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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
3 rating (2 reviews) Heritage Hills
$400ks - $900ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 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
4 rating (1 review) Jefferson Village
$100ks - $500ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes
2.8 rating (4 reviews) Cheesequake Village
$200ks - $300ks
Cheesequake Village, Old Bridge, NJ
Resale Only | 55+ age-restricted | Built 1965 - 1971 | 713 homes
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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 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
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 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.
5 rating (2 reviews) Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
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
The Waterways at Moriches
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 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
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
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Questions? Call us: (475) 471-1908
5 rating (1 review) 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
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
HarborView
$600ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
4.2 rating (12 reviews) Surrey Downs
$200ks - $300ks
Surrey Downs, Freehold, NJ
Resale Only | 55+ age-restricted | Built 1986 - 1997 | 443 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 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 (1 review) Encore at Lake Grove
$500ks - $700ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
5 rating (1 review) Westhampton Pines
$900ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
5 rating (1 review) Encore Atlantic Shores
$500ks - $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
5 rating (1 review) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
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Questions? Call us: (475) 471-1908
Dutchgate
$300ks - $500ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 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
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.
1 rating (1 review) Plymouth Estates at Mount...
$400ks - $500ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 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
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
5 rating (1 review) Sunken Pond Estates
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
The Seasons at East Meado...
$400ks - $600ks
The Seasons at East Meado..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
Glassbury Court at Cold S...
$600ks - $700ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 90 homes
Saddle Lakes
$400ks - $500ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 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
$349,000

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
Heritage Village 170 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$339,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 778 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$420,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

778 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
Shadow Lake Village 70 LEXINGTON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$339,500

2 beds

|

1 baths

|

1,021 sq ft

|

Townhouse

70 LEXINGTON CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
The Seasons at East Meadow 142 SPRING DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554
$725,000

2 beds

|

3 baths

|

974 sq ft

|

Condo

142 SPRING DR, HEMPSTEAD, NY, 11554
Heritage Village 176 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$274,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

176 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Dutchgate 1128 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580
$469,888

1 beds

|

2 baths

|

941 sq ft

|

Condo

1128 WILLOW LN, HEMPSTEAD, NY, 11580
Community: Dutchgate
Dutchgate 101 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580
$540,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

101 WILLOW LN, HEMPSTEAD, NY, 11580
Community: Dutchgate
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.
Glassbury Court at Hunterbrook 2329 DEPEYSTER DR, YORKTOWN, NY, 10567, Yorktown, NY 10567
$975,000

2 beds

|

4 baths

|

3,500 sq ft

|

Condo

2329 DEPEYSTER DR, YORKTOWN, NY, 10567
Heritage Hills 812 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$789,000

2 beds

|

3 baths

|

1,531 sq ft

|

Condo

812 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 104 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$650,000

3 beds

|

3 baths

|

1,700 sq ft

|

Condo

104 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 364 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$619,222

2 beds

|

2 baths

|

1,484 sq ft

|

Condo

364 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Cheesequake Village 11 INDIANA CT 993, MATAWAN, NJ, 07747, Matawan, NJ 07747
$300,000

2 beds

|

1 baths

|

914 sq ft

|

Condo

11 INDIANA CT 993, MATAWAN, NJ, 07747
Community: Cheesequake Village
Leisure Village 387 WOODBRIDGE DR A, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$499,000

2 beds

|

2 baths

|

1,767 sq ft

|

Condo

387 WOODBRIDGE DR A, BROOKHAVEN, NY, 119...
Community: Leisure Village
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
Glenwood Village 1661 OLD COUNTRY RD 77, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$335,000

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 77, RIVERHEAD, NY, 1...
Community: Glenwood Village
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
Meadow Brook Estates 802 SAGE HILL DR 802, OXFORD, CT, 06478, Oxford, CT 06478
$675,000

2 beds

|

3 baths

|

2,258 sq ft

|

Condo

802 SAGE HILL DR 802, OXFORD, CT, 06478
Leisure Knoll 346 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$419,000

2 beds

|

1 baths

|

1,050 sq ft

|

Condo

346 EDINBURGH DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
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.
Sunken Pond Estates 3102 AMEN COR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$525,000

2 beds

|

2 baths

|

1,587 sq ft

|

Condo

3102 AMEN COR, RIVERHEAD, NY, 11901
Community: Sunken Pond Estates
Rivington 71 WARRINGTON ROUND 71, DANBURY, CT, 068..., Danbury, CT 06810
$669,900

