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 rating (1 reviews)

Jefferson Village

$100ks - $500ks

Jefferson Village, Yorktown Heights, NY

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

4.8 rating (4 reviews)

Wanaque Reserve

$300ks - $500ks

Wanaque Reserve, Wanaque, NJ

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

Fox Hills

$300ks - $600ks

Fox Hills, Rockaway, NJ

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

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Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

Greenbriar at Fox Ridge

$300ks - $500ks

Greenbriar at Fox Ridge, Rockaway, NJ

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

Traditions of America at ...

$500ks - $600ks

Traditions of America at ..., Bethlehem, PA

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

The Meadows at Panther Va...

$300ks - $400ks

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

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

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

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

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

Lakeside Villas

$400ks - $500ks

Lakeside Villas, Watchung, NJ

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

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

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Questions? Call us: (845) 479-5674

Wildflowers at Wallkill

$400ks - $500ks

Wildflowers at Wallkill, Middletown, NY

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

Apple Ridge

$500ks - $1Ms

Apple Ridge, Mahwah, NJ

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

HarborView

$800ks - $1Ms

HarborView, Port Washington, NY

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

Del Webb Florham Park

$600ks - $1Ms

Del Webb Florham Park, Florham Park, NJ

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

Hawk Pointe

$300ks - $500ks

Hawk Pointe, Washington, NJ

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

1 rating (1 reviews)

Brookfield Estates

$300ks

Brookfield Estates, Belvidere, NJ

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

Reserve at Hawk Pointe

$400ks - $500ks

Reserve at Hawk Pointe, Washington, NJ

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

Winthrop Court

$400ks - $600ks

Winthrop Court, Clifton, NJ

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

Kimbolton

$900ks - $1Ms

Kimbolton, Far Hills, NJ

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

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

Questions? Call us: (845) 479-5674

The Views at Pomona

$200ks - $400ks

The Views at Pomona, Pomona, NY

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

$500ks

Regency at Wappinger, Wappingers Falls, NY

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

The Seasons at East Meado...

$400ks - $600ks

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

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

Bear's Cove

$800ks - $900ks

Bear's Cove, Ramsey, NJ

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 104 homes

5 rating (1 reviews)

Delaware Crossing

$200ks - $300ks

Delaware Crossing, Lopatcong, NJ

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

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

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

The Retreat at Carmel

$300ks - $800ks

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

Four Seasons at Bridgewat...

$300ks - $400ks

Four Seasons at Bridgewat..., Bridgewater, NJ

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

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

1 2...3

Jefferson Village

39 SUSSEX DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598

$379,000

2 beds

2 baths

1,000 sq ft

Condo

39 SUSSEX DR B, YORKTOWN, NY, 10598

Community: Jefferson Village

Brookfield Estates

11 STAFFORD LN, WHITE TWP., NJ, 07823, White Twp., NJ 07823

$399,999

2 beds

2 baths

11 STAFFORD LN, WHITE TWP., NJ, 07823

Community: Brookfield Estates

Fox Crest

301 FISCHER CT, ROCKAWAY TWP., NJ, 07866, Rockaway Twp., NJ 07866

$555,000

2 beds

2 baths

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 Bear's Cove

99 WINDSOR LN, RAMSEY, NJ, 07446, Ramsey, NJ 07446

$1,175,000

3 beds

3 baths

Townhouse

99 WINDSOR LN, RAMSEY, NJ, 07446

Community: Bear's Cove

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Questions? Call us: (845) 479-5674

