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

148 communities near Trumbull

Sort by:

Relevance

The Village at Hunt Glen

$300ks

The Village at Hunt Glen, Granby, CT

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

O'Meara Farm

$400ks

O'Meara Farm, Farmington, CT

Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 homes

The Coach Homes at Ridgef...

$300ks - $400ks

The Coach Homes at Ridgef..., Ridgefield, CT

New Construction | 55+ age-restricted | Built 2019 - present | 30 homes

Whitney Glen

$500ks - $600ks

Whitney Glen, Westport, CT

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

Shaker Heights

$400ks - $500ks

Shaker Heights, Enfield, CT

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

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

5 rating (1 reviews)

Shady Oaks

$200ks - $400ks

Shady Oaks, Red Bank, NJ

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

Greenbriar Falls

$600ks - $800ks

Greenbriar Falls, Tinton Falls, NJ

New and Resale | 55+ age-restricted | Built 2006 - present | 168 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.

Four Seasons at Ridgemont

$800ks - $1Ms

Four Seasons at Ridgemont, Montvale, NJ

Resale Only | 55+ age-restricted | Built 2011 - 2014 | 108 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.

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

Vineyards at Moriches

$500ks - $600ks

Vineyards at Moriches, Center Moriches, NY

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

Eastport Meadows

$400ks

Eastport Meadows, Eastport, NY

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

Want to learn more about 55+ rental 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

The Seasons at Plainview

$500ks - $600ks

The Seasons at Plainview, Plainview, NY

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 homes

The Seasons at East Meado...

$400ks - $600ks

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

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

Setauket Meadows

$500ks - $600ks

Setauket Meadows, Setauket, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes

Woodcrest at Jacobs Hill

$200ks - $300ks

Woodcrest at Jacobs Hill, Cortlandt, NY

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

Want to learn more about 55+ 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

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

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

Questions? Call us: (475) 231-4869

The Hollows at Blue Hill

$500ks - $700ks

The Hollows at Blue Hill, Pearl River, NY

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 126 homes

Windcrest East

$400ks - $500ks

Windcrest East, Calverton, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes

Windmill Gate

$300ks - $400ks

Windmill Gate, Oakdale, NY

Resale Only | 55+ age-restricted | Built 1989 - 1991 | 110 homes

1 2 3 4

New Heritage Village

53 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$279,000

2 beds

2 baths

1,432 sq ft

Condo

53 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New Oronoque Village

196 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$365,000

1 beds

2 baths

1,175 sq ft

Condo

196 APACHE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

New Breton Hills

401 BRETON WAY 401, GLEN COVE, NY, 11542, Glen Cove, NY 11542

$699,999

2 beds

2 baths

1,300 sq ft

Condo

401 BRETON WAY 401, GLEN COVE, NY, 11542

Community: Breton Hills

New Enclave at Shrewsbury

188 CAMPBELL CT, SHREWSBURY BORO, NJ, 07..., Shrewsbury Boro, NJ 07702

$1,249,000

3 beds

3 baths

2,777 sq ft

House

188 CAMPBELL CT, SHREWSBURY BORO, NJ, 07...

Community: Enclave at Shrewsbury

New Autumn Fields

5 QUAIL HOLW 5, ENFIELD, CT, 06082, Enfield, CT 06082

$399,900

2 beds

3 baths

1,679 sq ft

Condo

5 QUAIL HOLW 5, ENFIELD, CT, 06082

Community: Autumn Fields

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

New Shadow Lake Village

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

$465,000

2 beds

2 baths

952 sq ft

Ranch

122 MANCHESTER CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

New Jefferson Village

158 CARRIAGE CT B, YORKTOWN, NY, 10598, Yorktown, NY 10598

$686,000

2 beds

2 baths

1,555 sq ft

Condo

158 CARRIAGE CT B, YORKTOWN, NY, 10598

Community: Jefferson Village

New Sunrise Village

93 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782

$525,000

2 beds

2 baths

1,230 sq ft

Condo

93 REVERE DR, ISLIP, NY, 11782

Community: Sunrise Village

New The Villages at Mount Sinai Park

46 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$899,000

3 beds

3 baths

2,455 sq ft

House

46 LOUDEN LOOP, BROOKHAVEN, NY, 11766

Community: The Villages at Mount Sinai Park

New Jefferson Village

10 REGENTS PL D, YORKTOWN, NY, 10598, Yorktown, NY 10598

$240,000

1 baths

550 sq ft

Condo

137 EMANUEL WAY, HEMPSTEAD, NY, 11554

Community: Meadowbrooke Pointe East Meadow

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

Questions? Call us: (475) 231-4869

New Foxwood Village

1407 MIDDLE RD 91, RIVERHEAD, NY, 11933, Riverhead, NY 11933

$364,000

2 beds

2 baths

1,532 sq ft

House

1407 MIDDLE RD 91, RIVERHEAD, NY, 11933

Community: Foxwood Village

New Heritage Village

640 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$360,000

2 beds

2 baths

1,432 sq ft

Condo

640 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (475) 231-4869

New Regency at Fishkill

145 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$555,000

2 beds

2 baths

1,803 sq ft

Condo

145 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

New Oronoque Village

47 HURON LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$409,000

2 beds

2 baths

1,360 sq ft

Condo

47 HURON LN A, STRATFORD, CT, 06614

Community: Oronoque Village

New Leisure Village

279 BERWICK CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$299,999

2 beds

1 baths

875 sq ft

Condo

279 BERWICK CT B, BROOKHAVEN, NY, 11961

Community: Leisure Village

New Country Village Estates

45 THEODORE DR, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$475,000

2 beds

2 baths

1,305 sq ft

Condo

45 THEODORE DR, BROOKHAVEN, NY, 11727

Community: Country Village Estates

New The Villages at Mount Sinai Park

3 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$675,000

2 beds

3 baths

1,736 sq ft

House

3 LOUDEN LOOP, BROOKHAVEN, NY, 11766

Community: The Villages at Mount Sinai Park

Regency at Prospect

104 CHERRY CIR 104, PROSPECT, CT, 06712, Prospect, CT 06712

$328,417

3 beds

2 baths

1,500 sq ft

Condo

104 CHERRY CIR 104, PROSPECT, CT, 06712

Community: Regency at Prospect

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

Questions? Call us: (475) 231-4869

Rivington

131 WINDING RIDGE WAY 131, DANBURY, CT, ..., Danbury, CT 06810

$770,000

3 beds

3 baths

1,592 sq ft

Condo

131 WINDING RIDGE WAY 131, DANBURY, CT, ...

Community: Rivington

Regency at Woodbridge

27 HERITAGE LN, WOODBRIDGE, CT, 06525, Woodbridge, CT 06525

$599,900

3 beds

3 baths

Condo

27 HERITAGE LN, WOODBRIDGE, CT, 06525

Community: Regency at Woodbridge

Castle Heights of Cheshire

151 VICTORIA DR, CHESHIRE, CT, 06410, Cheshire, CT 06410

$769,900

2 beds

4 baths

2,843 sq ft

Condo

151 VICTORIA DR, CHESHIRE, CT, 06410

Community: Castle Heights of Cheshire

Country Village Estates

163 THEODORE DR, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$454,500

2 beds

2 baths

1,261 sq ft

Condo

163 THEODORE DR, BROOKHAVEN, NY, 11727

House

1504 AERIE WAY 1504, SOUTHAMPTON, NY, 11...

Community: Eagles Walk at East Quogue

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

Questions? Call us: (475) 231-4869

The Summit at Bethel

20 GREAT HILL DR 20, BETHEL, CT, 06801, Bethel, CT 06801

$649,000

3 beds

3 baths

2,159 sq ft

Condo

20 GREAT HILL DR 20, BETHEL, CT, 06801

Community: The Summit at Bethel

Heritage Hills

39 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589

$440,000

2 beds

2 baths

1,427 sq ft

Condo

39 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Shadow Lake Village

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

$279,900

1 beds

2 baths

1,021 sq ft

Adult Community

11 MEDFORD CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Shadow Lake Village

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

$585,000

2 beds

2 baths

1,230 sq ft

Ranch

7 MANCHESTER CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Jefferson Village

59 KIRBY CLOSE D, YORKTOWN, NY, 10598, Yorktown, NY 10598

$399,000

2 beds

2 baths

910 sq ft

Condo

59 KIRBY CLOSE D, YORKTOWN, NY, 10598

Condo

415 HERITAGE HILLS DR D, SOMERS, NY, 105...

Community: Heritage Hills

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

Questions? Call us: (475) 231-4869

Strathmore Gate East

42 FREEMONT LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$425,000

2 beds

2 baths

1,112 sq ft

Condo

42 FREEMONT LN, BROOKHAVEN, NY, 11727

Community: Strathmore Gate East

Leisure Glen

16 HUNTINGTON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$505,000

2 beds

2 baths

1,312 sq ft

Condo

16 HUNTINGTON CT, BROOKHAVEN, NY, 11961

Community: Leisure Glen

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

148 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: Mar 31, 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 4

148 communities near Trumbull

263 homes near Trumbull

2 beds

2 baths

1,432 sq ft

Condo

1 beds

2 baths

1,175 sq ft

Condo

2 beds

2 baths

1,300 sq ft

Condo

3 beds

3 baths

2,777 sq ft

House

2 beds

3 baths

1,679 sq ft

Condo

2 beds

2 baths

952 sq ft

Ranch

2 beds

2 baths

1,555 sq ft

Condo

2 beds

2 baths

1,230 sq ft

Condo

3 beds

3 baths

2,455 sq ft

House

1 baths

550 sq ft

Condo

2 beds

2 baths

1,416 sq ft

Condo

2 beds

3 baths

1,940 sq ft

Condo

2 beds

3 baths

1,390 sq ft

Condo

2 beds

2 baths

1,532 sq ft

House

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,803 sq ft

Condo

2 beds

2 baths

1,360 sq ft

Condo

2 beds

1 baths

875 sq ft

Condo

2 beds

2 baths

1,305 sq ft

Condo

2 beds

3 baths