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 2
168 communities near Westport
310 homes 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
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Built 1974 - 2006
|
2,600 homes
$100ks
- $300ks
Leisure Village, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1969 - 1986
|
1,500 homes
$200ks
- $400ks
Oronoque Village, Stratford, CT
Resale Only
|
55+ age-restricted
|
Built 1971 - 1977
|
929 homes
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2.8 rating (4 reviews)
![Cheesequake Village]()
$100ks
- $200ks
Cheesequake Village, Old Bridge, NJ
Resale Only
|
55+ age-restricted
|
Built 1965 - 1971
|
713 homes
$400ks
- $500ks
The Village at Oxford Gre..., Oxford, CT
New and Resale
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55+ age-restricted
|
Built 2004 - present
|
835 homes
$400ks
- $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
125 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
Greenwood Village, Manorville, NY
Resale Only
|
55+ age-restricted
|
Built 1980 - 2000
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512 homes
4 rating (1 reviews)
![Jefferson Village]()
$100ks
- $500ks
Jefferson Village, Yorktown Heights, NY
Resale Only
|
55+ age-restricted
|
Built 1967 - 1982
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1,000 homes
$200ks
- $400ks
Leisure Knoll, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1972 - 1982
|
701 homes
4.2 rating (12 reviews)
![Surrey Downs]()
$200ks
- $300ks
Surrey Downs, Freehold, NJ
Resale Only
|
55+ age-restricted
|
Built 1986 - 1997
|
443 homes
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(475) 471-1908
$300ks
- $600ks
The Waterways at Moriches, Moriches, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1999
|
343 homes
$600ks
- $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only
|
55+ age-restricted
|
Built 1994 - 2005
|
1,200 homes
4 rating (8 reviews)
![Glenwood Village]()
$100ks
- $200ks
Glenwood Village, Riverhead, NY
New and Resale
|
55+ age-restricted
|
Built 1959 - present
|
588 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
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)
![Encore Atlantic Shores]()
$500ks
- $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2011
|
240 homes
$300ks
- $800ks
The Retreat at Carmel, Carmel, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2018
|
312 homes
$700ks
- $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2016
|
720 homes
$300ks
- $900ks
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 homes
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(475) 471-1908
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
$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
$300ks
- $500ks
Dutchgate, Valley Stream, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2015
|
348 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.
$400ks
The Villas at Narraganset..., Lindenhurst, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
138 homes
3.7 rating (3 reviews)
![Rosemont Estates]()
$500ks
- $700ks
Rosemont Estates, Marlboro, NJ
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
|
242 homes
$300ks
- $400ks
Leisure Glen, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 2010
|
646 homes
$1Ms
Kensington Estates, Woodbury, NY
New Construction
|
55+ age-restricted
|
Built 2019 - 2021
|
80 homes
$300ks
- $400ks
South Pond Village, Bloomfield, CT
Resale Only
|
55+ age-restricted
|
Built 1999 - 2005
|
151 homes
Want to learn more about 55+ communities in Westport?
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Questions? Call us:
(475) 471-1908
$500ks
- $700ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2014
|
90 homes
4.9 rating (14 reviews)
![Chatfield Farms]()
$400ks
- $700ks
Chatfield Farms, Beacon Falls, CT
New Construction
|
55+ age-restricted
|
Built 2014 - present
|
231 homes
5 rating (1 reviews)
![Westhampton Pines]()
$900ks
- $1Ms
Westhampton Pines, Westhampton, NY
Resale Only
|
55+ age-restricted
|
Built 2005 - 2013
|
189 homes
$300ks
- $400ks
The Manors at The Colony ..., Shirley, NY
New Construction
|
55+ age-restricted
|
Built 2013 - present
|
150 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.
$300ks
- $400ks
Bartlett Hill, Portland, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2011
|
82 homes
5 rating (1 reviews)
![Newtown Woods]()
$300ks
- $500ks
Newtown Woods, Newtown, CT
New and Resale
|
55+ age-restricted
|
Built 2011 - present
|
178 homes
$500ks
The Coves at Melville, Melville, NY
Resale Only
|
62+ age-restricted
|
Built 2004 - 2005
|
175 homes
$300ks
- $400ks
Four Seasons at Wayne, Wayne, NJ
Resale Only
|
55+ age-restricted
|
Built 1999 - 2001
|
230 homes
Want to learn more about 55+ communities in Westport?
55places can help!
Questions? Call us:
(475) 471-1908
$300ks
- $400ks
Chelsea Square, Morganville, NJ
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
225 homes
Oronoque Village
![483 COMMANCHE LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,454 sq ft
|Condo
483 COMMANCHE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24154522 • Coldwell Banker Realty, Christine ...
Jefferson Village
![98 MOLLY PITCHER LN I, YORKTOWN, NY, 105..., Yorktown, NY 10598]()
1 beds
|1 baths
|800 sq ft
|Condo
98 MOLLY PITCHER LN I, YORKTOWN, NY, 105...
Community: Jefferson Village
MLS 963181 • RE/MAX Classic Realty, Stephanie Ruz...
