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

93 communities near Middletown

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Wildflowers at Wallkill

$400Ks - $500Ks

Wildflowers at Wallkill, Middletown, NY

Resale Only | 55+ age-restricted | Built 2006 - 2017 | 283 homes

3 rating (2 reviews)

Heritage Hills

$300Ks - $900Ks

Heritage Hills, Somers, NY

Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes

Rivington

$600Ks

Rivington, Danbury, CT

New and Resale | Age-targeted | Built 2006 - present | 1,050 homes

4 rating (1 reviews)

Jefferson Village

$200Ks - $600Ks

Jefferson Village, Yorktown Heights, NY

Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes

5 rating (1 reviews)

Four Seasons at Great Not...

$600Ks - $800Ks

Four Seasons at Great Not..., Woodland Park, NJ

Resale Only | 55+ age-restricted | Built 2005 - 2018 | 814 homes

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4.8 rating (4 reviews)

Wanaque Reserve

$400Ks

Wanaque Reserve, Wanaque, NJ

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes

Meadowbrook Pointe Athlet...

$800Ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes

Fox Hills

$200Ks - $600Ks

Fox Hills, Rockaway, NJ

Resale Only | 55+ age-restricted | Built 2000 - 2003 | 672 homes

Bald Eagle Commons

$100Ks - $200Ks

Bald Eagle Commons, West Milford, NJ

Resale Only | 55+ age-restricted | Built 1995 - 2005 | 463 homes

The Seasons at East Meado...

$500Ks - $600Ks

The Seasons at East Meado..., East Meadow, NY

Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 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

$400Ks

Dutchgate, Valley Stream, NY

Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes

Greenbriar at Fox Ridge

$400Ks - $500Ks

Greenbriar at Fox Ridge, Rockaway, NJ

Resale Only | 55+ age-restricted | Built 2008 - 2018 | 336 homes

The Commons at Mendham

$500Ks - $700Ks

The Commons at Mendham, Mendham, NJ

Resale Only | Age-targeted | Built 1978 - 1985 | 330 homes

The Retreat at Carmel

$400Ks - $600Ks

The Retreat at Carmel, Carmel, NY

Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes

The Meadows at Panther Va...

$500Ks

The Meadows at Panther Va..., Hackettstown, NJ

Resale Only | Age-targeted | Built 2010 - 2021 | 312 homes

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Questions? Call us: (845) 479-5674

Overlook

$600Ks - $800Ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

Apple Ridge

$700Ks

Apple Ridge, Mahwah, NJ

Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes

Regency at Flanders

$800Ks - $1Ms

Regency at Flanders, Flanders, NJ

Resale Only | 55+ age-restricted | Built 2016 - 2022 | 275 homes

1 rating (1 reviews)

Brookfield Estates

$500Ks

Brookfield Estates, Belvidere, NJ

Resale Only | 55+ age-restricted | Built 1999 - 2002 | 274 homes

Winthrop Court

$400Ks

Winthrop Court, Clifton, NJ

Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 homes

HarborView

$900Ks - $1Ms

HarborView, Port Washington, NY

Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes

The Highlands at Glenmoor

$400Ks - $500Ks

The Highlands at Glenmoor, Easton, PA

Resale Only | 55+ age-restricted | Built 2004 - 2007 | 251 homes

Del Webb Florham Park

$700Ks - $1Ms

Del Webb Florham Park, Florham Park, NJ

Resale Only | 55+ age-restricted | Built 2018 - 2022 | 242 homes

Four Seasons at Wayne

$500Ks

Four Seasons at Wayne, Wayne, NJ

Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes

Traditions of America at ...

$500Ks - $700Ks

Traditions of America at ..., Bethlehem, PA

Resale Only | 55+ age-restricted | Built 2019 - present | 229 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...

$500Ks

Legacy at Mansfield Meado..., Port Murray, NJ

New Construction | 55+ age-restricted | Built 2017 - present | 226 homes

Regency at Wappinger

$600Ks - $700Ks

Regency at Wappinger, Wappingers Falls, NY

Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes

5 rating (1 reviews)

Warwick Grove

$600Ks - $900Ks

Warwick Grove, Warwick, NY

New and Resale | 55+ age-restricted | Built 2004 - present | 215 homes

Regency at Readington

$700Ks - $800Ks

Regency at Readington, Readington Township, NJ

Resale Only | 55+ age-restricted | Built 2014 - 2019 | 209 homes

Four Seasons at The Prome...

$1Ms

Four Seasons at The Prome..., Warren, NJ

Resale Only | 55+ age-restricted | Built 2007 - 2014 | 208 homes

Glenmoor

$300Ks

Glenmoor, Easton, PA

Resale Only | 55+ age-restricted | Built 2004 - 2008 | 182 homes

The Pointe

$500Ks

The Pointe, Livingston, NJ

Resale Only | 55+ age-restricted | Built 2004 - 2007 | 180 homes

Regency at Fishkill

$400Ks - $500Ks

Regency at Fishkill, Fishkill, NY

Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes

5 rating (1 reviews)

Delaware Crossing

$300Ks

Delaware Crossing, Lopatcong, NJ

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 158 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

Four Seasons at Cedar Gro...

