View 390 Hufcut Road Middletown, NY MLS# 925873
$379,000
2

Beds

1.0

Baths

1,142

Sq.Ft.

390 Hufcut Road

Middletown, NY

Courtesy of RE/MAX PRIME PROPERTIES
View 8 Ebury Middletown, NY MLS# 924863
$368,800
4

Beds

3.0

Baths

1,505

Sq.Ft.

8 Ebury

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 14 Spruce Peak Road Middletown, NY MLS# 923725
$325,000
3

Beds

1.1

Baths

1,496

Sq.Ft.

14 Spruce Peak Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 540 Bloomingburg Road Middletown, NY MLS# 925221
$125,000
2,478

Sq.Ft.

540 Bloomingburg Road

Middletown, NY

Courtesy of I REALTY LLC
View 18 Rondack Road Middletown, NY MLS# 922968
$420,000
3

Beds

2.0

Baths

1,528

Sq.Ft.

18 Rondack Road

Middletown, NY

Courtesy of COMPASS GREATER NY, LLC
View 28 Genung Street Middletown, NY MLS# 923156
$99,900
Studio

Beds

0.0

Baths

12,074

Sq.Ft.

28 Genung Street

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 5 Raleigh Close Middletown, NY MLS# 918721
  • Adult Community
1 of 32
$375,000
3

Beds

1.1

Baths

1,608

Sq.Ft.

5 Raleigh Close

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 284 Ohaire Road Middletown, NY MLS# 917327
$435,000
4

Beds

2.0

Baths

1,392

Sq.Ft.

284 Ohaire Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 7 Manhattan Avenue Middletown, NY MLS# 923151
$369,999
3

Beds

1.0

Baths

1,550

Sq.Ft.

7 Manhattan Avenue

Middletown, NY

Courtesy of R NEW YORK
View 2888 State Route 17K Middletown, NY MLS# 923433
$398,893
4

Beds

2.0

Baths

1,536

Sq.Ft.

2888 State Route 17K

Middletown, NY

Courtesy of YOUR MOVE MATTERS LLC
View 15 Clark Street Middletown, NY MLS# 922590
  • Virtual Tour
1 of 41
$399,000
2

Beds

1.1

Baths

1,036

Sq.Ft.

15 Clark Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 12-14 Union Street Middletown, NY MLS# 921611
$300,000
15,299

Sq.Ft.

12-14 Union Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 19-21 Wilson Street Middletown, NY MLS# 916417
$399,999
3

Beds

3.0

Baths

2,236

Sq.Ft.

19-21 Wilson Street

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 242 Derby Road Middletown, NY MLS# 918541
$419,900
3

Beds

3.0

Baths

2,214

Sq.Ft.

242 Derby Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 138 Camp Orange Road Middletown, NY MLS# 919596
$325,000
3

Beds

1.0

Baths

1,256

Sq.Ft.

138 Camp Orange Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 100 Excelsior Avenue Middletown, NY MLS# 915423
$400,000
3

Beds

2.1

Baths

1,643

Sq.Ft.

100 Excelsior Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 727 Route 17M Middletown, NY MLS# 917365
$399,900
1

Beds

1.0

Baths

1,088

Sq.Ft.

727 Route 17M

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 43 Clinton Street Middletown, NY MLS# 918737
$60,000
Studio

Beds

0.0

Baths

5,000

Sq.Ft.

43 Clinton Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 14 W Conkling Avenue Middletown, NY MLS# 919733
$60,000
Studio

Beds

0.0

Baths

5,000

Sq.Ft.

14 W Conkling Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 136 & 140 Gillen Road Middletown, NY MLS# 894968
$329,000
3

Beds

1.0

Baths

1,344

Sq.Ft.

136 & 140 Gillen Road

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

242

Estimated median home price

$417,450
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 - 500K44
$500K - 600K23
$600K - 700K11
$700K - 800K13
$800K - 900K4
$900K - 1M4
$1M - Max28

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family145
Townhouse0
Condo23
Commercial35
Rental119
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family7
Mobile Home3
Farms0

(Data as of 12/28/2025)

Information deemed reliable but not guaranteed.

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.