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
The time to sell is now! THE TIME TO SELL IS NOW!
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
3

Beds

2.0

Baths

2,432

Sq.Ft.

180 Mt Orange Road

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
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.
View 29 Murray Road Middletown, NY MLS# 994440
$555,000
5

Beds

3.0

Baths

2,202

Sq.Ft.

29 Murray Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 35 Dogwood Drive Middletown, NY MLS# 976162
$550,000
5

Beds

2.2

Baths

1,911

Sq.Ft.

35 Dogwood Drive

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY NYC GRP
View 2478 Mt Hope Road Middletown, NY MLS# 984462
  • Virtual Tour
1 of 35
$550,000
3

Beds

3.0

Baths

2,096

Sq.Ft.

2478 Mt Hope Road

Middletown, NY

Courtesy of EXP REALTY
View 16 Houston Ext Avenue Middletown, NY MLS# 1006867
$550,000
4

Beds

2.1

Baths

2,069

Sq.Ft.

16 Houston Ext Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 1 Hulse Street Middletown, NY MLS# 1013981
  • Recently Listed
1 of 45
$550,000
4

Beds

2.1

Baths

2,344

Sq.Ft.

1 Hulse Street

Middletown, NY

Courtesy of KW HUDSON VALLEY UNTIED
View 181 Stony Ford Road Middletown, NY MLS# 1016194
  • Recently Listed
1 of 38
OPEN HOUSE: Sunday 6/28 11:00 AM - 1:00 PM
$549,900
3

Beds

2.0

Baths

1,694

Sq.Ft.

181 Stony Ford Road

Middletown, NY

Courtesy of EXP REALTY
View 55 Eisenhower Drive Middletown, NY MLS# 999918
$539,900
4

Beds

3.0

Baths

2,560

Sq.Ft.

55 Eisenhower Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View 20 Park Circle Drive Middletown, NY MLS# 998648
$539,000
4

Beds

2.1

Baths

2,644

Sq.Ft.

20 Park Circle Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View 37-39 Wisner Avenue Middletown, NY MLS# 1013818
  • Recently Listed
1 of 49
$529,900
3

Beds

2.1

Baths

2,504

Sq.Ft.

37-39 Wisner Avenue

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 18 Maureen Lane Middletown, NY MLS# 1014474
  • Recently Listed with Virtual Tour
1 of 47
$528,000
4

Beds

2.0

Baths

1,704

Sq.Ft.

18 Maureen Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 29 Beth Drive Middletown, NY MLS# 1002343
$525,000
4

Beds

2.0

Baths

1,716

Sq.Ft.

29 Beth Drive

Middletown, NY

Courtesy of GREENE REALTY GROUP
View 3 Parkview Drive Middletown, NY MLS# 872465
$520,000
3

Beds

2.0

Baths

2,321

Sq.Ft.

3 Parkview Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View 29 Avoncroft Lane Middletown, NY MLS# 1003572
  • Virtual Tour
1 of 50
$520,000
3

Beds

2.1

Baths

2,567

Sq.Ft.

29 Avoncroft Lane

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 17 Woodrose Court Middletown, NY MLS# 974251
$505,000
3

Beds

2.1

Baths

2,763

Sq.Ft.

17 Woodrose Court

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

294

Estimated median home price

$443,500
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 - 400K58
$400K - 500K69
$500K - 600K40
$600K - 700K14
$700K - 800K12
$800K - 900K7
$900K - 1M5
$1M - Max21

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family176
Townhouse0
Condo33
Commercial35
Rental100
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family15
Mobile Home7
Farms0

(Data as of 6/26/2026)

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.

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