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
132 homes near Middletown
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3 rating (2 reviews)
![Heritage Hills]()
$300Ks
- $900Ks
Heritage Hills, Somers, NY
Resale Only
|
Age-targeted
|
Built 1974 - 2006
|
2,600 homes
$100Ks
- $300Ks
Bald Eagle Commons, West Milford, NJ
Resale Only
|
55+ age-restricted
|
Built 1995 - 2005
|
463 homes
4 rating (1 reviews)
![Jefferson Village]()
$200Ks
- $500Ks
Jefferson Village, Yorktown Heights, NY
Resale Only
|
55+ age-restricted
|
Built 1967 - 1982
|
1,000 homes
4.8 rating (4 reviews)
![Wanaque Reserve]()
$400Ks
Wanaque Reserve, Wanaque, NJ
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
|
755 homes
$200Ks
- $500Ks
Fox Hills, Rockaway, NJ
Resale Only
|
55+ age-restricted
|
Built 2000 - 2003
|
672 homes
Want to learn more about 55+ communities in Middletown?
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(845) 479-5674
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$300Ks
- $400Ks
Greenbriar at Fox Ridge, Rockaway, NJ
Resale Only
|
55+ age-restricted
|
Built 2008 - 2018
|
336 homes
$400Ks
- $800Ks
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 homes
$600Ks
- $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2016
|
720 homes
$400Ks
- $700Ks
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.
$500Ks
- $800Ks
Traditions of America at ..., Bethlehem, PA
Resale Only
|
55+ age-restricted
|
Built 2019 - present
|
229 homes
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
5 rating (2 reviews)
![Blackburne Farm Townhomes]()
$500Ks
Blackburne Farm Townhomes, Campbell Hall, NY
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
29 homes
1 rating (1 reviews)
![Brookfield Estates]()
$400Ks
- $500Ks
Brookfield Estates, Belvidere, NJ
Resale Only
|
55+ age-restricted
|
Built 1999 - 2002
|
274 homes
$800Ks
- $1Ms
Regency at Flanders, Flanders, NJ
Resale Only
|
55+ age-restricted
|
Built 2016 - 2022
|
275 homes
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$400Ks
Clove Hill Manor, Wantage, NJ
Resale Only
|
55+ age-restricted
|
Built 2003 - 2007
|
117 homes
$500Ks
- $600Ks
The Seasons at East Meado..., East Meadow, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2012
|
404 homes
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5 rating (1 reviews)
![The Village at Upstream F...]()
$200Ks
- $300Ks
The Village at Upstream F..., Easton, PA
Resale Only
|
55+ age-restricted
|
Built 2002 - 2009
|
124 homes
5 rating (1 reviews)
![Legacy at Mansfield Meado...]()
$500Ks
- $600Ks
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.
$500Ks
Riverview Estates Active ..., Easton, PA
Resale Only
|
55+ age-restricted
|
Built 2005 - present
|
92 homes
5 rating (1 reviews)
![Warwick Grove]()
$800Ks
Warwick Grove, Warwick, NY
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
215 homes
$700Ks
The Commons at Mendham, Mendham, NJ
Resale Only
|
Age-targeted
|
Built 1978 - 1985
|
330 homes
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
$500Ks
Four Seasons at Wayne, Wayne, NJ
Resale Only
|
55+ age-restricted
|
Built 1999 - 2001
|
230 homes
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$600Ks
- $700Ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only
|
55+ age-restricted
|
Built 2014 - 2020
|
225 homes
$700Ks
- $3Ms
Knickerbocker Bay Club, Port Washington, NY
New and Resale
|
55+ age-restricted
|
Built 2014 - present
|
32 homes
$1Ms
Kimbolton, Far Hills, NJ
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
105 homes
$200Ks
Brookfield Glen, Belvidere, NJ
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
124 homes
Want to learn more about 55+ rental communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
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
Horizons at Mount Arlingt..., Mount Arlington, NJ
Resale Only
|
55+ age-restricted
|
Built 2004 - 2004
|
144 homes
5 rating (1 reviews)
![Paris Square]()
$400Ks
- $700Ks
Paris Square, Northvale, NJ
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
88 homes
$500Ks
- $600Ks
Reserve at Hawk Pointe, Washington, NJ
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
120 homes
$400Ks
The Bel Aire at East Mead..., East Meadow, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
95 homes
$500Ks
- $600Ks
The Residences at Butterf..., Cold Spring, NY
Resale Only
|
55+ age-restricted
|
Built 2018 - 2023
|
49 homes
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
$500Ks
- $700Ks
Glassbury Court at Hunter..., Cortlandt, NY
Resale Only
|
55+ age-restricted
|
Built 2007 - 2014
|
64 homes
$500Ks
- $700Ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2014
|
90 homes
$400Ks
- $500Ks
Dutchgate, Valley Stream, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2015
|
348 homes
$400Ks
- $500Ks
Four Seasons at Readingto..., Readington Township, NJ
Resale Only
|
55+ age-restricted
|
Built 2001 - 2002
|
98 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
Del Webb Florham Park, Florham Park, NJ
Resale Only
|
55+ age-restricted
|
Built 2018 - 2022
|
242 homes
Want to learn more about 55+ rental communities in Middletown?
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Questions? Call us:
(845) 479-5674
$600Ks
- $700Ks
The Pointe at Garwood, Garwood, NJ
Resale Only
|
55+ age-restricted
|
Built 2006 - 2007
|
44 homes
$500Ks
The Meadows at Panther Va..., Hackettstown, NJ
Resale Only
|
Age-targeted
|
Built 2010 - 2021
|
312 homes
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
$300Ks
- $400Ks
Four Seasons at Bridgewat..., Bridgewater, NJ
Resale Only
|
55+ age-restricted
|
Built 2006 - 2010
|
154 homes
New
Regency at Flanders
![4 VIRGIL LN, FLANDERS, NJ, 07836, Flanders, NJ 07836]()
MLS 4008627 • COLDWELL BANKER REALTY, COLDWELL BA...
New
Warwick Grove
![15 COWDREY ST, WARWICK, NY, 10990, Warwick, NY 10990]()
MLS 959122 • BHG Real Estate Green Team, Kimberly...
New
The Seasons at East Meadow
![479 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554]()
2 beds
|2 baths
|1,358 sq ft
|House
479 SPRING DR, EAST MEADOW, NY, 11554
Community: The Seasons at East Meadow
MLS 959042 • LAFFEY REAL ESTATE, Peter D. Guadagn...
New
Four Seasons at Wayne
![109 FOUR SEASONS DR # 109, WAYNE, NJ, 07..., Wayne, NJ 07470]()
2 beds
|2 baths
|Condo
109 FOUR SEASONS DR # 109, WAYNE, NJ, 07...
Community: Four Seasons at Wayne
MLS 26003857 • Howard Hanna Rand Realty, Cherilyn...
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New
The Residences at Butterfield
![19 BUTTERFIELD RD UNIT 102B 102B, COLD S..., Cold Spring, NY 10516]()
2 beds
|2 baths
|1,322 sq ft
|Condo
19 BUTTERFIELD RD UNIT 102B 102B, COLD S...
Community: The Residences at Butterfield
MLS 953470 • Houlihan Lawrence Inc., Linda K. Hof...
New
Fox Crest
![301 FISCHER CT, ROCKAWAY TWP., NJ, 07866, Rockaway Twp., NJ 07866]()
MLS 4008254 • C-21 CHRISTEL REALTY, C-21 CHRISTEL...
New
Four Seasons at Wayne
![109 FOUR SEASONS DR, WAYNE TWP., NJ, 074..., Wayne Twp., NJ 07470]()
MLS 4008230 • HOWARD HANNA RAND REALTY, HOWARD HA...
New
Greenbriar at Fox Ridge
![6110 VETERANS DR, WHARTON, NJ, 07885, Wharton, NJ 07885]()
1 beds
|2 baths
|979 sq ft
6110 VETERANS DR, WHARTON, NJ, 07885
Community: Greenbriar at Fox Ridge
MLS 4008161 • KELLER WILLIAMS INTEGRITY, KELLER W...
