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$2,500,000
5 Beds 7 Baths 220220624 MLS
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

Listing courtesy of John L. Scott Medford.

$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

Listing courtesy of John L. Scott Ashland.

$154,000
220220683 MLS
Own your own private Southern Oregon Retreat. With nearly 250 acres just 15 miles east of Ashland, a Homesite approval is already in place, and the property may offer marketable timber. Surrounded by mountains, trees, and abundant wildlife, this exceptional property is ideal for outdoor enthusiasts seeking privacy, recreation, or investment opportunity. Enjoy breathtaking views and year-round activities with Howard Prairie Lake and Hyatt Lake nearby for fishing, boating, kayaking, paddle boarding, camping, and hiking, hunting, snowshoeing, cross-country skiing, sledding, and snowmobiling. Wildlife sightings include deer, elk, and turkey. Whether you're looking for a secluded homesite, private hunting retreat, vacation getaway, or long-term investment, this one-of-a-kind property offers unmatched beauty and adventure. Gated access with ingress and egress easement in place. A rare opportunity to own your own slice of wilderness paradise.

Soda Mountain Road, Ashland

Listing courtesy of Invest Rite Realty Group, LLC.

$3,800,000
5 Beds 6 Baths 220220674 MLS
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

Listing courtesy of Bespoke Real Estate.

$475,000
2 Beds 2 Baths 220220635 MLS
Attention investors!! If you're looking for a cozy getaway close to all the recreational activities Southern Oregon has to offer, this is the one for you! Currently an active short term rental and providing a strong return to the owners, this two-story charmer features 2 bedrooms plus loft area, 2 bathrooms, 1472 sq ft, 1.64 wooded acres, open floor plan, vaulted ceilings, hardwood flooring, metal roofing, attached 2 car garage, detached shop/garage, fenced yard, enclosed porch, certified woodstove, main level living, & much more! Living room, kitchen, and bedrooms are spacious as well! Can't go wrong with this property if you like to hike, fish, kayak, atv, bike, or simply enjoy a forested ambiance. Only seconds away from Hyatt Lake! This one won't last long on the market, so contact your agent today for a personal tour, before it's too late! No drive-by's allowed and this property is appt only.

7550 Hyatt Prairie Road, Ashland

Listing courtesy of John L. Scott Medford.

$795,000
220220422 MLS
Back on market at a new price -- 3.57-acre build-ready E-1 (Employment) parcel at the south gateway to Ashland's primary commercial corridor. Flat, fully unimproved, with full City utilities, FEMA Zone X, and frontage on two public streets (190 ft Jefferson Ave, 868 ft Washington St). E-1 allows broad use: distribution/warehouse, light manufacturing, retail, office, and institutional. Under the R-Overlay, up to ~53 mixed-use residential units by right over ground-floor commercial. Set in an established distribution corridor with long-tenured operators nearby -- a proven warehouse/industrial location with flexibility for other uses. I-5 Exit 14 ~1.1 mi; private rail-spur feasibility confirmed (see docs, estimate only). Priced 43% below the adjacent 777 Jefferson sale; very favorable seller financing available. Buyer to verify intended uses with City of Ashland (Code 18.2.2.030). Contact listing agent for details.

799 E Jefferson Avenue, Ashland

Listing courtesy of Coldwell Banker Commercial Professional Group.

$250,000
220219860 MLS
Experience year-round beauty in the stunning Hyatt Pines subdivision, where an exceptional opportunity awaits to build your custom home. Located just 40 minutes to Ashland, this 5.61 acre parcel has a level homesite, well, septic, shed and garage already in place. Within a community of beautiful homes and cabins, this lot offers a desirable location with year-round neighbors. Tucked away at the end of a shared road, you'll appreciate snow removal services provided by the association each winter. Adjacent to vast BLM land, this peaceful woodland retreat offers a private atmosphere. Enjoy fishing, hiking, sailing, and cross-country skiing, all within easy reach of Hyatt Reservoir and Howard Prairie Lake. Immerse yourself in this remarkable opportunity to create your own sanctuary amidst breathtaking natural surroundings!

7890 Hyatt Prairie Road, Ashland

Listing courtesy of John L. Scott Ashland.

