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369 Alta Avenue, Ashland
$649,000
3 Beds ⋅ 4 Baths ⋅ 220226544 MLS ⋅ 2,854 SqFt. ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
Built in 1996, this Ashland property features a 1,910 square foot main residence and a permitted 944 square foot attached ADU. The main home offers one bedroom, two full bathrooms, an office, vaulted ceilings, hardwood flooring, granite counters, a kitchen island, breakfast bar, generous laundry room, and two gas fireplaces in the living room and primary suite. An oversized two car garage provides additional workshop space. The primary bedroom opens to a private deck, while the bathroom includes a soaking tub and separate shower. A large view deck extends from the main living area and captures mountain and territorial views. The single level ADU includes two bedrooms, two full bathrooms, and its own two car garage. It is currently rented for $1,400 per month on a month to month basis, offering immediate income potential. Set on a landscaped 0.22 acre lot with public utilities, this versatile property offers comfortable living, rental income, and flexible long term use.

369 Alta Avenue, 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

12300 Oregon 66, Ashland
$499,900
5 Beds ⋅ 3 Baths ⋅ 220226295 MLS ⋅ 2,404 SqFt. ⋅ 217,800 Sqft. Lot ⋅ 5 Acres
Escape to a private retreat on five level, wooded acres in the heart of the Highway 66 recreation corridor, just minutes from Howard Prairie, Hyatt Lake, and Lake of the Woods. This beautifully maintained, recently updated split-level home seamlessly blends comfort, privacy, and year-round adventure. A slate entry opens into a spacious living room featuring a bay window and a wood-burning stove insert. The home offers five bedrooms, three full baths, a formal dining area, and flexible living and family rooms--each with its own fireplace--plus a dedicated office or hobby space. The kitchen is equipped with granite countertops and tile flooring, ideal for casual meals or hosting guests. Set in a peaceful forest environment close to fishing, boating, hiking, mountain biking, and snowmobiling, this property is perfect as a primary residence, seasonal getaway, or investment property. Experience the quintessential Southern Oregon lifestyle in a serene, nature-filled setting.

12300 Oregon 66, Ashland

4712 Old Highway 99 S, Ashland
$384,900
1 Beds ⋅ 1 Baths ⋅ 220226151 MLS ⋅ 648 SqFt. ⋅ 93,654 Sqft. Lot ⋅ 2.15 Acres
GREAT opportunity to own 2.14 acres and finish building a newer, 688-sqft tiny home nestled on private acreage, just 15 mins from downtown Ashland. This existing permitted general purpose building, is ready to be converted into a 1-bed, 1-bath layout. Property features outdoor sauna, small seasonal pond, & high-producing well (11 GPM w/ pump, 41 GPM raw). Built in 2014, the existing permitted structure currently includes an unfinished kitchen & dining room. Purchase property as-is w/ cash (see MLS listing # 220226037) for $249,900 or finance the construction using a rehab loan w/ this listing. List price is an estimate on the the total costs including the land purchase & the amount needed to finish it, based on estimate by our contractor ($129,000). Buyer to due their own due-diligence. Buyer to enter into a separate building contract with suggested contractor or contractor of their choice outside of escrow. Final price to be determined at a later date when Rehab package is finalized.

4712 Old Highway 99 S, 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

1000 Ivy Lane, Ashland
$739,000
4 Beds ⋅ 2 Baths ⋅ 220225773 MLS ⋅ 2,091 SqFt. ⋅ 20,037 Sqft. Lot ⋅ 0.46 Acres
Experience contemporary Northwest living in this one-of-a-kind 4 bed, 2 bath w/elevated views & beautiful natural surroundings. Adventure awaits just outside your door w/convenient access to miles of hiking & biking trails. Thoughtfully designed w/versatile living & dining areas to accommodate every occasion. Vaulted great room featuring a gas fireplace w/tile surround & a wall of windows. Well-appointed kitchen showcasing white painted cabinetry, leathered granite countertops, tile backsplash & large pantry. The primary suite is a true private retreat w/direct access to a secluded deck w/hot tub, luxurious ensuite & oversized dual closets. Enjoy year-round outdoor living from the expansive terrace w/both covered and open-air spaces. The perfect setting to relax or entertain while taking in the stunning mountain views. Mature, landscaped grounds w/raised garden beds plus a 2-car garage complemented by an adjacent covered area. Ideal for additional parking or versatile storage!

