View 4 Kless Court Middletown, NY MLS# 960173
1 of 17
OPEN HOUSE: Saturday 6/27 1:00 PM - 3:00 PM
$429,000
3

Beds

2.1

Baths

2,097

Sq.Ft.

4 Kless Court

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 17 Last Road Middletown, NY MLS# 969654
$429,000
3

Beds

2.0

Baths

1,663

Sq.Ft.

17 Last Road

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 79 Vincent Drive Middletown, NY MLS# 986748
  • Virtual Tour
1 of 33
$429,000
3

Beds

1.0

Baths

1,043

Sq.Ft.

79 Vincent Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
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 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
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
View 366 Van Burenville Road Middletown, NY MLS# 999926
$410,000
3

Beds

2.0

Baths

1,513

Sq.Ft.

366 Van Burenville Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 19 Putters Way 9 Middletown, NY MLS# 909310
$409,500
2

Beds

2.1

Baths

1,337

Sq.Ft.

19 Putters Way 9

Middletown, NY

Courtesy of ACCESS REALTY TEAM INC
View 26, 28 Robert Street Middletown, NY MLS# 977688
$400,000
2,274

Sq.Ft.

26, 28 Robert Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 29 Columbia Avenue Middletown, NY MLS# 980231
$400,000
8

Beds

3.0

Baths

2,121

Sq.Ft.

29 Columbia Avenue

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 48 Loch Lomond Lane Middletown, NY MLS# 969282
$399,999
3

Beds

2.2

Baths

1,536

Sq.Ft.

48 Loch Lomond Lane

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 22 Oak Lane Middletown, NY MLS# 988510
  • Virtual Tour
1 of 36
$399,999
3

Beds

1.1

Baths

1,410

Sq.Ft.

22 Oak Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 16 Brewster Drive Middletown, NY MLS# 993388
  • Virtual Tour
1 of 34
$399,999
3

Beds

1.1

Baths

1,756

Sq.Ft.

16 Brewster Drive

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
View 341 Highland Ave Extension Middletown, NY MLS# 1001800
$399,999
5

Beds

2.0

Baths

1,664

Sq.Ft.

341 Highland Ave Extension

Middletown, NY

Courtesy of KELLER WILLIAMS 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 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

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

293

Estimated median home price

$449,000
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 6
$100K - 200K 26
$200K - 300K 35
$300K - 400K 57
$400K - 500K 69
$500K - 600K 40
$600K - 700K 15
$700K - 800K 12
$800K - 900K 8
$900K - 1M 4
$1M - Max 21

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 176
Townhouse 0
Condo 31
Commercial 35
Rental 100
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 15
Mobile Home 7
Farms 0

(Data as of 6/27/2026)

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 6/28/2026.

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.