View 42 Genung Street Middletown, NY MLS# 917120
$425,000
4

Beds

3.0

Baths

1,728

Sq.Ft.

42 Genung Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 7 Manhattan Avenue Middletown, NY MLS# 923151
$369,999
3

Beds

1.0

Baths

1,550

Sq.Ft.

7 Manhattan Avenue

Middletown, NY

Courtesy of R NEW YORK
View 2888 State Route 17K Middletown, NY MLS# 923433
$398,893
4

Beds

2.0

Baths

1,536

Sq.Ft.

2888 State Route 17K

Middletown, NY

Courtesy of YOUR MOVE MATTERS LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 15 Clark Street Middletown, NY MLS# 922590
  • Virtual Tour
1 of 41
$399,000
2

Beds

1.1

Baths

1,036

Sq.Ft.

15 Clark Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 458 County Route 50 Middletown, NY MLS# 919789
$599,900
4

Beds

2.1

Baths

2,200

Sq.Ft.

458 County Route 50

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 12-14 Union Street Middletown, NY MLS# 921611
$300,000
15,299

Sq.Ft.

12-14 Union Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 8 Franklin Street 4 Middletown, NY MLS# 921619
$600,000
10,763

Sq.Ft.

8 Franklin Street 4

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 242 Derby Road Middletown, NY MLS# 918541
$419,900
3

Beds

3.0

Baths

2,214

Sq.Ft.

242 Derby Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 23 Avoncroft Lane Middletown, NY MLS# 920431
$460,000
3

Beds

2.1

Baths

2,567

Sq.Ft.

23 Avoncroft Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 5 Wawayanda Place Middletown, NY MLS# 202526980
$625,000
12

Beds

10.0

Baths

5,004

Sq.Ft.

5 Wawayanda Place

Middletown, NY

Courtesy of FIND ADVISORS
View 727 Route 17M Middletown, NY MLS# 917365
$350,000
1

Beds

1.0

Baths

1,088

Sq.Ft.

727 Route 17M

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 43 Clinton Street Middletown, NY MLS# 918737
$60,000
Studio

Beds

0.0

Baths

5,000

Sq.Ft.

43 Clinton Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 23 Macintosh Drive Middletown, NY MLS# 918105
  • Virtual Tour
1 of 42
$469,000
3

Beds

2.1

Baths

1,940

Sq.Ft.

23 Macintosh Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 52 Hill Road Middletown, NY MLS# 919458
$779,999
5

Beds

3.1

Baths

2,778

Sq.Ft.

52 Hill Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 14 W Conkling Avenue Middletown, NY MLS# 919733
$60,000
Studio

Beds

0.0

Baths

5,000

Sq.Ft.

14 W Conkling Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 136 & 140 Gillen Road Middletown, NY MLS# 894968
$329,000
3

Beds

1.0

Baths

1,344

Sq.Ft.

136 & 140 Gillen Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 125 Dolson Avenue 13 Middletown, NY MLS# 918699
$130,000
900

Sq.Ft.

125 Dolson Avenue 13

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 160 Gillen Road Middletown, NY MLS# 918053
$415,000
3

Beds

1.1

Baths

1,104

Sq.Ft.

160 Gillen Road

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 5 Magar Street Middletown, NY MLS# 918099
$515,000
3

Beds

3.0

Baths

1,645

Sq.Ft.

5 Magar Street

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 238 Concord Lane Middletown, NY MLS# 918188
$169,900
2

Beds

1.1

Baths

924

Sq.Ft.

238 Concord Lane

Middletown, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES

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

244

Estimated median home price

$415,000
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 - 100K6
$100K - 200K18
$200K - 300K40
$300K - 400K54
$400K - 500K42
$500K - 600K24
$600K - 700K13
$700K - 800K11
$800K - 900K5
$900K - 1M4
$1M - Max27

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family148
Townhouse0
Condo25
Commercial34
Rental110
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home3
Farms0

(Data as of 1/16/2026)

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 1/19/2026.

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.