1000 Ivy Lane, Ashland

5597 Highway 66, Ashland
$875,000
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

3729 Old Highway 99 S, Ashland
$889,000
3 Beds ⋅ 4 Baths ⋅ 220224770 MLS ⋅ 3,713 SqFt. ⋅ 1,413,086 Sqft. Lot ⋅ 32.44 Acres
Enjoy spectacular views of Emigrant Lake & the surrounding mountains from this exceptional 3,713 sf custom 3 bd 3.5 ba home on over 30 acres, just 10 min from Ashland and a short drive to Mt. Ashland. From the moment you enter through the stunning mahogany door from your wrap around deck, you are welcomed into a great room with vaulted ceilings, a floor-to-ceiling rock fireplace, & windows that fill the home with natural light. Living space blends seamlessly into your gorgeous chef's kitchen & formal dining. An office w/ custom built-ins, bonus family room, & a guest half bath round out the main living space alongside an impressive primary suite, which features a private balcony, fireplace, & newly remodeled luxurious bathroom. Downstairs, you will find a guest ensuite, another guest bedroom, full bathroom, & laundry room. A 3-car garage provides plenty of space for cars & toys. Seller has done extensive fire mitigation work & paved the driveway, making this property insurable.

3729 Old Highway 99 S, 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. 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. 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.

400 Allison Street, Ashland

508 N Main Street, Ashland
$489,000
3 Beds ⋅ 2 Baths ⋅ 220225550 MLS ⋅ 1,498 SqFt. ⋅ 3,484 Sqft. Lot ⋅ 0.08 Acres
DRAMATIC PRICE REDUCTION TO $489,000. Looking for a home in Ashland that offers more than just a place to live? 508 N Main Street offers a unique opportunity to own a distinctive Victorian property with two separate living spaces. Currently arranged as two 1-bedroom, 1-bath living areas, this versatile property offers the opportunity to live in one space while exploring rental income from the other, subject to applicable regulations. It could also be ideal for multigenerational living, guests, or a dedicated home office. Enjoy mountain and territorial views, charming patio and garden areas, off-street parking, additional storage, and a dry sauna-- all less than a mile from downtown Ashland. REDUCED By $55,900. If you've been waiting for an opportunity to own property in Ashland with flexible living options and potential income-producing space, this is one to explore.

508 N Main Street, 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

2815 Dead Indian Memorial Road, Ashland
$749,000
3 Beds ⋅ 2 Baths ⋅ 220225306 MLS ⋅ 2,216 SqFt. ⋅ 298,386 Sqft. Lot ⋅ 6.85 Acres
Rolling pastures, gentle hills & gorgeous Mt. Ashland views create an exceptional setting for this beautifully updated single-level home on 6.85 acres. Rebuilt from the studs in 2004, it blends timeless craftsmanship with a light-filled, open design where every room connects to the surrounding landscape. Vaulted ceilings, expansive view windows, maple hardwood floors, custom Shaker-style woodwork, fir doors, built-ins & two fireplaces add warmth and character. The spacious kitchen with sunny breakfast nook opens to wraparound decking & gardens, inviting outdoor living amid sweeping views, colorful seasonal blooms, spectacular sunsets & brilliant star-filled skies. The rebuild included updated plumbing, electrical, Milgard windows, raised ceilings, remodeled kitchen & baths, added living space, on-demand hot water & underground utilities. Outbuildings with animal shed & approx. 850-sf shop complete this peaceful, private retreat, above the fog, below the snow & just 10 minutes to town

2815 Dead Indian Memorial Road, Ashland

541 Fairview Street, Ashland
$996,000
5 Beds ⋅ 3 Baths ⋅ 220225227 MLS ⋅ 2,586 SqFt. ⋅ 6,969 Sqft. Lot ⋅ 0.16 Acres
Beautifully restored 1908 classic home located on a rare R2 zoned double lot just blocks from downtown Ashland's theatres, restaurants, galleries, and parks. MAIN RESIDENCE Featuring 3 bedrooms and 2 full baths, interior highlights include original fir floors, high ceilings, designer lighting, updated kitchen, pantry and abundant natural light throughout. Flexible layout supports guest space, office, or extended living arrangements. LOWER LEVEL Remodeled with separate entrance, kitchen, bedroom and full bathroom offering independent living space. Foundation of main home was updated in 1997 with central heat, air, electrical and plumbing systems. DETACHED COTTAGE Separate remodeled cottage with bedroom and bath ideal for additional flexible living needs, guest suite, or office. OUTDOOR FEATURES Mature landscaping with fenced yard, irrigation, water feature, dry sauna, spa, storage shed, and ample off street parking. ADDITIONAL HIGHLIGHTS R2 zoning ideal for income producing living.

