View 53 Daly Road Middletown, NY MLS# 962022
$574,999
4

Beds

2.1

Baths

2,255

Sq.Ft.

53 Daly Road

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 131 Meadow View Drive Middletown, NY MLS# 967141
$489,999
3

Beds

2.1

Baths

1,781

Sq.Ft.

131 Meadow View Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 566 County Route 49 Middletown, NY MLS# 967174
$439,900
3

Beds

2.1

Baths

1,905

Sq.Ft.

566 County Route 49

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 20 Dubois Street 18 1/2 Middletown, NY MLS# 962004
  • Recently Listed
1 of 37
OPEN HOUSE: Saturday 3/7 10:00 AM - 12:00 PM
$394,900
4

Beds

1.1

Baths

1,417

Sq.Ft.

20 Dubois Street 18 1/2

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 2 Thomas Jefferson Place Middletown, NY MLS# 966132
$399,900
3

Beds

2.1

Baths

1,724

Sq.Ft.

2 Thomas Jefferson Place

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 80 Prospect Avenue Middletown, NY MLS# 966756
  • Recently Listed
1 of 19
$559,999
6

Beds

2.0

Baths

2,424

Sq.Ft.

80 Prospect Avenue

Middletown, NY

Courtesy of LOCQUBE NEW YORK, INC.
View 521 E Main Street Middletown, NY MLS# 964168
  • Recently Listed
1 of 19
$499,900
4

Beds

2.0

Baths

7,600

Sq.Ft.

521 E Main Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View Van Burenville Road Middletown, NY MLS# 965294
  • Recently Listed
1 of 5
$125,000
Studio

Beds

0.0

Baths

278,784

Sq.Ft.

Van Burenville Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 57 Boorman Road Middletown, NY MLS# 955621
  • Recently Listed
1 of 44
$475,000
3

Beds

3.0

Baths

1,674

Sq.Ft.

57 Boorman Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View Lot 2 South Centerville Road Middletown, NY MLS# 965712
$140,000
Studio

Beds

0.0

Baths

126,324

Sq.Ft.

Lot 2 South Centerville Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 21 High Ridge Lane 21 Middletown, NY MLS# 962000
  • Recently Listed
1 of 33
$499,900
3

Beds

2.1

Baths

2,084

Sq.Ft.

21 High Ridge Lane 21

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 18 Jordan Lane Middletown, NY MLS# 961715
  • Recently Listed
1 of 31
$359,000
3

Beds

2.1

Baths

1,345

Sq.Ft.

18 Jordan Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 21 Philcox Road Middletown, NY MLS# 964656
  • Recently Listed
1 of 3
$379,000
3

Beds

2.0

Baths

1,314

Sq.Ft.

21 Philcox Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 11 Philcox Road Middletown, NY MLS# 964665
  • Recently Listed
1 of 12
$269,000
2

Beds

1.0

Baths

802

Sq.Ft.

11 Philcox Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 8 Atwood Drive Middletown, NY MLS# 963043
  • Virtual Tour
1 of 30
$479,000
3

Beds

3.1

Baths

1,723

Sq.Ft.

8 Atwood Drive

Middletown, NY

Courtesy of REDFIN REAL ESTATE
View 24 E Main Street Middletown, NY MLS# 963920
  • Recently Listed
1 of 7
$180,000
5,653

Sq.Ft.

24 E Main Street

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 599 Guymard Turnpike Middletown, NY MLS# 927166
  • Recently Listed
1 of 29
$499,000
3

Beds

2.0

Baths

1,852

Sq.Ft.

599 Guymard Turnpike

Middletown, NY

Courtesy of EXP REALTY
View 109 Watkins Avenue Middletown, NY MLS# 962056
  • Recently Listed
1 of 8
$310,000
2

Beds

1.0

Baths

800

Sq.Ft.

109 Watkins Avenue

Middletown, NY

Courtesy of R2M REALTY INC.
View 41 Monhagen Avenue 39 Middletown, NY MLS# 960537
  • Recently Listed
1 of 12
$410,000
5

Beds

4.0

Baths

15,707

Sq.Ft.

41 Monhagen Avenue 39

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 138-1/2 Linden Avenue Middletown, NY MLS# 961697
$27,000
Studio

Beds

0.0

Baths

1,392

Sq.Ft.

138-1/2 Linden Avenue

Middletown, NY

Courtesy of DONNA RUFFINO REALTY CORP

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

217

Estimated median home price

$430,000
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 - 100K8
$100K - 200K18
$200K - 300K31
$300K - 400K41
$400K - 500K42
$500K - 600K20
$600K - 700K15
$700K - 800K7
$800K - 900K5
$900K - 1M4
$1M - Max26

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family117
Townhouse0
Condo21
Commercial35
Rental109
Lots and Land30
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home5
Farms0

(Data as of 3/5/2026)

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.