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

315 homes near Trumbull

Sort by:

Relevance

3.6 rating (7 reviews)

Heritage Village

$200ks - $500ks

Heritage Village, Southbury, CT

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

4 rating (1 reviews)

Jefferson Village

$100ks - $500ks

Jefferson Village, Yorktown Heights, NY

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

3 rating (2 reviews)

Heritage Hills

$400ks - $800ks

Heritage Hills, Somers, NY

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

5 rating (2 reviews)

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

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

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

Questions? Call us: (475) 231-4869

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

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

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

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

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

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

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 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.

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

Country Pointe Plainview

$700ks - $1Ms

Country Pointe Plainview, Plainview, NY

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

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

5 rating (1 reviews)

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

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

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

Questions? Call us: (475) 231-4869

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes

HarborView

$600ks - $1Ms

HarborView, Port Washington, NY

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

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

Dutchgate

$300ks - $500ks

Dutchgate, Valley Stream, NY

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

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

Questions? Call us: (475) 231-4869

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

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

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

Snug Harbor

$600ks - $700ks

Snug Harbor, Amityville, NY

Resale Only | 55+ age-restricted | Built 1970 - 1974 | 176 homes

Country Pointe Preserve

$600ks - $900ks

Country Pointe PreserveYaphank, NY

New Construction | 55+ age-restricted | Built 2024 - present | 152 homes

Eagles Walk at East Quogu...

$300ks - $400ks

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

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

Vineyards at Brookfield

$400ks - $500ks

Vineyards at Brookfield, Center Moriches, NY

New Construction | 55+ age-restricted | Built 2019 - present | 146 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

