Middletown, CT 55+ active adult communities & homes for sale - Page 3

123 communities near Middletown

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Kensington Estates

$800Ks - $2Ms

Kensington Estates, Woodbury, NY

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

5 rating (2 reviews)

Benson Woods

$400Ks - $600Ks

Benson Woods, Middlebury, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes

No reviews yet

Shaker Heights

$400Ks - $500Ks

Shaker Heights, Enfield, CT

New Construction | 55+ age-restricted | Built 2018 - present | 77 homes

No reviews yet

Stone Ridge Estates

$700Ks - $700Ks

Stone Ridge Estates, Dix Hills, NY

Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes

No reviews yet

The Polo Club at Islandia

$600Ks - $600Ks

The Polo Club at Islandia, Islandia, NY

New Construction | 55+ age-restricted | Built 2019 - present | 72 homes

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

Questions? Call us: (860) 854-8527

No reviews yet

Long Hill Village

$300Ks - $400Ks

Long Hill Village, Trumbull, CT

Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes

No reviews yet

Regency at Woodbridge

$500Ks - $500Ks

Regency at Woodbridge, Woodbridge, CT

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

No reviews yet

The Village at Hunt Glen

$300Ks - $300Ks

The Village at Hunt Glen, Granby, CT

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes

No reviews yet

Eagles Walk at East Quogu...

$500Ks - $500Ks

Eagles Walk at East Quogu..., East Quogue, NY

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes

No reviews yet

Hopmeadow Place

$200Ks - $300Ks

Hopmeadow Place, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 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

