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

125 communities near Middletown

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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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

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

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

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

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

Questions? Call us: (860) 854-8527

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

Harmony Place

$400ks - $500ks

Harmony Place, Rutland, MA

New Construction | 55+ age-restricted | Built 2023 - present | 142 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

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

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4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

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

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

Questions? Call us: (860) 854-8527

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

The Coves at Melville

$500ks

The Coves at Melville, Melville, NY

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

Strathmore Gate East

$300ks

Strathmore Gate East, Coram, NY

Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes

Setauket Meadows

$500ks - $600ks

Setauket Meadows, Setauket, NY

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

Liberty at Newtown

$300ks - $400ks

Liberty at Newtown, Newtown, CT

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

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

Beckley Farms

$300ks - $400ks

Beckley Farms, Berlin, CT

New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

Snug Harbor

$600ks - $700ks

Snug Harbor, Amityville, NY

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

Kensington Estates

$1Ms

Kensington Estates, Woodbury, NY

New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes

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

Questions? Call us: (860) 854-8527

Village Estates

$300ks - $400ks

Village Estates, Amityville, NY

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

5 rating (1 reviews)

Sunrise Village

$400ks

Sunrise Village, Sayville, NY

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

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

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

Country Village Estates

$300ks

Country Village Estates, Coram, NY

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

The Villas at Narraganset...

$400ks

The Villas at Narraganset..., Lindenhurst, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

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

Newbury Village

$400ks - $500ks

Newbury Village, Brookfield, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes

Country Pointe Preserve

$600ks - $900ks

Country Pointe PreserveYaphank, NY

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

Meadow Brook Estates

$300ks - $400ks

Meadow Brook Estates, Oxford, CT

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

Regency at Woodbridge

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

New Construction | 55+ age-restricted | Built 2023 - present | 70 homes

Village Vistas

$800ks - $1Ms

Village Vistas, Port Jefferson, NY

Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes

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

Questions? Call us: (860) 854-8527

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes

1 2 3...4

New Sunrise Village

109 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782

$525,000

2 beds

2 baths

1,273 sq ft

Condo

109 REVERE DR, ISLIP, NY, 11782

Community: Sunrise Village

New Stoneleigh Woods at Riverhead

156 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$659,000

2 beds

3 baths

1,942 sq ft

Condo

156 STONELEIGH DR, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

New Leisure Glen

155 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$495,000

2 beds

2 baths

1,456 sq ft

Condo

155 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

New Oronoque Village

564 PEQUOT LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$599,900

2 beds

2 baths

1,438 sq ft

Condo

564 PEQUOT LN A, STRATFORD, CT, 06614

Community: Oronoque Village

New Hopmeadow Place

1 W ST 223, SIMSBURY, CT, 06070, Simsbury, CT 06070

$385,000

2 beds

2 baths

1,477 sq ft

Condo

1 W ST 223, SIMSBURY, CT, 06070

Community: Hopmeadow Place

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

Questions? Call us: (860) 854-8527

New Oronoque Village

638A ONONDAGA LN, STRATFORD, CT, 06614, Stratford, CT 06614

$539,000

1 beds

3 baths

1,175 sq ft

Condo

638A ONONDAGA LN, STRATFORD, CT, 06614

Community: Oronoque Village

New Encore Atlantic Shores

11 OVATION PL, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941

$925,000

2 beds

3 baths

3,037 sq ft

House

11 OVATION PL, BROOKHAVEN, NY, 11941

Community: Encore Atlantic Shores

New Country Pointe Plainview

21105 ASPENWOOD DR 275, OYSTER BAY, NY, ..., Oyster Bay, NY 11803

$1,245,000

2 beds

2 baths

1,475 sq ft

Condo

21105 ASPENWOOD DR 275, OYSTER BAY, NY, ...

Community: Country Pointe Plainview

New Heritage Village

44 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488

$205,000

2 beds

2 baths

1,308 sq ft

Condo

44 HERITAGE VLG F, SOUTHBURY, CT, 06488

Community: Heritage Village

New Rivington

80 WINDING RIDGE WAY 80, DANBURY, CT, 06..., Danbury, CT 06810

$775,000

3 beds

3 baths

2,204 sq ft

Condo

80 WINDING RIDGE WAY 80, DANBURY, CT, 06...

Community: Rivington

New The Greens at Half Hollow

870 VERONA DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$749,888

2 beds

2 baths

1,262 sq ft

Condo

870 VERONA DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Heritage Village

69 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488

$289,000

2 beds

2 baths

1,432 sq ft

Condo

69 HERITAGE VLG E, SOUTHBURY, CT, 06488

Community: Heritage Village

New The Waterways at Moriches

248 RIVER DR 248, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$649,000

2 beds

2 baths

1,544 sq ft

Condo

248 RIVER DR 248, BROOKHAVEN, NY, 11955

Community: The Waterways at Moriches

New The Greens at Half Hollow

381 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$1,499,999

2 beds

2 baths

2,575 sq ft

Condo

381 ALTESSA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Heritage Village

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

$399,999

3 beds

2 baths

1,716 sq ft

Condo

110 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

New Beckley Farms

63 SCENIC DR 63, BERLIN, CT, 06037, Berlin, CT 06037

$529,900

3 beds

3 baths

1,920 sq ft

Condo

63 SCENIC DR 63, BERLIN, CT, 06037

Community: Beckley Farms

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

Questions? Call us: (860) 854-8527

New The Greens at Half Hollow

259 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$1,399,999

3 beds

3 baths

3,200 sq ft

Condo

259 ALTESSA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Setauket Meadows

113 BRIANNA DR, BROOKHAVEN, NY, 11733, Brookhaven, NY 11733

$779,000

2 beds

3 baths

1,842 sq ft

Condo

113 BRIANNA DR, BROOKHAVEN, NY, 11733

Community: Setauket Meadows

New Regency at Prospect

28 TAMARACK CT 28, PROSPECT, CT, 06712, Prospect, CT 06712

$635,000

2 beds

3 baths

2,005 sq ft

Condo

28 TAMARACK CT 28, PROSPECT, CT, 06712

Community: Regency at Prospect

New Setauket Meadows

58 BLAIR RD 58, BROOKHAVEN, NY, 11733, Brookhaven, NY 11733

$849,999

2 beds

4 baths

1,773 sq ft

House

58 BLAIR RD 58, BROOKHAVEN, NY, 11733

Community: Setauket Meadows

Newbury Village

46 GREAT HERON LN 46, BROOKFIELD, CT, 06..., Brookfield, CT 06804

$725,000

2 beds

