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

134 communities near Prospect

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Regency at Prospect
$300Ks - $500Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
Boulder Brook
$200Ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 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 | 2,580 homes
Leisure Village
$200Ks - $400Ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
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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
Rivington
$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
Oronoque Village
$200Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
The Village at Oxford Gre...
$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.
Meadowbrook Pointe Athlet...
$800Ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
Leisure Knoll
$300Ks - $400Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
Country Pointe Plainview
$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
Leisure Glen
$400Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
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Spring Lake Village
$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
3.7 rating (3 reviews) Greenwood Village
$100Ks - $200Ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
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
Dutchgate
$400Ks
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.
The Waterways at Moriches
$400Ks - $700Ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
The Retreat at Carmel
$400Ks - $600Ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Overlook
$600Ks - $800Ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 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
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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
HarborView
$900Ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
The Club at Melville
$500Ks
The Club at Melville, Melville, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes
The Seasons at Elwood
$800Ks - $900Ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 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.
Meadow Brook Estates
$500Ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
5 rating (1 reviews) Encore Atlantic Shores
$700Ks - $800Ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
The Summit at Bethel
$600Ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
4.9 rating (14 reviews) Chatfield Farms
$500Ks - $600Ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
5 rating (1 reviews) Encore at Lake Grove
$600Ks - $800Ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
Want to learn more about 55+ communities in Prospect, CT? 55places can help!
Questions? Call us: (860) 512-9774
Woodridge Strathmore Terr...
$400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
Regency at Wappinger
$600Ks - $700Ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes
5 rating (1 reviews) Sunrise Village
$400Ks - $500Ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes
Saddle Lakes
$400Ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
Country Village Estates
$400Ks
Country Village Estates, Coram, NY
Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes
The Gardens of Wilbraham 116 CHERRY DR # 116, WILBRAHAM, MA, 0109..., Wilbraham, MA 01095
$515,000

2 beds

|

2 baths

|

1,634 sq ft

|

Condo

116 CHERRY DR # 116, WILBRAHAM, MA, 0109...
The Gardens of Wilbraham 32 LODGE LN # 32, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$565,000

2 beds

|

2 baths

|

1,610 sq ft

|

Condo

32 LODGE LN # 32, WILBRAHAM, MA, 01095
The Waterways at Moriches 514 HIGHLAND CT # A3, MORICHES, NY, 1195..., Moriches, NY 11955
$568,000

2 beds

|

2 baths

|

1,839 sq ft

|

Condo

514 HIGHLAND CT # A3, MORICHES, NY, 1195...
The Greens at Half Hollow 382 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747
$1,525,000

2 beds

|

2 baths

|

2,937 sq ft

|

Condo

382 ALTESSA BLVD, MELVILLE, NY, 11747
HarborView 100 HARBOR VIEW DR 439, PORT WASHINGTON,..., Port Washington, NY 11050
$875,000

2 beds

|

3 baths

|

1,420 sq ft

|

Condo

100 HARBOR VIEW DR 439, PORT WASHINGTON,...
Community: HarborView
Want to learn more about 55+ communities in Prospect, CT? 55places can help!
Questions? Call us: (860) 512-9774
Leisure Village 166 VENTRY CT B, RIDGE, NY, 11961, Ridge, NY 11961
$259,000

1 beds

|

1 baths

|

680 sq ft

|

House

166 VENTRY CT B, RIDGE, NY, 11961
Community: Leisure Village
Oronoque Village 543 NORTH TRL B, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

2 beds

|

3 baths

|

1,426 sq ft

|

Condo

543 NORTH TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
New Bramble Ridge 23 DEWBERRY WAY # 23, SUFFIELD, CT, 0607..., Suffield, CT 06078
$499,719

2 beds

|

2 baths

|

2,195 sq ft

|

Condo

23 DEWBERRY WAY # 23, SUFFIELD, CT, 0607...
Community: Bramble Ridge
Heritage Village 761 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$344,900

2 beds

|

2 baths

|

1,063 sq ft

|

Condo

761 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
New Oronoque Village 383 SEQUOIA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$635,000

2 beds

|

3 baths

|

1,360 sq ft

|

Condo

383 SEQUOIA 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.
Oronoque Village 617 CHEROKEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$544,999

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

617 CHEROKEE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 164 BISON LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$479,999

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

164 BISON LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 26 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,900

2 beds

|

2 baths

|

1,217 sq ft

|

Condo

26 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens 712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0..., Oxford, CT 06478
$615,000

2 beds

|

2 baths

|

1,546 sq ft

|

Condo

712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0...
Fairview at Oxford Greens 712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0..., Oxford, CT 06478
$615,000

2 beds

|

2 baths

|

1,546 sq ft

|

Condo

712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0...
Want to learn more about 55+ communities in Prospect, CT? 55places can help!
Questions? Call us: (860) 512-9774
Oronoque Village 133 BANNOCK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$629,900

3 beds

|

3 baths

|

1,438 sq ft

|

Condo

133 BANNOCK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Rivington 13 MERCY ST # 13, DANBURY, CT, 06810, Danbury, CT 06810
$650,000

