Call us at (475) 231-4869 to learn more about active adult communities in Trumbull

Trumbull, CT 55+ active adult communities & homes for sale - Page 4

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

Sort by:

Relevance

Relevance

Shaker Heights
$400ks - $500ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 homes
Bramble Ridge
$300ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Autumn Fields
$200ks - $300ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
Enclave at Shrewsbury
$600ks - $800ks
Enclave at Shrewsbury, Shrewsbury, NJ
Resale Only | 55+ age-restricted | Built 2011 - 2014 | 66 homes
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
5 rating (1 reviews) Regency at Trotters Point...
$700ks - $800ks
Regency at Trotters Point..., Tinton Falls, NJ
Resale Only | 55+ age-restricted | Built 2014 - 2021 | 181 homes
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Eastport Meadows
$400ks
Eastport Meadows, Eastport, NY
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes
Stoneleigh Woods at Carme...
$400ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 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.
Village Vistas
$800ks - $1Ms
Village Vistas, Port Jefferson, NY
Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes
Glassbury Court at Hunter...
$500ks - $700ks
Glassbury Court at Hunter..., Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 64 homes
Wolfe Landing
$500ks - $600ks
Wolfe Landing, Clarkstown, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 43 homes
Eden Park
$500ks - $600ks
Eden Park, Clarkstown, NY
Resale Only | 55+ age-restricted | Built 2011 - 2011 | 34 homes
The Views at Pomona
$200ks - $400ks
The Views at Pomona, Pomona, NY
Resale Only | 55+ age-restricted | Built 2011 - 2011 | 56 homes
The Vineyards at Miller P...
$500ks
The Vineyards at Miller P..., Miller Place, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 homes
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
The Seasons at Seaford
$600ks
The Seasons at Seaford, Seaford, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 homes
The Bel Aire at East Mead...
$300ks - $400ks
The Bel Aire at East Mead..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 95 homes
Stone Ridge Estates
$500ks - $600ks
Stone Ridge Estates, Dix Hills, NY
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes
Knickerbocker Bay Club
$700ks - $3Ms
Knickerbocker Bay Club, Port Washington, NY
New and Resale | 55+ age-restricted | Built 2014 - present | 32 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.
3.5 rating (2 reviews) Harvest Pointe
$800ks - $3Ms
Harvest Pointe, Cutchogue, NY
New Construction | 55+ age-restricted | Built 2017 - present | 124 homes
The Residences at Butterf...
$500ks - $600ks
The Residences at Butterf..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2018 - 2023 | 49 homes
Jessup's Landing
$1Ms
Jessup's Landing, Quogue, NY
New and Resale | 55+ age-restricted | Built 2009 - 2016 | 31 homes
Villas at Seminary Hill
$200ks - $300ks
Villas at Seminary Hill, Carmel, NY
New Construction | 55+ age-restricted | Built 2018 - present | 50 homes
Meadowbrooke Pointe East ...
$500ks - $600ks
Meadowbrooke Pointe East ..., East Meadow, NY
New Construction | 62+ age-restricted | Built 2019 - present | 104 homes
Hidden Harbor Estates
$500ks - $600ks
Hidden Harbor Estates, Copiague, NY
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 38 homes
The Vineyards at Mount Si...
$800ks - $1Ms
The Vineyards at Mount Si..., Mount Sinai, NY
New Construction | 55+ age-restricted | Built 2020 - present | 91 homes
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
The Pines at Bohemia
$400ks - $500ks
The Pines at Bohemia, Bohemia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 20 homes
The Polo Club at Islandia
$600ks - $700ks
The Polo Club at Islandia, Islandia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
Breton Hills
$500ks
Breton Hills, Glen Cove, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 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 Bridges at Oxford Gre...
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
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.

Frequently Asked Questions


Want more information about active adult communities around Trumbull?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting optout@55places.com. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Trumbull?

Call us: (475) 231-4869
151 communities
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Oct 09, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top