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Middletown, NY 55+ active adult communities & homes for sale - Page 4

207 homes near Middletown

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Bald Eagle Commons
$100ks - $300ks
Bald Eagle Commons, West Milford, NJ
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 463 homes
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 - $800ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 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
Want to learn more about 55+ communities in Middletown? 55places can help!
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
5 rating (1 reviews) Warwick Grove
$400ks - $600ks
Warwick Grove, Warwick, NY
New and Resale | 55+ age-restricted | Built 2004 - present | 215 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) Delaware Crossing
$200ks - $300ks
Delaware Crossing, Lopatcong, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 158 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.
Lakeside Villas
$400ks - $500ks
Lakeside Villas, Watchung, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 42 homes
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 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
The Meadows at Panther Va...
$300ks - $400ks
The Meadows at Panther Va..., Hackettstown, NJ
Resale Only | Age-targeted | Built 2010 - 2021 | 312 homes
Reserve at Hawk Pointe
$400ks - $500ks
Reserve at Hawk Pointe, Washington, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 120 homes
Dutchgate
$300ks - $500ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Horizons at Mount Arlingt...
$400ks
Horizons at Mount Arlingt..., Mount Arlington, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 144 homes
Clove Hill Manor
$200ks - $300ks
Clove Hill Manor, Wantage, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 117 homes
1 rating (1 reviews) Brookfield Estates
$300ks
Brookfield Estates, Belvidere, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2002 | 274 homes
HarborView
$800ks - $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.
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
Campagna
$300ks - $400ks
Campagna, Montville Township, NJ
Resale Only | 55+ age-restricted | Built 1980 - 1986 | 136 homes
Apple Ridge
$500ks - $1Ms
Apple Ridge, Mahwah, NJ
Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes
Four Seasons at Bridgewat...
$300ks - $400ks
Four Seasons at Bridgewat..., Bridgewater, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2010 | 154 homes
Fox Crest
$300ks - $600ks
Fox Crest, Rockaway, NJ
New Construction | 55+ age-restricted | Built 2020 - present | 41 homes
Riverview Estates Active ...
$500ks - $600ks
Riverview Estates Active ..., Easton, PA
Resale Only | 55+ age-restricted | Built 2005 - present | 92 homes
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Stoneleigh Woods at Carme...
$400ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes
The Bel Aire at East Mead...
$300ks - $400ks
The Bel Aire at East Mead..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 95 homes
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 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 Hollows at Blue Hill
$500ks - $700ks
The Hollows at Blue Hill, Pearl River, NY
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 126 homes
Regency at Wappinger
$500ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes
Bear's Cove
$800ks - $900ks
Bear's Cove, Ramsey, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 104 homes
Brookfield Glen
$100ks - $200ks
Brookfield Glen, Belvidere, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 124 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
Woodcrest at Jacobs Hill
$200ks - $300ks
Woodcrest at Jacobs Hill, Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 homes
Regency at Denville
$700ks - $800ks
Regency at Denville, Denville, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2009 | 140 homes
Kimbolton
$900ks - $1Ms
Kimbolton, Far Hills, NJ
New Construction | 55+ age-restricted | Built 2024 - present | 105 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Nolan's Ridge
$400ks - $700ks
Nolan's Ridge, Mount Arlington, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 156 homes
Four Seasons at The Prome...
$700ks - $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.
12...3
Heritage Hills 101 HERITAGE HILLS DR A, SOMERS, NY, 105..., Somers, NY 10589
$649,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

101 HERITAGE HILLS DR A, SOMERS, NY, 105...
Community: Heritage Hills
Jefferson Village 113 VILLAGE RD C, YORKTOWN, NY, 10598, Yorktown, NY 10598
$420,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

113 VILLAGE RD C, YORKTOWN, NY, 10598
Community: Jefferson Village
Fox Hills 1328 HAMILTON DR, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07866
$499,000

2 beds

|

2 baths

|

1,775 sq ft

1328 HAMILTON DR, ROCKAWAY TWP., NJ, 078...
Community: Fox Hills
Brookfield Estates 56 KENSINGTON CIR, WHITE TWP., NJ, 07823, White Twp., NJ 07823
$499,000

3 beds

|

2 baths

56 KENSINGTON CIR, WHITE TWP., NJ, 07823
Community: Brookfield Estates
Regency at Wappinger 2 AVONDALE LN, WAPPINGER, NY, 12590, Wappinger, NY 12590
$799,000

