Call us at (845) 479-5674 to learn more about active adult communities in Middletown
Middletown, NY 55+ active adult communities & homes for sale
100 communities near Middletown
191 homes near Middletown
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$100ks
- $300ks
Bald Eagle Commons, West Milford, NJ
Resale Only
|
55+ age-restricted
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Built 1995 - 2005
|
463 homes
4 rating (1 reviews)
![Jefferson Village]()
$100ks
- $500ks
Jefferson Village, Yorktown Heights, NY
Resale Only
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55+ age-restricted
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Built 1967 - 1982
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1,000 homes
4.8 rating (4 reviews)
![Wanaque Reserve]()
$300ks
- $500ks
Wanaque Reserve, Wanaque, NJ
Resale Only
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55+ age-restricted
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Built 2004 - 2014
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755 homes
3 rating (2 reviews)
![Heritage Hills]()
$400ks
- $800ks
Heritage Hills, Somers, NY
Resale Only
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Age-targeted
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Built 1974 - 2006
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2,600 homes
$300ks
- $600ks
Fox Hills, Rockaway, NJ
Resale Only
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55+ age-restricted
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Built 2000 - 2003
|
672 homes
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$300ks
- $400ks
The Meadows at Panther Va..., Hackettstown, NJ
Resale Only
|
Age-targeted
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Built 2010 - 2021
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312 homes
$300ks
- $900ks
Rivington, Danbury, CT
New and Resale
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Age-targeted
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Built 2006 - present
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1,050 homes
5 rating (1 reviews)
![Legacy at Mansfield Meado...]()
$300ks
- $500ks
Legacy at Mansfield Meado..., Port Murray, NJ
New Construction
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55+ age-restricted
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Built 2017 - present
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226 homes
$600ks
- $1Ms
HarborView, Port Washington, NY
Resale Only
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55+ age-restricted
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Built 2002 - 2004
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270 homes
$300ks
- $500ks
Greenbriar at Fox Ridge, Rockaway, NJ
Resale Only
|
55+ age-restricted
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Built 2008 - 2018
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336 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.
$200ks
- $300ks
Clove Hill Manor, Wantage, NJ
Resale Only
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55+ age-restricted
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Built 2003 - 2007
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117 homes
$500ks
- $1Ms
Apple Ridge, Mahwah, NJ
Resale Only
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Age-targeted
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Built 1977 - 1991
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276 homes
$400ks
- $500ks
Lakeside Villas, Watchung, NJ
Resale Only
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55+ age-restricted
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Built 2006 - 2020
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42 homes
$500ks
- $700ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only
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55+ age-restricted
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Built 2009 - 2014
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90 homes
$300ks
- $400ks
Four Seasons at Bridgewat..., Bridgewater, NJ
Resale Only
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55+ age-restricted
|
Built 2006 - 2010
|
154 homes
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(845) 479-5674
$300ks
- $400ks
Regency at Fishkill, Fishkill, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
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164 homes
5 rating (1 reviews)
![Warwick Grove]()
$400ks
- $600ks
Warwick Grove, Warwick, NY
New and Resale
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55+ age-restricted
|
Built 2004 - present
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215 homes
$300ks
- $500ks
Dutchgate, Valley Stream, NY
Resale Only
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55+ age-restricted
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Built 2009 - 2015
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348 homes
$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.
