View 708 Kirbytown Road Middletown, NY MLS# 863721
  • Virtual Tour
1 of 36
$575,000
4

Beds

2.1

Baths

2,292

Sq.Ft.

708 Kirbytown Road

Middletown, NY

Courtesy of SHAHAR MANAGEMENT LLC
View 126 W Main Street Middletown, NY MLS# 922957
$575,000
6

Beds

4.0

Baths

2,074

Sq.Ft.

126 W Main Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 78 Commonwealth Avenue Middletown, NY MLS# 932713
$558,000
3

Beds

2.1

Baths

2,108

Sq.Ft.

78 Commonwealth Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2885 State Route 17K Middletown, NY MLS# 935936
$550,000
2,656

Sq.Ft.

2885 State Route 17K

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 21 Cyprus Drive Middletown, NY MLS# 938656
  • Adult Community
1 of 43
$549,900
2

Beds

2.0

Baths

1,868

Sq.Ft.

21 Cyprus Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 10 Frederick Middletown, NY MLS# 939937
$539,900
4

Beds

2.1

Baths

2,144

Sq.Ft.

10 Frederick

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View TBD Silver Lake Scotchtown Road Middletown, NY MLS# 928228
$525,000
Studio

Beds

0.0

Baths

16,548

Sq.Ft.

TBD Silver Lake Scotchtown Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 17 Woodrose Court Middletown, NY MLS# 941339
$525,000
3

Beds

2.1

Baths

2,763

Sq.Ft.

17 Woodrose Court

Middletown, NY

Courtesy of EXP REALTY
View 4 Kless Court Middletown, NY MLS# 936597
$519,000
3

Beds

2.1

Baths

2,097

Sq.Ft.

4 Kless Court

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 5 Magar Street Middletown, NY MLS# 918099
$515,000
3

Beds

3.0

Baths

1,645

Sq.Ft.

5 Magar Street

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 2 Danielle Court Middletown, NY MLS# 908591
$513,999
3

Beds

3.0

Baths

2,696

Sq.Ft.

2 Danielle Court

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 22 Rosecrest Court Middletown, NY MLS# 938197
  • Virtual Tour
1 of 44
$505,000
3

Beds

2.1

Baths

2,996

Sq.Ft.

22 Rosecrest Court

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View Fortune Road E Middletown, NY MLS# H6205613
$500,000
Studio

Beds

0.0

Baths

174,240

Sq.Ft.

Fortune Road E

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 17 Magnolia Park Road Middletown, NY MLS# 926510
$500,000
3

Beds

2.1

Baths

2,211

Sq.Ft.

17 Magnolia Park Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 63 Blumel Road Middletown, NY MLS# 945462
  • Recently Listed
1 of 50
OPEN HOUSE: Saturday 1/3 11:00 AM - 1:00 PM
$499,999
4

Beds

2.1

Baths

1,960

Sq.Ft.

63 Blumel Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 13 Phillips Street Middletown, NY MLS# 945911
  • Recently Listed
1 of 19
OPEN HOUSE: Saturday 1/3 12:00 PM - 2:00 PM
$499,950
4

Beds

2.0

Baths

1,901

Sq.Ft.

13 Phillips Street

Middletown, NY

Courtesy of COMPASS GREATER NY, LLC
View 47 Wickham Avenue 45 Middletown, NY MLS# 937384
$499,900
1,478

Sq.Ft.

47 Wickham Avenue 45

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 29 Keasel Road Middletown, NY MLS# 900143
$499,000
3

Beds

2.1

Baths

2,032

Sq.Ft.

29 Keasel Road

Middletown, NY

Courtesy of EXP REALTY
View 947 Scotchtown Collabar Road 947-8 Middletown, NY MLS# 927097
$499,000
6

Beds

3.1

Baths

3,714

Sq.Ft.

947 Scotchtown Collabar Road 947-8

Middletown, NY

Courtesy of ASTOR LANE REALTY
View 9 Randall Heights Middletown, NY MLS# 932768
$499,000
3

Beds

2.0

Baths

1,868

Sq.Ft.

9 Randall Heights

Middletown, NY

Courtesy of Q HOME SALES

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

232

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 - 200K18
$200K - 300K38
$300K - 400K49
$400K - 500K42
$500K - 600K21
$600K - 700K11
$700K - 800K13
$800K - 900K4
$900K - 1M3
$1M - Max27

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family137
Townhouse0
Condo24
Commercial33
Rental115
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home3
Farms0

(Data as of 1/3/2026)

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 1/3/2026.

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.