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

95 communities near Middletown

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4.8 rating (4 reviews)

Wanaque Reserve

$300ks - $500ks

Wanaque Reserve, Wanaque, NJ

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

3 rating (2 reviews)

Heritage Hills

$400ks - $900ks

Heritage Hills, Somers, NY

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

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 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

Fox Hills

$300ks - $400ks

Fox Hills, Rockaway, NJ

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

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Greenbriar at Fox Ridge

$300ks - $500ks

Greenbriar at Fox Ridge, Rockaway, NJ

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

1 rating (1 reviews)

Brookfield Estates

$300ks

Brookfield Estates, Belvidere, NJ

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

5 rating (1 reviews)

Four Seasons at Great Not...

$400ks - $700ks

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

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

Bald Eagle Commons

$100ks - $300ks

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.

5 rating (1 reviews)

Warwick Grove

$400ks - $600ks

Warwick Grove, Warwick, NY

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

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

Regency at Flanders

$400ks - $900ks

Regency at Flanders, Flanders, NJ

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

Traditions of America at ...

$500ks - $600ks

Traditions of America at ..., Bethlehem, PA

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

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Questions? Call us: (845) 479-5674

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

5 rating (2 reviews)

Blackburne Farm Townhomes

$400ks

Blackburne Farm Townhomes, Campbell Hall, NY

New Construction | 55+ age-restricted | Built 2019 - present | 29 homes

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Questions? Call us: (845) 479-5674

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

Four Seasons at Bridgewat...

$300ks - $400ks

Four Seasons at Bridgewat..., Bridgewater, NJ

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

5 rating (1 reviews)

Delaware Crossing

$200ks - $300ks

Delaware Crossing, Lopatcong, NJ

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

HarborView

$600ks - $800ks

HarborView, Port Washington, NY

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

Breton Hills

$500ks

Breton Hills, Glen Cove, NY

New Construction | 55+ age-restricted | Built 2019 - present | 72 homes

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

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Questions? Call us: (845) 479-5674

Four Seasons at Wayne

$300ks - $400ks

Four Seasons at Wayne, Wayne, NJ

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

The Retreat at Carmel

$300ks - $800ks

The Retreat at Carmel, Carmel, NY

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

The Meadows at Panther Va...

$300ks - $400ks

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

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

Clove Hill Manor

$200ks - $300ks

Clove Hill Manor, Wantage, NJ

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

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Questions? Call us: (845) 479-5674

Fox Crest

$300ks - $600ks

Fox Crest, Rockaway, NJ

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

Riverview Estates Active ...

$500ks - $600ks

Riverview Estates Active ..., Easton, PA

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

5 rating (1 reviews)

The Village at Upstream F...

$100ks - $200ks

The Village at Upstream F..., Easton, PA

Resale Only | 55+ age-restricted | Built 2002 - 2009 | 124 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

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Questions? Call us: (845) 479-5674

Villas at Seminary Hill

$200ks - $300ks

Villas at Seminary Hill, Carmel, NY

New Construction | 55+ age-restricted | Built 2018 - present | 50 homes

5 rating (1 reviews)

Paris Square

$400ks - $700ks

Paris Square, Northvale, NJ

New and Resale | 55+ age-restricted | Built 2000 - present | 88 homes

The Seasons at Seaford

$600ks

The Seasons at Seaford, Seaford, NY

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 homes

Regency at Wappinger

$500ks

Regency at Wappinger, Wappingers Falls, NY

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

The Pointe

$300ks - $600ks

The Pointe, Livingston, NJ

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

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

Questions? Call us: (845) 479-5674

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

Four Seasons at Chester

$600ks - $700ks

Four Seasons at Chester, Chester, NJ

Resale Only | 55+ age-restricted | Built 2000 - 2002 | 120 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