2 beds

|

4 baths

|

2,941 sq ft

|

Condo

2 AVONDALE LN, WAPPINGER, NY, 12590
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Fox Hills 3227 FRANKLIN LN, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07866
$485,000

2 beds

|

2 baths

|

1,620 sq ft

3227 FRANKLIN LN, ROCKAWAY TWP., NJ, 078...
Community: Fox Hills
Four Seasons at Ridgemont 602 FOUR SEASONS LN, MONTVALE, NJ, 07645, Montvale, NJ 07645
$915,000

2 beds

|

2 baths

|

Condo

602 FOUR SEASONS LN, MONTVALE, NJ, 07645
Regency at Fishkill 246 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$469,999

1 beds

|

2 baths

|

1,543 sq ft

|

Condo

246 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Wanaque Reserve 5206 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$389,000

2 beds

|

2 baths

5206 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
Apple Ridge 224 WESTERVELT LN, MAHWAH, NJ, 07430, Mahwah, NJ 07430
$799,000

2 beds

|

3 baths

|

Townhouse

224 WESTERVELT LN, 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 80 C INDEPENDENCE CT, YORKTOWN, NY, 1059..., Yorktown, NY 10598
$359,000

1 beds

|

1 baths

|

850 sq ft

|

Condo

80 C INDEPENDENCE CT, YORKTOWN, NY, 1059...
Community: Jefferson Village
Four Seasons at Great Notch Spa and Club 3 PEBBLE RD D1, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424
$649,000

2 beds

|

2 baths

|

Condo

3 PEBBLE RD D1, WOODLAND PARK, NJ, 07424
Nolan's Ridge 15 ZACHARY WAY 9615, MOUNT ARLINGTON BOR..., Mount Arlington Boro, NJ 07856
$485,000

2 beds

|

2 baths

15 ZACHARY WAY 9615, MOUNT ARLINGTON BOR...
Community: Nolan's Ridge
Bald Eagle Commons 1302 RICHMOND RD 302, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480
$179,900

1 beds

|

1 baths

|

655 sq ft

1302 RICHMOND RD 302, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
Greenbriar at Fox Ridge 6102 VETERANS DR 102, ROCKAWAY TWP., NJ,..., Rockaway Twp., NJ 07885
$468,000

2 beds

|

3 baths

6102 VETERANS DR 102, ROCKAWAY TWP., NJ,...
Wanaque Reserve 10402 WARRENS WAY 4TH  NEW, WANAQUE, NJ,..., Wanaque, NJ 07465
$409,988

2 beds

|

2 baths

|

Condo

10402 WARRENS WAY 4TH NEW, WANAQUE, NJ,...
Community: Wanaque Reserve
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Wanaque Reserve 10402 WARRENS WAY 402, WANAQUE BORO, NJ,..., Wanaque Boro, NJ 07465
$409,988

2 beds

|

2 baths

10402 WARRENS WAY 402, WANAQUE BORO, NJ,...
Community: Wanaque Reserve
Apple Ridge 134 FISHER RD, MAHWAH, NJ, 07430, Mahwah, NJ 07430
$950,000

4 beds

|

4 baths

|

Townhouse

134 FISHER RD, MAHWAH, NJ, 07430
Community: Apple Ridge
Legacy at Morgan Hill 560 QUAKER RIDGE TER, WILLIAMS TWP, PA, ..., Williams Twp, PA 18042
$535,000

3 beds

|

3 baths

|

3,038 sq ft

|

Townhouse

560 QUAKER RIDGE TER, WILLIAMS TWP, PA, ...
Traditions of America at Green Pond 3912 INDEPENDENCE DR, EASTON, PA, 18045, Easton, PA 18045
$770,000

3 beds

|

4 baths

|

3,378 sq ft

3912 INDEPENDENCE DR, EASTON, PA, 18045
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.
Traditions of America at Green Pond 3912 INDEPENDENCE DR, BETHLEHEM TWP, PA,..., Bethlehem Twp, PA 18045
$770,000

3 beds

|

4 baths

|

3,378 sq ft

|

Detached

3912 INDEPENDENCE DR, BETHLEHEM TWP, PA,...
Bald Eagle Commons 2 RICHMOND RD 306, WEST MILFORD, NJ, 074..., West Milford, NJ 07480
$349,999

2 beds

|

2 baths

|

Condo

2 RICHMOND RD 306, WEST MILFORD, NJ, 074...
Community: Bald Eagle Commons
Bald Eagle Commons 2 RICHMOND RD 306, WEST MILFORD TWP., NJ..., West Milford Twp., NJ 07480
$349,999

