Call us at (845) 479-5674 to learn more about active adult communities in Middletown
Middletown, NY 55+ active adult communities & homes for sale
93 communities near Middletown
119 homes near Middletown
Sort by:
Relevance
$500Ks
- $600Ks
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
$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
Wanaque Reserve, Wanaque, NJ
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
|
755 homes
$800Ks
- $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2016
|
720 homes
$300Ks
- $500Ks
Fox Hills, Rockaway, NJ
Resale Only
|
55+ age-restricted
|
Built 2000 - 2003
|
672 homes
$100Ks
- $200Ks
Bald Eagle Commons, West Milford, NJ
Resale Only
|
55+ age-restricted
|
Built 1995 - 2005
|
463 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
- $600Ks
The Seasons at East Meado..., East Meadow, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2012
|
404 homes
$400Ks
- $500Ks
Dutchgate, Valley Stream, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2015
|
348 homes
$300Ks
- $500Ks
Greenbriar at Fox Ridge, Rockaway, NJ
Resale Only
|
55+ age-restricted
|
Built 2008 - 2018
|
336 homes
$400Ks
- $700Ks
The Commons at Mendham, Mendham, NJ
Resale Only
|
Age-targeted
|
Built 1978 - 1985
|
330 homes
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
$500Ks
The Meadows at Panther Va..., Hackettstown, NJ
Resale Only
|
Age-targeted
|
Built 2010 - 2021
|
312 homes
$400Ks
- $600Ks
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.
$800Ks
- $1Ms
Regency at Flanders, Flanders, NJ
Resale Only
|
55+ age-restricted
|
Built 2016 - 2022
|
275 homes
1 rating (1 reviews)
![Brookfield Estates]()
$500Ks
Brookfield Estates, Belvidere, NJ
Resale Only
|
55+ age-restricted
|
Built 1999 - 2002
|
274 homes
$900Ks
- $1Ms
HarborView, Port Washington, NY
Resale Only
|
55+ age-restricted
|
Built 2002 - 2004
|
270 homes
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
$400Ks
- $500Ks
The Highlands at Glenmoor, Easton, PA
Resale Only
|
55+ age-restricted
|
Built 2004 - 2007
|
251 homes
$700Ks
- $1Ms
Del Webb Florham Park, Florham Park, NJ
Resale Only
|
55+ age-restricted
|
Built 2018 - 2022
|
242 homes
$500Ks
Four Seasons at Wayne, Wayne, NJ
Resale Only
|
55+ age-restricted
|
Built 1999 - 2001
|
230 homes
$600Ks
- $700Ks
Traditions of America at ..., Bethlehem, PA
Resale Only
|
55+ age-restricted
|
Built 2019 - present
|
229 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)
![Legacy at Mansfield Meado...]()
$500Ks
Legacy at Mansfield Meado..., Port Murray, NJ
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
226 homes
$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
- $800Ks
Warwick Grove, Warwick, NY
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
215 homes
$700Ks
- $800Ks
Regency at Readington, Readington Township, NJ
Resale Only
|
55+ age-restricted
|
Built 2014 - 2019
|
209 homes
$1Ms
Four Seasons at The Prome..., Warren, NJ
Resale Only
|
55+ age-restricted
|
Built 2007 - 2014
|
208 homes
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
$300Ks
- $500Ks
Glenmoor, Easton, PA
Resale Only
|
55+ age-restricted
|
Built 2004 - 2008
|
182 homes
$400Ks
- $500Ks
Regency at Fishkill, Fishkill, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
|
164 homes
5 rating (1 reviews)
![Delaware Crossing]()
$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.
$700Ks
Four Seasons at Cedar Gro..., Cedar Grove, NJ
Resale Only
|
55+ age-restricted
|
Built 2000 - 2005
|
156 homes
$400Ks
- $700Ks
Nolan's Ridge, Mount Arlington, NJ
Resale Only
|
55+ age-restricted
|
Built 2008 - 2014
|
156 homes
$800Ks
- $1Ms
Venue at The American, Morris Plains, NJ
New and Resale
|
55+ age-restricted
|
Built 2021 - present
|
156 homes
$300Ks
- $400Ks
Four Seasons at Bridgewat..., Bridgewater, NJ
Resale Only
|
55+ age-restricted
|
Built 2006 - 2010
|
154 homes
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
$400Ks
Horizons at Mount Arlingt..., Mount Arlington, NJ
Resale Only
|
55+ age-restricted
|
Built 2004 - 2004
|
144 homes
Fox Hills
![1111 CLINTON LN # 111, ROCKAWAY BORO, NJ..., Rockaway Boro, NJ 07866]()
MLS 3991332 • C-21 CHRISTEL REALTY, C-21 CHRISTEL...
