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

259 homes near Middletown

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5 rating (3 reviews)

Founders Ridge

$500Ks - $600Ks

Founders Ridge, Middletown, CT

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

No reviews yet

Sonoma Woods

$300Ks - $300Ks

Sonoma Woods, Middletown, CT

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

No reviews yet

Bartlett Hollow

$200Ks - $400Ks

Bartlett Hollow, Middletown, CT

New Construction | 55+ age-restricted | Built 2015 - present | 25 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

No reviews yet

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 Middletown? 55places can help!

Questions? Call us: (860) 854-8527

No reviews yet

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

No reviews yet

Rivington

$400Ks - $500Ks

Rivington, Danbury, CT

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

No reviews yet

Oronoque Village

$200Ks - $600Ks

Oronoque Village, Stratford, CT

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

No reviews yet

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

No reviews yet

Leisure Knoll

$300Ks - $500Ks

Leisure Knoll, Ridge, NY

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

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No reviews yet

Country Pointe Plainview

$1Ms - $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

No reviews yet

Leisure Glen

$400Ks - $400Ks

Leisure Glen, Ridge, NY

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

No reviews yet

Spring Lake Village

$200Ks - $200Ks

Spring Lake Village, Southington, CT

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

4 rating (8 reviews)

Glenwood Village

$100Ks - $400Ks

Glenwood Village, Riverhead, NY

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

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

Questions? Call us: (860) 854-8527

3.7 rating (3 reviews)

Greenwood Village

$100Ks - $200Ks

Greenwood Village, Manorville, NY

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

No reviews yet

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

No reviews yet

Regency at Prospect

$300Ks - $500Ks

Regency at Prospect, Prospect, CT

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

No reviews yet

The Waterways at Moriches

$400Ks - $700Ks

The Waterways at Moriches, Moriches, NY

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

3.5 rating (2 reviews)

Foxwood Village

$300Ks - $400Ks

Foxwood Village, Calverton, NY

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

1 rating (1 reviews)

Plymouth Estates at Mount...

$500Ks - $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 - $800Ks

Vineyards at Blue Point, Blue Point, NY

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

No reviews yet

The Club at Melville

$500Ks - $500Ks

The Club at Melville, Melville, NY

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

No reviews yet

The Seasons at Elwood

$800Ks - $900Ks

The Seasons at Elwood, East Northport, NY

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

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

Questions? Call us: (860) 854-8527

No reviews yet

Meadow Brook Estates

$500Ks - $500Ks

Meadow Brook Estates, Oxford, CT

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

5 rating (1 reviews)

Encore Atlantic Shores

$600Ks - $900Ks

Encore Atlantic Shores, Eastport, NY

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

No reviews yet

The Summit at Bethel

$600Ks - $600Ks

The Summit at Bethel, Bethel, CT

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

4.9 rating (14 reviews)

Chatfield Farms

$600Ks - $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

No reviews yet

Woodridge Strathmore Terr...

$400Ks - $400Ks

Woodridge Strathmore Terr..., Mount Sinai, NY

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

5 rating (1 reviews)

Sunrise Village

$400Ks - $500Ks

Sunrise Village, Sayville, NY

Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes

No reviews yet

Brierly Pond Village

$400Ks - $400Ks

Brierly Pond Village, Millbury, MA

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes

No reviews yet

Saddle Lakes

$400Ks - $400Ks

Saddle Lakes, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes

No reviews yet

Country Village Estates

$300Ks - $400Ks

Country Village Estates, Coram, NY

Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes

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

Questions? Call us: (860) 854-8527

5 rating (1 reviews)

Sunken Pond Estates

$400Ks - $500Ks

Sunken Pond Estates, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes

No reviews yet

The Seasons at East North...

$700Ks - $700Ks

The Seasons at East North..., East Northport, NY

New Construction | 55+ age-restricted | Built 2023 - present | 190 homes

5 rating (1 reviews)

Westhampton Pines

$900Ks - $1Ms

Westhampton Pines, Westhampton, NY

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

5 rating (1 reviews)

The Villages at Mount Sin...