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

Questions? Call us: (845) 479-5674

The Hamlet at Town Center

$200ks - $400ks

The Hamlet at Town Center, Sparta, NJ

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

Hawk Pointe

$300ks - $500ks

Hawk Pointe, Washington, NJ

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

1 2...3

New Jefferson Village

59 KIRBY CLOSE D, YORKTOWN, NY, 10598, Yorktown, NY 10598

$399,000

2 beds

2 baths

910 sq ft

Condo

59 KIRBY CLOSE D, YORKTOWN, NY, 10598

Community: Jefferson Village

New Hawk Pointe

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

3 baths

5205 POINTE GATE DR, LIVINGSTON TWP., NJ...

Community: The Pointe

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

Questions? Call us: (845) 479-5674

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

Questions? Call us: (845) 479-5674

New Fox Hills

2205 CLINTON LN, ROCKAWAY TWP., NJ, 0786..., Rockaway Twp., NJ 07866

$474,000

2 beds

2 baths

2205 CLINTON LN, ROCKAWAY TWP., NJ, 0786...

Community: Fox Hills

New The Highlands at Glenmoor

27 MOOR DR, PALMER TWP, PA, 18045, Palmer Twp, PA 18045

$450,000

2 beds

2 baths

1,665 sq ft

Townhouse

27 MOOR DR, PALMER TWP, PA, 18045

Community: The Highlands at Glenmoor

Regency at Flanders

32 GORDON WAY, MOUNT OLIVE TWP., NJ, 078..., Mount Olive Twp., NJ 07836

$850,000

2 beds

2 baths

32 GORDON WAY, MOUNT OLIVE TWP., NJ, 078...

Community: Regency at Flanders

Jefferson Village

130G COLUMBIA CT, YORKTOWN, NY, 10598, Yorktown, NY 10598

$399,000

2 beds

2 baths

1,129 sq ft

Condo

130G COLUMBIA CT, YORKTOWN, NY, 10598

Community: Jefferson Village

Apple Ridge

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

$899,999

3 beds

3 baths

Townhouse

89 FISHER RD, MAHWAH, NJ, 07430

Community: Apple Ridge

Jefferson Village

18L HASTINGS CT, YORKTOWN, NY, 10598, Yorktown, NY 10598

$395,000

2 beds

1 baths

1,000 sq ft

Condo

18L HASTINGS CT, YORKTOWN, NY, 10598

Community: Jefferson Village

Four Seasons at Great Notch Spa and Club

8 QUARTZ WAY, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424

$800,000

2 beds

2 baths

Townhouse

8 QUARTZ WAY, WOODLAND PARK, NJ, 07424

Community: Four Seasons at Great Notch Spa and Club

Brookfield Estates

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

$539,000

2 beds

2 baths

1,837 sq ft

29 STAFFORD LN, WHITE TWP., NJ, 07823

Community: Brookfield Estates

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

Questions? Call us: (845) 479-5674

Wanaque Reserve

5201 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$410,000

2 beds

2 baths

1,768 sq ft

5201 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

Wanaque Reserve

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

$410,000

2 beds

2 baths

Condo

5201 WARRENS WAY, WANAQUE, NJ, 07465

Community: Wanaque Reserve

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

Questions? Call us: (845) 479-5674

Regency at Denville

62 N MACKENZIE LN, DENVILLE TOWNSHIP, NJ..., Denville Township, NJ 07834

$799,000

3 beds

4 baths

Townhouse

62 N MACKENZIE LN, DENVILLE TOWNSHIP, NJ...

Community: Regency at Denville

Wildflowers at Wallkill

19 SUNFLOWER ST, MIDDLETOWN, NY, 10940, Middletown, NY 10940

$535,000

2 beds

2 baths

1,868 sq ft

House

19 SUNFLOWER ST, MIDDLETOWN, NY, 10940

Community: Wildflowers at Wallkill

Delaware Crossing

605 EDWARD ST, LOPATCONG TWP., NJ, 08865, Lopatcong Twp., NJ 08865

$409,900

2 beds

2 baths

605 EDWARD ST, LOPATCONG TWP., NJ, 08865

Community: Delaware Crossing

Heritage Hills

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

$539,000

2 beds

2 baths

1,265 sq ft

Condo

441 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

Regency at Denville

62 MACKENZIE LN, DENVILLE TWP., NJ, 0783..., Denville Twp., NJ 07834

$799,000

3 beds

4 baths

3,122 sq ft

62 MACKENZIE LN, DENVILLE TWP., NJ, 0783...

Community: Regency at Denville

The Hamlet at Town Center

16 MAIN ST D6, SPARTA TWP., NJ, 07871, Sparta Twp., NJ 07871

$405,000

2 beds

2 baths

2,550 sq ft

