View 126 W Main Street 1 Middletown, NY MLS# 946574
  • Recently Listed
1 of 29
$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
  • Recently Listed
1 of 15
$2,500
3

Beds

1.0

Baths

700

Sq.Ft.

126 W Main Street 2

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 30 E Main Street 6 Middletown, NY MLS# 925567
  • Recently Listed
1 of 5
$1,500
1

Beds

1.0

Baths

600

Sq.Ft.

30 E Main Street 6

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 25 Jimal Drive Middletown, NY MLS# 944340
  • Recently Listed
1 of 2
$2,250
2

Beds

1.0

Baths

893

Sq.Ft.

25 Jimal Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 207 Monhagen Avenue Middletown, NY MLS# 945673
  • Recently Listed
1 of 15
$2,000
1,101

Sq.Ft.

207 Monhagen Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 1 Chestnut Street Middletown, NY MLS# 945833
  • Recently Listed
1 of 19
$2,800
3

Beds

1.0

Baths

1,100

Sq.Ft.

1 Chestnut Street

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 105 Sprague Avenue Middletown, NY MLS# 945501
  • Recently Listed
1 of 21
$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
  • Recently Listed
1 of 19
$2,400
2

Beds

1.0

Baths

976

Sq.Ft.

1110 Route 211 W

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 118 W Main Street 2 Middletown, NY MLS# 943953
  • Recently Listed
1 of 15
$2,350
3

Beds

1.0

Baths

1,158

Sq.Ft.

118 W Main Street 2

Middletown, NY

Courtesy of DIVINE REALTY NY, LLC
View 5 Mills Avenue Middletown, NY MLS# 942941
  • Recently Listed
1 of 26
$2,700
3

Beds

1.1

Baths

1,160

Sq.Ft.

5 Mills Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 36 Prospect Street Middletown, NY MLS# 942316
  • Recently Listed
1 of 13
$3,200
4

Beds

2.0

Baths

36 Prospect Street

Middletown, NY

Courtesy of OUR COMMUNITY REALTY LTD
View 10 Kensington Way Middletown, NY MLS# 941965
  • Recently Listed
1 of 20
$2,250
2

Beds

1.1

Baths

1,115

Sq.Ft.

10 Kensington Way

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 184 Highland Avenue Middletown, NY MLS# 941354
$4,000
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# 941073
$1,400
760

Sq.Ft.

90 North Street 204

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 108 North Street 301 Middletown, NY MLS# 940755
$1,900
3

Beds

2.0

Baths

750

Sq.Ft.

108 North Street 301

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 26 Courtland Street 2R Middletown, NY MLS# 940963
$1,600
1

Beds

1.0

Baths

700

Sq.Ft.

26 Courtland Street 2R

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 8 Whitman Court Middletown, NY MLS# 938918
$2,600
3

Beds

1.1

Baths

1,428

Sq.Ft.

8 Whitman Court

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 79 Monhagen Avenue Middletown, NY MLS# 939154
$3,300
4

Beds

3.0

Baths

1,859

Sq.Ft.

79 Monhagen Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 87 Kensington Way Middletown, NY MLS# 940322
$2,300
2

Beds

2.1

Baths

1,241

Sq.Ft.

87 Kensington Way

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

241

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 - 200K16
$200K - 300K37
$300K - 400K56
$400K - 500K43
$500K - 600K23
$600K - 700K11
$700K - 800K13
$800K - 900K4
$900K - 1M4
$1M - Max28

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family144
Townhouse0
Condo23
Commercial35
Rental120
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family7
Mobile Home3
Farms0

(Data as of 12/29/2025)

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.