$600Ks

Four Seasons at Cedar Gro..., Cedar Grove, NJ

Resale Only | 55+ age-restricted | Built 2000 - 2005 | 156 homes

Venue at The American

$800Ks - $1Ms

Venue at The American, Morris Plains, NJ

New and Resale | 55+ age-restricted | Built 2021 - present | 156 homes

Four Seasons at Bridgewat...

$300Ks - $400Ks

Four Seasons at Bridgewat..., Bridgewater, NJ

Resale Only | 55+ age-restricted | Built 2006 - 2010 | 154 homes

Horizons at Mount Arlingt...

$400Ks

Horizons at Mount Arlingt..., Mount Arlington, NJ

Resale Only | 55+ age-restricted | Built 2004 - 2004 | 144 homes

Regency at Denville

$700Ks - $800Ks

Regency at Denville, Denville, NJ

Resale Only | 55+ age-restricted | Built 2004 - 2009 | 140 homes

1 2...3

HarborView

$875,000

2 beds

3 baths

1,420 sq ft

Condo

100 HARBOR VIEW DR 439, PORT WASHINGTON,...

Community: HarborView

Jefferson Village

108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598

$459,900

2 beds

2 baths

1,200 sq ft

Condo

108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ...

Community: Jefferson Village

Four Seasons at Wayne

705 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470

$549,000

2 beds

2 baths

Condo

705 FOUR SEASONS DR, WAYNE, NJ, 07470

Community: Four Seasons at Wayne

Fox Hills

3212 FRANKLIN LN # 212, ROCKAWAY BORO, N..., Rockaway Boro, NJ 07866

$690,000

2 beds

3 baths

3,000 sq ft

3212 FRANKLIN LN # 212, ROCKAWAY BORO, N...

Community: Fox Hills

Warwick Grove

11 ASKE ST, WARWICK, NY, 10990, Warwick, NY 10990

$985,000

4 beds

3 baths

2,752 sq ft

House

11 ASKE ST, WARWICK, NY, 10990

Community: Warwick Grove

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (845) 479-5674

The Seasons at East Meadow

331 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554

$575,000

2 beds

2 baths

1,272 sq ft

Condo

331 SPRING DR, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

Regency at Fishkill

145 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$569,800

2 beds

2 baths

1,803 sq ft

Condo

145 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

Jefferson Village

34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1..., Yorktown Heights, NY 10598

$374,900

2 beds

2 baths

970 sq ft

Condo

34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1...

Community: Jefferson Village

Jefferson Village

34 WARWICK PL C, YORKTOWN HEIGHTS, NY, 1..., Yorktown Heights, NY 10598

$329,900

2 beds

2 baths

1,000 sq ft

Condo

34 WARWICK PL C, YORKTOWN HEIGHTS, NY, 1...

Community: Jefferson Village

Breton Hills

512 BRETON WAY, GLEN COVE, NY, 11542, Glen Cove, NY 11542

$639,000

2 beds

2 baths

1,430 sq ft

Condo

512 BRETON WAY, GLEN COVE, NY, 11542

Community: Breton Hills

Heritage Hills

349 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589

$625,000

2 beds

2 baths

1,484 sq ft

Condo

349 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Wildflowers at Wallkill

24 JUNIPER CIR, MIDDLETOWN, NY, 10940, Middletown, NY 10940

$625,000

2 beds

3 baths

2,975 sq ft

House

24 JUNIPER CIR, MIDDLETOWN, NY, 10940

Community: Wildflowers at Wallkill

New Heritage Hills

129 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$414,900

1 beds

1 baths

1,055 sq ft

Condo

129 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Heritage Hills

798 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589

$619,000

2 beds

2 baths

1,296 sq ft

Condo

798 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

The Seasons at East Meadow

419 AUTUMN DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554

$628,000

2 beds

2 baths

1,272 sq ft

Condo

419 AUTUMN DR, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (845) 479-5674

Regency at Fishkill

736 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$499,000

1 beds

2 baths

1,543 sq ft

Condo

736 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

Heritage Hills

390 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$699,000

2 beds

2 baths

1,559 sq ft

Condo

390 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Jefferson Village

156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598

$339,000

1 beds

1 baths

850 sq ft

Condo

156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...

