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

276 homes near Trumbull

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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
Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 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 - $900ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 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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4 rating (1 reviews) Jefferson Village
$100ks - $500ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 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
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 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
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
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
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Questions? Call us: (475) 231-4869
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 Manors at The Colony ...
$300ks - $400ks
The Manors at The Colony ..., Shirley, NY
New Construction | 55+ age-restricted | Built 2013 - present | 150 homes
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
5 rating (1 reviews) The Villages at Mount Sin...
$600ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 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.
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
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Questions? Call us: (475) 231-4869
5 rating (1 reviews) Shady Oaks
$200ks - $400ks
Shady Oaks, Red Bank, NJ
Resale Only | 55+ age-restricted | Built 1982 - 1983 | 366 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
Kensington Estates
$1Ms
Kensington Estates, Woodbury, NY
New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes
HarborView
$600ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 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.
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
Village Estates
$300ks - $400ks
Village Estates, Amityville, NY
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 138 homes
5 rating (1 reviews) Westhampton Pines
$900ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
The Villas at Narraganset...
$400ks
The Villas at Narraganset..., Lindenhurst, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes
The Seasons at Seaford
$600ks
The Seasons at Seaford, Seaford, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 homes
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
5 rating (1 reviews) Sunken Pond Estates
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
Strathmore Gate East
$300ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
The Coves at Melville
$500ks
The Coves at Melville, Melville, NY
Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes
Country Pointe Plainview
$700ks - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 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 Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
5 rating (1 reviews) Encore Atlantic Shores
$500ks - $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
5 rating (1 reviews) Sunrise Village
$400ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes
The Summit at Bethel
$500ks - $700ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
123...4
Heritage Village 29 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$325,000

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

29 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Eagles Walk at East Quogue 1504 AERIE WAY 1504, SOUTHAMPTON, NY, 11..., Southampton, NY 11942
$545,000

2 beds

|

2 baths

|

1,341 sq ft

|

House

1504 AERIE WAY 1504, SOUTHAMPTON, NY, 11...
The Summit at Bethel 20 GREAT HILL DR 20, BETHEL, CT, 06801, Bethel, CT 06801
$649,000

3 beds

|

3 baths

|

2,159 sq ft

|

Condo

20 GREAT HILL DR 20, BETHEL, CT, 06801
Heritage Hills 39 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$440,000

2 beds

|

2 baths

|

1,427 sq ft

|

Condo

39 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Shadow Lake Village 11 MEDFORD CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$279,900

1 beds

|

2 baths

|

1,021 sq ft

|

Adult Community

11 MEDFORD 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
Jefferson Village 59 KIRBY CLOSE D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$399,000

2 beds

|

2 baths

|

910 sq ft

|

Condo

59 KIRBY CLOSE D, YORKTOWN, NY, 10598
Community: Jefferson Village
Jefferson Village 51 JEFFERSON OVAL D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$364,999

2 beds

|

2 baths

|

919 sq ft

|

Condo

51 JEFFERSON OVAL D, YORKTOWN, NY, 10598
Community: Jefferson Village
Heritage Village 401 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$353,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

401 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Hills 415 HERITAGE HILLS DR D, SOMERS, NY, 105..., Somers, NY 10589
$875,000

2 beds

|

2 baths

|

1,663 sq ft

|

Condo

415 HERITAGE HILLS DR D, SOMERS, NY, 105...
Community: Heritage Hills
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 Glen 16 HUNTINGTON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$505,000

2 beds

|

2 baths

|

1,312 sq ft

|

Condo

16 HUNTINGTON CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Heritage Village 25 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$439,900

2 beds

|

2 baths

|

1,447 sq ft

|

Condo

25 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage Village
Sunken Pond Estates 3006 AMEN COR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$499,000

2 beds

|

2 baths

|

1,587 sq ft

|

Condo

3006 AMEN COR, RIVERHEAD, NY, 11901
Community: Sunken Pond Estates
South Pond Village 177 THISTLE POND DR 177, BLOOMFIELD, CT,..., Bloomfield, CT 06002
$465,000

3 beds

|

3 baths

|

2,243 sq ft

|

Condo

177 THISTLE POND DR 177, BLOOMFIELD, CT,...
Community: South Pond Village
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
The Village at Oxford Greens 523 PUTTING GREEN LN 523, OXFORD, CT, 06..., Oxford, CT 06478
$625,000