$700ks
- $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only
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55+ age-restricted
|
Built 2015 - 2016
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720 homes
$400ks
- $600ks
The Seasons at East Meado..., East Meadow, NY
Resale Only
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55+ age-restricted
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Built 2009 - 2012
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404 homes
$500ks
- $600ks
Traditions of America at ..., Bethlehem, PA
Resale Only
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55+ age-restricted
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Built 2019 - present
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229 homes
$300ks
- $400ks
Parkview Crossings at Woo..., Woodbridge, NJ
Resale Only
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55+ age-restricted
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Built 2005 - 2007
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85 homes
$600ks
- $1Ms
Del Webb Florham Park, Florham Park, NJ
Resale Only
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55+ age-restricted
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Built 2018 - 2022
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242 homes
2.5 rating (2 reviews)
![Brookfield Estates]()
$300ks
Brookfield Estates, Belvidere, NJ
Resale Only
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55+ age-restricted
|
Built 1999 - 2002
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274 homes
$400ks
- $500ks
Reserve at Hawk Pointe, Washington, NJ
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
120 homes
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Questions? Call us:
(845) 479-5674
$900ks
- $1Ms
Kimbolton, Far Hills, NJ
New Construction
|
55+ age-restricted
|
Built 2024 - present
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105 homes
$400ks
- $600ks
Winthrop Court, Clifton, NJ
Resale Only
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55+ age-restricted
|
Built 2000 - 2010
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270 homes
$400ks
- $500ks
Wildflowers at Wallkill, Middletown, NY
Resale Only
|
55+ age-restricted
|
Built 2006 - 2017
|
283 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.
$400ks
- $700ks
Nolan's Ridge, Mount Arlington, NJ
Resale Only
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55+ age-restricted
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Built 2008 - 2014
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156 homes
$300ks
- $800ks
The Retreat at Carmel, Carmel, NY
Resale Only
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55+ age-restricted
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Built 2008 - 2018
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312 homes
$500ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only
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55+ age-restricted
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Built 2014 - 2020
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225 homes
$200ks
- $400ks
The Hamlet at Town Center, Sparta, NJ
Resale Only
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55+ age-restricted
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Built 2008 - 2008
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44 homes
$1Ms
The Cottages at Wire Mill, Stamford, CT
New Construction
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55+ age-restricted
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Built 2026 - present
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9 homes
$300ks
- $500ks
Hawk Pointe, Washington, NJ
New and Resale
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55+ age-restricted
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Built 2019 - present
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85 homes
$600ks
- $700ks
The Savannah, Westfield, NJ
Resale Only
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55+ age-restricted
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Built 2009 - 2009
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35 homes
$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
$800ks
- $900ks
Bear's Cove, Ramsey, NJ
Resale Only
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55+ age-restricted
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Built 2006 - 2014
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104 homes
$100ks
- $200ks
Brookfield Glen, Belvidere, NJ
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
124 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.
Four Seasons at Bridgewater
![351 VICTORIA DR, BRIDGEWATER TWP., NJ, 0..., Bridgewater Twp., NJ 08807]()
2 beds
|2 baths
|1,155 sq ft
351 VICTORIA DR, BRIDGEWATER TWP., NJ, 0...
Community: Four Seasons at Bridgewater
MLS 4048861 • COLDWELL BANKER REALTY, COLDWELL BA... • COLDWELL BANKER REALTY
Fox Crest
![301 FISCHER CT, ROCKAWAY TWP., NJ, 07866, Rockaway Twp., NJ 07866]()
MLS 4008254 • CENTURY 21 VENTURE REAL ESTATE, CEN... • CENTURY 21 VENTURE REAL ESTATE
New
Clove Hill Manor
![11 FAIRCHILD LN, WANTAGE TWP., NJ, 07461, Wantage Twp., NJ 07461]()
MLS 4051189 • REALTY EXECUTIVES EXCEPTIONAL, REAL... • REALTY EXECUTIVES EXCEPTIONAL
New
Regency at Wappinger
![5 PALMERTON DR, WAPPINGER, NY, 12590, Wappinger, NY 12590]()
2 beds
|3 baths
|3,156 sq ft
|Condo
5 PALMERTON DR, WAPPINGER, NY, 12590
Community: Regency at Wappinger
MLS 1036134 • Howard Hanna Rand Realty, Mary Ann ... • Howard Hanna Rand Realty
New
Wanaque Reserve
![8414 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465]()
MLS 4050963 • WEICHERT RLTRS RDG, WEICHERT RLTRS ... • WEICHERT RLTRS RDG
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Brookfield Estates
![6 WEYBOURNE LN, WHITE TWP., NJ, 07823, White Twp., NJ 07823]()
MLS 4050792 • RE/MAX SUPREME, RE/MAX SUPREME List... • RE/MAX SUPREME
Brookfield Glen
![6001 BROOKFIELD GLEN DR 01, WHITE TWP., ..., White Twp., NJ 07823]()