541 Fairview Street, Ashland

923 Bellview Avenue 2 Unit 2, Ashland
$410,000
4 Beds ⋅ 2 Baths ⋅ 220225100 MLS ⋅ 1,722 SqFt. ⋅ 2,613 Sqft. Lot ⋅ 0.06 Acres
Great value for the sqft! Delightful 4-bed, 2-bath home tucked back off Bellview Ave in a well-located community (No HOA!). Built in 1997 and updated with a new HVAC in 2026, this home features simulated wood floors throughout and fresh interior paint. Living room with wood beamed ceiling flows into kitchen with pantry and new 2025 refrigerator and dishwasher. Private, wraparound Trex deck--perfect for morning coffee, evening grilling, or relaxed entertaining. Front and back timed sprinklers make yard care effortless. Main-level living includes a bedroom and full bath featuring quartz countertops and tile flooring. Upstairs is another full bathroom with double sinks and 3 bedrooms with vaulted ceilings--one with two conjoined rooms ideal for a cozy sitting area, dressing space, or home office. Attached single-car garage. Ideal location close to Bellview Elementary, grocery stores, public transit, restaurants and more.

923 Bellview Avenue 2 Unit 2, Ashland

595 Monroe Street, Ashland
$690,000
2 Beds ⋅ 2 Baths ⋅ 220224672 MLS ⋅ 1,070 SqFt. ⋅ 31,363 Sqft. Lot ⋅ 0.72 Acres
Amazing opportunity with 5 legal lots per City of Ashland and phenomenal views. Amy Gunter of Rogue Planning & Development Services has extensively researched and received letter from City of Ashland Legal Lot Determination stating 5 lots. TID water rights. In addition there is a cute, sweet 2 bedroom, 2 bath home with detached garage. Orignal wood floors in bedroom and livingroom and maybe under the carpet in the hall. Living room has fireplace with built in bookcases on either side and you will love the unbelievable mountain views through the picture window. Home has been rented for many years and sits ''as is''. Cute unique kitchen with dining nook. Call listing agent for details and property package. Buyer to do their own due diligence for their own plans for the property.

595 Monroe Street, Ashland

1536 Pinecrest Terrace, Ashland
$595,000
3 Beds ⋅ 3 Baths ⋅ 220224168 MLS ⋅ 2,287 SqFt. ⋅ 12,632 Sqft. Lot ⋅ 0.29 Acres
Welcome to this stunning 1993-built home on a private .29-acre lot. Dramatic floor-to-ceiling windows flood the front rooms with natural light and frame the gorgeous scenery. The main floor features 2 bedrooms, including a large primary suite and walk-in closet, a main-level office/3rd bedroom with built in Murphy bed, 2 full baths, a cozy den, a sunroom, a huge front living room with vaulted ceilings and separate dining space. The eat-in kitchen offers plentiful storage in a serene setting overlooking the hills. The basement has an additional room with a craft room already set up to be a photographer's dark room with ventilation, a sink, and a half bath. Outside is a terraced backyard with gazebo and a huge half wrap around deck all providing spectacular views. Complete with an attached 2-car garage. A Newer roof, washer, dryer, dishwasher, and Air conditioning unit all installed/replaces in 2023 and 2024. Minutes from hiking trails, parks, schools, and shopping! Move in ready.

1536 Pinecrest Terrace, Ashland

4567 Old Highway 99 S, Ashland
$1,175,000
5 Beds ⋅ 3 Baths ⋅ 220224554 MLS ⋅ 4,918 SqFt. ⋅ 219,106 Sqft. Lot ⋅ 5.03 Acres
One of a kind Southern Oregon retreat just 15 minutes from downtown Ashland, offering privacy, exceptional craftsmanship, sweeping views & proven income in a peaceful park like setting. A true money maker, the fully permitted first floor 2 bedroom/ 1 bath ADU currently operates as a successful Airbnb, generating approximately $25,000 a year in net income, per seller. The custom one owner main home features soaring ceilings, walls of windows framing Emigrant Lake and Grizzly Peak, a dramatic curved staircase, custom pine log accents, hardwood floors, granite and travertine finishes, floor to ceiling fireplace, kitchen with breakfast nook, third floor bonus wing & over 1,900 sq. ft. of wraparound cedar decking. Also includes workshop, playhouse and covered carport. The Airbnb has its own private driveway and entrance, ADA access, kitchenette with granite counters and a custom bath, ideal for rental income, guests or multigenerational living.

