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

181 homes near Middletown

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4.8 rating (4 reviews) Wanaque Reserve
$300ks - $500ks
Wanaque Reserve, Wanaque, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes
3 rating (2 reviews) Heritage Hills
$400ks - $900ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
4 rating (1 reviews) Jefferson Village
$100ks - $500ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes
Bald Eagle Commons
$100ks - $300ks
Bald Eagle Commons, West Milford, NJ
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 463 homes
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
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Questions? Call us: (845) 479-5674
Greenbriar at Fox Ridge
$300ks - $500ks
Greenbriar at Fox Ridge, Rockaway, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 336 homes
Fox Hills
$300ks - $600ks
Fox Hills, Rockaway, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2003 | 672 homes
Traditions of America at ...
$500ks - $600ks
Traditions of America at ..., Bethlehem, PA
Resale Only | 55+ age-restricted | Built 2019 - present | 229 homes
5 rating (1 reviews) Four Seasons at Great Not...
$400ks - $700ks
Four Seasons at Great Not..., Woodland Park, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 814 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.
1 rating (1 reviews) Brookfield Estates
$300ks
Brookfield Estates, Belvidere, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2002 | 274 homes
5 rating (1 reviews) Warwick Grove
$400ks - $600ks
Warwick Grove, Warwick, NY
New and Resale | 55+ age-restricted | Built 2004 - present | 215 homes
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
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Questions? Call us: (845) 479-5674
Fox Crest
$300ks - $600ks
Fox Crest, Rockaway, NJ
New Construction | 55+ age-restricted | Built 2020 - present | 41 homes
Four Seasons at Bridgewat...
$300ks - $400ks
Four Seasons at Bridgewat..., Bridgewater, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2010 | 154 homes
The Pointe
$300ks - $600ks
The Pointe, Livingston, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 180 homes
HarborView
$600ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 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.
Dutchgate
$300ks - $500ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
Horizons at Mount Arlingt...
$400ks
Horizons at Mount Arlingt..., Mount Arlington, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 144 homes
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Four Seasons at Wayne
$300ks - $400ks
Four Seasons at Wayne, Wayne, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes
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Questions? Call us: (845) 479-5674
5 rating (2 reviews) Blackburne Farm Townhomes
$400ks
Blackburne Farm Townhomes, Campbell Hall, NY
New Construction | 55+ age-restricted | Built 2019 - present | 29 homes
Wildflowers at Wallkill
$400ks - $500ks
Wildflowers at Wallkill, Middletown, NY
Resale Only | 55+ age-restricted | Built 2006 - 2017 | 283 homes
Breton Hills
$500ks
Breton Hills, Glen Cove, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
Winthrop Court
$400ks - $600ks
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.
The Seasons at Seaford
$600ks
The Seasons at Seaford, Seaford, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 homes
Four Seasons at Cedar Gro...
$400ks - $600ks
Four Seasons at Cedar Gro..., Cedar Grove, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2005 | 156 homes
Clove Hill Manor
$200ks - $300ks
Clove Hill Manor, Wantage, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 117 homes
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
Hawk Pointe
$300ks - $500ks
Hawk Pointe, Washington, NJ
New and Resale | 55+ age-restricted | Built 2019 - present | 85 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
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
Lakeside Villas
$400ks - $500ks
Lakeside Villas, Watchung, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 42 homes
Four Seasons at Troy Hill...
$500ks
Four Seasons at Troy Hill..., Parsippany, NJ
Resale Only | 55+ age-restricted | Built 2007 - 2007 | 46 homes
Riverview Estates Active ...
$500ks - $600ks
Riverview Estates Active ..., Easton, PA
Resale Only | 55+ age-restricted | Built 2005 - present | 92 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.
5 rating (1 reviews) Delaware Crossing
$200ks - $300ks
Delaware Crossing, Lopatcong, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 158 homes
Regency at Flanders
$400ks - $900ks
Regency at Flanders, Flanders, NJ
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 275 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
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
Meadowbrooke Pointe East ...
$500ks - $600ks
Meadowbrooke Pointe East ..., East Meadow, NY
New Construction | 62+ age-restricted | Built 2019 - present | 104 homes
Villas at Seminary Hill
$200ks - $300ks
Villas at Seminary Hill, Carmel, NY
New Construction | 55+ age-restricted | Built 2018 - present | 50 homes
12...3
Bald Eagle Commons 4 RICHMOND RD 215, WEST MILFORD TWP., NJ..., West Milford Twp., NJ 07480
$260,000

2 beds

|

2 baths

4 RICHMOND RD 215, WEST MILFORD TWP., NJ...
Community: Bald Eagle Commons
Reserve at Hawk Pointe 35 SPARROWHAWK ST, WASHINGTON TWP., NJ, ..., Washington Twp., NJ 07882
$580,000

