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616 Altamont Street, Ashland
$699,000
3 Beds ⋅ 3 Baths ⋅ 220230499 MLS
Beautifully remodeled and immaculately maintained home in sought-after downtown Ashland neighborhood with private oasis backyard and mountain views. Warm wood floors and gas fireplace create a welcoming feel to the living space, while the kitchen boasts granite counters, painted cabinetry, pantry and newer stainless-steel appliances. A thoughtful layout separates the two additional bedrooms from the primary bedroom wing which includes an office, walk-in closet and beautiful ensuite bathroom with tiled shower and clawfoot tub. The backyard is truly enchanting, featuring a koi pond and flowing water feature to be enjoyed from the grapevine-draped covered patio. The front wraparound deck is perfect for visiting or dining outside with mountain views. Modern, high-efficiency upgrades include solar panels, vinyl windows, newer HVAC, tankless water heater, and rain catchment. Detached garage offers private alley access and potential for an ADU. Turn-key and close to downtown!

616 Altamont Street, Ashland

786 Pompadour Drive, Ashland
$3,250,000
4 Beds ⋅ 6 Baths ⋅ 220230483 MLS
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

622 Vansant Street, Ashland
$695,000
3 Beds ⋅ 2 Baths ⋅ 220230406 MLS
Quality, Earth Advantage, Asher Homes built a contemporary Craftsman home in a lovely neighborhood. The deep front porch welcomes guests into an open-floor-plan living space. The living room features vaulted ceilings, and the wood-burning fireplace with a stone surround is a beautiful focal point. The bright kitchen features a large central island with a maple butcher-block countertop, custom cabinets, a full pantry, and stainless appliances, perfect for entertaining. The private back deck off the dining room allows for seamless indoor/outdoor living. Two spacious bedrooms and a large mud/laundry room sit on the main floor. Upstairs, a true primary suite retreat features an oversized walk-in closet. The ensuite bath includes a soaking tub and tile shower and opens to a second-story deck with Grizzly Peak views. In the highly desired Billings Ranch, you can enjoy the neighborhood park and close proximity to Bear Creek Greenway, while still being just a short jaunt to Ashland Plaza.

622 Vansant Street, Ashland

160 Timberlake Drive, Ashland
$615,000
3 Beds ⋅ 2 Baths ⋅ 220230196 MLS
A joyful canvas ready for its next chapter! Perfectly positioned at the bottom of Timberlake Drive, this property offers country living just 10 minutes from Ashland's Plaza with easy access to Mt. Ashland and other outdoor recreation. Set on gently sloping acreage bordering the TID ditch, the property includes active water rights with all infrastructure fully in place. Enjoy mountain and ridgeline views from the back deck or the large waterproof balcony off the upstairs primary bedroom. Inside, this 1966 time capsule features a unique living room layout with multiple fireplaces, large windows framing the views, generously sized bedrooms, a dedicated laundry room, plus bonus and storage rooms off the garage. The house was lovingly lived in and cared for since 1974 by the same owners. Bring your vision to embrace the original aesthetic or update to your modern tastes.

160 Timberlake Drive, Ashland

25 S Mountain Avenue, Ashland
$439,000
3 Beds ⋅ 2 Baths ⋅ 220230127 MLS
Ideally located in Phillips Corner near the heart of Ashland, this 3-bedroom, 2-bath townhome was built with efficiency and sustainability in mined. Built to Earth Advantage standards, this home features high-efficiency, mini-split HVAC and an on-demand gas water heater. The living room has high vaulted ceilings, a gas fireplace, and an open staircase. The kitchen offers modern cabinetry, stainless steel appliances, lots of storage, and a convenient pantry. Enjoy outdoor living on the spacious, covered front porch or private back patio. A 2-car garage provides additional parking and storage. Affordable HOA dues include landscape maintenance, garbage service, and access to the community playground and garden. Just minutes from downtown Ashland, shopping, dining, entertainment, SOU, and nearby parks, this townhome offers comfortable, low-maintenance living in a convenient location.

