View 458 County Route 50 Middletown, NY MLS# 919789
$599,900
4

Beds

2.1

Baths

2,200

Sq.Ft.

458 County Route 50

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 8 Franklin Street 4 Middletown, NY MLS# 921619
$600,000
10,763

Sq.Ft.

8 Franklin Street 4

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 5 Wawayanda Place Middletown, NY MLS# 202526980
$625,000
12

Beds

10.0

Baths

5,004

Sq.Ft.

5 Wawayanda Place

Middletown, NY

Courtesy of FIND ADVISORS
The time to sell is now! THE TIME TO SELL IS NOW!
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 30 Eagles Way Middletown, NY MLS# 912304
  • Virtual Tour
1 of 41
$649,900
3

Beds

2.1

Baths

2,430

Sq.Ft.

30 Eagles Way

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 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 24 3rd Street Middletown, NY MLS# 894923
$589,000
4

Beds

3.0

Baths

2,732

Sq.Ft.

24 3rd Street

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
View 34 Feiertag Road Middletown, NY MLS# 896163
$598,000
3

Beds

3.0

Baths

3,021

Sq.Ft.

34 Feiertag Road

Middletown, NY

Courtesy of 1ST INDEPENDENT REALTY GRP
View 744 Mt Hope Road Middletown, NY MLS# 890021
$649,900
4

Beds

3.0

Baths

2,444

Sq.Ft.

744 Mt Hope Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 125 Whipple Road Middletown, NY MLS# 886181
  • Virtual Tour
1 of 21
$599,000
4

Beds

3.0

Baths

2,552

Sq.Ft.

125 Whipple Road

Middletown, NY

Courtesy of JULIA B FEE SOTHEBYS INT. RLTY
View 83 Dosen Road Middletown, NY MLS# 873908
  • Virtual Tour
1 of 38
$585,000
3

Beds

2.0

Baths

4,240

Sq.Ft.

83 Dosen Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 1 Country Club Drive Middletown, NY MLS# 867762
$624,900
3

Beds

3.1

Baths

3,013

Sq.Ft.

1 Country Club Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 26 Kyleigh Way Middletown, NY MLS# 863142
$599,999
4

Beds

3.1

Baths

2,188

Sq.Ft.

26 Kyleigh Way

Middletown, NY

Courtesy of LIST 4 LESS REALTY
View 214 Phillips Street Middletown, NY MLS# 856747
  • Virtual Tour
1 of 36
$625,000
4

Beds

3.1

Baths

2,760

Sq.Ft.

214 Phillips Street

Middletown, NY

Courtesy of REDFIN REAL ESTATE
View 718 Mount Hope Road Middletown, NY MLS# 855749
$599,900
4

Beds

3.0

Baths

2,445

Sq.Ft.

718 Mount Hope Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
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

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

233

Estimated median home price

$414,999
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 - 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
Rental113
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family7
Mobile Home3
Farms0

(Data as of 1/4/2026)

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 1/5/2026.

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.