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786 Pompadour Drive, Ashland
$3,250,000
4 Beds ⋅ 6 Baths ⋅ 220230483 MLS ⋅ 5,233 SqFt. ⋅ 295,336 Sqft. Lot ⋅ 6.78 Acres
Seller financing now available! Paradox Vineyard Estate is uniquely defined by elements of air, water, and natural light. Senses are captivated by a soaring skylight galleria spanning through the home, open-air water courts with columnar basalt fountains, and stunning panoramic mountain views. Award-winning architecture and landscape design, exceptional workmanship, and material selections demonstrate a commitment to environmental stewardship. Tranquil outdoor spaces with mature ornamental trees, 64-foot infinity-edge lap pool and spa, berry and rose garden, block barn, 96-panel solar system, four private wells with water delivery rebuilt in 2022, expansive paver motor court, and secure gated entry. Professionally managed vineyard producing CCOF-certified organic Syrah and Chenin Blanc acclaimed by local and regional winemakers. Close-in rural community of high-end estates, just five miles from downtown Ashland. Inquire for details!

786 Pompadour Drive, Ashland
12800 Dead Indian Memorial Road, Ashland
$1,458,000
220230264 MLS ⋅ 1,742,400 Sqft. Lot ⋅ 40 Acres
Discover a unique retreat center nestled in the forested mountains of Southern Oregon, just 20 minutes above Ashland in Jackson County. Located at 12800 Dead Indian Memorial Road, this expansive 40-acre property offers mountain views, wooded landscapes, open meadows, abundant wildlife, and spectacular sunrises and sunsets. The 15,000-square-foot retreat center features a Great Room for gatherings, dormitory-style accommodations, a commercial kitchen, multi-use office space, a swimming pool, and beautiful grounds to explore year-round. Multiple water storage features and a spring house add value to this exceptional property. An existing conditional use permit may offer opportunities for buyers whose intended use aligns with current approvals. Currently operating as a meditation retreat center, this property offers tremendous potential for retreats, organizational gatherings, group activities, and other retreat-style experiences.

12800 Dead Indian Memorial Road, Ashland
1120 S Mountain Avenue, Ashland
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 220229911 MLS ⋅ 6,860 SqFt. ⋅ 18,730 Sqft. Lot ⋅ 0.43 Acres
Rare Opportunity: Custom Ashland Estate with Panoramic Views! First time on the market! This unique, one-owner 4-bedroom (plus bonus room/den) and 3.5-bath home spans 5,192 sq. ft. on a .43-acre lot at the top of coveted South Mountain Avenue. Designed to capture breathtaking valley and Cascade Mountain views, the home features a massive wrap-around deck perfect for outdoor living and entertaining. Inside, you'll find unmatched potential and grand living spaces. Currently undergoing updates, this property offers a rare chance for a buyer to step in and customize the final finishes to their exact taste. (Note: Listing details and finished items are subject to change as renovations progress.) Unbeatable location, incredible footprint, and views that will take your breath away--don't miss one of Ashland's most unique properties!

1120 S Mountain Avenue, Ashland
1200 Buckhorn Springs Road, Ashland
$2,999,000
4 Beds ⋅ 2 Baths ⋅ 220229566 MLS ⋅ 1,644 SqFt. ⋅ 72,937,299 Sqft. Lot ⋅ 1674.41 Acres
Buckhorn Springs Ranch is a legacy landholding in Southern Oregon, just 15 minutes from downtown Ashland. The 1,674 acres in the Cascade foothills backs to BLM land and offers an extraordinary blend of privacy, natural beauty, and scale. Rolling hills and year-round creek provide important winter range for elk and deer. The property's expansive acreage and diverse terrain create a remarkable setting for recreation, conservation, ranching, or simply creating a private retreat. This is a once-in-a-generation opportunity to shape a historic property around your own vision. Seller is willing to carry the loan for a qualified buyer.

