View 538 E Main Street Middletown, NY MLS# 955848
$65,000
Studio

Beds

0.0

Baths

7,875

Sq.Ft.

538 E Main Street

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 47 Brick Pond Road Middletown, NY MLS# 952238
$318,000
2

Beds

1.1

Baths

1,460

Sq.Ft.

47 Brick Pond Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 22 East Main Street Middletown, NY MLS# 954848
$45,000

22 East Main Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1 South Shore Drive Middletown, NY MLS# 954745
$65,000
Studio

Beds

0.0

Baths

10,454

Sq.Ft.

1 South Shore Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 39 Orange Terrace Middletown, NY MLS# 954732
$329,900
3

Beds

1.0

Baths

976

Sq.Ft.

39 Orange Terrace

Middletown, NY

Courtesy of EICHNER REALTY GROUP INC.
View 86 Linden Avenue Middletown, NY MLS# 954319
$299,999
4

Beds

1.0

Baths

1,316

Sq.Ft.

86 Linden Avenue

Middletown, NY

Courtesy of EXP REALTY
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 509 5th Avenue Middletown, NY MLS# 953848
$164,900
2

Beds

2.0

Baths

924

Sq.Ft.

509 5th Avenue

Middletown, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
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 26 Ridge Street Middletown, NY MLS# 927011
$329,000
3

Beds

1.0

Baths

1,400

Sq.Ft.

26 Ridge Street

Middletown, NY

Courtesy of BLOOMING REALTY
View 366 Concord Lane Middletown, NY MLS# 948367
$225,000
2

Beds

2.0

Baths

1,000

Sq.Ft.

366 Concord Lane

Middletown, NY

Courtesy of MORE AND MORE REAL ESTATE
View Address not provided Middletown, NY MLS# 949982
$269,000
2

Beds

1.1

Baths

960

Sq.Ft.

Address not provided

Middletown, NY

Courtesy of Q HOME SALES
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
$490,000
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 24 Juniper Circle Middletown, NY MLS# 948272
  • Adult Community
1 of 42
$625,000
2

Beds

3.0

Baths

2,975

Sq.Ft.

24 Juniper Circle

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
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 14 Kensington Way Middletown, NY MLS# 944383
$349,000
2

Beds

1.1

Baths

1,115

Sq.Ft.

14 Kensington Way

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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

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

$432,450
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 11
$100K - 200K 22
$200K - 300K 28
$300K - 400K 48
$400K - 500K 60
$500K - 600K 23
$600K - 700K 15
$700K - 800K 6
$800K - 900K 7
$900K - 1M 4
$1M - Max 20

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 139
Townhouse 0
Condo 22
Commercial 37
Rental 108
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 11
Mobile Home 6
Farms 0

(Data as of 5/3/2026)

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 5/4/2026.

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.

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