View 121 Sprague Avenue Middletown, NY MLS# 948794
$274,900
2

Beds

1.1

Baths

1,200

Sq.Ft.

121 Sprague Avenue

Middletown, NY

Courtesy of DIMATTEO REALTY LLC
View 145 Academy Avenue Middletown, NY MLS# 922972
1 of 5
OPEN HOUSE: Saturday 1/10 12:00 PM - 2:00 PM
$445,000
4

Beds

2.0

Baths

2,545

Sq.Ft.

145 Academy Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 1065 Dolsontown Road Middletown, NY MLS# 947122
$425,000
3

Beds

2.1

Baths

1,184

Sq.Ft.

1065 Dolsontown Road

Middletown, NY

Courtesy of JOHN J LEASE REALTORS INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 120 Casimer Road 124 Middletown, NY MLS# 949023
  • Recently Listed
1 of 9
$700,000
117,612

Sq.Ft.

120 Casimer Road 124

Middletown, NY

Courtesy of EXP REALTY
View 17 Blanchard Street Middletown, NY MLS# 948579
  • Recently Listed
1 of 5
$499,000
6

Beds

5.0

Baths

3,000

Sq.Ft.

17 Blanchard Street

Middletown, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE
View 76 Magnolia Park Road Middletown, NY MLS# 948827
  • Recently Listed
1 of 39
OPEN HOUSE: Saturday 1/10 12:00 PM - 2:00 PM
$500,000
3

Beds

2.1

Baths

2,167

Sq.Ft.

76 Magnolia Park Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 22 Sharon Drive Middletown, NY MLS# 949017
  • Recently Listed
1 of 32
OPEN HOUSE: Sunday 1/11 12:00 PM - 2:00 PM
$499,000
4

Beds

2.1

Baths

2,132

Sq.Ft.

22 Sharon Drive

Middletown, NY

Courtesy of EXP REALTY
View 23 Peach Place Middletown, NY MLS# 947603
  • Recently Listed
1 of 26
$405,000
3

Beds

2.1

Baths

1,540

Sq.Ft.

23 Peach Place

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 927 Tower Ridge Circle Middletown, NY MLS# 948020
  • Recently Listed
1 of 36
$314,900
2

Beds

2.0

Baths

1,216

Sq.Ft.

927 Tower Ridge Circle

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 24 Juniper Circle Middletown, NY MLS# 948272
  • Recently Listed
1 of 42
$625,000
2

Beds

3.0

Baths

2,975

Sq.Ft.

24 Juniper Circle

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 30 Daly Road Middletown, NY MLS# 947940
  • Recently Listed
1 of 24
OPEN HOUSE: Sunday 1/11 11:30 AM - 1:30 PM
$579,900
3

Beds

2.1

Baths

2,205

Sq.Ft.

30 Daly Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 255 Howells Road Middletown, NY MLS# 947943
  • Recently Listed
1 of 38
$979,900
5

Beds

4.1

Baths

4,200

Sq.Ft.

255 Howells Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 1 Royal Acres Drive Middletown, NY MLS# 947946
  • Recently Listed
1 of 48
$1,299,900
7,523

Sq.Ft.

1 Royal Acres Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 63 Blumel Road Middletown, NY MLS# 945462
  • Recently Listed
1 of 50
OPEN HOUSE: Saturday 1/10 10:00 AM - 12:00 PM
$499,999
4

Beds

2.1

Baths

1,960

Sq.Ft.

63 Blumel Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 917 Scotchtown Collabar Road Middletown, NY MLS# 947187
  • Recently Listed
1 of 33
$430,000
3

Beds

2.0

Baths

1,300

Sq.Ft.

917 Scotchtown Collabar Road

Middletown, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 2850 State Route 17k Middletown, NY MLS# 947735
  • Recently Listed
1 of 27
$1,800,000
1,754

Sq.Ft.

2850 State Route 17k

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 104 North Street Middletown, NY MLS# 947750
  • Recently Listed
1 of 14
$2,550,000
11,750

Sq.Ft.

104 North Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 15 Phillips Street Middletown, NY MLS# 945911
  • Recently Listed
1 of 19
$499,950
4

Beds

2.0

Baths

1,901

Sq.Ft.

15 Phillips Street

Middletown, NY

Courtesy of COMPASS GREATER NY, LLC
View 238 S Centerville Road Middletown, NY MLS# 945800
  • Recently Listed
1 of 28
$849,000
5

Beds

2.1

Baths

3,764

Sq.Ft.

238 S Centerville Road

Middletown, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 437 Union School Road Middletown, NY MLS# 945494
  • Recently Listed
1 of 23
$135,000
Studio

Beds

0.0

Baths

283,140

Sq.Ft.

437 Union School Road

Middletown, NY

Courtesy of CURASI REALTY, INC.

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

244

Estimated median home price

$427,450
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 18
$200K - 300K 38
$300K - 400K 51
$400K - 500K 47
$500K - 600K 21
$600K - 700K 13
$700K - 800K 13
$800K - 900K 5
$900K - 1M 4
$1M - Max 28

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 144
Townhouse 0
Condo 25
Commercial 35
Rental 113
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 8
Mobile Home 3
Farms 0

(Data as of 1/8/2026)

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 1/8/2026.

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.

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