View 90 M And M Road Middletown, NY MLS# 997326
  • Recently Listed with Virtual Tour
1 of 50
$729,999
4

Beds

2.1

Baths

1,996

Sq.Ft.

90 M And M Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 428 Prosperous Valley Road Middletown, NY MLS# 993676
  • Recently Listed
1 of 48
OPEN HOUSE: Saturday 5/16 10:00 AM - 12:00 PM
$725,000
3

Beds

2.1

Baths

2,678

Sq.Ft.

428 Prosperous Valley Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 482 Scotchtown Avenue Middletown, NY MLS# 875217
$719,000
5

Beds

3.0

Baths

2,828

Sq.Ft.

482 Scotchtown Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 39 Bloomingburg Road Middletown, NY MLS# 981966
$700,000
3,679

Sq.Ft.

39 Bloomingburg Road

Middletown, NY

Courtesy of RAND COMMERCIAL
View 2467 Route 302 Middletown, NY MLS# 973999
$699,999
6

Beds

4.0

Baths

2,040

Sq.Ft.

2467 Route 302

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View TBD Kirbytown Road Middletown, NY MLS# 970130
$699,900
4

Beds

2.1

Baths

2,174

Sq.Ft.

TBD Kirbytown Road

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
View 9 School House Road Middletown, NY MLS# 996900
  • Recently Listed
1 of 36
OPEN HOUSE: Saturday 5/16 12:00 PM - 2:00 PM
$699,900
4

Beds

2.1

Baths

2,192

Sq.Ft.

9 School House Road

Middletown, NY

Courtesy of EXP REALTY
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 217 School House Road Middletown, NY MLS# 999323
  • Recently Listed with Virtual Tour
1 of 45
$680,000
4

Beds

2.1

Baths

2,410

Sq.Ft.

217 School House Road

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 225 Brown Road Middletown, NY MLS# 972182
  • Recently Listed
1 of 48
OPEN HOUSE: Saturday 5/16 12:00 PM - 2:00 PM
$675,000
4

Beds

3.0

Baths

4,080

Sq.Ft.

225 Brown Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 5 Decker Drive Middletown, NY MLS# 999526
  • Recently Listed with Virtual Tour
1 of 33
$675,000
3

Beds

2.1

Baths

2,481

Sq.Ft.

5 Decker Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 320 Highland Ave Ext. Extension Middletown, NY MLS# 966914
$674,900
4

Beds

2.1

Baths

2,360

Sq.Ft.

320 Highland Ave Ext. Extension

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 33 O'Brian Road Middletown, NY MLS# 957946
$650,000
3

Beds

2.2

Baths

2,320

Sq.Ft.

33 O'Brian Road

Middletown, NY

Courtesy of CORCORAN COUNTRY LIVING
View 481 Dosen Road Middletown, NY MLS# 968515
$649,000
3

Beds

3.0

Baths

1,680

Sq.Ft.

481 Dosen Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 235 Maples Road Middletown, NY MLS# 935644
$640,000
4

Beds

2.1

Baths

2,424

Sq.Ft.

235 Maples Road

Middletown, NY

Courtesy of VYLLA HOME
View 317 E Main Street 309 Middletown, NY MLS# 997729
  • Recently Listed
1 of 4
$630,000
10

Beds

4.0

Baths

27,555

Sq.Ft.

317 E Main Street 309

Middletown, NY

Courtesy of Q HOME SALES
View 24 Juniper Circle Middletown, NY MLS# 948272
  • Adult Community
1 of 42
$625,000
2

Beds

3.0

Baths

2,975

Sq.Ft.

24 Juniper Circle

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 38 Putters Way Middletown, NY MLS# 984140
$615,000
3

Beds

2.1

Baths

3,013

Sq.Ft.

38 Putters Way

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
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

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

264

Estimated median home price

$449,950
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

Price Count
$0 - 100K 11
$100K - 200K 18
$200K - 300K 29
$300K - 400K 52
$400K - 500K 70
$500K - 600K 28
$600K - 700K 14
$700K - 800K 7
$800K - 900K 7
$900K - 1M 8
$1M - Max 20

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 159
Townhouse 0
Condo 23
Commercial 37
Rental 114
Lots and Land 27
Condo/Town/CoOp 0
CoOp 0
Multi Family 13
Mobile Home 5
Farms 0

(Data as of 5/15/2026)

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 5/16/2026.

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.