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

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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 - $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 Coach Homes at Ridgefield

233 DANBURY RD A109, RIDGEFIELD, CT, 068..., Ridgefield, CT 06877

$539,000

1 beds

2 baths

1,000 sq ft

Condo

233 DANBURY RD A109, RIDGEFIELD, CT, 068...

Community: The Coach Homes at Ridgefield

Heritage Village

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

$599,000

3 beds

2 baths

1,716 sq ft

Condo

702 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$300,000

2 beds

2 baths

1,000 sq ft

Condo

669 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$289,900

2 beds

2 baths

1,032 sq ft

Condo

22 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Rivington

38 WINDING RIDGE WAY, DANBURY, CT, 06810, Danbury, CT 06810

$829,900

3 beds

3 baths

1,767 sq ft

Condo

38 WINDING RIDGE WAY, DANBURY, CT, 06810

Community: Rivington

Meadow Brook Estates

326 SPRUCE HILL DR # 326, OXFORD, CT, 06..., Oxford, CT 06478

$555,000

2 beds

3 baths

1,683 sq ft

Condo

326 SPRUCE HILL DR # 326, OXFORD, CT, 06...

Community: Meadow Brook Estates

Oronoque Village

607 CHEROKEE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$335,000

1 beds

2 baths

1,454 sq ft

Condo

607 CHEROKEE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$399,900

2 beds

2 baths

1,398 sq ft

Condo

96 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$426,000

2 beds

2 baths

1,432 sq ft

Condo

16 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$444,900

2 beds

2 baths

1,432 sq ft

Condo

760 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

9 HERITAGE CIR D, SOUTHBURY, CT, 06488, Southbury, CT 06488

$315,000

2 beds

2 baths

1,071 sq ft

Condo

9 HERITAGE CIR D, SOUTHBURY, CT, 06488

Community: Heritage Village

Regency at Woodbridge

1 HERITAGE LN # 70, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525

$769,995

3 beds

3 baths

2,486 sq ft

Condo

1 HERITAGE LN # 70, WOODBRIDGE, CT, 0652...

Community: Regency at Woodbridge

Oronoque Village

488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$419,900

1 beds

3 baths

1,438 sq ft

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Rivington

10 OLD PASTURE DR # 10, DANBURY, CT, 068..., Danbury, CT 06810

$1,175,000

3 beds

4 baths

2,544 sq ft

Condo

10 OLD PASTURE DR # 10, DANBURY, CT, 068...

Community: Rivington

Heritage Village

957A HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488

$449,000

3 beds

2 baths

1,716 sq ft

Condo

957A HERITAGE VLG, SOUTHBURY, CT, 06488

Community: Heritage Village

Oronoque Village

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

$398,000

1 beds

2 baths

1,118 sq ft

Condo

36 ALGONQUIN LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$289,900

2 beds

2 baths

1,398 sq ft

Condo

607 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$289,900

1 beds

1 baths

928 sq ft

Condo

953 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$334,900

3 beds

2 baths

1,716 sq ft

Condo

644 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$265,000

2 beds

2 baths

1,044 sq ft

Condo

231 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

1027 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488

$220,000

1 beds

1 baths

928 sq ft

Condo

1027 HERITAGE VLG B, SOUTHBURY, CT, 0648...

Community: Heritage Village

Heritage Village

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

$385,000

2 beds

2 baths

1,432 sq ft

Condo

927 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

The Powder Forest Homes

20 CARSON WAY # 20, SIMSBURY, CT, 06070, Simsbury, CT 06070

$689,000

3 beds

3 baths

2,174 sq ft

20 CARSON WAY # 20, SIMSBURY, CT, 06070

Community: The Powder Forest Homes

Spring Lake Village

783 KETTLE PATH # 783, SOUTHINGTON, CT, ..., Southington, CT 06489

