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

147 communities near Trumbull

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Long Hill Village
$300Ks - $400Ks
Long Hill Village, Trumbull, CT
Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes
Regency Meadows
$500Ks - $500Ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 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
$500Ks - $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes
Rivington
$600Ks - $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
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
Oronoque Village
$200Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 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 Village at Oxford Gre...
$500Ks - $600Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
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 - $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 - $400Ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
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Questions? Call us: (475) 231-4869
Leisure Glen
$400Ks - $400Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
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
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
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.
Regency at Prospect
$300Ks - $500Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
5 rating (1 reviews) Shady Oaks
$400Ks - $400Ks
Shady Oaks, Red Bank, NJ
Resale Only | 55+ age-restricted | Built 1982 - 1983 | 366 homes
Dutchgate
$400Ks - $400Ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
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
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
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 - $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 ...
$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 - $800Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 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.
HarborView
$900Ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
The Club at Melville
$500Ks - $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
Meadow Brook Estates
$500Ks - $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
5 rating (1 reviews) Encore Atlantic Shores
$600Ks - $800Ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
The Summit at Bethel
$600Ks - $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
Woodridge Strathmore Terr...
$400Ks - $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
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
Shadow Lake Village 163 LEXINGTON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$315,000

2 beds

|

1 baths

|

1,021 sq ft

|

Adult Community

163 LEXINGTON CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Shadow Lake Village 11 MANCHESTER CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$385,000

2 beds

|

1 baths

|

999 sq ft

|

Adult Community

11 MANCHESTER CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Shadow Lake Village 22 CLAREMONT CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$449,900

2 beds

|

2 baths

|

1,272 sq ft

|

House

22 CLAREMONT CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Shady Oaks 59 BOXWOOD TER, RED BANK, NJ, 07701, Red Bank, NJ 07701
$475,000

2 beds

|

2 baths

|

1,386 sq ft

|

Ranch

59 BOXWOOD TER, RED BANK, NJ, 07701
Community: Shady Oaks
Shadow Lake Village 40 ELLSWORTH CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$549,900

2 beds

|

2 baths

|

1,132 sq ft

|

Ranch

40 ELLSWORTH CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Shadow Lake Village 88 FRIENDSHIP CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$389,000

2 beds

|

2 baths

|

House

88 FRIENDSHIP CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Shadow Lake Village 7 LEXINGTON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$279,900

1 beds

|

1 baths

|

1,021 sq ft

|

Adult Community

7 LEXINGTON CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Shadow Lake Village 19 MANCHESTER CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$429,900

2 beds

|

1 baths

|

952 sq ft

|

Ranch

19 MANCHESTER CT, RED BANK, NJ, 07701
Community: Shadow Lake 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.
Shadow Lake Village 12 ELLSWORTH CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$599,000

2 beds

|

2 baths

|

Ranch

12 ELLSWORTH CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Shadow Lake Village 109 LEXINGTON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$399,000

2 beds

|

1 baths

|

Ranch

109 LEXINGTON CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Shadow Lake Village 50 FRIENDSHIP CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$429,000

2 beds

|

2 baths

|

1,114 sq ft

|

Adult Community

50 FRIENDSHIP CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Shadow Lake Village 32 ELLSWORTH CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$405,000

2 beds

|

2 baths

|

Adult Community

32 ELLSWORTH CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Four Seasons at Ridgemont 301 FOUR SEASONS LN, MONTVALE, NJ, 07645, Montvale, NJ 07645
$879,000

2 beds

|

2 baths

|

Condo

301 FOUR SEASONS LN, MONTVALE, NJ, 07645
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Shadow Lake Village 25 CLAREMONT CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$489,999

2 beds

|

2 baths

|

1,391 sq ft

|

House

25 CLAREMONT CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Shadow Lake Village 33 AUBURN CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$425,000

2 beds

|

2 baths

|

1,391 sq ft

|

Adult Community

33 AUBURN CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Shadow Lake Village 143 LEXINGTON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$345,000

2 beds

|

1 baths

|

1,021 sq ft

|

Adult Community

143 LEXINGTON CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Cheshire Square 55 CHESHIRE SQ, LITTLE SILVER, NJ, 07739, Little Silver, NJ 07739
$725,000

2 beds

|

3 baths

|

Townhouse

55 CHESHIRE SQ, LITTLE SILVER, NJ, 07739
Community: Cheshire Square
Shadow Lake Village 60 FALMOUTH CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$524,900

2 beds

|

2 baths

|

1,132 sq ft

|

House

60 FALMOUTH CT, RED BANK, NJ, 07701
Community: Shadow Lake 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 127 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$220,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

127 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 289 AGAWAM DR B, STRATFORD, CT, 06614, Stratford, CT 06614
$639,900

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

289 AGAWAM DR B, STRATFORD, CT, 06614
Community: Oronoque Village
The Village at Oxford Greens 930 TILLINGHAST DR # 930, OXFORD, CT, 06..., Oxford, CT 06478
$759,900

2 beds

|

3 baths

|

2,365 sq ft

930 TILLINGHAST DR # 930, OXFORD, CT, 06...
Heritage Village 60 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$300,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

60 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
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
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Heritage Village 103 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$185,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

103 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 701 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$329,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

701 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Bidwell Village 94 STONEHOUSE RD UNIT 10, COVENTRY, CT, ..., Coventry, CT 06238
$425,000

3 beds

|

3 baths

|

1,717 sq ft

94 STONEHOUSE RD UNIT 10, COVENTRY, CT, ...
Community: Bidwell 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 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.
Oronoque Village 87 CREEK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$439,900

1 beds

|

2 baths

|

1,454 sq ft

|

Condo

87 CREEK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Fieldstone Village 206 DEERFIELD LN # 206, ORANGE, CT, 0647..., Orange, CT 06477
$760,000

2 beds

|

3 baths

|

1,650 sq ft

|

Condo

206 DEERFIELD LN # 206, ORANGE, CT, 0647...
Community: Fieldstone 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
Oronoque Village 195 BAYFIELD LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$549,900

2 beds

|

3 baths

|

1,575 sq ft

|

Condo

195 BAYFIELD LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Spring Lake Village 85 CLEARVIEW CT # 85, SOUTHINGTON, CT, 0..., Southington, CT 06489
$294,500

1 beds

|

2 baths

|

1,028 sq ft

|

Condo

85 CLEARVIEW CT # 85, SOUTHINGTON, CT, 0...
Community: Spring Lake Village
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Heritage Village 740 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$415,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

740 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Newbury Village 21 GREAT HERON LN # 21, BROOKFIELD, CT, ..., Brookfield, CT 06804
$695,000

3 beds

|

4 baths

|

2,644 sq ft

|

Condo

21 GREAT HERON LN # 21, BROOKFIELD, CT, ...
Community: Newbury 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
Gloria Commons 10 LUCIUS CT # 10, MILFORD, CT, 06461, Milford, CT 06461
$465,000

2 beds

|

3 baths

|

2,061 sq ft

|

Condo

10 LUCIUS CT # 10, MILFORD, CT, 06461
Community: Gloria Commons
The Woods at Dunham Pond 12 HERON VIEW RD # 12, NEW FAIRFIELD, CT..., New Fairfield, CT 06812
$419,900

1 beds

|

2 baths

|

1,550 sq ft

12 HERON VIEW RD # 12, NEW FAIRFIELD, CT...
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147 communities near Trumbull
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