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.
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New
Jefferson Village
![50 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|910 sq ft
|Condo
50 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
MLS 955863 • Coldwell Banker Realty, Jo Ann Cooga...
New
Del Webb Florham Park
![3 VANDERBILT BLVD 406, FLORHAM PARK BORO..., Florham Park Boro, NJ 07932]()
MLS 4007793 • KL SOTHEBY'S INT'L. REALTY, KL SOTH...
New
Rivington
![1 WILDERSWOOD WAY # 1, DANBURY, CT, 0681..., Danbury, CT 06810]()
3 beds
|4 baths
|2,596 sq ft
|Condo
1 WILDERSWOOD WAY # 1, DANBURY, CT, 0681...
Community: Rivington
MLS 24152012 • William Pitt Sotheby's Int'l, Cole...
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New
Knickerbocker Bay Club
![433 MAIN ST 103, PORT WASHINGTON, NY, 11..., Port Washington, NY 11050]()
2 beds
|2 baths
|1,300 sq ft
|Condo
433 MAIN ST 103, PORT WASHINGTON, NY, 11...
Community: Knickerbocker Bay Club
MLS 956813 • Daniel Gale Sothebys Intl Rlty, Phyl...
Meadowbrook Pointe Athletic Club & Spa
![420 PACING WAY, WESTBURY, NY, 11590, Westbury, NY 11590]()
2 beds
|2 baths
|1,217 sq ft
|Condo
420 PACING WAY, WESTBURY, NY, 11590
Community: Meadowbrook Pointe Athletic Club & Spa
MLS 954751 • Coldwell Banker American Homes, Susa...
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Jefferson Village
![53 JEFFERSON OVAL B, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,100 sq ft
|Condo
53 JEFFERSON OVAL B, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
MLS 956533 • Jefferson Valley Realty, Kristine M....
The Bel Aire at East Meadow
![50 MERRICK AVE 120, EAST MEADOW, NY, 115..., East Meadow, NY 11554]()
2 beds
|2 baths
|1,000 sq ft
|Condo
50 MERRICK AVE 120, EAST MEADOW, NY, 115...
Community: The Bel Aire at East Meadow
MLS 956949 • BERKSHIRE HATHAWAY, Michael J. Fink ...
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 Seasons at East Meadow
![286 SPRING DR # 286, EAST MEADOW, NY, 11..., East Meadow, NY 11554]()
2 beds
|3 baths
|1,030 sq ft
|Condo
286 SPRING DR # 286, EAST MEADOW, NY, 11...
Community: The Seasons at East Meadow
MLS 955835 • Douglas Elliman Real Estate, Laura E...
Heritage Hills
![339 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|3 baths
|1,550 sq ft
|Condo
339 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 954783 • Keller Williams Realty Partner, Anne...
Heritage Hills
![882 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|3 baths
|1,666 sq ft
|Condo
882 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
MLS 934009 • Houlihan Lawrence Inc., Gary Parker
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Retreat at Carmel
![18 WHEELER CT, CARMEL, NY, 10512, Carmel, NY 10512]()
2 beds
|3 baths
|2,035 sq ft
|Condo
18 WHEELER CT, CARMEL, NY, 10512
Community: The Retreat at Carmel
MLS 953121 • Keller Williams Realty Partner, Rand...
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Meadowbrook Pointe Athletic Club & Spa
![568 PACING WAY # 568, WESTBURY, NY, 1159..., Westbury, NY 11590]()
2 beds
|2 baths
|1,328 sq ft
|Condo
568 PACING WAY # 568, WESTBURY, NY, 1159...
Community: Meadowbrook Pointe Athletic Club & Spa
MLS 954126 • Douglas Elliman Real Estate, Tiffany...
Heritage Hills
![578 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589]()
1 beds
|2 baths
|967 sq ft
|Condo
578 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
MLS 950188 • Houlihan Lawrence Inc., Harding Maso...
Legacy at Mansfield Meadows
![51 MOUNTAIN VIEW LN, PORT MURRAY, NJ, 07..., Port Murray, NJ 07865]()
MLS 4007156 • COLDWELL BANKER REALTY, COLDWELL BA...
