Call us at (475) 471-1908 to learn more about active adult communities near Westport
Westport, CT 55+ active adult communities & homes for sale
167 communities near Westport
311 homes near Westport
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$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
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2,580 homes
$200Ks
- $400Ks
Leisure Village, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1969 - 1986
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1,500 homes
$600Ks
- $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only
|
55+ age-restricted
|
Built 1994 - 2005
|
1,200 homes
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(475) 471-1908
$400Ks
- $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]()
$300Ks
- $600Ks
Shadow Lake Village, Red Bank, NJ
Resale Only
|
55+ age-restricted
|
Built 1972 - 1980
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952 homes
$200Ks
- $600Ks
Oronoque Village, Stratford, CT
Resale Only
|
55+ age-restricted
|
Built 1971 - 1977
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929 homes
$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
$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
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713 homes
$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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(475) 471-1908
$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
- $500Ks
Fairfield at St. James, St. James, NY
Resale Only
|
55+ age-restricted
|
Built 1972 - 1989
|
653 homes
$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
$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
$500Ks
- $600Ks
The Seasons at East Meado..., East Meadow, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2012
|
404 homes
$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
$400Ks
Dutchgate, Valley Stream, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2015
|
348 homes
$400Ks
- $700Ks
The Waterways at Moriches, Moriches, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1999
|
343 homes
$700Ks
- $800Ks
Rolling Meadows at Waysid..., Ocean Township, NJ
Resale Only
|
55+ age-restricted
|
Built 2002 - 2007
|
328 homes
$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.
$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?
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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
$900Ks
- $1Ms
HarborView, Port Washington, NY
Resale Only
|
55+ age-restricted
|
Built 2002 - 2004
|
270 homes
Heritage Village
![1011 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
1011 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24131215 • Joseph Bette REALTORS Inc, Justin ...
Heritage Village
![920 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
920 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24127321 • Coldwell Banker Realty, Karen Cons...
Heritage Village
![890 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
890 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24121230 • Berkshire Hathaway NE Prop., Scott...
Heritage Village
![214 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,076 sq ft
|Condo
214 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24135527 • Realty ONE Group Connect, Susan Ho...
Regency at Prospect
![11 POPLAR DR # 11, PROSPECT, CT, 06712, Prospect, CT 06712]()
3 beds
|3 baths
|2,058 sq ft
|Condo
11 POPLAR DR # 11, PROSPECT, CT, 06712
Community: Regency at Prospect
MLS 24129091 • Pavlik Real Estate LLC, Deborah Ri...
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Questions? Call us:
(475) 471-1908
Heritage Village
![176 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,032 sq ft
|Condo
176 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24133427 • Keller Williams Realty Group, Lisa...
Heritage Village
![69 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
69 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24133619 • Joseph Bette REALTORS Inc, Justin ...
Rivington
![47 WARRINGTON ROUND # 47, DANBURY, CT, 0..., Danbury, CT 06810]()
3 beds
|3 baths
|1,704 sq ft
|Condo
47 WARRINGTON ROUND # 47, DANBURY, CT, 0...
Community: Rivington
MLS 24136506 • Coldwell Banker Realty, Antonio Za...
Heritage Village
![73 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
73 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24136386 • Alpine Realty, Gary Gilroy
Heritage Village
![114 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,032 sq ft
|Condo
114 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24128139 • Telesh Realty LLC, Igor Teleshevsk...
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.
Park Glen
![15 HARMONY TRL # 15, NEW MILFORD, CT, 06..., New Milford, CT 06776]()
2 beds
|4 baths
|2,720 sq ft
|Condo
15 HARMONY TRL # 15, NEW MILFORD, CT, 06...
Community: Park Glen
MLS 24086114 • Coldwell Banker Realty, Bill Hunni...
Rivington
![94 WARRINGTON ROUND # 94, DANBURY, CT, 0..., Danbury, CT 06810]()
2 beds
|3 baths
|1,600 sq ft
|Condo
94 WARRINGTON ROUND # 94, DANBURY, CT, 0...
Community: Rivington
MLS 24136207 • Howard Hanna Rand Realty, Kathleen...
Heritage Village
![1 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
1 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24128891 • Coldwell Banker Realty, Demaree Co...
Heritage Village
![626 HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
626 HERITAGE VLG, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24126430 • Coldwell Banker Realty, Kary Apano...
Surrey Downs
![1 CARNABY CLOSE # 1000, FREEHOLD, NJ, 07..., Freehold, NJ 07728]()
2 beds
|2 baths
|1,261 sq ft
|Ranch
1 CARNABY CLOSE # 1000, FREEHOLD, NJ, 07...
Community: Surrey Downs
MLS 22527101 • Keller Williams Realty Freehold, D...
Want to learn more about 55+ communities in Westport?
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Questions? Call us:
(475) 471-1908
New
Shady Oaks
![7 BOXWOOD TER # 250, RED BANK, NJ, 07701, Red Bank, NJ 07701]()
2 beds
|2 baths
|1,124 sq ft
|Adult Community
7 BOXWOOD TER # 250, RED BANK, NJ, 07701
Community: Shady Oaks
MLS 22535665 • Berkshire Hathaway HomeServices Fo...
