Discover this extraordinary Southern Oregon Luxury 2 acre estate perched above downtown Ashland w/ views & incredible privacy. This custom built Pagnini home 5313 SQ FT, 5 bdrms, 5.5 bthms, 5 Car Garage + an additional 720 sq ft detached guest quarters. Grand entry, stunning wood floors, soaring ceilings, multiple fireplaces & walls of windows to take in the incredible views & abundant natural light. Gourmet kitchen w/ quartz countertops, skylights & SS appliances w/ double ovens. Main level primary suite w/ terrace access offers a soaking tub & steam shower. 2 upstairs guest suites both come complete w/ private balcony & breakfast bar. Additionally this incredible home features a slate roof, sauna, elevator, a spacious office w/ en-suite + so much more. European-style terrace w/ big natural boulders, fruit trees, a dog run, greenhouse, and manicured gardens along w/ abundant wildlife- no expense was spared on this remarkable Ashland retreat & it truly shows
3 Tiers of Ashland, located between Lithia Park and the Southern Oregon University campus, is a hillside and walkable Ashland neighborhood with terraced streets and valley views. The neighborhood’s character concentrates around the Plaza at N Main Street and E Main Street, where bookstores, galleries, and sidewalk cafes set a steady, arts-forward pace. Historic Craftsman and Victorian-era homes mix with tucked-in cottages and small-lot infill along the slopes. The Oregon Shakespeare Festival’s Angus Bowmer Theatre and the Ashland Library act as cultural anchors for daily routines. Lithia Park’s trails and the creek corridor shape the outdoor rhythm, while downtown blocks keep errands and evenings close at hand.
Provided by Walk Score and Local Logic
Offer insights
500 Ashland Loop Rd · $2,500,000
$2.46M and above
75% chance or better to win
Why $2.46M+ is a strong offer
DAYS ON MARKET
110 days
The average home goes pending in 28 days.
SALE-TO-LIST
98.2%
Most homes are selling 2% below list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
Bidet
Built-in features
Ceiling fans
Central vacuum
Double vanity
Elevator
Enclosed toilet(s)
Granite counters
In-law floorplan
Laminate counters
Linen closet
Open floorplan
Pantry
Primary bedroom located downstairs
Shower/tub combo
Smart thermostat
Soaking tub
Stone counters
Tile counters
Tile shower
Vaulted ceilings
Walk-in closets
Wet bar
Wired for sound
Gas fireplace
Wood-burning fireplace
Fireplace in great room
Bedrooms
5 bedrooms
Includes a second primary suite
Primary bedroom on the main level
Accessible bedroom
Bathrooms
7 bathrooms (5 full, 2 half)
Kitchen
Cooktop
Double oven
Dishwasher
Disposal
Refrigerator
Wine refrigerator
Pantry
Granite, stone, tile and laminate counters
Laundry & utility
Washer
Dryer
Water heater
Laundry room
Flooring
Carpet
Hardwood
Laminate
Tile
Heating & cooling
Forced air heating
Natural gas heating
Radiant heating
Wood heating
Central air
Other cooling
Has heating and cooling
Exterior features
Slate roof
Aluminum and wood window frames with double pane glass
Skylights
Greenhouse
Guest house
Kennel/dog run
RV/boat storage
Second garage
Shed(s)
Additional storage
Drip irrigation system
Fenced yard
Garden
Landscaped grounds
Level and sloped terrain with rock outcropping
Sprinkler system with timers (front and rear)
Wooded areas
Exterior entry to the basement
Shared access frontage (paved road)
Home design
Residential single-family home
Two levels
Detached accessory dwelling unit (ADU) present and permitted (720 sq ft)
No common walls
Video surveillance on premises
Parking
Attached and detached garage options
5 garage spaces
Driveway
Asphalt surfaces
Garage door opener
RV access/parking
Shared driveway
Security
Carbon monoxide detectors
Fire sprinkler system
Owned security system
Smoke detectors
Construction
Built in 1995
Concrete and frame construction
Block, brick/mortar and concrete perimeter foundation
Utilities
Public water
Public sewer
Natural gas connected
Cable connected
High-speed internet available
Public utilities
HOA & community
No CCRs
Other
Short-term rental permit not issued
Electricity and solar
View estimated energy costs and solar savings for this home
Superb, private location, just above downtown Ashland, for this 2-acre, in-town property with amazing 360 views. Beautiful custom home features spacious rooms, walls of windows, high ceilings, hardwood and tile floors, beautiful woodwork and expansive European terrace to take in the views. Main level includes a grand living room w/ fireplace, adjacent library or study; dining room; MBR Suite opening to the private terrace; spacious Chef's kitchen; an office or 4th bedroom w/ en-suite bath and a large utility room w/ built-in craft/hobby areas. Upstairs includes 2 bedrooms w/ en-suite baths, accessed by either the stairs or elevator. Detached 770 sf, self-contained guest quarters. Gorgeous grounds w/ picturesque boulders, garden area and writers or artists studio. 3-car attached garage + spacious detached garage/shop + 6 off street parking spaces. Truly a remarkable property!
Public Records
Dec 12, 1994
Sold
$245,000
$41/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$26,611 (+1.9%)
$317,790 + $1,414,220
$1,732,010
2024
$26,112 (+0.3%)
$317,790 + $1,414,220
$1,732,010
2023
$26,045 (+3.3%)
$299,550 + $1,333,050
$1,632,600
2022
$25,211 (+3.5%)
$290,820 + $1,294,230
$1,585,050
2021
$24,355 (+4.8%)
$290,820 + $1,294,230
$1,585,050
2020
$23,237 (+3.7%)
$282,340 + $1,256,550
$1,538,890
2019
$22,414 (+1.8%)
$274,120 + $1,219,950
$1,494,070
2018
$22,014 (+5.6%)
$258,390 + $1,149,930
$1,408,320
2017
$20,838 (+0.8%)
$250,870 + $1,116,440
$1,367,310
2016
$20,672 (+1.8%)
$243,559 + $1,083,930
$1,327,489
2015
$20,305 (+2.7%)
$236,460 + $1,052,370
$1,288,830
2014
$19,778
$229,570 + $1,021,730
$1,251,300
Public record
Public record
Permits
Beds
1
Baths
1
Stories
1
Lot width
—
Lot depth
—
Lot size
2 Acres
Year renovated
1995
Finished Sq. Ft.
720
Unfinished Sq. Ft.
—
Total Sq. Ft.
720
Year built
1995
Style
Single Family Residential
County
Jackson County
APN
10784491
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 13, 2026.
Jul 28, 2021 • Final
Building: residential mechanical
HVAC
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
4/10 Fire Factor
2% chance of being in a wildfire in next 30 years
4/10 Heat Factor
4 days above 90° expected this year, 8 days in 30 years
1/10 Wind Factor
Minimal risk of severe winds over next 30 years
10/10 Air Factor
33 unhealthy days expected this year, 34 days in 30 years
Provided by First Street
Historical weather
Ashland, OR • 97520
Average low and high temperatures (°F)
49
33
49
34
57
38
62
40
71
46
79
52
87
59
85
59
80
54
64
44
51
37
48
35
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
86/ 100
Very good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.9 hrs
3.5 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 500 Ashland Loop Rd
$2,392,798
$107K under list price of $2.50M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $510K to $1.2M.