Middletown, NY 55+ active adult communities & homes for sale - Page 5

207 homes near Middletown

Sort by:

Relevance

Bald Eagle Commons

$100ks - $300ks

Bald Eagle Commons, West Milford, NJ

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

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 - $800ks

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

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

Questions? Call us: (845) 479-5674

Greenbriar at Fox Ridge

$300ks - $500ks

Greenbriar at Fox Ridge, Rockaway, NJ

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

Fox Hills

$300ks - $600ks

Fox Hills, Rockaway, NJ

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

5 rating (1 reviews)

Warwick Grove

$400ks - $600ks

Warwick Grove, Warwick, NY

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

Traditions of America at ...

$500ks - $600ks

Traditions of America at ..., Bethlehem, PA

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

5 rating (1 reviews)

Delaware Crossing

$200ks - $300ks

Delaware Crossing, Lopatcong, NJ

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

Lakeside Villas

$400ks - $500ks

Lakeside Villas, Watchung, NJ

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

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

The Meadows at Panther Va...

$300ks - $400ks

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

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

Reserve at Hawk Pointe

$400ks - $500ks

Reserve at Hawk Pointe, Washington, NJ

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

Dutchgate

$300ks - $500ks

Dutchgate, Valley Stream, NY

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

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

Questions? Call us: (845) 479-5674

Horizons at Mount Arlingt...

$400ks

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

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

Clove Hill Manor

$200ks - $300ks

Clove Hill Manor, Wantage, NJ

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

1 rating (1 reviews)

Brookfield Estates

$300ks

Brookfield Estates, Belvidere, NJ

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

HarborView

$800ks - $1Ms

HarborView, Port Washington, NY

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

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

Campagna

$300ks - $400ks

Campagna, Montville Township, NJ

Resale Only | 55+ age-restricted | Built 1980 - 1986 | 136 homes

Apple Ridge

$500ks - $1Ms

Apple Ridge, Mahwah, NJ

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

Four Seasons at Bridgewat...

$300ks - $400ks

Four Seasons at Bridgewat..., Bridgewater, NJ

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

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

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

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

Questions? Call us: (845) 479-5674

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

The Retreat at Carmel

$300ks - $800ks

The Retreat at Carmel, Carmel, NY

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

Regency at Wappinger

$500ks

Regency at Wappinger, Wappingers Falls, NY

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

Bear's Cove

$800ks - $900ks

Bear's Cove, Ramsey, NJ

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

Brookfield Glen

$100ks - $200ks

Brookfield Glen, Belvidere, NJ

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

Woodcrest at Jacobs Hill

$200ks - $300ks

Woodcrest at Jacobs Hill, Cortlandt, NY

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

Regency at Denville

$700ks - $800ks

Regency at Denville, Denville, NJ

Resale Only | 55+ age-restricted | Built 2004 - 2009 | 140 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

Nolan's Ridge

$400ks - $700ks

Nolan's Ridge, Mount Arlington, NJ

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 156 homes

Four Seasons at The Prome...

