$2,395,000

5293 Oregon 66 Ashland, OR 97520

Estimated payment $14,050/month

Total Views 174
4 Beds
3.5 Baths
4,850 Sq Ft
$494 Price per Sq Ft

Highlights

  • Barn
  • Spa
  • RV Garage
  • Ashland Middle School Rated A-
  • Home fronts a creek
  • Gated Parking

About This Home

Tucked behind a gated entry, this timeless Craftsman estate offers sweeping mountain and valley views across 29.5 lush, irrigated acres. The great room features a large gas fireplace and French doors that open to expansive Ipe decks. The chef's kitchen includes a Sub-Zero fridge, stainless cooktop, granite counters, cherry cabinetry, fir beams, and both breakfast area and bar. Upstairs are 4 bedrooms, including a vaulted primary suite with a balcony, soaking tub, glass shower, and radiant tile floors. Downstairs: media/family room and office or 5th bedroom. Natural light pours in through expansive windows. The 5,000 SF barn has room for 8+ cars, RVs, boats—or even pickleball and volleyball. Two oversized electric doors open wide for air and views. Fenced pastures with creek frontage support animals, crops, or vineyard potential. Minutes to Emigrant Lake and downtown Ashland's plaza, restaurants, and theaters. Tremendous privacy, panoramic views, and skies full of stars.

Listing Agent

Camilla Cassity

Gateway Real Estate License #950100186 Listed on: 07/17/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $9,415

Year Built

  • Built in 1994

Lot Details

  • 29.52 Acre Lot
  • Home fronts a creek
  • Home fronts a pond
  • Property fronts an easement
  • Poultry Coop
  • Fenced
  • Drip System Landscaping
  • Front and Back Yard Sprinklers
  • Additional Parcels
  • Property is zoned EFU, EFU

Parking

  • 2 Car Garage
  • Workshop in Garage
  • Garage Door Opener
  • Gravel Driveway
  • Shared Driveway
  • Gated Parking
  • RV Garage

Property Views

  • Panoramic
  • Mountain
  • Territorial
  • Valley

Home Design

  • Craftsman Architecture
  • Frame Construction
  • Composition Roof

Interior Spaces

  • 4,850 Sq Ft Home
  • 3-Story Property
  • Open Floorplan
  • Wired For Sound
  • Built-In Features
  • Dry Bar
  • Vaulted Ceiling
  • Gas Fireplace
  • Double Pane Windows
  • Mud Room
  • Great Room with Fireplace
  • Family Room
  • Dining Room
  • Home Office
  • Bonus Room

Kitchen

  • Eat-In Kitchen
  • Breakfast Bar
  • Oven
  • Cooktop with Range Hood
  • Microwave
  • Dishwasher
  • Wine Refrigerator
  • Granite Countertops
  • Disposal

Flooring

  • Wood
  • Carpet
  • Stone

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Linen Closet
  • Walk-In Closet
  • Soaking Tub
  • Bathtub with Shower

Laundry

  • Laundry Room
  • Dryer
  • Washer

Home Security

  • Carbon Monoxide Detectors
  • Fire and Smoke Detector

Eco-Friendly Details

  • Sprinklers on Timer

Outdoor Features

  • Spa
  • Covered Deck
  • Patio
  • Outdoor Water Feature
  • Separate Outdoor Workshop
  • Shed
  • Side Porch

Schools

  • Ashland Middle School
  • Ashland High School

Farming

  • Barn
  • 21 Irrigated Acres
  • Pasture

Utilities

  • Cooling Available
  • Zoned Heating
  • Heat Pump System
  • Irrigation Water Rights
  • Well
  • Water Heater
  • Water Purifier
  • Water Softener
  • Sand Filter Approved
  • Septic Tank

