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Alexander King, Broker
(541) 921-5849

11777 Highway 238, Jacksonville, OR 97530

$8,500,000
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Property Description

Welcome to Red Lily Vineyards, one of the most acclaimed vineyards in the esteemed Applegate Valley of Southern Oregon. Renowned for its exceptional wines and captivating scenery, Red Lily Vineyards presents an alluring mix of established wine and agri-business with great opportunities for event and hospitality expansion. It's not just a business; it's a gateway to an extraordinary experience and a haven for those seeking a rare and sought-after investment and lifestyle opportunity. This 255-acre ranch and estate boasts strong water rights, breathtaking river frontage, a state-of-the-art winery, mature vineyards, and an expanses of quality irrigated land for vineyard and agricultural expansion plus perhaps the most iconic and well-trafficked wine tasting experience in Southern Oregon. Nestled atop a secluded knoll, commanding picturesque views of the Applegate Valley, is the main residence, a quintessential American cedar shingle-style home boasting over 4,000 square feet of living space. The second home, known as the winemaker's house, is a delightful farmhouse that has been thoughtfully updated. With its well-established reputation and a wealth of infrastructure, Red Lily provides an excellent platform for business expansion. This includes options for expanding vineyard and agri-business operations, developing a hospitality business with a focus on events such as destination weddings, as well as on-site accommodations like bed and breakfast and cabin rentals. An additional estate dwelling and farm-to-consumer sales are also relevant opportunities. This rare gem offers an unparalleled setting with 3,300 feet of Applegate River frontage and convenient access to incredible outdoor activities. The phenomenal location is a short commute from all the conveniences of Jacksonville and Medford and is centrally located within Southern Oregon. The offering is a hybrid sale that includes the business, brand, and real estate. Owner terms may be available. Thank you!

11777 Highway 238 | MLS# 23696912

This single family home located at 11777 Highway 238, Jacksonville, OR 97530 is currently listed for sale with an asking price of $8,500,000. This property was built in 1960 and has 4 bedrooms and 3 full baths with 4527 sq. ft. Highway 238 is located in the Applegate Valley subdivision. Search Applegate Valley real estate on alexanderking.bendpremierrealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Crawl Space
Cooling: Heat Pump
Fireplaces: 2
Fuel Type: Electricity, Propane
Heating: Forced Air, Heat Pump
Home Style: Custom Style
Lot Size: 255.90 Acres
Roof Type: Composition
Stories: 2.0
Taxes: $14,683
Year Built: 1960
Square Feet: 4,527

Feature Descriptions

Accessibility: Accessible Entrance, Bathroom Cabinets, Parking
Bathroom: 1.0 (Main), 2.0 (Upper)
Body of Water: Applegate River
Days on Site: 969
Exterior: Shingle Siding
Exterior: Barn, Corral(s), Covered Patio, Garden, Outbuilding, Porch, RV Parking, Second Residence, Workshop
Fireplace: Wood Burning
Hot Water: Electricity
Interior: Ceiling Fan(s), Home Theater, Jetted Tub, Laundry, Marble
Kitchen: Built-in Range, Built-in Refrigerator, Convection Oven, Dishwasher, Disposal, Island, Microwave, Pantry, Tile, Trash Compactor
Lot: Gated, Hilly, Level, Private
Parking Notes: Detached, RVAccessParking, Secured
Sewer: Septic Tank
Special View Info: River, Valley, Vineyard
Square Footage: 3290 (Main), 1237 (Upper)
Water: Well
Waterfront: River Front

Local Schools

High School: South Medford
Middle School: Other
Elementary School: Ruch

Listed By / Shown By

Listed By

Agency Name: LUXE Forbes Global Properties
Agency Phone: 503-389-2112

Shown By

Agent Name: Alexander King, Broker
Agent Phone: (541) 921-5849
Agency Title: Bend Premier Real Estate

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Estimated Payment

$ 46,683.38 per month $42,980.63 Principal & Interest $1,223.58 Property Tax $2,479.17 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/06/2026. The listing information on this page last changed on 04/06/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 04/06/2026 12:35:31 AM EST) or RMLS (last updated Mon 04/06/2026 12:33:18 AM EST) or COAR/MLSCO (last updated Mon 04/06/2026 12:31:15 AM EST). Real estate listings held by brokerage firms other than Bend Premier Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS of Portland, Oregon. Real estate listings held by other brokerage firms are marked with the RMLS logo, and detailed information about these properties includes the names of the listing brokers. Listing content is copyright © 2026 RMLS, Portland, Oregon. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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