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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

181 homes near Middletown

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4.8 rating (4 reviews) Wanaque Reserve
$300ks - $500ks
Wanaque Reserve, Wanaque, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes
3 rating (2 reviews) Heritage Hills
$400ks - $900ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
4 rating (1 reviews) Jefferson Village
$100ks - $500ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes
Bald Eagle Commons
$100ks - $300ks
Bald Eagle Commons, West Milford, NJ
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 463 homes
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Greenbriar at Fox Ridge
$300ks - $500ks
Greenbriar at Fox Ridge, Rockaway, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 336 homes
Fox Hills
$300ks - $600ks
Fox Hills, Rockaway, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2003 | 672 homes
Traditions of America at ...
$500ks - $600ks
Traditions of America at ..., Bethlehem, PA
Resale Only | 55+ age-restricted | Built 2019 - present | 229 homes
5 rating (1 reviews) Four Seasons at Great Not...
$400ks - $700ks
Four Seasons at Great Not..., Woodland Park, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 814 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.
1 rating (1 reviews) Brookfield Estates
$300ks
Brookfield Estates, Belvidere, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2002 | 274 homes
5 rating (1 reviews) Warwick Grove
$400ks - $600ks
Warwick Grove, Warwick, NY
New and Resale | 55+ age-restricted | Built 2004 - present | 215 homes
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Fox Crest
$300ks - $600ks
Fox Crest, Rockaway, NJ
New Construction | 55+ age-restricted | Built 2020 - present | 41 homes
Four Seasons at Bridgewat...
$300ks - $400ks
Four Seasons at Bridgewat..., Bridgewater, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2010 | 154 homes
The Pointe
$300ks - $600ks
The Pointe, Livingston, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 180 homes
HarborView
$600ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 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.
Dutchgate
$300ks - $500ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
Horizons at Mount Arlingt...
$400ks
Horizons at Mount Arlingt..., Mount Arlington, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 144 homes
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Four Seasons at Wayne
$300ks - $400ks
Four Seasons at Wayne, Wayne, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
5 rating (2 reviews) Blackburne Farm Townhomes
$400ks
Blackburne Farm Townhomes, Campbell Hall, NY
New Construction | 55+ age-restricted | Built 2019 - present | 29 homes
Wildflowers at Wallkill
$400ks - $500ks
Wildflowers at Wallkill, Middletown, NY
Resale Only | 55+ age-restricted | Built 2006 - 2017 | 283 homes
Breton Hills
$500ks
Breton Hills, Glen Cove, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
Winthrop Court
$400ks - $600ks
Winthrop Court, Clifton, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 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 Seasons at Seaford
$600ks
The Seasons at Seaford, Seaford, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 homes
Four Seasons at Cedar Gro...
$400ks - $600ks
Four Seasons at Cedar Gro..., Cedar Grove, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2005 | 156 homes
Clove Hill Manor
$200ks - $300ks
Clove Hill Manor, Wantage, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 117 homes
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
Hawk Pointe
$300ks - $500ks
Hawk Pointe, Washington, NJ
New and Resale | 55+ age-restricted | Built 2019 - present | 85 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Glassbury Court at Cold S...
$500ks - $700ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 90 homes
Lakeside Villas
$400ks - $500ks
Lakeside Villas, Watchung, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 42 homes
Four Seasons at Troy Hill...
$500ks
Four Seasons at Troy Hill..., Parsippany, NJ
Resale Only | 55+ age-restricted | Built 2007 - 2007 | 46 homes
Riverview Estates Active ...
$500ks - $600ks
Riverview Estates Active ..., Easton, PA
Resale Only | 55+ age-restricted | Built 2005 - present | 92 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) Delaware Crossing
$200ks - $300ks
Delaware Crossing, Lopatcong, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 158 homes
Regency at Flanders
$400ks - $900ks
Regency at Flanders, Flanders, NJ
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 275 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
Nolan's Ridge
$400ks - $700ks
Nolan's Ridge, Mount Arlington, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 156 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Meadowbrooke Pointe East ...
$500ks - $600ks
Meadowbrooke Pointe East ..., East Meadow, NY
New Construction | 62+ age-restricted | Built 2019 - present | 104 homes
Villas at Seminary Hill
$200ks - $300ks
Villas at Seminary Hill, Carmel, NY
New Construction | 55+ age-restricted | Built 2018 - present | 50 homes
12...3
Knoll Edge 18 BIRDIE LN, BOONTON TWP, NJ, 07005, Boonton Twp, NJ 07005
$749,000

3 beds

|

3 baths

18 BIRDIE LN, BOONTON TWP, NJ, 07005
Community: Knoll Edge
Overlook 2090 SUMMIT LOOP 80, CARMEL, NY, 10512, Carmel, NY 10512
$898,000

2 beds

|

3 baths

|

2,496 sq ft

|

Condo

2090 SUMMIT LOOP 80, CARMEL, NY, 10512
Community: Overlook
Rivington 1 RIVINGTON WAY 201, DANBURY, CT, 06810, Danbury, CT 06810
$479,900