1200 Buckhorn Springs Road, Ashland
380 E Butler Lane, Ashland
$3,900,000
3 Beds ⋅ 3 Baths ⋅ 220229525 MLS ⋅ 3,181 SqFt. ⋅ 432,986 Sqft. Lot ⋅ 9.94 Acres
Turnkey cannabis production and processing facility in Ashland, OR, offered with real estate, business assets, and an adjacent 4.97-acre buildable parcel featuring homesite approval. The property includes a 5,000 SF (50' x 100') red iron building complete with office space, break room, bathroom, climate-controlled dry room, vegetative room, trim area, storage mezzanine, dedicated ice-water extraction wash room, and packaging area. Cultivation infrastructure is anchored by two 40' x 120' GrowSpan internal-deprivation mix-light greenhouses, with power supplied by two separate 800-amp single-phase electrical services (~1,400 amps dedicated to the commercial facility and ~200 amps to the residence). The existing improvements sit on a 4.97-acre parcel, combining with the neighboring lot for nearly 10 acres total with expansion potential. Included in the sale is an established brand with active Oregon-wide distribution and a proven history of indoor flower and solventless production.

380 E Butler Lane, Ashland
210 Alicia Street, Ashland
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 220229442 MLS ⋅ 2,959 SqFt. ⋅ 7,405 Sqft. Lot ⋅ 0.17 Acres
Enjoy the relaxed Ashland lifestyle just minutes from downtown, parks, and trails. Tucked into a peaceful setting with lovely East Hills views, this light-filled home is the final new build in a four-lot subdivision. Spacious rooms and an open layout are designed for comfortable living and entertaining. The custom island kitchen features a butler's pantry and flows effortlessly into the dramatic vaulted great room with a striking fireplace. The primary suite offers a spa-like retreat with walk-in shower, dual vanities, and generous walk-in closet. Abundant storage throughout adds everyday convenience. Living spaces extend outdoors to a covered patio, perfect for dining and enjoying the views. Thoughtful finishes, natural light, and a welcoming floor plan make this new Ashland home something special.

210 Alicia Street, Ashland
1650 Neil Creek Road, Ashland
$1,175,000
5 Beds ⋅ 4 Baths ⋅ 220229364 MLS ⋅ 3,270 SqFt. ⋅ 960,498 Sqft. Lot ⋅ 22.05 Acres
OWNER CARRY AVAILABLE! GOURMET KITCHEN. EMIGRANT LAKE VIEWS. 22 ACRES OF PRIVACY. This updated 5-bedroom, 3.5-bath home offers 3,270 sq ft on 22.05 acres. The gourmet kitchen features granite countertops and a stunning oversized island with 360-degree access for cooking and entertaining. Guest quarters and two separate laundry rooms provide flexibility. Updates include all-new doors and windows, a new roof, and new stucco with an imperfect smooth finish and upgraded cloth underneath designed to help reduce temperatures. A large garage with generous shop space accommodates vehicles, tools, and hobbies. The engineered greenhouse includes a concrete perimeter and separate power meter, with potential for shop conversion, subject to buyer due diligence. Level areas offer possibilities for future projects; buyers to verify permitted uses and development options. Enjoy beautiful lake views, exceptional privacy, and versatile spaces--with owner financing available to bring your vision to life!

1650 Neil Creek Road, Ashland
2200 Lupine Drive, Ashland
$1,395,000
4 Beds ⋅ 5 Baths ⋅ 220229205 MLS ⋅ 5,133 SqFt. ⋅ 520,106 Sqft. Lot ⋅ 11.94 Acres
Some homes are addresses. This one was a destination. Set high in the Ashland hills, this connected double geodesic dome was the longtime home of internationally influential author Jean Houston. Inside, faceted ceilings soar overhead, pierced by triangular skylights that move light through the day. Fresh paint, restored floors, and a bold gold hearth in the great room. Below, a self-contained multi-generational suite with its own entrance, plus a 2,000 sq ft finished bonus room, once a private library. Working elevator, ramps, and accessible design throughout. Outside, a wraparound deck opens to nearly twelve acres: orchard, gardens, and matured vines on the property's own well. New septic, upgraded electrical, and completed wildfire mitigation. Bordered by BLM and protected city land, the valley views stay private and pristine. A home with a soul, ready for its next chapter.

2200 Lupine Drive, Ashland
164 5th Street, Ashland
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 220229137 MLS ⋅ 3,427 SqFt. ⋅ 10,018 Sqft. Lot ⋅ 0.23 Acres
An amazing opportunity in an unbeatable location! Three separate living spaces surround gorgeous lush gardens in the heart of the Railroad District. The main home (164 5th) dates to the late 1800s and offers 3+ bedrooms, 2 baths and approximately 2,071 SF, with many improvements including a new foundation, electrical, plumbing, and HVAC ducting in '94. A detached 1 bed/1 bath apartment above the workshop provides vaulted ceilings, abundant natural light, and a private deck overlooking the gardens, plus bonus space below. A separate cottage-style home (162 5th), circa 1945, offers 2 bedrooms, 1 bath and its own private outdoor space. All three living spaces have separate meters for electric and gas. The main house and cottage also have separate water and sewer. Enjoy a greenhouse and outdoor storage bins for gardening. Lovingly cared for by the same owners for over 45 years, this special property shows true pride of ownership!

