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

147 communities near Trumbull

Sort by:

Relevance

Long Hill Village

$300Ks - $400Ks

Long Hill Village, Trumbull, CT

Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes

Regency Meadows

$500Ks

Regency Meadows, Trumbull, CT

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes

3 rating (2 reviews)

Heritage Hills

$300Ks - $900Ks

Heritage Hills, Somers, NY

Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes

3.6 rating (7 reviews)

Heritage Village

$200Ks - $500Ks

Heritage Village, Southbury, CT

Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes

Leisure Village

$200Ks - $400Ks

Leisure Village, Ridge, NY

Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes

Want to learn more about 55+ communities in Trumbull? 55places can help!

Questions? Call us: (475) 231-4869

Want to learn more about 55+ rental 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

Rivington

$400Ks - $600Ks

Rivington, Danbury, CT

New and Resale | Age-targeted | Built 2006 - present | 1,050 homes

4 rating (1 reviews)

Jefferson Village

$300Ks - $600Ks

Jefferson Village, Yorktown Heights, NY

Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes

5 rating (2 reviews)

Shadow Lake Village

$300Ks - $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.

Oronoque Village

$300Ks - $600Ks

Oronoque Village, Stratford, CT

Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

The Village at Oxford Gre...

$500Ks - $700Ks

The Village at Oxford Gre..., Oxford, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes

Meadowbrook Pointe Athlet...

$800Ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes

Leisure Knoll

$400Ks

Leisure Knoll, Ridge, NY

Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes

Want to learn more about 55+ communities in Trumbull? 55places can help!

Questions? Call us: (475) 231-4869

Country Pointe Plainview

$1Ms

Country Pointe Plainview, Plainview, NY

New Construction | 55+ age-restricted | Built 2017 - present | 660 homes

5 rating (2 reviews)

Fairfield at St. James

$400Ks - $500Ks

Fairfield at St. James, St. James, NY

Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes

Want to learn more about 55+ rental communities in Trumbull? 55places can help!

Questions? Call us: (475) 231-4869

Leisure Glen

$400Ks - $600Ks

Leisure Glen, Ridge, NY

Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes

Spring Lake Village

$200Ks

Spring Lake Village, Southington, CT

Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes

4 rating (8 reviews)

Glenwood Village

$100Ks - $200Ks

Glenwood Village, Riverhead, NY

New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes

3.7 rating (3 reviews)

Greenwood Village

$100Ks - $200Ks

Greenwood Village, Manorville, NY

Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes

The Seasons at East Meado...

$500Ks - $600Ks

The Seasons at East Meado..., East Meadow, NY

Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes

Regency at Prospect

$400Ks - $500Ks

Regency at Prospect, Prospect, CT

Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes

Want to learn more about 55+ communities in Trumbull? 55places can help!

Questions? Call us: (475) 231-4869

5 rating (1 reviews)

Shady Oaks

$400Ks

Shady Oaks, Red Bank, NJ

Resale Only | 55+ age-restricted | Built 1982 - 1983 | 366 homes

Dutchgate

$400Ks - $500Ks

Dutchgate, Valley Stream, NY

Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes

The Waterways at Moriches

$400Ks - $500Ks

The Waterways at Moriches, Moriches, NY

Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes

The Retreat at Carmel

$400Ks - $600Ks

The Retreat at Carmel, Carmel, NY

Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes

Want to learn more about 55+ rental communities in Trumbull? 55places can help!

Questions? Call us: (475) 231-4869

Overlook

$600Ks - $800Ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

3.5 rating (2 reviews)

Foxwood Village

$400Ks - $500Ks

Foxwood Village, Calverton, NY

Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes

1 rating (1 reviews)

Plymouth Estates at Mount...

$500Ks

Plymouth Estates at Mount..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 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

4 rating (1 reviews)

Vineyards at Blue Point

$800Ks

Vineyards at Blue Point, Blue Point, NY

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes

Want to learn more about 55+ communities in Trumbull? 55places can help!

Questions? Call us: (475) 231-4869

HarborView

$900Ks - $1Ms

HarborView, Port Washington, NY

Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes

The Club at Melville

$500Ks

The Club at Melville, Melville, NY

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes

The Seasons at Elwood

$800Ks - $900Ks

The Seasons at Elwood, East Northport, NY

Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes

Meadow Brook Estates

$500Ks

Meadow Brook Estates, Oxford, CT

Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes

5 rating (1 reviews)

Encore Atlantic Shores

$700Ks - $800Ks

Encore Atlantic Shores, Eastport, NY

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes

Want to learn more about 55+ rental communities in Trumbull? 55places can help!

Questions? Call us: (475) 231-4869

The Summit at Bethel

$600Ks

The Summit at Bethel, Bethel, CT

Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes

4.9 rating (14 reviews)

Chatfield Farms

$500Ks - $600Ks

Chatfield Farms, Beacon Falls, CT

New Construction | 55+ age-restricted | Built 2014 - present | 231 homes

5 rating (1 reviews)

Encore at Lake Grove

$600Ks - $800Ks

Encore at Lake Grove, Lake Grove, NY

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes

Want to learn more about 55+ communities in Trumbull? 55places can help!

Questions? Call us: (475) 231-4869

Woodridge Strathmore Terr...

$400Ks

Woodridge Strathmore Terr..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes

Regency at Wappinger

$600Ks - $700Ks

Regency at Wappinger, Wappingers Falls, NY

Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes

143 LEXINGTON 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

Want to learn more about 55+ rental communities in Trumbull? 55places can help!

