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

Living in Trumbull

Trumbull lies near the Atlantic Coast in Western Connecticut. Trumbull has an expansive state park that offers scenic lush green trails, as well as a buzzing shopping mall. With…

Trumbull lies near the Atlantic Coast in Western Connecticut. Trumbull has an expansive state park that offers scenic lush green trails, as well as a buzzing shopping mall. With access to plenty of entertainment options, it’s no wonder Trumbull 55+ communities are popular town among active adults. Trumbull is also just half an hour from New Haven providing locals even more shopping and dining opportunities when desired.

Climate & Geography

Trumbull features a humid subtropical climate, experiencing all four seasons with hot, humid summers and cold winters. The town receives more rainfall and snowfall than average, with the rainiest months being March and April.

Recreation, Culture & Entertainment

Trumbull is known for being home to the vast Pequonnock Valley State Park, which offers scenery of towering trees and waterfalls. Retirees can enjoy a relaxing stroll along the Pequonnock River Trail. Trumbull is also home to several other parks, including Twin Brooks Park, which features walking paths and a natural swimming area.

Westfield Trumbull Mall has several shops and restaurants for Trumbull residents to enjoy. The Trumbull Historical Society features historic artifacts and hosts a variety of events throughout the year to educate locals on the area’s history.

Trumbull is just 30 minutes away from New Haven, which offers plenty of shopping, dining, and entertainment options.

Cost of Living & Taxes

Trumbull's overall cost of living exceeds the national average. The high cost of homes and housing in Trumbull plays the biggest role in raising the overall cost of living.

The sales tax in Connecticut is slightly lower than average, at 6.35 percent. Income tax can range from 3 percent to 6.99 percent. Property taxes in Connecticut are among the highest in the country.

Health Care

Residents of 55+ communities in Trumbull belong to the New Haven area which ranks in the top 81 communities to live in the country according to Gallup’s Well-Being Index. Connecticut ranks in the top 16 states to live in the country.

Although Trumbull lacks hospitals, locals enjoy convenient access to nearby highly rated hospitals. Bridgeport Hospital, located in Bridgeport, is rated as high performing in two procedures and conditions, according to U.S. News. Yale New Haven Hospital, located in New Haven, is ranked the No. 1 hospital in Connecticut and the No. 20 hospital in the country. The hospital is nationally ranked in 12 specialties, and high performing in one specialty and nine procedures and conditions.

Frequently Asked Questions


327 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
3 rating (2 reviews) Heritage Hills
$500ks - $900ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 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
3.7 rating (3 reviews) Greenwood Village
$100ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 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
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
5 rating (2 reviews) Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 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
The Waterways at Moriches
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 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.
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
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
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
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
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
The Manors at The Colony ...
$300ks - $400ks
The Manors at The Colony ..., Shirley, NY
New Construction | 55+ age-restricted | Built 2013 - present | 150 homes
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
HarborView
$600ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 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.
5 rating (1 reviews) Encore Atlantic Shores
$500ks - $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
5 rating (1 reviews) Westhampton Pines
$900ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
5 rating (1 reviews) Encore at Lake Grove
$500ks - $700ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
Country Pointe Plainview
$700ks - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
1 rating (1 reviews) Plymouth Estates at Mount...
$400ks - $500ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 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.
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
Regency Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Granite Woods
$600ks - $700ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 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
Saddle Lakes
$400ks - $500ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
5 rating (1 reviews) Sunken Pond Estates
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
Glassbury Court at Cold S...
$500ks - $700ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 90 homes
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Strathmore Gate East
$300ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
Dutchgate
$300ks - $500ks
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.
123...4
Greenwood Village 201 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$250,000

2 beds

|

2 baths

|

1,078 sq ft

|

Condo

201 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Jefferson Village 39 SUSSEX DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598
$359,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

39 SUSSEX DR B, YORKTOWN, NY, 10598
Community: Jefferson Village
New Strathmore Gate East 46 FORGE LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$429,999

