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Middletown, NY 55+ active adult communities & homes for sale - Page 3

192 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
Bald Eagle Commons
$100ks - $300ks
Bald Eagle Commons, West Milford, NJ
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 463 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
3 rating (2 reviews) Heritage Hills
- $800ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 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
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
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
The Highlands at Glenmoor
$300ks - $400ks
The Highlands at Glenmoor, Easton, PA
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 251 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.
Greenbriar at Fox Ridge
$300ks - $500ks
Greenbriar at Fox Ridge, Rockaway, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 336 homes
Reserve at Hawk Pointe
$400ks - $500ks
Reserve at Hawk Pointe, Washington, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 120 homes
Lakeside Villas
$400ks - $500ks
Lakeside Villas, Watchung, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 42 homes
Fox Crest
$300ks - $600ks
Fox Crest, Rockaway, NJ
New Construction | 55+ age-restricted | Built 2020 - present | 41 homes
Nolan's Ridge
$400ks - $700ks
Nolan's Ridge, Mount Arlington, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 156 homes
Apple Ridge
$500ks - $1Ms
Apple Ridge, Mahwah, NJ
Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Breton Hills
$500ks
Breton Hills, Glen Cove, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
Horizons at Mount Arlingt...
$400ks
Horizons at Mount Arlingt..., Mount Arlington, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 144 homes
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
Clove Hill Manor
$200ks - $300ks
Clove Hill Manor, Wantage, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 117 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
The Seasons at Seaford
$600ks
The Seasons at Seaford, Seaford, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 homes
HarborView
$600ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
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
1 rating (1 reviews) Brookfield Estates
$300ks
Brookfield Estates, Belvidere, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2002 | 274 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
Enclave at Shackamaxon
$1Ms
Enclave at Shackamaxon, Scotch Plains, NJ
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 56 homes
Brookfield Glen
$100ks - $200ks
Brookfield Glen, Belvidere, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 124 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
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
Knickerbocker Bay Club
$700ks - $3Ms
Knickerbocker Bay Club, Port Washington, NY
New and Resale | 55+ age-restricted | Built 2014 - present | 32 homes
5 rating (1 reviews) Paris Square
$500ks - $700ks
Paris Square, Northvale, NJ
New and Resale | 55+ age-restricted | Built 2000 - present | 88 homes
Dutchgate
$300ks - $500ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 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
Four Seasons at The Prome...
$700ks - $1Ms
Four Seasons at The Prome..., Warren, NJ
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 208 homes
Four Seasons at Bridgewat...
$300ks - $400ks
Four Seasons at Bridgewat..., Bridgewater, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2010 | 154 homes
Riverview Estates Active ...
$500ks - $600ks
Riverview Estates Active ..., Easton, PA
Resale Only | 55+ age-restricted | Built 2005 - present | 92 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Wildflowers at Wallkill
$400ks - $500ks
Wildflowers at Wallkill, Middletown, NY
Resale Only | 55+ age-restricted | Built 2006 - 2017 | 283 homes
Regency at Denville
$700ks - $800ks
Regency at Denville, Denville, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2009 | 140 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
Bald Eagle Commons 6412 RICHMOND RD, WEST MILFORD TWP., NJ,..., West Milford Twp., NJ 07480
$240,000

2 beds

|

2 baths

|

985 sq ft

6412 RICHMOND RD, WEST MILFORD TWP., NJ,...
Community: Bald Eagle Commons
The Retreat at Carmel 2 BLAIR HEIGHTS 3331, CARMEL, NY, 10512, Carmel, NY 10512
$500,000

2 beds

|

2 baths

|

1,733 sq ft

|

Condo

2 BLAIR HEIGHTS 3331, CARMEL, NY, 10512
Heritage Hills 177A HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$395,000

1 beds

|

1 baths

|

900 sq ft

|

Condo

177A HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
The Highlands at Glenmoor 5 EDINBURGH DR, EASTON, PA, 18045, Easton, PA 18045
$485,000

