Call us at (845) 479-5674 to learn more about active adult communities in Middletown
Middletown, NY 55+ active adult communities & homes for sale
96 communities near Middletown
204 homes near Middletown
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$100ks
- $300ks
Bald Eagle Commons, West Milford, NJ
Resale Only
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55+ age-restricted
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Built 1995 - 2005
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463 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
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
|
1,000 homes
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$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
$300ks
- $600ks
Fox Hills, Rockaway, NJ
Resale Only
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55+ age-restricted
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Built 2000 - 2003
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672 homes
5 rating (1 reviews)
![Warwick Grove]()
$400ks
- $600ks
Warwick Grove, Warwick, NY
New and Resale
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55+ age-restricted
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Built 2004 - present
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215 homes
$300ks
- $400ks
Regency at Fishkill, Fishkill, NY
Resale Only
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55+ age-restricted
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Built 2008 - 2020
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164 homes
$500ks
- $600ks
Traditions of America at ..., Bethlehem, PA
Resale Only
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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)
![Four Seasons at Great Not...]()
$400ks
- $700ks
Four Seasons at Great Not..., Woodland Park, NJ
Resale Only
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55+ age-restricted
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Built 2005 - 2018
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814 homes
5 rating (1 reviews)
![Delaware Crossing]()
$200ks
- $300ks
Delaware Crossing, Lopatcong, NJ
Resale Only
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55+ age-restricted
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Built 2006 - 2014
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158 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
$300ks
- $400ks
The Meadows at Panther Va..., Hackettstown, NJ
Resale Only
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Age-targeted
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Built 2010 - 2021
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312 homes
$800ks
- $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
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
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(845) 479-5674
$500ks
- $700ks
The Hollows at Blue Hill, Pearl River, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2014
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126 homes
$300ks
- $400ks
Four Seasons at Bridgewat..., Bridgewater, NJ
Resale Only
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55+ age-restricted
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Built 2006 - 2010
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154 homes
$400ks
Horizons at Mount Arlingt..., Mount Arlington, NJ
Resale Only
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55+ age-restricted
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Built 2004 - 2004
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144 homes
$300ks
- $600ks
Fox Crest, Rockaway, NJ
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
41 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
- $500ks
Reserve at Hawk Pointe, Washington, NJ
Resale Only
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55+ age-restricted
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Built 2003 - 2006
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120 homes
$300ks
- $600ks
The Commons at Mendham, Mendham, NJ
Resale Only
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Age-targeted
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Built 1978 - 1985
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330 homes
1 rating (1 reviews)
![Brookfield Estates]()
$300ks
Brookfield Estates, Belvidere, NJ
Resale Only
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55+ age-restricted
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Built 1999 - 2002
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274 homes
$500ks
- $600ks
Riverview Estates Active ..., Easton, PA
Resale Only
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55+ age-restricted
|
Built 2005 - present
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92 homes
$700ks
- $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only
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55+ age-restricted
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Built 2015 - 2016
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720 homes
$900ks
- $1Ms
Kimbolton, Far Hills, NJ
New Construction
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55+ age-restricted
|
Built 2024 - present
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105 homes
$300ks
- $400ks
Campagna, Montville Township, NJ
Resale Only
|
55+ age-restricted
|
Built 1980 - 1986
|
136 homes
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Questions? Call us:
(845) 479-5674
$200ks
- $300ks
Clove Hill Manor, Wantage, NJ
Resale Only
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55+ age-restricted
|
Built 2003 - 2007
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117 homes
$300ks
- $900ks
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 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...]()
$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
$400ks
- $600ks
Winthrop Court, Clifton, NJ
Resale Only
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55+ age-restricted
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Built 2000 - 2010
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270 homes
$700ks
- $1Ms
Four Seasons at The Prome..., Warren, NJ
Resale Only
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55+ age-restricted
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Built 2007 - 2014
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208 homes
$100ks
- $200ks
Brookfield Glen, Belvidere, NJ
Resale Only
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55+ age-restricted
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Built 2003 - 2006
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124 homes
$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
- $400ks
The Bel Aire at East Mead..., East Meadow, NY
Resale Only
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55+ age-restricted
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Built 2004 - 2005
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95 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
$600ks
- $1Ms
Del Webb Florham Park, Florham Park, NJ
Resale Only
|
55+ age-restricted
|
Built 2018 - 2022
|
242 homes
Want to learn more about 55+ communities in Middletown?
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Questions? Call us:
(845) 479-5674
$200ks
- $300ks
Woodcrest at Jacobs Hill, Cortlandt, NY
Resale Only
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55+ age-restricted
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Built 2005 - 2006
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58 homes
$200ks
- $400ks
The Hamlet at Town Center, Sparta, NJ
Resale Only
|
55+ age-restricted
|
Built 2008 - 2008
|
44 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
![379 VICTORIA DR, BRIDGEWATER TWP., NJ, 0..., Bridgewater Twp., NJ 08807]()
3 beds
|3 baths
|2,294 sq ft
379 VICTORIA DR, BRIDGEWATER TWP., NJ, 0...
Community: Four Seasons at Bridgewater
MLS 4033790 • COLDWELL BANKER REALTY, COLDWELL BA...
