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Buy

Start here

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

Afford it

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  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

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  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
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3 beds
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New construction
With a pool
Homes Under $500K in Oregon, WI
42 listings

Homes Under $500K in Oregon, WI

Homes Under $500K in Oregon, WI

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15 of 42 Listings
Map

Homes Under $500K in Oregon, WI

15 of 42 Listings

  1. 844 Dunn Avenue — photo24Active

Your local team in Oregon

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas
WK

Wes Kane

Thompson Kane & Company INC

NMLS #280777

Call Wes

$399,900

3 bd · — ba · 1,713 sqft

844 Dunn Avenue, Oregon, WI

Noel Barnes · Barnes & Associates Realty Group

  • 377 Concord Drive — photo40Active

    $365,000

    2 bd · — ba · 1,406 sqft

    377 Concord Drive, Oregon, WI

    Jason Holtman · RE/MAX Preferred

  • 991 Highway 14 — photo28Active

    $335,000

    2 bd · — ba · 864 sqft

    991 Highway 14, Oregon, WI

    Andrew Krenz · RE/MAX Preferred

  • 137 Lynne Trail — photo50Active

    $464,900

    3 bd · — ba · 1,718 sqft

    137 Lynne Trail, Oregon, WI

    Jason Holtman · RE/MAX Preferred

  • 4769 Eisenhower Street — photo38Active

    $459,900

    3 bd · — ba · 2,128 sqft

    4769 Eisenhower Street, Oregon, WI

    John Reuter · Integrity Homes - Real Broker LLC

  • 187 Sterling Drive — photo27Active

    $419,900

    3 bd · — ba · 1,613 sqft

    187 Sterling Drive, Oregon, WI

    Jason Fowler · Century 21 Affiliated

  • 425 Landover Drive — photo39Active

    $488,000

    3 bd · — ba · 2,744 sqft

    425 Landover Drive, Oregon, WI

    Heather Taylor · MHB Real Estate

  • 746 Thompson Drive — photo37Active

    $415,000

    3 bd · — ba · 1,855 sqft

    746 Thompson Drive, Oregon, WI

    Liz Slaby · Real Broker LLC

  • 462 New Hampton Drive — photo2Active

    $449,900

    3 bd · — ba · 1,528 sqft

    462 New Hampton Drive, Oregon, WI

    Mia Kirsch · Stark Company, REALTORS

  • 145 Dewey Street — photo63Active

    $435,000

    4 bd · — ba · 2,410 sqft

    145 Dewey Street, Oregon, WI

    Andrea Bolan · Relish Realty

  • 5794 Lincoln Road — photo24Active

    $499,900

    4 bd · — ba · 1,820 sqft

    5794 Lincoln Road, Oregon, WI

    Tommy Van Ess · First Weber Inc

  • 148 Alpine Meadow Circle — photo32Active

    $300,000

    2 bd · — ba · 1,457 sqft

    148 Alpine Meadow Circle, Oregon, WI

    Heather Beckstrom · Lindsay Gallagher & Associates

  • 456 Savannah Drive — photo2Active

    $429,900

    3 bd · — ba · 1,525 sqft

    456 Savannah Drive, Oregon, WI

    Adam Crook · Stark Company, REALTORS

  • 941 Foxfield Road — photo54Active

    $424,900

    3 bd · — ba · 1,940 sqft

    941 Foxfield Road, Oregon, WI

    Jessica West · Realty Executives Cooper Spransy

  • 1043 Merri-Hill Drive — photo17Active

    $394,900

    3 bd · — ba · 1,481 sqft

    1043 Merri-Hill Drive, Oregon, WI

    Veronica Isham · Stark Company, REALTORS

  • 12

    Explore Oregon homes

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    Realty.com

    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

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    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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    Your local team in Oregon

    TO

    Thomas O'Leary

    Realty.com

    Lic. #58131-90

    Call Thomas
    WK

    Wes Kane

    Thompson Kane & Company INC

    NMLS #280777

    Call Wes

    Listing data & MLS disclosures

    South Central Wisconsin Multiple Listing Service
    The data relating to real estate for sale on this website comes in part from the Internet Data Display program of the South Central Wisconsin MLS. Real estate listings held by brokerage firms other than Realty.com are marked with the 'MLS' icon and/or include the name of the listing broker. This information, provided by seller, listing broker, and other parties, may not have been verified. 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 consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 South Central Wisconsin MLS. All Rights Reserved.
    Wisconsin Real Estate Exchange (WIREX)
    IDX information is provided exclusively for consumers’ personal non-commercial use, may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and is deemed reliable but is not guaranteed by the MLS.

    Oregon housing market

    August 2026 · This period is still settling

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 29 sales · as of Aug 28, 2026

    Homes on the market · MLS, as of Aug 28, 2026–Aug 31, 2026

    Median list price
    $524,900
    Homes for sale
    58
    Median days on market
    15 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

    Median home size
    1,812 sq. ft.

    Oregon, WI community profile

    Population
    11,875
    Median income
    $97,677
    Housing units
    4,662
    People per sq. mi.
    215.9
    Area
    55 sq. mi.

    Source: HJN community data