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

189 homes 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

$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 - $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 - $300Ks

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 - $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

$400Ks - $700Ks

The Commons at Mendham, Mendham, NJ

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

The Meadows at Panther Va...

$500Ks - $600Ks

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

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

The Retreat at Carmel

$400Ks - $600Ks

The Retreat at Carmel, Carmel, NY

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

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

Questions? Call us: (845) 479-5674

Overlook

$600Ks - $900Ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

Apple Ridge

$700Ks - $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 - $500Ks

Brookfield Estates, Belvidere, NJ

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

Winthrop Court

$400Ks - $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 - $500Ks

Four Seasons at Wayne, Wayne, NJ

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

Traditions of America at ...

$500Ks - $800Ks

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 - $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 - $1Ms

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

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

Glenmoor

$400Ks - $400Ks

Glenmoor, Easton, PA

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

The Pointe

$500Ks - $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 - $300Ks

Delaware Crossing, Lopatcong, NJ

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

Four Seasons at Cedar Gro...

$600Ks - $600Ks

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

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

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

Questions? Call us: (845) 479-5674

Nolan's Ridge

$400Ks - $700Ks

Nolan's Ridge, Mount Arlington, NJ

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 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 - $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

New Regency at Flanders

7 VIRGIL LN, FLANDERS, NJ, 07836, Flanders, NJ 07836

$999,000

3 beds

3 baths

7 VIRGIL LN, FLANDERS, NJ, 07836

Community: Regency at Flanders

Brookfield Glen

$258,000

2 beds

2 baths

5017 BROOKFIELD GLEN DR # 17, BELVIDERE,...

Community: Brookfield Glen

Wanaque Reserve

8415 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465

$485,000

2 beds

2 baths

Condo

8415 WARRENS WAY, WANAQUE, NJ, 07465

Community: Wanaque Reserve

Bald Eagle Commons

6315 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480

$279,900

2 beds

2 baths

Condo

6315 RICHMOND RD, WEST MILFORD, NJ, 0748...

Community: Bald Eagle Commons

New Legacy at Mansfield Meadows

5 THOMAS KNOLL BLVD, PORT MURRAY, NJ, 07..., Port Murray, NJ 07865

$599,000

3 beds

3 baths

Ranch

5 THOMAS KNOLL BLVD, PORT MURRAY, NJ, 07...

Community: Legacy at Mansfield Meadows

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

Questions? Call us: (845) 479-5674

New Rivington

13 MERCY ST # 13, DANBURY, CT, 06810, Danbury, CT 06810

$650,000

3 beds

3 baths

1,572 sq ft

Condo

13 MERCY ST # 13, DANBURY, CT, 06810

Community: Rivington

The Woods at Dunham Pond

12 HERON VIEW RD # 12, NEW FAIRFIELD, CT..., New Fairfield, CT 06812

$419,900

1 beds

2 baths

1,550 sq ft

12 HERON VIEW RD # 12, NEW FAIRFIELD, CT...

Community: The Woods at Dunham Pond

Rivington

47 WARRINGTON ROUND # 47, DANBURY, CT, 0..., Danbury, CT 06810

$650,000

3 beds

3 baths

1,704 sq ft

Condo

47 WARRINGTON ROUND # 47, DANBURY, CT, 0...

Community: Rivington

Rivington

94 WARRINGTON ROUND # 94, DANBURY, CT, 0..., Danbury, CT 06810

$585,000

2 beds

3 baths

1,600 sq ft

Condo

94 WARRINGTON ROUND # 94, DANBURY, CT, 0...

Community: Rivington

Traditions of America at Green Pond

3912 INDEPENDENCE DR, EASTON, PA, 18045, Easton, PA 18045

$869,000

3 beds

4 baths

3,378 sq ft

Detached

3912 INDEPENDENCE DR, EASTON, PA, 18045

Community: Traditions of America at Green Pond

Traditions of America at Green Pond

3855 VICTORS WAY, EASTON, PA, 18045, Easton, PA 18045

$799,000

3 beds

4 baths

3,387 sq ft

3855 VICTORS WAY, EASTON, PA, 18045

Community: Traditions of America at Green Pond

New Fox Hills

202 CLEVELAND LN, ROCKAWAY BORO, NJ, 078..., Rockaway Boro, NJ 07866

$270,000

1 beds

1 baths

791 sq ft

202 CLEVELAND LN, ROCKAWAY BORO, NJ, 078...

Community: Fox Hills

New Greenbriar at Fox Ridge

7311 POLK DR, WHARTON, NJ, 07885, Wharton, NJ 07885