2 beds

|

2 baths

|

1,112 sq ft

|

House

46 FORGE LN, BROOKHAVEN, NY, 11727
New Foxwood Village 1407 MIDDLE RD 271, RIVERHEAD, NY, 11933, Riverhead, NY 11933
$465,000

3 beds

|

2 baths

|

1,792 sq ft

|

Manufactured Home

1407 MIDDLE RD 271, RIVERHEAD, NY, 11933
Community: Foxwood Village
New The Greens at Half Hollow 581 VERONA DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$1,199,900

2 beds

|

3 baths

|

1,941 sq ft

|

Condo

581 VERONA DR, HUNTINGTON, NY, 11747
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
New Shadow Lake Village 13 CLAREMONT CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$425,000

1 beds

|

2 baths

|

House

13 CLAREMONT CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
New Granite Woods 35 NUTMEG RD B5, MIDDLEBURY, CT, 06762, Middlebury, CT 06762
$250,000

2 beds

|

1 baths

|

890 sq ft

|

Condo

35 NUTMEG RD B5, MIDDLEBURY, CT, 06762
Community: Granite Woods
New Kensington Estates 46 PLAINVIEW RD, OYSTER BAY, NY, 11797, Oyster Bay, NY 11797
$2,049,888

6 beds

|

5 baths

|

4,333 sq ft

|

House

46 PLAINVIEW RD, OYSTER BAY, NY, 11797
Community: Kensington Estates
New Greenwood Village 33 DOGWOOD LN, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$225,000

2 beds

|

2 baths

|

1,134 sq ft

|

House

33 DOGWOOD LN, BROOKHAVEN, NY, 11949
Community: Greenwood Village
New Regency at Fishkill 231 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$489,900

1 beds

|

2 baths

|

1,499 sq ft

|

Condo

231 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
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 Windcrest East 90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193..., Riverhead, NY 11933
$799,000

3 beds

|

3 baths

|

2,620 sq ft

|

Condo

90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193...
Community: Windcrest East
New Windcrest East 29 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193..., Riverhead, NY 11933
$799,990

3 beds

|

3 baths

|

2,531 sq ft

|

Condo

29 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193...
Community: Windcrest East
New Leisure Glen 9 AMAGANSETT CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$519,900

2 beds

|

2 baths

|

1,476 sq ft

|

Condo

9 AMAGANSETT CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
New Heritage Hills 763 HERITAGE HILLS DR C, SOMERS, NY, 105..., Somers, NY 10589
$849,000

3 beds

|

2 baths

|

1,909 sq ft

|

Condo

763 HERITAGE HILLS DR C, SOMERS, NY, 105...
Community: Heritage Hills
New Long Hill Village 48 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611
$499,900

2 beds

|

2 baths

|

1,070 sq ft

|

Condo

48 CIDER MILL LN, TRUMBULL, CT, 06611
Community: Long Hill Village
New Meadow Brook Estates 130 MEADOW BROOK RD 130, OXFORD, CT, 064..., Oxford, CT 06478
$599,000

2 beds

|

3 baths

|

1,920 sq ft

|

Condo

130 MEADOW BROOK RD 130, OXFORD, CT, 064...
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
New Jefferson Village 160 CARRIAGE CT D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$359,000

1 beds

|

1 baths

|

953 sq ft

|

Condo

160 CARRIAGE CT D, YORKTOWN, NY, 10598
Community: Jefferson Village
New The Club at Melville 212 CLUBHOUSE CIR 212, HUNTINGTON, NY, 1..., Huntington, NY 11747
$584,000

2 beds

|

2 baths

|

1,226 sq ft

|

Condo

212 CLUBHOUSE CIR 212, HUNTINGTON, NY, 1...
New Greenwood Village 10 GREENWOOD BLVD, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$179,999

2 beds

|

1 baths

|

938 sq ft

|

Condo

10 GREENWOOD BLVD, BROOKHAVEN, NY, 11949
Community: Greenwood Village
New Leisure Knoll 148 LAURANCE LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$499,000

2 beds

|

2 baths

|

1,096 sq ft

|

Condo

148 LAURANCE LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
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 Fairfield at St. James 1406 GOTHAM CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$579,803

