View 23 Avoncroft Lane Middletown, NY MLS# 920431
$460,000
3

Beds

2.1

Baths

2,567

Sq.Ft.

23 Avoncroft Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 5 Wawayanda Place Middletown, NY MLS# 202526980
$650,000
12

Beds

10.0

Baths

5,004

Sq.Ft.

5 Wawayanda Place

Middletown, NY

Courtesy of FIND ADVISORS
View 138 Camp Orange Road Middletown, NY MLS# 919596
  • Virtual Tour
1 of 41
$325,000
3

Beds

1.0

Baths

1,256

Sq.Ft.

138 Camp Orange Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
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 441 Scotchtown Collabar Road Middletown, NY MLS# 908720
$1,100,000
4

Beds

3.0

Baths

2,787

Sq.Ft.

441 Scotchtown Collabar Road

Middletown, NY

Courtesy of ELLIS SOTHEBY'S INTL REALTY
View 22 Mark Drive Middletown, NY MLS# 906655
$489,900
3

Beds

2.1

Baths

2,832

Sq.Ft.

22 Mark Drive

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
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 23 Macintosh Drive Middletown, NY MLS# 918105
  • Virtual Tour
1 of 42
$469,000
3

Beds

2.1

Baths

1,940

Sq.Ft.

23 Macintosh Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND 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 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
View 125 Dolson Avenue 13 Middletown, NY MLS# 918699
$130,000
900

Sq.Ft.

125 Dolson Avenue 13

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 160 Gillen Road Middletown, NY MLS# 918053
$415,000
3

Beds

1.1

Baths

1,104

Sq.Ft.

160 Gillen Road

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 5 Magar Street Middletown, NY MLS# 918099
$515,000
3

Beds

3.0

Baths

1,645

Sq.Ft.

5 Magar Street

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 238 Concord Lane Middletown, NY MLS# 918188
$169,900
2

Beds

1.1

Baths

924

Sq.Ft.

238 Concord Lane

Middletown, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 193 Deer Ct Drive Middletown, NY MLS# 914420
$277,000
2

Beds

2.0

Baths

1,291

Sq.Ft.

193 Deer Ct Drive

Middletown, NY

Courtesy of EXIT REALTY CONNECTIONS
View 9 Birchwood Lane Middletown, NY MLS# 913766
$449,000
4

Beds

3.0

Baths

1,732

Sq.Ft.

9 Birchwood Lane

Middletown, NY

Courtesy of JOHN J LEASE REALTORS INC
View 6 Knapp Avenue Middletown, NY MLS# 917460
$435,000
Studio

Beds

0.0

Baths

5,500

Sq.Ft.

6 Knapp Avenue

Middletown, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA
View 36 Lake Avenue Middletown, NY MLS# 917462
$435,000
Studio

Beds

0.0

Baths

5,500

Sq.Ft.

36 Lake Avenue

Middletown, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA

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

245

Estimated median home price

$414,999
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 6
$100K - 200K 16
$200K - 300K 37
$300K - 400K 59
$400K - 500K 44
$500K - 600K 23
$600K - 700K 11
$700K - 800K 13
$800K - 900K 4
$900K - 1M 4
$1M - Max 28

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 147
Townhouse 0
Condo 23
Commercial 35
Rental 119
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 8
Mobile Home 3
Farms 0

(Data as of 12/26/2025)

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 12/27/2025.

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.