Middletown, NY 55+ active adult communities & homes for sale - Page 2

92 communities near Middletown

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Campagna

$300Ks - $300Ks

Campagna, Montville Township, NJ

Resale Only | 55+ age-restricted | Built 1980 - 1986 | 136 homes

The Village at Fox Crossi...

$200Ks - $300Ks

The Village at Fox Crossi..., Easton, PA

Resale Only | 55+ age-restricted | Built 2007 - 2018 | 135 homes

Legacy at Morgan Hill

$600Ks - $600Ks

Legacy at Morgan Hill, Easton, PA

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 127 homes

The Hollows at Blue Hill

$1Ms - $1Ms

The Hollows at Blue Hill, Pearl River, NY

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 126 homes

5 rating (1 reviews)

The Village at Upstream F...

$200Ks - $300Ks

The Village at Upstream F..., Easton, PA

Resale Only | 55+ age-restricted | Built 2002 - 2009 | 124 homes

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

Questions? Call us: (845) 479-5674

Brookfield Glen

$200Ks - $200Ks

Brookfield Glen, Belvidere, NJ

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 124 homes

Reserve at Hawk Pointe

$500Ks - $600Ks

Reserve at Hawk Pointe, Washington, NJ

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 120 homes

Four Seasons at Chester

$600Ks - $700Ks

Four Seasons at Chester, Chester, NJ

Resale Only | 55+ age-restricted | Built 2000 - 2002 | 120 homes

Clove Hill Manor

$400Ks - $400Ks

Clove Hill Manor, Wantage, NJ

Resale Only | 55+ age-restricted | Built 2003 - 2007 | 117 homes

The Seasons at Seaford

$700Ks - $700Ks

The Seasons at Seaford, Seaford, NY

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 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.

Four Seasons at Ridgemont

$800Ks - $1Ms

Four Seasons at Ridgemont, Montvale, NJ

Resale Only | 55+ age-restricted | Built 2011 - 2014 | 108 homes

5 rating (1 reviews)

Four Seasons at North Cal...

$700Ks - $800Ks

Four Seasons at North Cal..., North Caldwell, NJ

Resale Only | 55+ age-restricted | Built 2011 - 2015 | 108 homes

Kimbolton

$1Ms - $1Ms

Kimbolton, Far Hills, NJ

New Construction | 55+ age-restricted | Built 2024 - present | 105 homes

Bear's Cove

$1Ms - $1Ms

Bear's Cove, Ramsey, NJ

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 104 homes

Meadowbrooke Pointe East ...

$700Ks - $800Ks

Meadowbrooke Pointe East ..., East Meadow, NY

New Construction | 62+ age-restricted | Built 2019 - present | 104 homes

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

Questions? Call us: (845) 479-5674

Four Seasons at Readingto...

$400Ks - $500Ks

Four Seasons at Readingto..., Readington Township, NJ

Resale Only | 55+ age-restricted | Built 2001 - 2002 | 98 homes

The Bel Aire at East Mead...

$400Ks - $400Ks

The Bel Aire at East Mead..., East Meadow, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 95 homes

Glassbury Court at Cold S...

$500Ks - $700Ks

Glassbury Court at Cold S..., Cold Spring, NY

Resale Only | 55+ age-restricted | Built 2009 - 2014 | 90 homes

5 rating (1 reviews)

Paris Square

$400Ks - $700Ks

Paris Square, Northvale, NJ

New and Resale | 55+ age-restricted | Built 2000 - present | 88 homes

Hawk Pointe

$500Ks - $500Ks

Hawk Pointe, Washington, NJ

New and Resale | 55+ age-restricted | Built 2019 - present | 85 homes

Breton Hills

$600Ks - $600Ks

Breton Hills, Glen Cove, NY

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

Stoneleigh Woods at Carme...

$400Ks - $400Ks

Stoneleigh Woods at Carme..., Carmel, NY

Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes

Glassbury Court at Hunter...

$500Ks - $700Ks

Glassbury Court at Hunter..., Cortlandt, NY

Resale Only | 55+ age-restricted | Built 2007 - 2014 | 64 homes

Woodcrest at Jacobs Hill

$300Ks - $300Ks

Woodcrest at Jacobs Hill, Cortlandt, NY

Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 homes

The Views at Pomona

$200Ks - $400Ks

The Views at Pomona, Pomona, NY

Resale Only | 55+ age-restricted | Built 2011 - 2011 | 56 homes

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

Questions? Call us: (845) 479-5674

Enclave at Shackamaxon

$1Ms - $1Ms

Enclave at Shackamaxon, Scotch Plains, NJ

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 56 homes

77 Sunset Lane

$400Ks - $700Ks

77 Sunset Lane, Ridgefield, CT

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

Legacy at Readington

$400Ks - $400Ks

Legacy at Readington, Readington Township, NJ

Resale Only | 55+ age-restricted | Built 2010 - 2014 | 51 homes

Eagle Ridge at East Hanov...