16 MAIN ST D6, SPARTA TWP., NJ, 07871

Community: The Hamlet at Town Center

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

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Four Seasons at Chester

6 BROWN CT, CHESTER TWP., NJ, 07930, Chester Twp., NJ 07930

$765,000

2 beds

3 baths

2,344 sq ft

6 BROWN CT, CHESTER TWP., NJ, 07930

Community: Four Seasons at Chester

Brookfield Estates

41 VICTORIA DR, WHITE TWP., NJ, 07823, White Twp., NJ 07823

$479,900

3 beds

2 baths

41 VICTORIA DR, WHITE TWP., NJ, 07823

Community: Brookfield Estates

Brookfield Estates

95 KENSINGTON CIR, WHITE TWP., NJ, 07823, White Twp., NJ 07823

$435,000

2 beds

2 baths

1,562 sq ft

95 KENSINGTON CIR, WHITE TWP., NJ, 07823

Community: Brookfield Estates

Four Seasons at Bridgewater

369 VICTORIA DR, BRIDGEWATER TWP., NJ, 0..., Bridgewater Twp., NJ 08807

$539,900

2 beds

2 baths

369 VICTORIA DR, BRIDGEWATER TWP., NJ, 0...

Community: Four Seasons at Bridgewater

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Bald Eagle Commons

1204 RICHMOND RD 4, WEST MILFORD, NJ, 07..., West Milford, NJ 07480

$219,000

2 beds

1 baths

Condo

1204 RICHMOND RD 4, WEST MILFORD, NJ, 07...

Community: Bald Eagle Commons

Heritage Hills

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

$675,000

2 beds

2 baths

1,470 sq ft

Condo

366 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

Rivington

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

$510,000

2 beds

2 baths

1,258 sq ft

Condo

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

Community: Rivington

Wanaque Reserve

2217 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465

$449,000

2 beds

2 baths

Condo

2217 WARRENS WAY, WANAQUE, NJ, 07465

Community: Wanaque Reserve

Wanaque Reserve

2217 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$449,000

2 beds

2 baths

2217 WARRENS WAY, WANAQUE BORO, NJ, 0746...

1,550 sq ft

Condo

358 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

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

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Wanaque Reserve

5402 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$438,700

2 beds

2 baths

1,768 sq ft

5402 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

The Seasons at East Meadow

483 SPRING DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554

$654,000

2 beds

2 baths

1,358 sq ft

Condo

483 SPRING DR, HEMPSTEAD, NY, 11554

Community: The Seasons at East Meadow

Jefferson Village

68A INDEPENDENCE CT A, YORKTOWN, NY, 105..., Yorktown, NY 10598

$459,500

2 beds

2 baths

1,050 sq ft

Condo

68A INDEPENDENCE CT A, YORKTOWN, NY, 105...

Community: Jefferson Village

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Jefferson Village

26 DORSET CT A, YORKTOWN, NY, 10598, Yorktown, NY 10598

$230,000

1 baths

550 sq ft

Condo

26 DORSET CT A, YORKTOWN, NY, 10598

Community: Jefferson Village

The Seasons at East Meadow

394 SPRING DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554

$649,000

2 beds

2 baths

1,670 sq ft

Condo

394 SPRING DR, HEMPSTEAD, NY, 11554

Community: The Seasons at East Meadow

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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95 communities

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

95 communities near Middletown

175 homes near Middletown

2 beds

2 baths

910 sq ft

Condo

3 beds

4 baths

2 beds

2 baths

919 sq ft

Condo

2 beds

2 baths

1,663 sq ft

Condo

2 beds

3 baths

2 beds

2 baths

2 beds

2 baths

1,665 sq ft

Townhouse

2 beds

2 baths

2 beds

2 baths

1,129 sq ft

Condo

3 beds

3 baths

Townhouse

2 beds

1 baths

1,000 sq ft

Condo

2 beds

2 baths

Townhouse

2 beds

2 baths

1,837 sq ft

2 beds

2 baths

1,768 sq ft

2 beds

2 baths

Condo

3 beds

4 baths

Townhouse

2 beds

2 baths

1,868 sq ft

House

2 beds

2 baths

2 beds

2 baths

1,265 sq ft

Condo

3 beds

4 baths

3,122 sq ft

2 beds

2 baths

2,550 sq ft

2 beds

3 baths

2,344 sq ft

3 beds

2 baths

2 beds

2 baths

1,562 sq ft

2 beds

2 baths

2 beds