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

231 homes near Prospect

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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
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 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
3.7 rating (3 reviews) Greenwood Village
$100ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
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Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 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
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
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.
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
The Waterways at Moriches
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 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 Village at Oxford Gre...
$400ks - $500ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 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
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 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
The Retreat at Carmel
$300ks - $800ks
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.
The Villas at Narraganset...
$400ks
The Villas at Narraganset..., Lindenhurst, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
Dutchgate
$300ks - $500ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 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
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Questions? Call us: (860) 512-9774
Kensington Estates
$1Ms
Kensington Estates, Woodbury, NY
New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
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
Fairview at Oxford Greens
$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.
5 rating (1 reviews) Encore at Lake Grove
$500ks - $700ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 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 Coves at Melville
$500ks
The Coves at Melville, Melville, NY
Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes
5 rating (1 reviews) Westhampton Pines
$900ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
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Questions? Call us: (860) 512-9774
Stone Ridge Estates
$500ks - $600ks
Stone Ridge Estates, Dix Hills, NY
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
Country Pointe Plainview
$700ks - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
Villas at Seminary Hill
$200ks - $300ks
Villas at Seminary Hill, Carmel, NY
New Construction | 55+ age-restricted | Built 2018 - present | 50 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.
Meadowbrooke Pointe East ...
$500ks - $600ks
Meadowbrooke Pointe East ..., East Meadow, NY
New Construction | 62+ age-restricted | Built 2019 - present | 104 homes
Breton Hills
$500ks
Breton Hills, Glen Cove, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
Knickerbocker Bay Club
$700ks - $3Ms
Knickerbocker Bay Club, Port Washington, NY
New and Resale | 55+ age-restricted | Built 2014 - present | 32 homes
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
Eagles Walk at East Quogu...
$300ks - $400ks
Eagles Walk at East Quogu..., East Quogue, NY
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
123...4
New The Greens at Half Hollow 899 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$699,000

2 beds

|

2 baths

|

1,150 sq ft

|

Condo

899 ALTESSA BLVD, HUNTINGTON, NY, 11747
New Dutchgate 218 WILLOW LN, VALLEY STREAM, NY, 11580, Valley Stream, NY 11580
$480,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

218 WILLOW LN, VALLEY STREAM, NY, 11580
Community: Dutchgate
New Heritage Hills 499B HERITAGE HLS 499B, SOMERS, NY, 1058..., Somers, NY 10589
$569,000

2 beds

|

2 baths

|

1,470 sq ft

|

Condo

499B HERITAGE HLS 499B, SOMERS, NY, 1058...
Community: Heritage Hills
New Oronoque Village 483 COMMANCHE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$400,000

1 beds

|

2 baths

|

1,454 sq ft

|

Condo

483 COMMANCHE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
New Jefferson Village 98 MOLLY PITCHER LN I, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598
$349,000

1 beds

|

1 baths

|

800 sq ft

|

Condo

98 MOLLY PITCHER LN I, YORKTOWN HEIGHTS,...
Community: Jefferson Village
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
New The Manors at The Colony Preserve 21 GREENTREE CT, SHIRLEY, NY, 11967, Shirley, NY 11967
$525,000

2 beds

|

2 baths

|

1,557 sq ft

|

Condo

21 GREENTREE CT, SHIRLEY, NY, 11967
New Encore Atlantic Shores 135 CHOPIN PL, EASTPORT, NY, 11941, Eastport, NY 11941
$825,000

2 beds

|

2 baths

|

2,233 sq ft

|

Condo

135 CHOPIN PL, EASTPORT, NY, 11941
New Heritage Village 411 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$225,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

411 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Sunrise Village 71 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782
$489,990

2 beds

|

3 baths

|

1,046 sq ft

|

Condo

71 REVERE DR, SAYVILLE, NY, 11782
Community: Sunrise 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.
Spring Lake Village 41 COACH DR # 41, SOUTHINGTON, CT, 06489, Southington, CT 06489
$249,900

2 beds

|

2 baths

|

1,232 sq ft

|

Condo

41 COACH DR # 41, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
The Village at Hunt Glen 59 HUNT GLEN DR 59, GRANBY, CT, 06035, Granby, CT 06035
$545,000

2 beds

|

4 baths

|

1,848 sq ft

59 HUNT GLEN DR 59, GRANBY, CT, 06035
Rivington 1025 COUNTRY VIEW RD 1025, DANBURY, CT, ..., Danbury, CT 06810
$499,000

2 beds

|

2 baths

|

1,292 sq ft

|

Condo

1025 COUNTRY VIEW RD 1025, DANBURY, CT, ...
Community: Rivington
Heritage Village 865 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$349,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

865 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
Regency at Prospect 50 LILAC LN # 50, PROSPECT, CT, 06712, Prospect, CT 06712
$489,000

2 beds

|

2 baths

|

1,503 sq ft

|

Condo

50 LILAC LN # 50, PROSPECT, CT, 06712
Community: Regency at Prospect
The Seasons at East Meadow 448 WINTER PL, EAST MEADOW, NY, 11554, East Meadow, NY 11554
$675,000