2 beds

|

2 baths

|

2,062 sq ft

|

Detached

5 EDINBURGH DR, EASTON, PA, 18045
Regency at Fishkill 734 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$559,000

2 beds

|

2 baths

|

1,499 sq ft

|

Condo

734 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
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
Bald Eagle Commons 5301 RICHMOND RD 301, WEST MILFORD, NJ, ..., West Milford, NJ 07480
$269,900

2 beds

|

2 baths

|

Condo

5301 RICHMOND RD 301, WEST MILFORD, NJ, ...
Community: Bald Eagle Commons
Overlook 2075 SUMMIT LOOP 101, CARMEL, NY, 10512, Carmel, NY 10512
$899,000

2 beds

|

2 baths

|

1,948 sq ft

|

Condo

2075 SUMMIT LOOP 101, CARMEL, NY, 10512
Community: Overlook
Overlook 2052 SUMMIT LOOP 62, CARMEL, NY, 10512, Carmel, NY 10512
$954,000

2 beds

|

2 baths

|

2,102 sq ft

|

Condo

2052 SUMMIT LOOP 62, CARMEL, NY, 10512
Community: Overlook
Bald Eagle Commons 1314 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480
$259,900

2 beds

|

1 baths

|

Condo

1314 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.
Rivington 80 WINDING RIDGE WAY 80, DANBURY, CT, 06..., Danbury, CT 06810
$775,000

3 beds

|

3 baths

|

2,204 sq ft

|

Condo

80 WINDING RIDGE WAY 80, DANBURY, CT, 06...
Community: Rivington
Reserve at Hawk Pointe 43 FALCON WAY, WASHINGTON TWP., NJ, 0788..., Washington Twp., NJ 07882
$599,900

3 beds

|

2 baths

43 FALCON WAY, WASHINGTON TWP., NJ, 0788...
Delaware Crossing 579 EDWARD ST, LOPATCONG TWP., NJ, 08865, Lopatcong Twp., NJ 08865
$400,000

2 beds

|

2 baths

|

1,429 sq ft

579 EDWARD ST, LOPATCONG TWP., NJ, 08865
Community: Delaware Crossing
Horizons at Mount Arlington 119 RIDGEVIEW LN, MOUNT ARLINGTON BORO, ..., Mount Arlington Boro, NJ 07856
$478,000

2 beds

|

2 baths

119 RIDGEVIEW LN, MOUNT ARLINGTON BORO, ...
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
$400,000

2 beds

|

2 baths

540 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
Lakeside Villas 28 SCHMIDT CIR, WATCHUNG BORO, NJ, 07069, Watchung Boro, NJ 07069
$635,000

2 beds

|

2 baths

28 SCHMIDT CIR, WATCHUNG BORO, NJ, 07069
Community: Lakeside Villas
Brookfield Estates 29 VICTORIA DR, WHITE TWP., NJ, 07823, White Twp., NJ 07823
$442,000

3 beds

|

2 baths

29 VICTORIA DR, WHITE TWP., NJ, 07823
Community: Brookfield Estates
Wanaque Reserve 5205 WARRENS WAY 205, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$459,000

2 beds

|

2 baths

|

Condo

5205 WARRENS WAY 205, WANAQUE, NJ, 07465
Community: Wanaque Reserve
Warwick Grove 5 COWDREY ST, WARWICK (TOWN), NY, 10990, Warwick (town), NY 10990
$699,000

2 beds

|

3 baths

|

2,168 sq ft

|

House

5 COWDREY ST, WARWICK (TOWN), NY, 10990
Community: Warwick Grove
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 704 BRETON WAY 704, GLEN COVE, NY, 11542, Glen Cove, NY 11542
$669,000

2 beds

|

2 baths

|

1,449 sq ft

|

Condo

704 BRETON WAY 704, GLEN COVE, NY, 11542
Community: Breton Hills
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
Heritage Hills 342 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$650,000

2 beds

|

2 baths

|

1,484 sq ft

|

Condo

342 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Meadowbrook Pointe Athletic Club & Spa 477 PACING WAY, HEMPSTEAD, NY, 11590, Hempstead, NY 11590
$1,150,000

