Refine Search
Sort by
$1,350,000
5 Beds 6 Baths 220225703 MLS
Live the Southern Oregon Dream! Welcome to an extraordinary Ashland estate where breathtaking views of Mount Ashland, the Cascades, downtown Ashland, and surrounding vineyards create a spectacular backdrop. Nestled behind a private gated entrance on 5 acres, 3 TID irrigated, this custom-built 5 bedroom, 6 bath home offers luxury, privacy, and versatility. Whether you're seeking a peaceful retreat, a multigenerational home, or space to operate a home-based business, this property adapts to your lifestyle. The thoughtfully designed floor plan features TWO private suites with their own entrance, ideal for extended family, a professional office, or creative studio. Garden beds, fruit trees, space for horses, animals, a 28 GPM well, RV hookups w/220, abundant parking, just minutes from the Shakespeare Festival, galleries, wineries and award-winning restaurants. You'll enjoy the best of country living without sacrificing convenience. Luxury. Privacy. Self-sufficiency. Endless possibilities.

808 Pompadour Drive, Ashland

$1,499,000
4 Beds 4 Baths 220225118 MLS
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.

2076 Upper Applegate Road, Jacksonville

$899,000
4 Beds 3 Baths 220225404 MLS
Enjoy the best of Rogue Valley living on 1.71 usable acres along scenic Old Stage Road. This beautifully updated 4-bedroom + office, 2.5-bath home offers approximately 3,107 square feet with multiple living areas, an updated granite kitchen, backup generator, and flexible spaces designed for everyday living and entertaining. The oversized extra-deep garage and dedicated shop provide exceptional space for projects, hobbies, vehicles, and storage. Outside, enjoy an in-ground pool, orchard, garden area, outdoor entertaining spaces, and a peaceful seasonal creek setting. Extensively updated with a new Bryant 3-zone HVAC system, new pool liner, automated entry gate, fiber internet, and numerous additional improvements. A rare combination of privacy, functionality, and modern upgrades. Minutes from Central Point, Jacksonville, Medford, and Interstate 5.

6575 Old Stage Road, Central Point

$825,000
5 Beds 5 Baths 220223428 MLS
Open house Saturday July 25th 11-1p. Set on a full acre with development potential, this remarkable property offers panoramic valley views and tiered decking that wrap around three sides of the home--perfect for entertaining while overlooking the city lights. The kitchen and great room feature beautiful built-ins, a wine rack, granite counters double ovens and a gas burning fireplace. Stepping outside you'll enjoy a seasonal swale along the side of the property, plus a pond with an ornamental creek. This tri-level nearly 4000 sq ft home includes a main-level primary suite, an indoor saline pool with a spillover spa, and two waterfalls for year-round enjoyment. The lower level is ideal for multi-generational living or income potential, offering a kitchen, three bedrooms, a full bath, laundry, and a living area. Fully fenced and gated property. Still room for personal touches and thoughtful updates, this home is priced to leave space in the budget for your vision. Estate Sale

1403 Highcrest Drive, Medford

$990,000
3 Beds 2 Baths 220222996 MLS
Exceptional 16-acre Southern Oregon country property offering privacy, open space, and an established orchard setting. The acreage provides flexibility for agricultural, recreational, hobby farm, or lifestyle uses while maintaining convenient access to regional amenities. The residence has been extensively improved through permitted projects completed between 2003 and 2010, including a spacious primary suite addition, expanded living room, dedicated office adjacent to the detached garage, and significant electrical and plumbing upgrades. Mature orchard plantings add character and long-term value to the property. Ideal for buyers seeking a rural retreat, small farm, investment property, or room to enjoy the Southern Oregon lifestyle.

255 Carmen Road, Talent

$1,250,000
2 Beds 2 Baths 220222210 MLS
Rare opportunity to own 160 private acres on the outskirts of Ashland, offering extreme end-of-the-road seclusion, breathtaking panoramic views, and endless potential for recreation, hunting, and homesteading. Surrounded by nature and abundant wildlife, this remarkable mountain retreat delivers the peace and privacy that are increasingly difficult to find. Located just 30 minutes from Mt. Ashland and approximately 45 minutes to downtown Ashland, the property offers the perfect balance of remote living and convenient access to dining, culture, and outdoor adventure. The custom-built home features a stunning great room that truly must be experienced in person, with soaring ceilings, warm finishes, and walls of windows framing the surrounding landscape. A spacious primary suite, inviting guest accommodations, large barn, and substantial shop space make this property ideal as a full-time residence, legacy ranch, or unforgettable weekend mountain escape.

