Call us at (845) 479-5674 to learn more about active adult communities in Middletown
Middletown, NY 55+ active adult communities & homes for sale - Page 5
101 communities near Middletown
196 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
3 rating (2 reviews)
![Heritage Hills]()
$500ks
- $900ks
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
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672 homes
4 rating (1 reviews)
![Jefferson Village]()
$100ks
- $500ks
Jefferson Village, Yorktown Heights, NY
Resale Only
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55+ age-restricted
|
Built 1967 - 1982
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1,000 homes
$300ks
- $500ks
Greenbriar at Fox Ridge, Rockaway, NJ
Resale Only
|
55+ age-restricted
|
Built 2008 - 2018
|
336 homes
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$300ks
- $900ks
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 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
$300ks
- $400ks
Four Seasons at Bridgewat..., Bridgewater, NJ
Resale Only
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55+ age-restricted
|
Built 2006 - 2010
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154 homes
$600ks
- $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
$200ks
- $300ks
Clove Hill Manor, Wantage, NJ
Resale Only
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55+ age-restricted
|
Built 2003 - 2007
|
117 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.
2.5 rating (2 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
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
$1Ms
Peapack Crossing, Peapack-Gladstone, NJ
New Construction
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Age-targeted
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Built 2026 - present
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66 homes
$500ks
- $600ks
Riverview Estates Active ..., Easton, PA
Resale Only
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55+ age-restricted
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Built 2005 - present
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92 homes
$300ks
- $400ks
Parkview Crossings at Woo..., Woodbridge, NJ
Resale Only
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55+ age-restricted
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Built 2005 - 2007
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85 homes
5 rating (1 reviews)
![Warwick Grove]()
$400ks
- $600ks
Warwick Grove, Warwick, NY
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
215 homes
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(845) 479-5674
$300ks
- $400ks
Regency at Fishkill, Fishkill, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
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164 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
$300ks
- $400ks
The Meadows at Panther Va..., Hackettstown, NJ
Resale Only
|
Age-targeted
|
Built 2010 - 2021
|
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
- $700ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only
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55+ age-restricted
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Built 2009 - 2014
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90 homes
$300ks
- $400ks
Four Seasons at Wayne, Wayne, NJ
Resale Only
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55+ age-restricted
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Built 1999 - 2001
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230 homes
$800ks
- $900ks
Bear's Cove, Ramsey, NJ
Resale Only
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55+ age-restricted
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Built 2006 - 2014
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104 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
- $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
$400ks
- $700ks
Nolan's Ridge, Mount Arlington, NJ
Resale Only
|
55+ age-restricted
|
Built 2008 - 2014
|
156 homes
$400ks
- $500ks
Legacy at Morgan Hill, Easton, PA
Resale Only
|
55+ age-restricted
|
Built 2006 - 2013
|
127 homes
Want to learn more about 55+ communities in Middletown?
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Questions? Call us:
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5 rating (1 reviews)
![Legacy at Mansfield Meado...]()
$300ks
- $500ks
Legacy at Mansfield Meado..., Port Murray, NJ
New Construction
|
55+ age-restricted
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Built 2017 - present
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226 homes
$300ks
- $400ks
The Highlands at Glenmoor, Easton, PA
Resale Only
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55+ age-restricted
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Built 2004 - 2007
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251 homes
$200ks
- $300ks
Woodcrest at Jacobs Hill, Cortlandt, NY
Resale Only
|
55+ age-restricted
|
Built 2005 - 2006
|
58 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
- $500ks
Wildflowers at Wallkill, Middletown, NY
Resale Only
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55+ age-restricted
|
Built 2006 - 2017
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283 homes
$1Ms
The Cottages at Wire Mill, Stamford, CT
New Construction
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55+ age-restricted
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Built 2026 - present
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9 homes
$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
$400ks
- $600ks
The Seasons at East Meado..., East Meadow, NY
Resale Only
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55+ age-restricted
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Built 2009 - 2012
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404 homes
$600ks
- $700ks
Regency at Readington, Readington Township, NJ
Resale Only
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55+ age-restricted
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Built 2014 - 2019
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209 homes
$800ks
- $1Ms
Four Seasons at Ridgemont, Montvale, NJ
Resale Only
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55+ age-restricted
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Built 2011 - 2014
|
108 homes
$500ks
- $700ks
The Hollows at Blue Hill, Pearl River, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2014
|
126 homes
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(845) 479-5674
$500ks
- $600ks
Traditions of America at ..., Bethlehem, PA
Resale Only
|
55+ age-restricted
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Built 2019 - present
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229 homes
$300ks
- $400ks
Glenmoor, Easton, PA
Resale Only
|
55+ age-restricted
|
Built 2004 - 2008
|
182 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.
