Call us at (475) 471-1908 to learn more about active adult communities in Westport
Westport, CT 55+ active adult communities & homes for sale - Page 7
168 communities near Westport
255 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
- $500Ks
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
|
929 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.
$500Ks
- $700Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
835 homes
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
$700Ks
- $800Ks
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2016
|
720 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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Questions? Call us:
(475) 471-1908
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
$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
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.
$200Ks
- $300Ks
Spring Lake Village, Southington, CT
Resale Only
|
55+ age-restricted
|
Built 1970 - 2004
|
640 homes
4 rating (8 reviews)
![Glenwood Village]()
$100Ks
- $200Ks
Glenwood Village, Riverhead, NY
New and Resale
|
55+ age-restricted
|
Built 1959 - present
|
588 homes
3.7 rating (3 reviews)
![Greenwood Village]()
$100Ks
- $200Ks
Greenwood Village, Manorville, NY
Resale Only
|
55+ age-restricted
|
Built 1980 - 2000
|
512 homes
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Questions? Call us:
(475) 471-1908
$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
$400Ks
- $500Ks
Regency at Prospect, Prospect, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
379 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)
![Shady Oaks]()
$400Ks
Shady Oaks, Red Bank, NJ
Resale Only
|
55+ age-restricted
|
Built 1982 - 1983
|
366 homes
$400Ks
- $500Ks
Dutchgate, Valley Stream, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2015
|
348 homes
$400Ks
- $500Ks
The Waterways at Moriches, Moriches, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1999
|
343 homes
$700Ks
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
Want to learn more about 55+ communities in Westport?
55places can help!
Questions? Call us:
(475) 471-1908
$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]()
$400Ks
- $500Ks
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
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.
4.6 rating (9 reviews)
![Meadowbrook Pointe Links ...]()
$300Ks
- $700Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale
|
55+ age-restricted
|
Built 2010 - present
|
280 homes
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
Want to learn more about 55+ communities in Westport?
55places can help!
Questions? Call us:
(475) 471-1908
$900Ks
- $1Ms
HarborView, Port Washington, NY
Resale Only
|
55+ age-restricted
|
Built 2002 - 2004
|
270 homes
Country Village Estates
![163 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727]()
2 beds
|2 baths
|1,261 sq ft
|Condo
163 THEODORE DR, CORAM, NY, 11727
Community: Country Village Estates
MLS 909033 • Coldwell Banker American Homes, Ange...
Heritage Hills
![593 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
3 beds
|2 baths
|1,905 sq ft
|Condo
593 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 921343 • Douglas Elliman Real Estate, Frankli...
Regency at Fishkill
![423 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524]()
1 beds
|2 baths
|1,450 sq ft
|Condo
423 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
MLS 917650 • eXp Realty, Dvora E. Price
Greenwood Village
![2 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949]()
2 beds
|2 baths
|1,242 sq ft
|House
2 LIMETREE DR, MANORVILLE, NY, 11949
Community: Greenwood Village
MLS 924086 • Legacy Capital Realty LLC, Anderson ...
Regency at Fishkill
![326 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524]()
1 beds
|2 baths
|1,543 sq ft
|Condo
326 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
MLS 890462 • RE/MAX Town & Country, Spyros Spyrou
Want to learn more about 55+ communities in Westport?
55places can help!
Questions? Call us:
(475) 471-1908
Leisure Village
![195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961]()
1 beds
|1 baths
|684 sq ft
|Condo
195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196...
Community: Leisure Village
MLS 888315 • Integrity Core Realty, Patroy Quarry
Kensington Estates
![46 PLAINVIEW RD, WOODBURY, NY, 11797, Woodbury, NY 11797]()
6 beds
|5 baths
|4,333 sq ft
|House
46 PLAINVIEW RD, WOODBURY, NY, 11797
Community: Kensington Estates
MLS 929199 • SRG Residential LLC, Jared Sarney
Leisure Village
![48 TRENT CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 906943 • Coldwell Banker American Homes, Rona...
Leisure Village
![22B GUILFORD CT # 22B, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,085 sq ft
|Condo
22B GUILFORD CT # 22B, RIDGE, NY, 11961
Community: Leisure Village
MLS 923135 • Leisure Living Realty Inc, Heather B...
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.
Glenwood Village
![1661 OLD COUNTRY RD 308, RIVERHEAD, NY, ..., Riverhead, NY 11901]()
2 beds
|1 baths
|840 sq ft
|Mobile Home
1661 OLD COUNTRY RD 308, RIVERHEAD, NY, ...
Community: Glenwood Village
MLS 922155 • Realty Connect USA L I Inc, Fengxia ...
Regency at Fishkill
![145 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524]()
2 beds
|2 baths
|1,803 sq ft
|Condo
145 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
MLS 898170 • Realty Center Hudson Valley, Edwin D...
Greenwood Village
![38B VILLAGE CIR S, MANORVILLE, NY, 11949, Manorville, NY 11949]()
1 beds
|1 baths
|600 sq ft
|Condo
38B VILLAGE CIR S, MANORVILLE, NY, 11949
Community: Greenwood Village
MLS 913692 • Gateway to The Hamptons R E, Vivian ...
The Greens at Half Hollow
![382 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747]()
2 beds
|2 baths
|2,937 sq ft
|Condo
382 ALTESSA BLVD, MELVILLE, NY, 11747
Community: The Greens at Half Hollow
MLS 904079 • Daniel Gale Sothebys Intl Rlty, John...
Want to learn more about 55+ communities in Westport?
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Questions? Call us:
(475) 471-1908
Leisure Village
![166 VENTRY CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 895352 • Voro LLC, Lauren A. Granger
The Waterways at Moriches
![107 E MIDLAND POND CT, MORICHES, NY, 119..., Moriches, NY 11955]()
2 beds
|2 baths
|2,141 sq ft
|Condo
107 E MIDLAND POND CT, MORICHES, NY, 119...
Community: The Waterways at Moriches
MLS 829455 • Douglas Elliman Real Estate, Jo Ann ...
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?
255
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REIN updates its listings on a daily basis. Data last updated: Jan 11, 2026.
This application does not include information on all of the properties available for sale at this time.