$700ks - $1Ms

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

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

1 2...3

Brookfield Estates

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

$442,000

3 beds

2 baths

29 VICTORIA DR, WHITE TWP., NJ, 07823

Community: Brookfield Estates

Warwick Grove

5 COWDREY ST, WARWICK (TOWN), NY, 10990, Warwick (town), NY 10990

$699,000

2 beds

3 baths

2,168 sq ft

House

5 COWDREY ST, WARWICK (TOWN), NY, 10990

Community: Warwick Grove

Breton Hills

704 BRETON WAY 704, GLEN COVE, NY, 11542, Glen Cove, NY 11542

$669,000

2 beds

2 baths

1,449 sq ft

Condo

704 BRETON WAY 704, GLEN COVE, NY, 11542

Community: Breton Hills

Paris Square

2303 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647

$575,000

2 beds

2 baths

Condo

2303 RIO VISTA LN, NORTHVALE, NJ, 07647

Community: Paris Square

Wanaque Reserve

9402 WARRENS WAY DEEDED GARAGE -, WANAQU..., Wanaque, NJ 07465

$394,000

2 beds

2 baths

Condo

9402 WARRENS WAY DEEDED GARAGE -, WANAQU...

Community: Wanaque Reserve

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

Questions? Call us: (845) 479-5674

Wanaque Reserve

9402 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$394,000

2 beds

2 baths

1,768 sq ft

9402 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

Greenbriar at Fox Ridge

5107 VETERANS DR, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07885

$429,000

2 beds

3 baths

5107 VETERANS DR, ROCKAWAY TWP., NJ, 078...

Community: Greenbriar at Fox Ridge

Nolan's Ridge

9 ZACHARY WAY, MOUNT ARLINGTON BORO, NJ,..., Mount Arlington Boro, NJ 07856

$479,900

2 beds

2 baths

9 ZACHARY WAY, MOUNT ARLINGTON BORO, NJ,...

Community: Nolan's Ridge

Glenmoor

$549,900

3 beds

4 baths

2,792 sq ft

Condo

158 GLENMOOR CIR, EASTON, PA, 18045

Community: Glenmoor

The Village at Fox Crossing

3813 BELCOURT RD, FORKS TWP, PA, 18040, Forks Twp, PA 18040

$244,900

2 beds

2 baths

1,302 sq ft

Detached

3813 BELCOURT RD, FORKS TWP, PA, 18040

Community: The Village at Fox Crossing

Lakeside Villas

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

$849,500

2 beds

3 baths

8 SCHMIDT CIR, WATCHUNG BORO, NJ, 07069

Community: Lakeside Villas

Bald Eagle Commons

5320 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480

$205,000

1 beds

1 baths

Condo

5320 RICHMOND RD, WEST MILFORD, NJ, 0748...

Community: Bald Eagle Commons

Bald Eagle Commons

5320 RICHMOND RD 320, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480

$205,000

1 beds

1 baths

655 sq ft

5320 RICHMOND RD 320, WEST MILFORD TWP.,...

Community: Bald Eagle Commons

Bald Eagle Commons

4 RICHMOND RD 215, WEST MILFORD, NJ, 074..., West Milford, NJ 07480

$249,999

2 beds

2 baths

Condo

4 RICHMOND RD 215, WEST MILFORD, NJ, 074...

Community: Bald Eagle Commons

Wanaque Reserve

1118 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$569,000

2 beds

2 baths

1118 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

Bald Eagle Commons

4 RICHMOND RD 215, WEST MILFORD TWP., NJ..., West Milford Twp., NJ 07480

$249,999

2 beds

2 baths

4 RICHMOND RD 215, 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

Reserve at Hawk Pointe

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

$580,000

2 beds

3 baths

1,910 sq ft

35 SPARROWHAWK ST, WASHINGTON TWP., NJ, ...

Community: Reserve at Hawk Pointe

Fox Hills

2304 CLINTON LN, ROCKAWAY TWP., NJ, 0786..., Rockaway Twp., NJ 07866

$479,000

2 beds

2 baths

1,837 sq ft

2304 CLINTON LN, ROCKAWAY TWP., NJ, 0786...

Community: Fox Hills

Jefferson Village

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

$375,000

2 beds

2 baths

910 sq ft

Condo

59 KIRBY CLOSE D, YORKTOWN, NY, 10598

Community: Jefferson Village

Heritage Hills

$875,000

2 beds

2 baths

1,663 sq ft

Condo

415 HERITAGE HILLS DR D, SOMERS, NY, 105...

Community: Heritage Hills

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

Jefferson Village

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

$385,000

2 beds

1 baths

1,000 sq ft

Condo

18L HASTINGS CT, YORKTOWN, NY, 10598

Community: Jefferson Village

Rivington

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

$484,900

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

$425,000

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

