View 22 Sharon Drive Middletown, NY MLS# 949017
  • Recently Listed
1 of 32
$499,000
4

Beds

2.1

Baths

2,132

Sq.Ft.

22 Sharon Drive

Middletown, NY

Courtesy of EXP REALTY
View 1 Weather Vane Way Middletown, NY MLS# 938387
  • Recently Listed with Virtual Tour
1 of 41
$499,000
4

Beds

2.1

Baths

1,955

Sq.Ft.

1 Weather Vane Way

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 14 Rdean Place Middletown, NY MLS# 917166
$499,000
3

Beds

2.1

Baths

2,016

Sq.Ft.

14 Rdean Place

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 15 Lindentree Lane Middletown, NY MLS# 930168
  • Virtual Tour
1 of 40
$489,900
3

Beds

2.1

Baths

1,827

Sq.Ft.

15 Lindentree Lane

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
View 96-96.5 Beattie Avenue 2 Middletown, NY MLS# 923753
$489,000
6

Beds

2.0

Baths

2,584

Sq.Ft.

96-96.5 Beattie Avenue 2

Middletown, NY

Courtesy of JOHN J LEASE REALTORS INC
View 913 Silver Lake Sctn Road Middletown, NY MLS# 950622
$489,000
4

Beds

3.0

Baths

2,160

Sq.Ft.

913 Silver Lake Sctn Road

Middletown, NY

Courtesy of EXP REALTY
View 40 Cornwall Lane Middletown, NY MLS# 943926
$485,000
3

Beds

3.1

Baths

2,784

Sq.Ft.

40 Cornwall Lane

Middletown, NY

Courtesy of ROYALTY REALTY NY LLC
View 4 Avoncroft Lane Middletown, NY MLS# 935508
$479,900
3

Beds

2.1

Baths

2,427

Sq.Ft.

4 Avoncroft Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 4 Putters Way Middletown, NY MLS# 905387
$479,000
2

Beds

2.1

Baths

2,000

Sq.Ft.

4 Putters Way

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 4 Kless Court Middletown, NY MLS# 952657
  • Recently Listed
1 of 20
$475,000
3

Beds

2.1

Baths

2,097

Sq.Ft.

4 Kless Court

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 23 Macintosh Drive Middletown, NY MLS# 918105
  • Virtual Tour
1 of 42
$469,000
3

Beds

2.1

Baths

1,940

Sq.Ft.

23 Macintosh Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 171 High Barney Road Middletown, NY MLS# 943071
$469,000
3

Beds

2.0

Baths

2,056

Sq.Ft.

171 High Barney Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 11 Cobblestone Lane Middletown, NY MLS# 910643
$465,000
3

Beds

2.1

Baths

1,899

Sq.Ft.

11 Cobblestone Lane

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 23 Avoncroft Lane Middletown, NY MLS# 920431
$460,000
3

Beds

2.1

Baths

2,567

Sq.Ft.

23 Avoncroft Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View Airport Road Middletown, NY MLS# H6195533
$450,000
Studio

Beds

0.0

Baths

126,324

Sq.Ft.

Airport Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 5 Cobblestone Lane 4301 Middletown, NY MLS# 929874
$450,000
3

Beds

2.1

Baths

1,858

Sq.Ft.

5 Cobblestone Lane 4301

Middletown, NY

Courtesy of EXP REALTY
View 10 Scott Drive Middletown, NY MLS# 934888
$450,000
4

Beds

2.1

Baths

2,139

Sq.Ft.

10 Scott Drive

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY NYC GRP
View 917 Scotchtown Collabar Road Middletown, NY MLS# 947187
$449,000
3

Beds

2.0

Baths

1,300

Sq.Ft.

917 Scotchtown Collabar Road

Middletown, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 43 Pinto Road E 43 Middletown, NY MLS# 933788
  • Virtual Tour
1 of 49
$447,000
2

Beds

3.1

Baths

2,351

Sq.Ft.

43 Pinto Road E 43

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
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

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

245

Estimated median home price

$410,000
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 - 100K6
$100K - 200K18
$200K - 300K40
$300K - 400K56
$400K - 500K42
$500K - 600K22
$600K - 700K14
$700K - 800K11
$800K - 900K5
$900K - 1M4
$1M - Max27

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family141
Townhouse0
Condo28
Commercial36
Rental109
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home4
Farms0

(Data as of 1/27/2026)

Information deemed reliable but not guaranteed.

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.