View 521 E Main Street Middletown, NY MLS# 964168
$449,900
4

Beds

2.0

Baths

7,600

Sq.Ft.

521 E Main Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 57 Boorman Road Middletown, NY MLS# 955621
$475,000
3

Beds

3.0

Baths

2,074

Sq.Ft.

57 Boorman Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 599 Guymard Turnpike Middletown, NY MLS# 927166
$499,000
3

Beds

2.0

Baths

1,852

Sq.Ft.

599 Guymard Turnpike

Middletown, NY

Courtesy of EXP REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 3 Ben Lomond Drive Middletown, NY MLS# 951695
  • Virtual Tour
1 of 39
$525,000
5

Beds

2.0

Baths

2,515

Sq.Ft.

3 Ben Lomond Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 121 Monhagen Avenue Middletown, NY MLS# 959666
$499,000
Studio

Beds

0.0

Baths

9,660

Sq.Ft.

121 Monhagen Avenue

Middletown, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA
View 14 Rdean Place Middletown, NY MLS# 917166
$499,000
3

Beds

2.1

Baths

2,016

Sq.Ft.

14 Rdean Place

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 49 Woodside Knolls Drive Middletown, NY MLS# 956446
$485,000
3

Beds

3.1

Baths

2,521

Sq.Ft.

49 Woodside Knolls Drive

Middletown, NY

Courtesy of Q HOME SALES
View 35 East Avenue Middletown, NY MLS# 901698
$435,000
3

Beds

2.0

Baths

1,939

Sq.Ft.

35 East Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 6 Bart Bull Road Middletown, NY MLS# 944850
$499,900
1

Beds

1.1

Baths

1,428

Sq.Ft.

6 Bart Bull Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 913 Silver Lake Sctn Road Middletown, NY MLS# 950622
$489,000
4

Beds

3.0

Baths

2,160

Sq.Ft.

913 Silver Lake Sctn Road

Middletown, NY

Courtesy of EXP REALTY
View 145 Academy Avenue Middletown, NY MLS# 922972
$445,000
4

Beds

2.0

Baths

2,545

Sq.Ft.

145 Academy Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 76 Magnolia Park Road Middletown, NY MLS# 948827
$500,000
3

Beds

2.1

Baths

2,167

Sq.Ft.

76 Magnolia Park Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
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
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 43 Woodside Knolls Drive Middletown, NY MLS# 939041
$493,000
3

Beds

2.1

Baths

2,521

Sq.Ft.

43 Woodside Knolls Drive

Middletown, NY

Courtesy of EXP REALTY
View 6 Wayne Drive Middletown, NY MLS# 946015
  • Virtual Tour
1 of 50
$525,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

6 Wayne Drive

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 171 High Barney Road Middletown, NY MLS# 943071
  • Virtual Tour
1 of 22
$469,000
3

Beds

2.0

Baths

2,056

Sq.Ft.

171 High Barney Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 4 Wayne Court Middletown, NY MLS# 927940
$539,900
4

Beds

2.1

Baths

2,404

Sq.Ft.

4 Wayne Court

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 5 Wawayanda Place Middletown, NY MLS# 20255950
$575,000
12

Beds

10.0

Baths

5,004

Sq.Ft.

5 Wawayanda Place

Middletown, NY

UlsterCountyNY
Courtesy of FIND ADVISORS

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

231

Estimated median home price

$429,000
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 9
$100K - 200K 16
$200K - 300K 33
$300K - 400K 48
$400K - 500K 47
$500K - 600K 24
$600K - 700K 14
$700K - 800K 6
$800K - 900K 6
$900K - 1M 5
$1M - Max 23

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 131
Townhouse 0
Condo 18
Commercial 36
Rental 119
Lots and Land 31
Condo/Town/CoOp 0
CoOp 0
Multi Family 11
Mobile Home 4
Farms 0

(Data as of 3/31/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from The Internet Data Exchange Program of ©2026 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing.

Data is updated as of 3/31/2026.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Copyright 2026 by the Multiple Listing service of Ulster County, Inc. All Rights Reserved.

The data relating to real estate on this web site comes in part from the IDX of the Multiple Listing service of Ulster County, Inc. Real estate listings held by brokerage firms other that Weichert Realtors are marked with IDX logo and the detailed information about them includes the name of the listing broker.

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.

Information Copyright 2021, OneKey® MLS. All Rights Reserved.