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Middletown, NY 55+ active adult communities & homes for sale - Page 2

101 communities near Middletown

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5 rating (1 reviews) Delaware Crossing
$200ks - $300ks
Delaware Crossing, Lopatcong, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 158 homes
Glenmoor
$300ks - $400ks
Glenmoor, Easton, PA
Resale Only | 55+ age-restricted | Built 2004 - 2008 | 182 homes
The Highlands at Glenmoor
$300ks - $400ks
The Highlands at Glenmoor, Easton, PA
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 251 homes
Horizons at Mount Arlingt...
$400ks
Horizons at Mount Arlingt..., Mount Arlington, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 144 homes
Reserve at Hawk Pointe
$400ks - $500ks
Reserve at Hawk Pointe, Washington, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 120 homes
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Brookfield Glen
$100ks - $200ks
Brookfield Glen, Belvidere, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 124 homes
The Hollows at Blue Hill
$500ks - $700ks
The Hollows at Blue Hill, Pearl River, NY
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 126 homes
Regency at Readington
$600ks - $700ks
Regency at Readington, Readington Township, NJ
Resale Only | 55+ age-restricted | Built 2014 - 2019 | 209 homes
Lakeside Villas
$400ks - $500ks
Lakeside Villas, Watchung, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 42 homes
Traditions of America at ...
$500ks - $600ks
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.
The Pointe
$300ks - $600ks
The Pointe, Livingston, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 180 homes
Del Webb Florham Park
$600ks - $1Ms
Del Webb Florham Park, Florham Park, NJ
Resale Only | 55+ age-restricted | Built 2018 - 2022 | 242 homes
Melrose at Chatham
$1Ms
Melrose at Chatham, Chatham, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 19 homes
77 Sunset Lane
$400ks - $700ks
77 Sunset Lane, Ridgefield, CT
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 homes
The Woods at Dunham Pond
$200ks - $400ks
The Woods at Dunham Pond, New Fairfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2015 | 33 homes
The Coach Homes at Ridgef...
$300ks - $400ks
The Coach Homes at Ridgef..., Ridgefield, CT
New Construction | 55+ age-restricted | Built 2019 - present | 30 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Northgate at Florham Park
$900ks - $1Ms
Northgate at Florham Park, Florham Park, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2009 | 33 homes
The Fields at Lafayette W...
$400ks - $600ks
The Fields at Lafayette W..., Easton, PA
New Construction | 55+ age-restricted | Built 2026 - present | 200 homes
Rivington Landing
$500ks
Rivington Landing, Danbury, CT
New Construction | Age-targeted | Built 2025 - 2026 | 25 homes
Regency at Pearl River
$800ks - $1Ms
Regency at Pearl River, Pearl River, NY
New Construction | 55+ age-restricted | Built 2026 - present | 36 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.
Scotchtown Oaks
$500ks
Scotchtown Oaks, Goshen, NY
New Construction | 55+ age-restricted | Built 2025 - present | 12 homes
The Village at Fox Crossi...
$200ks - $300ks
The Village at Fox Crossi..., Easton, PA
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 135 homes
5 rating (1 reviews) Paris Square
$500ks - $700ks
Paris Square, Northvale, NJ
New and Resale | 55+ age-restricted | Built 2000 - present | 88 homes
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Stoneleigh Woods at Carme...
$400ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes
Glassbury Court at Hunter...
$500ks - $700ks
Glassbury Court at Hunter..., Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 64 homes
Wolfe Landing
$500ks - $600ks
Wolfe Landing, Clarkstown, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 43 homes
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Questions? Call us: (845) 479-5674
Eden Park
$500ks - $600ks
Eden Park, Clarkstown, NY
Resale Only | 55+ age-restricted | Built 2011 - 2011 | 34 homes
The Views at Pomona
$200ks - $400ks
The Views at Pomona, Pomona, NY
Resale Only | 55+ age-restricted | Built 2011 - 2011 | 56 homes
The Seasons at Seaford
$600ks
The Seasons at Seaford, Seaford, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 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.
The Bel Aire at East Mead...
$300ks - $400ks
The Bel Aire at East Mead..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 95 homes
Knickerbocker Bay Club
$700ks - $3Ms
Knickerbocker Bay Club, Port Washington, NY
New and Resale | 55+ age-restricted | Built 2014 - present | 32 homes
5 rating (2 reviews) Blackburne Farm Townhomes
$400ks
Blackburne Farm Townhomes, Campbell Hall, NY
New Construction | 55+ age-restricted | Built 2019 - present | 29 homes
The Residences at Butterf...
$500ks - $600ks
The Residences at Butterf..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2018 - 2023 | 49 homes
Villas at Seminary Hill
$200ks - $300ks
Villas at Seminary Hill, Carmel, NY
New Construction | 55+ age-restricted | Built 2018 - present | 50 homes
Meadowbrooke Pointe East ...
$500ks - $600ks
Meadowbrooke Pointe East ..., East Meadow, NY
New Construction | 62+ age-restricted | Built 2019 - present | 104 homes
Breton Hills
$500ks
Breton Hills, Glen Cove, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
5 rating (1 reviews) The Village at Upstream F...
$100ks - $200ks
The Village at Upstream F..., Easton, PA
Resale Only | 55+ age-restricted | Built 2002 - 2009 | 124 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Winthrop Court
$400ks - $600ks
Winthrop Court, Clifton, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 homes
Regency at Denville
$700ks - $800ks
Regency at Denville, Denville, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2009 | 140 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 373 VICTORIA DR, BRIDGEWATER, NJ, 08807, Bridgewater, NJ 08807
$499,900

