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 21 Clark Street Middletown, NY MLS# 930565
$1,850
2

Beds

1.0

Baths

950

Sq.Ft.

21 Clark Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 56 Watkins Avenue Middletown, NY MLS# 935707
$2,300
3

Beds

1.0

Baths

948

Sq.Ft.

56 Watkins Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 51 Deer Ct Drive Middletown, NY MLS# 931781
$2,400
2

Beds

2.1

Baths

1,473

Sq.Ft.

51 Deer Ct Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 4 E Main Street 3A Middletown, NY MLS# 936036
$2,250
3

Beds

1.1

Baths

1,100

Sq.Ft.

4 E Main Street 3A

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 101 Wickham Avenue 1 Middletown, NY MLS# 935184
$1,500
1

Beds

1.0

Baths

500

Sq.Ft.

101 Wickham Avenue 1

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 83 Jordan Lane Middletown, NY MLS# 934089
$2,600
3

Beds

2.1

Baths

1,798

Sq.Ft.

83 Jordan Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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
View 247 W Main Street Right Side Middletown, NY MLS# 935052
$2,600
2,600

Sq.Ft.

247 W Main Street Right Side

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 253 W Main Street Left Side Middletown, NY MLS# 935097
$800
650

Sq.Ft.

253 W Main Street Left Side

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 366 Concord Lane Middletown, NY MLS# 934630
$2,100
2

Beds

2.0

Baths

900

Sq.Ft.

366 Concord Lane

Middletown, NY

Courtesy of MORE AND MORE REAL ESTATE
View 30 E Main Street 1 Middletown, NY MLS# 933962
$1,700
980

Sq.Ft.

30 E Main Street 1

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 265 Ruth Court Middletown, NY MLS# 933846
$2,350
2

Beds

2.0

Baths

880

Sq.Ft.

265 Ruth Court

Middletown, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA
View 31 Denman Road Middletown, NY MLS# 932452
$3,800
4

Beds

2.1

Baths

2,176

Sq.Ft.

31 Denman Road

Middletown, NY

Courtesy of Q HOME SALES
View 14 Columbine Court Middletown, NY MLS# 933144
$2,350
3

Beds

2.1

Baths

1,408

Sq.Ft.

14 Columbine Court

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 2618 Route 302 Middletown, NY MLS# 931954
$10
119,071

Sq.Ft.

2618 Route 302

Middletown, NY

Courtesy of RAND COMMERCIAL
View 934 Tower Ridge Circle Middletown, NY MLS# 930661
$2,500
2

Beds

2.0

Baths

1,249

Sq.Ft.

934 Tower Ridge Circle

Middletown, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 33 Wickham Avenue 1 Middletown, NY MLS# 932078
$2,300
2

Beds

1.0

Baths

1,205

Sq.Ft.

33 Wickham Avenue 1

Middletown, NY

Courtesy of EXP 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

239

Estimated median home price

$429,900
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 - 500K43
$500K - 600K22
$600K - 700K12
$700K - 800K13
$800K - 900K5
$900K - 1M4
$1M - Max28

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family142
Townhouse0
Condo24
Commercial34
Rental115
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family7
Mobile Home3
Farms0

(Data as of 1/6/2026)

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.