2 beds

|

2 baths

2 RICHMOND RD 306, WEST MILFORD TWP., NJ...
Community: Bald Eagle Commons
Jefferson Village 142 FLINTLOCK WAY F, YORKTOWN, NY, 10598, Yorktown, NY 10598
$609,000

2 beds

|

2 baths

|

1,302 sq ft

|

Condo

142 FLINTLOCK WAY F, YORKTOWN, NY, 10598
Community: Jefferson Village
Apple Ridge 41 LITCHULT LN, MAHWAH, NJ, 07430, Mahwah, NJ 07430
$810,000

3 beds

|

3 baths

|

Townhouse

41 LITCHULT LN, MAHWAH, NJ, 07430
Community: Apple Ridge
Jefferson Village 15F ESSEX PL F, YORKTOWN, NY, 10598, Yorktown, NY 10598
$425,000

2 beds

|

1 baths

|

925 sq ft

|

Condo

15F ESSEX PL F, YORKTOWN, NY, 10598
Community: Jefferson Village
Wanaque Reserve 3213 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$435,000

2 beds

|

2 baths

|

Condo

3213 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Fox Hills 1303 JOHNSON DR, ROCKAWAY TWP., NJ, 0786..., Rockaway Twp., NJ 07866
$530,000

2 beds

|

2 baths

1303 JOHNSON DR, ROCKAWAY TWP., NJ, 0786...
Community: Fox Hills
Bald Eagle Commons 9224 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480
$299,888

2 beds

|

2 baths

|

Condo

9224 RICHMOND RD, WEST MILFORD, NJ, 0748...
Community: Bald Eagle Commons
Bald Eagle Commons 9224 RICHMOND RD 224, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480
$299,888

2 beds

|

2 baths

9224 RICHMOND RD 224, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
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 Hollows at Blue Hill 4105 FRED ILL JR CT, ORANGETOWN, NY, 109..., Orangetown, NY 10965
$759,900

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

4105 FRED ILL JR CT, ORANGETOWN, NY, 109...
Legacy at Mansfield Meadows 74 MOUNTAIN VIEW LN, PORT MURRAY, NJ, 07..., Port Murray, NJ 07865
$515,000

2 beds

|

2 baths

|

1,370 sq ft

74 MOUNTAIN VIEW LN, PORT MURRAY, NJ, 07...
Bald Eagle Commons 6412 RICHMOND RD 412, WEST MILFORD, NJ, ..., West Milford, NJ 07480
$230,000

2 beds

|

2 baths

|

Condo

6412 RICHMOND RD 412, WEST MILFORD, NJ, ...
Community: Bald Eagle Commons
Bald Eagle Commons 6412 RICHMOND RD, WEST MILFORD TWP., NJ,..., West Milford Twp., NJ 07480
$230,000

2 beds

|

2 baths

|

985 sq ft

6412 RICHMOND RD, WEST MILFORD TWP., NJ,...
Community: Bald Eagle Commons
Regency at Fishkill 734 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$539,000

2 beds

|

2 baths

|

1,499 sq ft

|

Condo

734 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Warwick Grove 6 COWDREY ST, WARWICK (TOWN), NY, 10990, Warwick (town), NY 10990
$799,000

2 beds

|

4 baths

|

1,920 sq ft

|

House

6 COWDREY ST, WARWICK (TOWN), NY, 10990
Community: Warwick Grove
Overlook 2052 SUMMIT LOOP 62, CARMEL, NY, 10512, Carmel, NY 10512
$899,000

2 beds

|

2 baths

|

2,102 sq ft

|

Condo

2052 SUMMIT LOOP 62, CARMEL, NY, 10512
Community: Overlook
Delaware Crossing 579 EDWARD ST, LOPATCONG TWP., NJ, 08865, Lopatcong Twp., NJ 08865
$380,000

2 beds

|

2 baths

|

1,429 sq ft

579 EDWARD ST, LOPATCONG TWP., NJ, 08865
Community: Delaware Crossing
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Riverview Estates Active Adult 2304 HOLLOW VIEW DR, EASTON, PA, 18040, Easton, PA 18040
$497,500

2 beds

|

4 baths

|

2,695 sq ft

|

Duplex

2304 HOLLOW VIEW DR, EASTON, PA, 18040
Delaware Crossing 540 EDWARD ST, LOPATCONG TWP., NJ, 08865, Lopatcong Twp., NJ 08865
$390,000

2 beds

|

2 baths

540 EDWARD ST, LOPATCONG TWP., NJ, 08865
Community: Delaware Crossing
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.
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