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

Community: Spring Lake Village

Founders Ridge

UNIT 2-45 WEBSTER LN, MIDDLETOWN, CT, 06..., Middletown, CT 06457

$669,995

2 beds

2 baths

1,555 sq ft

UNIT 2-45 WEBSTER LN, MIDDLETOWN, CT, 06...

Community: Founders Ridge

Park Glen

15 HARMONY TRL # 15, NEW MILFORD, CT, 06..., New Milford, CT 06776

$749,900

2 beds

4 baths

2,720 sq ft

Condo

15 HARMONY TRL # 15, NEW MILFORD, CT, 06...

Community: Park Glen

Heritage Village

664C HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488

$279,000

2 beds

2 baths

1,000 sq ft

Condo

664C HERITAGE VLG, SOUTHBURY, CT, 06488

Community: Heritage Village

The Village at Oxford Greens

682 CHAMPIONSHIP DR # 682, OXFORD, CT, 0..., Oxford, CT 06478

$559,900

2 beds

2 baths

1,592 sq ft

Condo

682 CHAMPIONSHIP DR # 682, OXFORD, CT, 0...

Community: The Village at Oxford Greens

Heritage Village

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

$439,000

2 beds

2 baths

1,432 sq ft

Condo

106 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Oronoque Village

566 PEQUOT LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$549,000

3 beds

3 baths

1,438 sq ft

Condo

566 PEQUOT LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

11 HERITAGE CRST B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$549,900

3 beds

2 baths

1,847 sq ft

Condo

11 HERITAGE CRST B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$360,900

2 beds

2 baths

1,398 sq ft

Condo

740 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$279,900

1 beds

1 baths

928 sq ft

Condo

158 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$419,900

2 beds

2 baths

1,398 sq ft

Condo

134 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$249,900

2 beds

2 baths

1,365 sq ft

Condo

793 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Meadow Brook Estates

306 SPRUCE HILL DR, OXFORD, CT, 06478, Oxford, CT 06478

$549,900

2 beds

3 baths

1,691 sq ft

Condo

306 SPRUCE HILL DR, OXFORD, CT, 06478

Community: Meadow Brook Estates

Heritage Village

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

$359,000

3 beds

2 baths

1,716 sq ft

Condo

672 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$339,000

3 beds

2 baths

1,716 sq ft

Condo

929 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$319,000

2 beds

2 baths

1,432 sq ft

Condo

161 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Oronoque Village

164 BISON LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$320,000

1 beds

2 baths

1,175 sq ft

Condo

164 BISON LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$200,000

1 beds

1 baths

928 sq ft

Condo

917 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Billingsgate

2 PENNINGTON DR # 2, SIMSBURY, CT, 06070, Simsbury, CT 06070

$700,000

2 beds

3 baths

2,867 sq ft

Condo

2 PENNINGTON DR # 2, SIMSBURY, CT, 06070

Community: Billingsgate

Heritage Village

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

$415,000

2 beds

2 baths

1,432 sq ft

Condo

133 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$314,900

2 beds

2 baths

1,044 sq ft

Condo

335 HERITAGE VLG E, SOUTHBURY, CT, 06488

Community: Heritage Village

Spring Lake Village

4 HICKORY HL, SOUTHINGTON, CT, 06489, Southington, CT 06489

$239,900

2 beds

2 baths

1,285 sq ft

Condo

4 HICKORY HL, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

Newtown Woods

1237 BROOKSIDE CT # 1237, NEWTOWN, CT, 0..., Newtown, CT 06470

$495,000

2 beds

2 baths

1,483 sq ft

Condo

1237 BROOKSIDE CT # 1237, NEWTOWN, CT, 0...

Community: Newtown Woods

Heritage Village

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

$364,900

2 beds

2 baths

1,432 sq ft

Condo

401 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Oronoque Village

313 SOUTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614

$560,000

2 beds

3 baths

1,438 sq ft

Condo

313 SOUTH TRL A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$442,500

2 beds

2 baths

1,398 sq ft

Condo

794 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$399,000

2 beds

2 baths

1,398 sq ft

Condo

389 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

1013 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488

$370,000

3 beds

2 baths

1,716 sq ft

Condo

1013 HERITAGE VLG B, SOUTHBURY, CT, 0648...

Community: Heritage 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.

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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

1,438 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

2 beds

3 baths

1,572 sq ft

Condo

2 beds

2 baths

1,071 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

3 beds

3 baths

2,076 sq ft

Condo

2 beds

2 baths

1,688 sq ft

Condo

2 beds

2 baths

1,688 sq ft

Condo

2 beds

3 baths

2,140 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

1,230 sq ft

Condo

2 beds

2 baths

1,555 sq ft

2 beds

4 baths

2,720 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

1,592 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

3 beds

3 baths

1,438 sq ft

Condo

3 beds

2 baths