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$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
$1,450,000
10 Beds ⋅ 12 Baths ⋅ 220225786 MLS ⋅ 4,544 SqFt. ⋅ 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
$950,000
3 Beds ⋅ 3 Baths ⋅ 220225745 MLS ⋅ 2,934 SqFt. ⋅ 250,470 Sqft. Lot ⋅ 5.75 Acres
Tremendous 360 view on 5.75 flat white fenced acres & walking distance to Emigrant Lake. You have 3 acres of water rights on open EFU land, a 36'x36' barn with loft, a 14' RV bay door, workshop & attached office. Behind the barn is a single horse stall. To the side is a gazebo to enjoy those wonderful summer outside nights. This home is greeted by a paved & gated 800' driveway leading to a drive-through that takes you to the front entrance. Brand new wrap around porch greets you so you can sit in awe at the beauty of your surroundings or sit under your backyard gazebo and say, ''Do I really live here''? Perched on a small knoll, this 2,934 sq ft 4/3 home, has 2 bonus rooms, with open floor plan, large entertaining living room with woodstove insert fireplace & kitchen with abundant cabinets & island. Ten-foot ceilings provide ample sunlight for all occasions. The upstairs primary suite has a fireplace, en-suite bathroom with soaking tub & walk-in closet. Country comfort at its best.

5597 Highway 66, Ashland
$1,350,000
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, 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
$1,899,000
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
$1,899,000
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, 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
$1,480,000
4 Beds ⋅ 5 Baths ⋅ 220225327 MLS ⋅ 4,039 SqFt. ⋅ 39,204 Sqft. Lot ⋅ 0.9 Acres
Modern Mediterranean style custom-built home on nearly 1 acre, just minutes from downtown Ashland Plaza. This exceptional home offers a grand double-door entry, arched doorways, soaring ceilings, 4 beds/4.5 baths, 4000+ sq.ft, a spacious kitchen/dining/great room floor plan with vaulted glass ceiling, dry bar/wine fridge, wood-burning fireplace, and built-in window seating. The stunning chef's kitchen has just been extensively remodeled with exquisite designer finishes- including a new oversized island that showcases Brazilian leathered quartzite countertops, handmade terra cotta tile backsplash, brass hardware, and thoughtfully selected lighting throughout the home. Upstairs loft/bonus area. Master suite with 2 walk-in closets, double-sink vanity, on-demand hot water, and vaulted ceilings. Lower level offers a generous family/bonus room along with 2 private bedrooms, each with its own full bath and heated floors. Expansive decking and beautiful surroundings, 2-car garage, and solar.

167 Tessa Lane, Ashland
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 220223946 MLS ⋅ 3,320 SqFt. ⋅ 13,939 Sqft. Lot ⋅ 0.32 Acres
An Ashland jewel, this architecturally designed & built home enjoys an exceptional setting above Lithia Park with stunning views and timeless craftsmanship. Intentionally designed, with high-performance systems throughout, showcasing exceptional interior and exterior finishes. Main level has 2 bedrooms, 2 full baths, open floor plan, den, and dedicated office space; all designed to capture abundant natural light and beautiful views. The gourmet island kitchen flows seamlessly into the living and dining areas, creating an inviting space for entertaining. Enjoy the private deck, perfect for morning coffee or twilight dining. A fully furnished 1-bedroom ADU provides flexibility for guests, extended living, or income potential, while the finished shop is ideal for a studio, workshop, or hobbies. A rare opportunity to own one of Ashland's most distinctive and notable properties.

5 Scenic Drive, Ashland
$1,200,000
5 Beds ⋅ 3 Baths ⋅ 220224554 MLS ⋅ 4,768 SqFt. ⋅ 219,106 Sqft. Lot ⋅ 5.03 Acres
One-of-a-kind Southern Oregon retreat just minutes from Ashland! A remarkable property offering a rare blend of privacy, craftsmanship and income potential in a private park-like setting with mature trees. This custom-built 5 bedroom home showcases soaring ceilings, walls of windows with views of Emigrant Lake/Grizzly Peak, large breakfast nook, custom pine log features/dramatic curved staircase, hardwood floors, granite/travertine countertops, floor-to-ceiling fireplace, large 3rd floor bonus wing, 1900+ sq. ft. wraparound cedar deck, workshop, charming playhouse and covered carport. The 1st floor ADU currently operates as a successful AirBNB with 2 bedrooms, beautiful kitchenette, granite countertops, stunning tile bathroom, ADA access, private driveway and entrance, for use as continued rental income or separate multigenerational family living. A former homesite offers additional potential. Rarely does a property combine this level of quiet privacy, quality and versatility.

