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

149 communities near Trumbull

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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

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

3 rating (2 reviews)

Heritage Hills

$400ks - $800ks

Heritage Hills, Somers, NY

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

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

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

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

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

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

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

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

Questions? Call us: (475) 231-4869

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

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

The Seasons at Elwood

$800ks - $900ks

The Seasons at Elwood, East Northport, NY

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

Country Pointe Plainview

$700ks - $1Ms

Country Pointe Plainview, Plainview, NY

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

5 rating (1 reviews)

Shady Oaks

$200ks - $400ks

Shady Oaks, Red Bank, NJ

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

Encore at Lake Grove

$500ks - $700ks

Encore at Lake Grove, Lake Grove, NY

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

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

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

Breton Hills

$500ks

Breton Hills, Glen Cove, NY

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

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

Questions? Call us: (475) 231-4869

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 Summit at Bethel

$500ks - $700ks

The Summit at Bethel, Bethel, CT

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

HarborView

$600ks - $1Ms

HarborView, Port Washington, NY

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

Village Estates

$300ks - $400ks

Village Estates, Amityville, NY

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 138 homes

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

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

The Gardens of Wilbraham

$200ks - $400ks

The Gardens of Wilbraham, Wilbraham, MA

New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes

South Pond Village

$300ks - $400ks

South Pond Village, Bloomfield, CT

Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes

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 Prospect

$300ks - $400ks

Regency at Prospect, Prospect, CT

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

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

Questions? Call us: (475) 231-4869

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

The Coves at Melville

$500ks

The Coves at Melville, Melville, NY

Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes

1 2 3...4

Shadow Lake Village

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

$370,000

2 beds

1 baths

999 sq ft

Adult Community

42 MANCHESTER CT, RED BANK, NJ, 07701

236 ROOSEVELT WAY 3306, HEMPSTEAD, NY, 1...

Condo

51 JEFFERSON OVAL E, YORKTOWN, NY, 10598

318 ROOSEVELT WAY, NORTH HEMPSTEAD, NY, ...

368 WOODBRIDGE DR A, BROOKHAVEN, NY, 119...

Community: Leisure Village

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

Questions? Call us: (475) 231-4869

New Heritage Hills

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

$599,000

2 beds

2 baths

1,320 sq ft

Condo

33 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

New HarborView

100 HARBORVIEW DR 555, NORTH HEMPSTEAD, ..., North Hempstead, NY 11050

$1,219,000

3 beds

3 baths

1,848 sq ft

Condo

100 HARBORVIEW DR 555, NORTH HEMPSTEAD, ...

Community: HarborView

New Heritage Hills

101 HERITAGE HILLS DR A, SOMERS, NY, 105..., Somers, NY 10589

$671,000

2 beds

2 baths

1,500 sq ft

Condo

101 HERITAGE HILLS DR A, SOMERS, NY, 105...

Community: Heritage Hills

Shady Oaks

106 VIBURNUM TER 307, RED BANK, NJ, 0770..., Red Bank, NJ 07701

$365,000

2 beds

2 baths

1,124 sq ft

Adult Community

106 VIBURNUM TER 307, RED BANK, NJ, 0770...

Community: Shady Oaks

Meadowbrook Pointe Athletic Club & Spa

702 EQUESTRIAN WAY, HEMPSTEAD, NY, 11590, Hempstead, NY 11590

$1,750,000

2 beds

3 baths

2,620 sq ft

Condo

702 EQUESTRIAN WAY, HEMPSTEAD, NY, 11590

Community: Meadowbrook Pointe Athletic Club & Spa

Pond Spring Village

61 PONDVIEW CIR 61, BEACON FALLS, CT, 06..., Beacon Falls, CT 06403

$474,500

2 beds

2 baths

1,501 sq ft

Condo

61 PONDVIEW CIR 61, BEACON FALLS, CT, 06...

Community: Pond Spring Village

Heritage Village

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

$439,000

2 beds

2 baths

1,432 sq ft

Condo

132 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Jefferson Village

113 VILLAGE RD C, YORKTOWN, NY, 10598, Yorktown, NY 10598

$420,000

2 beds

2 baths

1,200 sq ft

Condo

113 VILLAGE RD C, YORKTOWN, NY, 10598

Community: Jefferson Village

Founders Village

2555 YOUNGS AVE 1D, SOUTHOLD, NY, 11971, Southold, NY 11971

$560,000

2 beds

2 baths

1,100 sq ft

House

2555 YOUNGS AVE 1D, SOUTHOLD, NY, 11971

Community: Founders Village

Oronoque Village

13 ALGONQUIN LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$396,000

1 beds

2 baths

1,480 sq ft

Condo

13 ALGONQUIN LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Leisure Village

196 NEWCASTLE CT C, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961

$330,000

2 beds

1 baths

836 sq ft

Condo

196 NEWCASTLE CT C, BROOKHAVEN, NY, 1196...

Community: Leisure Village

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

Questions? Call us: (475) 231-4869

The Coves at Melville

27 MORLEY CIR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$585,000

2 beds

2 baths

1,109 sq ft

Condo

27 MORLEY CIR, HUNTINGTON, NY, 11747

Community: The Coves at Melville

Heritage Village

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

$289,000

2 beds

2 baths

1,365 sq ft

Condo

877 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

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 637 days. The average price of homes for sale in these communities is approximately $655,806, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Regency Meadows average around $655,806.

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Want to learn more about 55+ communities in Trumbull?

Call us: (475) 231-4869

149 communities

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REIN updates its listings on a daily basis. Data last updated: Jun 05, 2026.
This application does not include information on all of the properties available for sale at this time.

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

149 communities near Trumbull

286 homes near Trumbull

2 beds

1 baths

999 sq ft

Adult Community

1 beds

2 baths

967 sq ft

Condo

2 beds

2 baths

1,367 sq ft

Condo

2 beds

2 baths

1,440 sq ft

Condo

2 beds

2 baths

1,349 sq ft

Condo

2 beds

2 baths

1,497 sq ft

Condo

2 beds

2 baths

1,321 sq ft

Condo

3 beds

3 baths

1,733 sq ft

Condo

2 beds

2 baths

1,335 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,400 sq ft

Condo

2 beds

3 baths

3,214 sq ft

Condo

2 beds

2 baths

1,076 sq ft

Condo

2 beds

3 baths

1,620 sq ft

Condo

2 beds

3 baths

1,552 sq ft

Condo

2 beds

2 baths

1,438 sq ft

Condo

2 beds

3 baths

1,623 sq ft

Condo

2 beds

3 baths

2,067 sq ft

Condo

2 beds

2 baths

1,200 sq ft

Condo

2 beds