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

96 communities near Middletown

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Bald Eagle Commons

$100ks - $300ks

Bald Eagle Commons, West Milford, NJ

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

3 rating (2 reviews)

Heritage Hills

$400ks - $800ks

Heritage Hills, Somers, NY

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

4.8 rating (4 reviews)

Wanaque Reserve

$300ks - $500ks

Wanaque Reserve, Wanaque, NJ

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

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

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

Greenbriar at Fox Ridge

$300ks - $500ks

Greenbriar at Fox Ridge, Rockaway, NJ

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

The Meadows at Panther Va...

$300ks - $400ks

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

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

HarborView

$800ks - $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.

5 rating (1 reviews)

Legacy at Mansfield Meado...

$300ks - $500ks

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

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

Dutchgate

$300ks - $500ks

Dutchgate, Valley Stream, NY

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

5 rating (1 reviews)

Warwick Grove

$400ks - $600ks

Warwick Grove, Warwick, NY

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

Clove Hill Manor

$200ks - $300ks

Clove Hill Manor, Wantage, NJ

Resale Only | 55+ age-restricted | Built 2003 - 2007 | 117 homes

Riverview Estates Active ...

$500ks - $600ks

Riverview Estates Active ..., Easton, PA

Resale Only | 55+ age-restricted | Built 2005 - present | 92 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

Lakeside Villas

$400ks - $500ks

Lakeside Villas, Watchung, NJ

Resale Only | 55+ age-restricted | Built 2006 - 2020 | 42 homes

1 rating (1 reviews)

Brookfield Estates

$300ks

Brookfield Estates, Belvidere, NJ

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

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

Fox Crest

$300ks - $600ks

Fox Crest, Rockaway, NJ

New Construction | 55+ age-restricted | Built 2020 - present | 41 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

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

Winthrop Court

$400ks - $600ks

Winthrop Court, Clifton, NJ

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

Hawk Pointe

$300ks - $500ks

Hawk Pointe, Washington, NJ

New and Resale | 55+ age-restricted | Built 2019 - present | 85 homes

Reserve at Hawk Pointe

$400ks - $500ks

Reserve at Hawk Pointe, Washington, NJ

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 120 homes

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

The Highlands at Glenmoor

$300ks - $400ks

The Highlands at Glenmoor, Easton, PA

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

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

Questions? Call us: (845) 479-5674

The Hollows at Blue Hill

$500ks - $700ks

The Hollows at Blue Hill, Pearl River, NY

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 126 homes

Kimbolton

$900ks - $1Ms

Kimbolton, Far Hills, NJ

New Construction | 55+ age-restricted | Built 2024 - present | 105 homes

The Hamlet at Town Center

$200ks - $400ks

The Hamlet at Town Center, Sparta, NJ

Resale Only | 55+ age-restricted | Built 2008 - 2008 | 44 homes

The Views at Pomona

$200ks - $400ks

The Views at Pomona, Pomona, NY

Resale Only | 55+ age-restricted | Built 2011 - 2011 | 56 homes

Stoneleigh Woods at Carme...

$400ks

Stoneleigh Woods at Carme..., Carmel, NY

Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes

The Bel Aire at East Mead...

$300ks - $400ks

The Bel Aire at East Mead..., East Meadow, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 95 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

Woodcrest at Jacobs Hill

$200ks - $300ks

Woodcrest at Jacobs Hill, Cortlandt, NY

Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 homes

Regency at Readington

$600ks - $700ks

Regency at Readington, Readington Township, NJ

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

Regency at Wappinger

$500ks

Regency at Wappinger, Wappingers Falls, NY

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

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

Questions? Call us: (845) 479-5674

5 rating (1 reviews)