2 beds

|

3 baths

|

1,910 sq ft

35 SPARROWHAWK ST, WASHINGTON TWP., NJ, ...
Meadowbrooke Pointe East Meadow 137 EMANUEL WAY, HEMPSTEAD, NY, 11554, Hempstead, NY 11554
$839,000

2 beds

|

3 baths

|

1,390 sq ft

|

Condo

137 EMANUEL WAY, HEMPSTEAD, NY, 11554
Regency at Fishkill 145 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$549,999

2 beds

|

2 baths

|

1,803 sq ft

|

Condo

145 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Fox Hills 2304 CLINTON LN, ROCKAWAY TWP., NJ, 0786..., Rockaway Twp., NJ 07866
$500,000

2 beds

|

2 baths

|

1,837 sq ft

2304 CLINTON LN, ROCKAWAY TWP., NJ, 0786...
Community: Fox Hills
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Fox Hills 4310 CLEVELAND LN, ROCKAWAY TWP., NJ, 07..., Rockaway Twp., NJ 07866
$525,000

2 beds

|

2 baths

4310 CLEVELAND LN, ROCKAWAY TWP., NJ, 07...
Community: Fox Hills
Rivington 131 WINDING RIDGE WAY 131, DANBURY, CT, ..., Danbury, CT 06810
$770,000

3 beds

|

3 baths

|

1,592 sq ft

|

Condo

131 WINDING RIDGE WAY 131, DANBURY, CT, ...
Community: Rivington
Apple Ridge 37 NIAGARA DR 37, MAHWAH, NJ, 07430, Mahwah, NJ 07430
$760,000

2 beds

|

3 baths

|

Townhouse

37 NIAGARA DR 37, MAHWAH, NJ, 07430
Community: Apple Ridge
Four Seasons at Cedar Grove 1209 HOLLY LN 141, CEDAR GROVE, NJ, 0700..., Cedar Grove, NJ 07009
$750,000

2 beds

|

2 baths

|

Condo

1209 HOLLY LN 141, CEDAR GROVE, NJ, 0700...
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 Cedar Grove 1209 HOLLY LN, CEDAR GROVE TWP., NJ, 070..., Cedar Grove Twp., NJ 07009
$750,000

2 beds

|

2 baths

1209 HOLLY LN, CEDAR GROVE TWP., NJ, 070...
Heritage Hills 39 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$440,000

2 beds

|

2 baths

|

1,427 sq ft

|

Condo

39 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Jefferson Village 59 KIRBY CLOSE D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$399,000

2 beds

|

2 baths

|

910 sq ft

|

Condo

59 KIRBY CLOSE D, YORKTOWN, NY, 10598
Community: Jefferson Village
Hawk Pointe 18 SPARROWHAWK ST, WASHINGTON TWP., NJ, ..., Washington Twp., NJ 07882
$575,000

2 beds

|

4 baths

18 SPARROWHAWK ST, WASHINGTON TWP., NJ, ...
Community: Hawk Pointe
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Jefferson Village 51 JEFFERSON OVAL D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$364,999

2 beds

|

2 baths

|

919 sq ft

|

Condo

51 JEFFERSON OVAL D, YORKTOWN, NY, 10598
Community: Jefferson Village
Heritage Hills 415 HERITAGE HILLS DR D, SOMERS, NY, 105..., Somers, NY 10589
$875,000

2 beds

|

2 baths

|

1,663 sq ft

|

Condo

415 HERITAGE HILLS DR D, SOMERS, NY, 105...
Community: Heritage Hills
Fox Hills 2205 CLINTON LN, ROCKAWAY TWP., NJ, 0786..., Rockaway Twp., NJ 07866
$474,000

2 beds

|

2 baths

2205 CLINTON LN, ROCKAWAY TWP., NJ, 0786...
Community: Fox Hills
Apple Ridge 89 FISHER RD, MAHWAH, NJ, 07430, Mahwah, NJ 07430
$899,999

3 beds

|

3 baths

|

Townhouse

89 FISHER RD, MAHWAH, NJ, 07430
Community: Apple Ridge
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 18L HASTINGS CT, YORKTOWN, NY, 10598, Yorktown, NY 10598
$395,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

18L HASTINGS CT, YORKTOWN, NY, 10598
Community: Jefferson Village
Four Seasons at Great Notch Spa and Club 8 QUARTZ WAY, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424
$800,000

2 beds

|

2 baths

|

Townhouse

8 QUARTZ WAY, WOODLAND PARK, NJ, 07424
Brookfield Estates 29 STAFFORD LN, WHITE TWP., NJ, 07823, White Twp., NJ 07823
$539,000