1969 Colestin Road, Ashland

$850,000
3 Beds 3 Baths 220221511 MLS
Refined country view home on serene private acreage just 10 minutes from downtown Ashland. Recent upgrades include all new cement board lap siding, updated HVAC, and architectural shingle roof with solar array. Main level with 2,375 SqFt of living area, solid oak hardwood flooring, vaulted wood-paneled ceilings, three sets of sliding glass doors to redwood deck with infrared sauna and hot tub, great room with propane fireplace, formal dining, kitchen with leathered granite and quartz counters, stainless appliances including double ovens and induction cooktop, spacious primary with walk-in closet and full ensuite bath, two guest bedrooms, full guest bath, laundry room, and two-car garage. Upper-level office or fourth bedroom. Paved driveway, ample parking, mature plantings, grass lawns, full metal fencing around home, lower view deck with pergola, stone pathways, patio, and pond. Forest management by Lomakatsi. Access via Frank Hill Road or McKenzie Canyon Rd. Inquire for details!

1601 Frank Hill Road, Ashland

$875,000
4 Beds 3 Baths 220220717 MLS
Idyllic Ashland rural sanctuary with stunning valley views and easy access to downtown. Enjoy main-level living, tons of natural light, laminate wood floors. Open kitchen/dining with tile floors, abundant built-ins, gas range, 2 sinks & French doors. Wrap-around deck & backyard oasis with cascading water feature into creek meandering between pathways and mature landscaping to pond. Remodeled primary suite features tongue-and-groove pine ceilings, tiled shower, skylight, deck access & walk-in closet. Lower-level suite has exterior entry, living area, bedroom, bathroom, kitchenette & covered patio. Talent Irrigation canal runs through the property and irrigates pasture which includes a barn with stalls & hay storage and new perimeter fencing+hot wire. 2 large gardening areas with beds & drip irrigation. 2-car garage + 40'x24' shop/garage. Perfect for 4H, farming, gardening, livestock, horses, multi-generational living, entertaining or anyone seeking privacy & views without freeway noise.

2140 N Valley View Road, Ashland

$1,800,000
4 Beds 4 Baths 220219246 MLS
Luxury estate in the East Medford hills. Resort style living and entertaining w/your own pool/hot tub, pickleball & sports court, views, and privacy in the sought after community of Saddle Ridge Estates. This one of a kind Tuscan style home boasts rustic timbers, large-vaulted ceilings, great room w/floor to ceiling stone gas fireplace, hand planed wood floors, overlooking the huge outdoor living spaces ,pool, hot tub and manicured grounds. Chefs style kitchen featuring Thermador appliances, custom refrig/range/ stove, wine fridge, dual islands/wet bars. Formal dining and casual dining spaces, large office w / built-ins, and bonus room over the 3 car garage. Primary suite w/fireplace, celebrity style bathroom, custom fixtures, jetted tub, oversized shower, walk-in closet w/custom shelves. Lower-level features add'l bedrooms and bathrooms, family room, bonus room, custom stone gas fireplace, wine bar. All of this just minutes from wineries, parks, shopping, medical and restaurants.

5637 Saddle Ridge Drive, Medford

$425,000
3 Beds 2 Baths 220218759 MLS
New Price-Open House 7/19! Imagine stepping outside each morning to the peaceful sights of your own park-like property, surrounded by mature landscaping, producing fruit trees, and mountain views. Set on 2.66 level, fully fenced acres just minutes from town, this beautifully maintained 3-bedroom, 2-bath home offers the perfect balance of rural living and everyday convenience. Thoughtful updates and farmhouse-inspired touches create a warm, inviting interior, while the detached 4-car garage/shop features a versatile bonus room complete with a full bathroom, counters, and sink, offering excellent potential for a studio, guest quarters, or extended living space. Outside, you'll find pasture areas, a greenhouse, garden spaces, covered front and back porches, bocce ball court, fire pit, chicken coop, RV dump, and more. Whether you've dreamed of creating your own mini homestead, enjoying a peaceful country lifestyle, or simply having room to grow, this property is ready to make it a reality!

