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

93 communities near Middletown

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Wildflowers at Wallkill
$500Ks - $600Ks
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
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
$300Ks - $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 - $500Ks
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
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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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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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 - $500Ks
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...
$700Ks
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
New Fox Hills 4300 CLEVELAND LN, ROCKAWAY BORO, NJ, 07..., Rockaway Boro, NJ 07866
$449,999

2 beds

|

2 baths

|

1,369 sq ft

4300 CLEVELAND LN, ROCKAWAY BORO, NJ, 07...
Community: Fox Hills
New Four Seasons at Bridgewater 353 VICTORIA DR, BRIDGEWATER, NJ, 08807, Bridgewater, NJ 08807
$425,000

2 beds

|

2 baths

|

1,130 sq ft

353 VICTORIA DR, BRIDGEWATER, NJ, 08807
The Hamlet at Town Center 16 MAIN ST D6, SPARTA, NJ, 07871, Sparta, NJ 07871
$379,900

2 beds

|

2 baths

|

2,550 sq ft

16 MAIN ST D6, SPARTA, NJ, 07871
Fox Hills 1109 JOHNSON DR, ROCKAWAY BORO, NJ, 0786..., Rockaway Boro, NJ 07866
$310,000

1 beds

|

1 baths

1109 JOHNSON DR, ROCKAWAY BORO, NJ, 0786...
Community: Fox Hills
Brookfield Estates 2 STAFFORD LN, BELVIDERE, NJ, 07823, Belvidere, NJ 07823
$510,000

2 beds

|

2 baths

|

1,662 sq ft

|

Ranch

2 STAFFORD LN, BELVIDERE, NJ, 07823
Community: Brookfield Estates
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
The Commons at Mendham 54 PEMBROKE DR, MENDHAM, NJ, 07945, Mendham, NJ 07945
$490,000

2 beds

|

2 baths

|

1,440 sq ft

54 PEMBROKE DR, MENDHAM, NJ, 07945
Bald Eagle Commons 2 RICHMOND RD APT 222 222, WEST MILFORD,..., West Milford, NJ 07480
$215,000

2 beds

|

1 baths

2 RICHMOND RD APT 222 222, WEST MILFORD,...
Community: Bald Eagle Commons
New Regency at Flanders 48 DRAKE WAY, FLANDERS, NJ, 07836, Flanders, NJ 07836
$800,000

2 beds

|

2 baths

48 DRAKE WAY, FLANDERS, NJ, 07836
Community: Regency at Flanders
Fox Hills 1111 CLINTON LN # 111, ROCKAWAY BORO, NJ..., Rockaway Boro, NJ 07866
$475,000

2 beds

|

2 baths

|

1,782 sq ft

1111 CLINTON LN # 111, ROCKAWAY BORO, NJ...
Community: Fox Hills
Four Seasons at Cedar Grove 911 HOLLY LN, CEDAR GROVE, NJ, 07009, Cedar Grove, NJ 07009
$775,000

2 beds

|

2 baths

|

Condo

911 HOLLY LN, CEDAR GROVE, NJ, 07009
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 911 HOLLY LN # 11, CEDAR GROVE, NJ, 0700..., Cedar Grove, NJ 07009
$775,000

2 beds

|

2 baths

911 HOLLY LN # 11, CEDAR GROVE, NJ, 0700...
Wanaque Reserve 5201 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$435,000

2 beds

|

2 baths

|

Condo

5201 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
Greenbriar at Fox Ridge 1213 HALE DR, ROCKAWAY TWP., NJ, 07866, Rockaway Twp., NJ 07866
$495,000

2 beds

|

3 baths

1213 HALE DR, ROCKAWAY TWP., NJ, 07866
Wanaque Reserve 1116 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$455,000

2 beds

|

2 baths

|

Condo

1116 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
Horizons at Mount Arlington 7 RIDGEVIEW LN, MOUNT ARLINGTON, NJ, 078..., Mount Arlington, NJ 07856
$449,900

2 beds

|

2 baths

|

Condo

7 RIDGEVIEW LN, MOUNT ARLINGTON, NJ, 078...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Bald Eagle Commons 5318 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480
$239,000

2 beds

|

1 baths

|

Condo

5318 RICHMOND RD, WEST MILFORD, NJ, 0748...
Community: Bald Eagle Commons
Wanaque Reserve 7414 WARRENS WAY DEEDED PARKING, WANAQUE..., Wanaque, NJ 07465
$454,000

2 beds

|

2 baths

|

Condo

7414 WARRENS WAY DEEDED PARKING, WANAQUE...
Community: Wanaque Reserve
Whitfield 4 AYERS CT, METUCHEN, NJ, 08840, Metuchen, NJ 08840
$719,000

2 beds

|

3 baths

|

3,300 sq ft

|

Townhouse,Condominium

4 AYERS CT, METUCHEN, NJ, 08840
Community: Whitfield
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
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
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 # 321, WANAQUE, NJ, 074..., Wanaque, NJ 07465
$459,000

