Call us at (845) 479-5674 to learn more about active adult communities near Middletown

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

189 homes near Middletown

Sort by:

Relevance

Relevance

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
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
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
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
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
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
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
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
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
Clove Hill Manor 11 FAIRCHILD LN, SUSSEX, NJ, 07461, Sussex, NJ 07461
$489,200

2 beds

|

4 baths

|

2,235 sq ft

11 FAIRCHILD LN, SUSSEX, NJ, 07461
Community: Clove Hill Manor
Four Seasons at Wayne 801 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470
$542,000

2 beds

|

2 baths

|

Condo

801 FOUR SEASONS DR, WAYNE, NJ, 07470
Legacy at Mansfield Meadows 51 MOUNTAIN VIEW LN, PORT MURRAY, NJ, 07..., Port Murray, NJ 07865
$519,000

2 beds

|

2 baths

51 MOUNTAIN VIEW LN, PORT MURRAY, NJ, 07...
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
Lakeside Villas 35 SCHMIDT CIR, WATCHUNG, NJ, 07069, Watchung, NJ 07069
$750,000

3 beds

|

3 baths

35 SCHMIDT CIR, WATCHUNG, NJ, 07069
Community: Lakeside Villas
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Fox Hills 1202 FRANKLIN LN, ROCKAWAY BORO, NJ, 078..., Rockaway Boro, NJ 07866
$270,000

1 beds

|

1 baths

1202 FRANKLIN LN, ROCKAWAY BORO, NJ, 078...
Community: Fox Hills
Four Seasons at Bridgewater 259 VICTORIA DR, BRIDGEWATER, NJ, 08807, Bridgewater, NJ 08807
$399,500

2 beds

|

2 baths

259 VICTORIA DR, BRIDGEWATER, NJ, 08807
Horizons at Mount Arlington 14 RIDGEVIEW LN, MOUNT ARLINGTON, NJ, 07..., Mount Arlington, NJ 07856
$458,888

2 beds

|

2 baths

14 RIDGEVIEW LN, MOUNT ARLINGTON, NJ, 07...
Reserve at Hawk Pointe 11 SHARP SHINNED CT, WASHINGTON, NJ, 078..., Washington, NJ 07882
$539,000

3 beds

|

3 baths

11 SHARP SHINNED CT, WASHINGTON, NJ, 078...
Nolan's Ridge 11 ZACHARY WAY, MOUNT ARLINGTON, NJ, 078..., Mount Arlington, NJ 07856
$465,000

2 beds

|

2 baths

|

1,482 sq ft

11 ZACHARY WAY, MOUNT ARLINGTON, NJ, 078...
Community: Nolan's Ridge
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.
Campagna 136 CHANGEBRIDGE RD B8, MONTVILLE, NJ, 0..., Montville, NJ 07045
$385,000

1 beds

|

1 baths

|

Condo

136 CHANGEBRIDGE RD B8, MONTVILLE, NJ, 0...
Community: Campagna
Clove Hill Manor 19 PROSPECT CI CI, WANTAGE TWP., NJ, 074..., Wantage Twp., NJ 07461
$455,000

3 beds

|

3 baths

|

2,077 sq ft

19 PROSPECT CI CI, WANTAGE TWP., NJ, 074...
Community: Clove Hill Manor
Fox Hills 1129 HAMILTON DR, ROCKAWAY BORO, NJ, 078..., Rockaway Boro, NJ 07866
$320,000

1 beds

|

1 baths

|

915 sq ft

1129 HAMILTON DR, ROCKAWAY BORO, NJ, 078...
Community: Fox Hills
Apple Ridge 49 LITCHULT LN, MAHWAH, NJ, 07430, Mahwah, NJ 07430
$725,000

2 beds

|

3 baths

|

Townhouse

49 LITCHULT LN, MAHWAH, NJ, 07430
Community: Apple Ridge
Bald Eagle Commons 9302 RICHMOND RD # 302, WEST MILFORD, NJ..., West Milford, NJ 07480
$269,500

2 beds

|

2 baths

|

985 sq ft

9302 RICHMOND RD # 302, 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
Bald Eagle Commons 9117 RICHMOND RD # 117, WEST MILFORD, NJ..., West Milford, NJ 07480
$339,000

2 beds

|

2 baths

9117 RICHMOND RD # 117, WEST MILFORD, NJ...
Community: Bald Eagle Commons
Bald Eagle Commons 7308 RICHMOND RD # 308, WEST MILFORD, NJ..., West Milford, NJ 07480
$279,000

2 beds

|

2 baths

7308 RICHMOND RD # 308, WEST MILFORD, NJ...
Community: Bald Eagle Commons
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 4 RICHMOND ROADSUITE308 308, WEST MILFOR..., West Milford Twp., NJ 07480
$289,900

2 beds

|

2 baths

4 RICHMOND ROADSUITE308 308, WEST MILFOR...
Community: Bald Eagle Commons
Fox Hills 3212 FRANKLIN LN # 212, ROCKAWAY BORO, N..., Rockaway Boro, NJ 07866
$690,000

2 beds

|

3 baths

|

3,000 sq ft

3212 FRANKLIN LN # 212, ROCKAWAY BORO, N...
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.
Brookfield Glen 6015 BROOKFIELD GLEN DR # 15, BELVIDERE,..., Belvidere, NJ 07823
$264,900

2 beds

|

2 baths

|

1,179 sq ft

6015 BROOKFIELD GLEN DR # 15, BELVIDERE,...
Community: Brookfield Glen
Fox Hills 1110 JOHNSON DR, ROCKAWAY BORO, NJ, 0786..., Rockaway Boro, NJ 07866
$559,900

2 beds

|

2 baths

1110 JOHNSON DR, ROCKAWAY BORO, NJ, 0786...
Community: Fox Hills
Bald Eagle Commons 2 RICHMOND RD APT 210 210, WEST MILFORD,..., West Milford, NJ 07480
$279,500

2 beds

|

2 baths

|

985 sq ft

2 RICHMOND RD APT 210 210, WEST MILFORD,...
Community: Bald Eagle Commons
Bald Eagle Commons 2 RICHMOND RD 210, WEST MILFORD, NJ, 074..., West Milford, NJ 07480
$279,500

2 beds

|

2 baths

|

Condo

2 RICHMOND RD 210, WEST MILFORD, NJ, 074...
Community: Bald Eagle Commons
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
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Del Webb Florham Park 38 CUNNINGHAM DR, FLORHAM PARK, NJ, 0793..., Florham Park, NJ 07932
$1,050,000

2 beds

|

3 baths

38 CUNNINGHAM DR, FLORHAM PARK, NJ, 0793...
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
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
Fox Crest 301 FISCHER CT, ROCKAWAY BORO, NJ, 07866, Rockaway Boro, NJ 07866
$569,900

2 beds

|

2 baths

|

1,408 sq ft

301 FISCHER CT, ROCKAWAY BORO, NJ, 07866
Community: Fox Crest

Frequently Asked Questions


Want more information about active adult communities around Middletown?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Middletown?

Call us: (845) 479-5674
189 homes near Middletown
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2025 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Nov 08, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top