Questions? Call us: (475) 231-4869

Shady Oaks

7 BOXWOOD TER # 250, RED BANK, NJ, 07701, Red Bank, NJ 07701

$399,900

2 beds

2 baths

1,124 sq ft

Adult Community

7 BOXWOOD TER # 250, RED BANK, NJ, 07701

Community: Shady Oaks

Shadow Lake Village

109 LEXINGTON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$399,000

2 beds

1 baths

Ranch

109 LEXINGTON CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Shadow Lake Village

11 MANCHESTER CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$385,000

2 beds

1 baths

999 sq ft

Adult Community

11 MANCHESTER CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Shadow Lake Village

25 CLAREMONT CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$489,999

2 beds

2 baths

1,391 sq ft

House

25 CLAREMONT CT, RED BANK, NJ, 07701

811 HERITAGE HLS, SOMERS, NY, 10589

Community: Heritage Hills

Want to learn more about 55+ communities in Trumbull? 55places can help!

Questions? Call us: (475) 231-4869

Glassbury Court at Hunterbrook

2279 DALTON DR, CORTLANDT MANOR, NY, 105..., Cortlandt Manor, NY 10567

$925,000

2 beds

4 baths

3,500 sq ft

Condo

2279 DALTON DR, CORTLANDT MANOR, NY, 105...

Community: Glassbury Court at Hunterbrook

Leisure Glen

408 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961

$569,500

2 beds

2 baths

1,434 sq ft

Condo

408 LEISURE DR, RIDGE, NY, 11961

Condo

159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,...

Condo

10 SAGAPONACK CT # 10, RIDGE, NY, 11961

Condo

4073 FAIRWAYS DR # 137, CARMEL, NY, 1051...

Community: Overlook

Want to learn more about 55+ communities in Trumbull? 55places can help!

Questions? Call us: (475) 231-4869

The Greens at Half Hollow

259 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747

$1,430,000

3 beds

4 baths

3,100 sq ft

Condo

259 ALTESSA BLVD, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Leisure Village

167 VENTRY CT UNIT C, RIDGE, NY, 11961, Ridge, NY 11961

$210,000

1 beds

1 baths

684 sq ft

Condo

167 VENTRY CT UNIT C, RIDGE, NY, 11961

Community: Leisure Village

Snug Harbor

118 HARBOR, AMITYVILLE, NY, 11701, Amityville, NY 11701

$649,000

2 beds

2 baths

935 sq ft

Condo

118 HARBOR, AMITYVILLE, NY, 11701

Community: Snug Harbor

The Greens at Half Hollow

910 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747

$779,000

2 beds

2 baths

1,120 sq ft

Condo

910 ALTESSA BLVD, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Fairfield at St. James

1206 GOTHAM DR, SAINT JAMES, NY, 11780, Saint James, NY 11780

$574,777

2 beds

2 baths

1,321 sq ft

Condo

1206 GOTHAM DR, SAINT JAMES, NY, 11780

Condo

816 NARRAGANSETT VILLAS DR # 816, LINDEN...

Community: The Villas at Narragansett

Want to learn more about 55+ communities in Trumbull? 55places can help!

Questions? Call us: (475) 231-4869

Encore Atlantic Shores

113 OVERTURE PL, EASTPORT, NY, 11941, Eastport, NY 11941

$885,000

2 beds

3 baths

3,037 sq ft

Condo

113 OVERTURE PL, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

Heritage Hills

443 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$625,000

2 beds

2 baths

1,559 sq ft

Condo

443 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Frequently Asked Questions

What size 55+ communities are there in Trumbull?

In Trumbull, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Trumbull?

The smallest 55+ communities in Trumbull has 51 homes, the largest has 71 homes, and the average communities consists of 61 homes.

Are there gated 55+ communities in Trumbull?

No, there are no gated 55+ communities in Trumbull.

How long do listings in 55+ communities in Trumbull typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Trumbull stay on the market for around 180 days. The average price of homes for sale in these communities is approximately $566,171, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Regency Meadows average around $657,742, while homes in Long Hill Village average around $474,600.

Want more information about active adult communities around Trumbull?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

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 [email protected]. 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

147 communities

Remove Boundaries ×

Map Satellite

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.
© 2025 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: Dec 24, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

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

147 communities near Trumbull

225 homes near Trumbull

2 beds

1 baths

952 sq ft

Ranch

1 beds

1 baths

999 sq ft

Adult Community

2 beds

2 baths

1,272 sq ft

House

2 beds

2 baths

1,235 sq ft

Adult Community

2 beds

1 baths

1,021 sq ft

Adult Community

2 beds

2 baths

1,124 sq ft

Adult Community

2 beds

1 baths

Ranch

2 beds

1 baths

999 sq ft

Adult Community

2 beds

2 baths

1,391 sq ft

House

2 beds

3 baths

1,900 sq ft

Condo

2 beds

1 baths

787 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

2 baths

1,663 sq ft

Condo

2 beds

4 baths

3,500 sq ft

Condo

2 beds

2 baths

1,434 sq ft

Condo

2 beds

2 baths

1,243 sq ft

Condo

2 beds

2 baths

938 sq ft

Manufactured Home

2 beds

2 baths

1,100 sq ft

Condo

2 beds

1 baths

895 sq ft

Condo

2 beds

1 baths