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

243 homes near Middletown

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5 rating (3 reviews)

Founders Ridge

$400Ks - $500Ks

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 - $500Ks

Leisure Village, Ridge, NY

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

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 - $1Ms

Rivington, Danbury, CT

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

No reviews yet

Oronoque Village

$300Ks - $600Ks

Oronoque Village, Stratford, CT

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

No reviews yet

The Village at Oxford Gre...

$500Ks - $600Ks

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

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

No reviews yet

Leisure Knoll

$200Ks - $500Ks

Leisure Knoll, Ridge, NY

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

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 - $500Ks

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 - $300Ks

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

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 - $400Ks

Regency at Prospect, Prospect, CT

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

No reviews yet

The Waterways at Moriches

$500Ks - $600Ks

The Waterways at Moriches, Moriches, NY

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

3.5 rating (2 reviews)

Foxwood Village

$200Ks - $300Ks

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 rating (1 reviews)

Vineyards at Blue Point

$700Ks - $900Ks

Vineyards at Blue Point, Blue Point, NY

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

4.6 rating (9 reviews)

Meadowbrook Pointe Links ...

$600Ks - $600Ks

Meadowbrook Pointe Links ..., Medford, NY

New and Resale | 55+ age-restricted | Built 2010 - present | 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

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

$700Ks - $800Ks

Encore Atlantic Shores, Eastport, NY

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

No reviews yet

The Summit at Bethel

$700Ks - $800Ks

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 - $600Ks

Encore at Lake Grove, Lake Grove, NY

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

No reviews yet

Woodridge Strathmore Terr...

$300Ks - $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 - $500Ks

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 - $400Ks

Country Village Estates, Coram, NY

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

5 rating (1 reviews)

