Middletown, NY 55+ active adult communities & homes for sale - Page 2

96 communities near Middletown

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The Commons at Mendham

$300ks - $600ks

The Commons at Mendham, Mendham, NJ

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

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

Stoneleigh Woods at Carme...

$400ks

Stoneleigh Woods at Carme..., Carmel, NY

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

Woodcrest at Jacobs Hill

$200ks - $300ks

Woodcrest at Jacobs Hill, Cortlandt, NY

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

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Questions? Call us: (845) 479-5674

Breton Hills

$500ks

Breton Hills, Glen Cove, NY

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

Brookfield Glen

$100ks - $200ks

Brookfield Glen, Belvidere, NJ

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

Venue at The American

$600ks - $900ks

Venue at The American, Morris Plains, NJ

New and Resale | 55+ age-restricted | Built 2021 - present | 156 homes

Brooklake Park

$400ks

Brooklake Park, Florham Park, NJ

Resale Only | 55+ age-restricted | Built 2008 - 2008 | 25 homes

Eagle Ridge at East Hanov...

$200ks - $300ks

Eagle Ridge at East Hanov..., East Hanover, NJ

Resale Only | 55+ age-restricted | Built 1992 - 1993 | 50 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.

Legacy at Morgan Hill

$400ks - $500ks

Legacy at Morgan Hill, Easton, PA

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 127 homes

The Highlands at Glenmoor

$300ks - $400ks

The Highlands at Glenmoor, Easton, PA

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

Glenmoor

$300ks - $400ks

Glenmoor, Easton, PA

Resale Only | 55+ age-restricted | Built 2004 - 2008 | 182 homes

77 Sunset Lane

$400ks - $700ks

77 Sunset Lane, Ridgefield, CT

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 homes

The Woods at Dunham Pond

$200ks - $400ks

The Woods at Dunham Pond, New Fairfield, CT

Resale Only | 55+ age-restricted | Built 2004 - 2015 | 33 homes

The Coach Homes at Ridgef...

$300ks - $400ks

The Coach Homes at Ridgef..., Ridgefield, CT

New Construction | 55+ age-restricted | Built 2019 - present | 30 homes

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

Questions? Call us: (845) 479-5674

The Seasons at Seaford

$600ks

The Seasons at Seaford, Seaford, NY

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

Wildflowers at Wallkill

$400ks - $500ks

Wildflowers at Wallkill, Middletown, NY

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

Glassbury Court at Hunter...

$500ks - $700ks

Glassbury Court at Hunter..., Cortlandt, NY

Resale Only | 55+ age-restricted | Built 2007 - 2014 | 64 homes

Wolfe Landing

$500ks - $600ks

Wolfe Landing, Clarkstown, NY

Resale Only | 55+ age-restricted | Built 2015 - 2016 | 43 homes

Eden Park

$500ks - $600ks

Eden Park, Clarkstown, NY

Resale Only | 55+ age-restricted | Built 2011 - 2011 | 34 homes

The Views at Pomona

$200ks - $400ks

The Views at Pomona, Pomona, NY

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

Knickerbocker Bay Club

$700ks - $3Ms

Knickerbocker Bay Club, Port Washington, NY

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

The Residences at Butterf...

$500ks - $600ks

The Residences at Butterf..., Cold Spring, NY

Resale Only | 55+ age-restricted | Built 2018 - 2023 | 49 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

Meadowbrooke Pointe East ...

$500ks - $600ks

Meadowbrooke Pointe East ..., East Meadow, NY

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

Rivington Landing

$500ks

Rivington Landing, Danbury, CT

New Construction | Age-targeted | Built 2025 - 2026 | 25 homes

1 rating (2 reviews)

Knoll Edge

$600ks - $700ks

Knoll Edge, Boonton, NJ

New Construction | 55+ age-restricted | Built 2024 - present | 16 homes

Melrose at Chatham

$1Ms

Melrose at Chatham, Chatham, NJ

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 19 homes

Northgate at Florham Park

$900ks - $1Ms

Northgate at Florham Park, Florham Park, NJ

Resale Only | 55+ age-restricted | Built 2008 - 2009 | 33 homes

The Fields at Lafayette W...