Liberty at Newtown

$300ks - $400ks

Liberty at Newtown, Newtown, CT

Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes

Vineyards at Moriches

$500ks - $600ks

Vineyards at Moriches, Center Moriches, NY

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

Setauket Meadows

$500ks - $600ks

Setauket Meadows, Setauket, NY

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

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

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

1 2 3...4

The Vineyards at Mount Sinai

72 FARM ACRE CIR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$999,999

2 beds

4 baths

3,736 sq ft

Condo

72 FARM ACRE CIR, BROOKHAVEN, NY, 11766

Community: The Vineyards at Mount Sinai

Heritage Village

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

$374,500

2 beds

2 baths

1,398 sq ft

Condo

643 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Autumn Fields

37 QUAIL HOLW 37, ENFIELD, CT, 06082, Enfield, CT 06082

$419,000

2 beds

3 baths

1,679 sq ft

Condo

37 QUAIL HOLW 37, ENFIELD, CT, 06082

Community: Autumn Fields

Jefferson Village

20 HASTINGS CT A, YORKTOWN, NY, 10598, Yorktown, NY 10598

$345,000

1 beds

1 baths

800 sq ft

Condo

20 HASTINGS CT A, YORKTOWN, NY, 10598

Community: Jefferson Village

Leisure Glen

276 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$585,000

2 beds

2 baths

1,666 sq ft

Condo

276 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

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

Questions? Call us: (475) 231-4869

Glenwood Village

1661 OLD COUNTRY RD 254, RIVERHEAD, NY, ..., Riverhead, NY 11901

$185,000

2 beds

2 baths

1,036 sq ft

Manufactured Home

1661 OLD COUNTRY RD 254, RIVERHEAD, NY, ...

Community: Glenwood Village

The Waterways at Moriches

533 HIGHLAND CT, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$499,000

2 beds

2 baths

1,771 sq ft

Condo

533 HIGHLAND CT, BROOKHAVEN, NY, 11955

Community: The Waterways at Moriches

Greenwood Village

28 GREENWOOD BLVD, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$149,999

2 beds

2 baths

938 sq ft

Condo

28 GREENWOOD BLVD, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Rivington

215 CENTER MEADOW LN 215, DANBURY, CT, 0..., Danbury, CT 06810

$499,000

2 beds

2 baths

1,258 sq ft

Condo

215 CENTER MEADOW LN 215, DANBURY, CT, 0...

Community: Rivington

The Waterways at Moriches

416 LINDSAY LN, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$599,999

2 beds

2 baths

1,440 sq ft

Condo

416 LINDSAY LN, BROOKHAVEN, NY, 11955

Community: The Waterways at Moriches

Heritage Village

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

$245,000

1 beds

1 baths

928 sq ft

Condo

4 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Leisure Knoll

7 AVON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$479,999

2 beds

2 baths

1,070 sq ft

Condo

7 AVON CT, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Leisure Knoll

545 STRATFORD LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$429,000

2 beds

2 baths

1,172 sq ft

Condo

545 STRATFORD LN, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Overlook

2040 SUMMIT LOOP 57, CARMEL, NY, 10512, Carmel, NY 10512

$899,000

2 beds

2 baths

1,948 sq ft

Condo

2040 SUMMIT LOOP 57, CARMEL, NY, 10512

Community: Overlook

Glenwood Village

1661 OLD COUNTRY RD 476, RIVERHEAD, NY, ..., Riverhead, NY 11901

$349,000

2 beds

2 baths

960 sq ft

Manufactured Home

1661 OLD COUNTRY RD 476, RIVERHEAD, NY, ...

Community: Glenwood Village

Strathmore Gate East

15 FORGE LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$299,990

1 beds

1 baths

750 sq ft

Condo

15 FORGE LN, BROOKHAVEN, NY, 11727

Community: Strathmore Gate East

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

Questions? Call us: (475) 231-4869

Leisure Knoll

254 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$450,000

2 beds

1 baths

1,020 sq ft

Condo

254 EDINBURGH DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Shadow Lake Village

32 DICKINSON CT, MIDDLETOWN TWP., NJ, 07..., Middletown Twp., NJ 07701

$475,000

2 beds

2 baths

1,272 sq ft

32 DICKINSON CT, MIDDLETOWN TWP., NJ, 07...

Community: Shadow Lake Village

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

Fairfield at St. James

708 W CABOT CT 708, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$515,000

1 beds

1 baths

886 sq ft

Condo

708 W CABOT CT 708, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Heritage Hills

813 HERITAGE HLS, SOMERS, NY, 10589, Somers, NY 10589

$899,000

2 beds

2 baths

1,663 sq ft

Condo

813 HERITAGE HLS, SOMERS, NY, 10589

Community: Heritage Hills

Fairview at Oxford Greens

1159 ST ANDREWS DR 80, OXFORD, CT, 06478, Oxford, CT 06478

$799,900

2 beds

3 baths

1,955 sq ft

Condo

1159 ST ANDREWS DR 80, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

The Village at Oxford Greens

$799,900

2 beds

3 baths

1,955 sq ft

Condo