$559,000

2 beds

2 baths

7311 POLK DR, WHARTON, NJ, 07885

Community: Greenbriar at Fox Ridge

Bald Eagle Commons

5321 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480

$214,000

2 beds

1 baths

Condo

5321 RICHMOND RD, WEST MILFORD, NJ, 0748...

Community: Bald Eagle Commons

Bald Eagle Commons

5321 RICHMOND RD # 321, WEST MILFORD, NJ..., West Milford, NJ 07480

$214,000

2 beds

1 baths

5321 RICHMOND RD # 321, WEST MILFORD, NJ...

Community: Bald Eagle Commons

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

Questions? Call us: (845) 479-5674

New Four Seasons at Cedar Grove

806 HOLLY LN, CEDAR GROVE, NJ, 07009, Cedar Grove, NJ 07009

$695,000

2 beds

2 baths

1,949 sq ft

806 HOLLY LN, CEDAR GROVE, NJ, 07009

Community: Four Seasons at Cedar Grove

Wanaque Reserve

4202 WARRENS WAY # 202, WANAQUE, NJ, 074..., Wanaque, NJ 07465

$465,000

2 beds

2 baths

Condo

4202 WARRENS WAY # 202, WANAQUE, NJ, 074...

Community: Wanaque Reserve

Four Seasons at Chester

5 YOUNG CT, CHESTER, NJ, 07930, Chester, NJ 07930

$819,000

3 beds

4 baths

5 YOUNG CT, CHESTER, NJ, 07930

Community: Four Seasons at Chester

Horizons at Mount Arlington

29 RIDGEVIEW LN, MOUNT ARLINGTON, NJ, 07..., Mount Arlington, NJ 07856

$478,888

2 beds

2 baths

1,840 sq ft

29 RIDGEVIEW LN, MOUNT ARLINGTON, NJ, 07...

Community: Horizons at Mount Arlington

Four Seasons at Bridgewater

266 VICTORIA DR, BRIDGEWATER, NJ, 08807, Bridgewater, NJ 08807

2 beds

3 baths

182 VICTORIA DR, BASKING RIDGE, NJ, 0792...

Community: Four Seasons at Bridgewater

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

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Bald Eagle Commons

6110 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480

$325,000

2 beds

2 baths

Condo

6110 RICHMOND RD, WEST MILFORD, NJ, 0748...

Community: Bald Eagle Commons

Four Seasons at Great Notch Spa and Club

5 GRANITE RD UNIT D2, WOODLAND PARK, NJ,..., Woodland Park, NJ 07424

$699,900

2 beds

2 baths

Townhouse

5 GRANITE RD UNIT D2, WOODLAND PARK, NJ,...

Community: Four Seasons at Great Notch Spa and Club

Bald Eagle Commons

7311 RICHMOND RD # 311, WEST MILFORD, NJ..., West Milford, NJ 07480

$295,900

2 beds

2 baths

Condo

7311 RICHMOND RD # 311, WEST MILFORD, NJ...

Community: Bald Eagle Commons

Bald Eagle Commons

4 RICHMOND RD 112, WEST MILFORD, NJ, 074..., West Milford, NJ 07480

$180,000

1 beds

1 baths

Condo

4 RICHMOND RD 112, WEST MILFORD, NJ, 074...

Community: Bald Eagle Commons

Wanaque Reserve

5201 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465

$450,000

2 beds

2 baths

Condo

5201 WARRENS WAY, WANAQUE, NJ, 07465

Community: Wanaque Reserve

Bald Eagle Commons

5318 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480

$239,000

2 beds

1 baths

Condo

5318 RICHMOND RD, WEST MILFORD, NJ, 0748...

Community: Bald Eagle Commons

Bald Eagle Commons

9117 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480

$339,000

2 beds

2 baths

Condo

9117 RICHMOND RD, WEST MILFORD, NJ, 0748...

Community: Bald Eagle Commons

Bald Eagle Commons

7308 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480

$279,000

2 beds

2 baths

Condo

7308 RICHMOND RD, WEST MILFORD, NJ, 0748...

Community: Bald Eagle Commons

Horizons at Mount Arlington

7 RIDGEVIEW LN, MOUNT ARLINGTON, NJ, 078..., Mount Arlington, NJ 07856

$464,000

2 beds

2 baths

Condo

7 RIDGEVIEW LN, MOUNT ARLINGTON, NJ, 078...

Community: Horizons at Mount Arlington

Bald Eagle Commons

9302 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480

$269,500

2 beds

2 baths

Condo

9302 RICHMOND RD, WEST MILFORD, NJ, 0748...

2 RICHMOND RD APT 222 222, WEST MILFORD,...

Community: Bald Eagle Commons

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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Want to learn more about 55+ communities in Middletown?

Call us: (845) 479-5674

189 homes near Middletown

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

92 communities near Middletown

189 homes near Middletown

3 beds

3 baths

2 beds

2 baths

2 beds

2 baths

Condo

2 beds

2 baths

Condo

3 beds

3 baths

Ranch

3 beds

3 baths

1,572 sq ft

Condo

1 beds

2 baths

1,550 sq ft

3 beds

3 baths

1,704 sq ft

Condo

2 beds

3 baths

1,600 sq ft

Condo

3 beds

4 baths

3,378 sq ft

Detached

3 beds

4 baths

3,387 sq ft

1 beds

1 baths

791 sq ft

2 beds

2 baths

2 beds

1 baths

Condo

2 beds

1 baths

2 beds

2 baths

1,949 sq ft

2 beds

2 baths

Condo

3 beds

4 baths

2 beds

2 baths

1,840 sq ft

2 beds

2 baths

2 beds

2 baths

Condo

2 beds

2 baths

Condo

2 beds

2 baths

1,768 sq ft

3 beds

4 baths

2,846 sq ft

2 beds

3 baths

2 beds

2 baths

Condo

2 beds

2 baths