The Manors at The Colony Preserve
![21 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967]()
2 beds
|2 baths
|1,557 sq ft
|Condo
21 GREENTREE CT, BROOKHAVEN, NY, 11967
Community: The Manors at The Colony Preserve
MLS 963693 • Coldwell Banker M&D Good Life, There...
Encore Atlantic Shores
![135 CHOPIN PL, EASTPORT, NY, 11941, Eastport, NY 11941]()
2 beds
|2 baths
|2,233 sq ft
|Condo
135 CHOPIN PL, EASTPORT, NY, 11941
Community: Encore Atlantic Shores
MLS 961941 • Corcoran, Merle Buff
Heritage Village
![411 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
411 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24155104 • Berkshire Hathaway NE Prop., Bonni...
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(475) 471-1908
Spring Lake Village
![41 COACH DR 41, SOUTHINGTON, CT, 06489, Southington, CT 06489]()
2 beds
|2 baths
|1,232 sq ft
|Condo
41 COACH DR 41, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
MLS 24154460 • Calcagni Real Estate, Donna Pelleg...
Rivington
![1025 COUNTRY VIEW RD 1025, DANBURY, CT, ..., Danbury, CT 06810]()
2 beds
|2 baths
|1,292 sq ft
|Condo
1025 COUNTRY VIEW RD 1025, DANBURY, CT, ...
Community: Rivington
MLS 24152848 • William Raveis Real Estate, SRIVID...
Heritage Village
![865 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
865 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24155103 • Showcase Realty, Inc., Gregory Bal...
Regency at Prospect
![50 LILAC LN 50, PROSPECT, CT, 06712, Prospect, CT 06712]()
2 beds
|2 baths
|1,503 sq ft
|Condo
50 LILAC LN 50, PROSPECT, CT, 06712
Community: Regency at Prospect
MLS 24154825 • Showcase Realty, Inc., Scott Marti...
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 Seasons at East Meadow
![448 WINTER PL, EAST MEADOW, NY, 11554, East Meadow, NY 11554]()
2 beds
|3 baths
|1,030 sq ft
|Condo
448 WINTER PL, EAST MEADOW, NY, 11554
Community: The Seasons at East Meadow
MLS 952507 • Coldwell Banker American Homes, Tama...
Leisure Knoll
![498 CRANSTON LN, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 963436 • Coldwell Banker American Homes, Mary...
Regency at Holmdel
![23 STRATFORD LN # 483, HOLMDEL, NJ, 0773..., Holmdel, NJ 07733]()
3 beds
|3 baths
|3,396 sq ft
23 STRATFORD LN # 483, HOLMDEL, NJ, 0773...
Community: Regency at Holmdel
MLS NJMM2004354 • Coastal Living Real Estate Grou...
Overlook
![2066 SUMMIT LOOP 68, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 963411 • Toll Brothers Real Estate Inc., Thom...
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Questions? Call us:
(475) 471-1908
Fairfield at St. James
![1205 GOTHAM DR, SMITHTOWN, NY, 11780, Smithtown, NY 11780]()
1 beds
|2 baths
|750 sq ft
|House
1205 GOTHAM DR, SMITHTOWN, NY, 11780
Community: Fairfield at St. James
MLS 963050 • Realty Connect USA LLC, Annmarie Rig...
Heritage Village
![1041 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
2 beds
|2 baths
|1,000 sq ft
|Condo
1041 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24154431 • Carey & Guarrera Real Estate, Alet...
Four Seasons at Wayne
![516 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470]()
MLS 26005444 • Coldwell Banker, Wayne, Karen Pete...
Cheesequake Village
![47 GALEWOOD DR D, MATAWAN, NJ, 07747, Matawan, NJ 07747]()
2 beds
|1 baths
|949 sq ft
|Adult Community
47 GALEWOOD DR D, MATAWAN, NJ, 07747
Community: Cheesequake Village
MLS 22604321 • Realty One Group Central, Anastasi...
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 Seasons at Seaford
![28 SPRING DR, SEAFORD, NY, 11783, Seaford, NY 11783]()
2 beds
|2 baths
|1,034 sq ft
|Condo
28 SPRING DR, SEAFORD, NY, 11783
Community: The Seasons at Seaford
MLS 952881 • Douglas Elliman Real Estate, Norma Q...
Jefferson Village
![41 JEFFERSON OVAL G, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,100 sq ft
|Condo
41 JEFFERSON OVAL G, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
MLS 961695 • Houlihan Lawrence Inc., Steve Fratta...
Heritage Hills
![772 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,663 sq ft
|Condo
772 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 961615 • Houlihan Lawrence Inc., Eugenio Serm...
Meadowbrooke Pointe East Meadow
![506 EMANUEL WAY 73, HEMPSTEAD, NY, 11554, Hempstead, NY 11554]()
2 beds
|2 baths
|961 sq ft
|Condo
506 EMANUEL WAY 73, HEMPSTEAD, NY, 11554
Community: Meadowbrooke Pointe East Meadow
MLS 962581 • Signature Premier Properties, Margue...
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Questions? Call us:
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Rivington
![13 MERCY ST 13, DANBURY, CT, 06810, Danbury, CT 06810]()
MLS 24153888 • William Pitt Sotheby's Int'l, Care...