Delaware Crossing

$200ks - $300ks

Delaware Crossing, Lopatcong, NJ

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

Brookfield Glen

$100ks - $200ks

Brookfield Glen, Belvidere, NJ

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 124 homes

1,408 sq ft

301 FISCHER CT, ROCKAWAY TWP., NJ, 07866

Community: Fox Crest

Greenbriar at Fox Ridge

7113 POLK DR, ROCKAWAY TWP., NJ, 07885, Rockaway Twp., NJ 07885

$449,900

2 beds

3 baths

1,568 sq ft

7113 POLK DR, ROCKAWAY TWP., NJ, 07885

Community: Greenbriar at Fox Ridge

New Glassbury Court at Cold Spring

5 MAGGIE MAY WAY, PHILIPSTOWN, NY, 10516, Philipstown, NY 10516

$712,000

2 beds

2 baths

1,974 sq ft

Condo

5 MAGGIE MAY WAY, PHILIPSTOWN, NY, 10516

Community: Glassbury Court at Cold Spring

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Questions? Call us: (845) 479-5674

New Wanaque Reserve

5213 WARRENS WAY 213, WANAQUE BORO, NJ, ..., Wanaque Boro, NJ 07465

$429,000

2 beds

2 baths

5213 WARRENS WAY 213, WANAQUE BORO, NJ, ...

Community: Wanaque Reserve

New Heritage Hills

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

$600,000

2 beds

2 baths

1,470 sq ft

Condo

493 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

New Legacy at Mansfield Meadows

2 REDWOOD RUN, MANSFIELD, NJ, 07865, Mansfield, NJ 07865

$649,900

3 beds

3 baths

2 REDWOOD RUN, MANSFIELD, NJ, 07865

Community: Legacy at Mansfield Meadows

New Legacy at Mansfield Meadows

2 REDWOOD RUN, MANSFIELD TWP., NJ, 07865, Mansfield Twp., NJ 07865

$649,900

3 beds

3 baths

2 REDWOOD RUN, MANSFIELD TWP., NJ, 07865

Community: Legacy at Mansfield Meadows

New Heritage Hills

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

$640,000

2 beds

2 baths

1,470 sq ft

Condo

456 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

New The Meadows at Panther Valley

66 LUPINE LN, ALLAMUCHY TWP., NJ, 07840, Allamuchy Twp., NJ 07840

$535,000

3 beds

3 baths

1,910 sq ft

66 LUPINE LN, ALLAMUCHY TWP., NJ, 07840

Community: The Meadows at Panther Valley

Clove Hill Manor

11 FAIRCHILD LN, WANTAGE TWP., NJ, 07461, Wantage Twp., NJ 07461

$445,000

3 beds

4 baths

2,235 sq ft

11 FAIRCHILD LN, WANTAGE TWP., NJ, 07461

Community: Clove Hill Manor

Heritage Hills

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

$474,000

2 beds

2 baths

1,710 sq ft

Condo

12 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Heritage Hills

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

$699,000

2 beds

2 baths

1,470 sq ft

Condo

371 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Jefferson Village

90 MOLLY PITCHER LN F, YORKTOWN, NY, 105..., Yorktown, NY 10598

$359,900

1 beds

1 baths

800 sq ft

Condo

90 MOLLY PITCHER LN F, YORKTOWN, NY, 105...

Community: Jefferson Village

The Meadows at Panther Valley

18 BLAZINGSTAR WAY, ALLAMUCHY TWP., NJ, ..., Allamuchy Twp., NJ 07840

$645,000

3 beds

3 baths

18 BLAZINGSTAR WAY, ALLAMUCHY TWP., NJ, ...

Community: The Meadows at Panther Valley

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

Questions? Call us: (845) 479-5674

Legacy at Mansfield Meadows

40 THOMAS KNOLL BLVD, MANSFIELD TWP., NJ..., Mansfield Twp., NJ 07865

$669,900

3 beds

3 baths

40 THOMAS KNOLL BLVD, MANSFIELD TWP., NJ...

Community: Legacy at Mansfield Meadows

Riverview Estates Active Adult

2445 NAPA DR, EASTON, PA, 18040, Easton, PA 18040

$649,900

2 beds

3 baths

2,879 sq ft

Semi Detached

2445 NAPA DR, EASTON, PA, 18040

Community: Riverview Estates Active Adult

Jefferson Village

