View 9 King Street Middletown, NY MLS# 942346
$150,000
2,238

Sq.Ft.

9 King Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 488 Tally Ho Road Middletown, NY MLS# 942705
$215,000
1

Beds

1.0

Baths

748

Sq.Ft.

488 Tally Ho Road

Middletown, NY

Courtesy of EXP REALTY
View 1630 Goshen Turnpike Turnpike Middletown, NY MLS# 933783
$147,000
3

Beds

1.0

Baths

1,092

Sq.Ft.

1630 Goshen Turnpike Turnpike

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
The time to sell is now! THE TIME TO SELL IS NOW!
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
View 22 Rosecrest Court Middletown, NY MLS# 938197
  • Virtual Tour
1 of 44
$505,000
3

Beds

2.1

Baths

2,996

Sq.Ft.

22 Rosecrest Court

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 13 Forest Avenue Middletown, NY MLS# 941047
  • Virtual Tour
1 of 33
$429,999
3

Beds

2.0

Baths

1,748

Sq.Ft.

13 Forest Avenue

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 5 Wawayanda Place Middletown, NY MLS# 20255950
$625,000
12

Beds

10.0

Baths

5,004

Sq.Ft.

5 Wawayanda Place

Middletown, NY

UlsterCountyNY
Courtesy of FIND ADVISORS
View 17 Woodrose Court Middletown, NY MLS# 941339
$525,000
3

Beds

2.1

Baths

2,763

Sq.Ft.

17 Woodrose Court

Middletown, NY

Courtesy of EXP REALTY
View 52 Scotchtown Drive Middletown, NY MLS# 939525
$410,000
3

Beds

2.0

Baths

1,309

Sq.Ft.

52 Scotchtown Drive

Middletown, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 59 Sycamore Drive Middletown, NY MLS# 939548
$185,000
1

Beds

1.0

Baths

830

Sq.Ft.

59 Sycamore Drive

Middletown, NY

Courtesy of REAL BROKER NY LLC
View 14 Lincoln Terrace Middletown, NY MLS# 939706
$674,999
5

Beds

4.1

Baths

3,642

Sq.Ft.

14 Lincoln Terrace

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 21 California Drive Middletown, NY MLS# 938267
$399,900
3

Beds

1.1

Baths

1,652

Sq.Ft.

21 California Drive

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 43 Pinto Road E 43 Middletown, NY MLS# 933788
  • Virtual Tour
1 of 49
$447,000
2

Beds

3.1

Baths

2,351

Sq.Ft.

43 Pinto Road E 43

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
View Cr-49 Middletown, NY MLS# 940980
$110,000
Studio

Beds

0.0

Baths

283,140

Sq.Ft.

Cr-49

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 6 Eaton Court Middletown, NY MLS# 938529
$319,999
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 5 Sayer Lane Middletown, NY MLS# 937803
$129,999
3

Beds

2.0

Baths

1,080

Sq.Ft.

5 Sayer Lane

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 57 Overhill Road Middletown, NY MLS# 935730
$350,000
5

Beds

2.1

Baths

3,581

Sq.Ft.

57 Overhill Road

Middletown, NY

Courtesy of EXP REALTY
View 16 Woodland Road Middletown, NY MLS# 939166
$268,000
3

Beds

1.0

Baths

1,250

Sq.Ft.

16 Woodland Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 78 Deer Ct Drive 78 Middletown, NY MLS# 939410
$289,000
2

Beds

2.0

Baths

1,291

Sq.Ft.

78 Deer Ct Drive 78

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

239

Estimated median home price

$429,900
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 - 100K6
$100K - 200K18
$200K - 300K38
$300K - 400K50
$400K - 500K43
$500K - 600K22
$600K - 700K12
$700K - 800K13
$800K - 900K5
$900K - 1M4
$1M - Max28

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family142
Townhouse0
Condo24
Commercial34
Rental115
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family7
Mobile Home3
Farms0

(Data as of 1/6/2026)

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 1/8/2026.

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.