2 beds

|

2 baths

4321 WARRENS WAY # 321, WANAQUE, NJ, 074...
Community: Wanaque Reserve
Bald Eagle Commons 1311 RICHMOND RD # 311, WEST MILFORD, NJ..., West Milford, NJ 07480
$165,000

1 beds

|

1 baths

1311 RICHMOND RD # 311, WEST MILFORD, NJ...
Community: Bald Eagle Commons
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
Dawson Brook 18 BIRDIE LN, BOONTON TWP, NJ, 07005, Boonton Twp, NJ 07005
$749,000

3 beds

|

3 baths

18 BIRDIE LN, BOONTON TWP, NJ, 07005
Community: Dawson Brook
Bald Eagle Commons 7417 RICHMOND RD # 417, WEST MILFORD, NJ..., West Milford, NJ 07480
$319,000

2 beds

|

2 baths

7417 RICHMOND RD # 417, 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
Winthrop Court 8205 HARCOURT RD # 8205, CLIFTON, NJ, 07..., Clifton, NJ 07013
$499,000

2 beds

|

2 baths

|

Condo

8205 HARCOURT RD # 8205, CLIFTON, NJ, 07...
Community: Winthrop Court
Winthrop Court 8205 HARCOURT RD, CLIFTON, NJ, 07013, Clifton, NJ 07013
$499,000

2 beds

|

2 baths

|

1,534 sq ft

8205 HARCOURT RD, CLIFTON, NJ, 07013
Community: Winthrop Court
The Hamlet at Town Center 16 MAIN ST D7, SPARTA, NJ, 07871, Sparta, NJ 07871
$375,000

2 beds

|

2 baths

16 MAIN ST D7, SPARTA, NJ, 07871
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
Bald Eagle Commons 7423 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480
$289,000

2 beds

|

2 baths

|

Condo

7423 RICHMOND RD, WEST MILFORD, NJ, 0748...
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.
Brookfield Estates 29 STAFFORD LN, BELVIDERE, NJ, 07823, Belvidere, NJ 07823
$549,000

2 beds

|

2 baths

|

1,837 sq ft

29 STAFFORD LN, BELVIDERE, NJ, 07823
Community: Brookfield Estates
Horizons at Mount Arlington 89 RIDGEVIEW LN, MOUNT ARLINGTON, NJ, 07..., Mount Arlington, NJ 07856
$485,000

2 beds

|

2 baths

|

1,840 sq ft

89 RIDGEVIEW LN, MOUNT ARLINGTON, NJ, 07...
Four Seasons at Bridgewater 252 VICTORIA DR, BRIDGEWATER, NJ, 08807, Bridgewater, NJ 08807
$440,000

2 beds

|

2 baths

|

1,031 sq ft

252 VICTORIA DR, BRIDGEWATER, NJ, 08807
Wanaque Reserve 10203 WARRENS WAY W/DEEDED GARAGE, WANAQ..., Wanaque, NJ 07465
$439,900

2 beds

|

2 baths

|

Condo

10203 WARRENS WAY W/DEEDED GARAGE, WANAQ...
Community: Wanaque Reserve
The Meadows at Panther Valley 17 ALEXANDERS RD, HACKETTSTOWN, NJ, 0784..., Hackettstown, NJ 07840
$550,000

3 beds

|

3 baths

17 ALEXANDERS RD, HACKETTSTOWN, NJ, 0784...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Legacy at Mansfield Meadows 5 THOMAS KNOLL BLVD, PORT MURRAY, NJ, 07..., Port Murray, NJ 07865
$585,000

3 beds

|

3 baths

|

Ranch

5 THOMAS KNOLL BLVD, PORT MURRAY, NJ, 07...
Wanaque Reserve 7414 WARRENS WAY # 414, WANAQUE, NJ, 074..., Wanaque, NJ 07465
$454,000

2 beds

|

2 baths

|

1,768 sq ft

7414 WARRENS WAY # 414, WANAQUE, NJ, 074...
Community: Wanaque Reserve
Greenbriar at Fox Ridge 1202 HALE DR, ROCKAWAY TWP., NJ, 07866, Rockaway Twp., NJ 07866
$574,000

2 beds

|

3 baths

1202 HALE DR, ROCKAWAY TWP., NJ, 07866
Brookfield Estates 107 KENSINGTON CIR, BELVIDERE, NJ, 07823, Belvidere, NJ 07823
$510,000

2 beds

|

2 baths

107 KENSINGTON CIR, BELVIDERE, NJ, 07823
Community: Brookfield Estates
Bald Eagle Commons 6119 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480
$239,900

2 beds

|

2 baths

|

Condo

6119 RICHMOND RD, WEST MILFORD, NJ, 0748...
Community: Bald Eagle Commons
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93 communities near Middletown
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