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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


151 communities 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
$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
4 rating (1 review) Jefferson Village
$100ks - $500ks
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
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
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
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 Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 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
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 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
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 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 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 (1 review) Sunken Pond Estates
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
5 rating (1 review) 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.
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 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
5 rating (1 review) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 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
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
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
5 rating (1 review) Encore Atlantic Shores
$500ks - $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
5 rating (1 review) Sunrise Village
$400ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes
Sonoma Woods
$300ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 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.
1 rating (1 review) Plymouth Estates at Mount...
$400ks - $500ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
Dutchgate
$300ks - $500ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
Saddle Lakes
$400ks - $500ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
Kensington Estates
$1Ms
Kensington Estates, Woodbury, NY
New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes
Glassbury Court at Cold S...
$600ks - $700ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 90 homes
Liberty at Newtown
$300ks - $400ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Country Pointe Plainview
$700ks - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 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
New Greenwood Village 5147 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$247,500

2 beds

|

2 baths

|

1,592 sq ft

|

Condo

5147 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Leisure Village 177 VENTRY CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$449,500

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

177 VENTRY CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
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
$349,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

39 SUSSEX DR B, YORKTOWN, NY, 10598
Community: Jefferson Village
New Heritage Village 27 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$390,000

2 beds

|

2 baths

|

1,447 sq ft

|

Condo

27 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
New Regency at Prospect 146 SYCAMORE DR, PROSPECT, CT, 06712, Prospect, CT 06712
$550,000

2 beds

|

3 baths

|

1,850 sq ft

|

Condo

146 SYCAMORE DR, PROSPECT, CT, 06712
Community: Regency at Prospect
New Fairfield at St. James 508 GOTHAM CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$609,000

3 beds

|

3 baths

|

1,700 sq ft

|

Condo

508 GOTHAM CT, SMITHTOWN, NY, 11780
New Regency at Wappinger 20 AVONDALE LN, WAPPINGER, NY, 12590, Wappinger, NY 12590
$745,000

3 beds

|

3 baths

|

2,056 sq ft

|

Condo

20 AVONDALE LN, WAPPINGER, NY, 12590
New Kensington Estates 48 PLAINVIEW RD, OYSTER BAY, NY, 11797, Oyster Bay, NY 11797
$2,099,999

6 beds

|

5 baths

|

4,333 sq ft

|

House

48 PLAINVIEW RD, OYSTER BAY, NY, 11797
Community: Kensington Estates
New Country Pointe Plainview 43101 SILVER BIRCH LN, OYSTER BAY, NY, 1..., Oyster Bay, NY 11803
$1,750,000

2 beds

|

2 baths

|

2,178 sq ft

|

Condo

43101 SILVER BIRCH LN, OYSTER BAY, NY, 1...
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 Shadow Lake Village 70 HANCOCK CT C129, RED BANK, NJ, 07701, Red Bank, NJ 07701
$385,000

2 beds

|

2 baths

|

1,210 sq ft

|

Adult Community

70 HANCOCK CT C129, RED BANK, NJ, 07701
Community: Shadow Lake Village
New Dutchgate 724 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580
$520,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

724 WILLOW LN, HEMPSTEAD, NY, 11580
Community: Dutchgate
New Whitney Glen 39 WHITNEY GLN 39, WESTPORT, CT, 06880, Westport, CT 06880
$925,000

2 beds

|

2 baths

|

1,600 sq ft

|

Condo

39 WHITNEY GLN 39, WESTPORT, CT, 06880
Community: Whitney Glen
New The Vineyards at Miller Place 6 HALLEY LN, BROOKHAVEN, NY, 11764, Brookhaven, NY 11764
$559,000

2 beds

|

2 baths

|

1,291 sq ft

|

House

6 HALLEY LN, BROOKHAVEN, NY, 11764
New Sunrise Village 25 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782
$499,000

2 beds

|

1 baths

|

871 sq ft

|

Condo

25 REVERE DR, ISLIP, NY, 11782
Community: Sunrise Village
New Heritage Village 809 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$329,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

809 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
New The Greens at Half Hollow 1149 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$678,888

2 beds

|

2 baths

|

1,150 sq ft

|

Condo

1149 SAVOY DR, HUNTINGTON, NY, 11747
New Sonoma Woods 2 SONOMA LN 2, MIDDLETOWN, CT, 06457, Middletown, CT 06457
$549,900

