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

93 communities near Middletown

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Wildflowers at Wallkill
$400Ks - $500Ks
Wildflowers at Wallkill, Middletown, NY
Resale Only | 55+ age-restricted | Built 2006 - 2017 | 283 homes
3 rating (2 reviews) Heritage Hills
$300Ks - $900Ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
Rivington
$600Ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
4 rating (1 reviews) Jefferson Village
$200Ks - $600Ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes
5 rating (1 reviews) Four Seasons at Great Not...
$600Ks - $800Ks
Four Seasons at Great Not..., Woodland Park, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 814 homes
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4.8 rating (4 reviews) Wanaque Reserve
$400Ks
Wanaque Reserve, Wanaque, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes
Meadowbrook Pointe Athlet...
$800Ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
Fox Hills
$200Ks - $600Ks
Fox Hills, Rockaway, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2003 | 672 homes
Bald Eagle Commons
$100Ks - $200Ks
Bald Eagle Commons, West Milford, NJ
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 463 homes
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
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.
Dutchgate
$400Ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
Greenbriar at Fox Ridge
$400Ks - $500Ks
Greenbriar at Fox Ridge, Rockaway, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 336 homes
The Commons at Mendham
$500Ks - $700Ks
The Commons at Mendham, Mendham, NJ
Resale Only | Age-targeted | Built 1978 - 1985 | 330 homes
The Retreat at Carmel
$400Ks - $600Ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
The Meadows at Panther Va...
$500Ks
The Meadows at Panther Va..., Hackettstown, NJ
Resale Only | Age-targeted | Built 2010 - 2021 | 312 homes
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Questions? Call us: (845) 479-5674
Overlook
$600Ks - $800Ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
Apple Ridge
$700Ks
Apple Ridge, Mahwah, NJ
Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes
Regency at Flanders
$800Ks - $1Ms
Regency at Flanders, Flanders, NJ
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 275 homes
1 rating (1 reviews) Brookfield Estates
$500Ks
Brookfield Estates, Belvidere, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2002 | 274 homes
Winthrop Court
$400Ks
Winthrop Court, Clifton, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 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.
HarborView
$900Ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
The Highlands at Glenmoor
$400Ks - $500Ks
The Highlands at Glenmoor, Easton, PA
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 251 homes
Del Webb Florham Park
$700Ks - $1Ms
Del Webb Florham Park, Florham Park, NJ
Resale Only | 55+ age-restricted | Built 2018 - 2022 | 242 homes
Four Seasons at Wayne
$500Ks
Four Seasons at Wayne, Wayne, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes
Traditions of America at ...
$500Ks - $700Ks
Traditions of America at ..., Bethlehem, PA
Resale Only | 55+ age-restricted | Built 2019 - present | 229 homes
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Questions? Call us: (845) 479-5674
5 rating (1 reviews) Legacy at Mansfield Meado...
$500Ks
Legacy at Mansfield Meado..., Port Murray, NJ
New Construction | 55+ age-restricted | Built 2017 - present | 226 homes
Regency at Wappinger
$600Ks - $700Ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes
5 rating (1 reviews) Warwick Grove
$600Ks - $900Ks
Warwick Grove, Warwick, NY
New and Resale | 55+ age-restricted | Built 2004 - present | 215 homes
Regency at Readington
$700Ks - $800Ks
Regency at Readington, Readington Township, NJ
Resale Only | 55+ age-restricted | Built 2014 - 2019 | 209 homes
Four Seasons at The Prome...
$1Ms
Four Seasons at The Prome..., Warren, NJ
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 208 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.
Glenmoor
$300Ks
Glenmoor, Easton, PA
Resale Only | 55+ age-restricted | Built 2004 - 2008 | 182 homes
The Pointe
$500Ks
The Pointe, Livingston, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 180 homes
Regency at Fishkill
$400Ks - $500Ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
5 rating (1 reviews) Delaware Crossing
$300Ks
Delaware Crossing, Lopatcong, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 158 homes
Nolan's Ridge
$400Ks - $700Ks
Nolan's Ridge, Mount Arlington, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 156 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Four Seasons at Cedar Gro...
$600Ks
Four Seasons at Cedar Gro..., Cedar Grove, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2005 | 156 homes
Venue at The American
$800Ks - $1Ms
Venue at The American, Morris Plains, NJ
New and Resale | 55+ age-restricted | Built 2021 - present | 156 homes
Four Seasons at Bridgewat...
$300Ks - $400Ks
Four Seasons at Bridgewat..., Bridgewater, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2010 | 154 homes
Horizons at Mount Arlingt...
$400Ks
Horizons at Mount Arlingt..., Mount Arlington, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 144 homes
Regency at Denville
$700Ks - $800Ks
Regency at Denville, Denville, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2009 | 140 homes
HarborView 100 HARBOR VIEW DR 439, PORT WASHINGTON,..., Port Washington, NY 11050
$875,000

2 beds

|

3 baths

|

1,420 sq ft

|

Condo

100 HARBOR VIEW DR 439, PORT WASHINGTON,...
Community: HarborView
Jefferson Village 108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598
$459,900

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
Four Seasons at Wayne 705 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470
$549,000

2 beds

|

2 baths

|

Condo

705 FOUR SEASONS DR, WAYNE, NJ, 07470
Fox Hills 3212 FRANKLIN LN # 212, ROCKAWAY BORO, N..., Rockaway Boro, NJ 07866
$690,000

2 beds

|

3 baths

|

3,000 sq ft

3212 FRANKLIN LN # 212, ROCKAWAY BORO, N...
Community: Fox Hills
Warwick Grove 11 ASKE ST, WARWICK, NY, 10990, Warwick, NY 10990
$985,000