Fox Crest
![301 FISCHER CT, ROCKAWAY TWP., NJ, 07866, Rockaway Twp., NJ 07866]()
MLS 4008254 • C-21 CHRISTEL REALTY, C-21 CHRISTEL...
Greenbriar at Fox Ridge
![7113 POLK DR, ROCKAWAY TWP., NJ, 07885, Rockaway Twp., NJ 07885]()
2 beds
|3 baths
|1,568 sq ft
7113 POLK DR, ROCKAWAY TWP., NJ, 07885
Community: Greenbriar at Fox Ridge
MLS 4003074 • C-21 CHRISTEL REALTY, C-21 CHRISTEL...
New
Bald Eagle Commons
![2 RICHMOND RD 302, WEST MILFORD, NJ, 074..., West Milford, NJ 07480]()
MLS 26024796 • Keller Williams Realty, Camilia An...
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Questions? Call us:
(845) 479-5674
New
Bald Eagle Commons
![7215 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 26024686 • EXP Realty, LLC, Lynn V. Fitzgeral...
New
Bald Eagle Commons
![2 RICHMOND RD 302, WEST MILFORD TWP., NJ..., West Milford Twp., NJ 07480]()
2 beds
|2 baths
|1,581 sq ft
2 RICHMOND RD 302, WEST MILFORD TWP., NJ...
Community: Bald Eagle Commons
MLS 4038210 • KELLER WILLIAMS REALTY, KELLER WILL...
New
Bald Eagle Commons
![7215 RICHMOND RD, WEST MILFORD TWP., NJ,..., West Milford Twp., NJ 07480]()
2 beds
|2 baths
|1,220 sq ft
7215 RICHMOND RD, WEST MILFORD TWP., NJ,...
Community: Bald Eagle Commons
MLS 4038202 • EXP REALTY, LLC, EXP REALTY
New
Greenbriar at Fox Ridge
![4215 HOOVER LN, ROCKAWAY TWP., NJ, 07885, Rockaway Twp., NJ 07885]()
MLS 4038158 • WEICHERT REALTORS, WEICHERT REALTOR...
New
Dutchgate
![1120 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580]()
MLS 1021041 • OverSouth LLC, Michael J. Rose
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
Overlook
![2059 SUMMIT LOOP 97, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 1020905 • Toll Brothers Real Estate Inc., Tho...
New
Overlook
![2057 SUMMIT LOOP 96, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 1020890 • Toll Brothers Real Estate Inc., Tho...
New
Overlook
![4091 FAIRWAYS DR 146, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 1020861 • Toll Brothers Real Estate Inc., Tho...
New
Overlook
![2003 SUMMIT LOOP 82, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 1020882 • Toll Brothers Real Estate Inc., Tho...
New
Overlook
![4085 FAIRWAYS DR 143, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 1020801 • Toll Brothers Real Estate Inc., Tho...
New
Regency at Readington
![96 VAN CLEEF DR, READINGTON TWP., NJ, 08..., Readington Twp., NJ 08889]()
MLS 4037991 • ROSA AGENCY, ROSA AGENCY Listing Ag...
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Questions? Call us:
(845) 479-5674
New
Overlook
![4087 FAIRWAYS DR 144, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 1020747 • Toll Brothers Real Estate Inc., Tho...
New
The Village at Upstream Farm
![2740 UPSTREAM FARM RD, FORKS TWP, PA, 18..., Forks Twp, PA 18040]()
2 beds
|2 baths
|1,123 sq ft
|Townhouse
2740 UPSTREAM FARM RD, FORKS TWP, PA, 18...
Community: The Village at Upstream Farm
MLS 779947 • BHGRE Valley Partners-Bethlehm, Bren...
New
Stoneleigh Woods at Carmel
![205 EGRETS LNDG 205, CARMEL, NY, 10512, Carmel, NY 10512]()
2 beds
|2 baths
|1,344 sq ft
|Condo
205 EGRETS LNDG 205, CARMEL, NY, 10512
Community: Stoneleigh Woods at Carmel
MLS 1008121 • Briante Realty Group, LLC, Karyne ...
New
The Meadows at Panther Valley
![6 ALEXANDERS RD, ALLAMUCHY TWP., NJ, 078..., Allamuchy Twp., NJ 07840]()
3 beds
|3 baths
6 ALEXANDERS RD, ALLAMUCHY TWP., NJ, 078...
Community: The Meadows at Panther Valley
MLS 4037813 • RE/MAX HERITAGE PROPERTIES, RE/MAX ...
