Call us at (475) 471-1908 to learn more about active adult communities near Westport

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

365 homes near Westport

Sort by:

Relevance

Relevance

No reviews yet 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
$100Ks - $400Ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
No reviews yet Leisure Village
$200Ks - $500Ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
No reviews yet 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
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
No reviews yet Rivington
$900Ks - $900Ks
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
$400Ks - $500Ks
Shadow Lake Village, Red Bank, NJ
Resale Only | 55+ age-restricted | Built 1972 - 1980 | 952 homes
No reviews yet Oronoque Village
$400Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
No reviews yet The Village at Oxford Gre...
$600Ks - $700Ks
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...
$500Ks - $900Ks
Four Seasons at Great Not..., Woodland Park, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 814 homes
No reviews yet Meadowbrook Pointe Athlet...
$800Ks - $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
No reviews yet Leisure Knoll
$400Ks - $400Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 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
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
No reviews yet Country Pointe Plainview
$1Ms - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
5 rating (1 reviews) Fairfield at St. James
$400Ks - $600Ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
No reviews yet Leisure Glen
$400Ks - $500Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
No reviews yet Spring Lake Village
$200Ks - $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
No reviews yet 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
No reviews yet 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
No reviews yet Regency at Prospect
$400Ks - $400Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
5 rating (1 reviews) Shady Oaks
$300Ks - $300Ks
Shady Oaks, Red Bank, NJ
Resale Only | 55+ age-restricted | Built 1982 - 1983 | 366 homes
No reviews yet Dutchgate
$400Ks - $400Ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
No reviews yet The Waterways at Moriches
$400Ks - $600Ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
No reviews yet Rolling Meadows at Waysid...
$600Ks - $800Ks
Rolling Meadows at Waysid..., Ocean Township, NJ
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 328 homes
No reviews yet The Retreat at Carmel
$300Ks - $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.
No reviews yet Cedar Village at Ocean
$700Ks - $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 - $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 ...
$600Ks - $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
$600Ks - $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
No reviews yet Apple Ridge
$700Ks - $800Ks
Apple Ridge, Mahwah, NJ
Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes
No reviews yet HarborView
$900Ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
No reviews yet Winthrop Court
$400Ks - $500Ks
Winthrop Court, Clifton, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 homes
No reviews yet The Club at Melville
$500Ks - $500Ks
The Club at Melville, Melville, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes
No reviews yet The Seasons at Elwood
$800Ks - $900Ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes
Spring Lake Village 543 S FARMS TER # 543, SOUTHINGTON, CT, ..., Southington, CT 06489
$225,000

2 beds

|

3 baths

|

1,782 sq ft

|

Condo

543 S FARMS TER # 543, SOUTHINGTON, CT, ...
Community: Spring Lake Village
Newbury Village 7 STILL WATER CIR # 7, BROOKFIELD, CT, 0..., Brookfield, CT 06804
$690,000

2 beds

|

4 baths

|

2,420 sq ft

|

Condo

7 STILL WATER CIR # 7, BROOKFIELD, CT, 0...
Community: Newbury Village
Heritage Village 65 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$175,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

65 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 93 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$250,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

93 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 98 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$347,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

98 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
Pond Spring Village 136 PONDVIEW CIR # 136, BEACON FALLS, CT..., Beacon Falls, CT 06403
$399,999

2 beds

|

2 baths

|

1,328 sq ft

|

Condo

136 PONDVIEW CIR # 136, BEACON FALLS, CT...
Community: Pond Spring Village
Heritage Village 900 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$279,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

900 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Pond Spring Village 54 PONDVIEW CIR # 54, BEACON FALLS, CT, ..., Beacon Falls, CT 06403
$439,900

2 beds

|

2 baths

|

1,498 sq ft

|

Condo

54 PONDVIEW CIR # 54, BEACON FALLS, CT, ...
Community: Pond Spring Village
O'Meara Farm 7 SUNFLOWER TER # 7, FARMINGTON, CT, 060..., Farmington, CT 06032
$539,900

4 beds

|

4 baths

|

1,934 sq ft

7 SUNFLOWER TER # 7, FARMINGTON, CT, 060...
Community: O'Meara Farm
Oronoque Village 156 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$469,000

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

156 APACHE LN 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.
South Pond Village 6 WILD ROSE CT # 6, BLOOMFIELD, CT, 0600..., Bloomfield, CT 06002
$188,100

