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

92 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
$400Ks - $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 - $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 - $300Ks
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 - $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
$400Ks - $700Ks
The Commons at Mendham, Mendham, NJ
Resale Only | Age-targeted | Built 1978 - 1985 | 330 homes
The Meadows at Panther Va...
$500Ks - $600Ks
The Meadows at Panther Va..., Hackettstown, NJ
Resale Only | Age-targeted | Built 2010 - 2021 | 312 homes
The Retreat at Carmel
$400Ks - $600Ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
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Overlook
$600Ks - $900Ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
Apple Ridge
$700Ks - $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 - $500Ks
Brookfield Estates, Belvidere, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2002 | 274 homes
Winthrop Court
$400Ks - $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 - $500Ks
Four Seasons at Wayne, Wayne, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes
Traditions of America at ...
$500Ks - $800Ks
Traditions of America at ..., Bethlehem, PA
Resale Only | 55+ age-restricted | Built 2019 - present | 229 homes
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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
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 - $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
$400Ks - $400Ks
Glenmoor, Easton, PA
Resale Only | 55+ age-restricted | Built 2004 - 2008 | 182 homes
The Pointe
$500Ks - $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 - $300Ks
Delaware Crossing, Lopatcong, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 158 homes
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
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Nolan's Ridge
$400Ks - $700Ks
Nolan's Ridge, Mount Arlington, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 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 - $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
The Village at Upstream Farm 1572 UPSTREAM FARM RD, EASTON, PA, 18040, Easton, PA 18040
$300,000

2 beds

|

2 baths

|

1,180 sq ft

1572 UPSTREAM FARM RD, EASTON, PA, 18040
New Traditions of America at Green Pond 3871 VICTORS WAY, EASTON, PA, 18045, Easton, PA 18045
$599,900

2 beds

|

2 baths

|

1,671 sq ft

|

Detached

3871 VICTORS WAY, EASTON, PA, 18045
Legacy at Morgan Hill 610 QUAKER RIDGE TER, EASTON, PA, 18042, Easton, PA 18042
$634,900

3 beds

|

3 baths

|

3,217 sq ft

610 QUAKER RIDGE TER, EASTON, PA, 18042
Traditions of America at Green Pond 3732 LOYAL LN, EASTON, PA, 18045, Easton, PA 18045
$650,000

2 beds

|

2 baths

|

2,244 sq ft

3732 LOYAL LN, EASTON, PA, 18045
Traditions of America at Green Pond 3767 FOUNDERS XING, EASTON, PA, 18045, Easton, PA 18045
$549,900

3 beds

|

3 baths

|

2,080 sq ft

|

Townhouse

3767 FOUNDERS XING, EASTON, PA, 18045
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Questions? Call us: (845) 479-5674
Traditions of America at Green Pond 3858 VICTORS WAY, EASTON, PA, 18045, Easton, PA 18045
$744,900

3 beds

|

3 baths

|

2,622 sq ft

|

Detached

3858 VICTORS WAY, EASTON, PA, 18045
The Village at Fox Crossing 3813 BELCOURT DR, FORKS TWP, PA, 18040, Forks Twp, PA 18040
$275,000

2 beds

|

2 baths

|

1,302 sq ft

|

Manufactured Home

3813 BELCOURT DR, FORKS TWP, PA, 18040
Traditions of America at Green Pond 3868 VICTORS WAY, EASTON, PA, 18045, Easton, PA 18045
$610,000

2 beds

|

2 baths

|

2,477 sq ft

|

Detached

3868 VICTORS WAY, EASTON, PA, 18045
Traditions of America at Green Pond 3803 LOYAL LN, EASTON, PA, 18045, Easton, PA 18045
$624,000

3 beds

|

2 baths

|

2,174 sq ft

|

Detached

3803 LOYAL LN, EASTON, PA, 18045
Traditions of America at Green Pond 3801 LOYAL LN, EASTON, PA, 18045, Easton, PA 18045
$854,900

