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

121 communities 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

$100Ks - $400Ks

Heritage Village, Southbury, CT

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

No reviews yet

Leisure Village

$200Ks - $500Ks

Leisure Village, Ridge, NY

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

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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 - $900Ks

Rivington, Danbury, CT

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

No reviews yet

Oronoque Village

$400Ks - $600Ks

Oronoque Village, Stratford, CT

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

No reviews yet

The Village at Oxford Gre...

$600Ks - $700Ks

The Village at Oxford Gre..., Oxford, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes

No reviews yet

Leisure Knoll

$400Ks - $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 (1 reviews)

Fairfield at St. James

$400Ks - $600Ks

Fairfield at St. James, St. James, NY

Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes

No reviews yet

Leisure Glen

$400Ks - $500Ks

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 - $500Ks

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

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

No reviews yet

Regency at Prospect

$400Ks - $400Ks

Regency at Prospect, Prospect, CT

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

No reviews yet

The Waterways at Moriches

$400Ks - $600Ks

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 ...

$600Ks - $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

$600Ks - $900Ks

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 - $800Ks

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

$500Ks - $500Ks

Chatfield Farms, Beacon Falls, CT

New Construction | 55+ age-restricted | Built 2014 - present | 231 homes

5 rating (1 reviews)

Encore at Lake Grove

$600Ks - $700Ks

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 - $400Ks

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

$400Ks - $500Ks

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

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...

$700Ks - $800Ks

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

5 rating (1 reviews)

Newtown Woods

$400Ks - $500Ks

Newtown Woods, Newtown, CT

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

45 IVY CIR # 45, WILBRAHAM, MA, 01095

Community: The Gardens of Wilbraham

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

Questions? Call us: (860) 854-8527

Brierly Pond Village

47 HORNE WAY # 47, MILLBURY, MA, 01527, Millbury, MA 01527

$454,000

2 beds

3 baths

1,746 sq ft

Condo

47 HORNE WAY # 47, MILLBURY, MA, 01527

Community: Brierly Pond Village

Leisure Village

406 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961

$235,500

1 beds

1 baths

679 sq ft

Condo

406 WOODBRIDGE DR A, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

369B WOODBRIDGE DR 55+, BROOKHAVEN, NY, ..., Brookhaven, NY 11961

$349,000

2 beds

1 baths

975 sq ft

Condo

369B WOODBRIDGE DR 55+, BROOKHAVEN, NY, ...

