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

167 communities near Westport

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Whitney Glen
$500Ks - $600Ks
Whitney Glen, Westport, CT
Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes
3 rating (2 reviews) Heritage Hills
$300Ks - $900Ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
3.6 rating (7 reviews) Heritage Village
$200Ks - $500Ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
Leisure Village
$200Ks - $400Ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 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
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Rivington
$600Ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
4 rating (1 reviews) Jefferson Village
$200Ks - $600Ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 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
Oronoque Village
$300Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
The Village at Oxford Gre...
$500Ks - $600Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 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 (1 reviews) Four Seasons at Great Not...
$600Ks - $800Ks
Four Seasons at Great Not..., Woodland Park, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 814 homes
Meadowbrook Pointe Athlet...
$800Ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
2.8 rating (4 reviews) Cheesequake Village
$100Ks - $300Ks
Cheesequake Village, Old Bridge, NJ
Resale Only | 55+ age-restricted | Built 1965 - 1971 | 713 homes
Leisure Knoll
$300Ks - $400Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
2.8 rating (5 reviews) The Villages NJ
$200Ks - $400Ks
The Villages NJ, Howell, NJ
Resale Only | 55+ age-restricted | Built 1967 - 1975 | 670 homes
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Questions? Call us: (475) 471-1908
Country Pointe Plainview
$1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
5 rating (2 reviews) Fairfield at St. James
$400Ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
Leisure Glen
$400Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
Spring Lake Village
$200Ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
4 rating (8 reviews) Glenwood Village
$100Ks - $400Ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 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.
3.7 rating (3 reviews) Greenwood Village
$100Ks - $200Ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
Equestra at Colts Neck Cr...
$800Ks - $900Ks
Equestra at Colts Neck Cr..., Farmingdale, NJ
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 483 homes
4.2 rating (12 reviews) Surrey Downs
$300Ks - $400Ks
Surrey Downs, Freehold, NJ
Resale Only | 55+ age-restricted | Built 1986 - 1997 | 443 homes
The Seasons at East Meado...
$500Ks - $600Ks
The Seasons at East Meado..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes
Regency at Prospect
$300Ks - $500Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
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Questions? Call us: (475) 471-1908
5 rating (1 reviews) Shady Oaks
$400Ks
Shady Oaks, Red Bank, NJ
Resale Only | 55+ age-restricted | Built 1982 - 1983 | 366 homes
Dutchgate
$400Ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
The Waterways at Moriches
$400Ks - $700Ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
Rolling Meadows at Waysid...
$800Ks
Rolling Meadows at Waysid..., Ocean Township, NJ
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 328 homes
The Retreat at Carmel
$400Ks - $600Ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 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.
Overlook
$600Ks - $800Ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
Cedar Village at Ocean
$700Ks
Cedar Village at Ocean, Ocean Township, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 295 homes
3.5 rating (2 reviews) Foxwood Village
$300Ks - $400Ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
1 rating (1 reviews) Plymouth Estates at Mount...
$500Ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 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
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
4 rating (1 reviews) Vineyards at Blue Point
$800Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes
Apple Ridge
$700Ks
Apple Ridge, Mahwah, NJ
Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes
HarborView
$900Ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
Winthrop Court
$400Ks
Winthrop Court, Clifton, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 homes
The Club at Melville
$500Ks
The Club at Melville, Melville, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes
The Villages NJ 32 PLAZA DE LAS LOBOS C, FREEHOLD, NJ, 0..., Freehold, NJ 07728
$389,000

2 beds

|

2 baths

|

Adult Community

32 PLAZA DE LAS LOBOS C, FREEHOLD, NJ, 0...
Community: The Villages NJ
Shadow Lake Village 12 ELLSWORTH CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$599,000

2 beds

|

2 baths

|

Ranch

12 ELLSWORTH CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Four Seasons at Great Notch Spa and Club 5 GRANITE RD UNIT D2, WOODLAND PARK, NJ,..., Woodland Park, NJ 07424
$699,900

2 beds

|

2 baths

|

Townhouse

5 GRANITE RD UNIT D2, WOODLAND PARK, NJ,...
Winthrop Court 8205 HARCOURT RD # 8205, CLIFTON, NJ, 07..., Clifton, NJ 07013
$499,000

2 beds

|

2 baths

|

Condo

8205 HARCOURT RD # 8205, CLIFTON, NJ, 07...
Community: Winthrop Court
Four Seasons at Wayne 511 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470
$559,000

2 beds

|

2 baths

|

Condo

511 FOUR SEASONS DR, WAYNE, NJ, 07470
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
Four Seasons at Great Notch Spa and Club 23 COPPA RD, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424
$849,000

2 beds

|

3 baths

|

Townhouse

23 COPPA RD, WOODLAND PARK, NJ, 07424
Surrey Downs 1 CARNABY CLOSE # 1000, FREEHOLD, NJ, 07..., Freehold, NJ 07728
$425,000