3 beds

|

3 baths

|

3,021 sq ft

3801 LOYAL LN, 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 3855 VICTORS WAY, EASTON, PA, 18045, Easton, PA 18045
$799,000

3 beds

|

4 baths

|

3,387 sq ft

3855 VICTORS WAY, EASTON, PA, 18045
Traditions of America at Green Pond 3912 INDEPENDENCE DR, EASTON, PA, 18045, Easton, PA 18045
$869,000

3 beds

|

4 baths

|

3,378 sq ft

|

Detached

3912 INDEPENDENCE DR, EASTON, PA, 18045
Fox Hills 2100 JOHNSON DR # 1, ROCKAWAY BORO, NJ, ..., Rockaway Boro, NJ 07866
$339,900

1 beds

|

2 baths

2100 JOHNSON DR # 1, ROCKAWAY BORO, NJ, ...
Community: Fox Hills
New Regency at Flanders 7 VIRGIL LN, FLANDERS, NJ, 07836, Flanders, NJ 07836
$999,000

3 beds

|

3 baths

7 VIRGIL LN, FLANDERS, NJ, 07836
Community: Regency at Flanders
Brookfield Glen 5017 BROOKFIELD GLEN DR # 17, BELVIDERE,..., Belvidere, NJ 07823
$258,000

2 beds

|

2 baths

5017 BROOKFIELD GLEN DR # 17, BELVIDERE,...
Community: Brookfield Glen
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Wanaque Reserve 8415 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$485,000

2 beds

|

2 baths

|

Condo

8415 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
Bald Eagle Commons 6315 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480
$279,900

2 beds

|

2 baths

|

Condo

6315 RICHMOND RD, WEST MILFORD, NJ, 0748...
Community: Bald Eagle Commons
New Fox Hills 2210 JOHNSON DR, ROCKAWAY BORO, NJ, 0786..., Rockaway Boro, NJ 07866
$520,000

2 beds

|

2 baths

|

1,837 sq ft

2210 JOHNSON DR, ROCKAWAY BORO, NJ, 0786...
Community: Fox Hills
Winthrop Court 6102 HARCOURT RD # 519, CLIFTON, NJ, 070..., Clifton, NJ 07013
$515,000

2 beds

|

2 baths

|

Condo

6102 HARCOURT RD # 519, CLIFTON, NJ, 070...
Community: Winthrop Court
Wanaque Reserve 1319 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$499,000

2 beds

|

2 baths

|

Condo

1319 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
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.
New Legacy at Mansfield Meadows 5 THOMAS KNOLL BLVD, PORT MURRAY, NJ, 07..., Port Murray, NJ 07865
$599,000

3 beds

|

3 baths

|

Ranch

5 THOMAS KNOLL BLVD, PORT MURRAY, NJ, 07...
New Fox Hills 202 CLEVELAND LN, ROCKAWAY BORO, NJ, 078..., Rockaway Boro, NJ 07866
$270,000

1 beds

|

1 baths

|

791 sq ft

202 CLEVELAND LN, ROCKAWAY BORO, NJ, 078...
Community: Fox Hills
New Greenbriar at Fox Ridge 7311 POLK DR, WHARTON, NJ, 07885, Wharton, NJ 07885
$559,000

2 beds

|

2 baths

7311 POLK DR, WHARTON, NJ, 07885
Bald Eagle Commons 5321 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480
$214,000

2 beds

|

1 baths

|

Condo

5321 RICHMOND RD, WEST MILFORD, NJ, 0748...
Community: Bald Eagle Commons
Bald Eagle Commons 5321 RICHMOND RD # 321, WEST MILFORD, NJ..., West Milford, NJ 07480
$214,000

2 beds

|

1 baths

5321 RICHMOND RD # 321, WEST MILFORD, NJ...
Community: Bald Eagle Commons
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
New Four Seasons at Cedar Grove 806 HOLLY LN, CEDAR GROVE, NJ, 07009, Cedar Grove, NJ 07009
$695,000