3 beds

|

3 baths

|

1,572 sq ft

|

Condo

13 MERCY ST # 13, DANBURY, CT, 06810
Community: Rivington
Heritage Village 865 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$369,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

865 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Oak Meadow Estates 21 OAK MEADOW LN # 21, HARWINTON, CT, 06..., Harwinton, CT 06791
$450,000

2 beds

|

3 baths

|

2,164 sq ft

|

Condo

21 OAK MEADOW LN # 21, HARWINTON, CT, 06...
Community: Oak Meadow Estates
Heritage Village 568A HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488
$409,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

568A HERITAGE VLG, 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 25 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$449,000

2 beds

|

2 baths

|

1,447 sq ft

|

Condo

25 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens 185 COUNTRY CLUB DR # 185, OXFORD, CT, 0..., Oxford, CT 06478
$660,000

3 beds

|

3 baths

|

2,595 sq ft

|

Condo

185 COUNTRY CLUB DR # 185, OXFORD, CT, 0...
New Newbury Village 332 STILL WATER CIR # 332, BROOKFIELD, C..., Brookfield, CT 06804
$525,000

2 beds

|

2 baths

|

1,466 sq ft

|

Condo

332 STILL WATER CIR # 332, BROOKFIELD, C...
Community: Newbury Village
Oronoque Village 193 BAYFIELD LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$559,000

1 beds

|

3 baths

|

1,620 sq ft

|

Condo

193 BAYFIELD LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 289 AGAWAM DR B, STRATFORD, CT, 06614, Stratford, CT 06614
$639,900

1 beds

|

3 baths

|

1,620 sq ft

|

Condo

289 AGAWAM DR B, STRATFORD, CT, 06614
Community: Oronoque Village
Want to learn more about 55+ communities in Prospect, CT? 55places can help!
Questions? Call us: (860) 512-9774
Oronoque Village 195 BAYFIELD LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$549,900

1 beds

|

3 baths

|

1,575 sq ft

|

Condo

195 BAYFIELD LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 35 ALGONQUIN LN D, STRATFORD, CT, 06614, Stratford, CT 06614
$399,000

1 beds

|

2 baths

|

1,300 sq ft

|

Condo

35 ALGONQUIN LN D, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 375 PIUTE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$450,000

1 beds

|

3 baths

|

1,550 sq ft

|

Condo

375 PIUTE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Newtown Woods 433 BROOKSIDE CT 433, NEWTOWN, CT, 06470, Newtown, CT 06470
$500,000

2 beds

|

2 baths

|

1,504 sq ft

|

Condo

433 BROOKSIDE CT 433, NEWTOWN, CT, 06470
Community: Newtown Woods
Heritage Village 859 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$380,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

859 HERITAGE VLG B, 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.
New Oak Meadow Estates 65 OAK MEADOW LN # 65, HARWINTON, CT, 06..., Harwinton, CT 06791
$495,000

2 beds

|

4 baths

|

2,164 sq ft

|

Condo

65 OAK MEADOW LN # 65, HARWINTON, CT, 06...
Community: Oak Meadow Estates
Spring Lake Village 85 CLEARVIEW CT # 85, SOUTHINGTON, CT, 0..., Southington, CT 06489
$289,900

1 beds

|

2 baths

|

1,028 sq ft

|

Condo

85 CLEARVIEW CT # 85, SOUTHINGTON, CT, 0...
Community: Spring Lake Village
Regency at Woodbridge 12 WHISPER RIDGE WAY # 45, WOODBRIDGE, C..., Woodbridge, CT 06525
$679,000

3 beds

|

3 baths

|

Condo

12 WHISPER RIDGE WAY # 45, WOODBRIDGE, C...
Regency at Woodbridge 21 HERITAGE LN # 60, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525
$599,000

3 beds

|

3 baths

|

Condo

21 HERITAGE LN # 60, WOODBRIDGE, CT, 065...
Oronoque Village 736 QUINNIPIAC LN B, STRATFORD, CT, 0661..., Stratford, CT 06614
$475,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

736 QUINNIPIAC LN B, STRATFORD, CT, 0661...
Community: Oronoque Village
Want to learn more about 55+ communities in Prospect, CT? 55places can help!
Questions? Call us: (860) 512-9774
Heritage Village 563 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488
$263,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

563 HERITAGE VLG F, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 966 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$350,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

966 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Buckingham 8 KENINGTON RD # 8, AVON, CT, 06001, Avon, CT 06001
$599,900

3 beds

|

3 baths

|

2,430 sq ft

|

Condo

8 KENINGTON RD # 8, AVON, CT, 06001
Rivington 1 RIVINGTON WAY UNIT 201, DANBURY, CT, 0..., Danbury, CT 06810
$499,900

2 beds

|

2 baths

|

1,229 sq ft

|

Condo

1 RIVINGTON WAY UNIT 201, DANBURY, CT, 0...
Community: Rivington
Heritage Village 98 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$309,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

98 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
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134 communities near Prospect
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