2 beds

|

2 baths

|

1,261 sq ft

|

Ranch

1 CARNABY CLOSE # 1000, FREEHOLD, NJ, 07...
Community: Surrey Downs
Four Seasons at Great Notch Spa and Club 6 PEBBLE RD UNIT D1, WOODLAND PARK, NJ, ..., Woodland Park, NJ 07424
$629,000

2 beds

|

2 baths

|

Townhouse

6 PEBBLE RD UNIT D1, WOODLAND PARK, NJ, ...
Surrey Downs 17 IVY RIDGE CLOSE, FREEHOLD, NJ, 07728, Freehold, NJ 07728
$454,000

2 beds

|

2 baths

|

Condo

17 IVY RIDGE CLOSE, FREEHOLD, NJ, 07728
Community: Surrey Downs
Shadow Lake Village 32 ELLSWORTH CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$405,000

2 beds

|

2 baths

|

Adult Community

32 ELLSWORTH CT, RED BANK, NJ, 07701
Community: Shadow Lake 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.
Cheesequake Village 11 MAINE CT # 739, MATAWAN, NJ, 07747, Matawan, NJ 07747
$279,000

1 beds

|

1 baths

|

708 sq ft

|

Condo

11 MAINE CT # 739, MATAWAN, NJ, 07747
Community: Cheesequake Village
The Villages NJ 166 COURS DE LORRAINE D, FREEHOLD, NJ, 0..., Freehold, NJ 07728
$315,000

2 beds

|

1 baths

|

1,144 sq ft

|

Ranch

166 COURS DE LORRAINE D, FREEHOLD, NJ, 0...
Community: The Villages NJ
Shadow Lake Village 25 CLAREMONT CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$489,999

2 beds

|

2 baths

|

1,391 sq ft

|

House

25 CLAREMONT CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Cheesequake Village 14 CALIFORNIA CT, MATAWAN, NJ, 07747, Matawan, NJ 07747
$324,999

2 beds

|

2 baths

|

976 sq ft

|

Townhouse,Condominium

14 CALIFORNIA CT, MATAWAN, NJ, 07747
Community: Cheesequake Village
Bear's Cove 45 WINDSOR LN, RAMSEY, NJ, 07446, Ramsey, NJ 07446
$1,275,000

3 beds

|

3 baths

|

Condo

45 WINDSOR LN, RAMSEY, NJ, 07446
Community: Bear's Cove
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
The Villages NJ 119 MUHLEN PLATZ E, FREEHOLD, NJ, 07728, Freehold, NJ 07728
$250,000

1 beds

|

1 baths

|

1,132 sq ft

|

Ranch

119 MUHLEN PLATZ E, FREEHOLD, NJ, 07728
Community: The Villages NJ
The Villages NJ 32 PLAZA DE LAS LOBOS A, FREEHOLD, NJ, 0..., Freehold, NJ 07728
$345,000

2 beds

|

1 baths

|

1,008 sq ft

|

Ranch

32 PLAZA DE LAS LOBOS A, FREEHOLD, NJ, 0...
Community: The Villages NJ
The Villages NJ 82 PARKWAY DR # B, FREEHOLD, NJ, 07728, Freehold, NJ 07728
$459,900

2 beds

|

2 baths

|

1,168 sq ft

|

Ranch

82 PARKWAY DR # B, FREEHOLD, NJ, 07728
Community: The Villages NJ
Shadow Lake Village 143 LEXINGTON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$345,000

2 beds

|

1 baths

|

1,021 sq ft

|

Adult Community

143 LEXINGTON CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
The Villages NJ 12 ZACATIN RD A, FREEHOLD, NJ, 07728, Freehold, NJ 07728
$300,000

2 beds

|

1 baths

|

1,008 sq ft

|

Condo

12 ZACATIN RD A, FREEHOLD, NJ, 07728
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.
Cheshire Square 55 CHESHIRE SQ, LITTLE SILVER, NJ, 07739, Little Silver, NJ 07739
$725,000

2 beds

|

3 baths

|

Townhouse

55 CHESHIRE SQ, LITTLE SILVER, NJ, 07739
Community: Cheshire Square
Apple Ridge 49 LITCHULT LN, MAHWAH, NJ, 07430, Mahwah, NJ 07430
$725,000

2 beds

|

3 baths

|

Townhouse

49 LITCHULT LN, MAHWAH, NJ, 07430
Community: Apple Ridge
Apple Ridge 39 LITCHULT LN, MAHWAH, NJ, 07430, Mahwah, NJ 07430
$750,000