$600Ks - $700Ks

The Villages at Mount Sin..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes

No reviews yet

The Powder Forest Homes

$600Ks - $700Ks

The Powder Forest Homes, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes

1661 OLD COUNTRY RD UNIT 563, RIVERHEAD,...

Community: Glenwood Village

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

Questions? Call us: (860) 854-8527

Leisure Glen

13 OAKDALE CT, RIDGE, NY, 11961, Ridge, NY 11961

$449,999

2 beds

2 baths

1,140 sq ft

House

13 OAKDALE CT, RIDGE, NY, 11961

Community: Leisure Glen

The Vineyards at Miller Place

37 HALLEY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764

$680,000

2 beds

3 baths

1,853 sq ft

Condo

37 HALLEY LN, MILLER PLACE, NY, 11764

Community: The Vineyards at Miller Place

Greenwood Village

53 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$295,000

2 beds

2 baths

1,100 sq ft

Condo

53 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Greenwood Village

145 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$207,500

2 beds

2 baths

1,100 sq ft

Condo

145 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

Greenwood Village

2 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949

$250,000

2 beds

2 baths

1,242 sq ft

House

2 LIMETREE DR, MANORVILLE, NY, 11949

Community: Greenwood Village

Leisure Village

311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196..., Ridge, NY 11961

$225,000

1 beds

1 baths

684 sq ft

Condo

311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196...