Community: Leisure Village

Greenwood Village

5157 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$189,500

2 beds

2 baths

1,200 sq ft

Condo

5157 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Leisure Village

137 EASTBOURNE CT A, RIDGE, NY, 11961, Ridge, NY 11961

$299,999

2 beds

1 baths

836 sq ft

Condo

137 EASTBOURNE CT A, RIDGE, NY, 11961

Community: Leisure Village

The Waterways at Moriches

521 HIGHLAND CT # 521, MORICHES, NY, 119..., Moriches, NY 11955

$610,000

2 beds

2 baths

1,839 sq ft

Condo

521 HIGHLAND CT # 521, MORICHES, NY, 119...

Community: The Waterways at Moriches

Fairfield at St. James

1104 DREW DR, SAINT JAMES, NY, 11780, Saint James, NY 11780

$429,000

1 beds

1 baths

752 sq ft

Condo

1104 DREW DR, SAINT JAMES, NY, 11780

Community: Fairfield at St. James

Country Village Estates

11 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727

$479,000

2 beds

2 baths

1,386 sq ft

Condo

11 THEODORE DR, CORAM, NY, 11727

Community: Country Village Estates

Glenwood Village

1661 OLD COUNTRY RD UNIT 423, RIVERHEAD,..., Riverhead, NY 11901

$199,900

2 beds

2 baths

960 sq ft

Manufactured Home

1661 OLD COUNTRY RD UNIT 423, RIVERHEAD,...

Community: Glenwood Village

New The Greens at Half Hollow

708 BALFOUR PL, MELVILLE, NY, 11747, Melville, NY 11747

$1,299,999

3 beds

3 baths

2,500 sq ft

Condo

708 BALFOUR PL, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

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

Questions? Call us: (860) 854-8527

New Leisure Glen

475 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961

$549,000

2 beds

2 baths

1,417 sq ft

Condo

475 LEISURE DR, RIDGE, NY, 11961

Community: Leisure Glen

Glenwood Village

1661 OLD COUNTRY RD 435, RIVERHEAD, NY, ..., Riverhead, NY 11901

$299,500

2 beds

2 baths

1,270 sq ft

Mobile Home

1661 OLD COUNTRY RD 435, RIVERHEAD, NY, ...

Community: Glenwood Village

Fairfield at St. James

205 FLAIR CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$619,990

3 beds

3 baths

1,600 sq ft

Condo

205 FLAIR CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Leisure Village

96 ENFIELD CT B, RIDGE, NY, 11961, Ridge, NY 11961

$459,000

2 beds

2 baths

1,486 sq ft

Condo

96 ENFIELD CT B, RIDGE, NY, 11961

Community: Leisure Village

Encore Atlantic Shores

68 ENCORE, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941

$849,999

2 beds

3 baths

3,000 sq ft

Condo

68 ENCORE, BROOKHAVEN, NY, 11941

Community: Encore Atlantic Shores

Greenwood Village

77 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$159,990

2 beds

1 baths

1,000 sq ft

Condo

77 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

Sunrise Village

133 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782

$439,000

2 beds

1 baths

1,000 sq ft

Condo

133 REVERE DR, SAYVILLE, NY, 11782

Community: Sunrise Village

Stone Ridge Estates

156 CHRISTINE DR, DIX HILLS, NY, 11746, Dix Hills, NY 11746

$800,000

2 beds

2 baths

1,700 sq ft

Condo

156 CHRISTINE DR, DIX HILLS, NY, 11746

Community: Stone Ridge Estates

New Greenwood Village

164 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$174,990

2 beds

1 baths

938 sq ft

Manufactured Home

164 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

New Fairfield at St. James

914 FENWAY RD, SAINT JAMES, NY, 11780, Saint James, NY 11780

$499,000

2 beds

2 baths

1,200 sq ft

Condo

914 FENWAY RD, SAINT JAMES, NY, 11780

Community: Fairfield at St. James

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

Questions? Call us: (860) 854-8527

New The Villages at Mount Sinai Park

109 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$749,900

2 beds

2 baths

1,736 sq ft

Condo

109 LOUDEN LOOP, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

New The Waterways at Moriches

365 SEABREEZE CT, MORICHES, NY, 11955, Moriches, NY 11955

$595,000

2 beds

2 baths

1,930 sq ft

Condo

365 SEABREEZE CT, MORICHES, NY, 11955

Community: The Waterways at Moriches

New Leisure Village

2 GUILFORD CT B, RIDGE, NY, 11961, Ridge, NY 11961

$519,000

2 beds

2 baths

1,767 sq ft

Condo

2 GUILFORD CT B, RIDGE, NY, 11961

Community: Leisure Village

Glenwood Village

1661 OLD COUNTRY RD 179, RIVERHEAD, NY, ..., Riverhead, NY 11901

$215,000

2 beds

2 baths

1,036 sq ft

Mobile Home

1661 OLD COUNTRY RD 179, RIVERHEAD, NY, ...

Community: Glenwood Village

Greenwood Village

21 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949

$179,000

2 beds

2 baths

1,100 sq ft

Condo

21 LIMETREE DR, MANORVILLE, NY, 11949

Community: Greenwood Village

The Seasons at East Meadow

121 SPRING DR # 121, EAST MEADOW, NY, 11..., East Meadow, NY 11554

$579,999

2 beds

2 baths

1,272 sq ft

Condo

121 SPRING DR # 121, EAST MEADOW, NY, 11...

Community: The Seasons at East Meadow

Meadowbrook Pointe Links & Spa

142 AUGUSTA DR, MEDFORD, NY, 11763, Medford, NY 11763

$729,990

2 beds

3 baths

1,691 sq ft

Condo

142 AUGUSTA DR, MEDFORD, NY, 11763

Community: Meadowbrook Pointe Links & Spa

New Kensington Estates

46 PLAINVIEW RD, WOODBURY, NY, 11797, Woodbury, NY 11797

$2,999,999

6 beds

5 baths

4,333 sq ft

House

46 PLAINVIEW RD, WOODBURY, NY, 11797

Community: Kensington Estates

Leisure Village

42D TRENT CT 42D, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$249,000

2 beds

1 baths

875 sq ft

Condo

42D TRENT CT 42D, BROOKHAVEN, NY, 11961

Community: Leisure Village

New Fairfield at St. James

605 CABOT CT 605, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$499,000

2 beds

2 baths

1,134 sq ft

Condo

605 CABOT CT 605, SMITHTOWN, NY, 11780

Manufactured Home

1661 OLD COUNTRY RD 540, RIVERHEAD, NY, ...

Community: Glenwood Village

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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 Founders Ridge, Bartlett Hollow.

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 376 days. The average price of homes for sale in these communities is approximately $512,753, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Founders Ridge average around $512,753.

Want more information about active adult communities around Middletown?

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121 communities near Middletown

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

121 communities near Middletown

265 homes near Middletown

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

2,149 sq ft

Condo

3 beds

2 baths

1,746 sq ft

Condo

2 beds

3 baths

1,752 sq ft

Condo

2 beds

3 baths

1,746 sq ft

Condo

1 beds

1 baths

679 sq ft

Condo

2 beds

1 baths

975 sq ft

Condo

2 beds

2 baths

1,200 sq ft

Condo

2 beds

1 baths

836 sq ft

Condo

2 beds

2 baths

1,839 sq ft

Condo

1 beds

1 baths

752 sq ft

Condo

2 beds

2 baths

1,386 sq ft

Condo

2 beds

2 baths

960 sq ft

Manufactured Home

3 beds

3 baths

2,500 sq ft

Condo

2 beds

2 baths

1,417 sq ft

Condo

2 beds

2 baths

1,270 sq ft

Mobile Home

3 beds

3 baths

1,600 sq ft

Condo

2 beds

2 baths

1,486 sq ft

Condo

2 beds