View 111 Apple Lane Drive Middletown, NY MLS# 900782
$305,000
2

Beds

1.1

Baths

1,150

Sq.Ft.

111 Apple Lane Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 0 County Hwy 67 Middletown, NY MLS# H5123677
$300,000
48,787

Sq.Ft.

0 County Hwy 67

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 2024 Mount Hope Road Middletown, NY MLS# 899476
$300,000
Studio

Beds

0.0

Baths

1,467,972

Sq.Ft.

2024 Mount Hope Road

Middletown, NY

Courtesy of HUDSON VALLEY GRIFFITH
The time to sell is now! THE TIME TO SELL IS NOW!
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 9 Genung Street Middletown, NY MLS# 907464
$299,999
3

Beds

2.0

Baths

1,240

Sq.Ft.

9 Genung Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 328 Bloomingburg Road Middletown, NY MLS# 915106
$299,999
Studio

Beds

0.0

Baths

1,184,832

Sq.Ft.

328 Bloomingburg Road

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 580 Van Burenville Road Middletown, NY MLS# 886062
$299,900
3

Beds

1.0

Baths

1,056

Sq.Ft.

580 Van Burenville Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 15 Commonwealth Avenue Middletown, NY MLS# 891691
$299,000
3

Beds

1.0

Baths

1,092

Sq.Ft.

15 Commonwealth Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 401 East Main Street Middletown, NY MLS# 932809
$299,000
976

Sq.Ft.

401 East Main Street

Middletown, NY

Courtesy of R J KATZ REALTY
View 105 Sheffield Drive Middletown, NY MLS# 893551
$295,000
3

Beds

1.1

Baths

1,400

Sq.Ft.

105 Sheffield Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 143 N Beacon Street Middletown, NY MLS# 20255140
$295,000
3

Beds

1.0

Baths

1,264

Sq.Ft.

143 N Beacon Street

Middletown, NY

UlsterCountyNY
Courtesy of CORCORAN COUNTRY LIVING
View 143 N Beacon Street Middletown, NY MLS# 925978
$295,000
3

Beds

1.0

Baths

1,264

Sq.Ft.

143 N Beacon Street

Middletown, NY

Courtesy of CORCORAN COUNTRY LIVING
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
View 356 Sands Road Middletown, NY MLS# 936090
$279,999
3

Beds

1.0

Baths

1,340

Sq.Ft.

356 Sands Road

Middletown, NY

Courtesy of EXIT REALTY CONNECTIONS
View 37 Hanford Street Middletown, NY MLS# 930710
$279,900
3

Beds

1.0

Baths

1,144

Sq.Ft.

37 Hanford Street

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 32 Nicaj Court Middletown, NY MLS# 859545
$279,000
Studio

Beds

0.0

Baths

919,116

Sq.Ft.

32 Nicaj Court

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 100 Hillside Drive F5 Middletown, NY MLS# 937885
$278,000
2

Beds

2.0

Baths

1,012

Sq.Ft.

100 Hillside Drive F5

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 193 Deer Ct Drive Middletown, NY MLS# 914420
$277,000
2

Beds

2.0

Baths

1,291

Sq.Ft.

193 Deer Ct Drive

Middletown, NY

Courtesy of EXIT REALTY CONNECTIONS
View Rebecca Drive Middletown, NY MLS# 839331
$275,000
Studio

Beds

0.0

Baths

1,751,112

Sq.Ft.

Rebecca Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 121 Sprague Avenue Middletown, NY MLS# 948794
$274,900
2

Beds

1.1

Baths

1,200

Sq.Ft.

121 Sprague Avenue

Middletown, NY

Courtesy of DIMATTEO REALTY LLC

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

$427,450
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

PriceCount
$0 - 100K6
$100K - 200K18
$200K - 300K38
$300K - 400K50
$400K - 500K48
$500K - 600K21
$600K - 700K13
$700K - 800K13
$800K - 900K5
$900K - 1M4
$1M - Max28

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family144
Townhouse0
Condo25
Commercial35
Rental110
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home3
Farms0

(Data as of 1/9/2026)

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 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.