View 368 Highland Ave Extension Middletown, NY MLS# 947639
$7
30,000

Sq.Ft.

368 Highland Ave Extension

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 201 Cr-50 Middletown, NY MLS# 947919
$5,200
4

Beds

2.1

Baths

2,492

Sq.Ft.

201 Cr-50

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 26 W Main Street 20 Middletown, NY MLS# 947965
$2,900
3,000

Sq.Ft.

26 W Main Street 20

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 790 Route 211 E Middletown, NY MLS# 946913
$2,750
3,472

Sq.Ft.

790 Route 211 E

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 126 W Main Street 1 Middletown, NY MLS# 946574
$3,200
4

Beds

2.1

Baths

1,416

Sq.Ft.

126 W Main Street 1

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 126 W Main Street 2 Middletown, NY MLS# 946575
$2,500
3

Beds

1.0

Baths

700

Sq.Ft.

126 W Main Street 2

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 25 Jimal Drive Middletown, NY MLS# 944340
$2,300
2

Beds

1.0

Baths

893

Sq.Ft.

25 Jimal Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 1- 3 Chestnut Street Middletown, NY MLS# 945833
$2,800
3

Beds

1.0

Baths

1,100

Sq.Ft.

1- 3 Chestnut Street

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 105 Sprague Avenue Middletown, NY MLS# 945501
$9
26,000

Sq.Ft.

105 Sprague Avenue

Middletown, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA
View 1110 Route 211 W Middletown, NY MLS# 944643
$2,400
2

Beds

1.0

Baths

976

Sq.Ft.

1110 Route 211 W

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 36 Prospect Street Middletown, NY MLS# 942316
$3,200
4

Beds

2.0

Baths

36 Prospect Street

Middletown, NY

Courtesy of OUR COMMUNITY REALTY LTD
View 184 Highland Avenue Middletown, NY MLS# 941354
$3,500
4

Beds

2.0

Baths

1,486

Sq.Ft.

184 Highland Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 90 North Street 204 Middletown, NY MLS# 941079
$1,000
720

Sq.Ft.

90 North Street 204

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 3 Giada Lane 1 Middletown, NY MLS# 939631
  • Virtual Tour
1 of 28
$2,300
2

Beds

1.0

Baths

950

Sq.Ft.

3 Giada Lane 1

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 30 North Street Middletown, NY MLS# 939092
$3,500
2,304

Sq.Ft.

30 North Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 33 Center Street 29 Middletown, NY MLS# 937138
$3,000
3,279

Sq.Ft.

33 Center Street 29

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 56 Watkins Avenue Middletown, NY MLS# 935707
$2,100
3

Beds

1.0

Baths

948

Sq.Ft.

56 Watkins Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 22 John Street 20 Middletown, NY MLS# 935669
$1,800
2,157

Sq.Ft.

22 John Street 20

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 280 Route 211 East Middletown, NY MLS# 934857
$895
50,000

Sq.Ft.

280 Route 211 East

Middletown, NY

Courtesy of JOSEPH ANTHONY REAL ESTATE
View 565 Prosperous Valley Road Middletown, NY MLS# 935022
$4,500
4

Beds

2.1

Baths

4,000

Sq.Ft.

565 Prosperous Valley Road

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC

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

230

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 - 100K8
$100K - 200K18
$200K - 300K31
$300K - 400K51
$400K - 500K45
$500K - 600K22
$600K - 700K15
$700K - 800K6
$800K - 900K5
$900K - 1M4
$1M - Max25

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family129
Townhouse0
Condo19
Commercial36
Rental117
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home4
Farms0

(Data as of 3/24/2026)

Information deemed reliable but not guaranteed.

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.