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Middletown, NY 55+ active adult communities & homes for sale - Page 5

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
Wanaque Reserve 9411 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$379,000

2 beds

|

2 baths

9411 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
Wanaque Reserve 9116 WARRENS WAY 116, WANAQUE BORO, NJ, ..., Wanaque Boro, NJ 07465
$399,000

2 beds

|

2 baths

9116 WARRENS WAY 116, WANAQUE BORO, NJ, ...
Community: Wanaque Reserve
Fox Crest 302 FISCHER CT, ROCKAWAY TWP., NJ, 07866, Rockaway Twp., NJ 07866
$450,000

1 beds

|

1 baths

302 FISCHER CT, ROCKAWAY TWP., NJ, 07866
Community: Fox Crest
Bald Eagle Commons 5415 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480
$289,000

2 beds

|

1 baths

|

Condo

5415 RICHMOND RD, WEST MILFORD, NJ, 0748...
Community: Bald Eagle Commons
Clove Hill Manor 11 FAIRCHILD LN, WANTAGE TWP., NJ, 07461, Wantage Twp., NJ 07461
$450,000

2 beds

|

4 baths

|

2,235 sq ft

11 FAIRCHILD LN, WANTAGE TWP., NJ, 07461
Community: Clove Hill Manor
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Bald Eagle Commons 5415 RICHMOND RD 415, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480
$289,000

2 beds

|

2 baths

|

1,273 sq ft

5415 RICHMOND RD 415, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
Wanaque Reserve 8212 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$399,900

2 beds

|

2 baths

|

1,768 sq ft

8212 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
Wanaque Reserve 10123 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$409,000

2 beds

|

2 baths

|

Condo

10123 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
Fox Crest 208 FISCHER CT, ROCKAWAY TWP., NJ, 07834, Rockaway Twp., NJ 07834
$489,000

2 beds

|

2 baths

208 FISCHER CT, ROCKAWAY TWP., NJ, 07834
Community: Fox Crest
Jefferson Village 41 JEFFERSON OVAL G, YORKTOWN, NY, 10598, Yorktown, NY 10598
$469,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

41 JEFFERSON OVAL G, YORKTOWN, NY, 10598
Community: Jefferson Village
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 10323 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$399,888

2 beds

|

2 baths

|

Condo

10323 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
Wanaque Reserve 10323 WARRENS WAY, WANAQUE BORO, NJ, 074..., Wanaque Boro, NJ 07465
$399,888

2 beds

|

2 baths

10323 WARRENS WAY, WANAQUE BORO, NJ, 074...
Community: Wanaque Reserve
Greenbriar at Fox Ridge 5301 VETERANS DR, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07866
$452,775

2 beds

|

3 baths

|

1,568 sq ft

5301 VETERANS DR, ROCKAWAY TWP., NJ, 078...
Heritage Hills 40 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$615,000

2 beds

|

2 baths

|

1,139 sq ft

|

Condo

40 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Warwick Grove 15 COWDREY ST, WARWICK (TOWN), NY, 10990, Warwick (town), NY 10990
$725,000

3 beds

|

3 baths

|

2,482 sq ft

|

House

15 COWDREY ST, WARWICK (TOWN), NY, 10990
Community: Warwick Grove
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
Traditions of America at Green Pond 3855 VICTORS WAY, EASTON, PA, 18045, Easton, PA 18045
$769,900

3 beds

|

4 baths

|

3,387 sq ft

3855 VICTORS WAY, EASTON, PA, 18045
Traditions of America at Green Pond 3855 VICTORS WAY, BETHLEHEM TWP, PA, 180..., Bethlehem Twp, PA 18045
$769,900

3 beds

|

4 baths

|

3,387 sq ft

|

Detached

3855 VICTORS WAY, BETHLEHEM TWP, PA, 180...
Wanaque Reserve 3214 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$395,000

2 beds

|

2 baths

|

1,768 sq ft

3214 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
Clove Hill Manor 11 FAIRCHILD LN 11, WANTAGE, NJ, 07461, Wantage, NJ 07461
$450,000

2 beds

|

4 baths

|

Townhouse

11 FAIRCHILD LN 11, WANTAGE, NJ, 07461
Community: Clove Hill Manor
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 1116 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$369,000

2 beds

|

2 baths

|

Condo

1116 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
Greenbriar at Fox Ridge 7113 POLK DR, ROCKAWAY TWP., NJ, 07885, Rockaway Twp., NJ 07885
$468,000

2 beds

|

3 baths

|

1,568 sq ft

7113 POLK DR, ROCKAWAY TWP., NJ, 07885
Wanaque Reserve 4203 WARRENS WAY 203, WANAQUE BORO, NJ, ..., Wanaque Boro, NJ 07465
$398,000

2 beds

|

2 baths

|

1,768 sq ft

4203 WARRENS WAY 203, WANAQUE BORO, NJ, ...
Community: Wanaque Reserve
Wanaque Reserve 3121 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$405,000

2 beds

|

2 baths

3121 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
Overlook 2042 SUMMIT LOOP 58, CARMEL, NY, 10512, Carmel, NY 10512
$849,000

2 beds

|

4 baths

|

1,957 sq ft

|

Condo

2042 SUMMIT LOOP 58, CARMEL, NY, 10512
Community: Overlook
Overlook 2080 SUMMIT LOOP 75, CARMEL, NY, 10512, Carmel, NY 10512
$979,000

2 beds

|

3 baths

|

2,496 sq ft

|

Condo

2080 SUMMIT LOOP 75, CARMEL, NY, 10512
Community: Overlook
Overlook 2086 SUMMIT LOOP 78, CARMEL, NY, 10512, Carmel, NY 10512
$799,000

2 beds

|

3 baths

|

2,126 sq ft

|

Condo

2086 SUMMIT LOOP 78, CARMEL, NY, 10512
Community: Overlook
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Fox Hills 1111 CLINTON LN 111, ROCKAWAY TWP., NJ, ..., Rockaway Twp., NJ 07866
$465,000

2 beds

|

2 baths

|

1,782 sq ft

1111 CLINTON LN 111, ROCKAWAY TWP., NJ, ...
Community: Fox Hills
Warwick Grove 2 SLY ST, WARWICK (TOWN), NY, 10990, Warwick (town), NY 10990
$849,000

2 beds

|

3 baths

|

2,256 sq ft

|

House

2 SLY ST, WARWICK (TOWN), NY, 10990
Community: Warwick Grove
Winthrop Court 8205 HARCOURT RD 8205, CLIFTON, NJ, 0701..., Clifton, NJ 07013
$499,000

2 beds

|

2 baths

|

Condo

8205 HARCOURT RD 8205, CLIFTON, NJ, 0701...
Community: Winthrop Court
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 100 HARBOR VIEW DR 423, NORTH HEMPSTEAD,..., North Hempstead, NY 11050
$628,000

1 beds

|

2 baths

|

1,161 sq ft

|

Condo

100 HARBOR VIEW DR 423, NORTH HEMPSTEAD,...
Community: HarborView
Sterling Mist 72 SCHINDLER CT, PARSIPPANY, NJ, 07054, Parsippany, NJ 07054
$779,000

7 beds

|

6 baths

|

Townhouse

72 SCHINDLER CT, PARSIPPANY, NJ, 07054
Community: Sterling Mist

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