Heritage Hills
![156 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
3 beds
|2 baths
|1,689 sq ft
|Condo
156 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1019576 • William Raveis-New York LLC, Alexan... • William Raveis-New York LLC
Bald Eagle Commons
![1311 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 26023234 • The Bixler Group, LLC, Vanesa Bian... • The Bixler Group, LLC
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 • EXP REALTY, LLC
Bald Eagle Commons
![7215 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
2 beds
|2 baths
|1,220 sq ft
|Condo
7215 RICHMOND RD, WEST MILFORD, NJ, 0748...
Community: Bald Eagle Commons
MLS 2618155R • EXP REALTY, LLC, LYNN V. FITZGERAL... • EXP REALTY, LLC
Dutchgate
![1120 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580]()
MLS 1021041 • OverSouth LLC, Michael J. Rose • OverSouth LLC
Want to learn more about 55+ communities in Middletown?
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Questions? Call us:
(845) 479-5674
Regency at Readington
![96 VAN CLEEF DR, READINGTON TWP., NJ, 08..., Readington Twp., NJ 08889]()
MLS 4037991 • ROSA AGENCY, ROSA AGENCY Listing Ag... • ROSA AGENCY
The Cottages at Wire Mill
![16 WIRE MILL RD A, STAMFORD, CT, 06903, Stamford, CT 06903]()
3 beds
|4 baths
|3,244 sq ft
16 WIRE MILL RD A, STAMFORD, CT, 06903
Community: The Cottages at Wire Mill
MLS 24186279 • Houlihan Lawrence, Joy Kim Metalio... • Houlihan Lawrence
Jefferson Village
![5 DEVON CT B, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
MLS 1019790 • River Realty Services, Inc., Meliss... • River Realty Services, Inc.
The Hamlet at Town Center
![16 MAIN ST C6, SPARTA TWP., NJ, 07871, Sparta Twp., NJ 07871]()
MLS 4037492 • WEICHERT REALTORS, WEICHERT REALTOR... • WEICHERT REALTORS
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. ... • Houlihan Lawrence Inc.
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.
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... • BHG Real Estate Green Team
HarborView
![100 HARBOR VIEW DR 251, NORTH HEMPSTEAD,..., North Hempstead, NY 11050]()
MLS 1013804 • Daniel Gale Sothebys Intl Rlty, Sus... • Daniel Gale Sothebys Intl Rlty
Fox Hills
![3201 CLEVELAND LN, ROCKAWAY TWP., NJ, 07..., Rockaway Twp., NJ 07866]()
MLS 4034826 • COLDWELL BANKER REALTY, COLDWELL BA... • COLDWELL BANKER REALTY
Fox Hills
![1112 FRANKLIN LN, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07866]()
MLS 4034076 • BHHS HORIZON REALTY, BHHS HORIZON R... • BHHS HORIZON REALTY
Bald Eagle Commons
![5322 RICHMOND RD 322, WEST MILFORD, NJ, ..., West Milford, NJ 07480]()
MLS 26021238 • Keller Williams Prosperity Realty,... • Keller Williams Prosperity Realty
Bald Eagle Commons
![5322 RICHMOND RD 322, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480]()
2 beds
|2 baths
|1,273 sq ft
5322 RICHMOND RD 322, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
MLS 4033518 • KELLER WILLIAMS PROSPERITY REALTY, ... • KELLER WILLIAMS PROSPERITY REALTY
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Questions? Call us:
(845) 479-5674
Parkview Crossings at Woodbridge
![315 REGENCY PL 315, WOODBRIDGE PROPER, N..., Woodbridge Proper, NJ 07095]()
