View 35 Dogwood Drive Middletown, NY MLS# 976162
$550,000
5

Beds

2.2

Baths

1,911

Sq.Ft.

35 Dogwood Drive

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY NYC GRP
View 2478 Mt Hope Road Middletown, NY MLS# 984462
  • Virtual Tour
1 of 35
$550,000
3

Beds

3.0

Baths

2,096

Sq.Ft.

2478 Mt Hope Road

Middletown, NY

Courtesy of EXP REALTY
View 55 Eisenhower Drive Middletown, NY MLS# 999918
  • Recently Listed
1 of 12
$539,900
4

Beds

3.0

Baths

2,560

Sq.Ft.

55 Eisenhower Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 20 Park Circle Drive Middletown, NY MLS# 998648
  • Recently Listed
1 of 50
$539,000
4

Beds

2.1

Baths

2,644

Sq.Ft.

20 Park Circle Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View 104-108 Highland Avenue Middletown, NY MLS# 980025
  • Virtual Tour
1 of 50
$535,000
7

Beds

4.1

Baths

3,592

Sq.Ft.

104-108 Highland Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 3 Parkview Drive Middletown, NY MLS# 872465
$520,000
3

Beds

2.0

Baths

2,321

Sq.Ft.

3 Parkview Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View 81 Silver Lake Sctn Road Middletown, NY MLS# 996639
$519,900
3

Beds

2.1

Baths

1,660

Sq.Ft.

81 Silver Lake Sctn Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 86 Maples Road Middletown, NY MLS# 1001524
$515,000
4

Beds

3.0

Baths

2,484

Sq.Ft.

86 Maples Road

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 127 Sproat Street Middletown, NY MLS# 973409
  • Virtual Tour
1 of 40
$509,900
4

Beds

3.0

Baths

2,052

Sq.Ft.

127 Sproat Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 17 Woodrose Court Middletown, NY MLS# 974251
$505,000
3

Beds

2.1

Baths

2,763

Sq.Ft.

17 Woodrose Court

Middletown, NY

Courtesy of EXP REALTY
View Fortune Road E Middletown, NY MLS# H6205613
$500,000
Studio

Beds

0.0

Baths

174,240

Sq.Ft.

Fortune Road E

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 274 Wisner Avenue Middletown, NY MLS# 969505
$500,000
1,500

Sq.Ft.

274 Wisner Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 63 Blumel Road Middletown, NY MLS# 945462
$499,999
4

Beds

2.1

Baths

1,960

Sq.Ft.

63 Blumel Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 9 Cornwall Lane Middletown, NY MLS# 986627
  • Virtual Tour
1 of 48
$499,999
3

Beds

2.1

Baths

2,427

Sq.Ft.

9 Cornwall Lane

Middletown, NY

Courtesy of COLDWELL BANKER REALTY
View 21 High Ridge Lane 21 Middletown, NY MLS# 962000
$499,900
3

Beds

2.1

Baths

2,084

Sq.Ft.

21 High Ridge Lane 21

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 65 Maureen Drive Middletown, NY MLS# 970664
$499,900
3

Beds

2.1

Baths

2,200

Sq.Ft.

65 Maureen Drive

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 19 Sunflower Street Middletown, NY MLS# 985640
  • Adult Community
1 of 35
$499,900
2

Beds

2.0

Baths

1,868

Sq.Ft.

19 Sunflower Street

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 28 Cyprus Drive Middletown, NY MLS# 998266
  • Recently Listed
1 of 36
$499,900
2

Beds

2.0

Baths

1,473

Sq.Ft.

28 Cyprus Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 17 Blanchard Street Middletown, NY MLS# 948579
$499,000
6

Beds

5.0

Baths

3,000

Sq.Ft.

17 Blanchard Street

Middletown, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE
View 22 Sharon Drive Middletown, NY MLS# 949017
$499,000
4

Beds

2.1

Baths

2,132

Sq.Ft.

22 Sharon Drive

Middletown, NY

Courtesy of EXP REALTY

About Middletown

Surrounded by such communities as Goshen and Wallkill, Middletown offers the expanded educational opportunities of Orange County Community College to the regional amenities.  Tranquil and yet convenient, Middletown is home to retail and commercial activity.  For expansive shopping, regional malls are just minutes from home.  Although the city is home to a number of businesses and light industry, it is primarily a residential community with a pleasing variety of single-family homes.  Both newer construction and fine older homes combine with multi-family options.  Commuters can travel to New York City via Metro-North rail or catch buses into the Port Authority.  An abundance of county and local parks ensure outdoor enjoyment.  Attractions include picnic areas and miles of hiking and biking trails as well as tennis courts and golf courses.

Listings in Middletown, NY

271

Estimated median home price

$450,000
Middletown NY Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Middletown, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Middletown, NY.

Homes for Sale by Price in Middletown, NY

Price Count
$0 - 100K 11
$100K - 200K 21
$200K - 300K 26
$300K - 400K 55
$400K - 500K 67
$500K - 600K 33
$600K - 700K 17
$700K - 800K 5
$800K - 900K 7
$900K - 1M 7
$1M - Max 22

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 160
Townhouse 0
Condo 23
Commercial 36
Rental 112
Lots and Land 28
Condo/Town/CoOp 0
CoOp 0
Multi Family 17
Mobile Home 7
Farms 0

(Data as of 5/23/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

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