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

93 communities near Middletown

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Wildflowers at Wallkill

$500Ks - $600Ks

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

$400Ks - $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

$300Ks - $500Ks

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

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 East Meado...

$500Ks - $600Ks

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

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

Dutchgate

$400Ks - $500Ks

Dutchgate, Valley Stream, NY

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

Greenbriar at Fox Ridge

$300Ks - $500Ks

Greenbriar at Fox Ridge, Rockaway, NJ

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

The Commons at Mendham

$400Ks - $700Ks

The Commons at Mendham, Mendham, NJ

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

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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

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

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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 ...

$600Ks - $700Ks

Traditions of America at ..., Bethlehem, PA

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

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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 - $800Ks

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

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Glenmoor

$300Ks - $500Ks

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

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Four Seasons at Cedar Gro...

$700Ks

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

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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

Fox Hills

1110 JOHNSON DR, ROCKAWAY BORO, NJ, 0786..., Rockaway Boro, NJ 07866

$539,900

2 beds

2 baths

1110 JOHNSON DR, ROCKAWAY BORO, NJ, 0786...

4071 FAIRWAYS DR 136, CARMEL, NY, 10512

Community: Overlook

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17 HASTINGS B, YORKTOWN, NY, 10598

Community: Jefferson Village

Heritage Hills

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

$625,000

2 beds

2 baths

1,559 sq ft

Condo

443 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

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New Jefferson Village

96 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598

$479,000

2 beds

2 baths

1,050 sq ft

Condo

96 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,...

Community: Jefferson Village

Heritage Hills

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

$609,000

2 beds

2 baths

1,296 sq ft

Condo

798 HERITAGE HLS D, SOMERS, NY, 10589

Condo

348 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

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Blackburne Farm Townhomes

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

$700,000

2 beds

4 baths

3,600 sq ft

House

32 OTTAWAY LN, CAMPBELL HALL, NY, 10916

Community: Blackburne Farm Townhomes

Heritage Hills

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

$699,000

3 beds

2 baths

1,689 sq ft

Condo

59 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

The Seasons at East Meadow

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

$680,000

2 beds

3 baths

1,030 sq ft

Condo

434 AUTUMN DR, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

Jefferson Village

45 JEFFERSON OVAL D, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598

$375,000

2 beds

2 baths

1,100 sq ft

Condo

45 JEFFERSON OVAL D, YORKTOWN HEIGHTS, N...

Condo

357 SPRING DR, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

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Jefferson Village

175 LONG HILL DR B, YORKTOWN HEIGHTS, NY..., Yorktown Heights, NY 10598

$399,999

2 beds

2 baths

1,159 sq ft

Condo

175 LONG HILL DR B, YORKTOWN HEIGHTS, NY...

Community: Jefferson Village

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

Warwick Grove

15 CROPSEY ST # 15-3A, WARWICK, NY, 1099..., Warwick, NY 10990

$625,000

2 beds

2 baths

1,823 sq ft

House

15 CROPSEY ST # 15-3A, WARWICK, NY, 1099...

Community: Warwick Grove

Warwick Grove

2 SLY ST, WARWICK, NY, 10990, Warwick, NY 10990

$849,000

2 beds

3 baths

2,256 sq ft

House

2 SLY ST, WARWICK, NY, 10990

Community: Warwick Grove

Regency at Fishkill

326 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$527,000

1 beds

2 baths

1,543 sq ft

Condo

326 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

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

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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

New Legacy at Morgan Hill

400 INVERNESS CIR, EASTON, PA, 18042, Easton, PA 18042

$549,999

3 beds

3 baths

2,929 sq ft

Townhouse

400 INVERNESS CIR, EASTON, PA, 18042

Community: Legacy at Morgan Hill

The Village at Upstream Farm

1530 HARVEST DR W, FORKS TWP, PA, 18040, Forks Twp, PA 18040

$300,000

2 beds

2 baths

1,180 sq ft

Townhouse

1530 HARVEST DR W, FORKS TWP, PA, 18040

Community: The Village at Upstream Farm

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The Village at Fox Crossing

3813 BELCOURT DR, FORKS TWP, PA, 18040, Forks Twp, PA 18040

$255,000

2 beds

2 baths

1,302 sq ft

Detached

3813 BELCOURT DR, FORKS TWP, PA, 18040

Community: The Village at Fox Crossing

The Village at Upstream Farm

1300 UPSTREAM FARM RD, FORKS TWP, PA, 18..., Forks Twp, PA 18040

$290,000

2 beds

2 baths

1,180 sq ft

Townhouse

1300 UPSTREAM FARM RD, FORKS TWP, PA, 18...

Community: The Village at Upstream Farm

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

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

93 communities near Middletown

114 homes near Middletown

2 beds

2 baths

2 beds

2 baths

1,559 sq ft

Condo

2 beds

2 baths

1,390 sq ft

Condo

2 beds

2 baths

1,555 sq ft

Condo

3 beds

3 baths

1,914 sq ft

Condo

1 beds

1 baths

850 sq ft

Condo

2 beds

2 baths

1,200 sq ft

Condo

3 beds

2 baths

1,905 sq ft

Condo

1 beds

2 baths

1,450 sq ft

Condo

3 beds

3 baths

1,914 sq ft

Condo

2 beds

2 baths

1,526 sq ft

Condo

1 baths

600 sq ft

Condo

2 beds

2 baths

1,559 sq ft

Condo

2 beds

2 baths

1,050 sq ft

Condo

2 beds

2 baths

1,296 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

3 baths

1,957 sq ft

Condo

2 beds

1 baths

1,000 sq ft

Condo

2 beds

2 baths

1,663 sq ft

Condo

1 beds

2 baths

1,161 sq ft

Condo