View 411 Mt Joy Road Middletown, NY MLS# 998261
$949,500
4

Beds

2.1

Baths

3,296

Sq.Ft.

411 Mt Joy Road

Middletown, NY

Courtesy of PICTURE IT SOLD, LLC
View 114 Last Road Middletown, NY MLS# 990617
  • Recently Listed with Virtual Tour
1 of 50
$939,000
3

Beds

3.0

Baths

1,894

Sq.Ft.

114 Last Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
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
The time to sell is now! THE TIME TO SELL IS NOW!
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 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
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
$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 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 31-59 Peach Place Middletown, NY MLS# 988366
  • Recently Listed
1 of 15
$785,000
3,864

Sq.Ft.

31-59 Peach Place

Middletown, NY

Courtesy of MCGRATH REALTY INC
View 428 Prosperous Valley Road Middletown, NY MLS# 993676
$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
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
$699,900
4

Beds

2.1

Baths

2,192

Sq.Ft.

9 School House Road

Middletown, NY

Courtesy of EXP REALTY
View 90 M And M Road Middletown, NY MLS# 997326
  • Recently Listed with Virtual Tour
1 of 50
$699,900
4

Beds

2.1

Baths

1,996

Sq.Ft.

90 M And M Road

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

270

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

PriceCount
$0 - 100K11
$100K - 200K20
$200K - 300K28
$300K - 400K53
$400K - 500K71
$500K - 600K28
$600K - 700K17
$700K - 800K6
$800K - 900K7
$900K - 1M8
$1M - Max21

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family163
Townhouse0
Condo23
Commercial36
Rental111
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family14
Mobile Home7
Farms0

(Data as of 5/17/2026)

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 5/18/2026.

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.