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

92 communities near Middletown

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No reviews yet 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
No reviews yet Rivington
$400Ks - $500Ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
4 rating (1 reviews) Jefferson Village
$300Ks - $700Ks
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 - $400Ks
Wanaque Reserve, Wanaque, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes
No reviews yet Meadowbrook Pointe Athlet...
$800Ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
No reviews yet Fox Hills
$200Ks - $600Ks
Fox Hills, Rockaway, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2003 | 672 homes
No reviews yet Bald Eagle Commons
$100Ks - $300Ks
Bald Eagle Commons, West Milford, NJ
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 463 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
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 Dutchgate
$400Ks - $500Ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
No reviews yet Greenbriar at Fox Ridge
$400Ks - $500Ks
Greenbriar at Fox Ridge, Rockaway, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 336 homes
No reviews yet The Commons at Mendham
$500Ks - $600Ks
The Commons at Mendham, Mendham, NJ
Resale Only | Age-targeted | Built 1978 - 1985 | 330 homes
No reviews yet The Meadows at Panther Va...
$500Ks - $600Ks
The Meadows at Panther Va..., Hackettstown, NJ
Resale Only | Age-targeted | Built 2010 - 2021 | 312 homes
No reviews yet The Retreat at Carmel
$400Ks - $600Ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
No reviews yet Overlook
$600Ks - $900Ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
No reviews yet Apple Ridge
$700Ks - $700Ks
Apple Ridge, Mahwah, NJ
Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes
No reviews yet 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
$300Ks - $500Ks
Brookfield Estates, Belvidere, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2002 | 274 homes
No reviews yet Winthrop Court
$400Ks - $500Ks
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.
No reviews yet HarborView
$900Ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
No reviews yet The Highlands at Glenmoor
$400Ks - $500Ks
The Highlands at Glenmoor, Easton, PA
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 251 homes
No reviews yet Del Webb Florham Park
$700Ks - $1Ms
Del Webb Florham Park, Florham Park, NJ
Resale Only | 55+ age-restricted | Built 2018 - 2022 | 242 homes
No reviews yet Four Seasons at Wayne
$500Ks - $500Ks
Four Seasons at Wayne, Wayne, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes
No reviews yet Traditions of America at ...
$500Ks - $800Ks
Traditions of America at ..., Bethlehem, PA
Resale Only | 55+ age-restricted | Built 2019 - present | 229 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
5 rating (1 reviews) Legacy at Mansfield Meado...
$500Ks - $500Ks
Legacy at Mansfield Meado..., Port Murray, NJ
New Construction | 55+ age-restricted | Built 2017 - present | 226 homes
No reviews yet 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
No reviews yet Regency at Readington
$700Ks - $800Ks
Regency at Readington, Readington Township, NJ
Resale Only | 55+ age-restricted | Built 2014 - 2019 | 209 homes
No reviews yet Four Seasons at The Prome...
$1Ms - $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.
No reviews yet Glenmoor
$400Ks - $400Ks
Glenmoor, Easton, PA
Resale Only | 55+ age-restricted | Built 2004 - 2008 | 182 homes
No reviews yet The Pointe
$500Ks - $500Ks
The Pointe, Livingston, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 180 homes
No reviews yet Regency at Fishkill
$500Ks - $500Ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
5 rating (1 reviews) Delaware Crossing
$300Ks - $300Ks
Delaware Crossing, Lopatcong, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 158 homes
No reviews yet 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
No reviews yet Venue at The American
$800Ks - $1Ms
Venue at The American, Morris Plains, NJ
New and Resale | 55+ age-restricted | Built 2021 - present | 156 homes
No reviews yet Four Seasons at Cedar Gro...
$600Ks - $600Ks
Four Seasons at Cedar Gro..., Cedar Grove, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2005 | 156 homes
No reviews yet Four Seasons at Bridgewat...
$300Ks - $400Ks
Four Seasons at Bridgewat..., Bridgewater, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2010 | 154 homes
No reviews yet Horizons at Mount Arlingt...
$400Ks - $400Ks
Horizons at Mount Arlingt..., Mount Arlington, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 144 homes
No reviews yet Regency at Denville
$700Ks - $800Ks
Regency at Denville, Denville, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2009 | 140 homes
Viera at Hanover 304 VIERA DR, CEDAR KNOLLS, NJ, 07927, Cedar Knolls, NJ 07927
$875,000