164 5th Street, Ashland
1068 E Main Street, Ashland
$1,250,000
5 Beds ⋅ 3 Baths ⋅ 220228921 MLS ⋅ 3,092 SqFt. ⋅ 11,761 Sqft. Lot ⋅ 0.27 Acres
Own a piece of Ashland's history with this incredible historical home, cherished by the same family for 100 years. Built in 1900, this 3,092 sq.ft. home offers 5 bedrooms and 3 full bathrooms and has been beautifully renovated for modern living while preserving its historic elegance. Original details include beautiful woodwork throughout, formal living and dining rooms, inglenook seating, wood flooring, original entry stairwell, and an original fireplace updated with a gas insert. The updated kitchen features custom cabinetry, granite countertops, a large island, and skylights. Updated bathrooms retain their vintage charm with claw-foot soaking tubs and gorgeous custom shower tile-work. The fully fenced property features gated entry, mature landscaping, and a large 2-car garage. Ideally located in the heart of Ashland, just minutes from downtown shopping, dining, entertainment, and nearby parks, making it easy to enjoy everything Ashland has to offer.

1068 E Main Street, Ashland
100 Belle Fiore Lane, Ashland
$14,000,000
3 Beds ⋅ 2 Baths ⋅ 220228854 MLS ⋅ 1,464 SqFt. ⋅ 773,190 Sqft. Lot ⋅ 17.75 Acres
Offered for sale for the first time ever, Belle Fiore Estate Winery is Oregon's most significant vineyard estate and event destination situated on 51+ acres, including 37+ irrigated acres and an established vineyard with 14 grape varieties. Encompassing more than 27,000 sqft, the winery features multiple tasting rooms, an elegant ballroom, a restaurant, expansive terraces, and outdoor dining areas overlooking the vineyard and valley. The production facility is designed for commercial-scale operations with 8 barrel-storage bays, refrigerated wine storage, soaring ceilings, and extensive infrastructure. Hosting more than 50,000 visitors annually, Belle Fiore is a recognized destination for wine tourism, weddings, and private events. A 13.17 acre RR-5 zoned parcel with legal homesite is included in acreage. Business assets and inventory available, subject to applicable licensing and regulatory requirements. Property may be purchased together with 200 Belle Fiore Lane, Ashland, OR 97520.

100 Belle Fiore Lane, Ashland
119 Pine Street, Ashland
$1,350,000
3 Beds ⋅ 4 Baths ⋅ 220228838 MLS ⋅ 2,412 SqFt. ⋅ 9,147 Sqft. Lot ⋅ 0.21 Acres
Build your dream home with luxury builder Suncrest Homes in idyllic downtown Ashland--just one block from Lithia Park and a couple blocks from the Plaza and OSF. This Earth Advantage certified home design offers a thoughtful layout with main level living, vaulted ceilings, and expansive picture windows. Take in the mountain views from the deck between the living space and the kitchen/dining area. Spacious primary suite on the main level with walk-in closet and luxurious ensuite bath. Daylight basement has 2 bedrooms with walk-in closets & full bathroom. Premium finishes included: simulated wood flooring, tiled baths & laundry, quartz counters, electric fire feature, Moen fixtures, and generous allowances for appliances & lighting. Energy-smart features include ductless heating & cooling system, solar PV readiness, EV-charger wiring, and more. Detached two-car garage. Customize the floor plan and finishes to fit your lifestyle and preferences. Possible to upgrade lot size & sqft.