4567 Old Highway 99 S, Ashland
$1,700,000
4 Beds ⋅ 5 Baths ⋅ 220224430 MLS ⋅ 4,234 SqFt. ⋅ 28,749 Sqft. Lot ⋅ 0.66 Acres
Rarely does a property of this caliber come to market. Completed in 2016 by Steve Asher, this custom Earth Advantage Platinum view home offers 4 bedrooms, 4.5 baths, and 4,234 sf of total living, including a 3,537 sf main house and a detached 697 sf guest studio, half a mile from downtown Ashland. A wall of glass frames unobstructed views of Grizzly Peak. The main level is anchored by a gourmet kitchen with a Gen-Aire double oven, cooktop, and granite island, flowing into a living room with gas fireplace and bar, plus an office, half-bath, and primary suite featuring a soaking tub, spa shower, and walk-in closet. A mudroom opens onto the patio and grilling area, steps from the guest studio with its own entrance and kitchenette. Downstairs, the main house offers a second living room with wet bar, gas stove, and outdoor jacuzzi tub, two en-suite guest rooms, and a flex room (not included in sf). Direct access to the Ditch Trail and Strawberry-Hald Park rounds out this turnkey offering.

225 Grandview Drive, Ashland
$765,000
4 Beds ⋅ 4 Baths ⋅ 220224216 MLS ⋅ 3,438 SqFt. ⋅ 25,264 Sqft. Lot ⋅ 0.58 Acres
Nestled in the highly desirable southwest hills of Ashland, Oregon. This is an incredible opportunity w/ so much potential for the next owner to enjoy and make their own. The contemporary ranch-style main home features over 2,600 sq. ft., 3 bedrooms, 3 bathrooms, soaring wood-vaulted ceilings, an open floor plan, abundant windows, skylights, and beautiful natural light. A charming 800 sq. ft. cottage-style ADU (built in 2003) includes its own address, metered separately, private patio, and garden making it ideal for guests, rental income, or multi-generational living. The detached three-car garage includes a studio space with a bathroom. Additional amenities include a screened sleeping deck, greenhouse, storage sheds, and firewood storage. There is an owned solar panel system and solar hot water heater for high efficiency and keeping low carbon print. This one-of-a-kind property is a gardener's dream and a rare opportunity to create your own private retreat.

155 Westwood Street, Ashland
$12,000,000
7 Beds ⋅ 19 Baths ⋅ 220223437 MLS ⋅ 19,908 SqFt. ⋅ 773,190 Sqft. Lot ⋅ 17.75 Acres
Offered for sale for the first time ever, Chateau at Belle Fiore Estate Winery is one of Oregon's most extraordinary residential estates. Spanning over 17,400 sqft across four levels, this French-inspired masterpiece offers 7 bedrooms, 19 bathrooms, and exceptional craftsmanship throughout. An elevator services all floors, including an 8,000 sqft lower level with a wine room, game room, gentleman's lounge, multiple wine bars, and expansive entertaining spaces. Premium finishes include custom cumaru flooring, granite surfaces, and intricate architectural detailing. Set on over 17 acres, including 12.1 irrigated acres and a producing vineyard, the estate is ideal for private enjoyment, weddings, retreats, and special events. Exterior features include hand-chiseled golden granite, a hand-cut slate roof, custom copper gutters, dormers, and downspouts. A 2,500+ sqft carriage house, four-car garage, prep kitchen, and grand gathering spaces complete this iconic Southern Oregon estate.

200 Belle Fiore Lane, Ashland
$26,000,000
7 Beds ⋅ 19 Baths ⋅ 220223434 MLS ⋅ 19,908 SqFt. ⋅ 3,030,469 Sqft. Lot ⋅ 69.57 Acres
Belle Fiore Estate Winery and Chateau is Oregon's most extraordinary vineyard estate and is being offered for the first time ever. The French-inspired Chateau is one of the largest homes in Oregon, spanning over 17,400+ sqft; it has four levels, 5 bedrooms, 19 bathrooms, elevator service, a vineyard, a 2 bedroom 2500+ sqft carriage house, four-car garage, resort style pool, hand-cut slate roof, custom copper detailing, and one of a kind craftsmanship throughout. ~ Separately, the Winery features a 32-acre vineyard featuring 14 distinguished grape varietals. The 27,000+ sqft Italian basilica-inspired facility includes tasting rooms, a ceremonial barrel room, ballroom, restaurant, outdoor dining areas, panoramic views of the Rogue Valley, and a commercial production facility with extensive refrigerated wine storage. Set on nearly 70 acres, this offering includes 49+ acres of water rights, a priceless feature of this one of one opportunity to own Oregon's most significant vineyard estate.