$289,750

2 beds

3 baths

1,230 sq ft

Condo

783 KETTLE PATH # 783, SOUTHINGTON, CT, ...

Community: Spring Lake Village

Heritage Village

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

$359,000

3 beds

2 baths

1,716 sq ft

Condo

623 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Spring Lake Village

871 GLACIER WAY # 871, SOUTHINGTON, CT, ..., Southington, CT 06489

$399,000

3 beds

3 baths

1,606 sq ft

Condo

871 GLACIER WAY # 871, SOUTHINGTON, CT, ...

Community: Spring Lake Village

Regency at Woodbridge

7 HERITAGE LN # 67, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525

$764,995

3 beds

3 baths

2,486 sq ft

Condo

7 HERITAGE LN # 67, WOODBRIDGE, CT, 0652...

Community: Regency at Woodbridge

Regency at Woodbridge

5 HERITAGE LN # 68, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525

$639,995

3 beds

3 baths

2,239 sq ft

Condo

5 HERITAGE LN # 68, WOODBRIDGE, CT, 0652...

Community: Regency at Woodbridge

Oronoque Village

173 MIDWOOD TRL B, STRATFORD, CT, 06614, Stratford, CT 06614

$650,000

2 beds

2 baths

1,454 sq ft

Condo

173 MIDWOOD TRL B, STRATFORD, CT, 06614

Community: Oronoque Village

The Village at Oxford Greens

696 CHAMPIONSHIP DR # 696, OXFORD, CT, 0..., Oxford, CT 06478

$534,000

2 beds

2 baths

1,496 sq ft

Condo

696 CHAMPIONSHIP DR # 696, OXFORD, CT, 0...

Community: The Village at Oxford Greens

Heritage Village

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

$429,900

2 beds

2 baths

1,716 sq ft

Condo

191 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Newtown Woods

1227 BROOKSIDE CT # 1227, NEWTOWN, CT, 0..., Newtown, CT 06470

$468,900

2 beds

2 baths

1,483 sq ft

Condo

1227 BROOKSIDE CT # 1227, NEWTOWN, CT, 0...

Community: Newtown Woods

Heritage Village

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

$257,000

2 beds

2 baths

1,365 sq ft

Condo

93 HERITAGE VLG E, SOUTHBURY, CT, 06488

Community: Heritage Village

The Summit at Bethel

104 GREAT HILL DR # 104, BETHEL, CT, 068..., Bethel, CT 06801

$855,000

3 beds

4 baths

2,580 sq ft

Condo

104 GREAT HILL DR # 104, BETHEL, CT, 068...

Community: The Summit at Bethel

Heritage Village

8 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488

$275,000

2 beds

2 baths

1,076 sq ft

Condo

8 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

The Village at Oxford Greens

304 FAIRWAY DR # 304, OXFORD, CT, 06478, Oxford, CT 06478

$664,900

2 beds

2 baths

2,080 sq ft

Condo

304 FAIRWAY DR # 304, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Heritage Village

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

$420,000

3 beds

2 baths

1,716 sq ft

Condo

636 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

The Woods at Dunham Pond

38 HERON VIEW RD # 38, NEW FAIRFIELD, CT..., New Fairfield, CT 06812

$549,000

1 beds

4 baths

2,110 sq ft

Condo

38 HERON VIEW RD # 38, NEW FAIRFIELD, CT...

Community: The Woods at Dunham Pond

Heritage Village

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

$225,000

1 beds

1 baths

928 sq ft

Condo

621 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

725 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488

$214,500

2 beds

2 baths

1,044 sq ft

Condo

725 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

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

1 beds

2 baths

1,000 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

1,032 sq ft

Condo

3 beds

3 baths

1,767 sq ft

Condo

2 beds

3 baths

1,683 sq ft

Condo

1 beds

2 baths

1,454 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,071 sq ft

Condo

3 beds

3 baths

2,486 sq ft

Condo

1 beds

3 baths

1,438 sq ft

Condo

3 beds

4 baths

2,544 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

1 beds

2 baths

1,118 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

1 beds

1 baths

928 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

2 beds