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Prospect, CT 55+ active adult communities & homes for sale - Page 3

134 communities near Prospect

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The Vineyards at Miller P...
$600Ks
The Vineyards at Miller P..., Miller Place, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 homes
Baldwin Station
$400Ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
Bartlett Hill
$500Ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
Kensington Estates
$800Ks - $2Ms
Kensington Estates, Woodbury, NY
New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes
5 rating (2 reviews) Benson Woods
$400Ks - $600Ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
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Shaker Heights
$400Ks - $500Ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 homes
Stone Ridge Estates
$700Ks
Stone Ridge Estates, Dix Hills, NY
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes
5 rating (3 reviews) Founders Ridge
$500Ks - $600Ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
Breton Hills
$600Ks
Breton Hills, Glen Cove, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
The Polo Club at Islandia
$600Ks
The Polo Club at Islandia, Islandia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 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.
Long Hill Village
$300Ks - $400Ks
Long Hill Village, Trumbull, CT
Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes
Regency at Woodbridge
$500Ks - $600Ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
The Village at Hunt Glen
$300Ks
The Village at Hunt Glen, Granby, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes
Sonoma Woods
$300Ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes
Stoneleigh Woods at Carme...
$400Ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes
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Questions? Call us: (860) 512-9774
Eagles Walk at East Quogu...
$500Ks
Eagles Walk at East Quogu..., East Quogue, NY
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes
Hopmeadow Place
$200Ks - $300Ks
Hopmeadow Place, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes
Glassbury Court at Hunter...
$500Ks - $700Ks
Glassbury Court at Hunter..., Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 64 homes
Whitney Glen
$500Ks - $600Ks
Whitney Glen, Westport, CT
Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes
RiverWalk
$500Ks - $600Ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 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.
Woodcrest at Jacobs Hill
$300Ks
Woodcrest at Jacobs Hill, Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 homes
The Atrium of Portland
<$100k
The Atrium of Portland, Portland, CT
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes
The Village at Buckingham
$500Ks - $600Ks
The Village at Buckingham, Avon, CT
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes
Autumn Fields
$200Ks - $300Ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
77 Sunset Lane
$400Ks - $700Ks
77 Sunset Lane, Ridgefield, CT
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 homes
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Questions? Call us: (860) 512-9774
Evergreen
$500Ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
Regency Meadows
$500Ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Gloria Commons
$400Ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
Villas at Seminary Hill
$400Ks
Villas at Seminary Hill, Carmel, NY
New Construction | 55+ age-restricted | Built 2018 - present | 50 homes
Eastport Meadows
$400Ks
Eastport Meadows, Eastport, NY
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 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.
Bramble Ridge
$400Ks - $500Ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Chimney Hill
$500Ks - $700Ks
Chimney Hill, Farmington, CT
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 44 homes
Village Vistas
$800Ks - $1Ms
Village Vistas, Port Jefferson, NY
Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes
Harbor View Estates
$400Ks - $600Ks
Harbor View Estates, Copiague, NY
New Construction | 55+ age-restricted | Built 2017 - 2018 | 40 homes
Forest Mews
$300Ks - $400Ks
Forest Mews, Avon, CT
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 40 homes
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
Clockmaker's Hill
$100Ks
Clockmaker's Hill, Winsted, CT
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes
Hidden Harbor Estates
$500Ks - $600Ks
Hidden Harbor Estates, Copiague, NY
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 38 homes
Billingsgate
$400Ks - $600Ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
Bidwell Village
$300Ks - $400Ks
Bidwell Village, Coventry, CT
New Construction | 55+ age-restricted | Built 2020 - present | 37 homes
Stratford Park
$900Ks
Stratford Park, Melville, NY
Resale Only | 55+ age-restricted | Built 2011 - 2013 | 36 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
Plymouth Estates at Mount Sinai 230 IRA RD # 230, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$589,999

2 beds

|

2 baths

|

1,317 sq ft

|

Condo

230 IRA RD # 230, MOUNT SINAI, NY, 11766
Greenwood Village 145 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$199,900

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

145 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Glenwood Village 1661 OLD COUNTRY RD UNIT 280, RIVERHEAD,..., Riverhead, NY 11901
$205,000

2 beds

|

2 baths

|

1,008 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 280, RIVERHEAD,...
Community: Glenwood Village
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
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
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
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 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...
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
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
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
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
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 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
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
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
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
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
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 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
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
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
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
Heritage Village 902 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$389,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

902 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
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134 communities near Prospect
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