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

585 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
3 rating (2 reviews) Heritage Hills
$400ks - $800ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 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
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
The Waterways at Moriches
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 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
3.7 rating (3 reviews) Greenwood Village
$100ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 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
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 Greens at Half Hollow
$600ks - $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes
Country Pointe Plainview
$700ks - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 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
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
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) Encore Atlantic Shores
$500ks - $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
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
5 rating (1 reviews) Sunken Pond Estates
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
5 rating (1 reviews) Westhampton Pines
$900ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 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.
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
Liberty at Newtown
$300ks - $400ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
HarborView
$800ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 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
Strathmore Gate East
$300ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Country Pointe Preserve
$600ks - $900ks
Country Pointe PreserveYaphank, NY
New Construction | 55+ age-restricted | Built 2024 - present | 152 homes
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 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.
Dutchgate
$300ks - $500ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
The Coves at Melville
$500ks
The Coves at Melville, Melville, NY
Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
Vineyards at Moriches
$500ks - $600ks
Vineyards at Moriches, Center Moriches, NY
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 homes
Vineyards at Brookfield
$400ks - $500ks
Vineyards at Brookfield, Center Moriches, NY
New Construction | 55+ age-restricted | Built 2019 - present | 146 homes
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Regency at Wappinger
$500ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes
The Summit at Bethel
$500ks - $700ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 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.
123...4
Glenwood Village 1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901
$419,000

2 beds

|

2 baths

|

1,624 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
Glenwood Village 1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901
$419,000

2 beds

|

2 baths

|

1,624 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
New Pond Spring Village 111 PONDVIEW CIR 111, BEACON FALLS, CT, ..., Beacon Falls, CT 06403
$438,000

2 beds

|

2 baths

|

1,328 sq ft

|

Condo

111 PONDVIEW CIR 111, BEACON FALLS, CT, ...
Community: Pond Spring Village
New Country Pointe Plainview 19303 ASPENWOOD DR, OYSTER BAY, NY, 1180..., Oyster Bay, NY 11803
$1,148,000

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

19303 ASPENWOOD DR, OYSTER BAY, NY, 1180...
New The Greens at Half Hollow 1125 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$760,000

2 beds

|

2 baths

|

1,238 sq ft

|

Condo

1125 SAVOY DR, HUNTINGTON, NY, 11747
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
New Heritage Village 233 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$310,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

233 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New The Village at Oxford Greens 349 NIBLICK LN 349, OXFORD, CT, 06478, Oxford, CT 06478
$689,000

3 beds

|

2 baths

|

2,008 sq ft

|

Condo

349 NIBLICK LN 349, OXFORD, CT, 06478
New The Greens at Half Hollow 363 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$1,599,000

3 beds

|

3 baths

|

2,700 sq ft

|

Condo

363 ALTESSA BLVD, HUNTINGTON, NY, 11747
New The Greens at Half Hollow 907 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$749,000

2 beds

|

2 baths

|

1,186 sq ft

|

Condo

907 ALTESSA BLVD, HUNTINGTON, NY, 11747
New Heritage Hills 600 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$599,000

2 beds

|

2 baths

|

1,265 sq ft

|

Condo

600 HERITAGE HLS A, SOMERS, NY, 10589
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.
New HarborView 100 HARBORVIEW DR 301, NORTH HEMPSTEAD, ..., North Hempstead, NY 11050
$1,200,000

3 beds

|

3 baths

|

Condo

100 HARBORVIEW DR 301, NORTH HEMPSTEAD, ...
Community: HarborView
New HarborView 100 HARBORVIEW DR 301, NORTH HEMPSTEAD, ..., North Hempstead, NY 11050
$1,200,000

3 beds

|

3 baths

|

Condo

100 HARBORVIEW DR 301, NORTH HEMPSTEAD, ...
Community: HarborView
New Heritage Village 972 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$385,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

972 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Village 972 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$385,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

972 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New The Village at Oxford Greens 349 NIBLICK LN, OXFORD, CT, 06478, Oxford, CT 06478
$689,000

3 beds

|

2 baths

|

2,152 sq ft

349 NIBLICK LN, OXFORD, CT, 06478
New The Village at Oxford Greens 349 NIBLICK LN, OXFORD, CT, 06478, Oxford, CT 06478
$689,000

3 beds

|

2 baths

|

2,152 sq ft

349 NIBLICK LN, OXFORD, CT, 06478
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
New Heritage Village 176 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$289,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

176 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Village 176 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$289,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

176 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
New Shadow Lake Village 48 ELLSWORTH CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$359,900

2 beds

|

2 baths

|

983 sq ft

|

Ranch

48 ELLSWORTH CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
New Shadow Lake Village 48 ELLSWORTH CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$359,900

2 beds

|

2 baths

|

983 sq ft

|

Ranch

48 ELLSWORTH 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.
New Country Pointe Plainview 55201 SPRUCE POND CIR, OYSTER BAY, NY, 1..., Oyster Bay, NY 11803
$1,599,000

2 beds

|

2 baths

|

1,989 sq ft

|

Condo

55201 SPRUCE POND CIR, OYSTER BAY, NY, 1...
New Country Pointe Plainview 55201 SPRUCE POND CIR, OYSTER BAY, NY, 1..., Oyster Bay, NY 11803
$1,599,000

2 beds

|

2 baths

|

1,989 sq ft

|

Condo

55201 SPRUCE POND CIR, OYSTER BAY, NY, 1...
New Spring Lake Village 21 HICKORY HL 21, SOUTHINGTON, CT, 06489, Southington, CT 06489
$248,000

2 beds

|

2 baths

|

1,285 sq ft

|

Condo

21 HICKORY HL 21, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
New Spring Lake Village 21 HICKORY HL 21, SOUTHINGTON, CT, 06489, Southington, CT 06489
$248,000

2 beds

|

2 baths

|

1,285 sq ft

|

Condo

21 HICKORY HL 21, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
New The Manors at The Colony Preserve 33 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967
$510,000

2 beds

|

2 baths

|

1,557 sq ft

|

Condo

33 GREENTREE CT, BROOKHAVEN, NY, 11967
New The Manors at The Colony Preserve 33 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967
$510,000

2 beds

|

2 baths

|

1,557 sq ft

|

Condo

33 GREENTREE CT, BROOKHAVEN, NY, 11967
New The Waterways at Moriches 632 WATER WAY 32, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955
$799,000

2 beds

|

3 baths

|

1,874 sq ft

|

Condo

632 WATER WAY 32, BROOKHAVEN, NY, 11955
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
New The Waterways at Moriches 632 WATER WAY 32, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955
$799,000

2 beds

|

3 baths

|

1,874 sq ft

|

Condo

632 WATER WAY 32, BROOKHAVEN, NY, 11955
New The Seasons at Elwood 178 SUMMER CIR, HUNTINGTON, NY, 11731, Huntington, NY 11731
$1,688,000

2 beds

|

3 baths

|

2,900 sq ft

|

Condo

178 SUMMER CIR, HUNTINGTON, NY, 11731
New The Seasons at Elwood 178 SUMMER CIR, HUNTINGTON, NY, 11731, Huntington, NY 11731
$1,688,000

2 beds

|

3 baths

|

2,900 sq ft

|

Condo

178 SUMMER CIR, HUNTINGTON, NY, 11731
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 Vineyards at Blue Point 174 HALLEY DR, BROOKHAVEN, NY, 11772, Brookhaven, NY 11772
$829,900

2 beds

|

2 baths

|

1,928 sq ft

|

Condo

174 HALLEY DR, BROOKHAVEN, NY, 11772
New Vineyards at Blue Point 174 HALLEY DR, BROOKHAVEN, NY, 11772, Brookhaven, NY 11772
$829,900

2 beds

|

2 baths

|

1,928 sq ft

|

Condo

174 HALLEY DR, BROOKHAVEN, NY, 11772
New Greenwood Village 5131 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$135,000

2 beds

|

2 baths

|

987 sq ft

|

House

5131 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
New Greenwood Village 5131 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$135,000

2 beds

|

2 baths

|

987 sq ft

|

House

5131 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
New Meadowbrook Pointe Athletic Club & Spa 34 SHADY LN, HEMPSTEAD, NY, 11590, Hempstead, NY 11590
$877,000

2 beds

|

2 baths

|

1,319 sq ft

|

Condo

34 SHADY LN, HEMPSTEAD, NY, 11590
New Meadowbrook Pointe Athletic Club & Spa 34 SHADY LN, HEMPSTEAD, NY, 11590, Hempstead, NY 11590
$877,000

2 beds

|

2 baths

|

1,319 sq ft

|

Condo

34 SHADY LN, HEMPSTEAD, NY, 11590
New Shady Oaks 6 SNOWBURRY CT 281, RED BANK, NJ, 07701, Red Bank, NJ 07701
$549,000

2 beds

|

2 baths

|

1,147 sq ft

|

House

6 SNOWBURRY CT 281, RED BANK, NJ, 07701
Community: Shady Oaks
New Shady Oaks 6 SNOWBURRY CT 281, RED BANK, NJ, 07701, Red Bank, NJ 07701
$549,000

2 beds

|

2 baths

|

1,147 sq ft

|

House

6 SNOWBURRY CT 281, RED BANK, NJ, 07701
Community: Shady Oaks
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
New Fairfield at St. James 1205 GOTHAM DR, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$649,000

2 beds

|

2 baths

|

948 sq ft

|

Condo

1205 GOTHAM DR, SMITHTOWN, NY, 11780
New Fairfield at St. James 1205 GOTHAM DR, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$649,000

2 beds

|

2 baths

|

948 sq ft

|

Condo

1205 GOTHAM DR, SMITHTOWN, NY, 11780
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.

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