James & Angie Smith

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Listing provided courtesy of Top Agents Real Estate Company- MLS# 220220969MLS Provider

5366 Pioneer RoadMedford, OR 97501

Single Family · 4 Beds · 3 Full Baths · 2,071 Sq. ft. | 1.48 Acres
$589,500 Active

5366 Pioneer Road Overview

Time on Site:
52 days
Visits:
6

Experience peaceful country living with breathtaking panoramic views of surrounding mountains and farm properties from this beautiful 1.48-acre sloped property. The main single level home offers 3 bedrooms, 2 full baths featuring an upgraded kitchen & a remodeled guest bath. Above the oversized 2 car garage, you will find a private 1 bedroom, 1 full bath apartment complete with its own entrance, wet bar, deck, and a pellet stove - perfect for guests, extended family, or potential rental income (included in total square footage and done with permits). Enjoy the natural beauty that surrounds you with abundant wildlife and wide-open skies, creating a serene retreat just waiting to be called home!

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5366 Pioneer Road Facts & Features

  • Type Single Family
  • Sq. ft. 2,071
  • Price/Sq.ft. $285
  • Lot 1.48 Acres

Details

General

Association/HOA

  • Association: false

School Information

  • Elementary School: Phoenix Elem
  • Middle Or Junior School: Talent Middle
  • High School: Phoenix High

Building Information

  • New Construction: false
  • Year Built: 1990

Location/Region

  • County Or Parish: Jackson
  • Subdivision Name: N/A

Tax Information

  • Tax Annual Amount: 4407.98
  • Tax Year: 2025

General Information

  • Inclusions: chest freezer,fridge,OR,DW,Micro,Disposal,Water Heater
  • Listing Terms: Cash,Conventional,FHA,VA Loan
  • Parcel Number: 10037890
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Senior Community: false
  • Special Listing Conditions: Standard

Interior

Parking Information

  • Garage Spaces: 2.0
  • Garage: true

Beds/Baths

  • Bathrooms Full: 3
  • Bathrooms Half: 0
  • Bathrooms Total: 3
  • Bedrooms Total: 4

Building Interior

  • Below Grade Finished Area Source: Assessor
  • Below Grade Finished Area Units: Square Feet
  • Building Area Total: 2071.0

General Information

  • Accessibility Features: Accessible Entrance
  • Appliances: Cooktop,Dishwasher,Disposal,Dryer,Microwave,Oven,Range,Refrigerator,Washer,Water Heater,Other
  • Basement: None
  • Common Walls: No Common Walls
  • Fireplace Features: Living Room
  • Fireplace: true
  • Flooring: Carpet,Simulated Wood,Vinyl
  • Foundation Details: Block,Concrete Perimeter
  • Interior Features: Breakfast Bar,Ceiling Fan(s),Granite Counters,In-Law Floorplan,Linen Closet,Open Floorplan,Pantry,Primary Downstairs,Shower/Tub Combo,Smart Thermostat,Tile Shower,Vaulted Ceiling(s),Walk-In Closet(s),Wet Bar
  • Levels: One,Two
  • Living Area: 2071.0
  • Living Area Source: Assessor
  • Security Features: Carbon Monoxide Detector(s),Smoke Detector(s)
  • Window Features: Aluminum Frames,Double Pane Windows,Skylight(s),Vinyl Frames

Exterior

Parking Information

  • Parking Features: Asphalt,Attached,Driveway,Garage Door Opener

Lot Information

  • Additional Parcels: false
  • Irrigation Source: None
  • Irrigation Water Rights: false
  • Lot Features: Fenced,Landscaped,Native Plants,Sloped,Smart Irrigation,Sprinklers In Front,Sprinklers In Rear,Wooded
  • Lot Size Acres: 1.48
  • Lot Size Area: 1.48
  • Lot Size Square Feet: 64468.8
  • Lot Size Units: Acres
  • Road Surface Type: Paved
  • Water Source: Well

Waterfront/View

  • View: Mountain(s),Panoramic,Valley

Building Exterior/Construction

  • Architectural Style: Traditional
  • Attached Garage: true
  • Construction Materials: Frame
  • Roof: Composition

General Information

  • Horse: false
  • Other Structures: Shed(s)
  • Road Frontage Type: Shared Access
  • Sewer: Septic Tank,Standard Leach Field

5366 Pioneer Road Neighborhood

Community

97501 (Medford) Demographics

36
Median Age
887
Population Density (per sq. mile)
25%
College Educated
$48,865
Estimated Median Income
10,029
Estimated Total Home Owners
8,656
Estimated Total Renters
54% / 46%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

5366 Pioneer Road Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

5366 Pioneer Road Market Data

Based on the last 30 days in this zip code

$368,725
Average List Price
$241
Average Price per Square Foot
42
Properties Sold
113
Average Days on Market
263
Properties for Sale
Calculations provided by Reliance Network

5366 Pioneer Road History

Date Event Value Agent
6/15/2026Source: Oregon Datashare Price Reduction
$589,500 -1.5%
5/8/2026Source: Oregon Datashare Added to Database
May 08, 2026