View 357 E Main Street Middletown, NY MLS# 932772
$880,000
3,192

Sq.Ft.

357 E Main Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 120 Casimer Road 124 Middletown, NY MLS# 891382
$850,000
117,612

Sq.Ft.

120 Casimer Road 124

Middletown, NY

Courtesy of JOHN J LEASE REALTORS INC
View 29 Hubbard Road Middletown, NY MLS# 861061
$849,900
4

Beds

3.1

Baths

3,407

Sq.Ft.

29 Hubbard Road

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 238 S Centerville Road Middletown, NY MLS# 945800
  • Recently Listed
1 of 28
$849,000
5

Beds

2.1

Baths

3,764

Sq.Ft.

238 S Centerville Road

Middletown, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 40 Dolson Avenue Middletown, NY MLS# H6250905
$799,999
13,701

Sq.Ft.

40 Dolson Avenue

Middletown, NY

Courtesy of SAGE REALTY CENTER LLC
View 799 Route 211 E Middletown, NY MLS# 933324
$799,999
1,603

Sq.Ft.

799 Route 211 E

Middletown, NY

Courtesy of RE/MAX OPULENT
View 410 E Main Street Middletown, NY MLS# H6194864
$799,000

410 E Main Street

Middletown, NY

Courtesy of RAND COMMERCIAL
View 24 Woodside Court Middletown, NY MLS# H6314009
$789,000
5

Beds

3.1

Baths

4,255

Sq.Ft.

24 Woodside Court

Middletown, NY

Courtesy of EXP REALTY
View 273 Pine Grove Road Middletown, NY MLS# 926523
$789,000
4

Beds

2.1

Baths

3,129

Sq.Ft.

273 Pine Grove Road

Middletown, NY

Courtesy of SUBURBAN INVESTMENT REALTY
View 52 Hill Road Middletown, NY MLS# 919458
$779,999
5

Beds

3.1

Baths

2,778

Sq.Ft.

52 Hill Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 482 Scotchtown Avenue Middletown, NY MLS# 875217
$759,000
5

Beds

3.0

Baths

2,828

Sq.Ft.

482 Scotchtown Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 256 E Main Street Middletown, NY MLS# H6326544
$750,000
8

Beds

5.0

Baths

4,000

Sq.Ft.

256 E Main Street

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View 225 Van Duzer Road Middletown, NY MLS# 913112
$749,900
4

Beds

3.0

Baths

3,900

Sq.Ft.

225 Van Duzer Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 264 Lybolt Road Middletown, NY MLS# 886597
  • Virtual Tour
1 of 45
$739,900
4

Beds

3.1

Baths

2,823

Sq.Ft.

264 Lybolt Road

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
View 195 Mulford Road Middletown, NY MLS# 908827
$729,900
4

Beds

2.1

Baths

2,561

Sq.Ft.

195 Mulford Road

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
View 93 Elise Drive Middletown, NY MLS# 889912
  • Virtual Tour
1 of 42
$720,098
5

Beds

3.0

Baths

3,731

Sq.Ft.

93 Elise Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 326 Ingrassia Road Middletown, NY MLS# 925007
$714,900
4

Beds

3.1

Baths

2,987

Sq.Ft.

326 Ingrassia Road

Middletown, NY

Courtesy of EICHNER REALTY GROUP INC.
View Kirbytown Road Middletown, NY MLS# H4545473
$699,000
Studio

Beds

0.0

Baths

7,596,864

Sq.Ft.

Kirbytown Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 339 Kirbytown Road Middletown, NY MLS# 895179
$697,000
5

Beds

3.1

Baths

3,358

Sq.Ft.

339 Kirbytown Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 14 Lincoln Terrace Middletown, NY MLS# 939706
$674,999
5

Beds

4.1

Baths

3,642

Sq.Ft.

14 Lincoln Terrace

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE

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

241

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 - 200K16
$200K - 300K37
$300K - 400K56
$400K - 500K43
$500K - 600K23
$600K - 700K11
$700K - 800K13
$800K - 900K4
$900K - 1M4
$1M - Max28

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family144
Townhouse0
Condo23
Commercial35
Rental120
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family7
Mobile Home3
Farms0

(Data as of 12/29/2025)

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 ©2025 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 12/29/2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Copyright 2025 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.