4 baths

2,560 sq ft

Condo

46 GREAT HERON LN 46, BROOKFIELD, CT, 06...

Community: Newbury Village

Leisure Village

150 EASTBOURNE CT B, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

$419,000

2 beds

2 baths

1,515 sq ft

Condo

150 EASTBOURNE CT B, BROOKHAVEN, NY, 119...

Community: Leisure Village

Heritage Village

32 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$289,900

2 beds

2 baths

1,032 sq ft

Condo

32 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

Leisure Village

441 ARLINGTON DR B, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961

$339,000

2 beds

1 baths

1,074 sq ft

Condo

441 ARLINGTON DR B, BROOKHAVEN, NY, 1196...

Community: Leisure Village

Heritage Village

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

$239,900

1 beds

1 baths

928 sq ft

Condo

12 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Foxwood Village

1407 MIDDLE RD 265, RIVERHEAD, NY, 11933, Riverhead, NY 11933

$469,000

3 beds

2 baths

1,792 sq ft

Manufactured Home

1407 MIDDLE RD 265, RIVERHEAD, NY, 11933

Community: Foxwood Village

Country Village Estates

76 THEODORE DR 76, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$459,999

2 beds

2 baths

1,061 sq ft

Condo

76 THEODORE DR 76, BROOKHAVEN, NY, 11727

Community: Country Village Estates

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

Questions? Call us: (860) 854-8527

The Coves at Melville

80 MORLEY CIR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$589,999

2 beds

2 baths

1,169 sq ft

Condo

80 MORLEY CIR, HUNTINGTON, NY, 11747

Community: The Coves at Melville

Rivington

524 CENTER MEADOW LN 524, DANBURY, CT, 0..., Danbury, CT 06810

$519,000

2 beds

2 baths

1,258 sq ft

Condo

524 CENTER MEADOW LN 524, DANBURY, CT, 0...

Community: Rivington

Leisure Glen

82 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$469,000

2 beds

2 baths

1,312 sq ft

Condo

82 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

Leisure Knoll

259 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$445,000

2 beds

2 baths

1,135 sq ft

Condo

259 EDINBURGH DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Strathmore Gate East

55 FORGE LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$420,000

2 beds

1 baths

964 sq ft

Condo

55 FORGE LN, BROOKHAVEN, NY, 11727

Community: Strathmore Gate East

Rivington

78 WARRINGTON ROUND 78, DANBURY, CT, 068..., Danbury, CT 06810

$625,000

3 beds

3 baths

1,600 sq ft

Condo

78 WARRINGTON ROUND 78, DANBURY, CT, 068...

Community: Rivington

Oronoque Village

377 PIUTE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$499,000

1 beds

3 baths

2,025 sq ft

Condo

377 PIUTE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Leisure Glen

12 BALDWIN CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$469,990

2 beds

2 baths

1,542 sq ft

Condo

12 BALDWIN CT, BROOKHAVEN, NY, 11961

Community: Leisure Glen

The Villages at Mount Sinai Park

16 OAKHURST CT, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$789,000

2 beds

2 baths

1,929 sq ft

House

16 OAKHURST CT, BROOKHAVEN, NY, 11766

Community: The Villages at Mount Sinai Park

The Waterways at Moriches

485 WOODSCREEK CT, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$778,000

2 beds

3 baths

1,854 sq ft

Condo

485 WOODSCREEK CT, BROOKHAVEN, NY, 11955

Community: The Waterways at Moriches

Leisure Village

404 WOODBRIDGE RD B, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

$359,900

2 beds

1 baths

907 sq ft

Condo

404 WOODBRIDGE RD B, BROOKHAVEN, NY, 119...

Community: Leisure Village

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

Questions? Call us: (860) 854-8527

Gloria Commons

32 LUCIUS CT 32, MILFORD, CT, 06460, Milford, CT 06460

$450,000

2 beds

3 baths

2,079 sq ft

Condo

32 LUCIUS CT 32, MILFORD, CT, 06460

Community: Gloria Commons

Beckley Farms

13 CONCORD DR 13, BERLIN, CT, 06037, Berlin, CT 06037

$624,900

3 beds

3 baths

2,030 sq ft

Condo

13 CONCORD DR 13, BERLIN, CT, 06037

Community: Beckley Farms

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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125 communities

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

125 communities near Middletown

229 homes near Middletown

2 beds

2 baths

1,273 sq ft

Condo

2 beds

3 baths

1,942 sq ft

Condo

2 beds

2 baths

1,456 sq ft

Condo

2 beds

2 baths

1,438 sq ft

Condo

2 beds

2 baths

1,477 sq ft

Condo

1 beds

3 baths

1,175 sq ft

Condo

2 beds

3 baths

3,037 sq ft

House

2 beds

2 baths

1,475 sq ft

Condo

2 beds

2 baths

1,308 sq ft

Condo

3 beds

3 baths

2,204 sq ft

Condo

2 beds

2 baths

1,262 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,544 sq ft

Condo

2 beds

2 baths

2,575 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

3 beds

3 baths

1,920 sq ft

Condo

3 beds

3 baths

3,200 sq ft

Condo

2 beds

3 baths

1,842 sq ft

Condo

2 beds

3 baths

2,005 sq ft

Condo

2 beds