3 beds

|

3 baths

|

1,704 sq ft

|

Condo

71 WARRINGTON ROUND 71, DANBURY, CT, 068...
Community: Rivington
Rivington 3 HUMBER HILL RD 3, DANBURY, CT, 06810, Danbury, CT 06810
$774,900

3 beds

|

4 baths

|

2,120 sq ft

|

Condo

3 HUMBER HILL RD 3, DANBURY, CT, 06810
Community: Rivington
Heritage Hills 350 HERITAGE HILLS DR C, SOMERS, NY, 105..., Somers, NY 10589
$839,000

3 beds

|

2 baths

|

1,793 sq ft

|

Condo

350 HERITAGE HILLS DR C, SOMERS, NY, 105...
Community: Heritage Hills
Shadow Lake Village 43 LEXINGTON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$355,000

1 beds

|

1 baths

|

999 sq ft

|

Adult Community

43 LEXINGTON CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Leisure Knoll 177 CANTERBURY DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$379,900

2 beds

|

1 baths

|

1,116 sq ft

|

Condo

177 CANTERBURY DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Sunrise Village 152 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782
$519,990

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

152 REVERE DR, ISLIP, NY, 11782
Community: Sunrise Village
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
The Greens at Half Hollow 1067 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$699,000

2 beds

|

2 baths

|

1,150 sq ft

|

Condo

1067 SAVOY DR, HUNTINGTON, NY, 11747
Jefferson Village 38 SUSSEX DR A, YORKTOWN, NY, 10598, Yorktown, NY 10598
$499,000

2 beds

|

1 baths

|

935 sq ft

|

Condo

38 SUSSEX DR A, YORKTOWN, NY, 10598
Community: Jefferson Village
The Villas at Jumping Brook 6 DORAL WAY, NEPTUNE TOWNSHIP, NJ, 07753, Neptune Township, NJ 07753
$729,000

2 beds

|

2 baths

|

1,742 sq ft

|

Ranch

6 DORAL WAY, NEPTUNE TOWNSHIP, NJ, 07753
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.
Nobility Crest at Ocean 7 CENTRE ST 5302, OCEAN TWP, NJ, 07712, Ocean Twp, NJ 07712
$675,000

2 beds

|

2 baths

|

1,711 sq ft

|

Ranch

7 CENTRE ST 5302, OCEAN TWP, NJ, 07712
Strathmore Gate East 46 FORGE LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$429,999

2 beds

|

2 baths

|

1,112 sq ft

|

House

46 FORGE LN, BROOKHAVEN, NY, 11727
The Villages NJ 58 LARGO SAN NICOLA D, FREEHOLD, NJ, 077..., Freehold, NJ 07728
$414,900

2 beds

|

1 baths

|

1,064 sq ft

|

Ranch

58 LARGO SAN NICOLA D, FREEHOLD, NJ, 077...
Community: The Villages NJ
Foxwood Village 1407 MIDDLE RD 271, RIVERHEAD, NY, 11933, Riverhead, NY 11933
$465,000

3 beds

|

2 baths

|

1,792 sq ft

|

Manufactured Home

1407 MIDDLE RD 271, RIVERHEAD, NY, 11933
Community: Foxwood Village
Four Seasons at Great Notch Spa and Club 59 QUARRY DR 4206, WOODLAND PARK, NJ, 07..., Woodland Park, NJ 07424
$939,900

2 beds

|

3 baths

|

Condo

59 QUARRY DR 4206, WOODLAND PARK, NJ, 07...
Four Seasons at Great Notch Spa and Club 59 QUARRY DR, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424
$939,900

2 beds

|

3 baths

59 QUARRY DR, WOODLAND PARK, NJ, 07424
The Greens at Half Hollow 581 VERONA DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$1,199,900

2 beds

|

3 baths

|

1,941 sq ft

|

Condo

581 VERONA DR, HUNTINGTON, NY, 11747
Shadow Lake Village 13 CLAREMONT CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$425,000

1 beds

|

2 baths

|

House

13 CLAREMONT CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
Surrey Downs 16 MORDEN CLOSE 1000, FREEHOLD, NJ, 0772..., Freehold, NJ 07728
$445,000

2 beds

|

2 baths

|

1,261 sq ft

|

Ranch

16 MORDEN CLOSE 1000, FREEHOLD, NJ, 0772...
Community: Surrey Downs
Granite Woods 35 NUTMEG RD B5, MIDDLEBURY, CT, 06762, Middlebury, CT 06762
$250,000

2 beds

|

1 baths

|

890 sq ft

|

Condo

35 NUTMEG RD B5, MIDDLEBURY, CT, 06762
Community: Granite Woods
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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