Community Details

  • No Home Owners Association

Listing and Financial Details

  • Tax Lot 504
  • Assessor Parcel Number 10104932

Home Details

Home Type

Single Family

Est. Annual Taxes

$9,415

Year Built

Built in 1994

Lot Details

0

Parking

2

Listing Details

  • Architectural Style: Craftsman
  • Garage Yn: Yes
  • Unit Levels: Three Or More
  • Lot Size Acres: 29.52
  • Prop. Type: Residential
  • New Construction: No
  • Property Sub Type: Single Family Residence
  • Road Frontage Type: Easement, Shared Access
  • Road Surface Type: Gravel
  • Subdivision Name: N/A
  • Year Built: 1994
  • Co List Office Phone: 541-482-1040
  • MLS Status: Active
  • General Property Information Elementary School: Check with District
  • General Property Information Middle Or Junior School: Ashland Middle
  • General Property Information High School: Ashland High
  • General Property Information:Zoning2: EFU
  • General Property Information Senior Community YN: No
  • General Property Information Audio Surveillance on Premises YN: No
  • View Territorial: Yes
  • Location Tax and Legal:Tax Lot: 504
  • General Property Information:Bathrooms Half: 1
  • General Property Information Accessory Dwelling Unit YN: No
  • General Property Information New Construction YN: No
  • Appliances Refrigerators: Yes
  • Appliances Dryer: Yes
  • Appliances Microwave: Yes
  • Washers: Yes
  • Common Walls:No Common Walls: Yes
  • Lot Features Water Feature: Yes
  • Security Features:Carbon Monoxide Detector(s): Yes
  • Security Features:Smoke Detector(s): Yes
  • Rooms:Kitchen: Yes
  • Rooms:Laundry: Yes
  • Other Structures:Shed(s): Yes
  • Other Structures:Workshop: Yes
  • Road Surface Type Gravel2: Yes
  • Water Source:Well: Yes
  • Flooring:Hardwood: Yes
  • Road Frontage Type:Easement: Yes
  • View:Mountain(s): Yes
  • Flooring:Carpet: Yes
  • Lot Features Drip System: Yes
  • Lot Features Sprinkler Timer(s): Yes
  • Roof:Composition: Yes
  • Rooms:Office2: Yes
  • Rooms Eating Area: Yes
  • Rooms:Great Room2: Yes
  • Water Softeners: Yes
  • Other Structures:Barn(s): Yes
  • View:Valley: Yes
  • Other Structures RVBoat Storage2: Yes
  • Architectural Style Craftsman: Yes
  • Utilities Phone Connected: Yes
  • Other Structures Poultry Coop: Yes
  • Flooring Stone: Yes
  • Levels Three Or More: Yes
  • Waterfront Features Creek2: Yes
  • Utilities Propane3: Yes
  • Special Features: VirtualTour

Interior Features

  • Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Oven, Range Hood, Refrigerator, Washer, Water Heater, Water Purifier, Water Softener, Wine Refrigerator
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Total Bedrooms: 4
  • Fireplace Features: Gas, Great Room
  • Flooring: Carpet, Hardwood, Stone
  • Interior Amenities: Breakfast Bar, Built-in Features, Dry Bar, Granite Counters, Linen Closet, Open Floorplan, Pantry, Shower/Tub Combo, Soaking Tub, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wired for Sound
  • Window Features: Double Pane Windows
  • Fireplace: Yes
  • Appliances Dishwasher: Yes
  • Appliances:Water Purifier: Yes
  • Interior Features:Open Floorplan: Yes
  • Other Rooms:Bonus Room: Yes
  • Appliances:Oven: Yes
  • Appliances:Range Hood: Yes
  • Fireplace Features:Gas: Yes
  • Fireplace Features:Great Room: Yes
  • Interior Features:Pantry: Yes
  • Interior Features ShowerTub Combo: Yes
  • Interior Features:Soaking Tub: Yes
  • Interior Features:Stone Counters: Yes
  • Interior Features:Walk-In Closet(s): Yes
  • Other Rooms:Dining Room: Yes
  • Other Rooms:Family Room2: Yes
  • Other Rooms:Mud Room: Yes
  • Appliances:Cooktop: Yes
  • Appliances:Wine Refrigerator: Yes
  • Interior Features:Built-in Features: Yes
  • Interior Features:Granite Counters: Yes
  • Interior Features:Breakfast Bar: Yes
  • Interior Features Linen Closet: Yes
  • Interior Features:Vaulted Ceiling(s): Yes
  • Interior Features:Wired for Sound: Yes
  • Interior Features:High Speed Internet: Yes
  • Interior Features:Dry Bar: Yes

Exterior Features

  • Common Walls: No Common Walls
  • Construction Type: Frame
  • Exterior Features: Spa/Hot Tub
  • Foundation Details: Other
  • Lot Features: Drip System, Fenced, Landscaped, Pasture, Sprinkler Timer(s), Sprinklers In Front, Sprinklers In Rear, Water Feature
  • Other Structures: Barn(s), Poultry Coop, RV/Boat Storage, Shed(s), Workshop
  • Roof: Composition
  • View: Mountain(s), Panoramic, Territorial, Valley
  • Waterfront Features: Pond, Creek
  • Waterfront: Yes
  • Patio And Porch Features: Covered Deck, Patio, Porch, Side Porch
  • Lot Features:Fenced: Yes
  • Construction Materials:Frame: Yes
  • Lot Features:Landscaped: Yes
  • Lot Features:Sprinklers in Front: Yes
  • Lot Features:Sprinklers In Rear: Yes
  • Window Features:Double Pane Windows: Yes
  • View:Panoramic: Yes
  • Lot Features:Pasture: Yes
  • Exterior Features:SpaHot Tub2: Yes
  • Waterfront Features:Pond3: Yes
  • Patio and Porch Features:Patio: Yes
  • Patio and Porch Features Porch: Yes
  • Patio and Porch Features Covered Deck: Yes
  • Patio and Porch Features Side Porch: Yes

