View 13 Forest Avenue Middletown, NY MLS# 941047
$449,000
3

Beds

2.0

Baths

1,748

Sq.Ft.

13 Forest Avenue

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 220 M And M Road Middletown, NY MLS# 983743
  • Virtual Tour
1 of 33
$449,000
3

Beds

2.0

Baths

1,978

Sq.Ft.

220 M And M Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 133 Blumel Road Middletown, NY MLS# 990211
$449,000
3

Beds

2.0

Baths

1,756

Sq.Ft.

133 Blumel Road

Middletown, NY

Courtesy of HUDSON VALLEY GRIFFITH
The time to sell is now! THE TIME TO SELL IS NOW!
View 126 Rolling Meadows Road Middletown, NY MLS# 998294
$447,000
4

Beds

2.1

Baths

2,155

Sq.Ft.

126 Rolling Meadows Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 4 Thistle Lane Middletown, NY MLS# 832175
$440,000
4

Beds

2.1

Baths

2,848

Sq.Ft.

4 Thistle Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 35 Pinto Road E Middletown, NY MLS# 974841
  • Virtual Tour
1 of 41
$440,000
2

Beds

2.1

Baths

1,851

Sq.Ft.

35 Pinto Road E

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
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
View 60 Peach Place Middletown, NY MLS# 1004718
$435,000
3

Beds

3.1

Baths

2,041

Sq.Ft.

60 Peach Place

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
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 9 Chestnut Street Middletown, NY MLS# 988951
  • Virtual Tour
1 of 28
$434,999
3

Beds

2.0

Baths

1,614

Sq.Ft.

9 Chestnut Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
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 100 Crans Road Middletown, NY MLS# 997243
$429,900
2

Beds

1.0

Baths

988

Sq.Ft.

100 Crans Road

Middletown, NY

Courtesy of CENTURY 21 E & M WILLIAMS RLTY
View 4 Kless Court Middletown, NY MLS# 960173
$429,000
3

Beds

2.1

Baths

2,097

Sq.Ft.

4 Kless Court

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 57 Boorman Road Middletown, NY MLS# 955621
$425,000
3

Beds

3.0

Baths

2,074

Sq.Ft.

57 Boorman Road

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 39 Hanford Street Middletown, NY MLS# 977011
$425,000
4

Beds

2.0

Baths

1,666

Sq.Ft.

39 Hanford Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 83 Deer Ct Drive Middletown, NY MLS# 994032
  • Virtual Tour
1 of 43
$425,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

83 Deer Ct Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 525 Bloomingburg Road Middletown, NY MLS# 980326
  • Virtual Tour
1 of 36
$420,000
3

Beds

1.0

Baths

1,616

Sq.Ft.

525 Bloomingburg Road

Middletown, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE
View 103 Linden Avenue 4 Middletown, NY MLS# 1003324
$415,000
4

Beds

4.0

Baths

2,944

Sq.Ft.

103 Linden Avenue 4

Middletown, NY

Courtesy of JACKIE HENRY REALTY LLC
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
View 41 Monhagen Avenue 39 Middletown, NY MLS# 960537
$410,000
5

Beds

4.0

Baths

15,707

Sq.Ft.

41 Monhagen Avenue 39

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY

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

298

Estimated median home price

$435,000
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

Price Count
$0 - 100K 7
$100K - 200K 25
$200K - 300K 36
$300K - 400K 69
$400K - 500K 64
$500K - 600K 42
$600K - 700K 16
$700K - 800K 10
$800K - 900K 8
$900K - 1M 3
$1M - Max 18

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 181
Townhouse 0
Condo 34
Commercial 32
Rental 87
Lots and Land 30
Condo/Town/CoOp 0
CoOp 0
Multi Family 15
Mobile Home 6
Farms 0

(Data as of 7/3/2026)

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 7/4/2026.

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.