View 57 Boorman Road Middletown, NY MLS# 955621
$458,000
3

Beds

3.0

Baths

2,074

Sq.Ft.

57 Boorman Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View Airport Road Middletown, NY MLS# H6195533
$450,000
Studio

Beds

0.0

Baths

126,324

Sq.Ft.

Airport Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 47 Wickham Avenue 45 Middletown, NY MLS# 937384
$450,000
1,478

Sq.Ft.

47 Wickham Avenue 45

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 49 Oak Hill Road Middletown, NY MLS# 989436
$450,000
2

Beds

2.1

Baths

1,814

Sq.Ft.

49 Oak Hill Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 2269 Mt Hope Road Middletown, NY MLS# 989767
$450,000
1,192

Sq.Ft.

2269 Mt Hope Road

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 47 Wickham Avenue 45 Middletown, NY MLS# 997491
  • Recently Listed
1 of 18
$450,000
3

Beds

1.0

Baths

1,478

Sq.Ft.

47 Wickham Avenue 45

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 13 Benton Avenue Middletown, NY MLS# 998257
  • Recently Listed
1 of 21
$450,000
1,450

Sq.Ft.

13 Benton Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 521 E Main Street Middletown, NY MLS# 964168
$449,900
4

Beds

2.0

Baths

7,600

Sq.Ft.

521 E Main Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 239 Millsburg Road Middletown, NY MLS# 981486
$449,900
3

Beds

1.1

Baths

1,344

Sq.Ft.

239 Millsburg Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 220 M And M Road Middletown, NY MLS# 983743
  • Virtual Tour
1 of 33
$449,000
3

Beds

2.0

Baths

1,978

Sq.Ft.

220 M And M Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 133 Blumel Road Middletown, NY MLS# 990211
  • Recently Listed
1 of 39
$449,000
3

Beds

2.0

Baths

1,756

Sq.Ft.

133 Blumel Road

Middletown, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 35 Pinto Road E Middletown, NY MLS# 974841
  • Recently Listed with Virtual Tour
1 of 41
$447,000
2

Beds

2.1

Baths

1,851

Sq.Ft.

35 Pinto Road E

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 126 Rolling Meadows Road Middletown, NY MLS# 998294
  • Recently Listed with Virtual Tour
1 of 48
$447,000
4

Beds

2.1

Baths

2,155

Sq.Ft.

126 Rolling Meadows Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 4 Thistle Lane Middletown, NY MLS# 832175
$440,000
4

Beds

2.1

Baths

2,848

Sq.Ft.

4 Thistle Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 14 Bonnell Street Middletown, NY MLS# 964041
$439,990
5

Beds

2.0

Baths

2,586

Sq.Ft.

14 Bonnell Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 47 Liberty Street Middletown, NY MLS# 980038
$435,000
3

Beds

2.0

Baths

1,232

Sq.Ft.

47 Liberty Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 9 Chestnut Street Middletown, NY MLS# 988951
  • Recently Listed with Virtual Tour
1 of 28
$434,999
3

Beds

2.0

Baths

1,614

Sq.Ft.

9 Chestnut Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 74 Pocatello Road Middletown, NY MLS# 934784
$429,900
3

Beds

1.1

Baths

1,736

Sq.Ft.

74 Pocatello Road

Middletown, NY

Courtesy of EICHNER REALTY GROUP INC.
View 100 Crans Road Middletown, NY MLS# 997243
  • Recently Listed
1 of 25
$429,900
2

Beds

1.0

Baths

988

Sq.Ft.

100 Crans Road

Middletown, NY

Courtesy of CENTURY 21 E & M WILLIAMS RLTY
View 17 Last Road Middletown, NY MLS# 969654
$429,000
3

Beds

2.0

Baths

1,663

Sq.Ft.

17 Last Road

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED 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

269

Estimated median home price

$449,900
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 - 100K11
$100K - 200K20
$200K - 300K27
$300K - 400K55
$400K - 500K69
$500K - 600K29
$600K - 700K17
$700K - 800K6
$800K - 900K7
$900K - 1M7
$1M - Max21

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family161
Townhouse0
Condo23
Commercial36
Rental112
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family15
Mobile Home7
Farms0

(Data as of 5/19/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from The Internet Data Exchange Program of ©2026 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing.

Data is updated as of 5/19/2026.

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.