New
The Villages NJ
![93 HALLS CROFT RD D, FREEHOLD, NJ, 07728, Freehold, NJ 07728]()
2 beds
|2 baths
|1,008 sq ft
|Ranch
93 HALLS CROFT RD D, FREEHOLD, NJ, 07728
Community: The Villages NJ
MLS 22535953 • Prime Time Real Estate Inc., Antho...
Cedar Village at Ocean
![41 REDWOOD DR, ASBURY PARK, NJ, 07712, Asbury Park, NJ 07712]()
3 beds
|2 baths
|1,823 sq ft
|Ranch
41 REDWOOD DR, ASBURY PARK, NJ, 07712
Community: Cedar Village at Ocean
MLS 22518584 • Weichert Realtors-Manalapan, Rosha...
Cheesequake Village
![7 NEBRASKA DR # 153, MATAWAN, NJ, 07747, Matawan, NJ 07747]()
2 beds
|1 baths
|875 sq ft
|Ranch
7 NEBRASKA DR # 153, MATAWAN, NJ, 07747
Community: Cheesequake Village
MLS 22535551 • Keller Williams Realty Spring Lake...
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.
Rolling Meadows at Wayside
![4 MAGNOLIA CT, ASBURY PARK, NJ, 07712, Asbury Park, NJ 07712]()
2 beds
|2 baths
|1,824 sq ft
|Ranch
4 MAGNOLIA CT, ASBURY PARK, NJ, 07712
Community: Rolling Meadows at Wayside
MLS 22530610 • Heritage House Sotheby's Internati...
Nobility Crest at Ocean
![7 CENTRE ST UNIT 2109, OCEAN, NJ, 07712, Ocean, NJ 07712]()
1 beds
|1 baths
|1,058 sq ft
|Adult Community
7 CENTRE ST UNIT 2109, OCEAN, NJ, 07712
Community: Nobility Crest at Ocean
MLS 22534300 • Space & Company, Kenneth Rickel
Rosemont Estates
![142 SCARBOROUGH WAY, MARLBORO, NJ, 07746, Marlboro, NJ 07746]()
3 beds
|3 baths
|2,790 sq ft
|Adult Community
142 SCARBOROUGH WAY, MARLBORO, NJ, 07746
Community: Rosemont Estates
MLS 22527886 • Keller Williams Realty Freehold, M...
New
Shadow Lake Village
![16 CONCORD CT, RED BANK, NJ, 07701, Red Bank, NJ 07701]()
2 beds
|2 baths
|1,251 sq ft
|House
16 CONCORD CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
MLS 22535732 • Coldwell Banker Realty, Christine ...
Winthrop Court
![8205 HARCOURT RD # 8205, CLIFTON, NJ, 07..., Clifton, NJ 07013]()
MLS 25025728 • Keller Williams Prosperity Realty,...
Want to learn more about 55+ communities in Westport?
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(475) 471-1908
Winthrop Court
![8205 HARCOURT RD, CLIFTON, NJ, 07013, Clifton, NJ 07013]()
MLS 3977265 • KELLER WILLIAMS PROSPERITY REALTY, ...
New
The Villages NJ
![24 CALLE DE ELVIRA B, FREEHOLD, NJ, 0772..., Freehold, NJ 07728]()
2 beds
|2 baths
|1,144 sq ft
|Ranch
24 CALLE DE ELVIRA B, FREEHOLD, NJ, 0772...
Community: The Villages NJ
MLS 22535677 • Redfin Corporation, Anthony J Gonz...
The Villages NJ
![77 PARKWAY DR D, FREEHOLD, NJ, 07728, Freehold, NJ 07728]()
2 beds
|1 baths
|1,188 sq ft
|Ranch
77 PARKWAY DR D, FREEHOLD, NJ, 07728
Community: The Villages NJ
MLS 22526881 • Keller Williams Realty West Monmou...
Four Seasons at Wayne
![705 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470]()
MLS 25036486 • Keller Williams Prosperity Realty,...
Shadow Lake Village
![32 ELLSWORTH CT, RED BANK, NJ, 07701, Red Bank, NJ 07701]()
2 beds
|2 baths
|Adult Community
32 ELLSWORTH CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
MLS 22532784 • Heritage House Sotheby's Internati...
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.
Surrey Downs
![23 DATCHET CLOSE # 1000, FREEHOLD, NJ, 0..., Freehold, NJ 07728]()
MLS 22518021 • C21/ Action Plus Realty, Rachele C...
Frequently Asked Questions
In Westport, there is 1 small community with less than 500 homes.
The smallest 55+ community in Westport has 62 homes, the largest has 62 homes, and the average community consists of 62 homes.
No, there are no gated 55+ communities in Westport.
Want more information about active adult communities around Westport?
Want to learn more about 55+ communities in Westport?
311
homes
near Westport
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REIN updates its listings on a daily basis. Data last updated: Dec 05, 2025.
This application does not include information on all of the properties available for sale at this time.