2 beds

|

2 baths

|

1,949 sq ft

806 HOLLY LN, CEDAR GROVE, NJ, 07009
Wanaque Reserve 4202 WARRENS WAY # 202, WANAQUE, NJ, 074..., Wanaque, NJ 07465
$465,000

2 beds

|

2 baths

|

Condo

4202 WARRENS WAY # 202, WANAQUE, NJ, 074...
Community: Wanaque Reserve
Four Seasons at Chester 5 YOUNG CT, CHESTER, NJ, 07930, Chester, NJ 07930
$819,000

3 beds

|

4 baths

5 YOUNG CT, CHESTER, NJ, 07930
Horizons at Mount Arlington 29 RIDGEVIEW LN, MOUNT ARLINGTON, NJ, 07..., Mount Arlington, NJ 07856
$478,888

2 beds

|

2 baths

|

1,840 sq ft

29 RIDGEVIEW LN, MOUNT ARLINGTON, NJ, 07...
Four Seasons at Bridgewater 266 VICTORIA DR, BRIDGEWATER, NJ, 08807, Bridgewater, NJ 08807
$425,000

2 beds

|

2 baths

266 VICTORIA DR, BRIDGEWATER, NJ, 08807
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.
Wanaque Reserve 4321 WARRENS WAY # 4321, WANAQUE, NJ, 07..., Wanaque, NJ 07465
$459,000

2 beds

|

2 baths

|

Condo

4321 WARRENS WAY # 4321, WANAQUE, NJ, 07...
Community: Wanaque Reserve
Wanaque Reserve 7414 WARRENS WAY DEEDED PARKING, WANAQUE..., Wanaque, NJ 07465
$459,500

2 beds

|

2 baths

|

Condo

7414 WARRENS WAY DEEDED PARKING, WANAQUE...
Community: Wanaque Reserve
Wanaque Reserve 7414 WARRENS WAY # 414, WANAQUE, NJ, 074..., Wanaque, NJ 07465
$459,500

2 beds

|

2 baths

|

1,768 sq ft

7414 WARRENS WAY # 414, WANAQUE, NJ, 074...
Community: Wanaque Reserve
Nolan's Ridge 100 ZACHARY WAY, MOUNT ARLINGTON, NJ, 07..., Mount Arlington, NJ 07856
$799,000

3 beds

|

4 baths

|

2,846 sq ft

100 ZACHARY WAY, MOUNT ARLINGTON, NJ, 07...
Community: Nolan's Ridge
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
Bald Eagle Commons 6110 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480
$325,000

2 beds

|

2 baths

|

Condo

6110 RICHMOND RD, WEST MILFORD, NJ, 0748...
Community: Bald Eagle Commons
Four Seasons at Great Notch Spa and Club 5 GRANITE RD UNIT D2, WOODLAND PARK, NJ,..., Woodland Park, NJ 07424
$699,900

2 beds

|

2 baths

|

Townhouse

5 GRANITE RD UNIT D2, WOODLAND PARK, NJ,...
Bald Eagle Commons 4 RICHMOND RD 112, WEST MILFORD, NJ, 074..., West Milford, NJ 07480
$180,000

1 beds

|

1 baths

|

Condo

4 RICHMOND RD 112, WEST MILFORD, NJ, 074...
Community: Bald Eagle Commons
Bald Eagle Commons 7311 RICHMOND RD # 311, WEST MILFORD, NJ..., West Milford, NJ 07480
$295,900

2 beds

|

2 baths

|

Condo

7311 RICHMOND RD # 311, WEST MILFORD, NJ...
Community: Bald Eagle Commons
Bald Eagle Commons 7308 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480
$279,000

2 beds

|

2 baths

|

Condo

7308 RICHMOND RD, WEST MILFORD, NJ, 0748...
Community: Bald Eagle Commons
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92 communities near Middletown
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