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 Great Notch Spa and Club
![3 BEDROCK CT A3, WOODLAND PARK, NJ, 0742..., Woodland Park, NJ 07424]()
2 beds
|2 baths
|Condo
3 BEDROCK CT A3, WOODLAND PARK, NJ, 0742...
Community: Four Seasons at Great Notch Spa and Club
MLS 26024509 • Berkshire Hathaway Home Services V...
New
Bald Eagle Commons
![6104 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 26024449 • Keller Williams Village Square Rea...
New
Bald Eagle Commons
![6104 RICHMOND RD, WEST MILFORD TWP., NJ,..., West Milford Twp., NJ 07480]()
2 beds
|1 baths
|957 sq ft
6104 RICHMOND RD, WEST MILFORD TWP., NJ,...
Community: Bald Eagle Commons
MLS 4037626 • KELLER WILLIAMS VILLAGE SQUARE, KEL...
New
Jefferson Village
![5 DEVON CT B, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
MLS 1019790 • River Realty Services, Inc., Meliss...
New
The Hamlet at Town Center
![16 MAIN ST C6, SPARTA TWP., NJ, 07871, Sparta Twp., NJ 07871]()
MLS 4037492 • WEICHERT REALTORS, WEICHERT REALTOR...
Meadowbrook Pointe Athletic Club & Spa
![104 SHADY LN, HEMPSTEAD, NY, 11590, Hempstead, NY 11590]()
2 beds
|2 baths
|1,319 sq ft
|Condo
104 SHADY LN, HEMPSTEAD, NY, 11590
Community: Meadowbrook Pointe Athletic Club & Spa
MLS 1018722 • Douglas Elliman Real Estate, Matthe...
Riverview Estates Active Adult
![2529 NAPA DR, FORKS TWP, PA, 18040, Forks Twp, PA 18040]()
3 beds
|3 baths
|2,264 sq ft
|Semi Detached
2529 NAPA DR, FORKS TWP, PA, 18040
Community: Riverview Estates Active Adult
MLS 779243 • BHHS Fox & Roach Easton, Frances Vaz...
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Jefferson Village
![27 WALDEN CT J, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
1 beds
|1 baths
|800 sq ft
|Condo
27 WALDEN CT J, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 1017630 • Houlihan Lawrence Inc., Barbara J. ...
The Commons at Mendham
![33 GALWAY DR, MENDHAM BORO, NJ, 07945, Mendham Boro, NJ 07945]()
2 beds
|3 baths
|1,820 sq ft
33 GALWAY DR, MENDHAM BORO, NJ, 07945
Community: The Commons at Mendham
MLS 4037160 • WEICHERT REALTORS, WEICHERT REALTOR...
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
![334 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,428 sq ft
|Condo
334 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1014903 • Coldwell Banker Realty, Anthony Sib...
Heritage Hills
![103 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
3 beds
|2 baths
|1,780 sq ft
|Condo
103 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1016437 • Houlihan Lawrence Inc., Mary Ward
Woodcrest at Jacobs Hill
![2306 JACOBS HILL RD 306, CORTLANDT, NY, ..., Cortlandt, NY 10567]()
2 beds
|2 baths
|1,145 sq ft
|Condo
2306 JACOBS HILL RD 306, CORTLANDT, NY, ...
Community: Woodcrest at Jacobs Hill
MLS 1012511 • Real Broker NY LLC, Dani Dorman
Warwick Grove
![50 CROPSEY ST, WARWICK (TOWN), NY, 10990, Warwick (town), NY 10990]()
3 beds
|3 baths
|2,482 sq ft
|Condo
50 CROPSEY ST, WARWICK (TOWN), NY, 10990
Community: Warwick Grove
MLS 969865 • BHG Real Estate Green Team, Vikki An...
Heritage Hills
![29 HERITAGE HLS 29D, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|3 baths
|1,340 sq ft
|Condo
29 HERITAGE HLS 29D, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1017218 • ERA Insite Realty Services, Walter ...
Heritage Hills
![606 HERITAGE HILLS DR C, SOMERS, NY, 105..., Somers, NY 10589]()
3 beds
|2 baths
|1,905 sq ft
|Condo
606 HERITAGE HILLS DR C, SOMERS, NY, 105...
Community: Heritage Hills
MLS 1010301 • Houlihan Lawrence Inc., Donna O'Con...
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The Bel Aire at East Meadow
![50 MERRICK AVE 415, HEMPSTEAD, NY, 11554, Hempstead, NY 11554]()
2 beds
|2 baths
|1,000 sq ft
|Condo
50 MERRICK AVE 415, HEMPSTEAD, NY, 11554
Community: The Bel Aire at East Meadow
MLS 1016700 • 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.
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: Jul 03, 2026.
This application does not include information on all of the properties available for sale at this time.
