Houses for Sale in Middletown, NY

We’ll help you discover the wonderful homes for sale in Middletown, NY and find the perfect fit for your needs, desires and lifestyle.

Middletown is a city in Orange County, New York, U.S., in New York’s Hudson Valley region, near the Wallkill River, in the foothills of the Shawangunk Mountains. It is the second largest city in Orange County and is situated off Routes 17 and I-84 at the foot of the Catskill region.

Downtown Middletown

The downtown area has a number of historic churches, and Highland Avenue has a number of large Victorian houses. Many of these homes are occupied by medical doctors and their families, with a section devoted to the doctor’s office.

Middletown’s Many Shopping Centers

It is also known for its many shopping centers including The Galleria at Crystal Run, which is the second largest mall in New York’s Hudson Valley region.

Some Middletown Attractions

Each July the Fair comes to town and are located at the Orange County Fairgrounds. The Speedway at the same site is thought by some to be “the oldest continuously operating racing surface in the world,” having been constructed for horse racing in 1857. Several unique eateries and the landmark Paramount Theatre are located downtown. The beautiful Morrison Mansion, on the campus of SUNY Orange, is open to the public during the holiday season for a fabulous themed floral display.

Other Middletown attractions include the National Carmelite Shrine, hot air balloon rides departing Randall Airport, Soons Orchards and Maples Farm, several flea markets, and Highland Lakes State Park, an undeveloped area available for fishing, hiking and horseback riding. Many well-known chain hotels make Middletown a convenient stop for visitors.

Linda Ross Realty has been helping clients find, tour, and purchase houses for sale in Chester, NY for over 20 years. Contact us for more information on homes for sale in the Chester, NY area.

Middletown Real Estate Listings

Active Listings in Middletown

34 Commonwealth Avenue Middletown, NY 10940
Photo of 34 Commonwealth Avenue, Middletown, NY 10940 (MLS # 5104365)
4 beds 2 baths 1,658 sqft $2,100
15 Columbia Avenue Middletown, NY 10940
Photo of 15 Columbia Avenue, Middletown, NY 10940 (MLS # 5104833)
2 beds 1 bath 1,429 sqft $1,800
19 East Avenue Middletown, NY 10940
Photo of 19 East Avenue, Middletown, NY 10940 (MLS # 5104477)
5 beds 2 baths 2,500 sqft $224,900
686 Route 17m Middletown, NY 10940
Photo of 686 Route 17m, Middletown, NY 10940 (MLS # 5104295)
2 beds 1 bath 1,254 sqft $425,000
640 Mt Hope Road Middletown, NY 10940
Photo of 640 Mt Hope Road, Middletown, NY 10940 (MLS # 5096229)
5 beds 3 baths 3,080 sqft $184,900
2 Winthrop Avenue Middletown, NY 10940
Photo of 2 Winthrop Avenue, Middletown, NY 10940 (MLS # 5103144)
3 beds 2 baths 1,504 sqft $178,900
661 Route 17M Middletown, NY 10940
Photo of 661 Route 17M, Middletown, NY 10940 (MLS # 4836837)
0 beds 0 baths 2,560 sqft $725,000
3 Chappell Parkway Middletown, NY 10940
Photo of 3 Chappell Parkway, Middletown, NY 10940 (MLS # 5053480)
2 beds 2 baths 1,016 sqft $190,000
74 Fairways Drive Middletown, NY 10940
Photo of 74 Fairways Drive, Middletown, NY 10940 (MLS # 5096569)
3 beds 3 baths 3,013 sqft $450,000
1000 Route 17m Middletown, NY 10940
Photo of 1000 Route 17m, Middletown, NY 10940 (MLS # 5098153)
3 beds 2 baths 1,352 sqft $399,900
344 Ruth Court Middletown, NY 10940
Photo of 344 Ruth Court, Middletown, NY 10940 (MLS # 5087607)
2 beds 1 bath 1,006 sqft $109,999
400 Van Duzer Road Middletown, NY 10940
Photo of 400 Van Duzer Road, Middletown, NY 10940 (MLS # 5100917)
3 beds 3 baths 2,300 sqft $389,000
36 Highland Avenue Middletown, NY 10940
Photo of 36 Highland Avenue, Middletown, NY 10940 (MLS # 5102402)
4 beds 3 baths 2,216 sqft $2,050
4 Belgrave Mews Middletown, NY 10940
Photo of 4 Belgrave Mews, Middletown, NY 10940 (MLS # 5098107)
3 beds 4 baths 1,480 sqft $220,000
48 Knapp Avenue Middletown, NY 10940
Photo of 48 Knapp Avenue, Middletown, NY 10940 (MLS # 5101940)
3 beds 1 bath 1,294 sqft $170,000