$400ks - $600ks

The Fields at Lafayette W..., Easton, PA

New Construction | 55+ age-restricted | Built 2026 - present | 200 homes

5 rating (1 reviews)

Paris Square

$500ks - $700ks

Paris Square, Northvale, NJ

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

Four Seasons at Ridgemont

$800ks - $1Ms

Four Seasons at Ridgemont, Montvale, NJ

Resale Only | 55+ age-restricted | Built 2011 - 2014 | 108 homes

Regency at Readington

$600ks - $700ks

Regency at Readington, Readington Township, NJ

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

5 rating (1 reviews)

Four Seasons at North Cal...

$700ks - $800ks

Four Seasons at North Cal..., North Caldwell, NJ

Resale Only | 55+ age-restricted | Built 2011 - 2015 | 108 homes

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

Questions? Call us: (845) 479-5674

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

Four Seasons at Wayne

$300ks - $400ks

Four Seasons at Wayne, Wayne, NJ

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

1 2...3

Four Seasons at Bridgewater

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

$595,000

3 beds

3 baths

2,294 sq ft

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

Community: Four Seasons at Bridgewater

Brookfield Estates

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

$429,900

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 HarborView

100 HARBORVIEW DR 301, NORTH HEMPSTEAD, ..., North Hempstead, NY 11050

$1,200,000

3 beds

3 baths

Condo

100 HARBORVIEW DR 301, NORTH HEMPSTEAD, ...

Community: HarborView

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

Questions? Call us: (845) 479-5674

New Wanaque Reserve

8421 WARRENS WAY 421, WANAQUE, NJ, 07465, Wanaque, NJ 07465

$369,000

2 beds

2 baths

Condo

8421 WARRENS WAY 421, WANAQUE, NJ, 07465

Community: Wanaque Reserve

New Greenbriar at Fox Ridge

1305 HALE DR 305, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07885

$455,000

2 beds

3 baths

1305 HALE DR 305, ROCKAWAY TWP., NJ, 078...

Community: Greenbriar at Fox Ridge

New Bald Eagle Commons

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

$505,000

3 beds

3 baths

2,300 sq ft

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

Community: Bald Eagle Commons

New Wanaque Reserve

8421 WARRENS WAY 421, WANAQUE BORO, NJ, ..., Wanaque Boro, NJ 07465

$369,000

2 beds

2 baths

1,768 sq ft

8421 WARRENS WAY 421, WANAQUE BORO, NJ, ...

Community: Wanaque Reserve

New Meadowbrook Pointe Athletic Club & Spa

34 SHADY LN, HEMPSTEAD, NY, 11590, Hempstead, NY 11590

$877,000

2 beds

2 baths

1,319 sq ft

Condo

34 SHADY LN, HEMPSTEAD, NY, 11590

Community: Meadowbrook Pointe Athletic Club & Spa

New Wanaque Reserve

7118 WARRENS WAY 118, WANAQUE BORO, NJ, ..., Wanaque Boro, NJ 07465

$580,000

2 beds

2 baths

2,119 sq ft

7118 WARRENS WAY 118, WANAQUE BORO, NJ, ...

Community: Wanaque Reserve

New Fox Hills

202 CLEVELAND LN, ROCKAWAY TWP., NJ, 078..., Rockaway Twp., NJ 07866

$300,000

1 beds

1 baths

791 sq ft

202 CLEVELAND LN, ROCKAWAY TWP., NJ, 078...

Community: Fox Hills

New Regency at Readington

105 VAN CLEEF DR, READINGTON TWP., NJ, 0..., Readington Twp., NJ 08889

$950,000

2 beds

3 baths

105 VAN CLEEF DR, READINGTON TWP., NJ, 0...

Community: Regency at Readington

New Wanaque Reserve

1113 WARREN 113, WANAQUE, NJ, 07465, Wanaque, NJ 07465

$399,900

2 beds

2 baths

Condo

1113 WARREN 113, WANAQUE, NJ, 07465

Community: Wanaque Reserve

New Wanaque Reserve

1113 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$399,900

2 beds

