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 42 Genung Street Middletown, NY MLS# 917120
$425,000
4

Beds

3.0

Baths

1,728

Sq.Ft.

42 Genung Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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
The time to sell is now! THE TIME TO SELL IS NOW!
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 23 Macintosh Drive Middletown, NY MLS# 918105
  • Virtual Tour
1 of 42
$477,000
3

Beds

2.1

Baths

1,940

Sq.Ft.

23 Macintosh Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
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 328 Bloomingburg Road Middletown, NY MLS# 915106
$299,999
Studio

Beds

0.0

Baths

1,184,832

Sq.Ft.

328 Bloomingburg Road

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 8 Hill Road Middletown, NY MLS# 913829
$330,000
3

Beds

1.0

Baths

924

Sq.Ft.

8 Hill Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 20 Benton Avenue Middletown, NY MLS# 907148
$319,999
3

Beds

2.0

Baths

1,504

Sq.Ft.

20 Benton Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 55 Glen Avenue Middletown, NY MLS# 910952
$150,000
2

Beds

1.0

Baths

1,200

Sq.Ft.

55 Glen Avenue

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 9 Genung Street Middletown, NY MLS# 907464
$284,999
3

Beds

2.0

Baths

1,240

Sq.Ft.

9 Genung Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 19 Putters Way 9 Middletown, NY MLS# 909310
$409,500
2

Beds

2.1

Baths

1,337

Sq.Ft.

19 Putters Way 9

Middletown, NY

Courtesy of ACCESS REALTY TEAM INC
View 211 Midland Lake Road Middletown, NY MLS# 902330
$180,000
Studio

Beds

0.0

Baths

91,476

Sq.Ft.

211 Midland Lake Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View Mount Hope Road Middletown, NY MLS# 899476
$300,000
Studio

Beds

0.0

Baths

261,360

Sq.Ft.

Mount Hope Road

Middletown, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 143 Shawangunk Road Middletown, NY MLS# 898875
$115,000
Studio

Beds

0.0

Baths

91,476

Sq.Ft.

143 Shawangunk Road

Middletown, NY

Courtesy of RAND COMMERCIAL
View 5 Mills Avenue Middletown, NY MLS# 893182
$339,999
3

Beds

1.1

Baths

1,160

Sq.Ft.

5 Mills Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 35 Lake Claire Drive Middletown, NY MLS# 891226
$150,000
2

Beds

1.0

Baths

742

Sq.Ft.

35 Lake Claire Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View 580 Van Burenville Road Middletown, NY MLS# 886062
$299,900
3

Beds

1.0

Baths

1,056

Sq.Ft.

580 Van Burenville Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 58 Wawayanda Avenue Middletown, NY MLS# 888435
$220,000
2

Beds

1.0

Baths

820

Sq.Ft.

58 Wawayanda Avenue

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 40 Ivory Lane Middletown, NY MLS# 884982
$40,000
Studio

Beds

0.0

Baths

550

Sq.Ft.

40 Ivory Lane

Middletown, NY

Courtesy of EXP REALTY

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

230

Estimated median home price

$425,000
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

PriceCount
$0 - 100K8
$100K - 200K18
$200K - 300K31
$300K - 400K51
$400K - 500K45
$500K - 600K22
$600K - 700K15
$700K - 800K6
$800K - 900K5
$900K - 1M4
$1M - Max25

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family129
Townhouse0
Condo19
Commercial36
Rental117
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home4
Farms0

(Data as of 3/24/2026)

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 3/25/2026.

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.