View 24 Mountain Avenue Middletown, NY MLS# 1016433
  • Recently Listed
1 of 33
$395,000
4

Beds

2.0

Baths

1,428

Sq.Ft.

24 Mountain Avenue

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 385 Midland Lake Road Middletown, NY MLS# 1018238
$175,000
Studio

Beds

0.0

Baths

130,680

Sq.Ft.

385 Midland Lake Road

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 15 Kendal Lane Middletown, NY MLS# 1018987
  • Recently Listed
1 of 23
$349,000
2

Beds

2.1

Baths

1,241

Sq.Ft.

15 Kendal Lane

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
The time to sell is now! THE TIME TO SELL IS NOW!
View 34 Stapleton Court Middletown, NY MLS# 1017645
  • Recently Listed
1 of 45
$825,000
4

Beds

2.1

Baths

3,276

Sq.Ft.

34 Stapleton Court

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 23 Orange Terrace Middletown, NY MLS# 1019155
  • Recently Listed
1 of 44
$669,000
3

Beds

3.0

Baths

3,225

Sq.Ft.

23 Orange Terrace

Middletown, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA
View 45 Kensington Way Middletown, NY MLS# 1015847
  • Recently Listed
1 of 39
$345,000
2

Beds

2.1

Baths

1,241

Sq.Ft.

45 Kensington Way

Middletown, NY

Courtesy of HUDSON PREMIUM REALTY
View 722 Silver Lake Scotchtown Road Middletown, NY MLS# 1017919
$330,000
3

Beds

1.1

Baths

1,280

Sq.Ft.

722 Silver Lake Scotchtown Road

Middletown, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
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 52 Linden Avenue Middletown, NY MLS# 1018081
  • Recently Listed
1 of 24
$399,999
3

Beds

3.0

Baths

2,016

Sq.Ft.

52 Linden Avenue

Middletown, NY

Courtesy of HUDSON PREMIUM REALTY
View 744 Mt Hope Road Middletown, NY MLS# 1017625
  • Recently Listed
1 of 17
$629,000
4

Beds

3.0

Baths

2,400

Sq.Ft.

744 Mt Hope Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 678 Prosperous Valley Road Middletown, NY MLS# 1015915
  • Recently Listed with Virtual Tour
1 of 33
$499,999
4

Beds

2.0

Baths

1,861

Sq.Ft.

678 Prosperous Valley Road

Middletown, NY

Courtesy of EXP REALTY
View 181 Stony Ford Road Middletown, NY MLS# 1016194
  • Recently Listed
1 of 38
$549,900
3

Beds

2.0

Baths

1,694

Sq.Ft.

181 Stony Ford Road

Middletown, NY

Courtesy of EXP REALTY
View 12 Walnut Lane Middletown, NY MLS# 1016454
  • Recently Listed
1 of 18
$499,000
4

Beds

2.0

Baths

1,932

Sq.Ft.

12 Walnut Lane

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 25 Ferrara Drive Middletown, NY MLS# 1015148
  • Recently Listed
1 of 35
$430,000
3

Beds

1.0

Baths

1,056

Sq.Ft.

25 Ferrara Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 29 Parsons Lane Middletown, NY MLS# 1016325
  • Recently Listed
1 of 15
$259,999
4

Beds

1.0

Baths

1,140

Sq.Ft.

29 Parsons Lane

Middletown, NY

Courtesy of RE/MAX DISTINGUISHED HMS.&PROP
View 6 Kennedy Terrace Middletown, NY MLS# 1012365
$499,999
3

Beds

2.1

Baths

3,329

Sq.Ft.

6 Kennedy Terrace

Middletown, NY

Courtesy of ADEL CO ENTERPRISES INC
View 41 Beers Drive Middletown, NY MLS# 1011066
  • Recently Listed
1 of 42
$369,900
3

Beds

1.1

Baths

1,366

Sq.Ft.

41 Beers Drive

Middletown, NY

Courtesy of HUDSON PREMIUM REALTY
View 24 Mud Mills Road Middletown, NY MLS# 1015871
  • Recently Listed with Virtual Tour
1 of 49
$599,900
4

Beds

4.0

Baths

3,208

Sq.Ft.

24 Mud Mills Road

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 37 Monhagen Avenue Middletown, NY MLS# 1002381
$450,000
5

Beds

3.0

Baths

17,616

Sq.Ft.

37 Monhagen Avenue

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 196 Cottage Street Middletown, NY MLS# 1014761
  • Recently Listed
1 of 38
$299,900
3

Beds

1.0

Baths

1,382

Sq.Ft.

196 Cottage Street

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES

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

299

Estimated median home price

$434,999
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 - 300K36
$300K - 400K69
$400K - 500K64
$500K - 600K42
$600K - 700K15
$700K - 800K10
$800K - 900K8
$900K - 1M3
$1M - Max19

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family182
Townhouse0
Condo33
Commercial33
Rental85
Lots and Land30
Condo/Town/CoOp0
CoOp0
Multi Family15
Mobile Home6
Farms0

(Data as of 7/5/2026)

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 7/5/2026.

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.