For sale

$1,499,000

Est. $8,861/mo —

•

4,899

sq ft

2076 Upper Applegate Rd, Jacksonville, OR 97530

About this home

Experience one of Southern Oregon's finest riverfront estates in the heart of the renowned Applegate Valley wine region. Located less than 15 minutes from historic Jacksonville, you'll enjoy easy access to acclaimed restaurants, wineries, galleries, and small-town charm. Set on 14.62 acres zoned EFU with over 700 feet of coveted Applegate River frontage, where gentle flows and the sounds of shimmering riffles create an unforgettable setting. Fish from your own shoreline, watch abundant wildlife, or simply relax by the river. The 4,899 sq ft custom home showcases soaring ceilings, dramatic natural wood beams, a sweeping oak spiral staircase, expansive windows framing breathtaking river views, geothermal heating, and spacious decks. Private guest wing, iconic Big Red Barn with horse stalls and runs, orchard, fenced pastures, greenhouse, 10.6 irrigated acres with golf course style irrigation system, and 1857 senior water rights complete this remarkable legacy estate.

Single-familyProperty Type

1996Year Built

14.62 acresLot Size

$306Price/Sq.Ft.

2 car garageParking

Listed by Ryan Redding • Windermere Van Vleet & Assoc.

Listed by Steve Parmelee • Windermere Van Vleet & Assoc.

Listing updated: Aug 5, 2026 at 09:47am

Redfin checked: a few seconds ago

•Source:MLSCO #220225118

Payment calculator

$8,861 per month

Principal and interest$8,079

Property taxes

$545

HOA dues

Home insurance

$237

Utilities

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Mortgage resources

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Open houses

No upcoming open houses.

Nearby open houses (4)

Around this home

Schools

K - 12
Preschool & daycare

Ruch Outdoor Community School

Public K-8 • Assigned • 1.9mi

8/10

South Medford High School

Public 9-12 • Assigned • 10.5mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

2076 Upper Applegate Rd · $1,499,000

Strong offer

$1.48M and above

75% chance or better to win

Why $1.48M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 32 days.

SALE-TO-LIST

Most homes are selling 2% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Built-in features
Ceiling fans
Central vacuum
Double vanity
Enclosed toilet(s)
Fiberglass stall shower
Granite counters
In-law floorplan
Kitchen island
Open floorplan
Pantry
Primary bedroom located downstairs
Shower/tub combo
Stone counters
Tile counters
Vaulted ceilings
Walk-in closets
Wood-burning fireplace in the great room
Daylight, unfinished basement

Bedrooms
4 bedrooms (includes a primary bedroom and a second primary)

Bathrooms
3 full bathrooms
1 half bathroom

Kitchen
Cooktop
Oven
Microwave
Dishwasher
Garbage disposal
Refrigerator
Trash compactor
Kitchen island
Pantry
Granite and stone counters

Laundry & utility
Washer
Dryer
Water heater

Flooring
Carpet
Hardwood
Tile

Heating & cooling
Forced air
Geothermal heating
Heat pump
Radiant heating
Wood heating
Central air
Zoned cooling

Sale and tax history for 2076 Upper Applegate Rd

Sale History
Tax History

Date

Event

Price

MLSCO #220225118

Jul 20, 2026

Listed

$1,499,000

$306/sq ft

MLSCO #220224335

Jul 1, 2026

Listing Removed

—

Jun 22, 2026

Listed

$1,499,000

$306/sq ft

MLSCO #103012139

Jul 2, 2020

Sold

$1,100,000

$225/sq ft

Apr 6, 2020

Listed

$1,195,000

$244/sq ft

+30

AN OREGON DREAM w/ approx 700 ft of Applegate River frontage & water rights for 10 acres of Irrigation! Fly Fish on your own property! Minutes to Applegate Lake & Jacksonville. Timber frame post & beam w/ vaulted ceilings, rustic trusses, an architectural masterpiece! 2 family set up, 1bd/1ba cottage is attached w/ vaulted wood bm ceilings, open ktchn to great rm w/ wood stove, separate doors to river view. Main hm 8ft glass doors, w lg windows, open beams & many built-ins throughout. Open kitchen w lg island granite counters, 5 burner cooktop lg vaulted open beam ceilings & European style cabinets, walk-in pantry. Lg great rm, w/ flr - ceiling windows w/ river views, lg beam & stucco wall, wood burning frplc, French doors to decking, 3 Mastr suites, 1 w lg sitting area, open railing, artistic staircase. Lg office loft w/ river views. Lg unfinished basement. In-ground sprinkler, hay shed, 48x40 shop/garage w full bath, wine cellar, work benches, & storage area, garden area & fruit trees.

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

14.62 Acres

Year renovated

1996

Finished Sq. Ft.

4,899

Unfinished Sq. Ft.

—

Total Sq. Ft.

5,530

Year built

1996

Style

Ranch

County

Jackson County

APN

10478830

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 13, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

5/10 Fire Factor

4% chance of being in a wildfire in next 30 years

6/10 Heat Factor

8 days above 95° expected this year, 17 days in 30 years

1/10 Wind Factor

Minimal risk of severe winds over next 30 years

10/10 Air Factor

32 unhealthy days expected this year, 33 days in 30 years

Provided by First Street

Historical weather

Jacksonville, OR • 97530

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

78/ 100

Good sunlight

Sunscore

This home receives average direct sun exposure in Jacksonville. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.8 hrs

5.1 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 2076 Upper Applegate Rd

$1,449,244

$50K under list price of $1.50M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $700K to $1.8M.

SOLD AUG 31, 2026
$799,000 Last sold price
4 beds3 baths2,849 sq ft
1630 Powell Creek Rd, Williams, OR 97544
$26/sq ft
smaller lot
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SOLD JUL 20, 2026
$825,000 Last sold price
3 beds3 baths3,117 sq ft
5225 Sterling Creek Rd, Jacksonville, OR 97530
$41/sq ft
smaller lot
7 years older
SOLD FEB 27, 2026
$1,150,000 Last sold price
3 beds2 baths3,171 sq ft
11609 Highway 238, Jacksonville, OR 97530
$57/sq ft
smaller lot
29 years older
SOLD JUN 16, 2026
$1,800,000 Last sold price
3 beds2 baths2,450 sq ft
10333 Highway 238, Jacksonville, OR 97530
$429/sq ft
smaller lot
27 years older
SOLD JUL 17, 2026
$735,000 Last sold price
3 beds2 baths2,245 sq ft
11655 Highway 238, Applegate, OR 97530
$21/sq ft
larger lot
46 years older
SOLD FEB 17, 2026
$700,000 Last sold price
3 beds3 baths2,928 sq ft
348 Ridgewood Dr, Jacksonville, OR 97530
$67/sq ft
smaller lot
30 years older

Rental earnings

Est. $3,843 per month, based on comparable rentals

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(541) 652-6774