Trumbull, CT 55+ active adult communities & homes for sale - Page 3

147 communities near Trumbull

Sort by:

Relevance

Applegate Estates

$500Ks - $400Ks

Applegate Estates, Southington, CT

New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes

Founders Village

$500Ks - $600Ks

Founders Village, Southold, NY

Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes

Vineyards at Moriches

$700Ks

Vineyards at Moriches, Center Moriches, NY

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 homes

Pond Spring Village

$300Ks

Pond Spring Village, Beacon Falls, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 92 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

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

Questions? Call us: (475) 231-4869

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

Castle Heights of Cheshir...

$500Ks - $600Ks

Castle Heights of Cheshir..., Cheshire, CT

Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes

5 rating (1 reviews)

Paris Square

$400Ks - $700Ks

Paris Square, Northvale, NJ

New and Resale | 55+ age-restricted | Built 2000 - present | 88 homes

The Vineyards at Miller P...

$600Ks

The Vineyards at Miller P..., Miller Place, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 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.

Bartlett Hill

$500Ks

Bartlett Hill, Portland, CT

Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 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.

Baldwin Station

$400Ks

Baldwin Station, Milford, CT

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes

Kensington Estates

$800Ks - $2Ms

Kensington Estates, Woodbury, NY

New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes

5 rating (2 reviews)

Benson Woods

$400Ks - $600Ks

Benson Woods, Middlebury, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes

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

Questions? Call us: (475) 231-4869

Shaker Heights

$400Ks - $500Ks

Shaker Heights, Enfield, CT

New Construction | 55+ age-restricted | Built 2018 - present | 77 homes

Stone Ridge Estates

$700Ks

Stone Ridge Estates, Dix Hills, NY

Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes

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

Questions? Call us: (475) 231-4869

5 rating (3 reviews)

Founders Ridge

$500Ks - $600Ks

Founders Ridge, Middletown, CT

New Construction | 55+ age-restricted | Built 2017 - present | 75 homes

The Polo Club at Islandia

$600Ks

The Polo Club at Islandia, Islandia, NY

New Construction | 55+ age-restricted | Built 2019 - present | 72 homes

Breton Hills

$600Ks

Breton Hills, Glen Cove, NY

New Construction | 55+ age-restricted | Built 2019 - present | 72 homes

Regency at Woodbridge

$700Ks - $900Ks

Regency at Woodbridge, Woodbridge, CT

New Construction | 55+ age-restricted | Built 2023 - present | 70 homes

The Village at Hunt Glen

$300Ks

The Village at Hunt Glen, Granby, CT

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes

Sonoma Woods

$300Ks

Sonoma Woods, Middletown, CT

Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes

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

Questions? Call us: (475) 231-4869

Stoneleigh Woods at Carme...

$400Ks

Stoneleigh Woods at Carme..., Carmel, NY

Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes

Eagles Walk at East Quogu...

$500Ks

Eagles Walk at East Quogu..., East Quogue, NY

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes

Enclave at Shrewsbury

$600Ks - $800Ks

Enclave at Shrewsbury, Shrewsbury, NJ

Resale Only | 55+ age-restricted | Built 2011 - 2014 | 66 homes

Hopmeadow Place

$200Ks - $300Ks

Hopmeadow Place, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes

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

Questions? Call us: (475) 231-4869

Glassbury Court at Hunter...

$500Ks - $700Ks

Glassbury Court at Hunter..., Cortlandt, NY

Resale Only | 55+ age-restricted | Built 2007 - 2014 | 64 homes

Whitney Glen

$500Ks - $600Ks

Whitney Glen, Westport, CT

Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes

RiverWalk

$500Ks - $600Ks

RiverWalk, Branford, CT

New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes

Woodcrest at Jacobs Hill

$300Ks

Woodcrest at Jacobs Hill, Cortlandt, NY

Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 homes

The Views at Pomona

$200Ks - $400Ks

The Views at Pomona, Pomona, NY

Resale Only | 55+ age-restricted | Built 2011 - 2011 | 56 homes

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

Questions? Call us: (475) 231-4869

Autumn Fields

$200Ks - $300Ks

Autumn Fields, Enfield, CT

Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes

The Atrium of Portland

<$100k

The Atrium of Portland, Portland, CT

Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes

The Village at Buckingham

$500Ks - $600Ks

The Village at Buckingham, Avon, CT

Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes

77 Sunset Lane

$400Ks - $700Ks

77 Sunset Lane, Ridgefield, CT

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 homes

Evergreen

$500Ks

Evergreen, Cromwell, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes

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

Questions? Call us: (475) 231-4869

Gloria Commons

$400Ks

Gloria Commons, Milford, CT

Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes

Eastport Meadows

$400Ks

Eastport Meadows, Eastport, NY

Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes

Villas at Seminary Hill

$400Ks

Villas at Seminary Hill, Carmel, NY

New Construction | 55+ age-restricted | Built 2018 - present | 50 homes

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

Questions? Call us: (475) 231-4869

The Residences at Butterf...