2 beds

|

3 baths

|

2,628 sq ft

|

Condo

477 PACING WAY, HEMPSTEAD, NY, 11590
Knickerbocker Bay Club 433 MAIN ST 212, NORTH HEMPSTEAD, NY, 11..., North Hempstead, NY 11050
$2,100,000

3 beds

|

3 baths

|

2,544 sq ft

|

Condo

433 MAIN ST 212, NORTH HEMPSTEAD, NY, 11...
Bald Eagle Commons 5104 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480
$249,000

2 beds

|

1 baths

|

Condo

5104 RICHMOND RD, WEST MILFORD, NJ, 0748...
Community: Bald Eagle Commons
Bald Eagle Commons 6411 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480
$299,000

2 beds

|

2 baths

|

Condo

6411 RICHMOND RD, WEST MILFORD, NJ, 0748...
Community: Bald Eagle Commons
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Paris Square 2303 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647
$575,000

2 beds

|

2 baths

|

Condo

2303 RIO VISTA LN, NORTHVALE, NJ, 07647
Community: Paris Square
Bald Eagle Commons 9211 RICHMOND RD 211, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480
$235,000

2 beds

|

1 baths

9211 RICHMOND RD 211, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
Fox Hills 2210 JOHNSON DR, ROCKAWAY TWP., NJ, 0786..., Rockaway Twp., NJ 07866
$475,000

2 beds

|

2 baths

|

1,837 sq ft

2210 JOHNSON DR, ROCKAWAY TWP., NJ, 0786...
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.
Jefferson Village 51 JEFFERSON OVAL F, YORKTOWN, NY, 10598, Yorktown, NY 10598
$448,500

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

51 JEFFERSON OVAL F, YORKTOWN, NY, 10598
Community: Jefferson Village
Paris Square 2310 RIO VISTA LN 2310, NORTHVALE, NJ, 0..., Northvale, NJ 07647
$750,000

3 beds

|

2 baths

|

Condo

2310 RIO VISTA LN 2310, NORTHVALE, NJ, 0...
Community: Paris Square
Glassbury Court at Cold Spring 19 REVOLUTION RD, PHILIPSTOWN, NY, 10516, Philipstown, NY 10516
$567,358

2 beds

|

3 baths

|

1,806 sq ft

|

Condo

19 REVOLUTION RD, PHILIPSTOWN, NY, 10516
Wanaque Reserve 9402 WARRENS WAY DEEDED GARAGE -, WANAQU..., Wanaque, NJ 07465
$394,000

2 beds

|

2 baths

|

Condo

9402 WARRENS WAY DEEDED GARAGE -, WANAQU...
Community: Wanaque Reserve
Wanaque Reserve 9402 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$394,000

2 beds

|

2 baths

|

1,768 sq ft

9402 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
Bald Eagle Commons 6116 RICHMOND RD 116, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480
$240,000

2 beds

|

1 baths

|

957 sq ft

6116 RICHMOND RD 116, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
Greenbriar at Fox Ridge 5107 VETERANS DR, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07885
$450,000

2 beds

|

3 baths

5107 VETERANS DR, ROCKAWAY TWP., NJ, 078...
Four Seasons at Wayne 703 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470
$510,000

2 beds

|

2 baths

|

Condo

703 FOUR SEASONS DR, WAYNE, NJ, 07470
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Jefferson Village 119 VILLAGE RD H, YORKTOWN, NY, 10598, Yorktown, NY 10598
$419,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

119 VILLAGE RD H, YORKTOWN, NY, 10598
Community: Jefferson Village
HarborView 626 VILLAGE GRN, NORTH HEMPSTEAD, NY, 11..., North Hempstead, NY 11050
$1,199,000

3 beds

|

3 baths

|

2,424 sq ft

|

Condo

626 VILLAGE GRN, NORTH HEMPSTEAD, NY, 11...
Community: HarborView
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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