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
206 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
4.8 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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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
$300ks
- $500ks
Greenbriar at Fox Ridge, Rockaway, NJ
Resale Only
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55+ age-restricted
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Built 2008 - 2018
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336 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
$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
Regency at Fishkill, Fishkill, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
|
164 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
- $600ks
Fox Crest, Rockaway, NJ
New Construction
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55+ age-restricted
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Built 2020 - present
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41 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
$800ks
- $1Ms
HarborView, Port Washington, NY
Resale Only
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55+ age-restricted
|
Built 2002 - 2004
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270 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
- $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
1 rating (1 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
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$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
$300ks
- $400ks
The Highlands at Glenmoor, Easton, PA
Resale Only
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55+ age-restricted
|
Built 2004 - 2007
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251 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
$300ks
- $400ks
Four Seasons at Bridgewat..., Bridgewater, NJ
Resale Only
|
55+ age-restricted
|
Built 2006 - 2010
|
154 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
The Village at Fox Crossi..., Easton, PA
Resale Only
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55+ age-restricted
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Built 2007 - 2018
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135 homes
$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
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
$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
$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
$400ks
- $500ks
Reserve at Hawk Pointe, Washington, NJ
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
120 homes
$400ks
Horizons at Mount Arlingt..., Mount Arlington, NJ
Resale Only
|
55+ age-restricted
|
Built 2004 - 2004
|
144 homes
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Questions? Call us:
(845) 479-5674
$300ks
- $400ks
Glenmoor, Easton, PA
Resale Only
|
55+ age-restricted
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Built 2004 - 2008
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182 homes
5 rating (1 reviews)
![Four Seasons at North Cal...]()
$700ks
- $800ks
Four Seasons at North Cal..., North Caldwell, NJ
Resale Only
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55+ age-restricted
|
Built 2011 - 2015
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108 homes
$600ks
- $700ks
Regency at Readington, Readington Township, NJ
Resale Only
|
55+ age-restricted
|
Built 2014 - 2019
|
209 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
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
$400ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only
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55+ age-restricted
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Built 2012 - 2017
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68 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
$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
$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
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
$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
$800ks
- $900ks
Bear's Cove, Ramsey, NJ
Resale Only
|
55+ age-restricted
|
Built 2006 - 2014
|
104 homes
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
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
Four Seasons at Cedar Gro..., Cedar Grove, NJ
Resale Only
|
55+ age-restricted
|
Built 2000 - 2005
|
156 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... • COLDWELL BANKER REALTY
Fox Crest
![301 FISCHER CT, ROCKAWAY TWP., NJ, 07866, Rockaway Twp., NJ 07866]()
MLS 4008254 • C-21 CHRISTEL REALTY, C-21 CHRISTEL... • C-21 CHRISTEL REALTY
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... • C-21 CHRISTEL REALTY
New
Bald Eagle Commons
![9106 RICHMOND RD, WEST MILFORD TWP., NJ,..., West Milford Twp., NJ 07480]()
MLS 4041260 • RE/MAX COUNTRY REALTY, RE/MAX COUNT... • RE/MAX COUNTRY REALTY
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New
Wanaque Reserve
![2107 WARRENS WAY 107, WANAQUE, NJ, 07465, Wanaque, NJ 07465]()
MLS 26026741 • Coldwell Banker, Wayne, Christine ... • Coldwell Banker, Wayne
New
Wanaque Reserve
![2107 WARRENS WAY 107, WANAQUE BORO, NJ, ..., Wanaque Boro, NJ 07465]()
2 beds
|2 baths
|1,768 sq ft
2107 WARRENS WAY 107, WANAQUE BORO, NJ, ...
Community: Wanaque Reserve
MLS 4041207 • COLDWELL BANKER REALTY, COLDWELL BA... • COLDWELL BANKER REALTY
New
Rivington
![64 WARRINGTON ROUND 64, DANBURY, CT, 068..., Danbury, CT 06810]()
