Call us at (845) 479-5674 to learn more about active adult communities in Middletown
Middletown, NY 55+ active adult communities & homes for sale
95 communities near Middletown
199 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
$100ks
- $300ks
Bald Eagle Commons, West Milford, NJ
Resale Only
|
55+ age-restricted
|
Built 1995 - 2005
|
463 homes
3 rating (2 reviews)
![Heritage Hills]()
- $900ks
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
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$300ks
- $600ks
Fox Hills, Rockaway, NJ
Resale Only
|
55+ age-restricted
|
Built 2000 - 2003
|
672 homes
5 rating (1 reviews)
![Warwick Grove]()
$400ks
- $600ks
Warwick Grove, Warwick, NY
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
215 homes
$500ks
- $600ks
Traditions of America at ..., Bethlehem, PA
Resale Only
|
55+ age-restricted
|
Built 2019 - present
|
229 homes
$300ks
- $900ks
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 homes
1 rating (1 reviews)
![Brookfield Estates]()
$300ks
Brookfield Estates, Belvidere, NJ
Resale Only
|
55+ age-restricted
|
Built 1999 - 2002
|
274 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.
$300ks
- $500ks
Greenbriar at Fox Ridge, Rockaway, NJ
Resale Only
|
55+ age-restricted
|
Built 2008 - 2018
|
336 homes
$400ks
- $500ks
Lakeside Villas, Watchung, NJ
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
42 homes
$300ks
- $400ks
Four Seasons at Bridgewat..., Bridgewater, NJ
Resale Only
|
55+ age-restricted
|
Built 2006 - 2010
|
154 homes
$300ks
- $600ks
Fox Crest, Rockaway, NJ
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
41 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
$400ks
Horizons at Mount Arlingt..., Mount Arlington, NJ
Resale Only
|
55+ age-restricted
|
Built 2004 - 2004
|
144 homes
$600ks
- $1Ms
HarborView, Port Washington, NY
Resale Only
|
55+ age-restricted
|
Built 2002 - 2004
|
270 homes
$300ks
- $400ks
Regency at Fishkill, Fishkill, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
|
164 homes
$300ks
- $800ks
The Retreat at Carmel, Carmel, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2018
|
312 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.
$300ks
- $400ks
The Meadows at Panther Va..., Hackettstown, NJ
Resale Only
|
Age-targeted
|
Built 2010 - 2021
|
312 homes
$700ks
- $800ks
Regency at Denville, Denville, NJ
Resale Only
|
55+ age-restricted
|
Built 2004 - 2009
|
140 homes
$600ks
The Seasons at Seaford, Seaford, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2017
|
112 homes
$300ks
- $600ks
The Commons at Mendham, Mendham, NJ
Resale Only
|
Age-targeted
|
Built 1978 - 1985
|
330 homes
$700ks
- $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2016
|
720 homes
$400ks
- $700ks
Nolan's Ridge, Mount Arlington, NJ
Resale Only
|
55+ age-restricted
|
Built 2008 - 2014
|
156 homes
$500ks
- $700ks
The Hollows at Blue Hill, Pearl River, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2014
|
126 homes
Want to learn more about 55+ communities in Middletown?
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Questions? Call us:
(845) 479-5674
$300ks
- $400ks
Glenmoor, Easton, PA
Resale Only
|
55+ age-restricted
|
Built 2004 - 2008
|
182 homes
$200ks
- $300ks
Clove Hill Manor, Wantage, NJ
Resale Only
|
55+ age-restricted
|
Built 2003 - 2007
|
117 homes
5 rating (1 reviews)
![Delaware Crossing]()
$200ks
- $300ks
Delaware Crossing, Lopatcong, NJ
Resale Only
|
55+ age-restricted
|
Built 2006 - 2014
|
158 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.
$500ks
Breton Hills, Glen Cove, NY
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
72 homes
$400ks
- $500ks
Wildflowers at Wallkill, Middletown, NY
Resale Only
|
55+ age-restricted
|
Built 2006 - 2017
|
283 homes
$500ks
- $700ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2014
|
90 homes
$400ks
- $600ks
The Seasons at East Meado..., East Meadow, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2012
|
404 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
5 rating (1 reviews)
![Paris Square]()
$500ks
- $700ks
Paris Square, Northvale, NJ
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
88 homes
$500ks
- $600ks
Riverview Estates Active ..., Easton, PA
Resale Only
|
55+ age-restricted
|
Built 2005 - present
|
92 homes
$200ks
- $300ks
The Village at Fox Crossi..., Easton, PA
Resale Only
|
55+ age-restricted
|
Built 2007 - 2018
|
135 homes
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
$400ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only
|
55+ age-restricted
|
Built 2012 - 2017
|
68 homes
$400ks
- $500ks
Legacy at Morgan Hill, Easton, PA
Resale Only
|
55+ age-restricted
|
Built 2006 - 2013
|
127 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.
New
Wanaque Reserve
![10402 WARRENS WAY 4TH NEW, WANAQUE, NJ,..., Wanaque, NJ 07465]()
MLS 26015794 • RE/MAX SELECT - Franklin Lakes, An...
New
Heritage Hills
![969 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
1 beds
|2 baths
|967 sq ft
|Condo
969 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 991002 • William Raveis-New York LLC, Sarah A...
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
New
The Seasons at Seaford
![107 SPRING DR, HEMPSTEAD, NY, 11783, Hempstead, NY 11783]()
2 beds
|2 baths
|1,408 sq ft
|Condo
107 SPRING DR, HEMPSTEAD, NY, 11783
Community: The Seasons at Seaford
MLS 994424 • CMS Real Estate Services Inc, Craig ...
New
The Seasons at Seaford
![13 SPRING DR, HEMPSTEAD, NY, 11783, Hempstead, NY 11783]()
2 beds
|2 baths
|1,408 sq ft
|Condo
13 SPRING DR, HEMPSTEAD, NY, 11783
Community: The Seasons at Seaford
MLS 993792 • Howard Hanna Coach, Laura Nargentino
New
Reserve at Hawk Pointe
![6 OSPREY CT, WASHINGTON TWP., NJ, 07882, Washington Twp., NJ 07882]()
3 beds
|4 baths
|2,337 sq ft
6 OSPREY CT, WASHINGTON TWP., NJ, 07882
Community: Reserve at Hawk Pointe
MLS 4025330 • WEICHERT REALTORS, WEICHERT REALTOR...
New
The Seasons at East Meadow
![106 SPRING DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554]()
2 beds
|3 baths
|974 sq ft
|Condo
106 SPRING DR, HEMPSTEAD, NY, 11554
Community: The Seasons at East Meadow
MLS 994432 • Better Homes And Gardens Dream, Kath...
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
Rivington
![79 WINDING RIDGE WAY 79, DANBURY, CT, 06..., Danbury, CT 06810]()
3 beds
|4 baths
|2,596 sq ft
|Condo
79 WINDING RIDGE WAY 79, DANBURY, CT, 06...
Community: Rivington
MLS 24171243 • William Raveis Real Estate, Michel...
New
Heritage Hills
![760 HERITAGE HILLS DR B, SOMERS, NY, 105..., Somers, NY 10589]()
1 beds
|2 baths
|1,098 sq ft
|Condo
760 HERITAGE HILLS DR B, SOMERS, NY, 105...
Community: Heritage Hills
MLS 993266 • Houlihan Lawrence Inc., Donna O'Conn...
Horizons at Mount Arlington
![79 RIDGEVIEW LN, MOUNT ARLINGTON BORO, N..., Mount Arlington Boro, NJ 07856]()
MLS 4024943 • KELLER WILLIAMS - NJ METRO GROUP, K...
The Hollows at Blue Hill
![4201 FRED ILL JR CT, ORANGETOWN, NY, 109..., Orangetown, NY 10965]()
2 beds
|2 baths
|1,245 sq ft
|Condo
4201 FRED ILL JR CT, ORANGETOWN, NY, 109...
Community: The Hollows at Blue Hill
MLS 993225 • eXp Realty, Margaret Brauer
Legacy at Morgan Hill
![560 QUAKER RIDGE TER, WILLIAMS TWP, PA, ..., Williams Twp, PA 18042]()
3 beds
|3 baths
|3,038 sq ft
|Townhouse
560 QUAKER RIDGE TER, WILLIAMS TWP, PA, ...
Community: Legacy at Morgan Hill
MLS 776142 • Coldwell Banker Hearthside, Meryl D....
Heritage Hills
![234 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,427 sq ft
|Condo
234 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 990454 • Houlihan Lawrence Inc., Justine M. D...
Want to learn more about 55+ communities in Middletown?
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Questions? Call us:
(845) 479-5674
Traditions of America at Green Pond
![3912 INDEPENDENCE DR, EASTON, PA, 18045, Easton, PA 18045]()
3 beds
|4 baths
|3,270 sq ft
3912 INDEPENDENCE DR, EASTON, PA, 18045
Community: Traditions of America at Green Pond
MLS PANH2009814 • Coldwell Banker Hearthside-Alle...
Brookfield Estates
![20 ASCOT DR, WHITE TWP., NJ, 07823, White Twp., NJ 07823]()
MLS 4024652 • KELLER WILLIAMS METROPOLITAN, KELLE...
Traditions of America at Green Pond
![3912 INDEPENDENCE DR, BETHLEHEM TWP, PA,..., Bethlehem Twp, PA 18045]()
3 beds
|4 baths
|3,270 sq ft
|Detached
3912 INDEPENDENCE DR, BETHLEHEM TWP, PA,...
Community: Traditions of America at Green Pond
MLS 775182 • Coldwell Banker Hearthside, Christop...
Heritage Hills
![798 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,663 sq ft
|Condo
798 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 993299 • Keller Williams Realty Partner, Gera...
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.
Bald Eagle Commons
![2 RICHMOND RD 306, WEST MILFORD, NJ, 074..., West Milford, NJ 07480]()
MLS 26015066 • EXP Realty, LLC, Peter P. Kontrafo...
Apple Ridge
![41 LITCHULT LN, MAHWAH TWP., NJ, 07430, Mahwah Twp., NJ 07430]()
MLS 4024437 • TERRIE O'CONNOR REALTORS, TERRIE O'...
Jefferson Village
![142 FLINTLOCK WAY F, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
2 beds
|2 baths
|1,302 sq ft
|Condo
142 FLINTLOCK WAY F, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 991340 • Houlihan Lawrence Inc., Patricia D'A...
Fox Hills
![2104 JOHNSON DR, ROCKAWAY TWP., NJ, 0786..., Rockaway Twp., NJ 07866]()
MLS 4024381 • COLDWELL BANKER REALTY, COLDWELL BA...
Heritage Hills
![220 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
3 beds
|2 baths
|1,689 sq ft
|Condo
220 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 991164 • William Raveis-New York LLC, Lindsay...
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Heritage Hills
![670 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
1 beds
|2 baths
|967 sq ft
|Condo
670 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 988076 • Mancini Realty Inc., Joan Mancini
Four Seasons at Great Notch Spa and Club
![3 SLATE CT D-1, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424]()
2 beds
|2 baths
|Condo
3 SLATE CT D-1, WOODLAND PARK, NJ, 07424
Community: Four Seasons at Great Notch Spa and Club
MLS 26014908 • Signature Realty NJ LLC, Signature...
Jefferson Village
![15F ESSEX PL F, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
2 beds
|1 baths
|925 sq ft
|Condo
15F ESSEX PL F, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 990624 • Houlihan Lawrence Inc., Arlene Simon...
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 Denville
![18 MACKENZIE LN, DENVILLE TWP., NJ, 0783..., Denville Twp., NJ 07834]()
MLS 4023969 • BHHS FOX & ROACH, BHHS FOX & ROACH ...
Jefferson Village
![37 SUSSEX DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
2 beds
|1 baths
|935 sq ft
|Condo
37 SUSSEX DR B, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 989755 • Ginnel Real Estate, Michael Alfinito
Four Seasons at The Promenade
![19 BETSY ROSS DR, WARREN TWP., NJ, 07059, Warren Twp., NJ 07059]()
3 beds
|4 baths
|3,326 sq ft
19 BETSY ROSS DR, WARREN TWP., NJ, 07059
Community: Four Seasons at The Promenade
MLS 4023586 • RE/MAX PREMIER, RE/MAX PREMIER List...
Four Seasons at Bridgewater
![467 VICTORIA DR, BRIDGEWATER TWP., NJ, 0..., Bridgewater Twp., NJ 08807]()
MLS 4023584 • WEICHERT REALTORS, WEICHERT REALTOR...
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(845) 479-5674
Bald Eagle Commons
![9224 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 26014895 • EXP Realty, LLC, Peter P. Kontrafo...
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 376 days. The average price of homes for sale in this community is approximately $510,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Wildflowers at Wallkill average around $510,000.
Want more information about active adult communities around Middletown?
Want to learn more about 55+ communities in Middletown?
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REIN updates its listings on a daily basis. Data last updated: May 08, 2026.
This application does not include information on all of the properties available for sale at this time.