2 beds

|

2 baths

|

1,140 sq ft

|

Townhouse,Condominium

373 VICTORIA DR, BRIDGEWATER, NJ, 08807
Four Seasons at Bridgewater 373 VICTORIA DR, BRIDGEWATER TWP., NJ, 0..., Bridgewater Twp., NJ 08807
$499,900

2 beds

|

2 baths

|

1,200 sq ft

373 VICTORIA DR, BRIDGEWATER TWP., NJ, 0...
Brookfield Estates 10 STAFFORD LN, WHITE TWP., NJ, 07823, White Twp., NJ 07823
$439,000

2 beds

|

2 baths

10 STAFFORD LN, WHITE TWP., NJ, 07823
Community: Brookfield Estates
Jefferson Village 39 SUSSEX DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598
$359,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

39 SUSSEX DR B, YORKTOWN, NY, 10598
Community: Jefferson Village
Fox Crest 301 FISCHER CT, ROCKAWAY TWP., NJ, 07866, Rockaway Twp., NJ 07866
$555,000

2 beds

|

2 baths

|

1,408 sq ft

301 FISCHER CT, ROCKAWAY TWP., NJ, 07866
Community: Fox Crest
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
New Four Seasons at Great Notch Spa and Club 59 QUARRY DR 4206, WOODLAND PARK, NJ, 07..., Woodland Park, NJ 07424
$939,900

2 beds

|

3 baths

|

Condo

59 QUARRY DR 4206, WOODLAND PARK, NJ, 07...
New Four Seasons at Great Notch Spa and Club 59 QUARRY DR, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424
$939,900

2 beds

|

3 baths

59 QUARRY DR, WOODLAND PARK, NJ, 07424
New Regency at Fishkill 231 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$489,900

1 beds

|

2 baths

|

1,499 sq ft

|

Condo

231 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
New Heritage Hills 763 HERITAGE HILLS DR C, SOMERS, NY, 105..., Somers, NY 10589
$849,000

3 beds

|

2 baths

|

1,909 sq ft

|

Condo

763 HERITAGE HILLS DR C, SOMERS, NY, 105...
Community: Heritage Hills
New Dawson Brook 2 PAR CT, RANDOLPH TWP., NJ, 07869, Randolph Twp., NJ 07869
$1,000,000

3 beds

|

4 baths

|

2,672 sq ft

2 PAR CT, RANDOLPH TWP., NJ, 07869
Community: Dawson Brook
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 Jefferson Village 160 CARRIAGE CT D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$359,000