$300Ks - $300Ks

Eagle Ridge at East Hanov..., East Hanover, NJ

Resale Only | 55+ age-restricted | Built 1992 - 1993 | 50 homes

Villas at Seminary Hill

$400Ks - $400Ks

Villas at Seminary Hill, Carmel, NY

New Construction | 55+ age-restricted | Built 2018 - present | 50 homes

The Residences at Butterf...

$500Ks - $600Ks

The Residences at Butterf..., Cold Spring, NY

Resale Only | 55+ age-restricted | Built 2018 - 2023 | 49 homes

Four Seasons at Troy Hill...

$500Ks - $500Ks

Four Seasons at Troy Hill..., Parsippany, NJ

Resale Only | 55+ age-restricted | Built 2007 - 2007 | 46 homes

Enclave at Long Valley

$600Ks - $700Ks

Enclave at Long Valley, Washington Township, NJ

Resale Only | 55+ age-restricted | Built 2007 - 2017 | 45 homes

The Pointe at Garwood

$600Ks - $700Ks

The Pointe at Garwood, Garwood, NJ

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 44 homes

The Hamlet at Town Center

$400Ks - $400Ks

The Hamlet at Town Center, Sparta, NJ

Resale Only | 55+ age-restricted | Built 2008 - 2008 | 44 homes

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

Questions? Call us: (845) 479-5674

Wolfe Landing

$500Ks - $600Ks

Wolfe Landing, Clarkstown, NY

Resale Only | 55+ age-restricted | Built 2015 - 2016 | 43 homes

Lakeside Villas

$400Ks - $500Ks

Lakeside Villas, Watchung, NJ

Resale Only | 55+ age-restricted | Built 2006 - 2020 | 42 homes

Fox Crest

$500Ks - $500Ks

Fox Crest, Rockaway, NJ

New Construction | 55+ age-restricted | Built 2020 - present | 41 homes

Viera at Hanover

$700Ks - $800Ks

Viera at Hanover, Cedar Knolls, NJ

Resale Only | 55+ age-restricted | Built 2008 - 2009 | 40 homes

The Savannah

$800Ks - $900Ks

The Savannah, Westfield, NJ

Resale Only | 55+ age-restricted | Built 2009 - 2009 | 35 homes

1 2...3

New Heritage Hills

593 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$619,000

2 beds

2 baths

1,470 sq ft

Condo

593 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Bald Eagle Commons

5318 RICHMOND RD # 318, WEST MILFORD, NJ..., West Milford, NJ 07480

$239,000

2 beds

1 baths

5318 RICHMOND RD # 318, WEST MILFORD, NJ...

Community: Bald Eagle Commons

Apple Ridge

39 LITCHULT LN, MAHWAH, NJ, 07430, Mahwah, NJ 07430

$750,000

2 beds

4 baths

Condo

39 LITCHULT LN, MAHWAH, NJ, 07430

Community: Apple Ridge

Heritage Hills

370 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589

$899,000

3 beds

2 baths

1,793 sq ft

Condo

370 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Glassbury Court at Cold Spring