2 beds

|

3 baths

|

1,030 sq ft

|

Condo

448 WINTER PL, EAST MEADOW, NY, 11554
Leisure Knoll 498 CRANSTON LN, RIDGE, NY, 11961, Ridge, NY 11961
$479,000

2 beds

|

2 baths

|

1,412 sq ft

|

Condo

498 CRANSTON LN, RIDGE, NY, 11961
Community: Leisure Knoll
Overlook 2066 SUMMIT LOOP # 68, CARMEL, NY, 10512, Carmel, NY 10512
$879,000

2 beds

|

3 baths

|

2,126 sq ft

|

Condo

2066 SUMMIT LOOP # 68, CARMEL, NY, 10512
Community: Overlook
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.
Fairfield at St. James 1205 GOTHAM DR, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$449,990

1 beds

|

2 baths

|

750 sq ft

|

House

1205 GOTHAM DR, SMITHTOWN, NY, 11780
Heritage Village 1041 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$299,900

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

1041 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
Encore at Lake Grove 51 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755
$629,999

2 beds

|

3 baths

|

1,409 sq ft

|

Condo

51 SYMPHONY DR, LAKE GROVE, NY, 11755
The Seasons at Seaford 28 SPRING DR, SEAFORD, NY, 11783, Seaford, NY 11783
$829,000

2 beds

|

2 baths

|

1,034 sq ft

|

Condo

28 SPRING DR, SEAFORD, NY, 11783
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
Jefferson Village 41 JEFFERSON OVAL G, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$480,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

41 JEFFERSON OVAL G, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
Heritage Hills 772 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$790,000

2 beds

|

2 baths

|

1,663 sq ft

|

Condo

772 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Meadowbrooke Pointe East Meadow 506 EMANUEL WAY 73, HEMPSTEAD, NY, 11554, Hempstead, NY 11554
$729,999

2 beds

|

2 baths

|

961 sq ft

|

Condo

506 EMANUEL WAY 73, HEMPSTEAD, NY, 11554
Rivington 13 MERCY ST 13, DANBURY, CT, 06810, Danbury, CT 06810
$645,000

3 beds

|

3 baths

|

1,572 sq ft

|

Condo

13 MERCY ST 13, DANBURY, CT, 06810
Community: Rivington
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 120H COLUMBIA CT, YORKTOWN, NY, 10598, Yorktown, NY 10598
$350,000

1 beds

|

1 baths

|

793 sq ft

|

Condo

120H COLUMBIA CT, YORKTOWN, NY, 10598
Community: Jefferson Village
Leisure Village 306 TORQUAY CT E, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$239,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

306 TORQUAY CT E, BROOKHAVEN, NY, 11961
Community: Leisure Village
Jefferson Village 113 VILLAGE RD B, YORKTOWN, NY, 10598, Yorktown, NY 10598
$469,999

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

113 VILLAGE RD B, YORKTOWN, NY, 10598
Community: Jefferson Village
Heritage Village 972 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$285,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

972 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Spring Lake Village 6 LAKEVIEW DR 6, SOUTHINGTON, CT, 06489, Southington, CT 06489
$320,000

3 beds

|

3 baths

|

1,471 sq ft

|

Condo

6 LAKEVIEW DR 6, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
Woodridge Strathmore Terrace 35 CHIPPENDALE DR, MOUNT SINAI, NY, 1176..., Mount Sinai, NY 11766
$449,999

2 beds

|

2 baths

|

1,240 sq ft

|

Condo

35 CHIPPENDALE DR, MOUNT SINAI, NY, 1176...
Glenwood Village 181 GLYNWOOD 181, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$265,000

2 beds

|

1 baths

|

1,100 sq ft

|

Manufactured On Land

181 GLYNWOOD 181, RIVERHEAD, NY, 11901
Community: Glenwood Village
Meadowbrook Pointe Athletic Club & Spa 556 PACING WAY 556, NORTH HEMPSTEAD, NY,..., North Hempstead, NY 11590
$898,000

2 beds

|

2 baths

|

1,438 sq ft

|

Condo

556 PACING WAY 556, NORTH HEMPSTEAD, NY,...
The Bel Aire at East Meadow 50 MERRICK AVE 118, EAST MEADOW, NY, 115..., East Meadow, NY 11554
$425,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

50 MERRICK AVE 118, EAST MEADOW, NY, 115...
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 Villas at Narragansett 604 NARRAGANSETT VILLAS DR, BABYLON, NY,..., Babylon, NY 11757
$549,990

2 beds

|

2 baths

|

1,227 sq ft

|

Condo

604 NARRAGANSETT VILLAS DR, BABYLON, NY,...
Encore Atlantic Shores 179 MELODY CT, EASTPORT, NY, 11941, Eastport, NY 11941
$925,000

2 beds

|

3 baths

|

2,900 sq ft

|

Condo

179 MELODY CT, EASTPORT, NY, 11941
Oronoque Village 488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$599,000

1 beds

|

3 baths

|

2,199 sq ft

|

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 170 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$359,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
Glassbury Court at Cold Spring 15 REVOLUTION RD, COLD SPRING, NY, 10516, Cold Spring, NY 10516
$556,904

2 beds

|

3 baths

|

1,785 sq ft

|

Condo

15 REVOLUTION RD, COLD SPRING, NY, 10516
Park Glen 4 BLOSSOM CT, NEW MILFORD, CT, 06776, New Milford, CT 06776
$629,000

2 beds

|

3 baths

|

2,573 sq ft

|

Condo

4 BLOSSOM CT, NEW MILFORD, CT, 06776
Community: Park Glen
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