View 14-20 Cottage Street 14 Middletown, NY MLS# 1031610
$8
42,000

Sq.Ft.

14-20 Cottage Street 14

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 8 John st Middletown, NY MLS# 1067089
  • Recently Listed
1 of 20
$9
7,449

Sq.Ft.

8 John st

Middletown, NY

Courtesy of MS REALTY GROUP USA, INC
View 17-39 Midland Avenue Middletown, NY MLS# 985146
$10
125,800

Sq.Ft.

17-39 Midland Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 17 Midland Avenue 1 Middletown, NY MLS# 1036177
$10
11,441

Sq.Ft.

17 Midland Avenue 1

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 334 County Route 49 Route 108 Middletown, NY MLS# H6196658
$12
24,000

Sq.Ft.

334 County Route 49 Route 108

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 360 Route 211 E Middletown, NY MLS# 1054628
$12
198,965

Sq.Ft.

360 Route 211 E

Middletown, NY

Courtesy of MK REALTY INC
View 22 Cottage Street Middletown, NY MLS# 1055374
  • Recently Listed
1 of 26
$22
3,898

Sq.Ft.

22 Cottage Street

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 85 Crystal Run Road Middletown, NY MLS# 1008026
$28
164,791

Sq.Ft.

85 Crystal Run Road

Middletown, NY

Courtesy of RAND COMMERCIAL
View 202 Midland Lake Road BARN Middletown, NY MLS# 1031474
$950
Studio

Beds

0.0

Baths

4,000

Sq.Ft.

202 Midland Lake Road BARN

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 131 Wickham Ave Middletown, NY MLS# 1035848
$1,000
8,224

Sq.Ft.

131 Wickham Ave

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 364 North Street Middletown, NY MLS# 975548
$1,200
1,338

Sq.Ft.

364 North Street

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 278 North Street Middletown, NY MLS# 1062557
$1,250
1,867

Sq.Ft.

278 North Street

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
View 108 North Street 303 Middletown, NY MLS# 1011023
$1,450
1

Beds

1.0

Baths

550

Sq.Ft.

108 North Street 303

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 12 Washington Street 1L Middletown, NY MLS# 889095
$1,500
700

Sq.Ft.

12 Washington Street 1L

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 12 Washington Street 1R Middletown, NY MLS# 889503
$1,500
550

Sq.Ft.

12 Washington Street 1R

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 103 Linden Avenue 2 Middletown, NY MLS# 1065582
  • Recently Listed
1 of 17
$1,500
1

Beds

1.0

Baths

680

Sq.Ft.

103 Linden Avenue 2

Middletown, NY

Courtesy of PANORAMA REALTY
View 2466 Route 302 Middletown, NY MLS# 907507
$1,550
1,000

Sq.Ft.

2466 Route 302

Middletown, NY

Courtesy of DIVINE REALTY NY, LLC
View 23 Forest Avenue 2 Middletown, NY MLS# 1067976
  • Recently Listed
1 of 12
$1,600
1

Beds

1.0

Baths

700

Sq.Ft.

23 Forest Avenue 2

Middletown, NY

Courtesy of STONEWALL REALTY GROUP LLC
View 248 North Street 1 Middletown, NY MLS# 1025667
$1,700
1,800

Sq.Ft.

248 North Street 1

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 180 W Main Street 6 Middletown, NY MLS# 1053727
$1,700
2

Beds

1.0

Baths

840

Sq.Ft.

180 W Main Street 6

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY

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

317

Estimated median home price

$420,500
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 - 100K10
$100K - 200K23
$200K - 300K39
$300K - 400K81
$400K - 500K55
$500K - 600K37
$600K - 700K19
$700K - 800K11
$800K - 900K12
$900K - 1M4
$1M - Max26

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family202
Townhouse0
Condo30
Commercial41
Rental125
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family13
Mobile Home2
Farms0

(Data as of 11/7/2026)

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.