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 390 Crystal Run Road 103 Middletown, NY MLS# 991349
$130,000
30,750

Sq.Ft.

390 Crystal Run Road 103

Middletown, NY

Courtesy of HARBOR GRAY REAL ESTATE LLC
View 6 Charlotte Mews Middletown, NY MLS# 990169
$370,000
3

Beds

2.0

Baths

1,413

Sq.Ft.

6 Charlotte Mews

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 5 Mayer Drive Middletown, NY MLS# 990568
  • Virtual Tour
1 of 41
$369,000
2

Beds

2.0

Baths

1,922

Sq.Ft.

5 Mayer Drive

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
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 180 Ridge Drive Middletown, NY MLS# 984308
$594,900
3

Beds

2.1

Baths

2,008

Sq.Ft.

180 Ridge Drive

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 13 Anthony Street Middletown, NY MLS# 989175
$165,000
1

Beds

1.0

Baths

475

Sq.Ft.

13 Anthony Street

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 2478 Mt Hope Road Middletown, NY MLS# 984462
  • Virtual Tour
1 of 35
$550,000
3

Beds

3.0

Baths

2,096

Sq.Ft.

2478 Mt Hope Road

Middletown, NY

Courtesy of EXP REALTY
View 22 Atwood Drive Middletown, NY MLS# 987116
$470,000
3

Beds

2.1

Baths

1,723

Sq.Ft.

22 Atwood Drive

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 383 Connors Road Middletown, NY MLS# 987940
$199,900
Studio

Beds

0.0

Baths

331,056

Sq.Ft.

383 Connors Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 16 Fawn Court Middletown, NY MLS# 985661
  • Virtual Tour
1 of 50
$589,000
3

Beds

2.1

Baths

1,904

Sq.Ft.

16 Fawn Court

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 406 4th Avenue Middletown, NY MLS# 987420
$39,000
2

Beds

1.0

Baths

910

Sq.Ft.

406 4th Avenue

Middletown, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 204 Brola Road Middletown, NY MLS# 981479
  • Virtual Tour
1 of 50
$868,509
4

Beds

4.0

Baths

3,200

Sq.Ft.

204 Brola Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 15 N Aspen Road Middletown, NY MLS# 982545
$329,000
2

Beds

1.1

Baths

1,144

Sq.Ft.

15 N Aspen Road

Middletown, NY

Courtesy of SERHANT LLC
View 13 N Aspen Road Middletown, NY MLS# 986211
$349,000
3

Beds

2.0

Baths

1,484

Sq.Ft.

13 N Aspen Road

Middletown, NY

Courtesy of SERHANT LLC
View 206 W Main Street Middletown, NY MLS# 979822
$325,000
4

Beds

1.0

Baths

1,248

Sq.Ft.

206 W Main Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 19 Livingston Street Middletown, NY MLS# 985594
$499,000
4

Beds

2.1

Baths

1,944

Sq.Ft.

19 Livingston Street

Middletown, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 35 Black Stallion Court Middletown, NY MLS# 986787
$370,000
3

Beds

1.1

Baths

1,764

Sq.Ft.

35 Black Stallion Court

Middletown, NY

Courtesy of HUDSON PREMIUM REALTY
View 104-108 Highland Avenue Middletown, NY MLS# 980025
$535,000
7

Beds

4.1

Baths

3,592

Sq.Ft.

104-108 Highland Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 19 Sunflower Street Middletown, NY MLS# 985640
  • Adult Community
1 of 35
$499,900
2

Beds

2.0

Baths

1,868

Sq.Ft.

19 Sunflower Street

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP

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

272

Estimated median home price

$450,000
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 - 100K9
$100K - 200K25
$200K - 300K26
$300K - 400K49
$400K - 500K66
$500K - 600K37
$600K - 700K16
$700K - 800K7
$800K - 900K9
$900K - 1M6
$1M - Max22

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family164
Townhouse0
Condo21
Commercial36
Rental97
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family15
Mobile Home8
Farms0

(Data as of 6/9/2026)

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 6/9/2026.

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.