3 beds

|

4 baths

304 VIERA DR, CEDAR KNOLLS, NJ, 07927
Community: Viera at Hanover
Meadowbrook Pointe Athletic Club & Spa 323 ROOSEVELT WAY, WESTBURY, NY, 11590, Westbury, NY 11590
$889,000

2 beds

|

2 baths

|

1,328 sq ft

|

Condo

323 ROOSEVELT WAY, WESTBURY, NY, 11590
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
Heritage Hills 438 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$598,000

2 beds

|

2 baths

|

1,470 sq ft

|

Condo

438 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Four Seasons at Bridgewater 182 VICTORIA DR, BASKING RIDGE, NJ, 0792..., Basking Ridge, NJ 07920
$465,000

2 beds

|

3 baths

182 VICTORIA DR, BASKING RIDGE, NJ, 0792...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Heritage Hills 954 HERITAGE HLS F, SOMERS, NY, 10589, Somers, NY 10589
$465,000

1 beds

|

2 baths

|

967 sq ft

|

Condo

954 HERITAGE HLS F, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 504 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$625,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

504 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Overlook 1035 COTTAGE DR 17, CARMEL, NY, 10512, Carmel, NY 10512
$799,000

2 beds

|

3 baths

|

2,040 sq ft

|

Condo

1035 COTTAGE DR 17, CARMEL, NY, 10512
Community: Overlook
Overlook 1025 COTTAGE DR 12, CARMEL, NY, 10512, Carmel, NY 10512
$729,000

2 beds

|

3 baths

|

2,040 sq ft

|

Condo

1025 COTTAGE DR 12, CARMEL, NY, 10512
Community: Overlook
Overlook 1040 COTTAGE DR # 26, CARMEL, NY, 10512, Carmel, NY 10512
$799,000

2 beds

|

2 baths

|

1,948 sq ft

|

Condo

1040 COTTAGE DR # 26, CARMEL, NY, 10512
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 4061 FAIRWAYS DR # 131, CARMEL, NY, 1051..., Carmel, NY 10512
$674,000

3 beds

|

3 baths

|

1,914 sq ft

|

Condo

4061 FAIRWAYS DR # 131, CARMEL, NY, 1051...
Community: Overlook
Overlook 1042 COTTAGE DR # 25, CARMEL, NY, 10512, Carmel, NY 10512
$839,000

2 beds

|

2 baths

|

1,961 sq ft

|

House

1042 COTTAGE DR # 25, CARMEL, NY, 10512
Community: Overlook
Overlook 1037 COTTAGE DR 18, CARMEL, NY, 10512, Carmel, NY 10512
$949,000

2 beds

|

3 baths

|

2,496 sq ft

|

Condo

1037 COTTAGE DR 18, CARMEL, NY, 10512
Community: Overlook
Jefferson Village 129C COLUMBIA CT, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598
$440,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

129C COLUMBIA CT, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
Heritage Hills 468 HERITAGE HLS E, SOMERS, NY, 10589, Somers, NY 10589
$599,000

2 beds

|

2 baths

|

1,265 sq ft

|

Condo

468 HERITAGE HLS E, 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 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
Overlook 4057 FAIRWAYS DR # 129, CARMEL, NY, 1051..., Carmel, NY 10512
$689,000

3 beds

|

4 baths

|

2,131 sq ft

|

Condo

4057 FAIRWAYS DR # 129, CARMEL, NY, 1051...
Community: Overlook
Heritage Hills 971 HERITAGE HLS E, SOMERS, NY, 10589, Somers, NY 10589
$749,000

2 beds

|

2 baths

|

1,559 sq ft

|

Condo

971 HERITAGE HLS E, SOMERS, NY, 10589
Community: Heritage Hills
Overlook 4069 FAIRWAYS DR # 135, CARMEL, NY, 1051..., Carmel, NY 10512
$668,000

3 beds

|

3 baths

|

1,914 sq ft

|

Condo

4069 FAIRWAYS DR # 135, CARMEL, NY, 1051...
Community: Overlook
Overlook 4071 FAIRWAYS DR 136, CARMEL, NY, 10512, Carmel, NY 10512
$667,000

3 beds

|

3 baths

|

1,914 sq ft

|

Condo

4071 FAIRWAYS DR 136, CARMEL, NY, 10512
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.
Blackburne Farm Townhomes 32 OTTAWAY LN, CAMPBELL HALL, NY, 10916, Campbell Hall, NY 10916
$725,000

