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

96 communities 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
4 rating (1 reviews) Jefferson Village
$100ks - $500ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes
Fox Hills
$300ks - $600ks
Fox Hills, Rockaway, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2003 | 672 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
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 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) Warwick Grove
$400ks - $600ks
Warwick Grove, Warwick, NY
New and Resale | 55+ age-restricted | Built 2004 - present | 215 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) 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
Clove Hill Manor
$200ks - $300ks
Clove Hill Manor, Wantage, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 117 homes
Horizons at Mount Arlingt...
$400ks
Horizons at Mount Arlingt..., Mount Arlington, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 144 homes
5 rating (1 reviews) Delaware Crossing
$200ks - $300ks
Delaware Crossing, Lopatcong, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 158 homes
Fox Crest
$300ks - $600ks
Fox Crest, Rockaway, NJ
New Construction | 55+ age-restricted | Built 2020 - present | 41 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
The Meadows at Panther Va...
$300ks - $400ks
The Meadows at Panther Va..., Hackettstown, NJ
Resale Only | Age-targeted | Built 2010 - 2021 | 312 homes
Four Seasons at Bridgewat...
$300ks - $400ks
Four Seasons at Bridgewat..., Bridgewater, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2010 | 154 homes
Lakeside Villas
$400ks - $500ks
Lakeside Villas, Watchung, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 42 homes
Reserve at Hawk Pointe
$400ks - $500ks
Reserve at Hawk Pointe, Washington, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 120 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.
Breton Hills
$500ks
Breton Hills, Glen Cove, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
HarborView
$600ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
Apple Ridge
$500ks - $1Ms
Apple Ridge, Mahwah, NJ
Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes
5 rating (1 reviews) Legacy at Mansfield Meado...
$300ks - $500ks
Legacy at Mansfield Meado..., Port Murray, NJ
New Construction | 55+ age-restricted | Built 2017 - present | 226 homes
Del Webb Florham Park
$600ks - $1Ms
Del Webb Florham Park, Florham Park, NJ
Resale Only | 55+ age-restricted | Built 2018 - 2022 | 242 homes
Campagna
$300ks - $400ks
Campagna, Montville Township, NJ
Resale Only | 55+ age-restricted | Built 1980 - 1986 | 136 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
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
Winthrop Court
$400ks - $600ks
Winthrop Court, Clifton, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 homes
The Seasons at East Meado...
$400ks - $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.
Regency at Flanders
$800ks
Regency at Flanders, Flanders, NJ
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 275 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
5 rating (1 reviews) Paris Square
$500ks - $700ks
Paris Square, Northvale, NJ
New and Resale | 55+ age-restricted | Built 2000 - present | 88 homes
Stoneleigh Woods at Carme...
$400ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes
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
The Highlands at Glenmoor
$300ks - $400ks
The Highlands at Glenmoor, Easton, PA
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 251 homes
Nolan's Ridge
$400ks - $700ks
Nolan's Ridge, Mount Arlington, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 156 homes
Glenmoor
$300ks - $400ks
Glenmoor, Easton, PA
Resale Only | 55+ age-restricted | Built 2004 - 2008 | 182 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Venue at The American
$600ks - $900ks
Venue at The American, Morris Plains, NJ
New and Resale | 55+ age-restricted | Built 2021 - present | 156 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.
12...3
Nolan's Ridge 12 HARRISON WAY, MOUNT ARLINGTON BORO, N..., Mount Arlington Boro, NJ 07856
$749,000

3 beds

|

3 baths

12 HARRISON WAY, MOUNT ARLINGTON BORO, N...
Community: Nolan's Ridge
Four Seasons at Bridgewater 379 VICTORIA DR, BRIDGEWATER TWP., NJ, 0..., Bridgewater Twp., NJ 08807
$595,000

3 beds

|

3 baths

|

2,294 sq ft

379 VICTORIA DR, BRIDGEWATER TWP., NJ, 0...
Brookfield Estates 11 STAFFORD LN, WHITE TWP., NJ, 07823, White Twp., NJ 07823
$429,900

2 beds

|

2 baths

11 STAFFORD LN, WHITE TWP., NJ, 07823
Community: Brookfield Estates
Brookfield Estates 95 KENSINGTON CIR, WHITE TWP., NJ, 07823, White Twp., NJ 07823
$400,000