200 Belle Fiore Lane, Ashland
$2,140,000
5 Beds ⋅ 5 Baths ⋅ 220223401 MLS ⋅ 7,468 SqFt. ⋅ 8,867,073 Sqft. Lot ⋅ 203.56 Acres
Rare 203-acre Ashland estate with sweeping south-facing views offers a resort setting tucked away at the end of a mountain road. Completed in 2015, the 7,468 sq ft Craftsman residence was designed for beauty and function. The main level showcases two primary suites, two additional oversized bedrooms, expansive living and family rooms, and a gourmet kitchen. One walnut staircase leads to a private loft while a second stairway leads to a spacious upper level bonus room. The partially finished daylight basement has exterior and patio access. The original 1,812 sq ft home is now an amazing fully finished flex space, ideal for guests, office, studio, or recreation. Surrounded on three sides by the Siskiyou Cascade National Monument for vast recreational opportunities. The property offers pasture, wooded terrain, and creek frontage. This rare legacy estate delivers self sufficiency, seclusion, and unparalleled outdoor access while remaining within reach of Ashland's renowned amenities.

22494 Jefferson Road, Ashland
$800,000
4 Beds ⋅ 4 Baths ⋅ 220223301 MLS ⋅ 3,159 SqFt. ⋅ 7,405 Sqft. Lot ⋅ 0.17 Acres
Custom view home with charming detached guest cottage located just above downtown between Lithia Park and the Ashland Public Library. Main level great room with vaulted double-height ceiling, walls of windows, reclaimed clear-grain fir trim, solid-core doors, refinished oak floors, kitchen with composite dining bar, tile counters and backsplash, cabinets with solid wood interiors and custom pull-outs, dining room with glass door to view deck with gas BBQ hookup, bedroom with closet and full ensuite bath, and pantry with washer and dryer. Upper level primary with skylights, hanging closet, French doors to private balcony, and full ensuite bath with jetted tub. Versatile lower guest suite or family room with French doors to paver patio, full bathroom with oversized shower, storage cellar with stainless utility sink, and one-car garage. Detached cottage with permitted kitchen, living area, full bathroom, loft bedroom, and private gated entrance from Terrace Street. Inquire for details!

307 Hillcrest Street, Ashland
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 220222850 MLS ⋅ 4,141 SqFt. ⋅ 11,761 Sqft. Lot ⋅ 0.27 Acres
This beautifully designed and built custom Victorian by Carlos Reichenshammer sits just blocks from Lithia Park. Featuring a new roof, it blends historic charm with modern updates. Mountain views abound throughout. Up the majestic oak stairway you'll find an office/library, a guest bedroom with walk-in closet and en-suite bath, and a luxurious primary suite with fireplace, two walk-in closets, soaking tub, and shower. The spacious country French kitchen features granite countertops, two islands, a Thermador 5-burner cooktop, double Bosch ovens, and glass-paned cabinets. It opens to the family room or dining area with a fireplace and breakfast nook. Enter through the marble-floored foyer into the formal living room with vaulted ceiling, plush bench seating, and fireplace. Additional highlights include a custom 650-bottle wine cellar with travertine walls and floors, a courtyard fountain, large wrap-around front porch, and back deck. **SELLER CARRIED FINANCING AVAILABLE**

255 Scenic Drive, Ashland
$1,242,500
3 Beds ⋅ 3 Baths ⋅ 220222572 MLS ⋅ 3,460 SqFt. ⋅ 13,939 Sqft. Lot ⋅ 0.32 Acres
First time on the market, this architecturally designed prairie-style home is nestled among the conifers and offers exceptional curb appeal. Inside, quality materials and thoughtful design shine throughout. The kitchen features custom cabinetry, stainless steel appliances, granite countertops, and an eating bar open to the dining area and inviting great room with vaulted ceilings, skylight, built-ins, and a gas fireplace. A formal dining room and living room with a wood-burning fireplace provide additional gathering spaces, while large windows capture beautiful surrounding views. The spacious primary suite is conveniently located on the main level. Upstairs offers a versatile landing ideal for an office nook, two large bedrooms, a shared bath, and abundant storage. A detached 350+ sq. ft. living space with bedroom and bath adds flexibility. Professionally landscaped grounds feature lush greenery, various species of trees, patios, decks, and lighting, creating a truly special property.

