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$895,975
5 Beds 6 Baths 220224081 MLS
Discover this elegant custom log cabin estate on 2.88 park-like acres along the scenic Rogue River Hwy. The main residence exudes warmth with soaring wood ceilings, exposed beams, an open-concept layout, granite counters, tile showers, and new laminate flooring throughout. It features 2 beds and 2 baths on the main level, plus a loft with a half-bath. Two separate 1-bed suites with kitchenettes offer private exterior entries or interior access--perfect for multigenerational living, guests, or Airbnb rental income. An additional detached 624 SF ADU offers a private 1-bed, 1-bath retreat. Premium estate features include a large covered deck, an electric security gate, a 7,500W backup generator, a detached 2-car garage/workshop, a 7-bay carport, and covered RV parking. This rare, multi-dwelling sanctuary blends rustic elegance with incredible income-generating versatility.

8155 Rogue River Highway, Grants Pass

$2,985,000
2 Beds 2 Baths 220222959 MLS
Vineyard, Winery, Creamery, Charcuterie and Vacation Rentals in the beautiful Applegate Valley AVA of South Central Oregon - Established in 1978 will convey turnkey! Equipment, furnishings and all the secrets of wine, cheese and charcuterie making will convey with this beautiful property. 23 deeded and 46 leased acres planted with 12 varietals. Cream and meat are sourced from local farms and processed on the property. Five Winery/Creamery buildings, including a lush tasting room with outdoor seating and picnic area, plus a 2bdr/2ba log home and Studio above a 3-car garage. The Winery has a Capacity of 31,500 Cases. Current Production is 5,000 Cases + Keg & Bulk Wine. A hoist and hopper system is in place to allow for the transition from hand to mechanical harvesting. The white barn has office space, event space, stalls for livestock. The second floor is plumbed for a kitchen, while the main floor serves as a feed room with lockers, laundry and bathroom. Come and take a look!

818 Slagle Creek Road, Grants Pass

$900,000
5 Beds 4 Baths 220221548 MLS
2 HOMES AND A GUEST STUDIO/COTTAGE!!! Just 3 miles from town, this exceptional 11-acre property sits on a sunny south-facing hillside with breathtaking views and endless possibilities. Ideal for a multi-generational family compound, rental income opportunity, homestead, or private retreat, this unique property offers an incredible combination of living space, infrastructure, and outdoor amenities. The 2,200 sq. ft. log home is filled with warmth and rustic charm, while the 1,800 sq. ft. second home includes a full basement for additional living or storage space. A separate 1,200 sq. ft. fenced studio/cottage provides excellent flexibility for guests, a home office, or a creative space. Additional improvements include two large septic systems, RV hookups with water and electricity, a separate laundry room, two tiny cabins, multiple storage buildings, root cellar with shop above, and a barn-style structure on the lower portion of the property with a newer roof. Must see to appreciate!

2909 Dead Indian Memorial Road, Ashland

$525,000
2 Beds 2 Baths 220222030 MLS
Escape to your own private mountain retreat. Nestled on 10 peaceful, forested acres, this authentic log home offers the perfect blend of rustic charm, privacy, and natural beauty. Surrounded by towering trees and abundant wildlife, this is the ideal place to unwind and reconnect with nature. The 1,025 sq. ft. home features 2 bedrooms, 1 full bath, a cozy main-level bedroom, and a spacious loft perfect for guests or additional living space. A newly built detached laundry room with a full bath adds extra convenience. The property also includes a large equipment barn, detached two-car carport, woodshed, and plenty of room to garden, explore, or simply relax. Fresh spring water supplies the home and helps keep the landscape green year-round. Whether you're looking for a full-time residence, weekend getaway, or peaceful escape, this special property captures the timeless appeal of authentic log home living.

836 Ulrich Road, Prospect

$559,000
3 Beds 3 Baths 220221847 MLS
Escape to your private 10+ acre wilderness sanctuary! This grand log home perfectly blends rustic luxury with ultimate functionality. The property backs up to BLM land for unmatched privacy & boasts spectacular, views of the Cascade Mtns. Inside find breathtaking, open-beam vaulted ceilings and a warm, inviting living space centered around a brick-surrounded pellet stove. The highly versatile floor plan offers 2 spacious main-level bdrms. Upstairs, discover a privately tucked-away primary suite complete with an en-suite bath and flexible loft area. Large, functional kitchen features abundant storage, walk-in pantry, and an adjacent dedicated laundry room. The exterior features an oversized garage with built-in shop area, plus dedicated RV parking. Embrace outdoor living on the massive, 932 sq ft covered porch, perfect for morning coffee or sunset views. A dream property for hobbyists, outdoor enthusiasts and travelers alike!

