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Middletown, NY 55+ active adult communities & homes for sale - Page 3
93 communities near Middletown
121 homes near Middletown
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$500Ks
- $600Ks
Eden Park, Clarkstown, NY
Resale Only
|
55+ age-restricted
|
Built 2011 - 2011
|
34 homes
$900Ks
- $1Ms
Northgate at Florham Park, Florham Park, NJ
Resale Only
|
55+ age-restricted
|
Built 2008 - 2009
|
33 homes
$400Ks
- $500Ks
The Woods at Dunham Pond, New Fairfield, CT
Resale Only
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55+ age-restricted
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Built 2004 - 2015
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33 homes
$700Ks
- $3Ms
Knickerbocker Bay Club, Port Washington, NY
New and Resale
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55+ age-restricted
|
Built 2014 - present
|
32 homes
$200Ks
- $500Ks
The Coach Homes at Ridgef..., Ridgefield, CT
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
30 homes
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$600Ks
- $700Ks
Dawson Brook, Randolph, NJ
Resale Only
|
55+ age-restricted
|
Built 2016 - 2019
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30 homes
5 rating (2 reviews)
![Blackburne Farm Townhomes]()
$500Ks
Blackburne Farm Townhomes, Campbell Hall, NY
New Construction
|
55+ age-restricted
|
Built 2019 - present
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29 homes
$600Ks
- $700Ks
Briar Hill, Montville Township, NJ
Resale Only
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55+ age-restricted
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Built 2012 - 2015
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28 homes
$600Ks
- $700Ks
Sterling Mist, Parsippany, NJ
Resale Only
|
55+ age-restricted
|
Built 2002 - 2006
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28 homes
Download the Ultimate 55+ Homebuying Guide
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$400Ks
Brooklake Park, Florham Park, NJ
Resale Only
|
55+ age-restricted
|
Built 2008 - 2008
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25 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.
$1Ms
Melrose at Chatham, Chatham, NJ
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
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19 homes
1 rating (2 reviews)
![Knoll Edge]()
$600Ks
- $700Ks
Knoll Edge, Boonton, NJ
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
16 homes
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Glenmoor
![3 NOTTINGHAM LN, EASTON, PA, 18045, Easton, PA 18045]()
MLS 768327 • BHHS Fox & Roach Bethlehem, Bobbi Br...
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...
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 767426 • IronValley RE of Lehigh Valley, Mari...
Glenmoor
![8 KENT LN, PALMER TWP, PA, 18045, Palmer Twp, PA 18045]()
MLS 767897 • BHGRE Valley Partners, Rob Sandoval
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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
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...
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...
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.
Traditions of America at Green Pond
![3871 VICTORS WAY, EASTON, PA, 18045, Easton, PA 18045]()
2 beds
|2 baths
|1,671 sq ft
|Detached
3871 VICTORS WAY, EASTON, PA, 18045
Community: Traditions of America at Green Pond
MLS 767627 • RE/MAX Real Estate, Denise Rich
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.
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...
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...
Heritage Hills
![348 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,428 sq ft
|Condo
348 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 925161 • William Raveis Real Estate, Cynthia ...
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Jefferson Village
![156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598]()
1 beds
|1 baths
|850 sq ft
|Condo
156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
MLS 823393 • Houlihan Lawrence Inc., Nancy Kenned...
Jefferson Village
![108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,200 sq ft
|Condo
108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
MLS 884476 • William Raveis Real Estate, Heather ...
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The Commons at Mendham
![54 PEMBROKE DR, MENDHAM, NJ, 07945, Mendham, NJ 07945]()
MLS 3994587 • WEICHERT REALTORS, WEICHERT REALTOR...
Heritage Hills
![443 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,559 sq ft
|Condo
443 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 945064 • eXp Realty, Liudmila Lobeeva
Download the Ultimate 55+ Homebuying Guide
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Jefferson Village
![159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,300 sq ft
|Condo
159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
MLS 935455 • Glilos, Yoel Schwartz
Heritage Hills
![798 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,296 sq ft
|Condo
798 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
MLS 899317 • Houlihan Lawrence Inc., Donna O'Conn...
Heritage Hills
![59 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
3 beds
|2 baths
|1,689 sq ft
|Condo
59 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 942209 • Howard Hanna Rand Realty, Kathleen P...
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
The Seasons at East Meadow
![434 AUTUMN DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554]()
2 beds
|3 baths
|1,030 sq ft
|Condo
434 AUTUMN DR, EAST MEADOW, NY, 11554
Community: The Seasons at East Meadow
MLS 945396 • Signature Premier Properties, Tracey...
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Jefferson Village
![45 JEFFERSON OVAL D, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,100 sq ft
|Condo
45 JEFFERSON OVAL D, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
MLS 916000 • Compass Greater NY, LLC, Anna Priski...
Overlook
![4071 FAIRWAYS DR 136, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 920677 • Toll Brothers Real Estate Inc., Thom...
Overlook
![1037 COTTAGE DR 18, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 889837 • Toll Brothers Real Estate Inc., Thom...
Overlook
![4073 FAIRWAYS DR # 137, CARMEL, NY, 1051..., Carmel, NY 10512]()
3 beds
|3 baths
|1,914 sq ft
|Condo
4073 FAIRWAYS DR # 137, CARMEL, NY, 1051...
Community: Overlook
MLS 925922 • Toll Brothers Real Estate Inc., Thom...
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(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.
Blackburne Farm Townhomes
![32 OTTAWAY LN, CAMPBELL HALL, NY, 10916, Campbell Hall, NY 10916]()
2 beds
|4 baths
|3,600 sq ft
|House
32 OTTAWAY LN, CAMPBELL HALL, NY, 10916
Community: Blackburne Farm Townhomes
MLS 933695 • Legacy Land & Homes LLC, Vida Odesca...
New
Heritage Hills
![55 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,500 sq ft
|Condo
55 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 945101 • Coldwell Banker Realty, Teresa L. Mc...
New
Heritage Hills
![811 HERITAGE HLS, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,663 sq ft
|Condo
811 HERITAGE HLS, SOMERS, NY, 10589
Community: Heritage Hills
MLS 945130 • Coldwell Banker Realty, Audra Maccar...
Glassbury Court at Hunterbrook
![2279 DALTON DR, CORTLANDT MANOR, NY, 105..., Cortlandt Manor, NY 10567]()
2 beds
|4 baths
|3,500 sq ft
|Condo
2279 DALTON DR, CORTLANDT MANOR, NY, 105...
Community: Glassbury Court at Hunterbrook
MLS 943997 • Julia B Fee Sothebys Int. Rlty, Feli...
Breton Hills
![704 BRETON WAY # 704, GLEN COVE, NY, 115..., Glen Cove, NY 11542]()
2 beds
|2 baths
|1,440 sq ft
|Condo
704 BRETON WAY # 704, GLEN COVE, NY, 115...
Community: Breton Hills
MLS 920295 • Keller Williams Realty Elite, Patric...
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.
Heritage Hills
![262 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,427 sq ft
|Condo
262 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 933592 • William Raveis-New York LLC, Hope Ro...
Breton Hills
![209 BRETON WAY, GLEN COVE, NY, 11542, Glen Cove, NY 11542]()
MLS 934232 • BERKSHIRE HATHAWAY, Mary A. Stanco A...
The Seasons at East Meadow
![419 AUTUMN DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554]()
2 beds
|2 baths
|1,272 sq ft
|Condo
419 AUTUMN DR, EAST MEADOW, NY, 11554
Community: The Seasons at East Meadow
MLS 933792 • First Realty Investment, Patricia J....
The Seasons at East Meadow
![357 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554]()
2 beds
|2 baths
|1,272 sq ft
|Condo
357 SPRING DR, EAST MEADOW, NY, 11554
Community: The Seasons at East Meadow
MLS 936531 • Coldwell Banker American Homes, Patr...
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
![593 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,470 sq ft
|Condo
593 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 933299 • Houlihan Lawrence Inc., Linda Crispi...
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Jefferson Village
![175 LONG HILL DR B, YORKTOWN HEIGHTS, NY..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,159 sq ft
|Condo
175 LONG HILL DR B, YORKTOWN HEIGHTS, NY...
Community: Jefferson Village
MLS 935088 • Houlihan Lawrence Inc., Kathleen O'D...
Wildflowers at Wallkill
![21 CYPRUS DR, MIDDLETOWN, NY, 10940, Middletown, NY 10940]()
2 beds
|2 baths
|1,868 sq ft
|House
21 CYPRUS DR, MIDDLETOWN, NY, 10940
Community: Wildflowers at Wallkill
MLS 938656 • RE/MAX Benchmark Realty Group, Patri...
Dutchgate
![1207 WILLOW LN, VALLEY STREAM, NY, 11580, Valley Stream, NY 11580]()
MLS 939641 • Coldwell Banker American Homes, Rand...
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Glassbury Court at Cold Spring
![43 YESTERDAY DR, COLD SPRING, NY, 10516, Cold Spring, NY 10516]()
2 beds
|3 baths
|2,620 sq ft
|Condo
43 YESTERDAY DR, COLD SPRING, NY, 10516
Community: Glassbury Court at Cold Spring
MLS 912195 • Coldwell Banker Realty, Audra Maccar...
Warwick Grove
![15 CROPSEY ST # 15-3A, WARWICK, NY, 1099..., Warwick, NY 10990]()
2 beds
|2 baths
|1,823 sq ft
|House
15 CROPSEY ST # 15-3A, WARWICK, NY, 1099...
Community: Warwick Grove
MLS 881088 • Howard Hanna Rand Realty, Susan M. S...
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.
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REIN updates its listings on a daily basis. Data last updated: Dec 24, 2025.
This application does not include information on all of the properties available for sale at this time.