2 beds

|

2 baths

|

2,008 sq ft

|

Condo

523 PUTTING GREEN LN 523, OXFORD, CT, 06...
Greenwood Village 2 DOGWOOD LN, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$192,500

2 beds

|

2 baths

|

1,064 sq ft

|

Condo

2 DOGWOOD LN, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Heritage Village 1016 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$225,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

1016 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
The Greens at Half Hollow 928 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$615,000

2 beds

|

2 baths

|

1,262 sq ft

|

Condo

928 ALTESSA BLVD, HUNTINGTON, NY, 11747
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 72 DAKOTA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$539,500

1 beds

|

3 baths

|

1,118 sq ft

|

Condo

72 DAKOTA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 71 DAKOTA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$425,000

1 beds

|

2 baths

|

1,375 sq ft

|

Condo

71 DAKOTA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 977 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$520,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

977 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens 731 CHAMPIONSHIP DR 731, OXFORD, CT, 064..., Oxford, CT 06478
$629,900

2 beds

|

2 baths

|

1,539 sq ft

|

Condo

731 CHAMPIONSHIP DR 731, OXFORD, CT, 064...
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Shadow Lake Village 4 FRIENDSHIP CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$650,000

2 beds

|

2 baths

|

Ranch

4 FRIENDSHIP CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Jefferson Village 18L HASTINGS CT, YORKTOWN, NY, 10598, Yorktown, NY 10598
$395,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

18L HASTINGS CT, YORKTOWN, NY, 10598
Community: Jefferson Village
Country Pointe Preserve 3 JUNIPER LN 94, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980
$965,000

2 beds

|

3 baths

|

2,389 sq ft

|

Condo

3 JUNIPER LN 94, BROOKHAVEN, NY, 11980
Heritage Village 151 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$214,900

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

151 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.
Heritage Village 79 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$229,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

79 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Village Estates 137 FRANCESCA WAY, BABYLON, NY, 11701, Babylon, NY 11701
$599,999

2 beds

|

1 baths

|

1,245 sq ft

|

Condo

137 FRANCESCA WAY, BABYLON, NY, 11701
Community: Village Estates
Greenwood Village 75 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$135,000

2 beds

|

2 baths

|

1,110 sq ft

|

Condo

75 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Greenwood Village 43 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$264,999

2 beds

|

2 baths

|

1,164 sq ft

|

Condo

43 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Leisure Village 207 WOODBRIDGE DR B, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$499,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

207 WOODBRIDGE DR B, BROOKHAVEN, NY, 119...
Community: Leisure Village
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Leisure Village 395 WOODBRIDGE DR C, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$289,000

2 beds

|

1 baths

|

874 sq ft

|

Condo

395 WOODBRIDGE DR C, BROOKHAVEN, NY, 119...
Community: Leisure Village
Leisure Village 427 AYLESBURY CT A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$380,000

2 beds

|

2 baths

|

972 sq ft

|

Condo

427 AYLESBURY CT A, BROOKHAVEN, NY, 1196...
Community: Leisure Village
Fairfield at St. James 506 DREW DR, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$599,999

3 beds

|

3 baths

|

1,716 sq ft

|

Condo

506 DREW DR, SMITHTOWN, NY, 11780
Heritage Village 644 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$509,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

644 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.
Oronoque Village 86 S TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$535,000

2 beds

|

3 baths

|

2,734 sq ft

|

Condo

86 S TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 252 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614
$639,000

2 beds

|

3 baths

|

2,494 sq ft

|

Condo

252 AGAWAM DR A, STRATFORD, CT, 06614
Community: Oronoque Village
Sunrise Village 4 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782
$499,000

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

4 REVERE DR, ISLIP, NY, 11782
Community: Sunrise Village
Heritage Village 78 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$280,000

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

78 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Rivington 424 CENTER MEADOW LN 424, DANBURY, CT, 0..., Danbury, CT 06810
$510,000

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

424 CENTER MEADOW LN 424, DANBURY, CT, 0...
Community: Rivington
Bartlett Hill 9 PEAR ORCHARD RD 9, PORTLAND, CT, 06480, Portland, CT 06480
$479,900

2 beds

|

3 baths

|

1,404 sq ft

9 PEAR ORCHARD RD 9, PORTLAND, CT, 06480
Community: Bartlett Hill
123456…7

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