Whitney Glen

$500Ks - $600Ks

Whitney Glen, Westport, CT

Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes

No reviews yet

RiverWalk

$500Ks - $600Ks

RiverWalk, Branford, CT

New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes

No reviews yet

The Village at Buckingham

$500Ks - $600Ks

The Village at Buckingham, Avon, CT

Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes

No reviews yet

The Atrium of Portland

<$100k - $100Ks

The Atrium of Portland, Portland, CT

Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes

No reviews yet

Autumn Fields

$200Ks - $300Ks

Autumn Fields, Enfield, CT

Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes

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

Questions? Call us: (860) 854-8527

No reviews yet

77 Sunset Lane

$400Ks - $700Ks

77 Sunset Lane, Ridgefield, CT

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 homes

No reviews yet

Evergreen

$400Ks - $500Ks

Evergreen, Cromwell, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes

No reviews yet

Regency Meadows

$500Ks - $500Ks

Regency Meadows, Trumbull, CT

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes

No reviews yet

Gloria Commons

$400Ks - $400Ks

Gloria Commons, Milford, CT

Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes

No reviews yet

Eastport Meadows

$400Ks - $400Ks

Eastport Meadows, Eastport, NY

Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes

No reviews yet

Bramble Ridge

$400Ks - $500Ks

Bramble Ridge, Suffield, CT

Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes

No reviews yet

Chimney Hill

$500Ks - $700Ks

Chimney Hill, Farmington, CT

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 44 homes

No reviews yet

Village Vistas

$800Ks - $1Ms

Village Vistas, Port Jefferson, NY

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

No reviews yet

Harbor View Estates

$400Ks - $600Ks

Harbor View Estates, Copiague, NY

New Construction | 55+ age-restricted | Built 2017 - 2018 | 40 homes

No reviews yet

Forest Mews

$300Ks - $400Ks

Forest Mews, Avon, CT

Resale Only | 55+ age-restricted | Built 2001 - 2004 | 40 homes

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

Questions? Call us: (860) 854-8527

No reviews yet

Hidden Harbor Estates

$500Ks - $600Ks

Hidden Harbor Estates, Copiague, NY

Resale Only | 55+ age-restricted | Built 2010 - 2015 | 38 homes

No reviews yet

Clockmaker's Hill

$100Ks - $100Ks

Clockmaker's Hill, Winsted, CT

Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes

No reviews yet

Billingsgate

$400Ks - $600Ks

Billingsgate, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes

No reviews yet

Bidwell Village

$300Ks - $400Ks

Bidwell Village, Coventry, CT

New Construction | 55+ age-restricted | Built 2020 - present | 37 homes

No reviews yet

Stratford Park

$900Ks - $900Ks

Stratford Park, Melville, NY

Resale Only | 55+ age-restricted | Built 2011 - 2013 | 36 homes

No reviews yet

Boulder Brook

$200Ks - $200Ks

Boulder Brook, Prospect, CT

Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes

No reviews yet

The Woods at Dunham Pond

$400Ks - $500Ks

The Woods at Dunham Pond, New Fairfield, CT

Resale Only | 55+ age-restricted | Built 2004 - 2015 | 33 homes

No reviews yet

Oak Meadow Estates

$200Ks - $400Ks

Oak Meadow Estates, Torrington, CT

New and Resale | 55+ age-restricted | Built 2013 - present | 31 homes

No reviews yet

Jessup's Landing

$1Ms - $1Ms

Jessup's Landing, Quogue, NY

New and Resale | 55+ age-restricted | Built 2009 - 2016 | 31 homes

No reviews yet

Autumn Estates

$500Ks - $600Ks

Autumn Estates, Farmington, CT

Resale Only | 55+ age-restricted | Built 2011 - 2017 | 30 homes

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

Questions? Call us: (860) 854-8527

No reviews yet

The Coach Homes at Ridgef...

$200Ks - $500Ks

The Coach Homes at Ridgef..., Ridgefield, CT

New Construction | 55+ age-restricted | Built 2019 - present | 30 homes

No reviews yet

RiverBend Estates

$400Ks - $400Ks

RiverBend Estates, Oxford, CT

New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes

No reviews yet

Granite Woods

$600Ks - $700Ks

Granite Woods, Middlebury, CT

New Construction | 55+ age-restricted | Built 2020 - present | 24 homes

No reviews yet

The Pines at Bohemia

$400Ks - $500Ks

The Pines at Bohemia, Bohemia, NY

New Construction | 55+ age-restricted | Built 2019 - present | 20 homes

No reviews yet

Summer Wind Estates

$300Ks - $400Ks

Summer Wind Estates, North Haven, CT

New Construction | 55+ age-restricted | Built 2015 - present | 18 homes

379 LARCHMONT CT # 379, RIDGE, NY, 11961

Community: Leisure Knoll

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

Questions? Call us: (860) 854-8527

Leisure Village

166 VENTRY CT B, RIDGE, NY, 11961, Ridge, NY 11961

$259,000

1 beds

1 baths

680 sq ft

House

166 VENTRY CT B, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

350B WOODBRIDGE DR 350B, BROOKHAVEN, NY,..., Brookhaven, NY 11961

$335,000

2 beds

1 baths

1,100 sq ft

Condo

350B WOODBRIDGE DR 350B, BROOKHAVEN, NY,...

Community: Leisure Village

Greenwood Village

38B VILLAGE CIR S, MANORVILLE, NY, 11949, Manorville, NY 11949

$123,000

1 beds

1 baths

600 sq ft

Condo

38B VILLAGE CIR S, MANORVILLE, NY, 11949

Community: Greenwood Village

Leisure Village

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

$359,900

2 beds

1 baths

1,278 sq ft

Condo

69 ENFIELD CT B, RIDGE, NY, 11961

Community: Leisure Village

Leisure Knoll

190 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961

$434,999

2 beds

1 baths

787 sq ft

Condo

190 CANTERBURY DR, RIDGE, NY, 11961

Community: Leisure Knoll

Leisure Village

171B VENTRY CT 171B, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

$259,000

1 beds

1 baths

679 sq ft

Condo

171B VENTRY CT 171B, BROOKHAVEN, NY, 119...

