON, NY, 11701
Community: Village Estates
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.
New The Greens at Half Hollow 1130 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$680,000

2 beds

|

2 baths

|

1,140 sq ft

|

Condo

1130 SAVOY DR, HUNTINGTON, NY, 11747
New Meadow Brook Estates 132 MEADOW BROOK RD 132, OXFORD, CT, 064..., Oxford, CT 06478
$599,900

2 beds

|

3 baths

|

1,931 sq ft

|

Condo

132 MEADOW BROOK RD 132, OXFORD, CT, 064...
New Heritage Hills 593 HERITAGE HILLS DR C, SOMERS, NY, 105..., Somers, NY 10589
$539,000

1 beds

|

2 baths

|

967 sq ft

|

Condo

593 HERITAGE HILLS DR C, SOMERS, NY, 105...
Community: Heritage Hills
New Oronoque Village 88 S TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$356,000

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

88 S TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
New Heritage Village 953 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$245,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

953 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Oronoque Village 13 ALGONQUIN LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$389,000

1 beds

|

2 baths

|

1,480 sq ft

|

Condo

13 ALGONQUIN LN B, STRATFORD, CT, 06614
Community: Oronoque Village
New Newtown Woods 632 BROOKSIDE CT 632, NEWTOWN, CT, 06470, Newtown, CT 06470
$599,900

2 beds

|

2 baths

|

1,807 sq ft

|

Condo

632 BROOKSIDE CT 632, NEWTOWN, CT, 06470
Community: Newtown Woods
New The Greens at Half Hollow 915 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$749,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

915 ALTESSA BLVD, HUNTINGTON, NY, 11747
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
Saddle Lakes 120 SCENIC LAKE DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$549,000

2 beds

|

2 baths

|

1,386 sq ft

|

Condo

120 SCENIC LAKE DR, RIVERHEAD, NY, 11901
Community: Saddle Lakes
Eastport Meadows 15 MEADOW WAY, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941
$650,000

2 beds

|

3 baths

|

1,855 sq ft

|

Condo

15 MEADOW WAY, BROOKHAVEN, NY, 11941
Community: Eastport Meadows
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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