2 beds
|2 baths
|1,683 sq ft
6001 BROOKFIELD GLEN DR 01, WHITE TWP., ...
Community: Brookfield Glen
MLS 4050671 • REDFIN CORPORATION, REDFIN CORPORAT... • REDFIN CORPORATION
HarborView
![100 HARBOR VIEW DR 630, NORTH HEMPSTEAD,..., North Hempstead, NY 11050]()
3 beds
|3 baths
|2,426 sq ft
|Condo
100 HARBOR VIEW DR 630, NORTH HEMPSTEAD,...
Community: HarborView
MLS 1046915 • Evelyn Richards Inc, Evelyn L. Wilk... • Evelyn Richards Inc
Rivington
![44 WARRINGTON ROUND 44, DANBURY, CT, 068..., Danbury, CT 06810]()
3 beds
|3 baths
|1,600 sq ft
|Condo
44 WARRINGTON ROUND 44, DANBURY, CT, 068...
Community: Rivington
MLS 24203305 • ERA Insite Realty Services, Donna ... • ERA Insite Realty Services
Glenmoor
![72 S GLENMOOR CIR, PALMER TWP, PA, 18045, Palmer Twp, PA 18045]()
2 beds
|2 baths
|2,032 sq ft
|Detached
72 S GLENMOOR CIR, PALMER TWP, PA, 18045
Community: Glenmoor
MLS 783696 • RE/MAX Supreme, Mark J. Piazza • RE/MAX Supreme
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
![4421 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465]()
2 beds
|2 baths
|1,768 sq ft
4421 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
MLS 4050531 • RE/MAX SELECT, RE/MAX SELECT Listin... • RE/MAX SELECT
Wanaque Reserve
![4421 WARRENS WAY DEEDED GARAGE, WANAQUE,..., Wanaque, NJ 07465]()
MLS 26033162 • RE/MAX SELECT - Franklin Lakes, Ka... • RE/MAX SELECT - Franklin Lakes
Heritage Hills
![675 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,663 sq ft
|Condo
675 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1045730 • William Raveis-New York LLC, Lindsa... • William Raveis-New York LLC
The Retreat at Carmel
![88 BLAIR HEIGHTS, CARMEL, NY, 10512, Carmel, NY 10512]()
3 beds
|3 baths
|2,695 sq ft
|Condo
88 BLAIR HEIGHTS, CARMEL, NY, 10512
Community: The Retreat at Carmel
MLS 1045319 • Coldwell Banker Realty, Sherri Malo... • Coldwell Banker Realty
Heritage Hills
![370 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,470 sq ft
|Condo
370 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1044903 • Houlihan Lawrence Inc., Lynn Conway • Houlihan Lawrence Inc.
Heritage Hills
![481A HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,353 sq ft
|Condo
481A HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1012375 • Prime GO Realty, Inc., Richard Giac... • Prime GO Realty, Inc.
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
The Seasons at East Meadow
![281 SPRING DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554]()
2 beds
|2 baths
|1,358 sq ft
|Condo
281 SPRING DR, HEMPSTEAD, NY, 11554
Community: The Seasons at East Meadow
MLS 1045297 • Coldwell Banker American Homes, Kel... • Coldwell Banker American Homes
Overlook
![2050 SUMMIT LOOP 61, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 1045206 • Toll Brothers Real Estate Inc., Tho... • Toll Brothers Real Estate Inc.