275 Citadel Road, Trail

$499,000
2 Beds 1 Baths 220221456 MLS
Escape to your own private retreat on 82 secluded acres bordering over 600 acres of public land. Tucked into the mountains above Gold Hill, surrounded by oaks & madrone, this rustic cedar cabin is an outdoor lover's paradise & offers the ideal setting for a hunting property w/ a landowner preference tag, recreational getaway, or peaceful 2nd home. Abundant wildlife, creeks, wooded terrain as well as two meadows, & direct access to surrounding public lands create exceptional opportunities for hunting, horsemanship, hiking, & outdoor adventure right from your doorstep. The cozy 2-bedroom cabin features cedar accents, an open living space, ductless heating/cooling & a wood-burning stove for year-round comfort. Enjoy breathtaking mountain views from the covered porch while taking in the unmatched privacy & tranquility. Grow your own vegetables in the fenced garden. A large 1,540 sf shop w/ 2 large shop areas & an office, gated access, & newer septic system complete this rare rural escape.

3315 Sardine Creek Road, Gold Hill

$629,808
3 Beds 2 Baths 220219807 MLS
Picturesque little valley backing up to BLM land & Sterling Dutch trail on 43.20 acres. Rich in history dated back to 1856 homestead in Sterling Creek nestled in Southern Oregon. Charming log style home, Knotte pine doors, vaulted rough cut beams and Knotte pine ceilings. Enter in to the great room/dining room through a lg cedar deck for entertaining and beautiful landscaping w/dbl doors, Vermont cast iron fireplace w/cooking plate. Open staircase to 3rd bdrm or great office. Vaulted wood ceilings in primary suite, 3 lg closets and bath. 2nd bdrm off back of home w/open kitchen, lg walk in pantry w/ hickory cabinets and glass fronts. Milgard dbl pane windows. French doors to a covered patio. Beautiful property w/fruit trees, grape arbor, fenced garden and Dog Park. 3 sheds, slate walkways and great well! Super charming property close to Jacksonville

7484 Sterling Creek Road, Jacksonville

$380,000
3 Beds 1 Baths 220219560 MLS
Don't let the age of this incredible home fool you. It has been updated throughout the years boasting 1512 square feet on an incredibly nice sized beautiful quarter acre lot, this one is impressive! You will find updated vinyl windows showcasing the landscape in all directions, and the cabinets in the kitchen were replaced by a previous owner with granite counters. Laminate flooring runs through the charming 3 bedroom 1 bath home, dutch doors & a walk in pantry. Current owner has had a beautiful sunroom built with walls of windows for a flood of natural light. The entry boasts amazing windows as well with bench seating & laundry. An oversized back covered deck is a perfect place to retreat! The property is fully fenced and tastefully landscaped with incredible floral gardens front and back. Amongst the nicely placed outbuildings include a vintage shop/hobby room with new siding and interior updates, the storage shed has shelves and updated siding.

1203 4th Avenue, Gold Hill

$1,995,000
7 Beds 5 Baths 220218653 MLS
Don't miss this once-in-a-generation opportunity to own Applegate River Retreat, a true Southern Oregon legacy estate. This extraordinary riverfront sanctuary spans nearly 20 private acres with 420' of Applegate River frontage in the heart of the Applegate Valley wine country. Thoughtfully transformed, the property features 3 beautifully finished homes accommodating 21+ guests, 2 RV sites, an authentic Finnish sauna, game room, fitness/yoga studio, reclaimed pastures, forest trails, private swimming holes, and multiple river access points. Perfect for creating lifelong memories with family and friends, hosting unforgettable gatherings, or simply escaping to nature's beauty. Steps from Red Lily Vineyards and Devitt Winery, and just minutes from historic Jacksonville and the renowned Britt Music & Arts Festival. Swim, fish, kayak, hike, relax beneath towering trees, and experience one of Southern Oregon's most remarkable private retreats. Start your legacy today. Truly one of a kind!!!!

11677 Highway 238, Applegate

$745,000
4 Beds 3 Baths 220217086 MLS
NEW PRICE! Own a piece of history! Located on a 1/3-acre lot near downtown Jacksonville's shops, restaurants, wineries, and music venues, this beautifully preserved C.R. Pursell log home was crafted from Douglas fir logs and blends timeless character with thoughtful updates. Highlights include the original stone fireplace built from rocks found on the property and an open floor plan connecting the living room, dining, and kitchen. The kitchen has custom cabinetry, stainless steel appliances, and the original cast iron sink. The main level also offers two bedrooms and a full bath. The primary bedroom upstairs is like a retreat. A finished basement provides a separate living space with its own entrance, laundry, bath, and bonus room--ideal for guests or rental potential. Enjoy mature landscaping and views from a spacious deck & the front porch. Plenty of off-street parking and a large garage/shop.

645 E California Street, Jacksonville

$1,795,000
4 Beds 3 Baths 220213243 MLS
5 magazine quality acres, masterfully landscaped with expansive emerald, green lawns, mature trees, ponds & waterfalls create the perfect setting, built with enduring quality. The walls are solid 4x6 Canadian Western Red Cedar, offering style & durability. Large open-floor plan is perfect for gatherings. Earthy materials feature Saltillo tile flooring, rich cherry custom cabinetry, Milgard wood-cased windows, & vaulted, beamed ceilings add substance & style. Upper-level primary has a private deck overlooking the estate style grounds & mountains. Guest house features dual porches, carport, & sits beside one of five waterfalls. A 22' x 44' greenhouse with raised cedar beds. Nearly a mile of crushed granite paths wind through the landscape. 3-car garage, full RV hook-ups, & a 20'x45' shop. A true paradise. Main home is 3/2, guest home is 1/1.

4896 Highway 66, Ashland

$10,775,000
12 Beds 10 Baths 220210683 MLS
New Frontier Ranch - A storied and truly one-of-a-kind legacy property encompassing 958 breathtaking acres surrounded by pristine wilderness. Steeped in rich history, this remarkable ranch includes a charming farmhouse, museum building, expansive Great Hall, and a private campground with commercial kitchen and bath facilities. Scattered across the land are three rustic cabins, multiple barns and outbuildings, two reservoirs, and irrigated meadows ideal for livestock or crops. Miles of trails wind through forests, meadows, and a preserved ghost town reminiscent of the Old West. Existing resort approvals and extensive infrastructure make it perfect for corporate retreats, events, weddings, festivals, or a destination resort. With unlimited recreation—hiking, horseback riding, ATV adventures, and fishing—this ranch offers both adventure and serenity. A rare opportunity to own a vast wilderness retreat where history, nature, and imagination unite to create something truly extraordinary.

16799 Highway 66, Ashland

$2,985,000
2 Beds 2 Baths 24066691 MLS
Wooldridge Creek Winery, including Crush Pad Creamery, is situated on 23 acres of land which includes 7 acre vineyard. This property, offered for sale for the first time in 47 years, is located 16 miles southeast of Grants Pass. It is sited on a gently descending hillside overlooking the beautiful Applegate Valley. The vineyard, established in 1978, is one of the five original post prohibition vineyards of the Rogue Basin. In addition to the turn-key operation of the winery and the creamery, the sale can include a lease on the adjacent 46 acres of vines planted in twelve varietals. Wooldridge Creek is the only combined winery and creamery in the Northwest.In addition to bulk and keg wines, Wooldridge Creek's case production is currently limited to 5,000 cases per year for the wine club and tasting room. However, the winery has the capacity to produce up to 31,500 cases annually. A hoist and hopper system are in place to allow for the transition from hand to mechanical harvesting, if preferred.The sale includes five winery and creamery buildings, a log home currently used as a short-term vacation rental and a studio apartment above a three-car garage. The tasting room is open daily from 11 a.m. to 5 p.m. Drop by and experience all that is Wooldridge Creek.

818 SLAGLE CREEK RD, Grants Pass

$4,500,000
11 Beds 6 Baths 220173098 MLS
Exclusive 4 Home Opportunity to own a Rogue River Frontage Property with a Boat launch, an inground pool, and 4 homes all on 34.07 EFU acres. This property has it all! Air strip, helicopter pad, 2 Airplane hangars, completely fenced and cross fenced. The property has a shooting range, a lake with a waterfall, a second pond with a number of additional shops and garages. This property has the potential of being an income generating property or a multifamily setup. Do you need a caretaker's live in quarters, well that is another option for this amazing investment. The Sellers have added an outdoor entertainment area with high quality features well worth making the river front setting incredible. The property is on Modoc Road but the main home sits on the low bank river. The irrigation pumps keep the water flowing onto the property and if you choose will keep it plush green all year. This property is a must tour! All information is deemed accurate, Buyer to perform their own due diligence

12214 Modoc Road, White City

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is 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. All information subject to change and should be independently verified. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: