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

168 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
$400ks - $1Ms
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 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
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 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
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.
4.2 rating (12 reviews) Surrey Downs
$200ks - $300ks
Surrey Downs, Freehold, NJ
Resale Only | 55+ age-restricted | Built 1986 - 1997 | 443 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
2.8 rating (4 reviews) Cheesequake Village
$100ks - $200ks
Cheesequake Village, Old Bridge, NJ
Resale Only | 55+ age-restricted | Built 1965 - 1971 | 713 homes
The Waterways at Moriches
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 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
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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 Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
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Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 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
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
3.7 rating (3 reviews) Rosemont Estates
$500ks - $700ks
Rosemont Estates, Marlboro, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 242 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
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
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5 rating (1 reviews) Encore Atlantic Shores
$500ks - $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Chelsea Square
$300ks - $400ks
Chelsea Square, Morganville, NJ
New and Resale | 55+ age-restricted | Built 2007 - present | 225 homes
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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
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
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 Manors at The Colony ...
$300ks - $400ks
The Manors at The Colony ..., Shirley, NY
New Construction | 55+ age-restricted | Built 2013 - present | 150 homes
Country Village Estates
$300ks
Country Village Estates, Coram, NY
Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes
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Questions? Call us: (475) 471-1908
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Dutchgate
$300ks - $500ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
The Villas at Narraganset...
$400ks
The Villas at Narraganset..., Lindenhurst, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes
Four Seasons at Wayne
$300ks - $400ks
Four Seasons at Wayne, Wayne, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes
Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 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.
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
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Questions? Call us: (475) 471-1908
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
Regency at Holmdel
$900ks - $1Ms
Regency at Holmdel, Holmdel, NJ
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 181 homes
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
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Questions? Call us: (475) 471-1908
5 rating (1 reviews) Westhampton Pines
$900ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
The Coves at Melville
$500ks
The Coves at Melville, Melville, NY
Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes
1234...5
New Village Estates 137 FRANCESCA WAY, BABYLON, NY, 11701, Babylon, NY 11701
$599,999

2 beds

|

1 baths

|

1,245 sq ft

|

Condo

137 FRANCESCA WAY, BABYLON, NY, 11701
Community: Village Estates
New Greenwood Village 75 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$135,000

2 beds

|

2 baths

|

1,110 sq ft

|

Condo

75 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
New Cheesequake Village 37 HAVEN DR, MATAWAN, NJ, 07747, Matawan, NJ 07747
$235,000

1 beds

|

1 baths

|

708 sq ft

|

Condo

37 HAVEN DR, MATAWAN, NJ, 07747
Community: Cheesequake Village
New Greenwood Village 43 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$264,999

2 beds

|

2 baths

|

1,164 sq ft

|

Condo

43 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
New Leisure Glen 233 GLEN DR 233, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$565,000

2 beds

|

2 baths

|

1,666 sq ft

|

Condo

233 GLEN DR 233, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
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Questions? Call us: (475) 471-1908
New Four Seasons at Great Notch Spa and Club 8 QUARTZ WAY, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424
$800,000

2 beds

|

2 baths

|

1,781 sq ft

8 QUARTZ WAY, WOODLAND PARK, NJ, 07424
New Heritage Hills 441 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589
$539,000

2 beds

|

2 baths

|

1,265 sq ft

|

Condo

441 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
New Leisure Village 207 WOODBRIDGE DR B, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$499,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

207 WOODBRIDGE DR B, BROOKHAVEN, NY, 119...
Community: Leisure Village
New Rosemont Estates 123 SCARBOROUGH WAY, MARLBORO, NJ, 07746, Marlboro, NJ 07746
$869,000

2 beds

|

3 baths

|

2,551 sq ft

|

House

123 SCARBOROUGH WAY, MARLBORO, NJ, 07746
Community: Rosemont 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 Heritage Village 44 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$295,000

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

44 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New Rolling Meadows at Wayside 250 ROLLING MEADOWS BLVD, OCEAN TWP, NJ,..., Ocean Twp, NJ 07712
$849,000

3 beds

|

4 baths

|

2,440 sq ft

|

House

250 ROLLING MEADOWS BLVD, OCEAN TWP, NJ,...
New Leisure Village 395 WOODBRIDGE DR C, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$289,000

2 beds

|

1 baths

|

874 sq ft

|

Condo

395 WOODBRIDGE DR C, BROOKHAVEN, NY, 119...
Community: Leisure Village
New Leisure Village 427 AYLESBURY CT A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$380,000

2 beds

|

2 baths

|

972 sq ft

|

Condo

427 AYLESBURY CT A, BROOKHAVEN, NY, 1196...
Community: Leisure Village
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Questions? Call us: (475) 471-1908
New Country Village Estates 58 THEODORE DR, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$449,000

2 beds

|

2 baths

|

1,386 sq ft

|

Condo

58 THEODORE DR, BROOKHAVEN, NY, 11727
New Fairfield at St. James 506 DREW DR, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$625,000

3 beds

|

3 baths

|

1,716 sq ft

|

Condo

506 DREW DR, SMITHTOWN, NY, 11780
Want to learn more about 55+ rental communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
New Heritage Village 644 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$529,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

644 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Oronoque Village 86 S TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$549,900

2 beds

|

3 baths

|

2,734 sq ft

|

Condo

86 S TRL A, STRATFORD, CT, 06614
Community: Oronoque 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.
Oronoque Village 252 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614
$639,000

2 beds

|

3 baths

|

2,823 sq ft

|

Condo

252 AGAWAM DR A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Hills 366 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589
$675,000

2 beds

|

2 baths

|

1,470 sq ft

|

Condo

366 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
Fairfield at St. James 909 FENWAY RD, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$489,000

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

909 FENWAY RD, SMITHTOWN, NY, 11780
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Sunrise Village 4 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782
$499,000

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

4 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
Heritage Village 78 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$280,000

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

78 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Rolling Meadows at Wayside 99 BARBERRY DR, OCEAN TWP, NJ, 07712, Ocean Twp, NJ 07712
$834,900

2 beds

|

3 baths

|

2,168 sq ft

|

Adult Community

99 BARBERRY DR, OCEAN TWP, NJ, 07712
The Villages at Mount Sinai Park 43 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$799,000

3 beds

|

3 baths

|

2,455 sq ft

|

Condo

43 LOUDEN LOOP, BROOKHAVEN, NY, 11766
Rivington 424 CENTER MEADOW LN 424, DANBURY, CT, 0..., Danbury, CT 06810
$510,000

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

424 CENTER MEADOW LN 424, DANBURY, CT, 0...
Community: Rivington
Want to learn more about 55+ rental communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
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.
Bartlett Hill 9 PEAR ORCHARD RD 9, PORTLAND, CT, 06480, Portland, CT 06480
$479,900

2 beds

|

3 baths

|

1,404 sq ft

9 PEAR ORCHARD RD 9, PORTLAND, CT, 06480
Community: Bartlett Hill
Meadowbrook Pointe Links & Spa 83 PACIFIC DUNES CT 83, BROOKHAVEN, NY, ..., Brookhaven, NY 11763
$749,990

3 beds

|

3 baths

|

2,047 sq ft

|

Condo

83 PACIFIC DUNES CT 83, BROOKHAVEN, NY, ...
HarborView 100 HARBOR VIEW DR 111, NORTH HEMPSTEAD,..., North Hempstead, NY 11050
$825,000

2 beds

|

3 baths

|

Condo

100 HARBOR VIEW DR 111, NORTH HEMPSTEAD,...
Community: HarborView
Leisure Glen 263 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$499,000

2 beds

|

2 baths

|

1,315 sq ft

|

Condo

263 GLEN DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Stoneleigh Woods at Riverhead 153 STONELEIGH DR 153, RIVERHEAD, NY, 11..., Riverhead, NY 11901
$699,000

3 beds

|

3 baths

|

2,107 sq ft

|

Condo

153 STONELEIGH DR 153, RIVERHEAD, NY, 11...
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Strathmore Gate East 25 FREEMONT LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$329,000

1 beds

|

1 baths

|

750 sq ft

|

Condo

25 FREEMONT LN, BROOKHAVEN, NY, 11727
The Greens at Half Hollow 236 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$1,698,000

2 beds

|

3 baths

|

2,500 sq ft

|

Condo

236 ALTESSA BLVD, HUNTINGTON, NY, 11747
Regency at Holmdel 31 LANGTON DR, HOLMDEL, NJ, 07733, Holmdel, NJ 07733
$1,429,000

3 beds

|

4 baths

|

3,304 sq ft

|

Townhouse

31 LANGTON DR, HOLMDEL, NJ, 07733
Community: Regency at Holmdel
Heritage Hills 358 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589
$622,900

2 beds

|

3 baths

|

1,550 sq ft

|

Condo

358 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
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 Glen 415 LEISURE DR 415, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$642,000

2 beds

|

2 baths

|

1,867 sq ft

|

Condo

415 LEISURE DR 415, BROOKHAVEN, NY, 1196...
Community: Leisure Glen
Want to learn more about 55+ rental communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
Oronoque Village 639 ONONDAGA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$649,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

639 ONONDAGA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
The Seasons at East Meadow 483 SPRING DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554
$654,000

2 beds

|

2 baths

|

1,358 sq ft

|

Condo

483 SPRING DR, HEMPSTEAD, NY, 11554
The Villages NJ 133A RIGI STRASSE, FREEHOLD, NJ, 07728, Freehold, NJ 07728
$349,000

2 beds

|

1 baths

|

Ranch

133A RIGI STRASSE, FREEHOLD, NJ, 07728
Community: The Villages NJ
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
Fairfield at St. James 908 DREW LN, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$609,000

2 beds

|

2 baths

|

1,050 sq ft

|

Condo

908 DREW LN, SMITHTOWN, NY, 11780
Chelsea Square 115 BECKET WAY, MORGANVILLE, NJ, 07751, Morganville, NJ 07751
$480,000

2 beds

|

2 baths

|

Adult Community

115 BECKET WAY, MORGANVILLE, NJ, 07751
Community: Chelsea Square

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