Four Seasons at Bridgewater
![463 VICTORIA DR, BRIDGEWATER TWP., NJ, 0..., Bridgewater Twp., NJ 08807]()
MLS 4049715 • CORCORAN SAWYER SMITH, CORCORAN SAW... • CORCORAN SAWYER SMITH
Fox Hills
![2205 CLINTON LN, ROCKAWAY TWP., NJ, 0786..., Rockaway Twp., NJ 07866]()
MLS 4049637 • BHHS HORIZON REALTY, BHHS HORIZON R... • BHHS HORIZON REALTY
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.
The Meadows at Panther Valley
![18 BLAZINGSTAR WAY, ALLAMUCHY TWP., NJ, ..., Allamuchy Twp., NJ 07840]()
3 beds
|3 baths
18 BLAZINGSTAR WAY, ALLAMUCHY TWP., NJ, ...
Community: The Meadows at Panther Valley
MLS 4049515 • WEICHERT REALTORS, WEICHERT REALTOR... • WEICHERT REALTORS
Winthrop Court
![8202 HARCOURT RD, CLIFTON CITY, NJ, 0701..., Clifton City, NJ 07013]()
2 beds
|2 baths
|1,505 sq ft
8202 HARCOURT RD, CLIFTON CITY, NJ, 0701...
Community: Winthrop Court
MLS 4049481 • COLDWELL BANKER REALTY, COLDWELL BA... • COLDWELL BANKER REALTY
Four Seasons at Ridgemont
![805 FOUR SEASONS LN, MONTVALE, NJ, 07645, Montvale, NJ 07645]()
2 beds
|2 baths
|Condo
805 FOUR SEASONS LN, MONTVALE, NJ, 07645
Community: Four Seasons at Ridgemont
MLS 26032567 • NJ Realty Center, Mary Ann Sgobba • NJ Realty Center
Jefferson Village
![148 FLINTLOCK WAY G, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
2 beds
|2 baths
|1,302 sq ft
|Condo
148 FLINTLOCK WAY G, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 1038322 • Houlihan Lawrence Inc., Jo-Ella Del... • Houlihan Lawrence Inc.
HarborView
![100 HARBOR VIEW DR 401, NORTH HEMPSTEAD,..., North Hempstead, NY 11050]()
2 beds
|3 baths
|2,013 sq ft
|Condo
100 HARBOR VIEW DR 401, NORTH HEMPSTEAD,...
Community: HarborView
MLS 1044121 • Evelyn Richards Inc, Maria Giacalon... • Evelyn Richards Inc
Fox Hills
![1306 CARTER DR, ROCKAWAY TWP., NJ, 07866, Rockaway Twp., NJ 07866]()
MLS 4049114 • RE/MAX SELECT, RE/MAX SELECT Listin... • RE/MAX SELECT
Glassbury Court at Hunterbrook
![2314 DEPEYSTER DR, YORKTOWN, NY, 10567, Yorktown, NY 10567]()
2 beds
|3 baths
|2,265 sq ft
|Condo
2314 DEPEYSTER DR, YORKTOWN, NY, 10567
Community: Glassbury Court at Hunterbrook
MLS 1038201 • Houlihan Lawrence Inc., Lisa Bucolo • Houlihan Lawrence Inc.
Want to learn more about 55+ communities in Middletown?
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(845) 479-5674
Fox Hills
![505 CLEVELAND LN, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07866]()
MLS 4048952 • COLDWELL BANKER REALTY, COLDWELL BA... • COLDWELL BANKER REALTY
The Meadows at Panther Valley
![9 JUNEGRASS WAY, ALLAMUCHY TWP., NJ, 078..., Allamuchy Twp., NJ 07840]()
3 beds
|3 baths
9 JUNEGRASS WAY, ALLAMUCHY TWP., NJ, 078...
Community: The Meadows at Panther Valley
MLS 4048852 • COLDWELL BANKER REALTY, COLDWELL BA... • COLDWELL BANKER REALTY
Brookfield Estates
![112 KENSINGTON CIR, WHITE TWP., NJ, 0782..., White Twp., NJ 07823]()
2 beds
|2 baths
|1,837 sq ft
112 KENSINGTON CIR, WHITE TWP., NJ, 0782...
Community: Brookfield Estates
MLS 4048845 • LISTONENJ, LISTONENJ Listing Agent ... • LISTONENJ
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.
