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 Address not provided Middletown, NY MLS# 949982
  • Recently Listed
1 of 24
$269,000
2

Beds

1.1

Baths

960

Sq.Ft.

Address not provided

Middletown, NY

Courtesy of Q HOME SALES
View 21 Ridge Street Middletown, NY MLS# 949348
  • Recently Listed
1 of 32
$310,000
4

Beds

2.0

Baths

1,998

Sq.Ft.

21 Ridge Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
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 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.
View Lybolt Middletown, NY MLS# 944129
$215,000
Studio

Beds

0.0

Baths

Lybolt

Middletown, NY

Courtesy of EICHNER REALTY GROUP INC.
View 14 Kensington Way Middletown, NY MLS# 944383
$359,000
2

Beds

1.1

Baths

1,115

Sq.Ft.

14 Kensington Way

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 21 Scotchtown Drive Middletown, NY MLS# 939326
$399,900
3

Beds

1.1

Baths

1,402

Sq.Ft.

21 Scotchtown Drive

Middletown, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 9 King Street Middletown, NY MLS# 942346
$150,000
2,238

Sq.Ft.

9 King Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 488 Tally Ho Road Middletown, NY MLS# 942705
$215,000
1

Beds

1.0

Baths

748

Sq.Ft.

488 Tally Ho Road

Middletown, NY

Courtesy of EXP REALTY
View 1630 Goshen Turnpike Turnpike Middletown, NY MLS# 933783
$147,000
3

Beds

1.0

Baths

1,092

Sq.Ft.

1630 Goshen Turnpike Turnpike

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 91 Mountain Avenue Middletown, NY MLS# 941164
$350,000
3

Beds

1.0

Baths

892

Sq.Ft.

91 Mountain Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 59 Sycamore Drive Middletown, NY MLS# 939548
$185,000
1

Beds

1.0

Baths

830

Sq.Ft.

59 Sycamore Drive

Middletown, NY

Courtesy of REAL BROKER NY LLC
View 21 California Drive Middletown, NY MLS# 938267
$399,900
3

Beds

1.1

Baths

1,652

Sq.Ft.

21 California Drive

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View Cr-49 Middletown, NY MLS# 940980
$110,000
Studio

Beds

0.0

Baths

283,140

Sq.Ft.

Cr-49

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 6 Eaton Court Middletown, NY MLS# 938529
$319,999
3

Beds

1.1

Baths

1,248

Sq.Ft.

6 Eaton Court

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 5 Sayer Lane Middletown, NY MLS# 937803
$129,999
3

Beds

2.0

Baths

1,080

Sq.Ft.

5 Sayer Lane

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 57 Overhill Road Middletown, NY MLS# 935730
$350,000
5

Beds

2.1

Baths

3,581

Sq.Ft.

57 Overhill Road

Middletown, NY

Courtesy of EXP REALTY
View 16 Woodland Road Middletown, NY MLS# 939166
$268,000
3

Beds

1.0

Baths

1,250

Sq.Ft.

16 Woodland Road

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

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

PriceCount
$0 - 100K6
$100K - 200K18
$200K - 300K38
$300K - 400K50
$400K - 500K48
$500K - 600K21
$600K - 700K13
$700K - 800K13
$800K - 900K5
$900K - 1M4
$1M - Max28

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family144
Townhouse0
Condo25
Commercial35
Rental110
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home3
Farms0

(Data as of 1/9/2026)

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.