Sunken Pond Estates

$400Ks - $400Ks

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 - $400Ks

Newtown Woods, Newtown, CT

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

1 2 3 4

The Greens at Half Hollow

501 VERONA DR, MELVILLE, NY, 11747, Melville, NY 11747

$965,000

2 beds

3 baths

1,942 sq ft

Condo

501 VERONA DR, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Leisure Village

135 EASTBOURNE CT UNIT C, RIDGE, NY, 119..., Ridge, NY 11961

$299,900

2 beds

1 baths

1,118 sq ft

Condo

135 EASTBOURNE CT UNIT C, RIDGE, NY, 119...

Community: Leisure Village

Country Pointe Plainview

40204 SILVER BIRCH LN, PLAINVIEW, NY, 11..., Plainview, NY 11803

$1,349,000

2 beds

2 baths

2,000 sq ft

Condo

40204 SILVER BIRCH LN, PLAINVIEW, NY, 11...

Community: Country Pointe Plainview

Leisure Knoll

460 SUMMERWOOD CT, RIDGE, NY, 11961, Ridge, NY 11961

$439,000

2 beds

2 baths

1,172 sq ft

Condo

460 SUMMERWOOD CT, RIDGE, NY, 11961

Community: Leisure Knoll

Leisure Knoll

156 LAURANCE LN, RIDGE, NY, 11961, Ridge, NY 11961

$479,990

2 beds

1 baths

970 sq ft

Condo

156 LAURANCE LN, RIDGE, NY, 11961

Community: Leisure Knoll

The Polo Club at Islandia

1239 OLD NICHOLS RD # 50, ISLANDIA, NY, ..., Islandia, NY 11749

$639,000

2 beds

3 baths

1,654 sq ft

Condo

1239 OLD NICHOLS RD # 50, ISLANDIA, NY, ...

Community: The Polo Club at Islandia

The Polo Club at Islandia

1239 OLD NICHOLS RD # 52, ISLANDIA, NY, ..., Islandia, NY 11749

$639,000

2 beds

3 baths

1,654 sq ft

Condo

1239 OLD NICHOLS RD # 52, ISLANDIA, NY, ...

Community: The Polo Club at Islandia

Leisure Village

269 BERWICK CT B, RIDGE, NY, 11961, Ridge, NY 11961

$379,999

2 beds

1 baths

1,048 sq ft

Condo

269 BERWICK CT B, RIDGE, NY, 11961

Community: Leisure Village

Meadowbrook Pointe Links & Spa

42 AUGUSTA DR, MEDFORD, NY, 11763, Medford, NY 11763

$649,990

2 beds

3 baths

1,534 sq ft

Condo

42 AUGUSTA DR, MEDFORD, NY, 11763

Community: Meadowbrook Pointe Links & Spa

The Polo Club at Islandia

1239 OLD NICHOLS RD # 46, ISLANDIA, NY, ..., Islandia, NY 11749

$639,000

2 beds

3 baths

1,654 sq ft

Condo

1239 OLD NICHOLS RD # 46, ISLANDIA, NY, ...

Community: The Polo Club at Islandia

Leisure Village

50 TRENT CT B, RIDGE, NY, 11961, Ridge, NY 11961

$375,000

2 beds

1 baths

1,085 sq ft

Condo

50 TRENT CT B, RIDGE, NY, 11961

Community: Leisure Village

The Greens at Half Hollow

916 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747

$615,000

2 beds

2 baths

1,100 sq ft

Condo

916 ALTESSA BLVD, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

New 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 The Waterways at Moriches

106 E MIDLAND POND CT # 1, MORICHES, NY,..., Moriches, NY 11955

$529,000

2 beds

2 baths

1,982 sq ft

Condo

106 E MIDLAND POND CT # 1, MORICHES, NY,...

Community: The Waterways at Moriches

Sunken Pond Estates

2304 AUGUSTA ALY, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$479,500

2 beds

2 baths

1,258 sq ft

Condo

2304 AUGUSTA ALY, RIVERHEAD, NY, 11901

Community: Sunken Pond Estates

New Greenwood Village

3 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949

$214,997

2 beds

2 baths

1,012 sq ft

Condo

3 LIMETREE DR, MANORVILLE, NY, 11949

Community: Greenwood Village

Westhampton Pines

69 SAMANTHA CIR # 69, WESTHAMPTON, NY, 1..., Westhampton, NY 11977

$998,999

2 beds

2 baths

1,944 sq ft

Condo

69 SAMANTHA CIR # 69, WESTHAMPTON, NY, 1...

Community: Westhampton Pines

New Greenwood Village

12 ORANGE TREE, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$234,000

2 beds

2 baths

1,283 sq ft

Condo

12 ORANGE TREE, BROOKHAVEN, NY, 11949

Community: Greenwood Village

The Seasons at East Meadow

141 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554

$595,000

2 beds

2 baths

1,272 sq ft

Condo

141 SPRING DR, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

New Leisure Village

427 AYLESBURY CT A, RIDGE, NY, 11961, Ridge, NY 11961

$399,000

2 beds

2 baths

972 sq ft

Condo

427 AYLESBURY CT A, RIDGE, NY, 11961

Community: Leisure Village

New Leisure Village

116 EXMORE CT B, RIDGE, NY, 11961, Ridge, NY 11961

$299,999

2 beds

1 baths

875 sq ft

Condo

116 EXMORE CT B, RIDGE, NY, 11961

Community: Leisure Village

Meadowbrooke Pointe East Meadow

417 EMANUEL WAY # 417, EAST MEADOW, NY, ..., East Meadow, NY 11554

$725,000

2 beds

2 baths

961 sq ft

Condo

417 EMANUEL WAY # 417, EAST MEADOW, NY, ...

Community: Meadowbrooke Pointe East Meadow

New Country Pointe Plainview

17101 ASPENWOOD DR, PLAINVIEW, NY, 11803, Plainview, NY 11803

$1,099,000

2 beds

2 baths

1,443 sq ft

Condo

17101 ASPENWOOD DR, PLAINVIEW, NY, 11803

Community: Country Pointe Plainview

New Leisure Glen

71 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961

$475,000

2 beds

2 baths

1,456 sq ft

Condo

71 GLEN DR, RIDGE, NY, 11961

Community: Leisure Glen

New Meadowbrooke Pointe East Meadow

514 EMANUEL WAY # 77, EAST MEADOW, NY, 1..., East Meadow, NY 11554

$790,000

1 beds

3 baths

2,061 sq ft

Condo

514 EMANUEL WAY # 77, EAST MEADOW, NY, 1...

Community: Meadowbrooke Pointe East Meadow

Foxwood Village

1407-54 MIDDLE RD 54, RIVERHEAD, NY, 119..., Riverhead, NY 11933

$324,999

2 beds

2 baths

1,280 sq ft

House

1407-54 MIDDLE RD 54, RIVERHEAD, NY, 119...

Community: Foxwood Village

Meadowbrooke Pointe East Meadow

409 EMANUEL WAY # 409, EAST MEADOW, NY, ..., East Meadow, NY 11554

$725,000

2 beds

2 baths

961 sq ft

Condo

409 EMANUEL WAY # 409, EAST MEADOW, NY, ...

Community: Meadowbrooke Pointe East Meadow

Leisure Village

185 VENTRY CT UNIT A, RIDGE, NY, 11961, Ridge, NY 11961

$319,000

2 beds

1 baths

1,278 sq ft

Condo

185 VENTRY CT UNIT A, RIDGE, NY, 11961

Community: Leisure Village

Greenwood Village

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

$165,000

2 beds

1 baths

1,000 sq ft

Condo

77 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

Leisure Knoll

494 CRANSTON LN, RIDGE, NY, 11961, Ridge, NY 11961

$449,000

2 beds

2 baths

1,412 sq ft

Condo

494 CRANSTON LN, RIDGE, NY, 11961

Community: Leisure Knoll

The Greens at Half Hollow

556 BARDINI DR, MELVILLE, NY, 11747, Melville, NY 11747

$1,199,000

3 beds

3 baths

2,500 sq ft

Townhouse

556 BARDINI DR, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Leisure Village

421 WEYMOUTH CT B, RIDGE, NY, 11961, Ridge, NY 11961

$299,000

2 beds

1 baths

1,000 sq ft

Condo

421 WEYMOUTH CT B, RIDGE, NY, 11961

Community: Leisure Village

Founders Village

2555 YOUNGS AVE 7D, SOUTHOLD, NY, 11971, Southold, NY 11971

$529,000

2 beds

2 baths

1,100 sq ft

Condo

2555 YOUNGS AVE 7D, SOUTHOLD, NY, 11971

Community: Founders Village

Leisure Village

346 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961

$429,000

2 beds

2 baths

1,300 sq ft

Condo

346 WOODBRIDGE DR B, RIDGE, NY, 11961

Community: Leisure Village

Meadowbrook Pointe Links & Spa

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

$699,990

2 beds

3 baths

1,691 sq ft

Condo

142 AUGUSTA DR, MEDFORD, NY, 11763

Community: Meadowbrook Pointe Links & Spa

Leisure Knoll

176 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961

$498,500

2 beds

2 baths

1,135 sq ft

Condo

176 CANTERBURY DR, RIDGE, NY, 11961

Community: Leisure Knoll

The Greens at Half Hollow

1147 SAVOY DR # 1147, MELVILLE, NY, 1174..., Melville, NY 11747

$699,999

2 beds

2 baths

1,100 sq ft

Condo

1147 SAVOY DR # 1147, MELVILLE, NY, 1174...

Community: The Greens at Half Hollow

The Greens at Half Hollow

124 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747

$1,299,999

3 beds

3 baths

2,700 sq ft

Condo

124 ALTESSA BLVD, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

The Greens at Half Hollow

371 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747

$1,545,000

3 beds

4 baths

3,200 sq ft

Condo

371 ALTESSA BLVD, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

The Seasons at Plainview

44 AUTUMN DR, PLAINVIEW, NY, 11803, Plainview, NY 11803

$728,000

2 beds

2 baths

1,591 sq ft

Condo

44 AUTUMN DR, PLAINVIEW, NY, 11803

Community: The Seasons at Plainview

1 2 3 4 5 6 7

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.

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243 homes near Middletown

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

121 communities near Middletown

243 homes near Middletown

2 beds

3 baths

1,942 sq ft

Condo

2 beds

1 baths

1,118 sq ft

Condo

2 beds

2 baths

2,000 sq ft

Condo

2 beds

2 baths

1,172 sq ft

Condo

2 beds

1 baths

970 sq ft

Condo

2 beds

3 baths

1,654 sq ft

Condo

2 beds

3 baths

1,654 sq ft

Condo

2 beds

1 baths

1,048 sq ft

Condo

2 beds

3 baths

1,534 sq ft

Condo

2 beds

3 baths

1,654 sq ft

Condo

2 beds

1 baths

1,085 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,700 sq ft

Condo

2 beds

2 baths

1,982 sq ft

Condo

2 beds

2 baths

1,258 sq ft

Condo

2 beds

2 baths

1,012 sq ft

Condo

2 beds

2 baths

1,944 sq ft

Condo

2 beds

2 baths

1,283 sq ft

Condo

2 beds

2 baths

1,272 sq ft

Condo

2 beds