11 REVOLUTION RD, COLD SPRING, NY, 10516, Cold Spring, NY 10516

$515,000

2 beds

3 baths

1,806 sq ft

Condo

11 REVOLUTION RD, COLD SPRING, NY, 10516

Condo

438 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

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

Questions? Call us: (845) 479-5674

Jefferson Village

117 VILLAGE RD D, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598

$389,000

2 beds

2 baths

1,159 sq ft

Condo

117 VILLAGE RD D, YORKTOWN HEIGHTS, NY, ...

Community: Jefferson Village

New Jefferson Village

99 MOLLY PITCHER LN B, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598

$499,900

2 beds

2 baths

1,100 sq ft

Condo

99 MOLLY PITCHER LN B, YORKTOWN HEIGHTS,...

Community: Jefferson Village

New Jefferson Village

98 MOLLY PITCHER LN A, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598

$559,900

2 beds

2 baths

1,100 sq ft

Condo

98 MOLLY PITCHER LN A, YORKTOWN HEIGHTS,...

Community: Jefferson Village

New The Seasons at East Meadow

419 AUTUMN DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554

$628,000

2 beds

2 baths

1,272 sq ft

Condo

419 AUTUMN DR, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

New Regency at Fishkill

736 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$499,000

1 beds

2 baths

1,543 sq ft

House

736 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

Heritage Hills

972 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589

$575,000

2 beds

2 baths

1,468 sq ft

Condo

972 HERITAGE HLS C, SOMERS, NY, 10589

Community: Heritage Hills

Meadowbrooke Pointe East Meadow

305 EMANUEL WAY, EAST MEADOW, NY, 11554, East Meadow, NY 11554

$855,000

1 beds

3 baths

961 sq ft

Condo

305 EMANUEL WAY, EAST MEADOW, NY, 11554

Community: Meadowbrooke Pointe East Meadow

Heritage Hills

489 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589

$665,000

2 beds

2 baths

1,483 sq ft

Condo

489 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

New Meadowbrook Pointe Athletic Club & Spa

471 PACING WAY, WESTBURY, NY, 11590, Westbury, NY 11590

$1,150,000

2 beds

3 baths

1,630 sq ft

Condo

471 PACING WAY, WESTBURY, NY, 11590

Community: Meadowbrook Pointe Athletic Club & Spa

Jefferson Village

141 FLINTLOCK WAY B, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598

$675,000

2 beds

2 baths

1,555 sq ft

Condo

141 FLINTLOCK WAY B, YORKTOWN HEIGHTS, N...

Community: Jefferson Village

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

Questions? Call us: (845) 479-5674

Meadowbrooke Pointe East Meadow

123 EMANUEL WAY, EAST MEADOW, NY, 11554, East Meadow, NY 11554

$729,000

2 beds

2 baths

1,390 sq ft

Condo

123 EMANUEL WAY, EAST MEADOW, NY, 11554

Community: Meadowbrooke Pointe East Meadow

Jefferson Village

159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598

$569,999

2 beds

2 baths

1,300 sq ft

House

159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,...

Community: Jefferson Village

Heritage Hills

348 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$600,000

2 beds

2 baths

1,428 sq ft

Condo

348 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Overlook

1037 COTTAGE DR 18, CARMEL, NY, 10512, Carmel, NY 10512

$959,000

2 beds

3 baths

2,496 sq ft

Condo

1037 COTTAGE DR 18, CARMEL, NY, 10512

Community: Overlook

Overlook

4057 FAIRWAYS DR # 129, CARMEL, NY, 1051..., Carmel, NY 10512

$699,000

3 beds

4 baths

2,131 sq ft

Condo

4057 FAIRWAYS DR # 129, CARMEL, NY, 1051...

Community: Overlook

Overlook

4071 FAIRWAYS DR 136, CARMEL, NY, 10512, Carmel, NY 10512

$668,000

3 beds

3 baths

1,914 sq ft

Condo

4071 FAIRWAYS DR 136, CARMEL, NY, 10512

Community: Overlook

Overlook

4073 FAIRWAYS DR # 137, CARMEL, NY, 1051..., Carmel, NY 10512

$665,000

3 beds

3 baths

1,914 sq ft

Condo

4073 FAIRWAYS DR # 137, CARMEL, NY, 1051...

Community: Overlook

Meadowbrook Pointe Athletic Club & Spa

323 ROOSEVELT WAY, WESTBURY, NY, 11590, Westbury, NY 11590

$875,000

2 beds

2 baths

1,328 sq ft

Condo

323 ROOSEVELT WAY, WESTBURY, NY, 11590

Community: Meadowbrook Pointe Athletic Club & Spa

Jefferson Village

148 FLINTLOCK WAY D, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598

$499,000

2 beds

2 baths

1,159 sq ft

Condo

148 FLINTLOCK WAY D, YORKTOWN HEIGHTS, N...

Community: Jefferson Village

Heritage Hills

688 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589

$725,000

3 beds

2 baths

1,909 sq ft

Condo

688 HERITAGE HLS C, SOMERS, NY, 10589

Condo

356 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

1 2 3 4…5

Frequently Asked Questions

What size 55+ communities are there in Middletown?

In Middletown, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Middletown?

The smallest 55+ community in Middletown has 283 homes, the largest has 283 homes, and the average community consists of 283 homes.

Are there gated 55+ communities in Middletown?

Yes, there is gated 55+ community in Middletown. The only 55+ community in Middletown is gated. For instance, Wildflowers at Wallkill is a gated community with 283 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+ community in Middletown stay on the market for around 376 days. The average price of homes for sale in this community is approximately $510,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Wildflowers at Wallkill average around $510,000.

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92 communities near Middletown

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Middletown, NY 55+ active adult communities & homes for sale - Page 2

92 communities near Middletown

189 homes near Middletown

2 beds

2 baths

1,470 sq ft

Condo

2 beds

1 baths

2 beds

4 baths

Condo

3 beds

2 baths

1,793 sq ft

Condo

2 beds

3 baths

1,806 sq ft

Condo

1 beds

2 baths

1,450 sq ft

Condo

2 beds

2 baths

1,427 sq ft

Condo

2 beds

2 baths

1,427 sq ft

Condo

2 beds

3 baths

2,210 sq ft

Condo

2 beds

2 baths

1,764 sq ft

Condo

2 beds

2 baths

970 sq ft

Condo

2 beds

2 baths

1,555 sq ft

Condo

3 beds

2 baths

1,909 sq ft

Condo

2 beds

2 baths

1,272 sq ft

Condo

2 beds

2 baths

1,470 sq ft

Condo

2 beds

2 baths

1,159 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,272 sq ft

Condo

1 beds

2 baths

1,543 sq ft

House