The Pointe at Garwood
![615 MAPLE CT, GARWOOD, NJ, 07027, Garwood, NJ 07027]()
MLS 4007145 • COLDWELL BANKER REALTY, COLDWELL BA...
Want to learn more about 55+ rental communities in Middletown?
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Download the Ultimate 55+ Homebuying Guide
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Fox Hills
![3211 CLEVELAND LN # 211, ROCKAWAY BORO, ..., Rockaway Boro, NJ 07866]()
MLS 4007037 • C-21 CHRISTEL REALTY, C-21 CHRISTEL...
Regency at Wappinger
![61 FARMINGTON RD, WAPPINGERS FALLS, NY, ..., Wappingers Falls, NY 12590]()
2 beds
|2 baths
|1,738 sq ft
|House
61 FARMINGTON RD, WAPPINGERS FALLS, NY, ...
Community: Regency at Wappinger
MLS 955483 • Houlihan Lawrence Inc., Nicole Boisv...
Heritage Hills
![656 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,296 sq ft
|Condo
656 HERITAGE HLS C, SOMERS, NY, 10589
Community: Heritage Hills
MLS 950592 • Houlihan Lawrence Inc., Donna O'Conn...
Traditions of America at Green Pond
![3803 LOYAL LN, EASTON, PA, 18045, Easton, PA 18045]()
2 beds
|2 baths
|2,174 sq ft
|Detached
3803 LOYAL LN, EASTON, PA, 18045
Community: Traditions of America at Green Pond
MLS 771006 • Coldwell Banker Residential, Tisha H...
Meadowbrook Pointe Athletic Club & Spa
![428 TROTTING LN # 428, WESTBURY, NY, 115..., Westbury, NY 11590]()
2 beds
|3 baths
|2,628 sq ft
|Condo
428 TROTTING LN # 428, WESTBURY, NY, 115...
Community: Meadowbrook Pointe Athletic Club & Spa
MLS 954156 • Compass Greater NY LLC, Luis Barreto
Want to learn more about 55+ communities in Middletown?
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Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Fox Hills
![1129 HAMILTON DR, ROCKAWAY BORO, NJ, 078..., Rockaway Boro, NJ 07866]()
MLS 4006544 • COLDWELL BANKER REALTY, COLDWELL BA...
The Highlands at Glenmoor
![13 DEVONSHIRE DR, PALMER TWP, PA, 18045, Palmer Twp, PA 18045]()
2 beds
|3 baths
|2,032 sq ft
|Detached
13 DEVONSHIRE DR, PALMER TWP, PA, 18045
Community: The Highlands at Glenmoor
MLS 770738 • IronValley RE of Lehigh Valley, Robe...
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
![140 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
3 beds
|2 baths
|1,689 sq ft
|Condo
140 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 947181 • Houlihan Lawrence Inc., Harding Maso...
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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 PANH2009252 • RE/MAX Real Estate-Allentown, K...
Bald Eagle Commons
![6411 RICHMOND RD # 411, WEST MILFORD, NJ..., West Milford, NJ 07480]()
2 beds
|2 baths
|1,220 sq ft
6411 RICHMOND RD # 411, WEST MILFORD, NJ...
Community: Bald Eagle Commons
MLS 4006093 • KELLER WILLIAMS - NJ METRO GROUP, K...
Legacy at Mansfield Meadows
![58 REDWOOD RUN, PORT MURRAY, NJ, 07865, Port Murray, NJ 07865]()
3 beds
|3 baths
|2,637 sq ft
58 REDWOOD RUN, PORT MURRAY, NJ, 07865
Community: Legacy at Mansfield Meadows
MLS 4005755 • BHHS FOX & ROACH, BHHS FOX & ROACH ...
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Bald Eagle Commons
![6411 RICHMOND RD 411, WEST MILFORD, NJ, ..., West Milford, NJ 07480]()
MLS 26002302 • Keller Williams Realty - NJ Metro ...
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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© 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: Feb 07, 2026.
This application does not include information on all of the properties available for sale at this time.
