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Homes Under $500K in Middletown, MO

Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Safety & registry resources

Review official public-safety information for any area from these government sources:

U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
FBI: state sex-offender registry directory

3 beds New construction With a pool

2 listings

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

Homes Under $500K in Middletown, MO

Homes Under $500K in Middletown, MO

2 Listings

Homes Under $500K in Middletown, MO

2 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #2020001504

44Active
$100,000
3 bd · 1 ba · 1,329 sqft
103 N Cherry Street, Middletown, MO
Laura Wille · Wille Real Estate LLC
10Active
$40,000
4 bd · 1 ba · 1,938 sqft
301 Main Street, Middletown, MO
Jude Turner · REO STL, LLC

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

MARIS MLS: Based on information submitted to the MLS GRID as of 2026-08-19 21:36:50 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

By feature

New construction
With a pool

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #2020001504

Middletown, MO community profile

Population: 172
Median income: $61,364
Housing units: 98
People per sq. mi.: 1.2
Area: 143.7 sq. mi.

Source: HJN community data

Middletown housing market

August 2026 · This period is still settling

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 27, 2026

Median home size: 1,573 sq. ft.