2 beds
|2 baths
|Condo
315 REGENCY PL 315, WOODBRIDGE PROPER, N...
Community: Parkview Crossings at Woodbridge
MLS 2662193M • RE/MAX SELECT, JUDITH DUFFY • RE/MAX SELECT
Bald Eagle Commons
![1101 RICHMOND RD 101, WEST MILFORD, NJ, ..., West Milford, NJ 07480]()
MLS 26020814 • Realty Executives Exceptional Real... • Realty Executives Exceptional Realtors-Kinnelon
Clove Hill Manor
![13 FAIRCHILD LN, WANTAGE TWP., NJ, 07461, Wantage Twp., NJ 07461]()
MLS 4032245 • SUSSEX COUNTY REAL ESTATE, SUSSEX C... • SUSSEX COUNTY REAL ESTATE
The Meadows at Panther Valley
![14 LUPINE LN, ALLAMUCHY, NJ, 07840, Allamuchy, NJ 07840]()
3 beds
|3 baths
|Townhouse
14 LUPINE LN, ALLAMUCHY, NJ, 07840
Community: The Meadows at Panther Valley
MLS 26020430 • Weichert Realtors, Mountain Lakes,... • Weichert Realtors, Mountain Lakes
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 Meadows at Panther Valley
![14 LUPINE LN, ALLAMUCHY TWP., NJ, 07840, Allamuchy Twp., NJ 07840]()
3 beds
|3 baths
|2,800 sq ft
14 LUPINE LN, ALLAMUCHY TWP., NJ, 07840
Community: The Meadows at Panther Valley
MLS 4032066 • WEICHERT REALTORS, WEICHERT REALTOR... • WEICHERT REALTORS
Bald Eagle Commons
![1208 RICHMOND 208, WEST MILFORD, NJ, 074..., West Milford, NJ 07480]()
MLS 26020252 • Prominent Properties Sotheby's Int... • Prominent Properties Sotheby's International Realty-Towaco
Bald Eagle Commons
![1208 RICHMOND RD 208, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480]()
MLS 4031742 • PROMINENT PROPERTIES SIR, PROMINENT... • PROMINENT PROPERTIES SIR
Fox Hills
![1328 HAMILTON DR, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07866]()
MLS 4030360 • COLDWELL BANKER REALTY, COLDWELL BA... • COLDWELL BANKER REALTY
Parkview Crossings at Woodbridge
![319 REGENCY PL 319, WOODBRIDGE, NJ, 0709..., Woodbridge, NJ 07095]()
2 beds
|2 baths
|1,895 sq ft
|Adult Community
319 REGENCY PL 319, WOODBRIDGE, NJ, 0709...
Community: Parkview Crossings at Woodbridge
MLS 22613704 • Premier Properties The Damiano Gro... • Premier Properties The Damiano Group
Nolan's Ridge
![15 ZACHARY WAY 9615, MOUNT ARLINGTON BOR..., Mount Arlington Boro, NJ 07856]()
MLS 4026688 • HIGHMARK REAL ESTATE, HIGHMARK REAL... • HIGHMARK REAL ESTATE
Greenbriar at Fox Ridge
![6102 VETERANS DR 102, ROCKAWAY TWP., NJ,..., Rockaway Twp., NJ 07885]()
MLS 4025943 • CENTURY 21 VENTURE REAL ESTATE, CEN... • CENTURY 21 VENTURE REAL ESTATE
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Questions? Call us:
(845) 479-5674
Bald Eagle Commons
![2 RICHMOND RD 306, WEST MILFORD, NJ, 074..., West Milford, NJ 07480]()
MLS 26015066 • EXP Realty, LLC, Peter P. Kontrafo... • EXP Realty, LLC
Bald Eagle Commons
![2 RICHMOND RD 306, WEST MILFORD TWP., NJ..., West Milford Twp., NJ 07480]()
MLS 4024556 • EXP REALTY, LLC, EXP REALTY • EXP REALTY, LLC
Bald Eagle Commons
![9224 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 26014895 • EXP Realty, LLC, Peter P. Kontrafo... • EXP Realty, LLC
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.
Riverview Estates Active Adult
![2304 HOLLOW VIEW DR, EASTON, PA, 18040, Easton, PA 18040]()
2 beds
|4 baths
|2,695 sq ft
|Duplex
2304 HOLLOW VIEW DR, EASTON, PA, 18040
Community: Riverview Estates Active Adult
MLS 775240 • BHHS Fox & Roach Easton, Michael J. ... • BHHS Fox & Roach Easton
Warwick Grove
![5 COWDREY ST, WARWICK (TOWN), NY, 10990, Warwick (town), NY 10990]()
2 beds
|3 baths
|2,168 sq ft
|House
5 COWDREY ST, WARWICK (TOWN), NY, 10990
Community: Warwick Grove
MLS 983901 • Howard Hanna Rand Realty, Carole E. ... • Howard Hanna Rand Realty
Jefferson Village
![51 JEFFERSON OVAL F, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
2 beds
|2 baths
|1,100 sq ft
|Condo
51 JEFFERSON OVAL F, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 982984 • Howard Hanna Rand Realty, Soleil Jac... • Howard Hanna Rand Realty
Bald Eagle Commons
![5320 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480]()
MLS 26010529 • EXP Realty, LLC, Andrew L. Bellace... • EXP Realty, LLC
Bald Eagle Commons
![5320 RICHMOND RD 320, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480]()
1 beds
|1 baths
|655 sq ft
5320 RICHMOND RD 320, WEST MILFORD TWP.,...
Community: Bald Eagle Commons
MLS 4017563 • EXP REALTY, LLC, EXP REALTY • EXP REALTY, LLC
Sterling Mist
![72 SCHINDLER CT, PARSIPPANY, NJ, 07054, Parsippany, NJ 07054]()
MLS 24024373 • Coldwell Banker, Upper Montclair, ... • Coldwell Banker, Upper Montclair
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?
Want to learn more about 55+ communities in Middletown?
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The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 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: Oct 09, 2026.
This application does not include information on all of the properties available for sale at this time.