1 beds

|

1 baths

|

953 sq ft

|

Condo

160 CARRIAGE CT D, YORKTOWN, NY, 10598
Community: Jefferson Village
New Fox Hills 1301 HAMILTON DR 1303, ROCKAWAY TWP., NJ..., Rockaway Twp., NJ 07866
$325,000

1 beds

|

2 baths

|

896 sq ft

1301 HAMILTON DR 1303, ROCKAWAY TWP., NJ...
Community: Fox Hills
New Fox Hills 3203 CLEVELAND LN, ROCKAWAY TWP., NJ, 07..., Rockaway Twp., NJ 07866
$479,900

2 beds

|

2 baths

3203 CLEVELAND LN, ROCKAWAY TWP., NJ, 07...
Community: Fox Hills
New Four Seasons at Wayne 1313 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470
$569,000

2 beds

|

2 baths

|

Townhouse

1313 FOUR SEASONS DR, WAYNE, NJ, 07470
New Four Seasons at Wayne 1313 FOUR SEASONS DR, WAYNE TWP., NJ, 07..., Wayne Twp., NJ 07470
$569,000

2 beds

|

2 baths

1313 FOUR SEASONS DR, WAYNE TWP., NJ, 07...
New Wanaque Reserve 10323 WARRENS WAY 323, WANAQUE BORO, NJ,..., Wanaque Boro, NJ 07465
$375,888

2 beds

|

2 baths

10323 WARRENS WAY 323, WANAQUE BORO, NJ,...
Community: Wanaque Reserve
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
New The Pointe 3109 POINTE GATE DR, LIVINGSTON TWP., NJ..., Livingston Twp., NJ 07039
$649,900

2 beds

|

3 baths

3109 POINTE GATE DR, LIVINGSTON TWP., NJ...
Community: The Pointe
New Wanaque Reserve 8403 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$439,000

2 beds

|

2 baths

8403 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
New Rivington 1 RIVINGTON WAY 306, DANBURY, CT, 06810, Danbury, CT 06810
$565,000

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

1 RIVINGTON WAY 306, DANBURY, CT, 06810
Community: Rivington
Four Seasons at Great Notch Spa and Club 18 GALENA RD 3102, WOODLAND PARK, NJ, 07..., Woodland Park, NJ 07424
$849,900

2 beds

|

2 baths

|

Townhouse

18 GALENA RD 3102, WOODLAND PARK, NJ, 07...
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 Great Notch Spa and Club 18 GALENA RD 3012, WOODLAND PARK, NJ, 07..., Woodland Park, NJ 07424
$849,999

2 beds

|

2 baths

|

1,754 sq ft

18 GALENA RD 3012, WOODLAND PARK, NJ, 07...
The Hollows at Blue Hill 6201 FRED ILL JR CT, ORANGETOWN, NY, 109..., Orangetown, NY 10965
$799,800

2 beds

|

2 baths

|

1,889 sq ft

|

Condo

6201 FRED ILL JR CT, ORANGETOWN, NY, 109...
Four Seasons at The Promenade 17 LARA PL, WARREN TWP., NJ, 07059, Warren Twp., NJ 07059
$495,000

2 beds

|

2 baths

|

1,134 sq ft

17 LARA PL, WARREN TWP., NJ, 07059
Reserve at Hawk Pointe 31 FALCON WAY, WASHINGTON TWP., NJ, 0788..., Washington Twp., NJ 07882
$629,900

3 beds

|

2 baths

31 FALCON WAY, WASHINGTON TWP., NJ, 0788...
The Seasons at East Meadow 180 SPRING DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554
$725,000

2 beds

|

3 baths

|

1,030 sq ft

|

Condo

180 SPRING DR, HEMPSTEAD, NY, 11554
Wanaque Reserve 5111 WARRENS WAY 11, WANAQUE BORO, NJ, 0..., Wanaque Boro, NJ 07465
$459,900