Heritage Hills
![332 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|3 baths
|1,550 sq ft
|Condo
332 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1042793 • Coldwell Banker Realty, Hope Ross M... • Coldwell Banker Realty
Brookfield Estates
![24 STAFFORD LN, WHITE TWP., NJ, 07823, White Twp., NJ 07823]()
MLS 4048421 • RE/MAX SUPREME, RE/MAX SUPREME List... • RE/MAX SUPREME
Greenbriar at Fox Ridge
![5208 VETERANS DR, ROCKAWAY TOWNSHIP, NJ,..., Rockaway Township, NJ 07885]()
2 beds
|3 baths
|Condo
5208 VETERANS DR, ROCKAWAY TOWNSHIP, NJ,...
Community: Greenbriar at Fox Ridge
MLS 26031913 • Terrie O'Connor Realtors-Kinnelon,... • Terrie O'Connor Realtors-Kinnelon
Paris Square
![1206 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647]()
MLS 26030933 • Keller Williams Village Square Rea... • Keller Williams Village Square Realty
Clove Hill Manor
![17 SPRING HOLLOW RD, WANTAGE TWP., NJ, 0..., Wantage Twp., NJ 07461]()
MLS 4048407 • WEICHERT REALTORS, WEICHERT REALTOR... • WEICHERT REALTORS
Greenbriar at Fox Ridge
![5208 VETERANS DR, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07885]()
MLS 4048378 • TERRIE O'CONNOR REALTORS, TERRIE O'... • TERRIE O'CONNOR REALTORS
The Seasons at Seaford
![41 SPRING DR, HEMPSTEAD, NY, 11783, Hempstead, NY 11783]()
2 beds
|2 baths
|1,408 sq ft
|Condo
41 SPRING DR, HEMPSTEAD, NY, 11783
Community: The Seasons at Seaford
MLS 1040819 • Keller Williams Realty Elite, Kathe... • Keller Williams Realty Elite
Bald Eagle Commons
![2 RICHMOND RD 222, WEST MILFORD, NJ, 074..., West Milford, NJ 07480]()
MLS 26031827 • Better Homes & Gardens Real Estate... • Better Homes & Gardens Real Estate Green Team
Want to learn more about 55+ communities in Middletown?
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(845) 479-5674
Fox Hills
![3228 FRANKLIN LN, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07866]()
MLS 4048289 • RE/MAX SELECT, RE/MAX SELECT Listin... • RE/MAX SELECT
Heritage Hills
![590 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
3 beds
|2 baths
|1,793 sq ft
|Condo
590 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1041008 • Houlihan Lawrence Inc., Lynn Conway • Houlihan Lawrence Inc.
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.
Frequently Asked Questions
In Middletown, there is 1 small community with less than 500 homes.
The smallest 55+ community in Middletown has 283 homes, the largest has 283 homes, and the average community consists of 283 homes.
Yes, there is gated 55+ community in Middletown. The only 55+ community in Middletown is gated. For instance, Wildflowers at Wallkill is a gated community with 283 homes.
On average, listings in 55+ community in Middletown stay on the market for around 447 days. The average price of homes for sale in this community is approximately $523,306, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Wildflowers at Wallkill average around $523,306.
Want more information about active adult communities around Middletown?
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© 2026 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: Sep 11, 2026.
This application does not include information on all of the properties available for sale at this time.