$425,000

2 beds

2 baths

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

Community: Wanaque Reserve

Wanaque Reserve

5203 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$375,000

2 beds

2 baths

1,768 sq ft

5203 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

Four Seasons at Great Notch Spa and Club

7 GRAPHITE DR, LITTLE FALLS, NJ, 07424, Little Falls, NJ 07424

$849,900

2 beds

3 baths

7 GRAPHITE DR, LITTLE FALLS, NJ, 07424

Community: Four Seasons at Great Notch Spa and Club

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

Questions? Call us: (845) 479-5674

Wanaque Reserve

9116 WARRENS WAY 116, WANAQUE BORO, NJ, ..., Wanaque Boro, NJ 07465

$369,000

2 beds

2 baths

9116 WARRENS WAY 116, WANAQUE BORO, NJ, ...

Community: Wanaque Reserve

Bald Eagle Commons

5415 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480

$279,999

2 beds

1 baths

Condo

5415 RICHMOND RD, WEST MILFORD, NJ, 0748...

Community: Bald Eagle Commons

Clove Hill Manor

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

$445,000

2 beds

4 baths

2,235 sq ft

11 FAIRCHILD LN, WANTAGE TWP., NJ, 07461

Community: Clove Hill Manor

Bald Eagle Commons

5415 RICHMOND RD 415, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480

$279,999

2 beds

2 baths

1,273 sq ft

5415 RICHMOND RD 415, WEST MILFORD TWP.,...

Community: Bald Eagle Commons

Wanaque Reserve

8212 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$399,900

2 beds

2 baths

1,768 sq ft

8212 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

Fox Crest

208 FISCHER CT, ROCKAWAY TWP., NJ, 07834, Rockaway Twp., NJ 07834

$489,000

2 beds

2 baths

208 FISCHER CT, ROCKAWAY TWP., NJ, 07834

Community: Fox Crest

Jefferson Village

41 JEFFERSON OVAL G, YORKTOWN, NY, 10598, Yorktown, NY 10598

$469,000

2 beds

2 baths

1,100 sq ft

Condo

41 JEFFERSON OVAL G, YORKTOWN, NY, 10598

Community: Jefferson Village

Wanaque Reserve

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

$399,888

2 beds

2 baths

Condo

10323 WARRENS WAY, WANAQUE, NJ, 07465

Community: Wanaque Reserve

Wanaque Reserve

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

$399,888

2 beds

2 baths

10323 WARRENS WAY, WANAQUE BORO, NJ, 074...

Community: Wanaque Reserve

Heritage Hills

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

$615,000

2 beds

2 baths

1,139 sq ft

Condo

40 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Warwick Grove

15 COWDREY ST, WARWICK (TOWN), NY, 10990, Warwick (town), NY 10990

$710,000

3 beds

3 baths

2,482 sq ft

House

15 COWDREY ST, WARWICK (TOWN), NY, 10990

Community: Warwick Grove

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

Questions? Call us: (845) 479-5674

Overlook

3014 EASTVIEW LN 110, CARMEL, NY, 10512, Carmel, NY 10512

$799,000

2 beds

3 baths

2,466 sq ft

Condo

3014 EASTVIEW LN 110, CARMEL, NY, 10512

Community: Overlook

Traditions of America at Green Pond

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

$759,900

3 beds

4 baths

3,387 sq ft

3855 VICTORS WAY, EASTON, PA, 18045

Community: Traditions of America at Green Pond

1 2 3 4 5…6

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.

Want more information about active adult communities around Middletown?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Middletown?

Call us: (845) 479-5674

207 homes

Remove Boundaries ×

Map Satellite

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Jul 10, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

Middletown, NY 55+ active adult communities & homes for sale - Page 5

96 communities near Middletown

207 homes near Middletown

3 beds

2 baths

2 beds

3 baths

2,168 sq ft

House

2 beds

2 baths

1,449 sq ft

Condo

2 beds

2 baths

Condo

2 beds

2 baths

Condo

2 beds

2 baths

1,768 sq ft

2 beds

3 baths

2 beds

2 baths

3 beds

4 baths

2,792 sq ft

Condo

2 beds

2 baths

1,302 sq ft

Detached

2 beds

3 baths

1 beds

1 baths

Condo

1 beds

1 baths

655 sq ft

2 beds

2 baths

Condo

2 beds

2 baths

2 beds

2 baths

2 beds

3 baths

1,910 sq ft

2 beds

2 baths

1,837 sq ft

2 beds

2 baths

910 sq ft

Condo

2 beds

2 baths

1,663 sq ft

Condo

2 beds

2 baths

2 beds

1 baths

1,000 sq ft

Condo

2 beds

2 baths

1,258 sq ft

Condo

2 beds

2 baths

Condo

2 beds

2 baths

2 beds

2 baths