149 FLINTLOCK WAY E, YORKTOWN, NY, 10598, Yorktown, NY 10598

$375,000

1 beds

1 baths

853 sq ft

Condo

149 FLINTLOCK WAY E, YORKTOWN, NY, 10598

Community: Jefferson Village

Hawk Pointe

16 SPARROWHAWK ST, WASHINGTON TWP., NJ, ..., Washington Twp., NJ 07882

$574,900

3 beds

3 baths

2,542 sq ft

16 SPARROWHAWK ST, WASHINGTON TWP., NJ, ...

Community: Hawk Pointe

Dutchgate

301 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580

$535,000

2 beds

2 baths

941 sq ft

Condo

301 WILLOW LN, HEMPSTEAD, NY, 11580

Community: Dutchgate

Overlook

4095 FAIRWAYS DR 148, CARMEL, NY, 10512, Carmel, NY 10512

$699,000

3 beds

3 baths

1,914 sq ft

Condo

4095 FAIRWAYS DR 148, CARMEL, NY, 10512

Community: Overlook

Heritage Hills

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

$499,900

2 beds

2 baths

1,138 sq ft

Condo

241 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

Four Seasons at Great Notch Spa and Club

8 PEBBLE RD C2, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424

$699,900

2 beds

2 baths

Townhouse

8 PEBBLE RD C2, WOODLAND PARK, NJ, 07424

Community: Four Seasons at Great Notch Spa and Club

Hawk Pointe

5 HARRIS HAWK RD, WASHINGTON TWP., NJ, 0..., Washington Twp., NJ 07882

$625,000

2 beds

2 baths

5 HARRIS HAWK RD, WASHINGTON TWP., NJ, 0...

Community: Hawk Pointe

Wanaque Reserve

8107 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$419,900

2 beds

2 baths

1,768 sq ft

8107 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

Wanaque Reserve

7111 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$382,000

2 beds

2 baths

7111 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

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

Questions? Call us: (845) 479-5674

Clove Hill Manor

11 FAIRCHILD LN 11, WANTAGE, NJ, 07461, Wantage, NJ 07461

1 baths

5409 RICHMOND RD 409, WEST MILFORD TWP.,...

Community: Bald Eagle Commons

Bald Eagle Commons

9106 RICHMOND RD, WEST MILFORD TWP., NJ,..., West Milford Twp., NJ 07480

$179,000

1 beds

1 baths

9106 RICHMOND RD, WEST MILFORD TWP., NJ,...

Community: Bald Eagle Commons

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

Questions? Call us: (845) 479-5674

Wanaque Reserve

2107 WARRENS WAY 107, WANAQUE, NJ, 07465, Wanaque, NJ 07465

$379,000

2 beds

2 baths

Condo

2107 WARRENS WAY 107, WANAQUE, NJ, 07465

Community: Wanaque Reserve

Rivington

64 WARRINGTON ROUND 64, DANBURY, CT, 068..., Danbury, CT 06810

$649,900

3 beds

3 baths

1,600 sq ft

Condo

64 WARRINGTON ROUND 64, DANBURY, CT, 068...

Community: Rivington

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 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.

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96 communities

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

96 communities near Middletown

190 homes near Middletown

2 beds

2 baths

2 beds

2 baths

2 beds

2 baths

1,408 sq ft

2 beds

3 baths

1,568 sq ft

2 beds

2 baths

1,974 sq ft

Condo

2 beds

2 baths

2 beds

2 baths

1,470 sq ft

Condo

3 beds

3 baths

3 beds

3 baths

2 beds

2 baths

1,470 sq ft

Condo

3 beds

3 baths

1,910 sq ft

3 beds

4 baths

2,235 sq ft

2 beds

2 baths

1,710 sq ft

Condo

2 beds

2 baths

1,470 sq ft

Condo

1 beds

1 baths

800 sq ft

Condo

3 beds

3 baths

3 beds

3 baths

2 beds

3 baths

2,879 sq ft

Semi Detached

1 beds

1 baths

853 sq ft

Condo

3 beds

3 baths

2,542 sq ft

2 beds

2 baths

941 sq ft

Condo

3 beds

3 baths

1,914 sq ft

Condo

2 beds

2 baths

1,138 sq ft

Condo

2 beds

2 baths

Townhouse

2 beds