Four Seasons at Great Notch Spa and Club
![12 QUARTZ WAY, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424]()
2 beds
|2 baths
|Townhouse
12 QUARTZ WAY, WOODLAND PARK, NJ, 07424
Community: Four Seasons at Great Notch Spa and Club
MLS 26005282 • Berkshire Hathaway Home Services V...
Jefferson Village
![120H COLUMBIA CT, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
1 beds
|1 baths
|793 sq ft
|Condo
120H COLUMBIA CT, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 954909 • Houlihan Lawrence Inc., Samantha Pit...
Leisure Village
![306 TORQUAY CT E, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
1 beds
|1 baths
|684 sq ft
|Condo
306 TORQUAY CT E, BROOKHAVEN, NY, 11961
Community: Leisure Village
MLS 960743 • Leisure Living Realty Inc, Paulina R...
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.
Jefferson Village
![113 VILLAGE RD B, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
2 beds
|2 baths
|1,200 sq ft
|Condo
113 VILLAGE RD B, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 962245 • Briante Realty Group, LLC, Lillian M...
Heritage Village
![972 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
972 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24154574 • Berkshire Hathaway NE Prop., Bonni...
Woodridge Strathmore Terrace
![35 CHIPPENDALE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766]()
2 beds
|2 baths
|1,240 sq ft
|Condo
35 CHIPPENDALE DR, BROOKHAVEN, NY, 11766
Community: Woodridge Strathmore Terrace
MLS 959098 • Exit Realty Achieve, Laura Kraker E-...
Shadow Lake Village
![94 MANCHESTER CT, RED BANK, NJ, 07701, Red Bank, NJ 07701]()
2 beds
|1 baths
|1,021 sq ft
|Adult Community
94 MANCHESTER CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
MLS 22604111 • Weichert Realtors-Holmdel, Barry W...
Glenwood Village
![181 GLYNWOOD 181, RIVERHEAD, NY, 11901, Riverhead, NY 11901]()
2 beds
|1 baths
|1,100 sq ft
|Manufactured On Land
181 GLYNWOOD 181, RIVERHEAD, NY, 11901
Community: Glenwood Village
MLS 958982 • Coldwell Banker M&D Good Life, Lynn ...
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(475) 471-1908
Meadowbrook Pointe Athletic Club & Spa
![556 PACING WAY 556, NORTH HEMPSTEAD, NY,..., North Hempstead, NY 11590]()
2 beds
|2 baths
|1,438 sq ft
|Condo
556 PACING WAY 556, NORTH HEMPSTEAD, NY,...
Community: Meadowbrook Pointe Athletic Club & Spa
MLS 961858 • Daniel Gale Sothebys Intl Rlty, Mich...
The Villas at Narragansett
![604 NARRAGANSETT VILLAS DR, BABYLON, NY,..., Babylon, NY 11757]()
2 beds
|2 baths
|1,227 sq ft
|Condo
604 NARRAGANSETT VILLAS DR, BABYLON, NY,...
Community: The Villas at Narragansett
MLS 961765 • Signature Premier Properties, Franci...
Rivington
![503 CENTER MEADOW LN 503, DANBURY, CT, 0..., Danbury, CT 06810]()
2 beds
|2 baths
|1,258 sq ft
|Condo
503 CENTER MEADOW LN 503, DANBURY, CT, 0...
Community: Rivington
MLS 24154367 • Keller Williams NY Realty, George ...
Encore Atlantic Shores
![179 MELODY CT, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941]()
2 beds
|3 baths
|2,900 sq ft
|Condo
179 MELODY CT, BROOKHAVEN, NY, 11941
Community: Encore Atlantic Shores
MLS 959599 • Douglas Elliman Real Estate, Enzo Mo...
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
![488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|2,199 sq ft
|Condo
488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24154316 • Serhant Connecticut, LLC, Carmen D...
Heritage Village
![170 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
170 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24152831 • Ascend Realty LLC, Michael Monteir...
Glassbury Court at Cold Spring
![15 REVOLUTION RD, COLD SPRING, NY, 10516, Cold Spring, NY 10516]()
2 beds
|3 baths
|1,785 sq ft
|Condo
15 REVOLUTION RD, COLD SPRING, NY, 10516
Community: Glassbury Court at Cold Spring
MLS 959610 • House Finch Realty, LLC, Charlotte F...
Park Glen
![4 BLOSSOM CT, NEW MILFORD, CT, 06776, New Milford, CT 06776]()
MLS 24153690 • William Raveis Real Estate, Pat Ca...
Want to learn more about 55+ communities in Westport?
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(475) 471-1908
Leisure Knoll
![206 BELFAST LN, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 960634 • Leisure Living Realty Inc, Paulina R...
Regency at Fishkill
![734 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524]()
2 beds
|2 baths
|1,450 sq ft
|Condo
734 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
MLS 959190 • Century 21 Alliance Rlty Group, Anth...
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?
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REIN updates its listings on a daily basis. Data last updated: Mar 03, 2026.
This application does not include information on all of the properties available for sale at this time.