New Del Webb Florham Park

2 VANDERBILT BLVD 403, FLORHAM PARK BORO..., Florham Park Boro, NJ 07932

$899,000

2 beds

2 baths

2 VANDERBILT BLVD 403, FLORHAM PARK BORO...

Community: Del Webb Florham Park

New Woodcrest at Jacobs Hill

1104 JACOBS HILL RD, CORTLANDT, NY, 1056..., Cortlandt, NY 10567

$389,000

2 beds

2 baths

1,145 sq ft

House

1104 JACOBS HILL RD, CORTLANDT, NY, 1056...

Community: Woodcrest at Jacobs Hill

New Bald Eagle Commons

162 RICHMOND RD, WEST MILFORD, NJ, 07480, West Milford, NJ 07480

$529,000

3 beds

4 baths

Townhouse

162 RICHMOND RD, WEST MILFORD, NJ, 07480

Community: Bald Eagle Commons

New Bald Eagle Commons

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

$529,000

3 beds

4 baths

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

Community: Bald Eagle Commons

New The Savannah

111 PROSPECT ST 4A, WESTFIELD TOWN, NJ, ..., Westfield Town, NJ 07090

$1,599,000

2 beds

3 baths

111 PROSPECT ST 4A, WESTFIELD TOWN, NJ, ...

Community: The Savannah

New Heritage Hills

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

$699,000

3 beds

2 baths

1,689 sq ft

Condo

220 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

New The Seasons at East Meadow

421 AUTUMN DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554

$635,000

2 beds

2 baths

1,272 sq ft

Condo

421 AUTUMN DR, HEMPSTEAD, NY, 11554

Community: The Seasons at East Meadow

New Venue at The American

22 KELSCH DR, MORRIS PLAINS BORO, NJ, 07..., Morris Plains Boro, NJ 07950

$1,095,000

3 beds

3 baths

22 KELSCH DR, MORRIS PLAINS BORO, NJ, 07...

Community: Venue at The American

New Apple Ridge

239 WESTERVELT LN, MAHWAH TWP., NJ, 0743..., Mahwah Twp., NJ 07430

$950,000

3 beds

4 baths

2,966 sq ft

239 WESTERVELT LN, MAHWAH TWP., NJ, 0743...

Community: Apple Ridge

New Rivington

424 CENTER MEADOW LN 424, DANBURY, CT, 0..., Danbury, CT 06810

$479,900

2 beds

2 baths

1,258 sq ft

Condo

424 CENTER MEADOW LN 424, DANBURY, CT, 0...

Community: Rivington

New Kimbolton

1 VOORHEES CT, FAR HILLS BORO, NJ, 07931, Far Hills Boro, NJ 07931

$1,665,703

4 beds

5 baths

4,225 sq ft

1 VOORHEES CT, FAR HILLS BORO, NJ, 07931

Community: Kimbolton

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

Questions? Call us: (845) 479-5674

New Greenbriar at Fox Ridge

6102 VETERANS DR, ROCKAWAY TOWNSHIP, NJ,..., Rockaway Township, NJ 07885

$468,000

2 beds

3 baths

Townhouse

6102 VETERANS DR, ROCKAWAY TOWNSHIP, NJ,...

Community: Greenbriar at Fox Ridge

New Apple Ridge

239 WESTERVELT LN, MAHWAH, NJ, 07430, Mahwah, NJ 07430

$950,000

3 beds

4 baths

Townhouse

239 WESTERVELT LN, MAHWAH, NJ, 07430

Community: Apple Ridge

New Wildflowers at Wallkill

25 SUNFLOWER ST, MIDDLETOWN, NY, 10940, Middletown, NY 10940

$535,500

2 beds

2 baths

1,868 sq ft

Condo

25 SUNFLOWER ST, MIDDLETOWN, NY, 10940

Community: Wildflowers at Wallkill

New Heritage Hills

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

$699,000

2 beds

3 baths

1,585 sq ft

Condo

88 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Jefferson Village

196 LONG HILL DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598

$675,000

2 beds

2 baths

1,550 sq ft

Condo

196 LONG HILL DR B, YORKTOWN, NY, 10598

Community: Jefferson Village

Fox Hills

4210 CLEVELAND LN 210, ROCKAWAY TWP., NJ..., Rockaway Twp., NJ 07866

$595,000

2 beds

2 baths

4210 CLEVELAND LN 210, ROCKAWAY TWP., NJ...

Community: Fox Hills

Jefferson Village

34 WARWICK PL B, YORKTOWN, NY, 10598, Yorktown, NY 10598

$375,000

2 beds

2 baths

1,000 sq ft

Condo

34 WARWICK PL B, YORKTOWN, NY, 10598

Community: Jefferson Village

Heritage Hills

$629,000

2 beds

2 baths

1,265 sq ft

Condo

537 HERITAGE HILLS DR F, SOMERS, NY, 105...

Community: Heritage Hills

The Meadows at Panther Valley

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

$634,900

3 beds

3 baths

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

Community: The Meadows at Panther Valley

Heritage Hills

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

$569,000

2 beds

2 baths

1,500 sq ft

Condo

159 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Jefferson Village

184 LONG HILL DR A, YORKTOWN, NY, 10598, Yorktown, NY 10598

$489,000

2 beds

2 baths

1,200 sq ft

Condo

184 LONG HILL DR A, YORKTOWN, NY, 10598

Community: Jefferson Village

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

Questions? Call us: (845) 479-5674

Greenbriar at Fox Ridge

5311 VETERANS DR, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07885

$335,000

1 beds

2 baths

5311 VETERANS DR, ROCKAWAY TWP., NJ, 078...

Community: Greenbriar at Fox Ridge

Lakeside Villas

8 SCHMIDT CIR, WATCHUNG BORO, NJ, 07069, Watchung Boro, NJ 07069

$815,000

2 beds

3 baths

8 SCHMIDT CIR, WATCHUNG BORO, NJ, 07069

Community: Lakeside Villas

Wildflowers at Wallkill

111 JASMINE DR, MIDDLETOWN, NY, 10940, Middletown, NY 10940

$505,000

2 beds

2 baths

1,473 sq ft

House

111 JASMINE DR, MIDDLETOWN, NY, 10940

Community: Wildflowers at Wallkill

Apple Ridge

89 FISHER RD, MAHWAH, NJ, 07430, Mahwah, NJ 07430

$990,000

3 beds

3 baths

Townhouse

89 FISHER RD, MAHWAH, NJ, 07430

Community: Apple Ridge

Apple Ridge

89 FISHER RD, MAHWAH TWP., NJ, 07430, Mahwah Twp., NJ 07430

$990,000

3 beds

3 baths

2,112 sq ft

89 FISHER RD, MAHWAH TWP., NJ, 07430

Community: Apple Ridge

Traditions of America at Green Pond

3715 FOUNDERS XING, BETHLEHEM TWP, PA, 1..., Bethlehem Twp, PA 18045

$665,000

3 beds

3 baths

2,684 sq ft

Semi Detached

3715 FOUNDERS XING, BETHLEHEM TWP, PA, 1...

Community: Traditions of America at Green Pond

Jefferson Village

20 HASTINGS CT A, YORKTOWN, NY, 10598, Yorktown, NY 10598

$345,000

1 beds

1 baths

800 sq ft

Condo

20 HASTINGS CT A, YORKTOWN, NY, 10598

Community: Jefferson Village

Rivington

215 CENTER MEADOW LN 215, DANBURY, CT, 0..., Danbury, CT 06810

$499,000

2 beds

2 baths

1,258 sq ft

Condo

215 CENTER MEADOW LN 215, DANBURY, CT, 0...

Community: Rivington

The Meadows at Panther Valley

51 JUNEGRASS WAY, ALLAMUCHY TWP., NJ, 07..., Allamuchy Twp., NJ 07840

$564,900

3 beds

3 baths

1,814 sq ft

51 JUNEGRASS WAY, ALLAMUCHY TWP., NJ, 07...

Community: The Meadows at Panther Valley

Overlook

2040 SUMMIT LOOP 57, CARMEL, NY, 10512, Carmel, NY 10512

$899,000

2 beds

2 baths

1,948 sq ft

Condo

2040 SUMMIT LOOP 57, CARMEL, NY, 10512

Community: Overlook

Wildflowers at Wallkill

65 JASMINE DR, MIDDLETOWN, NY, 10940, Middletown, NY 10940

$579,000

2 beds

2 baths

1,875 sq ft

House

65 JASMINE DR, MIDDLETOWN, NY, 10940

Community: Wildflowers at Wallkill

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

Questions? Call us: (845) 479-5674

Del Webb Florham Park

1 VANDERBILT BLVD 303, FLORHAM PARK BORO..., Florham Park Boro, NJ 07932

$935,000

2 beds

2 baths

1,388 sq ft

1 VANDERBILT BLVD 303, FLORHAM PARK BORO...

Community: Del Webb Florham Park

Heritage Hills

813 HERITAGE HLS, SOMERS, NY, 10589, Somers, NY 10589

$899,000

2 beds

2 baths

1,663 sq ft

Condo

813 HERITAGE HLS, SOMERS, NY, 10589

Community: Heritage Hills

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

200 homes near Middletown

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

2 beds

2 baths

1,408 sq ft

2 beds

3 baths

1,568 sq ft

3 beds

3 baths

Townhouse

2 beds

2 baths

2 beds

2 baths

1,145 sq ft

House

3 beds

4 baths

Townhouse

3 beds

4 baths

2 beds

3 baths

3 beds

2 baths

1,689 sq ft

Condo

2 beds

2 baths

1,272 sq ft

Condo

3 beds

3 baths

3 beds

4 baths

2,966 sq ft

2 beds

2 baths

1,258 sq ft

Condo

4 beds

5 baths

4,225 sq ft

2 beds

3 baths

Townhouse

3 beds

4 baths

Townhouse

2 beds

2 baths

1,868 sq ft

Condo

2 beds

3 baths

1,585 sq ft

Condo

2 beds

2 baths

1,550 sq ft

Condo

2 beds

2 baths

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

1,265 sq ft

Condo

3 beds