2 beds

|

2 baths

|

1,562 sq ft

95 KENSINGTON CIR, WHITE TWP., NJ, 07823
Community: Brookfield Estates
Fox Crest 301 FISCHER CT, ROCKAWAY TWP., NJ, 07866, Rockaway Twp., NJ 07866
$555,000

2 beds

|

2 baths

|

1,408 sq ft

301 FISCHER CT, ROCKAWAY TWP., NJ, 07866
Community: Fox Crest
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Greenbriar at Fox Ridge 7113 POLK DR, ROCKAWAY TWP., NJ, 07885, Rockaway Twp., NJ 07885
$457,113

2 beds

|

3 baths

|

1,568 sq ft

7113 POLK DR, ROCKAWAY TWP., NJ, 07885
New Dutchgate 212 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580
$515,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

212 WILLOW LN, HEMPSTEAD, NY, 11580
Community: Dutchgate
New Horizons at Mount Arlington 67 RIDGEVIEW LN, MOUNT ARLINGTON BORO, N..., Mount Arlington Boro, NJ 07856
$439,900

2 beds

|

2 baths

67 RIDGEVIEW LN, MOUNT ARLINGTON BORO, N...
New Wanaque Reserve 3121 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$379,900

2 beds

|

2 baths

3121 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
New Rivington 82 WINDING RIDGE WAY 82, DANBURY, CT, 06..., Danbury, CT 06810
$925,000

3 beds

|

4 baths

|

2,388 sq ft

|

Condo

82 WINDING RIDGE WAY 82, DANBURY, CT, 06...
Community: Rivington
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 Heritage Hills 189 HERITAGE HILLS HERITAGE HLS B, SOMER..., Somers, NY 10589
$569,000

2 beds

|

2 baths

|

1,427 sq ft

|

Condo

189 HERITAGE HILLS HERITAGE HLS B, SOMER...
Community: Heritage Hills
New Apple Ridge 227 WESTERVELT LN, MAHWAH, NJ, 07430, Mahwah, NJ 07430
$830,000

3 beds

|

3 baths

|

Townhouse

227 WESTERVELT LN, MAHWAH, NJ, 07430
Community: Apple Ridge
New Apple Ridge 227 WESTERVELT LN, MAHWAH TWP., NJ, 0743..., Mahwah Twp., NJ 07430
$830,000

3 beds

|

3 baths

|

2,066 sq ft

227 WESTERVELT LN, MAHWAH TWP., NJ, 0743...
Community: Apple Ridge
New Overlook 1001 COTTAGE DR 1, CARMEL, NY, 10512, Carmel, NY 10512
$1,250,000

2 beds

|

4 baths

|

2,900 sq ft

|

Condo

1001 COTTAGE DR 1, CARMEL, NY, 10512
Community: Overlook
New Fox Hills 613 CLEVELAND LN, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07866
$435,000

2 beds

|

2 baths

613 CLEVELAND LN, ROCKAWAY TWP., NJ, 078...
Community: Fox Hills
New Campagna 136 CHANGEBRIDGE RD J7, MONTVILLE TOWNSH..., Montville Township, NJ 07045
$409,900

1 beds

|

1 baths

|

Condo

136 CHANGEBRIDGE RD J7, MONTVILLE TOWNSH...
Community: Campagna
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
New Campagna 136 CHANGEBRIDGE RD 7, MONTVILLE TWP., N..., Montville Twp., NJ 07045
$409,900

1 beds

|

1 baths

136 CHANGEBRIDGE RD 7, MONTVILLE TWP., N...
Community: Campagna
New Fox Hills 3201 CLEVELAND LN, ROCKAWAY TWP., NJ, 07..., Rockaway Twp., NJ 07866
$325,000

1 beds

|

1 baths

|

915 sq ft

3201 CLEVELAND LN, ROCKAWAY TWP., NJ, 07...
Community: Fox Hills
New Del Webb Florham Park 3 VANDERBILT BLVD 402, FLORHAM PARK BORO..., Florham Park Boro, NJ 07932
$1,200,000

2 beds

|

2 baths

3 VANDERBILT BLVD 402, FLORHAM PARK BORO...
New Rivington 104 CENTER MEADOW LN 104, DANBURY, CT, 0..., Danbury, CT 06810
$510,000

