View 171 High Barney Road Middletown, NY MLS# 943071
$469,000
3

Beds

2.0

Baths

2,056

Sq.Ft.

171 High Barney Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 488 Tally Ho Road Middletown, NY MLS# 942705
$189,000
1

Beds

1.0

Baths

748

Sq.Ft.

488 Tally Ho Road

Middletown, NY

Courtesy of EXP REALTY
View 91 Mountain Avenue Middletown, NY MLS# 941164
$350,000
3

Beds

1.0

Baths

892

Sq.Ft.

91 Mountain Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View Cr-49 Middletown, NY MLS# 940980
$69,000
Studio

Beds

0.0

Baths

283,140

Sq.Ft.

Cr-49

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
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
View 6 Eaton Court Middletown, NY MLS# 938529
$299,999
3

Beds

1.1

Baths

1,248

Sq.Ft.

6 Eaton Court

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 10 Frederick Middletown, NY MLS# 939937
$539,900
4

Beds

2.1

Baths

2,144

Sq.Ft.

10 Frederick

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 128 W Main Street Middletown, NY MLS# 939478
$625,000
8

Beds

6.0

Baths

3,240

Sq.Ft.

128 W Main Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 4 Eaton Court Middletown, NY MLS# 939211
$375,000
3

Beds

1.1

Baths

1,470

Sq.Ft.

4 Eaton Court

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 193 Schutt Road Middletown, NY MLS# 938818
  • Virtual Tour
1 of 20
$249,899
3

Beds

1.0

Baths

900

Sq.Ft.

193 Schutt Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 79 Bisch Road Middletown, NY MLS# 938715
$1,550,000
5

Beds

5.1

Baths

4,365

Sq.Ft.

79 Bisch Road

Middletown, NY

Courtesy of P R O LINKS REALTY INC
View 47 Wickham Avenue 45 Middletown, NY MLS# 937384
$450,000
1,478

Sq.Ft.

47 Wickham Avenue 45

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 529 5th Ave Middletown, NY MLS# 938236
$150,000
3

Beds

2.0

Baths

1,152

Sq.Ft.

529 5th Ave

Middletown, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 535 County Route 22 Middletown, NY MLS# 933658
$999,999
3

Beds

2.1

Baths

3,315

Sq.Ft.

535 County Route 22

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 235 Maples Road Middletown, NY MLS# 935644
$640,000
4

Beds

2.1

Baths

2,424

Sq.Ft.

235 Maples Road

Middletown, NY

Courtesy of VYLLA HOME
View 2885 State Route 17K Middletown, NY MLS# 935936
$550,000
2,656

Sq.Ft.

2885 State Route 17K

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 326 Concord Lane Middletown, NY MLS# 935167
$215,000
2

Beds

2.0

Baths

924

Sq.Ft.

326 Concord Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 74 Pocatello Road Middletown, NY MLS# 934784
$429,900
3

Beds

1.1

Baths

1,736

Sq.Ft.

74 Pocatello Road

Middletown, NY

Courtesy of EICHNER REALTY GROUP INC.
View Daly Road Middletown, NY MLS# 935462
$100,000
Studio

Beds

0.0

Baths

496,584

Sq.Ft.

Daly Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 799 Route 211 E Middletown, NY MLS# 933324
$799,990
1,603

Sq.Ft.

799 Route 211 E

Middletown, NY

Courtesy of RE/MAX OPULENT

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

237

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

PriceCount
$0 - 100K11
$100K - 200K19
$200K - 300K32
$300K - 400K48
$400K - 500K49
$500K - 600K22
$600K - 700K19
$700K - 800K5
$800K - 900K7
$900K - 1M5
$1M - Max20

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family131
Townhouse0
Condo23
Commercial36
Rental118
Lots and Land30
Condo/Town/CoOp0
CoOp0
Multi Family11
Mobile Home6
Farms0

(Data as of 4/27/2026)

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 4/27/2026.

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.