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

6 WILD ROSE CT # 6, BLOOMFIELD, CT, 0600...
Community: South Pond Village
Meadow Brook Estates 306 SPRUCE HILL DR, OXFORD, CT, 06478, Oxford, CT 06478
$515,000

2 beds

|

3 baths

|

1,586 sq ft

|

Condo

306 SPRUCE HILL DR, OXFORD, CT, 06478
Founders Ridge 20 WEBSTER LN # 20, MIDDLETOWN, CT, 0645..., Middletown, CT 06457
$550,000

2 beds

|

2 baths

|

1,548 sq ft

|

Condo

20 WEBSTER LN # 20, MIDDLETOWN, CT, 0645...
Community: Founders Ridge
Heritage Village 951 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$339,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

951 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 687 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$349,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

687 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
Heritage Village 876 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$285,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

876 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Chatfield Farms 3 TIMBERLAND WAY # 3, BEACON FALLS, CT, ..., Beacon Falls, CT 06403
$629,900

3 beds

|

4 baths

|

2,052 sq ft

3 TIMBERLAND WAY # 3, BEACON FALLS, CT, ...
Community: Chatfield Farms
Billingsgate 15 BILLINGSGATE DR # 15, SIMSBURY, CT, 0..., Simsbury, CT 06070
$675,000

2 beds

|

4 baths

|

2,729 sq ft

|

Condo

15 BILLINGSGATE DR # 15, SIMSBURY, CT, 0...
Community: Billingsgate
Oronoque Village 518 IROQUOIS LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$514,900

2 beds

|

3 baths

|

1,426 sq ft

|

Condo

518 IROQUOIS LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 953 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$279,900

1 beds

|

1 baths

|

928 sq ft

|

Condo

953 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage 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.
Heritage Village 143 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$387,500

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

143 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 20 HERITAGE CRST D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$449,900

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

20 HERITAGE CRST D, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 648 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$425,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

648 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 16 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

16 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Newtown Woods 411 BROOKSIDE CT # 411, NEWTOWN, CT, 064..., Newtown, CT 06470
$499,500

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

411 BROOKSIDE CT # 411, NEWTOWN, CT, 064...
Community: Newtown Woods
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
Heritage Village 607 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$279,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

607 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
The Powder Forest Homes 3 PROSPECT RDG, SIMSBURY, CT, 06070, Simsbury, CT 06070
$799,900

4 beds

|

4 baths

|

2,557 sq ft

3 PROSPECT RDG, SIMSBURY, CT, 06070
Heritage Village 1000 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$435,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

1000 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
Heritage Village 9 HERITAGE CIR D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$275,000

2 beds

|

2 baths

|

1,071 sq ft

|

Condo

9 HERITAGE CIR D, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens 403 MULLIGAN DR # 403, OXFORD, CT, 06478, Oxford, CT 06478
$679,000

2 beds

|

2 baths

|

2,080 sq ft

|

Condo

403 MULLIGAN DR # 403, OXFORD, CT, 06478
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 Powder Forest Homes 30 CARSON WAY # 30, SIMSBURY, CT, 06070, Simsbury, CT 06070
$674,900

3 beds

|

4 baths

|

1,862 sq ft

30 CARSON WAY # 30, SIMSBURY, CT, 06070
Heritage Village 699 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$350,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

699 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 894 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$359,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

894 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 93 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$247,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

93 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 53 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$312,500

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

53 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Westport? 55places can help!
Questions? Call us: (475) 471-1908
Benson Woods 112 PERIWINKLE DR # 112, MIDDLEBURY, CT,..., Middlebury, CT 06762
$559,900

2 beds

|

3 baths

|

2,593 sq ft

|

Condo

112 PERIWINKLE DR # 112, MIDDLEBURY, CT,...
Community: Benson Woods
Heritage Village 224 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$349,000

2 beds

|

3 baths

|

1,572 sq ft

|

Condo

224 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 999 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$350,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

999 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 134 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$419,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

134 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Rivington 10 OLD PASTURE DR # 10, DANBURY, CT, 068..., Danbury, CT 06810
$1,175,000

3 beds

|

4 baths

|

2,544 sq ft

|

Condo

10 OLD PASTURE DR # 10, DANBURY, CT, 068...
Community: Rivington

Frequently Asked Questions


Want more information about active adult communities around Westport?

Global - Lead Form - Buyer or Renter

*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Westport?

Call us: (475) 471-1908
365 homes near Westport
Remove Boundaries ×
Map Satellite

Call Us Call Us
Scroll to Top