Community: Leisure Village

Glenwood Village

1661 OLD COUNTRY OLD COUNTRY RD, RIVERHE..., Riverhead, NY 11901

$285,000

2 beds

2 baths

1,232 sq ft

Manufactured Home

1661 OLD COUNTRY OLD COUNTRY RD, RIVERHE...

Community: Glenwood Village

Leisure Village

449 ARLINGTON DR A, RIDGE, NY, 11961, Ridge, NY 11961

$425,000

2 beds

1 baths

1,074 sq ft

Condo

449 ARLINGTON DR A, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

22B GUILFORD CT # 22B, RIDGE, NY, 11961, Ridge, NY 11961

$335,000

2 beds

1 baths

1,085 sq ft

Condo

22B GUILFORD CT # 22B, RIDGE, NY, 11961

Community: Leisure Village

Glenwood Village

1661 OLD COUNTRY RD UNIT 543, RIVERHEAD,..., Riverhead, NY 11901

$395,000

2 beds

2 baths

1,632 sq ft

Manufactured Home

1661 OLD COUNTRY RD UNIT 543, RIVERHEAD,...

Community: Glenwood Village

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

Questions? Call us: (860) 854-8527

Leisure Knoll

144 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961

2 beds

2 baths

Condo

107 FAIRFIELD DR N # 107, SAINT JAMES, N...

Community: Fairfield at St. James

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

Questions? Call us: (860) 854-8527

The Coves at Melville

95 MORLEY CIR, MELVILLE, NY, 11747, Melville, NY 11747

$627,000

2 beds

2 baths

1,100 sq ft

Condo

95 MORLEY CIR, MELVILLE, NY, 11747

Community: The Coves at Melville

Leisure Knoll

503 LANCASTER CT # 503, RIDGE, NY, 11961, Ridge, NY 11961

$459,000

2 beds

2 baths

1,094 sq ft

Condo

503 LANCASTER CT # 503, RIDGE, NY, 11961

Community: Leisure Knoll

Leisure Village

227 BLACKPOOL CT D, RIDGE, NY, 11961, Ridge, NY 11961

$212,500

1 beds

1 baths

684 sq ft

House

227 BLACKPOOL CT D, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

258 NEWCASTLE CT A, RIDGE, NY, 11961, Ridge, NY 11961

$329,000

2 beds

1 baths

900 sq ft

Condo

258 NEWCASTLE CT A, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

173 VENTRY CT, RIDGE, NY, 11961, Ridge, NY 11961

$415,000

2 beds

1 baths

1,085 sq ft

Condo

173 VENTRY CT, RIDGE, NY, 11961

Community: Leisure Village

Stoneleigh Woods at Riverhead

18 KENNSINGTON CT -, RIVERHEAD, NY, 1190..., Riverhead, NY 11901

$665,000

2 beds

3 baths

2,172 sq ft

Stock Cooperative

18 KENNSINGTON CT -, RIVERHEAD, NY, 1190...

Community: Stoneleigh Woods at Riverhead

The Villas at Narragansett

705 NARRAGANSETT VILLAS DR, LINDENHURST,..., Lindenhurst, NY 11757

$639,000

2 beds

2 baths

1,173 sq ft

Condo

705 NARRAGANSETT VILLAS DR, LINDENHURST,...

Community: The Villas at Narragansett

Meadowbrook Pointe Links & Spa

60 PACIFIC DUNES CT, MEDFORD, NY, 11763, Medford, NY 11763

$750,000

2 beds

3 baths

2,191 sq ft

Condo

60 PACIFIC DUNES CT, MEDFORD, NY, 11763

Community: Meadowbrook Pointe Links & Spa

The Greens at Half Hollow

666 VERONA DR, MELVILLE, NY, 11747, Melville, NY 11747

$1,149,000

2 beds

3 baths

1,941 sq ft

Condo

666 VERONA DR, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Encore Atlantic Shores

226 SONATA CT, EASTPORT, NY, 11941, Eastport, NY 11941

$689,000

2 beds

2 baths

1,605 sq ft

Condo

226 SONATA CT, EASTPORT, NY, 11941

Condo

279 AUGUSTA DR, MEDFORD, NY, 11763

Community: Meadowbrook Pointe Links & Spa

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Frequently Asked Questions

What size 55+ communities are there in Middletown?

In Middletown, there are no large communities, no medium communities, and 3 small communities with less than 500 homes.

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

The smallest 55+ communities in Middletown has 25 homes, the largest has 75 homes, and the average communities consists of 56 homes.

Are there new 55+ homes available in Middletown?

Yes, there are new 55+ homes available in Middletown. The most recent communities started in Middletown include Founders Ridge, Bartlett Hollow, Sonoma Woods. There are also 2 communities in Middletown that offer new construction homes, including Bartlett Hollow, Founders Ridge.

Are there gated 55+ communities in Middletown?

Yes, there is gated 55+ communities in Middletown. Approximately 33.3% of 55+ communities in the area are gated. For instance, Bartlett Hollow is a gated communities with 25 homes.

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

On average, listings in 55+ communities in Middletown stay on the market for around 237 days. The average price of homes for sale in these communities is approximately $577,386, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Sonoma Woods average around $649,900, while homes in Bartlett Hollow average around $579,139.

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Want to learn more about 55+ communities in Middletown?

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259 homes near Middletown

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

123 communities near Middletown

259 homes near Middletown

2 beds

2 baths

1,150 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

1,243 sq ft

Condo

2 beds

2 baths

1,144 sq ft

Mobile Home

2 beds

2 baths

1,500 sq ft

Manufactured Home

2 beds

2 baths

1,140 sq ft

House

2 beds

3 baths

1,853 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,242 sq ft

House

1 beds

1 baths

684 sq ft

Condo

2 beds

2 baths

1,232 sq ft

Manufactured Home

2 beds

1 baths

1,074 sq ft

Condo

2 beds

1 baths

1,085 sq ft

Condo

2 beds

2 baths

1,632 sq ft

Manufactured Home

2 beds

2 baths

Condo

1 beds

1 baths

800 sq ft

Condo

2 beds

3 baths

1,030 sq ft

Condo

2 beds

1 baths

1,100 sq ft

Condo

2 beds

2 baths