4567 Old Highway 99 S, Ashland

363 E Hersey Street, Ashland
$385,000
2 Beds ⋅ 1 Baths ⋅ 220224333 MLS ⋅ 704 SqFt. ⋅ 7,405 Sqft. Lot ⋅ 0.17 Acres
Move-in ready and professionally cleaned, this charming cottage features central heating and air conditioning, along with numerous updates throughout. Situated on a spacious 0.17-acre lot, the property offers a fully fenced backyard, automatic sprinklers, off-street parking, a garden shed, and a deer-protected garden enclosure--ready for someone to make it shine again. Recent improvements include exterior paint, siding repairs, rebuilt exterior stairs, new luxury vinal plank flooring in the main living area, new tankless water heater, new refrigerator and electric range. The detached bonus room with an efficient wall heat and air AC unit, and abundant light offers endless possibilities as a home office, guest retreat, or hobby room. Conveniently located near downtown Ashland, schools, Grange Co-op, and Ace Hardware.

363 E Hersey Street, Ashland

1700 Tyler Creek Road, Ashland
$725,000
2 Beds ⋅ 1 Baths ⋅ 220224351 MLS ⋅ 1,864 SqFt. ⋅ 319,730 Sqft. Lot ⋅ 7.34 Acres
OWNER CARRY AVAILABLE.Experience the Southern Oregon lifestyle on 7.34 acres of mostly level, park-like land bordering BLM. This custom passive solar home features hardwood floors, an open floor plan, a finished basement ideal for guests or a studio, and a unique third-floor office with elevated views. Built in 2016, the insulated 3,400 sq ft shop features Hardie siding, 220 power, a 10-ft roll-up door, 1,000 sq ft loft, ductless mini-split heating and cooling upstairs, custom trim, tongue-and-groove ceilings, and a wraparound driveway. A detached cabin with power has a remodeled Hardie exterior. Extensive fire mitigation creates a beautiful park-like setting with defensible space, complemented by 6,000 gallons of water storage. Just 10 minutes to Emigrant Lake and 20 minutes to downtown Ashland. See attached upgrades list.

1700 Tyler Creek Road, Ashland

590 Taylor Street, Ashland
$695,000
2 Beds ⋅ 3 Baths ⋅ 220223937 MLS ⋅ 2,172 SqFt. ⋅ 11,325 Sqft. Lot ⋅ 0.26 Acres
Beautifully Maintained Custom Ashland View Home! This property offers a blend of distinctive architecture and serene privacy with custom windows and natural beauty throughout. Step-down living room with gas fireplace, dining room has built-in shelving; house has engineered hardwood flooring and carpeted bedrooms; kitchen has newer 36'' gas range and built-in desk. Spacious ground-floor master bedroom, separate office that could be used as a guest bedroom, second upstairs bedroom, plus upstairs laundry room. View decks for indoor-outdoor living, mature landscaping and peaceful setting that includes patio, firepit, walking paths and fully fenced backyard. Quality upgrades include Karastan wool carpeting, newer roof, high-efficiency 2-stage HVAC, fresh interior paint, oversized garage with workshop/bonus area, central vac, 220v for EV charging and great storage throughout. Lovely hillside home on a quiet cul-de-sac just minutes from downtown with EZ access to Ashland's trail system.

