11677 Highway 238, Jacksonville, OR, 97530
About This Home
Don't miss this once-in-a-generation opportunity to own a true legacy estate. Applegate River Retreat is an extraordinary riverfront sanctuary set on almost 20 pristine acres with 420' of Applegate River frontage in the heart of Southern Oregon wine country. Blending luxury, income, and a glam-rustic experience, this turnkey estate features three fully finished homes accommodating 21+ guests, two RV sites, a game room, a gym/yoga studio, and a private sauna - creating an unforgettable destination. Currently operating as a successful Airbnb and VRBO, it offers immediate income with approved bed & breakfast potential for weddings, retreats, or exclusive events. Wake to the sound of the river, wander trough towering trees, and enjoy private access to crystal-clear waters. This incredible property is perfectly positioned, steps from award-winning Red Lily Vineyards and Devitt Winery, and minutes to historic Jacksonville and the Britt Music Festival.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1929
Materials
- Foundation: Concrete Perimeter
- Roof: Composition,Metal
- Construction materials: Frame,Log
Type & Style
- Home type: SingleFamily
- Architectural style: Log,Northwest,Ranch
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Dishwasher,Dryer,Microwave,Oven,Range,Range Hood,Refrigerator,Washer,Water Heater
Basement
- Basement: None
Bedrooms & Bathrooms
- Bedrooms: 7
- Bathrooms: 5
Features
- Kitchen Island,Laminate Counters,Linen Closet,Open Floorplan,Primary Downstairs,Shower/Tub Combo,Vaulted Ceiling(s)
- Flooring: Bamboo,Hardwood,Laminate,Tile
- Fireplace features: Insert,Wood Burning
- Fireplace: Yes
- Common walls with other units/homes: No Common Walls
Heating & Cooling
- Heating features: Wall Furnace,Wood
- Cooling features: Wall/Window Unit(s)
Interior Area
- Total structure area: 1,806
- Total interior livable area: 3,696 sqft
Property
Details
- Parcel number: 10305811
- Zoning description: WR
- Special condition: Standard
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered Deck,Deck,Patio,Side Porch
- Exterior features: RV Hookup
- Has view: Yes
- View description: Mountain(s),Neighborhood,River,Territorial
- Has water view: Yes
- Water view: River
- On waterfront: Yes
- Waterfront features: River Front,Waterfront
Lot
- Lot size: 19.60 Acres
- Features: Level,Sloped,Wooded
Parking
- Parking features: Detached Carport,Shared Driveway
- Has uncovered spaces: Yes
- Carport: Yes
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Inland Flooding
- Wildfire
- Heat Wave
- Winter Weather
- Earthquake
- Landslide
How This Home’s Risks Compare
FEMA Declared Disasters in Jackson County and Oregon
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $10,087 | $121,044 |
| Home Insurance * | $451 | $5,412 |
| Property Taxes | $1,804 | $21,648 |
| Electricity | $335 | $4,025 |
| Total | $12,677 | $152,124 |
Income You'd Need if You Spent...
Oregon FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-04-06 | Listed for sale | $2,149,000 |
| 2026-04-01 | Listing removed | $2,195,000 |
| 2026-02-07 | Price change | $2,795,000 |
| 2026-02-07 | Price change | $2,195,000 |
| 2026-01-08 | Price change | $2,995,000 |
| 2025-11-20 | Price change | $2,395,000 |
| 2025-10-09 | Price change | $2,475,000 |
| 2025-10-07 | Listed for sale | $2,500,000 |
| 2015-10-29 | Sold | $645,000 |
View on Zillow