3 beds

|

4 baths

|

3,600 sq ft

|

House

32 OTTAWAY LN, CAMPBELL HALL, NY, 10916
New Meadowbrooke Pointe East Meadow 123 EMANUEL WAY, EAST MEADOW, NY, 11554, East Meadow, NY 11554
$739,000

2 beds

|

2 baths

|

1,390 sq ft

|

Condo

123 EMANUEL WAY, EAST MEADOW, NY, 11554
Jefferson Village 15 ESSEX PL 15K, YORKTOWN, NY, 10598, Yorktown, NY 10598
$375,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

15 ESSEX PL 15K, YORKTOWN, NY, 10598
Community: Jefferson Village
New Dutchgate 1138 WILLOW LN, HEMPSTEAD, NY, 11850, Hempstead, NY 11850
$495,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

1138 WILLOW LN, HEMPSTEAD, NY, 11850
Community: Dutchgate
New Heritage Hills 593 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$1,100,000

3 beds

|

2 baths

|

1,905 sq ft

|

Condo

593 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
New Regency at Wappinger 4 AVONDALE LN, WAPPINGERS FALLS, NY, 125..., Wappingers Falls, NY 12590
$699,000

2 beds

|

2 baths

|

1,643 sq ft

|

House

4 AVONDALE LN, WAPPINGERS FALLS, NY, 125...
Heritage Hills 972 C HERITAGE HLS Y., SOMERS, NY, 10589, Somers, NY 10589
$575,000

2 beds

|

2 baths

|

1,468 sq ft

|

Condo

972 C HERITAGE HLS Y., SOMERS, NY, 10589
Community: Heritage Hills
Dutchgate 1219 WILLOW LN, VALLEY STREAM, NY, 11580, Valley Stream, NY 11580
$510,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

1219 WILLOW LN, VALLEY STREAM, NY, 11580
Community: Dutchgate
Stoneleigh Woods at Carmel 505 EGRETS LANDING, CARMEL, NY, 10512, Carmel, NY 10512
$449,900

2 beds

|

2 baths

|

1,382 sq ft

|

Condo

505 EGRETS LANDING, CARMEL, NY, 10512
Regency at Fishkill 326 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$546,000

1 beds

|

2 baths

|

1,543 sq ft

|

Condo

326 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
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 43 JEFFERSON OVAL B, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$419,000

2 beds

|

2 baths

|

1,051 sq ft

|

Condo

43 JEFFERSON OVAL B, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
Regency at Fishkill 334 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$539,900

2 beds

|

2 baths

|

1,499 sq ft

|

Condo

334 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Dutchgate 802 WILLOW LN UPPR LEVEL, VALLEY STREAM,..., Valley Stream, NY 11580
$480,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

802 WILLOW LN UPPR LEVEL, VALLEY STREAM,...
Community: Dutchgate
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
Jefferson Village 45 JEFFERSON OVAL D, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$395,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

45 JEFFERSON OVAL D, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Glassbury Court at Cold Spring 11 REVOLUTION RD, COLD SPRING, NY, 10516, Cold Spring, NY 10516
$547,588

2 beds

|

3 baths

|

1,806 sq ft

|

Condo

11 REVOLUTION RD, COLD SPRING, NY, 10516
Heritage Hills 774 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$775,000

3 beds

|

2 baths

|

1,909 sq ft

|

Condo

774 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
$780,000

2 beds

|

3 baths

|

2,620 sq ft

|

Condo

43 YESTERDAY DR, COLD SPRING, NY, 10516
Jefferson Village 36 SUSSEX DR B, YORKTOWN HEIGHTS, NY, 10..., Yorktown Heights, NY 10598
$375,000

1 beds

|

1 baths

|

725 sq ft

|

Condo

36 SUSSEX DR B, YORKTOWN HEIGHTS, NY, 10...
Community: Jefferson Village
Jefferson Village 2 HAMPTON CT A, YORKTOWN HEIGHTS, NY, 10..., Yorktown Heights, NY 10598
$309,900

1 beds

|

1 baths

|

800 sq ft

|

Condo

2 HAMPTON CT A, YORKTOWN HEIGHTS, NY, 10...
Community: Jefferson Village
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92 communities near Middletown
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