590 Taylor Street, Ashland

624 Crowson Road, Ashland
$475,000
2 Beds ⋅ 2 Baths ⋅ 220223679 MLS ⋅ 1,448 SqFt. ⋅ 49,658 Sqft. Lot ⋅ 1.14 Acres
NEW PRICE- $475,000, a $24,000 price reduction! 1.18 ACRES WITH CREEK, SHOP, and EASY I-5 access! It's hard to find this much land this close to Ashland at this price! This 1974 home offers two bedrooms, two bathrooms, a dedicated office and 1448 ft.² along with a large shop, paid irrigation rights, and a flowing creek along the lower back of the property. Enjoy room for horses, animals, gardening, hobbies, or future possibilities, with no neighbors directly behind. The home offers a great foundation for someone looking to update and make it their own. Conveniently located just minutes from I-5, approximately 10 minutes to the plaza, with a golf course at the end of the street. Bring your vision, your contractor, and your offers. This special piece of Ashland is ready for its next chapter!

624 Crowson Road, Ashland

162 Crocker Street, Ashland
$375,000
3 Beds ⋅ 3 Baths ⋅ 220223627 MLS ⋅ 1,361 SqFt. ⋅ 1,742 Sqft. Lot ⋅ 0.04 Acres
Tucked into the desirable Chautauqua Trace neighborhood in Ashland, this well-maintained home was made for indoor-outdoor living. The real showstopper is the spacious private deck, accessed right off the dining area through a sliding glass door, creating an effortless flow from kitchen to open air. Picture slow morning coffee, summer dinners under the sky, and easy evenings hosting the people you love, all in your own peaceful retreat. Inside, easy-care laminate flooring runs throughout the main level, and the home offers three bedrooms and two and a half bathrooms with tiled baths that add both style and durability. The kitchen keeps everything within reach thanks to a large pantry. Beyond your doorstep, walking paths and open space invite you outside, while shopping and the YMCA sit just minutes away. Come experience it in person and picture yourself settling in.

162 Crocker Street, Ashland

143 Granite Street, Ashland
$789,000
5 Beds ⋅ 2 Baths ⋅ 220223588 MLS ⋅ 1,935 SqFt. ⋅ 13,939 Sqft. Lot ⋅ 0.32 Acres
Offered for the first time in generations, this extraordinary fourth-generation Ashland treasure presents a rare opportunity. Own a piece of local history just steps away from world-renowned Lithia Park. This timeless two-story residence sits on beautifully landscaped .32 acre lot. It offers 5 bedrooms, 2 bathrooms, and a character that cannot be replicated. This home is rich in charm and architectural detail. It showcases the craftsmanship of a bygone era, while providing ample space for modern living. Enjoy peaceful mornings on the porch, stroll through Lithia Park, and easy access to downtown Ashland's theaters, galleries, restaurants, and cultural attractions. Homes of this caliber, location, and historical significance seldom become available. This is a once-in-a-generation opportunity to continue the legacy of one of Ashland's cherished homes.

143 Granite Street, Ashland

200 Belle Fiore Lane, Ashland
$12,000,000
7 Beds ⋅ 19 Baths ⋅ 220223437 MLS ⋅ 19,908 SqFt. ⋅ 773,190 Sqft. Lot ⋅ 17.75 Acres
Chateau at Belle Fiore is one of Oregon's most extraordinary estates. Spanning over 17,400 sqft across 4 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 17+ acres, including 12+ 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, 4-car garage, prep kitchen, and grand gathering spaces complete this iconic estate. Business assets and inventory available, subject to applicable licensing and regulatory requirements.

200 Belle Fiore Lane, Ashland

22494 Jefferson Road, 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

457 Walnut Street, Ashland
$650,000
3 Beds ⋅ 4 Baths ⋅ 220223382 MLS ⋅ 2,606 SqFt. ⋅ 14,374 Sqft. Lot ⋅ 0.33 Acres
Enjoy exceptional privacy and beautiful views in this single-family retreat, nestled on a tree-lined 0.33-acre lot in one of Ashland's most desirable neighborhoods. A welcoming front deck leads to the 2,270 sq ft home featuring 3 bedrooms and 3 full bathrooms. The grand living room showcases expansive windows framing stunning trees, the valley and mountain views. The rear deck overlooks a professionally designed/built backyard with a charming gazebo. A versatile 336 sq ft house addition featuring a private half bath and a valley-view picture window is ideal for guests, a home office, or multi-generational living. The oversized 2-car garage provides ample storage and workspace. The garage backdoor leads to a custom Catio porch... Despite its peaceful and secluded setting, this home is conveniently located just minutes from downtown, the hospital, and Lithia Park, offering the perfect combination of tranquility and accessibility.

457 Walnut Street, Ashland

307 Hillcrest Street, Ashland
$750,000
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

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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