1159 ST ANDREWS DR 80, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Regency at Fishkill

732 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$505,000

1 beds

2 baths

1,499 sq ft

Condo

732 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

Regency at Fishkill

622 REGENCY DR, WAPPINGER, NY, 12524, Wappinger, NY 12524

$510,000

1 beds

2 baths

1,450 sq ft

Condo

622 REGENCY DR, WAPPINGER, NY, 12524

Community: Regency at Fishkill

The Greens at Half Hollow

1116 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$719,999

2 beds

2 baths

1,100 sq ft

Condo

1116 SAVOY DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

Fieldstone Village

101 SUNRISE HILL CIR 101, ORANGE, CT, 06..., Orange, CT 06477

$875,000

2 beds

3 baths

2,350 sq ft

Condo

101 SUNRISE HILL CIR 101, ORANGE, CT, 06...

Community: Fieldstone Village

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

Questions? Call us: (475) 231-4869

Glenwood Village

1661 OLD COUNTRY RD 377, RIVERHEAD, NY, ..., Riverhead, NY 11901

$375,000

3 beds

2 baths

1,317 sq ft

Manufactured Home

1661 OLD COUNTRY RD 377, RIVERHEAD, NY, ...

Community: Glenwood Village

Leisure Village

232 BLACKPOOL CT F, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961

$349,000

2 beds

1 baths

875 sq ft

Condo

232 BLACKPOOL CT F, BROOKHAVEN, NY, 1196...

Community: Leisure Village

Vineyards at Brookfield

61 AVERY DR, BROOKHAVEN, NY, 11934, Brookhaven, NY 11934

$695,000

2 beds

2 baths

1,557 sq ft

Condo

61 AVERY DR, BROOKHAVEN, NY, 11934

Community: Vineyards at Brookfield

The Views at Pomona

1309 VIEWS WAY, RAMAPO, NY, 10970, Ramapo, NY 10970

$399,000

2 beds

2 baths

1,245 sq ft

Condo

1309 VIEWS WAY, RAMAPO, NY, 10970

Community: The Views at Pomona

The Retreat at Carmel

8 ATKINS CT, CARMEL, NY, 10512, Carmel, NY 10512

$690,000

2 beds

3 baths

2,148 sq ft

Condo

8 ATKINS CT, CARMEL, NY, 10512

Community: The Retreat at Carmel

Leisure Glen

29 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$549,900

2 beds

2 baths

1,314 sq ft

Condo

29 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

Spring Lake Village

142 TIMBER RDG 142, SOUTHINGTON, CT, 064..., Southington, CT 06489

$359,900

2 beds

3 baths

1,601 sq ft

Condo

142 TIMBER RDG 142, SOUTHINGTON, CT, 064...

Community: Spring Lake Village

The Greens at Half Hollow

859 VERONA DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$799,000

2 beds

2 baths

1,197 sq ft

Condo

859 VERONA DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

Heritage Village

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

$165,000

2 beds

2 baths

1,076 sq ft

Condo

399 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Glassbury Court at Cold Spring

5 MAGGIE MAY WAY, PHILIPSTOWN, NY, 10516, Philipstown, NY 10516

$712,000

2 beds

2 baths

1,974 sq ft

Condo

5 MAGGIE MAY WAY, PHILIPSTOWN, NY, 10516

Community: Glassbury Court at Cold Spring

Country Pointe Preserve

3 JUNIPER LN 94, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980

$980,000

2 beds

3 baths

2,389 sq ft

Condo

3 JUNIPER LN 94, BROOKHAVEN, NY, 11980

Community: Country Pointe Preserve

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

Questions? Call us: (475) 231-4869

Chatfield Farms

6 WOODLAND PATH 6, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403

$799,000

3 beds

4 baths

2,600 sq ft

Condo

6 WOODLAND PATH 6, BEACON FALLS, CT, 064...

Community: Chatfield Farms

The Waterways at Moriches

606 BAY VIEW CIR 6, BROOKHAVEN, NY, 1195..., Brookhaven, NY 11955

$699,000

2 beds

3 baths

1,860 sq ft

Condo

606 BAY VIEW CIR 6, BROOKHAVEN, NY, 1195...

Community: The Waterways at Moriches

1 2 3 4 5 6 7…8

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 643 days. The average price of homes for sale in these communities is approximately $660,000, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Regency Meadows average around $660,000.

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 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

315 homes

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: Aug 25, 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

151 communities near Trumbull

315 homes near Trumbull

2 beds

4 baths

3,736 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

3 baths

1,679 sq ft

Condo

1 beds

1 baths

800 sq ft

Condo

2 beds

2 baths

1,666 sq ft

Condo

2 beds

2 baths

1,036 sq ft

Manufactured Home

2 beds

2 baths

1,771 sq ft

Condo

2 beds

2 baths

938 sq ft

Condo

2 beds

2 baths

1,258 sq ft

Condo

2 beds

2 baths

1,440 sq ft

Condo

1 beds

1 baths

928 sq ft

Condo

2 beds

2 baths

1,070 sq ft

Condo

2 beds

2 baths

1,172 sq ft

Condo

2 beds

2 baths

1,948 sq ft

Condo

2 beds

2 baths

960 sq ft

Manufactured Home

1 beds

1 baths

750 sq ft

Condo

2 beds

1 baths

1,020 sq ft

Condo

2 beds

2 baths

1,272 sq ft

3 beds

3 baths

Condo

1 beds

1 baths

886 sq ft