Active

$2,195,000

5293 Highway 66, Ashland, OR 97520

4beds

4baths

4,977sqft

$13,999/mo

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Single Family Residence

Built in 2006

29.82 Acres Lot

$-- Zestimate^®

$441/sqft

$-- HOA

What's special

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.

131 days
536
39

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 4

Heating

Fireplace(s), Electric, Heat Pump, Propane, Radiant, Zoned

Cooling

Heat Pump, Zoned

Appliances

Included: Dishwasher, Disposal, Dryer, Microwave, Oven, Refrigerator, Washer, Water Heater

Features

Built-in Features, Granite Counters, Kitchen Island, Linen Closet, Pantry, Shower/Tub Combo, Soaking Tub, Tile Shower
Flooring: Carpet, Hardwood, Tile
Windows: Double Pane Windows, Skylight(s), Wood Frames
Basement: Daylight,Finished
Has fireplace: Yes
Fireplace features: Living Room, Propane
Common walls with other units/homes: No Common Walls

Interior area

Total structure area: 4,977
Total interior livable area: 4,977 sqft

Property

Parking

Total spaces: 2
Parking features: Attached, Driveway, Garage Door Opener, Gated, Gravel, RV Access/Parking, Storage
Attached garage spaces: 2
Has uncovered spaces: Yes

Features

Levels: Two
Stories: 2
Patio & porch: Covered, Deck, Patio, Porch, Rear Porch, Side Porch, Wrap Around
Spa features: Spa/Hot Tub
Fencing: Fenced
Has view: Yes
View description: Creek/Stream, Mountain(s), Panoramic, Territorial
Has water view: Yes
Water view: Creek/Stream
Waterfront features: Pond, Creek

Lot

Size: 29.82 Acres
Features: Landscaped, Pasture, Water Feature

Details

Additional structures: Poultry Coop, Workshop
Additional parcels included: (10105084) 39S-2E-19 TL1902
Parcel number: 10104932
Zoning description: EFU
Special conditions: Standard,Trust
Horses can be raised: Yes

Construction

Type & style

Home type: SingleFamily
Architectural style: Northwest
Property subtype: Single Family Residence

Materials

Frame
Foundation: Block
Roof: Composition

Condition

New construction: No
Year built: 2006

Utilities & green energy

Sewer: Sand Filter, Septic Tank
Water: Cistern, Well

Community & HOA

Community

Security: Carbon Monoxide Detector(s), Security System Leased, Smoke Detector(s)

HOA

Has HOA: No

Location

Region: Ashland

Financial & listing details

Price per square foot: $441/sqft
Tax assessed value: $1,481,700
Annual tax amount: $9,380
Date on market: 4/21/2026
Cumulative days on market: 131 days
Listing terms: Cash,Conventional
Inclusions: Kitchen appliances, Washer, Dryer
Has irrigation water rights: Yes
Road surface type: Gravel

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
4/21/2026	Listed for sale	$2,195,000$441/sqft
Source: Oregon Datashare #220219782 Report a problem
11/4/2025	Listing removed	$2,195,000$441/sqft
Source: Oregon Datashare #220204957 Report a problem
9/24/2025	Price change	$2,195,000-8.4%$441/sqft
Source: Oregon Datashare #220204957 Report a problem
7/17/2025	Listed for sale	$2,395,000+191500%$481/sqft
Source: Oregon Datashare #220204957 Report a problem
3/8/2011	Sold	$1,250
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2024	$9,380 +3.3%	$658,431 +3%
2023	$9,084 +3.6%	$639,379
2022	$8,769 +3.4%	$639,379 +3%
2021	$8,481 +2.7%	$620,883 +6%
2020	$8,258 +2.3%	$585,483 +3%
2019	$8,072	$568,551 +16.7%
2018	$8,072 +21.7%	$487,143
2017	$6,635 +0.7%	$487,143 +6%
2016	$6,587 +2.9%	$459,421
2015	$6,402 +1.3%	$459,421 +6%
2014	$6,322 +15.8%	$433,293 +3%
2013	$5,462 +4.3%	$420,795 +3%
2012	$5,238 +1.1%	$408,663 +3%
2011	$5,183 -2.7%	$396,933 +3%
2010	$5,329 +2.5%	$385,494 +3%
2009	$5,198 +13%	$374,391 +3%
2008	$4,598 +4.1%	$363,611 +3%
2007	$4,415 -61.2%	$353,145 +3%
2006	$11,390 +221.6%	$342,980 +18%
2005	$3,542 +17.6%	$290,543 +19.9%
2004	$3,012 -0.7%	$242,363 +2.9%
2003	$3,034	$235,427 +26.4%
2002	--	$186,200

Find assessor info on the county website

Monthly payment

Est. payment

Payment breakdown

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Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included

All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.

HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.

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Climate risks

Neighborhood: 97520

Getting around

0 / 100

Car-Dependent

37 / 100

Somewhat Bikeable

Nearby schools

GreatSchools rating

9/10
Bellview Elementary School
Grades: K-5Distance: 2.2 mi
7/10
Ashland Middle School
Grades: 6-8Distance: 3.5 mi
9/10
Ashland High School
Grades: 9-12Distance: 4 mi

Schools provided by the listing agent

Elementary: Bellview Elem
Middle: Ashland Middle
High: Ashland High

Source: Oregon Datashare. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.