611 Forest Street, Ashland
$900,000
5 Beds ⋅ 4 Baths ⋅ 220221548 MLS ⋅ 5,200 SqFt. ⋅ 477,417 Sqft. Lot ⋅ 10.96 Acres
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
$965,000
7 Beds ⋅ 5 Baths ⋅ 220222015 MLS ⋅ 2,790 SqFt. ⋅ 8,712 Sqft. Lot ⋅ 0.2 Acres
Rare opportunity to own 2 residences plus a studio on one tax lot. Offers exceptional flexibility for multigenerational living, rental income, live-work, or guest accommodations. The 1,720 SF main residence was fully renovated in 2018, including a new poured foundation, and has 4 bedrooms, 2 baths, open living spaces, a kitchen with crisp white cabinets, subway tile backsplash & a main level bedroom. The main residence includes a double garage with a 480 SF upper-level studio with a full bath. A separate second 1,070 SF residence, built in 2018, offers stylish & charming single-level living with high ceilings, 2 bedrooms, 2 baths, & contemporary finishes. Situated in an established historic neighborhood with mature trees, the property has off-street parking, modern systems, and is close to Ashland's downtown. This R-2-zoned property features separate addresses & meters & allows for 2 Airbnb units with owner occupancy on premises. Request property offering details.

563 Rock Street, Ashland
$1,149,808
3 Beds ⋅ 3 Baths ⋅ 220221584 MLS ⋅ 3,209 SqFt. ⋅ 160,300 Sqft. Lot ⋅ 3.68 Acres
Country living close to Downtown Ashland. 3209 sq ft w/3.68 irrigated acres, gated paved entry, beautiful landscape fenced yards w/garden beds, greenhouse, large pasture for animals, motorhome garage, heated large shop rm, potting shed. Peaceful spring fed waterfall to a KOI fishpond. This Asher Homes remodel includes a beautiful kitchen w/nice appliances; dbl convection ovens, large island w/ sitting area & lots of storage. Lg windows taking in the natural light & beautiful views of the mountains, breakfast room off kitchen, formal dining w/bay window & window seat, living room overlooking covered front porch. Downstairs bedrm & full bathrm or office/library w/built-in bookcases. 2 large primary suites upstairs w/sitting areas, vaulted ceilings, lg windows w/views, both bathrooms w/new updates, great walk in closet w/built-ins & a bonus room that could be a great studio/office/media room or hobby room. Back deck overlooking the perfect manicured mature landscaping w/hot tub

39 E Valley View Road, Ashland
$745,000
5 Beds ⋅ 3 Baths ⋅ 220221903 MLS ⋅ 3,060 SqFt. ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
For Statistical Purposes Only.

1555 Windsor Street, Ashland
$1,160,000
4 Beds ⋅ 4 Baths ⋅ 220221702 MLS ⋅ 4,189 SqFt. ⋅ 894,286 Sqft. Lot ⋅ 20.53 Acres
Custom-built in 1986, this meticulously maintained home blends superior craftsmanship with thoughtful design. Wrapped in clear cedar siding with a lifetime-guaranteed tile roof, it features solid cherrywood floors, cabinetry, and doors, vaulted cedar ceilings, and a two-sided granite fireplace. Abundant natural light, cross-ventilation, and expansive views flow through large windows and a 1,280 sq ft wraparound deck. The 600 sq ft primary suite offers double sinks and dual shower heads. Custom built-ins include bookcases, media center, dining storage, and a fitted office. Starlink internet ensures seamless connectivity. Dual garages—a 2-car main level and lower garage/workshop—plus a detached garage with 1,200-gallon tank. An apartment under the home includes a kitchenette. Bonus ''little house'' with utilities and deck, irrigation well and tank, dual water heaters, dual heat pumps, concrete block foundation, and oversized septic. A rare, tranquil retreat.

1999 Tolman Creek Road, Ashland
$949,000
4 Beds ⋅ 3 Baths ⋅ 220221624 MLS ⋅ 3,098 SqFt. ⋅ 6,969 Sqft. Lot ⋅ 0.16 Acres
Wonderful, spacious home with unbeatable indoor/outdoor living in one of Ashland's most coveted neighborhoods. With over 3,000 sq ft, the open floor plan is designed to embrace both the natural surroundings and the home's beautiful interior. The open kitchen, with a large central island and Viking range, is built for entertaining and flows into the living room with a built-in gas fireplace. A wall of windows brings in beautiful natural light while opening to the backyard with an in-ground swimming pool, open space behind the home, and a gate leading to a walking trail and creek that meanders to popular North Mountain Park. Two beautiful primary bedrooms sit on the main floor, allowing for separation, privacy, or even multigenerational living. Upstairs are two additional bedrooms, an office with mountain views, and a large flex space with a deck overlooking the backyard and surrounding greenspace, perfect for a media room, home studio, or kids' space. NEW ROOF and just minutes to town!

403 Briscoe Place, Ashland
$2,500,000
5 Beds ⋅ 7 Baths ⋅ 220220624 MLS ⋅ 6,033 SqFt. ⋅ 87,120 Sqft. Lot ⋅ 2 Acres
Discover this extraordinary Southern Oregon Luxury 2 acre estate perched above downtown Ashland w/views & incredible privacy. This custom built Pagnini home 5313 SQ FT, 5 bdrms, 5.5 bthms, 5 Car Garage + an additional 720 sq ft detached guest quarters. Grand entry, stunning wood floors, soaring ceilings, multiple fireplaces & walls of windows to take in the incredible views & abundant natural light. Gourmet kitchen w/quartz countertops, skylights & SS appliances w/double ovens. Main level primary suite w/ terrace access offers a soaking tub & steam shower. 2 upstairs guest suites both come complete w/private balcony & breakfast bar. Additionally this incredible home features a slate roof, sauna, elevator, a spacious office w/ en-suite + so much more. European-style terrace w/big natural boulders, fruit trees, a dog run, greenhouse, and manicured gardens along w/ abundant wildlife- no expense was spared on this remarkable Ashland retreat & it truly shows

500 Ashland Loop Road, Ashland
$825,000
3 Beds ⋅ 2 Baths ⋅ 220221039 MLS ⋅ 2,979 SqFt. ⋅ 10,018 Sqft. Lot ⋅ 0.23 Acres
Step into this luxurious tastefully updated, spacious, low-maintenance, single level, view home offering privacy and peace of mind. The kitchen is designed for entertaining with a large granite island, walk-in pantry, custom cabinets with pull-outs, new cooktop and hood, insta-hot, faucet, double wall ovens, microwave, refrigerator with adjacent sitting and dining areas leading to a partially covered deck. The light and bright living room features a cozy gas fireplace and deck slider. The primary suite has a spacious bedroom with views and deck access, closet area, and bath with jetted tub, shower and stacked washer/dryer. Additional 2 bedrooms and updated bath with tile shower provide flexibility. The exterior-access, partially finished and climate-controlled basement offers bonus space for storage, hobbies, or wine room. The tiered, fenced backyard provides room for pets, gardening, and outdoor enjoyment. Plus an EV charger, Kobalt storage and sink in the garage. Check it out today!

1411 Ponderosa Drive, Ashland
$4,500,000
5 Beds ⋅ 6 Baths ⋅ 220220674 MLS ⋅ 6,396 SqFt. ⋅ 151,588 Sqft. Lot ⋅ 3.48 Acres
Set on 3.48 private acres just 500 ft from Lithia Park and within a 1/2 mile of downtown Ashland, 237 Granite is a rare, legacy estate inspired by the timeless design principles of Greene & Greene Architects. Showcasing over 5,700 sq ft of refined living, this 5-bedroom, 5.5-bath residence embodies the essence of The Arts and Crafts Movement with exceptional craftsmanship, rich walnut flooring throughout, and a seamless connection to its natural surroundings. The grounds are a destination unto themselves--featuring a solar-heated pool, tranquil Japanese gardens with tea house, two waterfalls, a koi pond, and direct access to nearby hiking trails. Main level living w/ 871 sq ft primary wing, private caretaker quarters, and a separate 676 sq ft guest cottage with 1 bed, 1 bath, 2-car garage--offering flexibility for guests or extended living. ''The Gamble House'' of Ashland, this is the largest private estate of its kind in such close proximity to the cultural and natural heart of Ashland.

237 Granite Street, Ashland
$950,000
3 Beds ⋅ 3 Baths ⋅ 220220668 MLS ⋅ 3,161 SqFt. ⋅ 11,325 Sqft. Lot ⋅ 0.26 Acres
Quality custom view home in a private natural setting above the boulevard, just six minutes to Ashland's downtown plaza. Abundant natural light and airflow with operable wood-wrapped casement windows, high vaulted ceilings, solid core doors, and unique architectural view corridors throughout. Great room with solid Brazilian cherry flooring, gas fireplace, formal dining with built-in buffet, French doors to wrap-around view deck, kitchen with granite dining counter and stainless appliances, open family and informal dining room, powder room, laundry with utility sink, and two-car garage. Step-down primary suite with French doors to private balcony, walk-in closet, full ensuite bathroom with travertine double vanity, jetted tub, shower, and water closet. Upper loft with mountain views and stairwell skylights. Two lower-level guest bedrooms, full bath with tub shower, den, and French doors to pebbled concrete patio and organic garden. Newer HVAC and exterior paint. Inquire for details!

602 Ashland Street, Ashland
$975,000
4 Beds ⋅ 3 Baths ⋅ 220220664 MLS ⋅ 3,391 SqFt. ⋅ 223,898 Sqft. Lot ⋅ 5.14 Acres
Perched on a hillside with sweeping valley and mountain views, this timeless, architecturally designed home blends traditional style with European flair. Built with Rastra Block construction and one-foot-thick walls, it features a 12 kW solar array and radiant heat floors on the main level, designed for natural air exchange. Offering 4 bedrooms, 3 bathrooms, and approx. 3,400 SF, plus a bonus storage room, the home includes a well-designed kitchen with ample cabinetry, granite countertops, and pantry. The dining room is filled with natural light, and the living room features a fireplace and built-in cabinetry. Main level includes a bedroom, media room, and full bath. Upstairs offers 3 bedrooms, including a spacious primary suite with dual vanities, walk-in closet, fireplace, and view balcony. Private gated drive, 5 acres total (4 of which have 8 ft fence) w/ flowers, fruit trees, strong well, and 2,000-gallon holding tank. This is a special property awaiting the next owner's enjoyment!

1678 Ashland Mine Road, Ashland
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 220219782 MLS ⋅ 4,977 SqFt. ⋅ 1,298,959 Sqft. Lot ⋅ 29.82 Acres
Located just outside Ashland, this property offers a rare blend of natural beauty, water, quality improvements, and convenience. The custom built home is thoughtfully positioned to capture expansive views across the surrounding valley and toward distant mountains. This elevated country estate draws from a Northwest lodge aesthetic, offering welcoming living spaces, a spacious multilevel layout and a seamless indoor outdoor connection with expansive outdoor living spaces. A picturesque stretch of Neil Creek framed by mature trees adds character and tranquility. Gently rolling topography, lush pasture, and water rights support a variety of Ag uses. A recently constructed 5,000 SF barn complements the property and offers outstanding flexibility for equipment, hobbies, or recreational use. Ideal as a homestead or simply an elegant place to enjoy connection to the outdoors, this is a property that captures the essence of Southern Oregon living while remaining just minutes from Ashland.

5293 Highway 66, Ashland
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 220219409 MLS ⋅ 3,246 SqFt. ⋅ 405,543 Sqft. Lot ⋅ 9.31 Acres
Incredible opportunity in Ashland -- Turnkey equestrian lifestyle estate on 9.31 acres of fully pressure-irrigated picture-perfect country living with sweeping views. Relax on the full wrap-around porch and savor sunrises and sunsets from your swinging bench seat. The 2,846 sq ft home offers 4 bedrooms, a cozy gas fireplace with ceramic logs, dual-zone heat pump, natural gas furnace, and a tastefully updated 2016 kitchen. Fully fenced and cross-fenced with electric, perfect for livestock. A 30x40 barn includes four powered stalls, tack room with bunk, hay loft and elevator; plus round arena, chicken coop and storage shed. Detached 3-car garage with 400 sqft ADU/guest house for income or multigenerational living. New 25 GPM well pump and Charter high-speed internet. Turnkey, functional, and ready to enjoy!

900 Butler Creek Road, Ashland

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