Sold Listings in Middletown

217 West Main Street Middletown, NY 10940
Photo of 217 West Main Street, Middletown, NY 10940 (MLS # 5048624)
0 beds 0 baths $29,000
4 Hanover Middletown, NY 10940
Photo of 4 Hanover, Middletown, NY 10940 (MLS # 5043301)
3 beds 2 baths 1,608 sqft $115,000
15 Columbia Avenue Middletown, NY 10940
Photo of 15 Columbia Avenue, Middletown, NY 10940 (MLS # 5006695)
2 beds 1 bath 1,429 sqft $170,000
18 Amchir Avenue Middletown, NY 10940
Photo of 18 Amchir Avenue, Middletown, NY 10940 (MLS # 5031202)
3 beds 2 baths 1,644 sqft $106,000
9 Dubois Street Middletown, NY 10940
Photo of 9 Dubois Street, Middletown, NY 10940 (MLS # 5030431)
3 beds 2 baths 1,092 sqft $115,000
68 Scott Drive Middletown, NY 10941
Photo of 68 Scott Drive, Middletown, NY 10941 (MLS # 5022125)
3 beds 2 baths 1,824 sqft $195,000
346 Ruth Court Middletown, NY 10940
Photo of 346 Ruth Court, Middletown, NY 10940 (MLS # 5005384)
2 beds 1 bath 996 sqft $114,900
13 Marie Lane Middletown, NY 10941
Photo of 13 Marie Lane, Middletown, NY 10941 (MLS # 5022547)
3 beds 2 baths 1,732 sqft $153,000
74 California Avenue Middletown, NY 10940
Photo of 74 California Avenue, Middletown, NY 10940 (MLS # 5013267)
3 beds 1 bath 1,216 sqft $160,000
190 Deer Ct Drive Middletown, NY 10940
Photo of 190 Deer Ct Drive, Middletown, NY 10940 (MLS # 5015545)
3 beds 3 baths 1,919 sqft $229,990
7 Truman Court Middletown, NY 10940
Photo of 7 Truman Court, Middletown, NY 10940 (MLS # 5013850)
3 beds 2 baths 1,444 sqft $257,000
66 Sheffield Drive Middletown, NY 10940
Photo of 66 Sheffield Drive, Middletown, NY 10940 (MLS # 5009641)
4 beds 2 baths 1,220 sqft $115,000
712 Pocatello Road Middletown, NY 10940
Photo of 712 Pocatello Road, Middletown, NY 10940 (MLS # 4955433)
3 beds 1 bath 1,152 sqft $219,000
89 Camp Orange Road Middletown, NY 10941
Photo of 89 Camp Orange Road, Middletown, NY 10941 (MLS # 4832950)
3 beds 3 baths 3,056 sqft $830,000
326 Ingrassia Road Middletown, NY 10940
Photo of 326 Ingrassia Road, Middletown, NY 10940 (MLS # 5003289)
0 beds 0 baths $60,000

Walk Score for Middletown



Middletown School Data

Middletown School Districts

Middletown City School District
K-12
Minisink Valley Central School District
K-12

Middletown Schools

John W Chorley School
K-1, public
William A Carter School
K-5, public
Middletown Twin Towers Middle School
6-8, public
Middletown High School
9-12, public
Truman Moon School
K-5, public
Monhagen Middle School
6-8, public
http://www.middletowncityschools.org/Domain/12
Maple Hill Elementary School
K-5, public
http://middletowncityschools.org/Page/14
Minisink Valley Elementary School
K-2, public
https://www.minisink.com/index.php?id=6
Minisink Valley High School
9-12, public
Minisink Valley Middle School
6-8, public
http://www.minisink.com/index.php?id=3
Otisville Elementary School
K-5, public
https://www.minisink.com/index.php?id=5
Minisink Valley Intermediate School
3-5, public
https://minisink.com/index.php?id=4
Our Lady Of Mount Carmel School
PK-8, private
St. Joseph School
PK-8, private
Middletown Christian School-Sda
PK-8, private
Harmony Christian School
PK-12, private
New Beginnings Montessori
PK-2, private
Arc Orange County Chapter
1, private
Presidential Park Elementary School
K-5, public
http://www.middletowncityschools.org/