4 beds

|

3 baths

|

2,752 sq ft

|

House

11 ASKE ST, WARWICK, NY, 10990
Community: Warwick Grove
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
The Seasons at East Meadow 331 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554
$575,000

2 beds

|

2 baths

|

1,272 sq ft

|

Condo

331 SPRING DR, EAST MEADOW, NY, 11554
Regency at Fishkill 145 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$569,800

2 beds

|

2 baths

|

1,803 sq ft

|

Condo

145 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Jefferson Village 34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1..., Yorktown Heights, NY 10598
$374,900

2 beds

|

2 baths

|

970 sq ft

|

Condo

34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1...
Community: Jefferson Village
Jefferson Village 34 WARWICK PL C, YORKTOWN HEIGHTS, NY, 1..., Yorktown Heights, NY 10598
$329,900

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

34 WARWICK PL C, YORKTOWN HEIGHTS, NY, 1...
Community: Jefferson Village
Breton Hills 512 BRETON WAY, GLEN COVE, NY, 11542, Glen Cove, NY 11542
$639,000

2 beds

|

2 baths

|

1,430 sq ft

|

Condo

512 BRETON WAY, GLEN COVE, NY, 11542
Community: Breton Hills
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.
Heritage Hills 349 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$625,000

2 beds

|

2 baths

|

1,484 sq ft

|

Condo

349 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Wildflowers at Wallkill 24 JUNIPER CIR, MIDDLETOWN, NY, 10940, Middletown, NY 10940
$625,000

2 beds

|

3 baths

|

2,975 sq ft

|

House

24 JUNIPER CIR, MIDDLETOWN, NY, 10940
New Heritage Hills 129 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$414,900

1 beds

|

1 baths

|

1,055 sq ft

|

Condo

129 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 798 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589
$619,000

2 beds

|

2 baths

|

1,296 sq ft

|

Condo

798 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
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
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Regency at Fishkill 736 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$499,000

1 beds

|

2 baths

|

1,543 sq ft

|

Condo

736 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Heritage Hills 390 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$699,000

2 beds

|

2 baths

|

1,559 sq ft

|

Condo

390 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Jefferson Village 156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598
$339,000

1 beds

|

1 baths

|

850 sq ft

|

Condo

156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
Overlook 1037 COTTAGE DR 18, CARMEL, NY, 10512, Carmel, NY 10512
$898,000

2 beds

|

3 baths

|

2,496 sq ft

|

Condo

1037 COTTAGE DR 18, 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
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.
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
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 43 YESTERDAY DR, COLD SPRING, NY, 10516, Cold Spring, NY 10516
$727,000

2 beds

|

3 baths

|

2,620 sq ft

|

Condo

43 YESTERDAY DR, COLD SPRING, NY, 10516
Jefferson Village 41 JEFFERSON OVAL B, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$399,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

41 JEFFERSON OVAL B, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
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
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Blackburne Farm Townhomes 32 OTTAWAY LN, CAMPBELL HALL, NY, 10916, Campbell Hall, NY 10916
$700,000

3 beds

|

4 baths

|

3,600 sq ft

|

House

32 OTTAWAY LN, CAMPBELL HALL, NY, 10916
Dutchgate 1228 WILLOW LN, VALLEY STREAM, NY, 11580, Valley Stream, NY 11580
$498,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

1228 WILLOW LN, VALLEY STREAM, NY, 11580
Community: Dutchgate
Heritage Hills 593 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$585,000

2 beds

|

2 baths

|

1,470 sq ft

|

Condo

593 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 356 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$750,000

2 beds

|

2 baths

|

1,435 sq ft

|

Condo

356 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 882 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$825,000

3 beds

|

2 baths

|

1,909 sq ft

|

Condo

882 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
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.
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
Jefferson Village 2 HAMPTON CT A, YORKTOWN HEIGHTS, NY, 10..., Yorktown Heights, NY 10598
$299,999

1 beds

|

1 baths

|

800 sq ft

|

Condo

2 HAMPTON CT A, YORKTOWN HEIGHTS, NY, 10...
Community: Jefferson Village
Breton Hills 209 BRETON WAY, GLEN COVE, NY, 11542, Glen Cove, NY 11542
$699,888

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

209 BRETON WAY, GLEN COVE, NY, 11542
Community: Breton Hills
The Seasons at East Meadow 383 SUMMER CT, EAST MEADOW, NY, 11554, East Meadow, NY 11554
$640,000

2 beds

|

2 baths

|

1,272 sq ft

|

Condo

383 SUMMER CT, EAST MEADOW, NY, 11554
Heritage Hills 438 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$569,000

2 beds

|

2 baths

|

1,470 sq ft

|

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
Heritage Hills 262 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$550,000

2 beds

|

2 baths

|

1,427 sq ft

|

Condo

262 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
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
Jefferson Village 175 LONG HILL DR B, YORKTOWN HEIGHTS, NY..., Yorktown Heights, NY 10598
$425,000

2 beds

|

2 baths

|

1,159 sq ft

|

Condo

175 LONG HILL DR B, YORKTOWN HEIGHTS, NY...
Community: Jefferson Village
Jefferson Village 159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598
$569,999

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
Warwick Grove 2 SLY ST, WARWICK, NY, 10990, Warwick, NY 10990
$849,000

2 beds

|

3 baths

|

2,256 sq ft

|

House

2 SLY ST, WARWICK, NY, 10990
Community: Warwick Grove
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93 communities near Middletown
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