119 Pine Street, Ashland
364 Hargadine Street, Ashland
$990,000
3 Beds ⋅ 4 Baths ⋅ 220228495 MLS ⋅ 2,254 SqFt. ⋅ 7,840 Sqft. Lot ⋅ 0.18 Acres
Live the best of Ashland in this iconic re-built Victorian, blending timeless charm with tasteful modern updates. Just steps from restaurants, cafés, Cabaret Theatre, and a couple blocks from OSF, it feels private while offering true downtown living. Stone-surround wood-burning fireplace with redwood mantel and beautiful fir floors welcome you in. Formal dining and covered screened patio feature mountain views. Kitchen boasts Neolith quartz counters, copper farmhouse sink, induction cooktop, smart refrigerator, double ovens, skylight, and breakfast peninsula. 2 primary suites--one on each level--offer tiled baths, glass-enclosed showers, quartz vanities, and soaking tub upstairs. Terraced low-maintenance landscaping, automated irrigation, private patios, ample off-street parking, and a backup generator add convenience. Ally access to detached 2-car garage and studio apartment above with full kitchen, bath, and large balcony--perfect for guests, rental income, or flexible living.

364 Hargadine Street, Ashland
145 Normal Avenue, Ashland
$1,035,000
3 Beds ⋅ 3 Baths ⋅ 220228353 MLS ⋅ 2,204 SqFt. ⋅ 43,560 Sqft. Lot ⋅ 1 Acres
Tucked at the end of a cul-de-sac, this distinctive single-level home offers the rare feeling of country living right in Ashland. Set on a private, fenced and irrigated acre, it was thoughtfully built with Logix ICF insulated walls, owned solar, radiant-heated floors and energy-efficient windows. Inside, warm wood ceilings, a dramatic skylit cupola, walls of windows and a large fireplace give the home character, while the spacious kitchen features abundant cabinetry and a generous granite island. A large studio/game room adds wonderful flexibility. Outdoors, expansive Trex decking connects to a screened gazebo, pergola and covered patio overlooking mature landscaping, a pond and waterfall, raised garden beds and fruit trees, with mountain and valley views beyond. Oversized 2-car garage, workshop/storage and RV/boat parking. Near the bike path, schools and Hunter Park--peaceful, private and wonderfully connected to town.

145 Normal Avenue, Ashland
3665 Hyatt Prairie Road, Ashland
$1,950,000
3 Beds ⋅ 3 Baths ⋅ 220228333 MLS ⋅ 2,907 SqFt. ⋅ 397,267 Sqft. Lot ⋅ 9.12 Acres
Welcome to Red's Cabin, an original homestead on Howard Prairie Lake, never before offered for sale. Held by the family since 1889, this 9.12-acre lakefront estate spans five generations. Built in 2008 to honor that legacy, the 2,907 SF, 3 bed, 3 bath home showcases custom juniper woodwork, exposed timber, vaulted ceilings, a dramatic stone fireplace and an upstairs loft/game room. Offered fully furnished, the home is on-grid with security panels for all main-level windows. A balcony off the bunk room overlooks an impressive permitted pond fed by a year-round spring-fed stream you can hear from the house. A covered outdoor fireplace sits streamside, joined by a bocce court and detached garage. The estate includes 4.1 acres of water rights, adding to its rare combination of water, recreation and mountain setting. Gated with direct access to public lands, Howard Prairie Lake and the shoreline trail, this is a rare opportunity to own a generational Southern Oregon legacy property.

3665 Hyatt Prairie Road, Ashland
364 Vista Street, Ashland
$1,275,000
5 Beds ⋅ 4 Baths ⋅ 220227353 MLS ⋅ 3,468 SqFt. ⋅ 14,810 Sqft. Lot ⋅ 0.34 Acres
Built in 1889 for hardware merchant George Eddings and later home to Ashland mayor D.B. Provost, the Eddings-Provost House has watched over the town from its hillside above the boulevard for 137 years. Designed by Col. James Norris, it is Queen Anne at its most confident: a veranda wrapping the northwest corner on spool-turned columns, hand-carved scallop shells set into the bay window frieze, and that same fan motif answered again inside on the stair. Ten-foot ceilings. Fir and mahogany throughout. Three fireplaces, one with a beveled-mirror overmantel. Stained glass, period fixtures, a third-floor loft under skylights. Four bedrooms, three baths, & rooms with real breathing room. A second tax lot holds a permitted 440 sq ft ADU, garage, & in-ground pool framed by terraced river-rock walls. Kitchen and baths await a new vision. Listed on the National Register in 1980, beside its 1889 twin, the Carter House. Rare, documented, & ready for its next family. Request historical information

364 Vista Street, Ashland
619 Elkader Street, Ashland
$1,625,000
5 Beds ⋅ 4 Baths ⋅ 220227302 MLS ⋅ 4,487 SqFt. ⋅ 15,246 Sqft. Lot ⋅ 0.35 Acres
This 4-bedroom home, plus a separate 1-bedroom accessory unit, is a standout on almost any block, thanks to its amazing use of space and unique contemporary design. The pitched metal roof, clean lines, and mix of materials really catch the eye. Inside, the main-floor primary bedroom suite boasts high windows in the dual-primary bath, while the expansive living/dining area off the kitchen is filled with built-ins that flow into the foyer-adjacent front office. The private, ''open horseshoe'' courtyard design brings natural light into the living room, dining room, kitchen, and primary bedroom. Plus, there's a fully self-contained private accessory residential unit with a full kitchen, one bedroom, and its own entrance.