2 beds

|

4 baths

|

Condo

39 LITCHULT LN, MAHWAH, NJ, 07430
Community: Apple Ridge
Shadow Lake Village 60 FALMOUTH CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$524,900

2 beds

|

2 baths

|

1,132 sq ft

|

House

60 FALMOUTH CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Winthrop Court 8205 HARCOURT RD, CLIFTON, NJ, 07013, Clifton, NJ 07013
$499,000

2 beds

|

2 baths

|

1,534 sq ft

8205 HARCOURT RD, CLIFTON, NJ, 07013
Community: Winthrop Court
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
Rosemont Estates 142 SCARBOROUGH WAY, MARLBORO, NJ, 07746, Marlboro, NJ 07746
$859,999

3 beds

|

3 baths

|

2,790 sq ft

|

Adult Community

142 SCARBOROUGH WAY, MARLBORO, NJ, 07746
Community: Rosemont Estates
Cedar Village at Ocean 41 REDWOOD DR, ASBURY PARK, NJ, 07712, Asbury Park, NJ 07712
$764,900

3 beds

|

2 baths

|

1,823 sq ft

|

Ranch

41 REDWOOD DR, ASBURY PARK, NJ, 07712
New Cheesequake Village 4 HAWAII CT B, MATAWAN, NJ, 07747, Matawan, NJ 07747
$285,000

1 beds

|

1 baths

|

Condo

4 HAWAII CT B, MATAWAN, NJ, 07747
Community: Cheesequake Village
Shadow Lake Village 19 MANCHESTER CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$429,900

2 beds

|

1 baths

|

952 sq ft

|

Ranch

19 MANCHESTER CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
New Cheesequake Village 4 HAWAII CT # 1003, MATAWAN, NJ, 07747, Matawan, NJ 07747
$285,000

1 beds

|

1 baths

|

708 sq ft

|

Adult Community

4 HAWAII CT # 1003, MATAWAN, NJ, 07747
Community: Cheesequake 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.
The Villages NJ 77 PARKWAY DR D, FREEHOLD, NJ, 07728, Freehold, NJ 07728
$316,999

2 beds

|

1 baths

|

1,188 sq ft

|

Ranch

77 PARKWAY DR D, FREEHOLD, NJ, 07728
Community: The Villages NJ
Rolling Meadows at Wayside 11 ROLLING MEADOWS BLVD, ASBURY PARK, NJ..., Asbury Park, NJ 07712
$829,900

3 beds

|

3 baths

|

2,288 sq ft

|

House

11 ROLLING MEADOWS BLVD, ASBURY PARK, NJ...
Rolling Meadows at Wayside 16 ROLLING MEADOWS BLVD, ASBURY PARK, NJ..., Asbury Park, NJ 07712
$839,900

2 beds

|

3 baths

|

2,288 sq ft

|

House

16 ROLLING MEADOWS BLVD, ASBURY PARK, NJ...
Cheesequake Village 7 GEORGIA CT D, MATAWAN, NJ, 07747, Matawan, NJ 07747
$299,000

2 beds

|

1 baths

|

Adult Community

7 GEORGIA CT D, MATAWAN, NJ, 07747
Community: Cheesequake Village
Cheesequake Village 5 INDIANA CT A, MATAWAN, NJ, 07747, Matawan, NJ 07747
$350,000

2 beds

|

1 baths

|

914 sq ft

|

Ranch

5 INDIANA CT 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
Shadow Lake Village 7 LEXINGTON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$279,900

1 beds

|

1 baths

|

1,021 sq ft

|

Adult Community

7 LEXINGTON CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
The Villages NJ 120 MUHLEN PLATZ D, FREEHOLD, NJ, 07728, Freehold, NJ 07728
$339,000

2 beds

|

1 baths

|

1,262 sq ft

|

Adult Community

120 MUHLEN PLATZ D, FREEHOLD, NJ, 07728
Community: The Villages NJ
Shadow Lake Village 163 LEXINGTON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$315,000

2 beds

|

1 baths

|

1,021 sq ft

|

Adult Community

163 LEXINGTON CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Surrey Downs 35 IVY RIDGE CLOSE, FREEHOLD, NJ, 07728, Freehold, NJ 07728
$319,500

2 beds

|

1 baths

|

House

35 IVY RIDGE CLOSE, FREEHOLD, NJ, 07728
Community: Surrey Downs
The Villages NJ 160 RUE DE ST GERMAINE C, FREEHOLD, NJ, ..., Freehold, NJ 07728
$263,000

2 beds

|

1 baths

|

1,008 sq ft

|

Ranch

160 RUE DE ST GERMAINE C, FREEHOLD, NJ, ...
Community: The Villages NJ

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167 communities near Westport
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