2 beds

|

2 baths

|

1,321 sq ft

|

Condo

1406 GOTHAM CT, SMITHTOWN, NY, 11780
New Long Hill Village 36 LONG HILL PL, TRUMBULL, CT, 06611, Trumbull, CT 06611
$550,000

2 beds

|

3 baths

|

1,370 sq ft

|

Condo

36 LONG HILL PL, TRUMBULL, CT, 06611
Community: Long Hill Village
New Regency Meadows 17 REGENCY CIR, TRUMBULL, CT, 06611, Trumbull, CT 06611
$765,000

3 beds

|

4 baths

|

2,597 sq ft

17 REGENCY CIR, TRUMBULL, CT, 06611
Community: Regency Meadows
New Greenwood Village 1 LIMETREE DR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$268,833

2 beds

|

2 baths

|

1,027 sq ft

|

Condo

1 LIMETREE DR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
New Foxwood Village 1407 MIDDLE RD 245, RIVERHEAD, NY, 11933, Riverhead, NY 11933
$349,000

3 beds

|

2 baths

|

1,368 sq ft

|

House

1407 MIDDLE RD 245, RIVERHEAD, NY, 11933
Community: Foxwood Village
New Setauket Meadows 33 BLAIR RD, BROOKHAVEN, NY, 11733, Brookhaven, NY 11733
$849,999

2 beds

|

3 baths

|

1,700 sq ft

|

Condo

33 BLAIR RD, BROOKHAVEN, NY, 11733
Community: Setauket Meadows
New Encore at Lake Grove 163 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755
$645,000

2 beds

|

3 baths

|

1,378 sq ft

|

Condo

163 SYMPHONY DR, BROOKHAVEN, NY, 11755
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
New Rivington 1 RIVINGTON WAY 306, DANBURY, CT, 06810, Danbury, CT 06810
$565,000

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

1 RIVINGTON WAY 306, DANBURY, CT, 06810
Community: Rivington
New The Hollows at Blue Hill 6201 FRED ILL JR CT, ORANGETOWN, NY, 109..., Orangetown, NY 10965
$799,800

2 beds

|

2 baths

|

1,889 sq ft

|

Condo

6201 FRED ILL JR CT, ORANGETOWN, NY, 109...
New Regency at Woodbridge 18 HILLCREST DR 18, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525
$829,900

3 beds

|

3 baths

|

2,412 sq ft

|

Condo

18 HILLCREST DR 18, WOODBRIDGE, CT, 0652...
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 2 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$469,900

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

2 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage Village
Spring Lake Village 19 HICKORY HL 19, SOUTHINGTON, CT, 06489, Southington, CT 06489
$256,000

2 beds

|

2 baths

|

1,285 sq ft

|

Condo

19 HICKORY HL 19, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Leisure Village 38 TRENT CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$339,000

2 beds

|

1 baths

|

836 sq ft

|

Condo

38 TRENT CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
Heritage Village 4 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,000

2 beds

|

2 baths

|

1,306 sq ft

|

Condo

4 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 682 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$350,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

682 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
The Villas at Narragansett 115 NARRAGANSETT VILLAS DR, BABYLON, NY,..., Babylon, NY 11757
$639,000

2 beds

|

2 baths

|

1,168 sq ft

|

Condo

115 NARRAGANSETT VILLAS DR, BABYLON, NY,...
Greenwood Village 5 HOLLY DR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$99,990

2 beds

|

2 baths

|

960 sq ft

|

Condo

5 HOLLY DR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Shadow Lake Village 16 MEDFORD CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$350,000

1 beds

|

1 baths

|

999 sq ft

|

Adult Community

16 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
Shady Oaks 12 SNOWBURRY CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$349,999

2 beds

|

1 baths

|

1,032 sq ft

|

Adult Community

12 SNOWBURRY CT, RED BANK, NJ, 07701
Community: Shady Oaks
The Coves at Melville 62 MORLEY CIR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$545,000

2 beds

|

2 baths

|

1,170 sq ft

|

Condo

62 MORLEY CIR, 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.
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