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 179 Reservoir Road Middletown, NY MLS# 933548
$620,000
3

Beds

2.0

Baths

3,080

Sq.Ft.

179 Reservoir Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 125 White Bridge Road Middletown, NY MLS# 916229
$605,000
4

Beds

3.0

Baths

2,132

Sq.Ft.

125 White Bridge Road

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
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 2078 Route 6 Middletown, NY MLS# 952401
  • Recently Listed
1 of 26
$600,000
3

Beds

3.0

Baths

1,332

Sq.Ft.

2078 Route 6

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
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 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 6 Bart Bull Road Middletown, NY MLS# 944850
  • Recently Listed
1 of 24
$599,900
1

Beds

1.1

Baths

1,428

Sq.Ft.

6 Bart Bull Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
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 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 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 30 Daly Road Middletown, NY MLS# 947940
$579,900
3

Beds

2.1

Baths

2,205

Sq.Ft.

30 Daly 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 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
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 4 Wayne Court Middletown, NY MLS# 927940
$539,900
4

Beds

2.1

Baths

2,404

Sq.Ft.

4 Wayne Court

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
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 3 Parkview Drive Middletown, NY MLS# 872465
$535,000
3

Beds

2.0

Baths

2,321

Sq.Ft.

3 Parkview Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC

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

244

Estimated median home price

$410,000
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 - 100K7
$100K - 200K18
$200K - 300K40
$300K - 400K55
$400K - 500K41
$500K - 600K23
$600K - 700K14
$700K - 800K10
$800K - 900K5
$900K - 1M4
$1M - Max27

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family138
Townhouse0
Condo29
Commercial36
Rental108
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home4
Farms0

(Data as of 1/29/2026)

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 1/30/2026.

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.