View 3 Ben Lomond Drive Middletown, NY MLS# 951695
  • Virtual Tour
1 of 39
$525,000
5

Beds

2.0

Baths

2,515

Sq.Ft.

3 Ben Lomond Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 4 Kless Court Middletown, NY MLS# 960173
$429,000
3

Beds

2.1

Baths

2,097

Sq.Ft.

4 Kless Court

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 79 Stern Scenic Drive Middletown, NY MLS# 959521
$150,000
3

Beds

2.0

Baths

1,500

Sq.Ft.

79 Stern Scenic Drive

Middletown, NY

Courtesy of EXIT REALTY CONNECTIONS
The time to sell is now! THE TIME TO SELL IS NOW!
View 230 Derby Road Middletown, NY MLS# 959460
$150,000
Studio

Beds

0.0

Baths

16,300

Sq.Ft.

230 Derby Road

Middletown, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA
View 231 Concord Lane Middletown, NY MLS# 954460
  • Virtual Tour
1 of 25
$225,000
2

Beds

1.1

Baths

924

Sq.Ft.

231 Concord Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 45 Webb Road Middletown, NY MLS# 951024
  • Virtual Tour
1 of 37
$2,499,900
2,544

Sq.Ft.

45 Webb Road

Middletown, NY

Courtesy of EXP REALTY
View 34 Hampton Court Middletown, NY MLS# 955434
$324,000
3

Beds

1.1

Baths

1,508

Sq.Ft.

34 Hampton Court

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 49 Woodside Knolls Drive Middletown, NY MLS# 956446
$485,000
3

Beds

3.1

Baths

2,521

Sq.Ft.

49 Woodside Knolls Drive

Middletown, NY

Courtesy of Q HOME SALES
View 46 Silo Lane Middletown, NY MLS# 955432
$325,000
3

Beds

1.1

Baths

1,452

Sq.Ft.

46 Silo Lane

Middletown, NY

Courtesy of EXP REALTY
View 212 Cottage Street Middletown, NY MLS# 955084
$250,000
3

Beds

1.0

Baths

1,464

Sq.Ft.

212 Cottage Street

Middletown, NY

Courtesy of JOHN J LEASE REALTORS INC
View 538 E Main Street Middletown, NY MLS# 955848
$65,000
Studio

Beds

0.0

Baths

7,875

Sq.Ft.

538 E Main Street

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 47 Brick Pond Road Middletown, NY MLS# 952238
$318,000
2

Beds

1.1

Baths

1,460

Sq.Ft.

47 Brick Pond Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 22 East Main Street Middletown, NY MLS# 954848
$58,000

22 East Main Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 1 South Shore Drive Middletown, NY MLS# 954745
$65,000
Studio

Beds

0.0

Baths

10,454

Sq.Ft.

1 South Shore Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 39 Orange Terrace Middletown, NY MLS# 954732
$329,900
3

Beds

1.0

Baths

976

Sq.Ft.

39 Orange Terrace

Middletown, NY

Courtesy of EICHNER REALTY GROUP INC.
View 23 Independence Avenue Middletown, NY MLS# 954748
$389,000
3

Beds

1.1

Baths

1,509

Sq.Ft.

23 Independence Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 2078 Route 6 Middletown, NY MLS# 952401
$599,990
3

Beds

3.0

Baths

1,332

Sq.Ft.

2078 Route 6

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View 37 Pinto Road E Middletown, NY MLS# 953168
$430,000
2

Beds

2.1

Baths

1,728

Sq.Ft.

37 Pinto Road E

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 86 Linden Avenue Middletown, NY MLS# 954319
$299,999
4

Beds

1.0

Baths

1,316

Sq.Ft.

86 Linden Avenue

Middletown, NY

Courtesy of EXP REALTY
View 25 Mill Street Middletown, NY MLS# 954396
$399,900
1,472

Sq.Ft.

25 Mill Street

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

213

Estimated median home price

$429,900
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 - 200K19
$200K - 300K32
$300K - 400K39
$400K - 500K40
$500K - 600K20
$600K - 700K13
$700K - 800K7
$800K - 900K5
$900K - 1M4
$1M - Max26

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family116
Townhouse0
Condo19
Commercial35
Rental105
Lots and Land30
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home5
Farms0

(Data as of 3/3/2026)

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 3/4/2026.

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.

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