2 beds

|

2 baths

|

1,229 sq ft

|

Condo

1 RIVINGTON WAY 201, DANBURY, CT, 06810
Community: Rivington
Greenbriar at Fox Ridge 1213 HALE DR, ROCKAWAY TWP., NJ, 07866, Rockaway Twp., NJ 07866
$485,000

2 beds

|

3 baths

|

1,568 sq ft

1213 HALE DR, ROCKAWAY TWP., NJ, 07866
Overlook 2086 SUMMIT LOOP 78, CARMEL, NY, 10512, Carmel, NY 10512
$799,000

2 beds

|

3 baths

|

2,126 sq ft

|

Condo

2086 SUMMIT LOOP 78, CARMEL, NY, 10512
Community: Overlook
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Horizons at Mount Arlington 89 RIDGEVIEW LN, MOUNT ARLINGTON BORO, N..., Mount Arlington Boro, NJ 07856
$485,000

2 beds

|

2 baths

|

1,840 sq ft

89 RIDGEVIEW LN, MOUNT ARLINGTON BORO, N...
Greenbriar at Fox Ridge 5307 VETERANS DR, WHARTON, NJ, 07885, Wharton, NJ 07885
$469,000

2 beds

|

3 baths

5307 VETERANS DR, WHARTON, NJ, 07885
Heritage Hills 348 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$596,000

2 beds

|

2 baths

|

1,428 sq ft

|

Condo

348 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Dutchgate 121 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580
$610,000

2 beds

|

2 baths

|

1,480 sq ft

|

Condo

121 WILLOW LN, HEMPSTEAD, NY, 11580
Community: Dutchgate
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.
Fox Hills 1111 CLINTON LN 111, ROCKAWAY TWP., NJ, ..., Rockaway Twp., NJ 07866
$465,000

2 beds

|

2 baths

|

1,782 sq ft

1111 CLINTON LN 111, ROCKAWAY TWP., NJ, ...
Community: Fox Hills
Four Seasons at Bridgewater 259 VICTORIA DR, BRIDGEWATER TWP., NJ, 0..., Bridgewater Twp., NJ 08807
$399,500

2 beds

|

2 baths

259 VICTORIA DR, BRIDGEWATER TWP., NJ, 0...
Traditions of America at Green Pond 3801 LOYAL LN, EASTON, PA, 18045, Easton, PA 18045
$816,900

3 beds

|

3 baths

|

3,021 sq ft

3801 LOYAL LN, EASTON, PA, 18045
Traditions of America at Green Pond 3801 LOYAL LN, BETHLEHEM TWP, PA, 18045, Bethlehem Twp, PA 18045
$816,900

3 beds

|

3 baths

|

3,021 sq ft

|

Detached

3801 LOYAL LN, BETHLEHEM TWP, PA, 18045
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (845) 479-5674
Wanaque Reserve 8415 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$476,000

2 beds

|

2 baths

|

Condo

8415 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
Wanaque Reserve 7414 WARRENS WAY DEEDED PARKING, WANAQUE..., Wanaque, NJ 07465
$442,000

2 beds

|

2 baths

|

Condo

7414 WARRENS WAY DEEDED PARKING, WANAQUE...
Community: Wanaque Reserve
Bald Eagle Commons 9302 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480
$264,000

2 beds

|

2 baths

|

Condo

9302 RICHMOND RD, WEST MILFORD, NJ, 0748...
Community: Bald Eagle Commons
Riverview Estates Active Adult 868 VENETO CT 66, FORKS TWP, PA, 18040, Forks Twp, PA 18040
$544,900

2 beds

|

3 baths

|

1,966 sq ft

|

Townhouse

868 VENETO CT 66, FORKS TWP, PA, 18040
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 2 SLY ST, WARWICK (TOWN), NY, 10990, Warwick (town), NY 10990
$849,000

2 beds

|

3 baths

|

2,256 sq ft

|

House

2 SLY ST, WARWICK (TOWN), NY, 10990
Community: Warwick Grove
Winthrop Court 8205 HARCOURT RD 8205, CLIFTON, NJ, 0701..., Clifton, NJ 07013
$499,000

2 beds

|

2 baths

|

Condo

8205 HARCOURT RD 8205, CLIFTON, NJ, 0701...
Community: Winthrop Court
HarborView 100 HARBOR VIEW DR 423, NORTH HEMPSTEAD,..., North Hempstead, NY 11050
$628,000

1 beds

|

2 baths

|

1,161 sq ft

|

Condo

100 HARBOR VIEW DR 423, NORTH HEMPSTEAD,...
Community: HarborView
Sterling Mist 72 SCHINDLER CT, PARSIPPANY, NJ, 07054, Parsippany, NJ 07054
$779,000

7 beds

|

6 baths

|

Townhouse

72 SCHINDLER CT, PARSIPPANY, NJ, 07054
Community: Sterling Mist

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