315 Queens Branch Road, Rogue River

$1,675,000
3 Beds 5 Baths 220220343 MLS
Privately gated and set on 5 acres, this exceptional property showcases refined custom design and uncompromising quality. Built at a cost exceeding $2M, the home reflects a level of craftsmanship rarely seen today, including a 100-year slate roof. Inside, soaring ceilings, rich woodwork, and elegant polished vein-cut travertine flooring mirror the home's custom stone exterior, creating a seamless architectural story, with a roofline that echoes the surrounding mountains. The chef's kitchen features premium appliances, a butler's pantry, and superbly crafted custom cabinetry. The primary suite offers dual bathrooms and separate closets, while a private VIP guest suite provides flexibility for extended stays. Every aspect of this estate reflects intentional design, quality materials, and a vision of elevated living. This is a residence that must be experienced in person to be fully appreciated. Call to schedule your private showing today. One seller is licensed OR Realtor.

727 Earhart Road, Rogue River

$899,000
3 Beds 3 Baths 220218634 MLS
Experience elevated living in this East Medford gem, where sweeping views and a highly adaptable floor plan create endless possibilities. Designed with flexibility in mind, the home offers a potential two-family or multi-generational living setup, providing space and privacy for extended family, guests, or income-producing options. One of the standout features is the fully finished sound studio, a rare find that opens the door for musicians, content creators, podcasters, or anyone looking for a private workspace or creative escape. Whether you're inspired by the views, the versatility, or the creative potential, this home delivers something truly special. Located in a quiet, desirable neighborhood close to amenities, medical facilities, and outdoor recreation, this property blends function, creativity, and breathtaking scenery--a home that truly stands apart in the East Medford market.

290 Harvard Place, Medford

$3,250,000
4 Beds 6 Baths 220214637 MLS
Paradox Vineyard Estate is uniquely defined by elements of water, air, the natural light and beauty of the Rogue Valley, and a resounding commitment to environmental stewardship. Award-winning architecture and landscape design implemented by reputable local contractors with the highest caliber of building materials certified through LEED, Energy Star, and Green Globes. Senses are captivated by a soaring skylight galleria spanning through the home, four open-air water courts with columnar basalt fountains, and stunning panoramic mountain views. Tranquil and private outdoor spaces with mature plantings and ornamental trees encircle the home, including an in-ground spa and lap pool. Vineyard operations are professionally managed for continued turn-key production of organic grapes acclaimed by local and regional winemakers. Close-in rural community of high-end estates located within five miles of Ashland's downtown plaza. Inquire for additional details and documentation!

786 Pompadour Drive, Ashland

$599,000
4 Beds 3 Baths 220199164 MLS
4.88 acre Lot with Multi-Family rental income of $4,039 per month. Zoned RR-2.5 the rear undeveloped half could possibly be a separate tax lot. There are several different types of Loans available to you including owner-occupied that adds the rental income to qualify. Set on a beautiful park like 4.88 acres with the Rogue River across the road, there are 4 rentals; a 2 bed/1 bath home @ $1425, a Studio @ $995, a Cabin @ $900, and a MH space rented to a long term, tenant owned, very nice MH @ $715. Both Studio and Cabin were completely remodeled with new appliances and flooring. You can be in Grants Pass or Rogue River in 7 minutes, & Medford in 20. The front 1/2 of the lot has the residences, a small Orchard of Cherry, Pear, & Apple trees, and open space. Out of town SELLER is MOTIVATED as they have found an Investment Property near them. Call for Loan Info Contact #s. Or look up Randy Free of CrossCountry Mortgage who has looked into the Property Loan Possibilities for the Owner.

7015 Rogue River Highway, Grants Pass

$2,800,000
220195606 MLS
New lease-option and seller-carried financing terms available! Dana Campbell Vineyards is a legacy wine business offering multiple avenues for growth with unparalleled proximity to Ashland's renowned cultural amenities. Elegantly remodeled tasting room residence with panoramic valley views, great room with service bar and gas fireplace, catering kitchen, break room, ADA bathrooms, and three guest suites ideal for boutique hospitality. Landscaped grounds with expansive paver patio, outdoor speakers, gas fire pit, composite deck and pergola with retractable awning, bocce ball court, and rose garden. State-of-the-art cold storage facility or potential winery building with glycol system, irrigated acreage with southern exposure, 13,000+ established vines of eight estate-grown varietals producing 2,200 cases per year, seven additional acres ready for planting, wind turbine, frost fan, and all essential equipment for turn-key operations. Inquire for additional documentation and details!

1320 N Mountain Avenue, Ashland

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: