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

148 homes near Middletown

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3 rating (2 reviews)

Heritage Hills

$400ks - $1Ms

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

Bald Eagle Commons

$100ks - $300ks

Bald Eagle Commons, West Milford, NJ

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

Greenbriar at Fox Ridge

$300ks - $500ks

Greenbriar at Fox Ridge, Rockaway, NJ

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

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

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

Fox Hills

$300ks - $400ks

Fox Hills, Rockaway, NJ

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

The Retreat at Carmel

$300ks - $800ks

The Retreat at Carmel, Carmel, NY

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

5 rating (1 reviews)

Warwick Grove

$400ks - $600ks

Warwick Grove, Warwick, NY

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

Regency at Flanders

$300ks - $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

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

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

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

Clove Hill Manor

$200ks - $300ks

Clove Hill Manor, Wantage, NJ

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

Dutchgate

$300ks - $500ks

Dutchgate, Valley Stream, NY

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

Horizons at Mount Arlingt...

$400ks

Horizons at Mount Arlingt..., Mount Arlington, NJ

Resale Only | 55+ age-restricted | Built 2004 - 2004 | 144 homes

1 rating (1 reviews)

Brookfield Estates

$300ks

Brookfield Estates, Belvidere, NJ

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

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

Questions? Call us: (845) 479-5674

Riverview Estates Active ...

$500ks - $600ks

Riverview Estates Active ..., Easton, PA

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

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

The Seasons at Seaford

$600ks

The Seasons at Seaford, Seaford, NY

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

HarborView

$600ks - $800ks

HarborView, Port Washington, NY

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

Reserve at Hawk Pointe

$400ks - $500ks

Reserve at Hawk Pointe, Washington, NJ

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

Brookfield Glen

$100ks - $200ks

Brookfield Glen, Belvidere, NJ

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

The Commons at Mendham

$300ks - $600ks

The Commons at Mendham, Mendham, NJ

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

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

Questions? Call us: (845) 479-5674

Kimbolton

$900ks - $1Ms

Kimbolton, Far Hills, NJ

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

Four Seasons at Cedar Gro...

$400ks - $600ks

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

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

5 rating (1 reviews)

Paris Square

$600ks - $900ks

Paris Square, Northvale, NJ

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

Meadowbrooke Pointe East ...

$500ks - $600ks

Meadowbrooke Pointe East ..., East Meadow, NY

New Construction | 62+ age-restricted | Built 2019 - present | 104 homes

Villas at Seminary Hill

$200ks - $300ks

Villas at Seminary Hill, Carmel, NY

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

Wildflowers at Wallkill

$400ks - $500ks

Wildflowers at Wallkill, Middletown, NY

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

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

Questions? Call us: (845) 479-5674

Knickerbocker Bay Club

$700ks - $3Ms

Knickerbocker Bay Club, Port Washington, NY

New and Resale | 55+ age-restricted | Built 2014 - present | 32 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

1 2...3

New The Commons at Mendham

67 HAMPSHIRE DR, MENDHAM, NJ, 07945, Mendham, NJ 07945

$539,900

2 beds

2 baths

67 HAMPSHIRE DR, MENDHAM, NJ, 07945

Community: The Commons at Mendham

New Heritage Hills

499B HERITAGE HLS 499B, SOMERS, NY, 1058..., Somers, NY 10589

$569,000

2 beds

2 baths

1,470 sq ft

Condo

499B HERITAGE HLS 499B, SOMERS, NY, 1058...

Community: Heritage Hills

New Four Seasons at Bridgewater

356 VICTORIA DR, BRIDGEWATER, NJ, 08807, Bridgewater, NJ 08807

$429,000

2 beds

2 baths

356 VICTORIA DR, BRIDGEWATER, NJ, 08807

Community: Four Seasons at Bridgewater

New Jefferson Village

98 MOLLY PITCHER LN I, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598

$349,000

1 beds

1 baths

800 sq ft

Condo

98 MOLLY PITCHER LN I, YORKTOWN HEIGHTS,...

Community: Jefferson Village

New Wanaque Reserve

7408 WARRENS WAY TOP FLOOR & DEE, WANAQU..., Wanaque, NJ 07465

$444,900

2 beds

2 baths

Condo

7408 WARRENS WAY TOP FLOOR & DEE, WANAQU...

Community: Wanaque Reserve

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

Questions? Call us: (845) 479-5674

New Bald Eagle Commons

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

$209,000

1 beds

1 baths

4 RICHMOND RD, WEST MILFORD, NJ, 07480

Community: Bald Eagle Commons

New Rivington

1025 COUNTRY VIEW RD # 1025, DANBURY, CT..., Danbury, CT 06810

$499,000

2 beds

2 baths

1,292 sq ft

Condo

1025 COUNTRY VIEW RD # 1025, DANBURY, CT...

Community: Rivington

New Greenbriar at Fox Ridge

3302 PIERCE LN, ROCKAWAY TWP., NJ, 07866, Rockaway Twp., NJ 07866

1 baths

4 RICHMOND RD APT 119 119, WEST MILFORD,...

Community: Bald Eagle Commons

New Wanaque Reserve

10123 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465

$445,000

2 beds

2 baths

Condo

10123 WARRENS WAY, WANAQUE, NJ, 07465

Community: Wanaque Reserve

New Four Seasons at Cedar Grove

1010 HOLLY LN, CEDAR GROVE, NJ, 07009, Cedar Grove, NJ 07009

$750,000

2 beds

2 baths

1,949 sq ft

1010 HOLLY LN, CEDAR GROVE, NJ, 07009

Community: Four Seasons at Cedar Grove

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

Questions? Call us: (845) 479-5674

Traditions of America at Green Pond

3814 VICTORS WAY, EASTON, PA, 18045, Easton, PA 18045

$879,000

3 beds

4 baths

3,325 sq ft

Detached

3814 VICTORS WAY, EASTON, PA, 18045

Community: Traditions of America at Green Pond

Four Seasons at Wayne

516 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470

$548,000

2 beds

2 baths

Condo

516 FOUR SEASONS DR, WAYNE, NJ, 07470

Community: Four Seasons at Wayne

Legacy at Mansfield Meadows

9 MOUNTAIN VIEW LN, PORT MURRAY, NJ, 078..., Port Murray, NJ 07865

2 beds

2 baths

961 sq ft

Condo

506 EMANUEL WAY 73, HEMPSTEAD, NY, 11554

Community: Meadowbrooke Pointe East Meadow

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

Questions? Call us: (845) 479-5674

Rivington

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

$645,000

3 beds

3 baths

1,572 sq ft

Condo

13 MERCY ST 13, DANBURY, CT, 06810

Community: Rivington

Four Seasons at Great Notch Spa and Club

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

$749,900

2 beds

2 baths

Townhouse

12 QUARTZ WAY, WOODLAND PARK, NJ, 07424

Community: Four Seasons at Great Notch Spa and Club

Wanaque Reserve

10323 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465

$449,888

2 beds

2 baths

Condo

10323 WARRENS WAY, WANAQUE, NJ, 07465

Community: Wanaque Reserve

Jefferson Village

120H COLUMBIA CT, YORKTOWN, NY, 10598, Yorktown, NY 10598

$350,000

1 beds

1 baths

793 sq ft

Condo

120H COLUMBIA CT, YORKTOWN, NY, 10598

Community: Jefferson Village

Wanaque Reserve

10323 WARRENS WAY, WANAQUE BORO, NJ, 074..., Wanaque Boro, NJ 07465

3 baths

1,568 sq ft

5301 VETERANS DR, ROCKAWAY TWP., NJ, 078...

Community: Greenbriar at Fox Ridge

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

Questions? Call us: (845) 479-5674

The Bel Aire at East Meadow

50 MERRICK AVE 118, EAST MEADOW, NY, 115..., East Meadow, NY 11554

$425,000

2 beds

2 baths

941 sq ft

Condo

50 MERRICK AVE 118, EAST MEADOW, NY, 115...

Community: The Bel Aire at East Meadow

Kimbolton

18 ERRICO LN, FAR HILLS BORO, NJ, 07931, Far Hills Boro, NJ 07931

$1,105,720

3 beds

4 baths

2,763 sq ft

18 ERRICO LN, FAR HILLS BORO, NJ, 07931

Community: Kimbolton

The Highlands at Glenmoor

13 DEVONSHIRE DR, EASTON, PA, 18045, Easton, PA 18045

$460,000

2 beds

3 baths

2,032 sq ft

Detached

13 DEVONSHIRE DR, EASTON, PA, 18045

Community: The Highlands at Glenmoor

Glassbury Court at Cold Spring

15 REVOLUTION RD, COLD SPRING, NY, 10516, Cold Spring, NY 10516

$556,904

2 beds

3 baths

1,785 sq ft

Condo

15 REVOLUTION RD, COLD SPRING, NY, 10516

Community: Glassbury Court at Cold Spring

The Seasons at East Meadow

479 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554

$619,000

$569,900

2 beds

2 baths

1,450 sq ft

Condo

734 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

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

Questions? Call us: (845) 479-5674

Dutchgate

203 WILLOW LN, VALLEY STREAM, NY, 11580, Valley Stream, NY 11580

$520,000

2 beds

2 baths

941 sq ft

Condo

203 WILLOW LN, VALLEY STREAM, NY, 11580

Community: Dutchgate

Heritage Hills

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

$633,000

2 beds

2 baths

1,139 sq ft

Condo

40 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

1 2 3…4

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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148 homes

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

95 communities near Middletown

148 homes near Middletown

2 beds

2 baths

2 beds

2 baths

1,470 sq ft

Condo

2 beds

2 baths

1 beds

1 baths

800 sq ft

Condo

2 beds

2 baths

Condo

1 beds

1 baths

2 beds

2 baths

1,292 sq ft

Condo

2 beds

3 baths

2 beds

3 baths

1,030 sq ft

Condo

2 beds

3 baths

2,126 sq ft

Condo

1 beds

1 baths

2 beds

2 baths

Condo

2 beds

2 baths

1,949 sq ft

3 beds

4 baths

3,325 sq ft

Detached

2 beds

2 baths

Condo

3 beds

3 baths

3,075 sq ft

2 beds

2 baths

1,034 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,548 sq ft

Condo

2 beds

2 baths

1,663 sq ft

Condo

2 beds

2 baths

961 sq ft

Condo

3 beds

3 baths

1,572 sq ft

Condo

2 beds

2 baths

Townhouse

2 beds