3 beds
|3 baths
|1,600 sq ft
|Condo
64 WARRINGTON ROUND 64, DANBURY, CT, 068...
Community: Rivington
MLS 24191321 • Coldwell Banker Realty, Antonio Za... • Coldwell Banker Realty
New
The Highlands at Glenmoor
![47 EDINBURGH DR, EASTON, PA, 18045, Easton, PA 18045]()
3 beds
|3 baths
|2,864 sq ft
|Detached
47 EDINBURGH DR, EASTON, PA, 18045
Community: The Highlands at Glenmoor
MLS 780724 • Keller Williams Northampton, Shabana... • Keller Williams Northampton
New
Meadowbrook Pointe Athletic Club & Spa
![348 TROTTING LN, HEMPSTEAD, NY, 11590, Hempstead, NY 11590]()
2 beds
|2 baths
|1,319 sq ft
|Condo
348 TROTTING LN, HEMPSTEAD, NY, 11590
Community: Meadowbrook Pointe Athletic Club & Spa
MLS 1024788 • Douglas Elliman Real Estate, Matthe... • Douglas Elliman Real Estate
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
Regency at Wappinger
![36 FARMINGTON RD, WAPPINGER, NY, 12590, Wappinger, NY 12590]()
2 beds
|3 baths
|2,600 sq ft
|House
36 FARMINGTON RD, WAPPINGER, NY, 12590
Community: Regency at Wappinger
MLS 1025987 • Houlihan Lawrence Inc., Nicole Bois... • Houlihan Lawrence Inc.
New
Bear's Cove
![125 WINDSOR LN, RAMSEY, NJ, 07446, Ramsey, NJ 07446]()
MLS 26026554 • Keller Williams Valley Realty, Jai... • Keller Williams Valley Realty
New
Jefferson Village
![18 HASTINGS CT B, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
1 beds
|1 baths
|850 sq ft
|Condo
18 HASTINGS CT B, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 1025022 • Houlihan Lawrence Inc., Barbara J. ... • Houlihan Lawrence Inc.
New
Winthrop Court
![8205 HARCOURT 8205, CLIFTON, NJ, 07013, Clifton, NJ 07013]()
MLS 26026448 • Keller Williams Prosperity Realty,... • Keller Williams Prosperity Realty
New
Brookfield Estates
![46 KENSINGTON CIR, WHITE TWP., NJ, 07823, White Twp., NJ 07823]()
3 beds
|2 baths
|1,837 sq ft
46 KENSINGTON CIR, WHITE TWP., NJ, 07823
Community: Brookfield Estates
MLS 4040450 • COMPASS NEW JERSEY, LLC, COMPASS NE... • COMPASS NEW JERSEY, LLC
New
Bald Eagle Commons
![1316 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 26026359 • Realty Executives Exceptional Real... • Realty Executives Exceptional Realtors-Kinnelon
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New
Bald Eagle Commons
![1316 RICHMOND RD 316, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480]()
MLS 4040437 • REALTY EXECUTIVES EXCEPTIONAL, REAL... • REALTY EXECUTIVES EXCEPTIONAL
New
Regency at Denville
![92 MACKENZIE LN, DENVILLE TWP., NJ, 0783..., Denville Twp., NJ 07834]()
3 beds
|3 baths
|3,066 sq ft
92 MACKENZIE LN, DENVILLE TWP., NJ, 0783...
Community: Regency at Denville
MLS 4040435 • COMPASS NEW JERSEY, LLC, COMPASS NE... • COMPASS NEW JERSEY, LLC
New
Glenmoor
![46 GLENMOOR CIR, EASTON, PA, 18045, Easton, PA 18045]()
MLS PANH2010298 • Keller Williams Real Estate - B... • Keller Williams Real Estate - Bethlehem
New
Delaware Crossing
![418 EDWARD ST, LOPATCONG TWP., NJ, 08865, Lopatcong Twp., NJ 08865]()
2 beds
|3 baths
|2,437 sq ft
418 EDWARD ST, LOPATCONG TWP., NJ, 08865
Community: Delaware Crossing
MLS 4040315 • WEICHERT REALTORS, WEICHERT REALTOR... • WEICHERT REALTORS
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
Winthrop Court
![8205 HARCOURT RD, CLIFTON CITY, NJ, 0701..., Clifton City, NJ 07013]()
2 beds
|2 baths
|1,534 sq ft
8205 HARCOURT RD, CLIFTON CITY, NJ, 0701...
Community: Winthrop Court
MLS 4040313 • KELLER WILLIAMS PROSPERITY REALTY, ... • KELLER WILLIAMS PROSPERITY REALTY
New
Dutchgate
![1132 WILLOW LN 1131, HEMPSTEAD, NY, 1158..., Hempstead, NY 11580]()
2 beds
|2 baths
|941 sq ft
|Condo
1132 WILLOW LN 1131, HEMPSTEAD, NY, 1158...
Community: Dutchgate
MLS 1014384 • Coldwell Banker American Homes, Ran... • Coldwell Banker American Homes
New
Glenmoor
![46 GLENMOOR CIR, PALMER TWP, PA, 18045, Palmer Twp, PA 18045]()
2 beds
|2 baths
|2,000 sq ft
|Semi Detached
46 GLENMOOR CIR, PALMER TWP, PA, 18045
Community: Glenmoor
MLS 780495 • Keller Williams Northampton, Kelly L... • Keller Williams Northampton
Kimbolton
![5 VOORHEES CT, FAR HILLS BORO, NJ, 07931, Far Hills Boro, NJ 07931]()
MLS 4040147 • PULTE COMMUNITIES NJ LIMITED PART, ... • PULTE COMMUNITIES NJ LIMITED PART
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Heritage Hills
![358 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|3 baths
|1,550 sq ft
|Condo
358 HERITAGE HLS C, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1024317 • Houlihan Lawrence Inc., Annpauline ... • Houlihan Lawrence Inc.
Regency at Denville
![79 S MACKENZIE LN, DENVILLE TOWNSHIP, NJ..., Denville Township, NJ 07834]()
3 beds
|3 baths
|Townhouse
79 S MACKENZIE LN, DENVILLE TOWNSHIP, NJ...
Community: Regency at Denville
MLS 26025753 • Keller Williams Realty Metropolita... • Keller Williams Realty Metropolitan
Glassbury Court at Cold Spring
![10 MAGGIE MAY WAY, PHILIPSTOWN, NY, 1051..., Philipstown, NY 10516]()
2 beds
|2 baths
|1,974 sq ft
|Condo
10 MAGGIE MAY WAY, PHILIPSTOWN, NY, 1051...
Community: Glassbury Court at Cold Spring
MLS 1024506 • Keller Williams Realty Partner, Chr... • Keller Williams Realty Partner
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 Cedar Grove
![505 HOLLY LN, CEDAR GROVE TWP., NJ, 0700..., Cedar Grove Twp., NJ 07009]()
MLS 4039918 • COLDWELL BANKER REALTY, COLDWELL BA... • COLDWELL BANKER REALTY
Riverview Estates Active Adult
![868 VENETO CT, FORKS TWP, PA, 18040, Forks Twp, PA 18040]()
2 beds
|3 baths
|1,966 sq ft
|Semi Detached
868 VENETO CT, FORKS TWP, PA, 18040
Community: Riverview Estates Active Adult
MLS 780414 • BHGRE Valley Partners-Bethlehm, Shar... • BHGRE Valley Partners-Bethlehm
Four Seasons at The Promenade
![10 JOHNS DR, WARREN TWP., NJ, 07059, Warren Twp., NJ 07059]()
MLS 4039790 • COMPASS NEW JERSEY, LLC, COMPASS NE... • COMPASS NEW JERSEY, LLC
Four Seasons at Bridgewater
![467 VICTORIA DR, BRIDGEWATER TWP., NJ, 0..., Bridgewater Twp., NJ 07920]()
MLS 4039777 • WEICHERT REALTORS, WEICHERT REALTOR... • WEICHERT REALTORS
Heritage Hills
![571 HERITAGE HLS F, SOMERS, NY, 10589, Somers, NY 10589]()
1 beds
|2 baths
|967 sq ft
|Condo
571 HERITAGE HLS F, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1023931 • Houlihan Lawrence Inc., Gary Parker • Houlihan Lawrence Inc.
The Highlands at Glenmoor
![9 DEVONSHIRE DR, EASTON, PA, 18045, Easton, PA 18045]()
3 beds
|2 baths
|2,456 sq ft
|Detached
9 DEVONSHIRE DR, EASTON, PA, 18045
Community: The Highlands at Glenmoor
MLS 777662 • RE/MAX Real Estate, Cathy W. Taylor • RE/MAX Real Estate
Four Seasons at North Caldwell
![22 HILLTOP DR, CALDWELL, NJ, 07006, Caldwell, NJ 07006]()
MLS 26024627 • RE/MAX 1st Advantage, Robert Dekan... • RE/MAX 1st Advantage
Legacy at Mansfield Meadows
![18 MOUNTAIN VIEW LN, MANSFIELD TWP., NJ,..., Mansfield Twp., NJ 07865]()
MLS 4039546 • RE/MAX HERITAGE PROPERTIES, RE/MAX ... • RE/MAX HERITAGE PROPERTIES
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Heritage Hills
![600 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,265 sq ft
|Condo
600 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1023770 • Coldwell Banker Realty, Yvonne Cohe... • Coldwell Banker Realty
HarborView
![100 HARBORVIEW DR 301, NORTH HEMPSTEAD, ..., North Hempstead, NY 11050]()
MLS 1023581 • BERKSHIRE HATHAWAY, Belinda C. Wise... • BERKSHIRE HATHAWAY
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 17, 2026.
This application does not include information on all of the properties available for sale at this time.