Garage/Parking

  • Garage Spaces: 2.0
  • Parking Features: Driveway, Garage Door Opener, Gated, Gravel, RV Access/Parking, RV Garage, Shared Driveway, Workshop in Garage
  • Attached Garage: No
  • General Property Information:Garage YN: Yes
  • General Property Information:Garage Spaces: 2.0
  • Parking Features:Driveway: Yes
  • Parking Features:Garage Door Opener: Yes
  • Parking Features:Gravel: Yes
  • Parking Features:RV AccessParking: Yes
  • Parking Features:Shared Driveway: Yes
  • Parking Features:RV Garage: Yes
  • Parking Features:Workshop in Garage: Yes
  • Parking Features:Gated2: Yes

Utilities

  • Cooling: Heat Pump
  • Heating: Electric, Heat Pump, Zoned
  • Security: Carbon Monoxide Detector(s), Smoke Detector(s)
  • Sewer: Sand Filter, Septic Tank
  • Water Source: Well
  • Cooling Y N: Yes
  • HeatingYN: Yes
  • Water Heater: Yes
  • Sewer Septic Tank: Yes
  • HeatingCooling:Heat Pump: Yes
  • Heating:Electric2: Yes
  • Heating:Zoned2: Yes
  • Heating:Heat Pump2: Yes

Condo/Co-op/Association

  • Association: No
  • Senior Community: No

Association/Amenities

  • General Property Information:Association YN: No

Schools

  • Elementary School: Check with District
  • High School: Ashland High
  • Middle Or Junior School: Ashland Middle

Lot Info

  • Additional Parcels Description: Acct # 10105084
  • Additional Parcels: Yes
  • Lot Size Sq Ft: 1285891.2
  • Parcel #: 10104932
  • Irrigation Water Rights Acres: 20.7
  • Irrigation Water Rights: Yes
  • ResoLotSizeUnits: Acres
  • Zoning Description: EFU

Tax Info

  • Tax Annual Amount: 9415.0
  • Tax Lot: 504
  • Tax Map Number: 39 2E 19
  • Tax Year: 2024

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $9,380 $678,057 $93,607 $584,450
2024 $9,380 $658,431 $91,001 $567,430
2023 $9,084 $639,379 $88,469 $550,910
2022 $8,769 $639,379 $88,469 $550,910
2021 $8,481 $620,883 $86,013 $534,870
2020 $8,258 $602,921 $83,621 $519,300
2019 $8,072 $568,551 $79,051 $489,500
2018 $6,635 $487,143 $76,863 $410,280
2017 $6,587 $487,143 $76,863 $410,280
2016 $6,402 $459,421 $72,681 $386,740
2015 $6,322 $459,421 $72,681 $386,740
2014 $5,889 $433,293 $68,733 $364,560
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/17/2025 07/17/25 For Sale $2,395,000 -- $494 / Sq Ft
Source: Oregon Datashare

Purchase History

Date Type Sale Price Title Company
Warranty Deed $1,250 Fa
Interfamily Deed Transfer -- Accommodation
Interfamily Deed Transfer -- First American
Interfamily Deed Transfer -- None Available
Interfamily Deed Transfer -- None Available
Warranty Deed $1,360,000 Lawyers Title Ins
Warranty Deed $510,000 Jackson County Title
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $250,001 Credit Line Revolving
Open $914,000 New Conventional
Previous Owner $892,142 New Conventional
Previous Owner $150,000 Credit Line Revolving
Previous Owner $940,000 Purchase Money Mortgage
Previous Owner $485,000 Fannie Mae Freddie Mac
Previous Owner $356,950 Purchase Money Mortgage
Source: Public Records

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Source: Oregon Datashare

MLS Number: 220204957

Oregon Datashare

APN: 10104932

Oregon Jackson County Ashland 97520

5293 Oregon 66, Ashland, OR

This home is located at 5293 Oregon 66, Ashland, OR 97520 and is currently priced at $2,395,000, approximately $493 per square foot. This property was built in 1994. 5293 Oregon 66 is a home located in Jackson County with nearby schools including Bellview Elementary School, Ashland Middle School, and Ashland High School.

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Nearby Homes
Listing Agent
Camilla Cassity
Section Image
Gateway Real Estate
(541) 821-3543