View 5 Oak Ridge Road Middletown, NY MLS# 923828
  • Virtual Tour
1 of 24
$599,000
4

Beds

3.0

Baths

2,392

Sq.Ft.

5 Oak Ridge Road

Middletown, NY

Courtesy of REDFIN REAL ESTATE
View 70 King Road Middletown, NY MLS# 979084
  • Virtual Tour
1 of 46
$599,000
3

Beds

2.1

Baths

1,977

Sq.Ft.

70 King Road

Middletown, NY

Courtesy of COLDWELL BANKER VILLAGE GREEN
View 70 King Road Middletown, NY MLS# 20261373
  • Virtual Tour
1 of 54
$599,000
3

Beds

2.1

Baths

1,977

Sq.Ft.

70 King Road

Middletown, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENN
The time to sell is now! THE TIME TO SELL IS NOW!
View 317 E Main Street 309 Middletown, NY MLS# 997729
$599,000
10

Beds

4.0

Baths

27,555

Sq.Ft.

317 E Main Street 309

Middletown, NY

Courtesy of Q HOME SALES
View 1 Parkview Drive Middletown, NY MLS# 1003482
$599,000
3

Beds

2.1

Baths

2,929

Sq.Ft.

1 Parkview Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 46 Ben Lomond Drive Middletown, NY MLS# 999983
  • Virtual Tour
1 of 50
$597,000
4

Beds

2.0

Baths

2,044

Sq.Ft.

46 Ben Lomond Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 180 Ridge Drive Middletown, NY MLS# 984308
$594,900
3

Beds

2.1

Baths

2,008

Sq.Ft.

180 Ridge Drive

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 311 New Vernon Road Middletown, NY MLS# 1012072
  • Recently Listed
1 of 49
$589,900
3

Beds

2.1

Baths

2,192

Sq.Ft.

311 New Vernon Road

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 24 3rd Street Middletown, NY MLS# 894923
$589,000
4

Beds

3.0

Baths

2,732

Sq.Ft.

24 3rd Street

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
View 16 Fawn Court Middletown, NY MLS# 985661
  • Virtual Tour
1 of 50
$589,000
3

Beds

2.1

Baths

1,904

Sq.Ft.

16 Fawn Court

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 2078 Route 6 Middletown, NY MLS# 1011153
  • Recently Listed
1 of 12
$585,000
3

Beds

3.0

Baths

1,332

Sq.Ft.

2078 Route 6

Middletown, NY

Courtesy of ANTHONY NAPOLITANO HOMES
View 30 Daly Road Middletown, NY MLS# 970540
$579,990
3

Beds

2.1

Baths

2,205

Sq.Ft.

30 Daly Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 7 Starhaven Avenue Middletown, NY MLS# 970509
$575,000
3

Beds

2.1

Baths

2,809

Sq.Ft.

7 Starhaven Avenue

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
View 5 Wawayanda Place Middletown, NY MLS# 202614218
$575,000
12

Beds

10.0

Baths

5,004

Sq.Ft.

5 Wawayanda Place

Middletown, NY

Courtesy of FIND ADVISORS
View 153 Ridge Drive Middletown, NY MLS# 996792
$575,000
3

Beds

3.0

Baths

2,133

Sq.Ft.

153 Ridge Drive

Middletown, NY

Courtesy of EXP REALTY
View 20 John Street Middletown, NY MLS# 1003208
$575,000
3

Beds

3.0

Baths

5,157

Sq.Ft.

20 John Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 48 High Ridge Lane Middletown, NY MLS# 1011264
  • Recently Listed
1 of 40
$575,000
3

Beds

3.1

Baths

3,003

Sq.Ft.

48 High Ridge Lane

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 12 Oak Ridge Road Middletown, NY MLS# 994308
  • Virtual Tour
1 of 48
$574,990
3

Beds

2.0

Baths

2,596

Sq.Ft.

12 Oak Ridge Road

Middletown, NY

Courtesy of JACKIE HENRY REALTY LLC
View 180 Mt Orange Road Middletown, NY MLS# 998755
  • Virtual Tour
1 of 46
$574,900
5

Beds

2.0

Baths

2,432

Sq.Ft.

180 Mt Orange Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 53 Daly Road Middletown, NY MLS# 962022
$559,999
4

Beds

2.1

Baths

2,255

Sq.Ft.

53 Daly Road

Middletown, NY

Courtesy of CURASI REALTY, INC.

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

296

Estimated median home price

$448,000
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 - 200K26
$200K - 300K35
$300K - 400K57
$400K - 500K70
$500K - 600K40
$600K - 700K15
$700K - 800K12
$800K - 900K7
$900K - 1M5
$1M - Max22

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family176
Townhouse0
Condo33
Commercial36
Rental97
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family16
Mobile Home7
Farms0

(Data as of 6/25/2026)

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 6/26/2026.

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.

Information Copyright 2021, OneKey® MLS. All Rights Reserved.