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 37 Pinto Road E Middletown, NY MLS# 953168
$430,000
2

Beds

2.1

Baths

1,728

Sq.Ft.

37 Pinto Road E

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
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.
The time to sell is now! THE TIME TO SELL IS NOW!
View 4 Kless Court Middletown, NY MLS# 960173
$429,000
3

Beds

2.1

Baths

2,097

Sq.Ft.

4 Kless Court

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 17 Last Road Middletown, NY MLS# 969654
  • Recently Listed
1 of 22
$429,000
3

Beds

2.0

Baths

1,663

Sq.Ft.

17 Last Road

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
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 1065 Dolsontown Road Middletown, NY MLS# 947122
$425,000
3

Beds

2.1

Baths

1,184

Sq.Ft.

1065 Dolsontown Road

Middletown, NY

Courtesy of JOHN J LEASE REALTORS INC
View 29 Beacon Street Middletown, NY MLS# 952469
  • Virtual Tour
1 of 29
$425,000
3

Beds

1.0

Baths

1,886

Sq.Ft.

29 Beacon Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 405 County Route 22 Middletown, NY MLS# 971562
  • Recently Listed
1 of 45
$425,000
3

Beds

4.0

Baths

1,360

Sq.Ft.

405 County Route 22

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
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 41 Monhagen Avenue 39 Middletown, NY MLS# 960537
$410,000
5

Beds

4.0

Baths

15,707

Sq.Ft.

41 Monhagen Avenue 39

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 19 Putters Way 9 Middletown, NY MLS# 909310
$409,500
2

Beds

2.1

Baths

1,337

Sq.Ft.

19 Putters Way 9

Middletown, NY

Courtesy of ACCESS REALTY TEAM INC
View 227 Deer Ct Drive Middletown, NY MLS# 959466
$409,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

227 Deer Ct Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 23 Peach Place Middletown, NY MLS# 947603
$405,000
3

Beds

2.1

Baths

1,540

Sq.Ft.

23 Peach Place

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View County Hwy 76 Middletown, NY MLS# L3479668
$400,000
Studio

Beds

0.0

Baths

1,328,580

Sq.Ft.

County Hwy 76

Middletown, NY

Courtesy of VILLA GROUP REAL ESTATE LLC
View 48 Loch Lomond Lane Middletown, NY MLS# 969282
$399,999
3

Beds

1.1

Baths

1,536

Sq.Ft.

48 Loch Lomond Lane

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 10 Wisner Avenue Middletown, NY MLS# 972215
  • Recently Listed with Virtual Tour
1 of 31
OPEN HOUSE: Sunday 3/22 12:00 PM - 2:00 PM
$399,998
4

Beds

1.0

Baths

1,296

Sq.Ft.

10 Wisner Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 9 Michele Court Middletown, NY MLS# 950070
$399,900
4

Beds

1.1

Baths

2,132

Sq.Ft.

9 Michele Court

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 25 Mill Street Middletown, NY MLS# 954396
$399,900
1,472

Sq.Ft.

25 Mill Street

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 54 Ogden Street Middletown, NY MLS# 962828
$399,900
5

Beds

3.0

Baths

3,103

Sq.Ft.

54 Ogden Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY

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

224

Estimated median home price

$425,000
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 - 100K9
$100K - 200K17
$200K - 300K33
$300K - 400K44
$400K - 500K45
$500K - 600K22
$600K - 700K15
$700K - 800K5
$800K - 900K5
$900K - 1M4
$1M - Max25

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family127
Townhouse0
Condo16
Commercial35
Rental109
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home5
Farms0

(Data as of 3/18/2026)

Information deemed reliable but not guaranteed.

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 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 3/23/2026.

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.