619 Elkader Street, Ashland
99 Granite Street, Ashland
$3,800,000
5 Beds ⋅ 6 Baths ⋅ 220227206 MLS ⋅ 6,903 SqFt. ⋅ 15,246 Sqft. Lot ⋅ 0.35 Acres
Beautiful luxury craftsman in the heart of downtown Ashland. Sold Only.

99 Granite Street, Ashland
55 Pompadour Drive, Ashland
$1,290,000
5 Beds ⋅ 6 Baths ⋅ 220227205 MLS ⋅ 5,974 SqFt. ⋅ 2,204,136 Sqft. Lot ⋅ 50.6 Acres
Tucked over the hill on more than 50 acres, this nearly 6,000 square foot estate delivers exceptional privacy and quiet seclusion, with amazing views of Grizzly Peak, minutes from downtown Ashland's shops, dining, and theaters. A long private drive sets the tone. Inside, two spacious primary suites, one lower and one upper, open the door to multigenerational living or a comfortable two family setup, joined by elegant formal and casual living spaces. Outside, a pool and hot tub are framed by expansive decks made for long summer evenings. The barn offers living quarters with a loft and workshop, ideal for guests, a studio, or a retreat. Solar adds year round efficiency, and the grounds are as thoughtfully appointed as the home, with mature oaks lining the drive and surrounding the residence. Beyond, the acreage opens to sweeping valley and mountain views. Rare privacy and refined living within easy reach of everything Ashland offers at a price that can't be beat!

55 Pompadour Drive, Ashland
9 Hillcrest Street, Ashland
$1,090,000
4 Beds ⋅ 3 Baths ⋅ 220227133 MLS ⋅ 2,381 SqFt. ⋅ 25,700 Sqft. Lot ⋅ 0.59 Acres
Gorgeous craftsman in the heart of downtown Ashland! This historic 4 bedroom, 3 bath home boasts the perfect blend of elegance and comfort with incredible views of the downtown & surrounding mountains on a private .59 acre lot. Beautiful details throughout including hardwood floors, antique built-in cabinets, a madrone butcher block island, and hand-crafted oak stairway. Lovingly remodeled in 2005 to modernize and upgrade all electric and plumbing, a new foundation, without compromising historic, classic craftsman details. The primary ensuite has an abundance of natural light, with an attached sitting room. New HVAC (2021), and exterior improvements including Hardiplank siding, hot tub pad w/hookups, playhouse/garden shed, terraced garden. The driveway leads to a detached, 2 car garage with ample parking and a large bonus room above. Spacious porch, deck, lawn, and garden areas. Lot has potential for division into 3 lots or ADU. Incredible potential, ideal location, gorgeous property.

9 Hillcrest Street, Ashland
1661 Highway 99 N, Ashland
$1,700,000
220226828 MLS ⋅ 6,098 Sqft. Lot ⋅ 0.14 Acres
• 6,448 SF ground floor condominium suite available for a medical user. The space includes 11 exams rooms, 2 procedure rooms, 1 X-Ray room, and a reception area along with other private offices. • Functional medical office layout previously occupied by Providence Health & Services and Davita Dialysis. • Well maintained medical office building developed in 2008 that is professionally managed. • Ashland currently boasts a medical office vacancy rate of 0% with no new medical properties recently delivered. • Located on Ashland's main thoroughfare Highway 99 (17,467 VPD) and less than one mile from the I-5 freeway.

1661 Highway 99 N, Ashland
1320 N Mountain Avenue, Ashland
$2,800,000
3 Beds ⋅ 6 Baths ⋅ 220226424 MLS ⋅ 2,892 SqFt. ⋅ 875,556 Sqft. Lot ⋅ 20.1 Acres
Dana Campbell Vineyards is a legacy wine business offering multiple avenues for growth with unparalleled proximity to Ashland's renowned cultural amenities. Seller-carried financing available. Elegantly remodeled tasting room residence with three guest suites ideal for boutique hospitality, panoramic valley views, great room with service bar and gas fireplace, catering kitchen, break room, ADA-compliant bathrooms. 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 cooling system, fully irrigated acreage with southern exposure, over 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 included for turnkey tasting room operations. Inquire for additional details of untapped revenue streams!

1320 N Mountain Avenue, Ashland
550 Crowson Road, Ashland
$1,695,000
3 Beds ⋅ 4 Baths ⋅ 220224372 MLS ⋅ 3,765 SqFt. ⋅ 377,229 Sqft. Lot ⋅ 8.66 Acres
Exclusive equestrian property just outside Ashland! This 8+ acre unique estate has it all, from the beautiful single level updated home with stunning views of Grizzly Peak, to the well-equipped horse facilities & fully irrigated pastures. Horse boarder's dream w/ 8+ paddocks, 7 cross-fenced pastures w/ more stables, 9000+ sf sand-filled covered arena w/ lighting for night riding, hay barn, & water access to Tolman Creek. Gorgeous 3 bed, 4 bath 3765 sf custom home surrounded by lush landscaping, welcomes w/ beautiful hardwood floors, vaulted ceilings, exquisite kitchen, closed in patio, custom built-ins, & topped off w/ a 1000 bottle wine cellar. Light & bright primary suite features magnificent windows & a spa-like bathroom w/ jetted soaking tub, custom slate tile shower, heated floor & dual sinks. Step from the open concept living to a refreshing oasis boasting of a solar-heated pool, hot tub, peaceful water feature, & a tranquil pond full of bass and blue gill that beckons to stay.

550 Crowson Road, Ashland
312 Sky Ridge Road, Ashland
$2,400,000
3 Beds ⋅ 2 Baths ⋅ 220225850 MLS ⋅ 2,778 SqFt. ⋅ 7,143,840 Sqft. Lot ⋅ 164 Acres
One of the Rogue Valley's premier estate settings, this extraordinary 164-acre Ashland offering is paired with a proposed luxury residence by Asher Homes. The single-level design offers 2,778 sq ft with 3 bedrooms, 2 baths, a 912 sq ft 3-car garage, and walls of glass framing mountain and valley views. Refined finishes include large-plank hardwood, custom built-ins, a stone fireplace, metal roofing, and covered outdoor living with built-in BBQ and fireplace. Designed to Earth Advantage Platinum standards, the home features high-efficiency HVAC, solar-ready infrastructure, EV charging, generator tie-in, and wildfire-conscious materials. The build package includes vertical construction and an infrastructure allowance for driveway, septic, well systems, power, propane, water storage, trenching, and utility connections. Land offers 2,220 feet of Cove Creek frontage, a 48 GPM well, and paved access. Plans and pricing subject to site conditions, permitting, selections, and builder approval.

312 Sky Ridge Road, Ashland
153 Oak Street, Ashland
$1,450,000
220225791 MLS ⋅ 13,939 Sqft. Lot ⋅ 0.32 Acres
One block from the Oregon Shakespeare Festival and downtown Ashland's restaurants, galleries, and cultural amenities, the McCall House B&B is a beautifully restored 1883 Italianate home offered for sale as a private residence. Currently operating as a boutique hotel, the property features ten historic guest rooms, including two detached private Carriage House suites, and may continue as a licensed hospitality business for a buyer who wishes to carry on that tradition. The C-1 zoning also opens the door to a variety of commercial uses, including a restaurant, office suites, or other business opportunities. Ten on-site parking spaces are included, a welcome convenience this close to the Ashland Plaza. This is a rare opportunity to own one of the city's most celebrated historic addresses. Due to the C-1 zoning, conventional 30-year financing is unavailable, and non-cash buyers are encouraged to confirm lending options before requesting an appointment. Please do not disturb guests.

153 Oak Street, Ashland
808 Pompadour Drive, Ashland
$1,299,000
5 Beds ⋅ 6 Baths ⋅ 220225703 MLS ⋅ 4,935 SqFt. ⋅ 217,800 Sqft. Lot ⋅ 5 Acres
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, 1.6 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
400 Allison Street, Ashland
$1,100,000
2 Beds ⋅ 3 Baths ⋅ 220225582 MLS ⋅ 1,987 SqFt. ⋅ 4,791 Sqft. Lot ⋅ 0.11 Acres
Experience refined living just one block from downtown Ashland in this custom, open concept, built 2012 luxury home, designed for comfort and ease. An elevator to take you to all levels makes stair use unnecessary and 36 inch doorways provide seamless accessibility throughout. Rich oak and red oak floors and cabinetry pair beautifully with custom metalwork and soaring wood-paneled ceilings throughout the home. The chef's kitchen features a 6 burner Wolf cooktop, wall ovens, Sub Zero refrigerator, exposed edge granite countertops and custom pot racks. Spa inspired bathrooms include heated tile floors, dual vanities, tiled showers and abundant natural light, one with a soaking tub. The private flagstone courtyard with gas BBQ and pergola is perfect for relaxing and outdoor entertaining with lovely, low maintenance landscaping. The oversized, finished, two + car garage with sealed floors offers space for a workshop, gym and storage with an additional washer & dryer, sink and gas heater.

400 Allison Street, Ashland
Hungry Ridge, Ashland
$3,995,000
2 Beds ⋅ 1 Baths ⋅ 220225545 MLS ⋅ 1,649 SqFt. ⋅ 39,087,259 Sqft. Lot ⋅ 897.32 Acres
The Four Corners Ranch offers 897.32 acres of productive timberland on the south side of Mount Ashland, near the California border. This is a rare legacy holding that pairs a strong timber inventory with live water, recreation, and several structural improvements. Elevations range from 3,600 to 4,900 feet across varied topography, supporting consistent, reliable timber growth. Current stocking is estimated at 7.7 MMBF Douglas fir, 4 MMBF white fir, 5.9 MMBF pine, and just under 1 MMBF cedar. Located in the Rogue hunting unit, an area known to produce quality black-tailed deer, the ranch is ideal for hunting and outdoor recreation. Live water, diverse terrain, and direct access to vast public lands add to its appeal. Whether acquired for merchantable timber value or held as a generational asset, the Four Corners Ranch is a genuine opportunity to own a productive expanse of land in Southern Oregon. Additional documentation available upon request.

Hungry Ridge, Ashland
40 Ashland Acres Road, Ashland
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 220225369 MLS ⋅ 4,979 SqFt. ⋅ 643,816 Sqft. Lot ⋅ 14.78 Acres
First time on the market for this one-of-a-kind custom ICF-built home with breathtaking panoramic views! This 4 bed, 3.5 bath, 4,972 sqft home offers a main-level office, multiple large storage rooms, and plenty of space for entertaining. The upper level features a spacious primary suite with a private balcony, plus (2) additional bedrooms and a bonus loft (not included in storage). The lower level is ideal for multigenerational living with a large entertainment area, wet bar, bedroom, bathroom, and bonus office/storage space. Situated on 14.78 acres, (house on 1 acre), 13.8 acres currently in hay production, with rare dedicated unlimited TID irrigation. Propane has been plumbed both interior and exterior to add a fireplace or connect your BBQ if desired. Also includes an approx. 1,500 sqft detached shop, barn with (6) 12x12 stalls, riding arena, plus (2) full RV hookups and 50-amp available at the barn, and endless opportunities for horses, livestock, or hobby farming.

40 Ashland Acres Road, Ashland
40 Ashland Acres Road, Ashland
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 220225368 MLS ⋅ 4,979 SqFt. ⋅ 643,816 Sqft. Lot ⋅ 14.78 Acres
Welcome to this one-of-a-kind custom ICF-built home with breathtaking panoramic views just minutes from downtown Ashland! This 4 bed, 3.5 bath, 4,972 sqft home offers a main-level office, multiple large storage rooms, and plenty of space for entertaining. The upper level features a spacious primary suite with a private balcony, plus (2) additional bedrooms and a bonus loft (not included in storage). The lower level is ideal for multigenerational living with a large entertainment area, wet bar, bedroom, bathroom, and bonus office/storage space. Situated on 14.78 acres, (house on 1 acre), 13.8 acres currently in hay production, with rare dedicated unlimited TID irrigation. Propane has been plumbed both interior and exterior to add a fireplace or connect your BBQ if desired. Also includes an approx. 1,500 sqft detached shop with 3-phase electrical, barn with (6) 12x12 stalls, riding arena, plus (2) full RV hookups and 50-amp also available at the barn. A must-see incredible property!

40 Ashland Acres Road, Ashland

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. Last updated:

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