Regency at Flanders
![198 DRAKE WAY, ROXBURY TWP, NJ, 07836, Roxbury Twp, NJ 07836]()
MLS 3999249 • RE/MAX HOUSE VALUES, RE/MAX HOUSE V...
New
Legacy at Morgan Hill
![400 INVERNESS CIR, EASTON, PA, 18042, Easton, PA 18042]()
3 beds
|3 baths
|2,929 sq ft
|Townhouse
400 INVERNESS CIR, EASTON, PA, 18042
Community: Legacy at Morgan Hill
MLS 770072 • I-Do Real Estate, Basel Ido
The Village at Fox Crossing
![3813 BELCOURT DR, FORKS TWP, PA, 18040, Forks Twp, PA 18040]()
2 beds
|2 baths
|1,302 sq ft
|Detached
3813 BELCOURT DR, FORKS TWP, PA, 18040
Community: The Village at Fox Crossing
MLS 769846 • IronValley RE of Lehigh Valley, Mari...
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
The Village at Upstream Farm
![1300 UPSTREAM FARM RD, FORKS TWP, PA, 18..., Forks Twp, PA 18040]()
2 beds
|2 baths
|1,180 sq ft
|Townhouse
1300 UPSTREAM FARM RD, FORKS TWP, PA, 18...
Community: The Village at Upstream Farm
MLS 768371 • RE/MAX Real Estate, Claribel Vorotny...
Traditions of America at Green Pond
![3868 VICTORS WAY, EASTON, PA, 18045, Easton, PA 18045]()
2 beds
|2 baths
|2,477 sq ft
|Detached
3868 VICTORS WAY, EASTON, PA, 18045
Community: Traditions of America at Green Pond
MLS 765923 • D-N-A Property Management Co, Christ...
The Village at Upstream Farm
![2735 UPSTREAM FARM RD, FORKS TWP, PA, 18..., Forks Twp, PA 18040]()
1 beds
|1 baths
|977 sq ft
|Townhouse
2735 UPSTREAM FARM RD, FORKS TWP, PA, 18...
Community: The Village at Upstream Farm
MLS 768252 • Coldwell Banker Heritage R E, Brenda...
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 Village at Upstream Farm
![1530 HARVEST DR W, FORKS TWP, PA, 18040, Forks Twp, PA 18040]()
2 beds
|2 baths
|1,180 sq ft
|Townhouse
1530 HARVEST DR W, FORKS TWP, PA, 18040
Community: The Village at Upstream Farm
MLS 769020 • RE/MAX Real Estate, Sean M. Mulrine
Glenmoor
![60 GLENMOOR CIR N, PALMER TWP, PA, 18045, Palmer Twp, PA 18045]()
2 beds
|2 baths
|2,232 sq ft
|Detached
60 GLENMOOR CIR N, PALMER TWP, PA, 18045
Community: Glenmoor
MLS 768787 • Keller Williams Northampton, Kelly L...
Glenmoor
![5 CANTERBURY LN, PALMER TWP, PA, 18045, Palmer Twp, PA 18045]()
2 beds
|2 baths
|1,666 sq ft
|Townhouse
5 CANTERBURY LN, PALMER TWP, PA, 18045
Community: Glenmoor
MLS 768211 • Coldwell Banker Heritage R E, Lori J...
Traditions of America at Green Pond
![3855 VICTORS WAY, EASTON, PA, 18045, Easton, PA 18045]()
3 beds
|4 baths
|3,387 sq ft
3855 VICTORS WAY, EASTON, PA, 18045
Community: Traditions of America at Green Pond
MLS PANH2006884 • RE/MAX Real Estate-Allentown, K...
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
Clove Hill Manor
![11 FAIRCHILD LN, SUSSEX, NJ, 07461, Sussex, NJ 07461]()
MLS 4003191 • REALTY EXECUTIVES EXCEPTIONAL, REAL...
Wanaque Reserve
![7414 WARRENS WAY DEEDED PARKING, WANAQUE..., Wanaque, NJ 07465]()
MLS 25031959 • United Real Estate, Barbra A. Mulh...
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
![6310 VETERANS DR, WHARTON, NJ, 07885, Wharton, NJ 07885]()
1 beds
|2 baths
|980 sq ft
6310 VETERANS DR, WHARTON, NJ, 07885
Community: Greenbriar at Fox Ridge
MLS 4003290 • REALTY ONE GROUP LEGEND, REALTY ONE...
New
Four Seasons at Wayne
![511 FOUR SEASONS DR # 511, WAYNE, NJ, 07..., Wayne, NJ 07470]()
2 beds
|2 baths
|Condo
511 FOUR SEASONS DR # 511, WAYNE, NJ, 07...
Community: Four Seasons at Wayne
MLS 26000800 • Coldwell Banker, Wayne, Eileen Fer...
New
Four Seasons at Cedar Grove
![811 HOLLY LN, CEDAR GROVE, NJ, 07009, Cedar Grove, NJ 07009]()
MLS 4003648 • COLDWELL BANKER REALTY, COLDWELL BA...
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
Bald Eagle Commons
![6119 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 25040312 • Weichert Realtors, Kinnelon, Melod...
Clove Hill Manor
![19 PROSPECT CI CI, WANTAGE TWP., NJ, 074..., Wantage Twp., NJ 07461]()
3 beds
|3 baths
|2,077 sq ft
19 PROSPECT CI CI, WANTAGE TWP., NJ, 074...
Community: Clove Hill Manor
MLS 3984005 • REALTY EXECUTIVES EXCEPTIONAL, REAL...
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
Four Seasons at Readington
![17 EBERSOHL CIR, WHITEHOUSE STATION, NJ,..., Whitehouse Station, NJ 08889]()
MLS 4003604 • COLDWELL BANKER REALTY, COLDWELL BA...
Four Seasons at Wayne
![705 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470]()
MLS 25036486 • Keller Williams Prosperity Realty,...
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
New
Bald Eagle Commons
![9212 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 26000528 • Weichert Realtors, Kinnelon, Elyse...
Four Seasons at Bridgewater
![252 VICTORIA DR, BRIDGEWATER, NJ, 08807, Bridgewater, NJ 08807]()
2 beds
|2 baths
|1,031 sq ft
252 VICTORIA DR, BRIDGEWATER, NJ, 08807
Community: Four Seasons at Bridgewater
MLS 3985807 • RE/MAX PREMIER, RE/MAX PREMIER List...
Fox Hills
![2201 FRANKLIN LN, ROCKAWAY BORO, NJ, 078..., Rockaway Boro, NJ 07866]()
MLS 4002473 • C-21 CHRISTEL REALTY, C-21 CHRISTEL...
New
Clove Hill Manor
![11 FAIRCHILD LN # 11, WANTAGE, NJ, 07461, Wantage, NJ 07461]()
MLS 26000402 • Realty Executives Exceptional Real...
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 Hamlet at Town Center
![16 MAIN ST D6, SPARTA, NJ, 07871, Sparta, NJ 07871]()
2 beds
|2 baths
|2,550 sq ft
16 MAIN ST D6, SPARTA, NJ, 07871
Community: The Hamlet at Town Center
MLS 3997305 • BHHS FOX & ROACH, BHHS FOX & ROACH ...
Horizons at Mount Arlington
![7 RIDGEVIEW LN, MOUNT ARLINGTON, NJ, 078..., Mount Arlington, NJ 07856]()
2 beds
|2 baths
|Condo
7 RIDGEVIEW LN, MOUNT ARLINGTON, NJ, 078...
Community: Horizons at Mount Arlington
MLS 26000254 • Keller Williams Realty Metropolita...
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
Greenbriar at Fox Ridge
![8214 POLK DR, WHARTON, NJ, 07885, Wharton, NJ 07885]()
MLS 26000276 • Century 21 Gemini Realty, LLC, Tin...
Fox Crest
![301 FISCHER CT, ROCKAWAY BORO, NJ, 07866, Rockaway Boro, NJ 07866]()
MLS 3944563 • C-21 CHRISTEL REALTY, C-21 CHRISTEL...
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?
119
homes
Remove Boundaries ×
Map
Satellite
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.
© 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: Jan 09, 2026.
This application does not include information on all of the properties available for sale at this time.