$799,900
3 Beds 3 Baths 220219802 MLS
Stunning Chalet Retreat with Breathtaking Mt. Ashland Views! Nestled on 7.51 private acres, this gorgeous 2,306-sq-ft chalet offers unparalleled views of the Colestin Valley and Mt. Ashland. The thoughtfully designed interior features 3 spacious bedrooms, 3 full baths, and a versatile bonus room. Uniquely permitted for short-term rentals, this property is a proven income-producer and an ideal part-time residence or year-round sanctuary. Located just 15 minutes from the culture of downtown Ashland and minutes from world-class skiing, it perfectly balances seclusion with convenience. High-quality infrastructure includes a robust 16 GPM well and a state-of-the-art Advantex septic system. Whether you are seeking a mountain getaway, a savvy investment, or a private estate, this home delivers the best of Southern Oregon living. Experience ultimate privacy without sacrificing proximity to the city. A rare find in an iconic setting--this mountain masterpiece is ready for its next owner!

12673 Highway 99 S, Ashland

Listing courtesy of eXp Realty, LLC.

$695,000
220219785 MLS
79.59-acre EFU property offering a rare combination of usable land, privacy, and natural beauty just 15 minutes from downtown Ashland. Approximately 50% prime pasture and 50% gently sloping forestland create a versatile setting for a variety of uses. Includes 29 acres of irrigated farmland with valuable 1888 water rights. Carter Creek, a tributary to Emigrant Creek, runs through the property, adding both character and a reliable water source. Ideal for a homesite, horse property, or recreational retreat with sweeping views of the Cascade Mountains and surrounding valleys. Just 5 minutes from Emigrant Lake with convenient backroad access to Mt. Ashland. Borders 120+ acres of BLM land with direct access to additional open space. Close to the Cascade-Siskiyou National Monument, offering miles of recreation and protected landscape. A unique opportunity to own a well-balanced Southern Oregon property with both usability and scenic appeal.

Buckhorn Road 1000 Unit 1000, Ashland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$2,195,000
4 Beds 4 Baths 220219782 MLS
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

Listing courtesy of John L. Scott Medford.

$735,000
3 Beds 3 Baths 220218220 MLS
Fully renovated home by Coleman Creek Construction with detached studio and garage on rare E-1 zoned acreage with development potential in city limits! Charming front porch and covered wrap-around patio, open-concept living area with double-height vaulted ceiling, kitchen with quartz dining counter, designer lighting, and stainless appliances including gas range oven. Main-level primary suite with skylights, glass door to back patio with retractable awning, and full ensuite bathroom with quartz vanity, deep soaking tub, and oversized shower with seamless glass and tile surround. Additional main-level bedroom and full guest bathroom with quartz vanity, stacked washer dryer, and tiled shower. Vaulted upper-level media room, office, or third bedroom. Detached studio with quartz dining counter, stainless appliances including electric range oven, full bathroom with quartz vanity, tub shower, washer dryer, plus two-car garage. Ample off-street boat or RV parking. Inquire for details!

593 Crowson Road, Ashland

Listing courtesy of John L. Scott Ashland.

$299,000
693671412 MLS
Step into a world of pristine natural beauty, remarkable solitude, and boundless potential with this extraordinary ±78-acre property, nestled in the heart of Southern Oregon’s picturesque Colestin Valley. Offering commanding panoramic views, rich ecological diversity, and a peaceful ambiance that feels worlds away from the bustle of daily life, this land is more than just real estate—it’s a legacy in the making.Bordering the western edge of the renowned Cascade-Siskiyou National Monument, this unique parcel features a stunningly varied topography that includes a prominent knoll-top view site, gently undulating hills, timbered draws, and open meadows. Whether you're drawn by the call of nature, inspired by the land’s tranquility, or envisioning a future full of off-grid potential, this property delivers on every front. Outdoor enthusiasts will relish the opportunity to hike, hunt, camp, and rockhound on their own land, all while sharing space with abundant wildlife such as deer, wild turkey, black bear, and even the occasional elk.Just minutes from the iconic Pacific Crest Trail and a short drive to some of the region’s most treasured destinations—including Pilot Rock, Mt. Ashland Ski Area, Emigrant Lake, and majestic Mt. Shasta—this property is perfectly positioned for adventure and exploration. Whether you're seeking seclusion or inspiration, you’ll find both here. Buyer to perform and satisfy all due diligence regarding the property and its permitted uses.

COLESTIN RD, Ashland

Listing courtesy of AFM Real Estate.

