Listing provided courtesy of John L. Scott Medford- MLS# 220219782MLS ProviderContact Information: [email protected]

5293 Highway 66Ashland, OR 97520

Single Family · 4 Beds · 3 Full Baths · 1 Half Bath · 4,977 Sq. ft. | 29.82 Acres
$2,195,000 Active

5293 Highway 66 Overview

Time on Site:
69 days
Visits:
0

Located just outside Ashland, this property offers a rare blend of natural beauty, water, quality improvements, and convenience. The custom built home is thoughtfully positioned to capture expansive views across the surrounding valley and toward distant mountains. This elevated country estate draws from a Northwest lodge aesthetic, offering welcoming living spaces, a spacious multilevel layout and a seamless indoor outdoor connection with expansive outdoor living spaces. A picturesque stretch of Neil Creek framed by mature trees adds character and tranquility. Gently rolling topography, lush pasture, and water rights support a variety of Ag uses. A recently constructed 5,000 SF barn complements the property and offers outstanding flexibility for equipment, hobbies, or recreational use. Ideal as a homestead or simply an elegant place to enjoy connection to the outdoors, this is a property that captures the essence of Southern Oregon living while remaining just minutes from Ashland.

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5293 Highway 66 Facts & Features

  • Type Single Family
  • Sq. ft. 4,977
  • Price/Sq.ft. $441
  • Lot 29.82 Acres

Details

General

Association/HOA

  • Association: false

School Information

  • Elementary School: Bellview Elem
  • Middle Or Junior School: Ashland Middle
  • High School: Ashland High

Building Information

  • New Construction: false
  • Year Built: 2006

Location/Region

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

Tax Information

  • Tax Annual Amount: 9380.05
  • Tax Year: 2025

General Information

  • Inclusions: Kitchen appliances, Washer, Dryer
  • Listing Terms: Cash,Conventional
  • Parcel Number: 10104932
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Senior Community: false
  • Special Listing Conditions: Standard,Trust

Interior

Parking Information

  • Garage Spaces: 2.0
  • Garage: true

Beds/Baths

  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total: 4
  • Bedrooms Total: 4

Building Interior

  • Building Area Total: 4977.0

General Information

  • Appliances: Dishwasher,Disposal,Dryer,Microwave,Oven,Refrigerator,Washer,Water Heater
  • Basement: Daylight,Finished
  • Common Walls: No Common Walls
  • Fireplace Features: Living Room,Propane
  • Fireplace: true
  • Flooring: Carpet,Hardwood,Tile
  • Foundation Details: Block
  • Interior Features: Built-in Features,Granite Counters,Kitchen Island,Linen Closet,Pantry,Shower/Tub Combo,Soaking Tub,Tile Shower
  • Levels: Two
  • Living Area: 4977.0
  • Living Area Source: Assessor
  • Security Features: Carbon Monoxide Detector(s),Security System Leased,Smoke Detector(s)
  • Window Features: Double Pane Windows,Skylight(s),Wood Frames

Exterior

Parking Information

  • Parking Features: Attached,Driveway,Garage Door Opener,Gated,Gravel,RV Access/Parking,Storage

Lot Information

  • Additional Parcels Description: (10105084) 39S-2E-19 TL1902
  • Additional Parcels: true
  • Irrigation Source: Creek,District
  • Irrigation Water Rights Acres: 24.48
  • Irrigation Water Rights: true
  • Lot Features: Fenced,Landscaped,Pasture,Water Feature
  • Lot Size Acres: 29.82
  • Lot Size Area: 29.82
  • Lot Size Square Feet: 1298959.2
  • Lot Size Units: Acres
  • Road Surface Type: Gravel
  • Water Source: Cistern,Well

Waterfront/View

  • View: Creek/Stream,Mountain(s),Panoramic,Territorial
  • Waterfront Features: Pond,Creek
  • Waterfront: true

Building Exterior/Construction

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

General Information

  • Exterior Features: Spa/Hot Tub
  • Horse: true
  • Other Structures: Poultry Coop,Workshop
  • Road Frontage Type: Shared Access
  • Sewer: Sand Filter,Septic Tank

5293 Highway 66 Neighborhood

Community

97520 (Ashland) Demographics

47
Median Age
81
Population Density (per sq. mile)
65%
College Educated
$58,590
Estimated Median Income
7,005
Estimated Total Home Owners
4,712
Estimated Total Renters
60% / 40%
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.

5293 Highway 66 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.

5293 Highway 66 Market Data

Based on the last 30 days in this zip code

$937,265
Average List Price
$403
Average Price per Square Foot
46
Properties Sold
117
Average Days on Market
237
Properties for Sale
Calculations provided by Reliance Network

5293 Highway 66 History

Date Event Value Agent
4/21/2026Source: Oregon Datashare Added to Database
April 21, 2026