Community: Leisure Village

The Waterways at Moriches

514 HIGHLAND CT # A3, MORICHES, NY, 1195..., Moriches, NY 11955

$568,000

2 beds

2 baths

1,839 sq ft

Condo

514 HIGHLAND CT # A3, MORICHES, NY, 1195...

Community: The Waterways at Moriches

Leisure Village

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

$339,000

2 beds

1 baths

975 sq ft

Condo

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

Community: Leisure Village

Kensington Estates

48 PLAINVIEW RD, WOODBURY, NY, 11797, Woodbury, NY 11797

$2,499,999

6 beds

5 baths

4,333 sq ft

House

48 PLAINVIEW RD, WOODBURY, NY, 11797

Community: Kensington Estates

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

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

Questions? Call us: (860) 854-8527

New Leisure Village

416 WEYMOUTH CT A, RIDGE, NY, 11961, Ridge, NY 11961

$399,000

2 beds

2 baths

1,200 sq ft

Condo

416 WEYMOUTH CT A, RIDGE, NY, 11961

Community: Leisure Village

Stone Ridge Estates

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

$775,000

2 beds

2 baths

1,700 sq ft

Condo

156 CHRISTINE DR, DIX HILLS, NY, 11746

Community: Stone Ridge Estates

New The Village at Oxford Greens

1119 ST ANDREWS DR 44, OXFORD, CT, 06478, Oxford, CT 06478

$649,900

2 beds

3 baths

2,454 sq ft

Condo

1119 ST ANDREWS DR 44, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Leisure Knoll

304 KINGSTON CT, RIDGE, NY, 11961, Ridge, NY 11961

$429,000

2 beds

2 baths

976 sq ft

Condo

304 KINGSTON CT, RIDGE, NY, 11961

Community: Leisure Knoll

New Glenwood Village

1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1..., Riverhead, NY 11901

$250,000

2 beds

2 baths

924 sq ft

Manufactured Home

1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1...

Community: Glenwood Village

Glenwood Village

1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ..., Riverhead, NY 11901

$229,000

2 beds

2 baths

1,144 sq ft

Mobile Home

1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ...

Community: Glenwood Village

New Strathmore Gate East

53 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727

$440,000

2 beds

1 baths

1,036 sq ft

Condo

53 FREEDOM LN, CORAM, NY, 11727

Community: Strathmore Gate East

Leisure Village

259 NEWCASTLE CT E, RIDGE, NY, 11961, Ridge, NY 11961

$254,900

1 beds

1 baths

875 sq ft

Condo

259 NEWCASTLE CT E, RIDGE, NY, 11961

Community: Leisure Village

The Villages at Mount Sinai Park

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

$799,000

2 beds

3 baths

2,229 sq ft

Condo

25 LOUDEN LOOP, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

New Greenwood Village

99 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$295,000

2 beds

2 baths

1,487 sq ft

Condo

99 VILLAGE CIR, MANORVILLE, NY, 11949

Condo

1 WILLOW CT, MANORVILLE, NY, 11949

Community: Greenwood Village

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

Questions? Call us: (860) 854-8527

Leisure Village

424 WOODBRIDGE DR D, RIDGE, NY, 11961, Ridge, NY 11961

$279,900

1 beds

1 baths

782 sq ft

Condo

424 WOODBRIDGE DR D, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

4 GUILFORD CT UNIT C, RIDGE, NY, 11961, Ridge, NY 11961

$469,900

2 beds

2 baths

1,486 sq ft

Condo

4 GUILFORD CT UNIT C, RIDGE, NY, 11961

Community: Leisure Village

New Encore Atlantic Shores

113 OVERTURE PL, EASTPORT, NY, 11941, Eastport, NY 11941

$895,000

2 beds

3 baths

3,037 sq ft

Condo

113 OVERTURE PL, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

The Waterways at Moriches

204 RIVER DR, MORICHES, NY, 11955, Moriches, NY 11955

$789,000

2 beds

2 baths

1,790 sq ft

Condo

204 RIVER DR, MORICHES, NY, 11955

Community: The Waterways at Moriches

The Villages at Mount Sinai Park

4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$799,999

3 beds

3 baths

2,850 sq ft

Condo

4 OAKHURST CT, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

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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 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.

Want more information about active adult communities around Middletown?

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123 communities near Middletown

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Middletown, CT 55+ active adult communities & homes for sale - Page 3

123 communities near Middletown

259 homes near Middletown

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

1,130 sq ft

Condo

1 beds

1 baths

750 sq ft

Condo

2 beds

1 baths

1,048 sq ft

Condo

2 beds

2 baths

976 sq ft

Condo

1 beds

1 baths

680 sq ft

House

2 beds

1 baths

1,100 sq ft

Condo

1 beds

1 baths

600 sq ft

Condo

2 beds

1 baths

1,278 sq ft

Condo

2 beds

1 baths

787 sq ft

Condo

1 beds

1 baths

679 sq ft

Condo

2 beds

2 baths

1,839 sq ft

Condo

2 beds

1 baths

975 sq ft

Condo

6 beds

5 baths

4,333 sq ft

House

2 beds

1 baths

1,000 sq ft

Condo

2 beds

2 baths

1,200 sq ft

Condo

2 beds

2 baths

1,700 sq ft

Condo

2 beds

3 baths

2,454 sq ft

Condo

2 beds

2 baths

976 sq ft

Condo

2 beds