View 1 Brewster Drive Middletown, NY MLS# 1015287
$499,000
4

Beds

1.1

Baths

2,014

Sq.Ft.

1 Brewster Drive

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 24 Mountain Avenue Middletown, NY MLS# 1016433
  • Recently Listed
1 of 33
OPEN HOUSE: Saturday 6/27 11:00 AM - 2:00 PM
$395,000
4

Beds

2.0

Baths

1,428

Sq.Ft.

24 Mountain Avenue

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 237 Pine Grove Road Middletown, NY MLS# 1016497
  • Recently Listed
1 of 45
$415,000
3

Beds

1.1

Baths

1,512

Sq.Ft.

237 Pine Grove Road

Middletown, NY

Courtesy of HUDSON PREMIUM REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 52 Linden Avenue Middletown, NY MLS# 1018081
  • Recently Listed
1 of 21
$399,999
3

Beds

3.0

Baths

2,016

Sq.Ft.

52 Linden Avenue

Middletown, NY

Courtesy of HUDSON PREMIUM REALTY
View 678 Prosperous Valley Road Middletown, NY MLS# 1015915
  • Recently Listed with Virtual Tour
1 of 33
OPEN HOUSE: Saturday 6/27 12:00 PM - 3:00 PM
$499,999
4

Beds

2.0

Baths

1,861

Sq.Ft.

678 Prosperous Valley 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 6 Kennedy Terrace Middletown, NY MLS# 1012365
  • Recently Listed
1 of 22
$499,999
3

Beds

2.1

Baths

3,329

Sq.Ft.

6 Kennedy Terrace

Middletown, NY

Courtesy of ADEL CO ENTERPRISES INC
View 108-110 Academy Avenue Middletown, NY MLS# 1011967
  • Recently Listed
1 of 28
$399,999
4

Beds

2.0

Baths

2,352

Sq.Ft.

108-110 Academy Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 37 Monhagen Avenue Middletown, NY MLS# 1002381
  • Recently Listed
1 of 30
$450,000
5

Beds

3.0

Baths

17,616

Sq.Ft.

37 Monhagen Avenue

Middletown, NY

Courtesy of KW HUDSON VALLEY UNTIED
View 6 Eaton Court Middletown, NY MLS# 1015565
$384,000
3

Beds

1.1

Baths

1,248

Sq.Ft.

6 Eaton Court

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 11 Columbia Avenue Middletown, NY MLS# 1013260
  • Recently Listed with Virtual Tour
1 of 42
$435,000
3

Beds

1.0

Baths

1,248

Sq.Ft.

11 Columbia Avenue

Middletown, NY

Courtesy of N TIRADO REALTY LLC
View 4 Lorelei Drive Middletown, NY MLS# 1014402
  • Recently Listed
1 of 36
$399,000
2

Beds

1.1

Baths

1,800

Sq.Ft.

4 Lorelei Drive

Middletown, NY

Courtesy of ARC REALTY 1 IN SALES
View 37 California Drive Middletown, NY MLS# 1008642
$499,000
4

Beds

2.1

Baths

2,136

Sq.Ft.

37 California Drive

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 8 Walnut Lane Middletown, NY MLS# 1010798
  • Recently Listed
1 of 17
$399,900
3

Beds

2.1

Baths

1,792

Sq.Ft.

8 Walnut Lane

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
View 1 High Ridge Lane Middletown, NY MLS# 1014031
  • Recently Listed with Virtual Tour
1 of 36
$485,000
3

Beds

2.1

Baths

2,084

Sq.Ft.

1 High Ridge Lane

Middletown, NY

Courtesy of EXP REALTY
View 13 Benton Avenue Middletown, NY MLS# 1013153
  • Recently Listed
1 of 22
$450,000
Studio

Beds

0.0

Baths

1,450

Sq.Ft.

13 Benton Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 21 Evan Court Middletown, NY MLS# 1011457
  • Recently Listed with Virtual Tour
1 of 15
OPEN HOUSE: Sunday 6/28 1:00 PM - 3:00 PM
$399,999
3

Beds

2.1

Baths

1,496

Sq.Ft.

21 Evan Court

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 10 Cornwall Lane Middletown, NY MLS# 1010033
  • Recently Listed
1 of 39
$489,000
3

Beds

2.1

Baths

2,427

Sq.Ft.

10 Cornwall Lane

Middletown, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 80 Beattie Avenue Middletown, NY MLS# 1012752
  • Recently Listed
1 of 35
$415,000
3

Beds

1.0

Baths

1,032

Sq.Ft.

80 Beattie Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND 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 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.