$500Ks - $600Ks

The Residences at Butterf..., Cold Spring, NY

Resale Only | 55+ age-restricted | Built 2018 - 2023 | 49 homes

Bramble Ridge

$400Ks - $500Ks

Bramble Ridge, Suffield, CT

Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes

1 2 3...4

The Gardens of Wilbraham

32 LODGE LN # 32, WILBRAHAM, MA, 01095, Wilbraham, MA 01095

$565,000

2 beds

2 baths

1,610 sq ft

Condo

32 LODGE LN # 32, WILBRAHAM, MA, 01095

Community: The Gardens of Wilbraham

Shadow Lake Village

4 DICKINSON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$629,900

2 beds

2 baths

1,288 sq ft

House

4 DICKINSON CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

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

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

$399,000

1 beds

1 baths

999 sq ft

Adult Community

126 MANCHESTER CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Shadow Lake Village

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

$325,000

2 beds

1 baths

1,021 sq ft

Adult Community

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

Shadow Lake Village

12 ELLSWORTH CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

2 beds

1 baths

999 sq ft

Adult Community

11 MANCHESTER CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

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

Fairfield at St. James

401 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$485,000

1 beds

2 baths

900 sq ft

Condo

401 CABOT CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

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

Questions? Call us: (475) 231-4869

Village Estates

66 SARAH CT, AMITYVILLE, NY, 11701, Amityville, NY 11701

$499,000

2 beds

2 baths

1,243 sq ft

Condo

66 SARAH CT, AMITYVILLE, NY, 11701

Community: Village Estates

Fairfield at St. James

504 GOTHAM CT, SAINT JAMES, NY, 11780, Saint James, NY 11780

$599,995

1 beds

2 baths

1,036 sq ft

House

504 GOTHAM CT, SAINT JAMES, NY, 11780

Community: Fairfield at St. James

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

Questions? Call us: (475) 231-4869

Leisure Village

195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961

$210,000

1 beds

1 baths

684 sq ft

Condo

195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196...

Community: Leisure Village

The Seasons at East Meadow

294 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554

$639,999

2 beds

2 baths

1,050 sq ft

Condo

294 SPRING DR, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

Leisure Village

423 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961

$250,000

1 beds

1 baths

782 sq ft

Condo

423 WOODBRIDGE DR B, RIDGE, NY, 11961

Community: Leisure Village

Snug Harbor

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

$639,000

2 beds

2 baths

935 sq ft

Condo

118 HARBOR, AMITYVILLE, NY, 11701

Community: Snug Harbor

Heritage Hills

537 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589

$600,000

2 beds

2 baths

1,470 sq ft

Condo

537 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

The Greens at Half Hollow

677 BALFOUR PL, MELVILLE, NY, 11747, Melville, NY 11747

$1,075,000

2 beds

3 baths

1,900 sq ft

Condo

677 BALFOUR PL, MELVILLE, NY, 11747

Condo

43 YESTERDAY DR, COLD SPRING, NY, 10516

Condo

837 HERITAGE HLS A, SOMERS, NY, 10589

Condo

190 CANTERBURY DR, RIDGE, NY, 11961

Community: Leisure Knoll

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

Questions? Call us: (475) 231-4869

Heritage Hills

798 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589

$609,000

2 beds

2 baths

1,296 sq ft

Condo

798 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

Overlook

4073 FAIRWAYS DR # 137, CARMEL, NY, 1051..., Carmel, NY 10512

$665,000

3 beds

3 baths

1,914 sq ft

Condo

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

Community: Overlook

Overlook

4071 FAIRWAYS DR 136, CARMEL, NY, 10512, Carmel, NY 10512

$649,000

2 beds

3 baths

1,914 sq ft

Condo

4071 FAIRWAYS DR 136, CARMEL, NY, 10512

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

Country Village Estates

163 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727

$472,000

2 beds

2 baths

1,261 sq ft

Condo

163 THEODORE DR, CORAM, NY, 11727

Community: Country Village Estates

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.
© 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: Jan 14, 2026.
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 - Page 3

147 communities near Trumbull

219 homes near Trumbull

2 beds

2 baths

1,610 sq ft

Condo

2 beds

2 baths

1,288 sq ft

House

2 beds

1 baths

Ranch

1 beds

1 baths

999 sq ft

Adult Community

2 beds

1 baths

1,021 sq ft

Adult Community

2 beds

2 baths

Ranch

2 beds

1 baths

952 sq ft

Ranch

2 beds

2 baths

1,272 sq ft

House

2 beds

2 baths

1,235 sq ft

Adult Community

2 beds

2 baths

1,124 sq ft

Adult Community

2 beds

1 baths

999 sq ft

Adult Community

2 beds

3 baths

3,037 sq ft

Condo

1 beds

2 baths

900 sq ft

Condo

2 beds

2 baths

1,243 sq ft

Condo

1 beds

2 baths

1,036 sq ft

House

1 beds

1 baths

684 sq ft

Condo

2 beds

2 baths

1,050 sq ft

Condo

1 beds

1 baths

782 sq ft

Condo

2 beds

2 baths

935 sq ft

Condo

2 beds

2 baths

1,470 sq ft