2 beds

|

2 baths

|

1,330 sq ft

|

Condo

104 CENTER MEADOW LN 104, DANBURY, CT, 0...
Community: Rivington
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 Heritage Hills 879 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$750,000

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

879 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Wanaque Reserve 6318 WARRENS WAY 318, WANAQUE BORO, NJ, ..., Wanaque Boro, NJ 07465
$549,000

2 beds

|

2 baths

|

2,119 sq ft

6318 WARRENS WAY 318, WANAQUE BORO, NJ, ...
Community: Wanaque Reserve
Heritage Hills 293 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$530,000

2 beds

|

2 baths

|

1,138 sq ft

|

Condo

293 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Greenbriar at Fox Ridge 4206 HOOVER LN, ROCKAWAY TOWNSHIP, NJ, 0..., Rockaway Township, NJ 07885
$450,000

2 beds

|

3 baths

|

Condo

4206 HOOVER LN, ROCKAWAY TOWNSHIP, NJ, 0...
Wanaque Reserve 2202 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$349,000

2 beds

|

2 baths

2202 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
Greenbriar at Fox Ridge 4206 HOOVER LN 206, ROCKAWAY TWP., NJ, 0..., Rockaway Twp., NJ 07885
$450,000

2 beds

|

3 baths

4206 HOOVER LN 206, ROCKAWAY TWP., NJ, 0...
Wanaque Reserve 3214 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$375,000

2 beds

|

2 baths

|

1,768 sq ft

3214 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
Heritage Hills 451 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$499,000

1 beds

|

2 baths

|

967 sq ft

|

Condo

451 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Horizons at Mount Arlington 17 RIDGEVIEW LN, MOUNT ARLINGTON BORO, N..., Mount Arlington Boro, NJ 07856
$469,900

2 beds

|

2 baths

17 RIDGEVIEW LN, MOUNT ARLINGTON BORO, N...
Fox Hills 1112 FRANKLIN LN, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07866
$450,000

2 beds

|

2 baths

1112 FRANKLIN LN, ROCKAWAY TWP., NJ, 078...
Community: Fox Hills
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.
Sterling Mist 83 SCHINDLER CT, PARSIPPANY-TROY HILLS T..., Parsippany-troy Hills Twp., NJ 07054
$875,000

3 beds

|

3 baths

|

2,870 sq ft

83 SCHINDLER CT, PARSIPPANY-TROY HILLS T...
Community: Sterling Mist
Lakeside Villas 10 SCHMIDT CIR, WATCHUNG BORO, NJ, 07069, Watchung Boro, NJ 07069
$650,000

2 beds

|

2 baths

10 SCHMIDT CIR, WATCHUNG BORO, NJ, 07069
Community: Lakeside Villas
Heritage Hills 300 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$575,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

300 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Del Webb Florham Park 1 VANDERBILT BLVD 309, FLORHAM PARK BORO..., Florham Park Boro, NJ 07932
$799,000

2 beds

|

2 baths

|

1,500 sq ft

1 VANDERBILT BLVD 309, FLORHAM PARK BORO...
Stoneleigh Woods at Carmel 705 EGRETS LNDG, CARMEL, NY, 10512, Carmel, NY 10512
$460,000

2 beds

|

2 baths

|

1,382 sq ft

|

Condo

705 EGRETS LNDG, CARMEL, NY, 10512
Rivington 11 ORWICH CT 11, DANBURY, CT, 06810, Danbury, CT 06810
$649,900

3 beds

|

4 baths

|

1,572 sq ft

|

Condo

11 ORWICH CT 11, DANBURY, CT, 06810
Community: Rivington
Bald Eagle Commons 5322 RICHMOND RD 322, WEST MILFORD, NJ, ..., West Milford, NJ 07480
$269,000

2 beds

|

2 baths

|

Condo

5322 RICHMOND RD 322, WEST MILFORD, NJ, ...
Community: Bald Eagle Commons
Jefferson Village 17 HASTINGS CT A, YORKTOWN, NY, 10598, Yorktown, NY 10598
$225,000
|

1 baths

|

550 sq ft

|

Condo

17 HASTINGS 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
Bald Eagle Commons 5322 RICHMOND RD 322, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480
$269,000

2 beds

|

2 baths

|

1,273 sq ft

5322 RICHMOND RD 322, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
Heritage Hills 758 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$875,000

3 beds

|

2 baths

|

2,030 sq ft

|

Condo

758 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
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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