View 25 Clinton Street Middletown, NY MLS# 922965
$429,000
3

Beds

3.0

Baths

1,902

Sq.Ft.

25 Clinton Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 411 Lybolt Middletown, NY MLS# 944129
$215,000
Studio

Beds

0.0

Baths

411 Lybolt

Middletown, NY

Courtesy of EICHNER REALTY GROUP INC.
View 14 Kensington Way Middletown, NY MLS# 944383
  • Recently Listed
1 of 23
$359,000
2

Beds

1.1

Baths

1,115

Sq.Ft.

14 Kensington Way

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 40 Cornwall Lane Middletown, NY MLS# 943926
  • Recently Listed
1 of 25
$485,000
3

Beds

3.1

Baths

2,784

Sq.Ft.

40 Cornwall Lane

Middletown, NY

Courtesy of ROYALTY REALTY NY LLC
View 21 Scotchtown Drive Middletown, NY MLS# 939326
  • Recently Listed
1 of 29
$399,900
3

Beds

1.1

Baths

1,402

Sq.Ft.

21 Scotchtown Drive

Middletown, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 171 High Barney Road Middletown, NY MLS# 943071
  • Recently Listed with Virtual Tour
1 of 19
$469,000
3

Beds

2.0

Baths

2,056

Sq.Ft.

171 High Barney Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 9 King Street Middletown, NY MLS# 942346
  • Recently Listed
1 of 39
$150,000
2,238

Sq.Ft.

9 King Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 488 Tally Ho Road Middletown, NY MLS# 942705
  • Recently Listed
1 of 16
$215,000
1

Beds

1.0

Baths

748

Sq.Ft.

488 Tally Ho Road

Middletown, NY

Courtesy of EXP REALTY
View 91 Mountain Avenue Middletown, NY MLS# 941164
  • Recently Listed
1 of 22
$350,000
3

Beds

1.0

Baths

892

Sq.Ft.

91 Mountain Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 22 Rosecrest Court Middletown, NY MLS# 938197
  • Virtual Tour
1 of 44
$505,000
3

Beds

2.1

Baths

2,996

Sq.Ft.

22 Rosecrest Court

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 13 Forest Avenue Middletown, NY MLS# 941047
  • Recently Listed with Virtual Tour
1 of 33
$429,999
3

Beds

2.0

Baths

1,748

Sq.Ft.

13 Forest Avenue

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 5 Wawayanda Place Middletown, NY MLS# 20255950
  • Recently Listed
1 of 58
$650,000
12

Beds

10.0

Baths

5,004

Sq.Ft.

5 Wawayanda Place

Middletown, NY

UlsterCountyNY
Courtesy of FIND ADVISORS
View 17 Woodrose Court Middletown, NY MLS# 941339
  • Recently Listed
1 of 31
$525,000
3

Beds

2.1

Baths

2,763

Sq.Ft.

17 Woodrose Court

Middletown, NY

Courtesy of EXP REALTY
View 52 Scotchtown Drive Middletown, NY MLS# 939525
  • Recently Listed
1 of 40
$410,000
3

Beds

2.0

Baths

1,309

Sq.Ft.

52 Scotchtown Drive

Middletown, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 59 Sycamore Drive Middletown, NY MLS# 939548
  • Recently Listed
1 of 23
$185,000
1

Beds

1.0

Baths

830

Sq.Ft.

59 Sycamore Drive

Middletown, NY

Courtesy of REAL BROKER NY LLC
View 14 Lincoln Terrace Middletown, NY MLS# 939706
  • Recently Listed
1 of 37
$674,999
5

Beds

4.1

Baths

3,642

Sq.Ft.

14 Lincoln Terrace

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 43 Pinto Road E 43 Middletown, NY MLS# 933788
  • Recently Listed with Virtual Tour
1 of 49
$447,000
2

Beds

3.1

Baths

2,351

Sq.Ft.

43 Pinto Road E 43

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
View Cr-49 Middletown, NY MLS# 940980
  • Recently Listed
1 of 3
$110,000
Studio

Beds

0.0

Baths

283,140

Sq.Ft.

Cr-49

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 6 Eaton Court Middletown, NY MLS# 938529
$324,999
3

Beds

1.1

Baths

1,248

Sq.Ft.

6 Eaton Court

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 10 Frederick Middletown, NY MLS# 939937
  • Recently Listed
1 of 38
$539,900
4

Beds

2.1

Baths

2,144

Sq.Ft.

10 Frederick

Middletown, NY

Courtesy of KELLER WILLIAMS 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

261

Estimated median home price

$415,000
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 - 100K7
$100K - 200K17
$200K - 300K39
$300K - 400K63
$400K - 500K46
$500K - 600K25
$600K - 700K14
$700K - 800K13
$800K - 900K5
$900K - 1M4
$1M - Max28

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family163
Townhouse1
Condo21
Commercial36
Rental123
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home3
Farms0

(Data as of 12/15/2025)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of The Pike Wayne Association of Realtors. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo (a little black house) and detailed information about them includes the name of the listing brokers. 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 consumers may be interested in purchasing.

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 12/16/2025.

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.