Community: Jefferson Village

Overlook

1037 COTTAGE DR 18, CARMEL, NY, 10512, Carmel, NY 10512

$898,000

2 beds

3 baths

2,496 sq ft

Condo

1037 COTTAGE DR 18, CARMEL, NY, 10512

Community: Overlook

Overlook

4073 FAIRWAYS DR # 137, CARMEL, NY, 1051..., Carmel, NY 10512

$665,000

3 beds

3 baths

1,914 sq ft

Condo

4073 FAIRWAYS DR # 137, CARMEL, NY, 1051...

Community: Overlook

Overlook

4071 FAIRWAYS DR 136, CARMEL, NY, 10512, Carmel, NY 10512

$668,000

3 beds

3 baths

1,914 sq ft

Condo

4071 FAIRWAYS DR 136, CARMEL, NY, 10512

Community: Overlook

Heritage Hills

370 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589

$899,000

3 beds

2 baths

1,793 sq ft

Condo

370 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Glassbury Court at Cold Spring

43 YESTERDAY DR, COLD SPRING, NY, 10516, Cold Spring, NY 10516

$727,000

2 beds

3 baths

2,620 sq ft

Condo

43 YESTERDAY DR, COLD SPRING, NY, 10516

Community: Glassbury Court at Cold Spring

Jefferson Village

41 JEFFERSON OVAL B, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598

$399,000

2 beds

2 baths

1,100 sq ft

Condo

41 JEFFERSON OVAL B, YORKTOWN HEIGHTS, N...

Community: Jefferson Village

Glassbury Court at Cold Spring

11 REVOLUTION RD, COLD SPRING, NY, 10516, Cold Spring, NY 10516

$515,000

2 beds

3 baths

1,806 sq ft

Condo

11 REVOLUTION RD, COLD SPRING, NY, 10516

Community: Glassbury Court at Cold Spring

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (845) 479-5674

Blackburne Farm Townhomes

32 OTTAWAY LN, CAMPBELL HALL, NY, 10916, Campbell Hall, NY 10916

$700,000

3 beds

4 baths

3,600 sq ft

House

32 OTTAWAY LN, CAMPBELL HALL, NY, 10916

Community: Blackburne Farm Townhomes

Dutchgate

1228 WILLOW LN, VALLEY STREAM, NY, 11580, Valley Stream, NY 11580

$498,000

2 beds

2 baths

941 sq ft

Condo

1228 WILLOW LN, VALLEY STREAM, NY, 11580

Community: Dutchgate

Heritage Hills

593 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$585,000

2 beds

2 baths

1,470 sq ft

Condo

593 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Heritage Hills

356 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$750,000

2 beds

2 baths

1,435 sq ft

Condo

356 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Heritage Hills

882 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589

$825,000

3 beds

2 baths

1,909 sq ft

Condo

882 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Jefferson Village

98 MOLLY PITCHER LN A, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598

$559,900

2 beds

2 baths

1,100 sq ft

Condo

98 MOLLY PITCHER LN A, YORKTOWN HEIGHTS,...

Community: Jefferson Village

Jefferson Village

2 HAMPTON CT A, YORKTOWN HEIGHTS, NY, 10..., Yorktown Heights, NY 10598

$299,999

1 beds

1 baths

800 sq ft

Condo

2 HAMPTON CT A, YORKTOWN HEIGHTS, NY, 10...

Community: Jefferson Village

Breton Hills

209 BRETON WAY, GLEN COVE, NY, 11542, Glen Cove, NY 11542

$699,888

2 beds

2 baths

1,300 sq ft

Condo

209 BRETON WAY, GLEN COVE, NY, 11542

Community: Breton Hills

The Seasons at East Meadow

383 SUMMER CT, EAST MEADOW, NY, 11554, East Meadow, NY 11554

$640,000

2 beds

2 baths

1,272 sq ft

Condo

383 SUMMER CT, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

Heritage Hills

438 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589

$569,000

2 beds

2 baths

1,470 sq ft

Condo

438 HERITAGE HLS B, SOMERS, NY, 10589

House

2 SLY ST, WARWICK, NY, 10990

Community: Warwick Grove

1 2 3 4…5

Frequently Asked Questions

What size 55+ communities are there in Middletown?

In Middletown, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Middletown?

The smallest 55+ community in Middletown has 283 homes, the largest has 283 homes, and the average community consists of 283 homes.

Are there gated 55+ communities in Middletown?

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.

How long do listings in 55+ communities in Middletown typically stay on the market, and what is the average price of homes for sale?

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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93 communities near Middletown

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

93 communities near Middletown

170 homes near Middletown

2 beds

3 baths

1,420 sq ft

Condo

2 beds

2 baths

1,200 sq ft

Condo

2 beds

2 baths

Condo

2 beds

3 baths

3,000 sq ft

4 beds

3 baths

2,752 sq ft

House

2 beds

2 baths

1,272 sq ft

Condo

2 beds

2 baths

1,803 sq ft

Condo

2 beds

2 baths

970 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

1,430 sq ft

Condo

2 beds

2 baths

1,484 sq ft

Condo

2 beds

3 baths

2,975 sq ft

House

1 beds

1 baths

1,055 sq ft

Condo

2 beds

2 baths

1,296 sq ft

Condo

2 beds

2 baths

1,272 sq ft

Condo

1 beds

2 baths

1,543 sq ft

Condo

2 beds

2 baths

1,559 sq ft

Condo

1 beds

1 baths

850 sq ft

Condo

2 beds

3 baths

2,496 sq ft

Condo

3 beds

3 baths

1,914 sq ft