2 beds

|

2 baths

|

1,768 sq ft

5111 WARRENS WAY 11, WANAQUE BORO, NJ, 0...
Community: Wanaque Reserve
Brookfield Estates 38 VICTORIA DR, WHITE TWP., NJ, 07823, White Twp., NJ 07823
$524,900

3 beds

|

2 baths

|

2,060 sq ft

38 VICTORIA DR, WHITE TWP., NJ, 07823
Community: Brookfield Estates
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Fox Hills 1108 BUSH CIR, ROCKAWAY TWP., NJ, 07866, Rockaway Twp., NJ 07866
$350,000

1 beds

|

2 baths

1108 BUSH CIR, ROCKAWAY TWP., NJ, 07866
Community: Fox Hills
Legacy at Morgan Hill 870 E HOMESTEAD LN, WILLIAMS TWP, PA, 18..., Williams Twp, PA 18042
$625,000

3 beds

|

3 baths

|

3,728 sq ft

|

Detached

870 E HOMESTEAD LN, WILLIAMS TWP, PA, 18...
Wildflowers at Wallkill 24 LILAC ST, MIDDLETOWN, NY, 10940, Middletown, NY 10940
$499,900

2 beds

|

2 baths

|

1,473 sq ft

|

House

24 LILAC ST, MIDDLETOWN, NY, 10940
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.
Dutchgate 1003 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580
$535,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

1003 WILLOW LN, HEMPSTEAD, NY, 11580
Community: Dutchgate
Heritage Hills 593 HERITAGE HILLS DR C, SOMERS, NY, 105..., Somers, NY 10589
$539,000

1 beds

|

2 baths

|

967 sq ft

|

Condo

593 HERITAGE HILLS DR C, SOMERS, NY, 105...
Community: Heritage Hills
Rivington 19 ORWICH CT 19, DANBURY, CT, 06810, Danbury, CT 06810
$669,900

3 beds

|

4 baths

|

1,572 sq ft

|

Condo

19 ORWICH CT 19, DANBURY, CT, 06810
Community: Rivington
Bald Eagle Commons 9225 RICHMOND RD 225, WEST MILFORD, NJ, ..., West Milford, NJ 07480
$334,900

2 beds

|

2 baths

|

Condo

9225 RICHMOND RD 225, WEST MILFORD, NJ, ...
Community: Bald Eagle Commons
Peapack Crossing 4 SARATOGA WAY, PEAPACK GLADSTONE BORO, ..., Peapack Gladstone Boro, NJ 07934
$1,628,871

4 beds

|

5 baths

4 SARATOGA WAY, PEAPACK GLADSTONE BORO, ...
Community: Peapack Crossing
Peapack Crossing 12 BRANDYWINE DR, PEAPACK GLADSTONE BORO..., Peapack Gladstone Boro, NJ 07931
$1,608,737

3 beds

|

4 baths

12 BRANDYWINE DR, PEAPACK GLADSTONE BORO...
Community: Peapack Crossing
Peapack Crossing 10 BRANDYWINE DR, PEAPACK GLADSTONE BORO..., Peapack Gladstone Boro, NJ 07931
$1,745,294

4 beds

|

9 baths

10 BRANDYWINE DR, PEAPACK GLADSTONE BORO...
Community: Peapack Crossing
Peapack Crossing 2 SARATOGA WAY, PEAPACK GLADSTONE BORO, ..., Peapack Gladstone Boro, NJ 07931
$1,530,460

3 beds

|

5 baths

2 SARATOGA WAY, PEAPACK GLADSTONE BORO, ...
Community: Peapack Crossing
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Fox Hills 4308 CLEVELAND LN, ROCKAWAY TWP., NJ, 07..., Rockaway Twp., NJ 07866
$340,000

1 beds

|

2 baths

4308 CLEVELAND LN, ROCKAWAY TWP., NJ, 07...
Community: Fox Hills
Regency at Wappinger 63 FARMINGTON RD, WAPPINGER, NY, 12590, Wappinger, NY 12590
$854,500

3 beds

|

3 baths

|

2,944 sq ft

|

Condo

63 FARMINGTON RD, WAPPINGER, NY, 12590
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.

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