$349,000
220217224 MLS
Perched above the scenic Ashland valley, this remarkable 58.91 acre property at 3727 Old Siskiyou Highway offers sweeping panoramic views across rolling hills, forested ridgelines, and nearby Emigrant Lake. The land features a beautiful mix of open grassy slopes and mature oak woodland, creating a private and peaceful setting that feels far removed while still offering convenient access to town. Zoned WR, this parcel presents outstanding potential for a rural estate, recreational retreat, or future homesite surrounded by the beauty of Southern Oregon. Septic and well are already installed, adding meaningful value for future use. Ashland is beloved for its vibrant arts scene, destination dining, boutique shopping, outdoor recreation, and small town charm, all anchored by the world renowned Oregon Shakespeare Festival and a strong sense of community. Rarely do properties of this size, privacy, natural beauty, and proximity to Ashland come available in one offering.

3727 Old Siskiyou Highway, Ashland

Listing courtesy of John L. Scott Medford.

$1,350,000
3 Beds 4 Baths 220217132 MLS
Seller will carry with acceptable terms. Stunning new contemporary home with mountain views on 20+ private acres! Interior highlights include natural hickory and maple hardwood floors and steps; porcelain tile in kitchen, bathrooms and great room, granite counter tops, washer and dryer in upstairs primary bedroom closet and connections for a second set up downstairs, windows wired for electric blinds or shades, beautiful stone fireplace all the way to the ceiling, all Dacor appliances. The exterior has stucco siding, and a metal roof on both the main house and detached garage. The oversized garage has enough space for 2 cars plus a shop area with ample lighting, EV charging outlet, and a heated full bathroom. The garage also has an attached 2 car carport. The covered patio boasts an outdoor fireplace and the upstairs balcony off of the primary bedroom is a perfect place to accommodate a hot tub and enjoy the views. Seller carry option available with a considerable down.

8612 OR-66, Ashland

Listing courtesy of John L. Scott Medford.

$2,250,000
220216457 MLS
Prime investment opportunity in Ashland, Oregon! This 44-room motel is conveniently located just off the freeway at 50 Lowe Road, offering excellent visibility and accessibility for travelers. The property features beautiful mountain views and includes a well-maintained swimming pool, currently not open to the public, providing significant value-add potential. The property also includes a fully equipped restaurant space that is currently not in operation but offers the infrastructure needed to reopen or repurpose according to a new owner's vision. With its strategic location, existing amenities, and strong upside potential, this property presents an exceptional opportunity for investors or hospitality operators ready to bring new life and creativity to this motel.

50 Lowe Road, Ashland

Listing courtesy of Home Quest Realty.

$735,000
3 Beds 3 Baths 220215130 MLS
Modern Airstrip Estate in Oregon's Green Springs Wilderness Usable land adjacent to BLM forest offers endless recreation--horseback riding, hiking, swimming, and paddleboarding. Enjoy rural privacy without sacrificing modern comfort or convenience: cable internet, reliable utilities, and strong cell service year-round--the perfect blend for today's lifestyle. Nestled along the scenic Green Springs Highway, this standout property includes deeded private access to Pinehurst Airstrip, ideal for aviation enthusiasts. Approx. 1,500 sq ft upstairs is perfect for a home office or creative studio. Shop 2,500.sq ft 347,500 estimate at 139.00 sq ft ,install/permit, 220 amp, box, 220 wiring foundation engineered, 12x 12 rolling door, 14 ft ceilings metal snap lock roof. Property sits on13.63 acres of usable land. Open Meadows, mature timber, large pond, with direct context inside the Cascade Siskiyou National Monument area. Seller finance, 3,488 sq ft Airstrip Estate, investment opportunity.

15922 Green Springs 66 Highway, Ashland

Listing courtesy of Rogue River Valley Realty.

$1,650,000
5 Beds 5 Baths 220214060 MLS
Known as 309 and 311 Granite Street, this exceptional estate overlooks Lithia Park on nearly six private acres, blending European elegance with a tranquil forest setting. Mature trees, stone paths, patios, and water features create rare seclusion just minutes from downtown Ashland, the Oregon Shakespeare Festival, and the historic Plaza. Vaulted ceilings, fine woodwork, stained glass, and expansive windows fill the interiors with warm, old-world character and natural light. The main home centers on an open great room with a dramatic rock fireplace, flowing to an informal dining area and oversized kitchen, with additional living spaces for entertaining or everyday life. The primary residence offers 4,479 sq ft plus 2,364 sq ft of flexible ground-level space. A second residence adds 844 sq ft, a 1,153 sq ft multi-purpose room, and carport-about 8,840 sq ft total. Near Mt. Ashland, Crater Lake, Britt Festival, and Rogue Valley wineries, this is a rare architectural retreat of tranquility

309 Granite Street, Ashland

Listing courtesy of eXp Realty, LLC.

