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 204 Brola Road Middletown, NY MLS# 981479
  • Recently Listed with Virtual Tour
1 of 50
OPEN HOUSE: Friday 4/24 5:30 PM - 6:30 PM
$868,509
4

Beds

4.0

Baths

3,200

Sq.Ft.

204 Brola Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 464 Union School Road Middletown, NY MLS# 974281
$850,000
3

Beds

3.0

Baths

4,090

Sq.Ft.

464 Union School Road

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 29 Hubbard Road Middletown, NY MLS# 861061
  • Virtual Tour
1 of 50
$849,900
4

Beds

3.1

Baths

3,407

Sq.Ft.

29 Hubbard Road

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
View 238 S Centerville Road Middletown, NY MLS# 945800
$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 225 Van Duzer Road Middletown, NY MLS# 981261
  • Recently Listed
1 of 50
$839,000
6

Beds

4.0

Baths

3,900

Sq.Ft.

225 Van Duzer Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 571 Route 17M Middletown, NY MLS# 984442
$829,000
4

Beds

2.2

Baths

3,340

Sq.Ft.

571 Route 17M

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
$799,990
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 8 John Street Middletown, NY MLS# 974936
$799,000
7,449

Sq.Ft.

8 John Street

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
View 39 Bloomingburg Road Middletown, NY MLS# 981966
  • Recently Listed
1 of 40
$700,000
3,679

Sq.Ft.

39 Bloomingburg Road

Middletown, NY

Courtesy of RAND COMMERCIAL
View 2467 Route 302 Middletown, NY MLS# 973999
  • Recently Listed
1 of 8
$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 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 481 Dosen Road Middletown, NY MLS# 968515
  • Recently Listed
1 of 42
$679,000
3

Beds

3.0

Baths

1,680

Sq.Ft.

481 Dosen Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
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 864 Route 17M Middletown, NY MLS# 966098
  • Virtual Tour
1 of 42
$669,000
3

Beds

2.1

Baths

2,400

Sq.Ft.

864 Route 17M

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
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

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

235

Estimated median home price

$435,000
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

Price Count
$0 - 100K 11
$100K - 200K 16
$200K - 300K 32
$300K - 400K 48
$400K - 500K 50
$500K - 600K 22
$600K - 700K 19
$700K - 800K 5
$800K - 900K 7
$900K - 1M 5
$1M - Max 20

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 127
Townhouse 0
Condo 22
Commercial 36
Rental 118
Lots and Land 31
Condo/Town/CoOp 0
CoOp 0
Multi Family 13
Mobile Home 6
Farms 0

(Data as of 4/22/2026)

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 4/22/2026.

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.

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