2 baths

1113 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

New Heritage Hills

34 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589

$625,000

2 beds

3 baths

1,545 sq ft

Condo

34 HERITAGE HLS C, SOMERS, NY, 10589

Community: Heritage Hills

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

Questions? Call us: (845) 479-5674

New The Village at Fox Crossing

870 BILTMORE AVE, FORKS TWP, PA, 18040, Forks Twp, PA 18040

$279,900

2 beds

2 baths

1,232 sq ft

Detached

870 BILTMORE AVE, FORKS TWP, PA, 18040

Community: The Village at Fox Crossing

New Regency at Denville

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

$945,000

3 beds

3 baths

3,100 sq ft

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

Community: Regency at Denville

New The Retreat at Carmel

4 REESE CT, CARMEL, NY, 10512, Carmel, NY 10512

$699,000

2 beds

2 baths

1,979 sq ft

House

4 REESE CT, CARMEL, NY, 10512

Community: The Retreat at Carmel

New Heritage Hills

128 HERITAGE HILLS DR B, SOMERS, NY, 105..., Somers, NY 10589

$450,000

1 beds

1 baths

955 sq ft

Condo

128 HERITAGE HILLS DR B, SOMERS, NY, 105...

Community: Heritage Hills

New Heritage Hills

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

$649,000

3 beds

2 baths

1,689 sq ft

Condo

156 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Bald Eagle Commons

1311 RICHMOND RD 311, WEST MILFORD TWP.,..., West Milford Twp., NJ 07480

$159,000

1 beds

1 baths

655 sq ft

1311 RICHMOND RD 311, WEST MILFORD TWP.,...

Community: Bald Eagle Commons

Bald Eagle Commons

1311 RICHMOND RD, WEST MILFORD, NJ, 0748..., West Milford, NJ 07480

$159,000

1 beds

1 baths

Condo

1311 RICHMOND RD, WEST MILFORD, NJ, 0748...

Community: Bald Eagle Commons

Rivington

11 MERCY ST 11, DANBURY, CT, 06810, Danbury, CT 06810

4 baths

96 VAN CLEEF DR, READINGTON TWP., NJ, 08...

Community: Regency at Readington

Overlook

4087 FAIRWAYS DR 144, CARMEL, NY, 10512, Carmel, NY 10512

$669,000

3 beds

4 baths

2,141 sq ft

Condo

4087 FAIRWAYS DR 144, CARMEL, NY, 10512

Community: Overlook

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

Questions? Call us: (845) 479-5674

The Village at Upstream Farm

2740 UPSTREAM FARM RD, FORKS TWP, PA, 18..., Forks Twp, PA 18040

$289,000

2 beds

2 baths

1,123 sq ft

Townhouse

2740 UPSTREAM FARM RD, FORKS TWP, PA, 18...

Community: The Village at Upstream Farm

Stoneleigh Woods at Carmel

205 EGRETS LNDG 205, CARMEL, NY, 10512, Carmel, NY 10512

$475,000

2 beds

2 baths

1,344 sq ft

Condo

205 EGRETS LNDG 205, CARMEL, NY, 10512

Community: Stoneleigh Woods at Carmel

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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Middletown, NY 55+ active adult communities & homes for sale - Page 2

96 communities near Middletown

207 homes near Middletown

3 beds

3 baths

2,294 sq ft

2 beds

2 baths

2 beds

2 baths

1,408 sq ft

2 beds

3 baths

1,568 sq ft

3 beds

3 baths

Condo

2 beds

2 baths

Condo

2 beds

3 baths

3 beds

3 baths

2,300 sq ft

2 beds

2 baths

1,768 sq ft

2 beds

2 baths

1,319 sq ft

Condo

2 beds

2 baths

2,119 sq ft

1 beds

1 baths

791 sq ft

2 beds

3 baths

2 beds

2 baths

Condo

2 beds

2 baths

2 beds

3 baths

1,545 sq ft

Condo

2 beds

2 baths

1,232 sq ft

Detached

3 beds

3 baths

3,100 sq ft

2 beds

2 baths

1,979 sq ft

House

1 beds

1 baths

955 sq ft

Condo

3 beds

2 baths

1,689 sq ft

Condo

1 beds

1 baths

655 sq ft

1 beds

1 baths

Condo

2 beds

4 baths

1,572 sq ft

2 beds

3 baths

2,248 sq ft