$1,650,000
5 Beds 3 Baths 444414247 MLS
Addressed as 309 and 311 Granite Street, this exceptional estate is tucked above Lithia Park on nearly six private acres, blending timeless European elegance with the tranquility of a forested retreat. Surrounded by mature trees, stone pathways, outdoor patios, and serene water features, the property feels secluded and intentional, yet remains just minutes from downtown Ashland, the Oregon Shakespeare Festival, and the historic Ashland Plaza.Inside, the architecture immediately impresses with vaulted ceilings, dramatic wood craftsmanship, custom detailing, stained glass accents, and expansive windows that fill the home with natural light. Rich textures and thoughtful design elements create a warm, old-world atmosphere that is both grand and inviting.The main residence is centered around a generous open great room with a striking rock fireplace, flowing into an informal dining area and an oversized kitchen ideal for gathering. Multiple living spaces—including a formal dining room, den, and additional sitting rooms—allow flexibility for everyday living or entertaining on a larger scale.The primary residence offers 4,479 square feet, plus 2,364 square feet of flexible ground-level space. A second residence provides 844 square feet for guests or extended living, along with a separate 1,153 square foot multi-purpose room and carport. In total, the estate encompasses approximately 8,840 square feet of versatile living space.Ideally located near Mt. Ashland Ski Resort, Crater Lake National Park, the Britt Music & Arts Festival, and Rogue Valley wineries, this is a rare opportunity to own a private, architectural estate that seamlessly blends refined craftsmanship, natural beauty, and an exceptional cultural lifestyle.

309 GRANITE ST, Ashland

Listing courtesy of eXp Realty, LLC.

$480,000
3 Beds 3 Baths 220212828 MLS
Priced to sell with instant equity - recent appraisal of $600,000 from June 2026! Versatile, spacious, and updated home on private acreage in the Cascade-Siskiyou National Monument - just 14 miles to Ashland. Solid frame construction with strawbale insulated walls, radiant heated floors, double-paned windows, concrete stucco exterior, and metal roof. New kitchen with granite counters and island, walk-in pantry, glass-fronted display cabinets, all new stainless appliances. Informal and formal dining areas, double-height vaulted ceilings, living room with built-in entertainment system, cooking stove with soapstone surround, family room, powder room, and two-car garage with EV charging. Three upper-level bedrooms including primary with private balcony, two powder rooms with access to soaking tub and tiled shower, plus a loft area with skylights. French doors from exterior to lower shop or office and utility room. High-speed internet via Greensprings Broadband Coop. Inquire for details!

827 Tyler Creek Road, Ashland

Listing courtesy of John L. Scott Ashland.

$210,000
220211332 MLS
Are you looking to construct the home of your dreams? If you're tired of searching unsuccessfully for a pre-built residence that suits your needs, consider building it yourself. We are proud to present this stunning 30-acre parcel located 8 miles from the beautiful city of Ashland, Oregon. From the top of the ridge, the views of Mt Ashland and the city below will take your breath away. Boasting varied topography, oak groves and cooler temperatures in the summer and above the fog during winter days, this spot is ideal for living off-the-grid without sacrificing proximity to great restaurants, shopping, cultural experiences like the Oregon Shakespeare Festival and more. Buyer due diligence recommended; applications for a homesite have already been submitted.

Dead Indian Memorial Road 1400 Unit 1400, Ashland

Listing courtesy of Oregon Adventure Realty.

$2,900,000
220211191 MLS
PRICE REDUCED-$2,900,000. A rare opportunity to acquire ±9.71 acres of prime, developable land within Ashland's adopted Normal Neighborhood Plan, the city's designated area for sustainable, mixed-use growth. Three contiguous parcels with direct East Main Street frontage lie just outside city limits yet within the Urban Growth Boundary, contiguous to existing city limits and services -- the only parcel in the Plan area with stand-alone annexation-readiness in the chain of contiguity, providing a clear, efficient path to Type III annexation. The City may establish an Advance Financing District (AFD) to help offset infrastructure costs such as sewer oversizing and frontage improvements, reducing upfront expense. The site also carries the only commercial overlay (NN-1-3.5-C) in the entire 93-acre Plan area. With utilities at frontage and anticipated zoning of NN-1-5, NN-1-3.5, and NN-1-3.5-C, the assemblage suits a blend of residential and neighborhood-scale commercial uses.

2082 E Main Street, Ashland

Listing courtesy of Coldwell Banker Commercial Professional Group.

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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: