- 791 Results

Homes for Sale in Middletown, NY

Middletown, a city in New York, lies within the Hudson Valley region near the foothills of the Shawangunk Mountains and the Wallkill River. Situated between Port Jervis and Newburgh, Middletown is considered to be within the New York metropolitan area. Featuring an increasing population since the 2000 census, Middletown is a growing town in Orange County boasting a good many homes for sale. Houses available in Middletown are mostly affordable and elegant homes, presenting perfect opportunities for those looking to make the move.

16 Thomas Jefferson Place, Middletown NY, 10940

Just Listed
26 Photo
  • Beds: 2
  • Baths: 1 full & 1 half
  • Days on Homes.com: <1
  • Sqft: 1,016
  • Lot Size: 0.62 acres
  • Year Built: 1960
$180,000
Price per Sqft: $177

452 Rt 17m, Middletown NY, 10940

Just Listed
28 Photo
  • Beds: 3
  • Baths: 2 full & 1 half
  • Days on Homes.com: 2
  • Sqft: 1,444
  • Lot Size: 0.24 acres
  • Year Built: 1925
Offered By:
ERA Curasi Realty
$164,500
Price per Sqft: $114
Video Save Request Info

39 Watkins Avenue, Middletown NY, 10940

Just Listed
18 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 3
  • Sqft: 2,600
  • Lot Size: 0.1 acres
  • Year Built: 1918
Offered By:
Monroe/Woodbury
$215,000
Price per Sqft: $83
Video Save Request Info

505 Bart Bull Road, Middletown NY, 10941

Just Listed
1 Photo
  • Beds: --
  • Baths: --
  • Days on Homes.com: 3
  • Sqft: --
  • Lot Size: 9.6 acres
  • Year Built: 2016

502 Bart Bull Road, Middletown NY, 10941

Just Listed
1 Photo
  • Beds: --
  • Baths: --
  • Days on Homes.com: 3
  • Sqft: --
  • Lot Size: 2.5 acres
  • Year Built: 2016

Merion, Middletown NY, 10940

3 Photo
  • Beds: 2
  • Baths: 2 full
  • Sqft: 1,933
  • Year Built: --
Offered By:
Lennar
$301,990+
Price per Sqft: $156

Woodbridge, Middletown NY, 10940

3 Photo
  • Beds: 2
  • Baths: 2 full
  • Sqft: 1,876
  • Year Built: --
Offered By:
Lennar
$271,990+
Price per Sqft: $145

Palm Springs, Middletown NY, 10940

2 Photo
  • Beds: 2
  • Baths: 2 full
  • Sqft: 1,448
  • Year Built: --
Offered By:
Lennar
$262,990+
Price per Sqft: $182

29 Smith Street, Middletown NY, 10940

28 Photo
  • Beds: 4
  • Baths: 2 full
  • Days on Homes.com: 3
  • Sqft: 1,608
  • Lot Size: 0.07 acres
  • Year Built: 1893
$98,589
Price per Sqft: $61

917 Scotchtown Collabar Road, Middletown NY, 10941

26 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 2
  • Sqft: 1,300
  • Lot Size: 2.6 acres
  • Year Built: 1989
$164,900
Price per Sqft: $127

Wharton, Middletown NY, 10940

1 Photo
  • Beds: 2
  • Baths: 2 full
  • Sqft: 1,602
  • Year Built: --
Offered By:
Lennar
$269,990+
Price per Sqft: $169

14 Wilbur Avenue, Middletown NY, 10940

18 Photo
  • Beds: 4
  • Baths: 2 full
  • Days on Homes.com: 2
  • Sqft: 1,685
  • Lot Size: --
  • Year Built: 1940
$86,200
Price per Sqft: $51

557 Fifth Avenue, Middletown NY, 10941

Just Listed
12 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 5
  • Sqft: 1,020
  • Lot Size: 0.1 acres
  • Year Built: 1986
Offered By:
Joseph Paoli
$45,000
Price per Sqft: $44

14 Grand Avenue, Middletown NY, 10940

1 Photo
  • Beds: 4
  • Baths: 1 full
  • Days on Homes.com: 2
  • Sqft: 1,470
  • Lot Size: --
  • Year Built: 1880
$68,100
Price per Sqft: $46

431 Union School Road, Middletown NY, 10941

Just Listed
7 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 5
  • Sqft: 1,656
  • Lot Size: 1 acres
  • Year Built: 1999
$165,000
Price per Sqft: $100
Video Save Request Info
1 - 15 of 791 Results
Save this search & be the first to know when new listings hit the market!
The city of Middletown was incorporated in 1888 and, due to being a stop on certain New York State railroads, it grew in the 19th and 20th centuries by attracting various manufacturing businesses. The surrounding areas are partly set aside for small dairy farms, while the metropolitan centers are dominated by major employers such as Mediacom Communications Corp, Walmart, SUNY Orange, and Touro College of Osteopathic Medicine. Mediacom has its primary headquarters located outside the city in the Town of Wallkill, but Middletown is its main business address. Bell Flavors and Fragrances also has a manufacturing location in Middletown. The downtown business district of Middletown originally featured the Orange Plaza Mall, which has now been replaced by a Super-Walmart. The Galleria at Crystal Run opened in the 1990s in the same area and continues to run today.

Ask a Question

Recently asked questions in New York. More Q&A

150 characters left

Contact a Local Agent

Connect with Buyer Agents in your area to get your questions answered.

  • Keller Williams Realty Hudson Valley United
    Middletown, NY
  • KW Realty Hudson Valley United
    Middletown, NY
  • RE/MAX Benchmark Realty Group
    New Windsor, NY

Learn more about being a featured agent