2 beds

|

2 baths

|

1,837 sq ft

29 STAFFORD LN, WHITE TWP., NJ, 07823
Community: Brookfield Estates
Wanaque Reserve 5201 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$410,000

2 beds

|

2 baths

|

1,768 sq ft

5201 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Wanaque Reserve 5201 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$410,000

2 beds

|

2 baths

|

Condo

5201 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
Regency at Denville 62 N MACKENZIE LN, DENVILLE TOWNSHIP, NJ..., Denville Township, NJ 07834
$799,000

3 beds

|

4 baths

|

Townhouse

62 N MACKENZIE LN, DENVILLE TOWNSHIP, NJ...
Community: Regency at Denville
Wildflowers at Wallkill 19 SUNFLOWER ST, MIDDLETOWN, NY, 10940, Middletown, NY 10940
$535,000

2 beds

|

2 baths

|

1,868 sq ft

|

House

19 SUNFLOWER ST, MIDDLETOWN, NY, 10940
The Hamlet at Town Center 16 MAIN ST D6, SPARTA TWP., NJ, 07871, Sparta Twp., NJ 07871
$405,000

2 beds

|

2 baths

|

2,550 sq ft

16 MAIN ST D6, SPARTA TWP., NJ, 07871
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.
Brookfield Estates 41 VICTORIA DR, WHITE TWP., NJ, 07823, White Twp., NJ 07823
$479,900

3 beds

|

2 baths

41 VICTORIA DR, WHITE TWP., NJ, 07823
Community: Brookfield Estates
Brookfield Estates 95 KENSINGTON CIR, WHITE TWP., NJ, 07823, White Twp., NJ 07823
$435,000

2 beds

|

2 baths

|

1,562 sq ft

95 KENSINGTON CIR, WHITE TWP., NJ, 07823
Community: Brookfield Estates
Four Seasons at Bridgewater 369 VICTORIA DR, BRIDGEWATER TWP., NJ, 0..., Bridgewater Twp., NJ 08807
$539,900

2 beds

|

2 baths

369 VICTORIA DR, BRIDGEWATER TWP., NJ, 0...
Bald Eagle Commons 1204 RICHMOND RD 4, WEST MILFORD, NJ, 07..., West Milford, NJ 07480
$219,000

2 beds

|

1 baths

|

Condo

1204 RICHMOND RD 4, WEST MILFORD, NJ, 07...
Community: Bald Eagle Commons
Rivington 424 CENTER MEADOW LN 424, DANBURY, CT, 0..., Danbury, CT 06810
$510,000

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

424 CENTER MEADOW LN 424, DANBURY, CT, 0...
Community: Rivington
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Wanaque Reserve 2217 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$449,000

2 beds

|

2 baths

|

Condo

2217 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
Wanaque Reserve 2217 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$449,000

2 beds

|

2 baths

2217 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
Fox Hills 1209 JOHNSON DR, ROCKAWAY TWP., NJ, 0786..., Rockaway Twp., NJ 07866
$320,000

1 beds

|

1 baths

|

915 sq ft

1209 JOHNSON DR, ROCKAWAY TWP., NJ, 0786...
Community: Fox Hills
Greenbriar at Fox Ridge 5208 VETERANS DR, ROCKAWAY TOWNSHIP, NJ,..., Rockaway Township, NJ 07885
$465,000

2 beds

|

3 baths

|

Condo

5208 VETERANS DR, ROCKAWAY TOWNSHIP, NJ,...
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.
Greenbriar at Fox Ridge 5208 VETERANS DR, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07885
$465,000

2 beds

|

3 baths

|

1,445 sq ft

5208 VETERANS DR, ROCKAWAY TWP., NJ, 078...
Wanaque Reserve 5402 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$418,700

2 beds

|

2 baths

|

1,768 sq ft

5402 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
Jefferson Village 68A INDEPENDENCE CT A, YORKTOWN, NY, 105..., Yorktown, NY 10598
$459,500

2 beds

|

2 baths

|

1,050 sq ft

|

Condo

68A INDEPENDENCE CT A, YORKTOWN, NY, 105...
Community: Jefferson Village
Jefferson Village 26 DORSET CT A, YORKTOWN, NY, 10598, Yorktown, NY 10598
$230,000
|

1 baths

|

550 sq ft

|

Condo

26 DORSET CT A, YORKTOWN, NY, 10598
Community: Jefferson Village
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Heritage Hills 392 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$979,000

3 beds

|

2 baths

|

1,793 sq ft

|

Condo

392 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Paris Square 5201 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647
$735,000

2 beds

|

2 baths

|

Condo

5201 RIO VISTA LN, NORTHVALE, NJ, 07647
Community: Paris Square
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