2 beds

|

3 baths

|

1,903 sq ft

2 SONOMA LN 2, MIDDLETOWN, CT, 06457
Community: Sonoma Woods
New Leisure Knoll 434 KINGSTON DR 434, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$499,000

2 beds

|

2 baths

|

1,646 sq ft

|

Condo

434 KINGSTON DR 434, BROOKHAVEN, NY, 119...
Community: Leisure Knoll
New The Villages at Mount Sinai Park 93 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$799,000

2 beds

|

2 baths

|

2,234 sq ft

|

House

93 LOUDEN LOOP, BROOKHAVEN, NY, 11766
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 277 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$535,900

2 beds

|

2 baths

|

1,542 sq ft

|

Condo

277 GLEN DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Heritage Village 45 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$289,900

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

45 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Shadow Lake Village 21 MANCHESTER CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$319,000

1 beds

|

1 baths

|

999 sq ft

|

Adult Community

21 MANCHESTER CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Heritage Village 198 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$325,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

198 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Hills 449 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$630,000

2 beds

|

2 baths

|

1,472 sq ft

|

Condo

449 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Meadowbrook Pointe Links & Spa 146 AUGUSTA DR, BROOKHAVEN, NY, 11763, Brookhaven, NY 11763
$800,000

2 beds

|

3 baths

|

2,047 sq ft

|

Condo

146 AUGUSTA DR, BROOKHAVEN, NY, 11763
Strathmore Gate East 46 FORGE LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$429,999

2 beds

|

2 baths

|

1,112 sq ft

|

Condo

46 FORGE LN, BROOKHAVEN, NY, 11727
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Jefferson Village 149 FLINTLOCK WAY D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$325,000

1 beds

|

1 baths

|

835 sq ft

|

Condo

149 FLINTLOCK WAY D, YORKTOWN, NY, 10598
Community: Jefferson Village
Shadow Lake Village 91 HANCOCK CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$329,000

1 beds

|

1 baths

|

1,099 sq ft

|

Adult Community

91 HANCOCK CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Greenwood Village 40 GREENWOOD BLVD, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$139,999

2 beds

|

1 baths

|

938 sq ft

|

Condo

40 GREENWOOD BLVD, BROOKHAVEN, NY, 11949
Community: Greenwood 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.
Greenwood Village 5115 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$299,999

2 beds

|

2 baths

|

1,134 sq ft

|

House

5115 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
The Greens at Half Hollow 387 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$1,599,000

3 beds

|

3 baths

|

2,700 sq ft

|

Condo

387 ALTESSA BLVD, HUNTINGTON, NY, 11747
Heritage Village 62 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$186,000

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

62 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 638 ONONDAGA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

1 beds

|

3 baths

|

1,175 sq ft

|

Condo

638 ONONDAGA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Pond Spring Village 41 PONDVIEW CIR 41, BEACON FALLS, CT, 06..., Beacon Falls, CT 06403
$485,000

2 beds

|

2 baths

|

1,501 sq ft

|

Condo

41 PONDVIEW CIR 41, BEACON FALLS, CT, 06...
Community: Pond Spring Village
Meadowbrook Pointe Athletic Club & Spa 542 ROOSEVELT WAY, HEMPSTEAD, NY, 11590, Hempstead, NY 11590
$989,000

2 beds

|

2 baths

|

1,700 sq ft

|

Condo

542 ROOSEVELT WAY, HEMPSTEAD, NY, 11590
Rivington 19 WARRINGTON ROUND 19, DANBURY, CT, 068..., Danbury, CT 06810
$749,000

3 beds

|

3 baths

|

2,196 sq ft

|

Condo

19 WARRINGTON ROUND 19, DANBURY, CT, 068...
Community: Rivington
Heritage Village 786 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$295,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

786 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Village Vistas 11 THERESA LN, BROOKHAVEN, NY, 11777, Brookhaven, NY 11777
$1,249,000

3 beds

|

4 baths

|

3,075 sq ft

|

Condo

11 THERESA LN, BROOKHAVEN, NY, 11777
Community: Village Vistas
Overlook 4103 FAIRWAYS DR 152, CARMEL, NY, 10512, Carmel, NY 10512
$649,000

3 beds

|

3 baths

|

1,914 sq ft

|

Condo

4103 FAIRWAYS DR 152, CARMEL, NY, 10512
Community: Overlook
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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