25 S Mountain Avenue, Ashland

235 E Hersey Street, Ashland
$425,000
2 Beds ⋅ 1 Baths ⋅ 220230032 MLS
Darling, turn-key single-level 1950's cottage is situated on a good-sized .17 acre lot with views. This home offers 772 sq ft of well lit living space with 2 bedrooms, 1 bath, welcoming living room, kitchen with a dining nook & red oak hardwood floors. 235 E Hersey is conveniently located just blocks from town with easy access to shopping and schools. The property features a large, private, fully fenced backyard with a beautiful lawn, cedar deck, 2 raised garden beds, abundant drip irrigated flowers, mature fruit trees, table grapes & a 2 part compost station. There is a 10x20 shed with built-in storage shelving. Enjoy views of Grizzly Peak from the kitchen and backyard. 2023 updates: Fridge, windows, exterior paint and insulation in the attic. 2025: new HVAC unit, solid core doors. 2026: cedar deck, new gutters, new roof on the shed, 3 tier patio, organic garden beds, landscaping, irrigation & permitted back flow preventer.

235 E Hersey Street, Ashland

800 Park Street, Ashland
$320,000
2 Beds ⋅ 2 Baths ⋅ 220229936 MLS
Light-filled and thoughtfully updated, this home offers comfortable living in a quiet neighborhood with convenient access to everything you need. Recent improvements include new LVP flooring throughout, fresh interior paint, updated lighting and plumbing fixtures, new baseboards and door trim, and a new garbage disposal. The kitchen features stainless steel appliances installed in 2024 and an under-sink water filtration system. A Samsung washer and dryer are also included for added convenience. The garage offers access to a private, lockable storage room, providing extra space for your belongings. Set back from the street, the property offers a peaceful setting while remaining close to hiking and biking trails, downtown, SOU, local restaurants, and grocery stores. Enjoy the best of convenience and quiet neighborhood living in this updated home.

800 Park Street, Ashland

472 Waterline Road, Ashland
$600,000
4 Beds ⋅ 3 Baths ⋅ 220229914 MLS
Spacious home with stunning panoramic views in an established neighborhood above the boulevard near hiking and biking trails in Ashland's Lower Watershed. Vaulted great room with walls of windows and sliding glass doors to wrap-around deck, gas fireplace with river rock surround, wet bar, formal and informal dining areas with solid oak flooring, kitchen with tiled dining counter, walk-in pantry, electric cooktop and stainless appliances, main-level bedroom with walk-in closet and ensuite access to full bathroom with tiled vanity and tub shower. Lower level includes an expansive primary bedroom with wood-burning fireplace, full ensuite bath with radiant-heated tile floor, two separate vanities, tiled shower, jetted tub, and two mirrored walk-in closets; third and fourth bedrooms with deck access and walk-in closets, full guest bath with tiled tub shower, storage room, and laundry room with washer and dryer. Home is priced for ''As-Is'' sale. Inquire for details!

472 Waterline Road, Ashland

827 Tyler Creek Road, Ashland
$474,900
3 Beds ⋅ 3 Baths ⋅ 220229660 MLS
Escape to a private retreat in the hills outside Ashland. Set on 5.13 wooded acres, this peaceful property feels worlds away, yet is about 20 minutes from the South Ashland I-5 exit. The distinctive 3-bedroom, 2.5-bath home offers 2,833 sq ft with forest, mountain and creek views. Radiant floors, vaulted ceilings, skylights, large windows and straw-bale insulated walls provide year-round comfort and connection to the landscape. The updated kitchen features granite counters, an island, walk-in pantry and stainless appliances, opening to living and dining areas anchored by a wood-burning fireplace. Upstairs, the spacious primary suite includes a private balcony, soaking tub and tiled shower. Two additional bedrooms offer space for family or guests. A finished lower level with exterior access is ideal for an office, studio, recreation room or guest space. Enjoy a wraparound deck, garden areas and mature trees, plus RV parking and hookup, EV charging, storage and a two-car garage.

827 Tyler Creek Road, Ashland

380 E Butler Lane, Ashland
$3,900,000
3 Beds ⋅ 3 Baths ⋅ 220229525 MLS
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

1650 Neil Creek Road, Ashland
$1,175,000
5 Beds ⋅ 4 Baths ⋅ 220229364 MLS
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

2008 Hyatt Prairie Road, Ashland
$225,000
220229265 MLS
Imagine the possibilities on this private 5-acre parcel in the Southern Oregon Cascades, where sweeping views of Mt. McLoughlin provide a stunning backdrop for your future home or getaway. A cleared homesite is in place, along with a well, septic system, power, gravel driveway, and retaining wall, giving you a valuable head start on your plans. Spend your days exploring nearby Howard Prairie Lake, launching a boat at the marina, or enjoying the area's hiking, biking, and horseback riding trails. The lake and surrounding recreation areas are just minutes away, while the property offers a peaceful setting to return to at the end of the day. With room to spread out, striking mountain scenery, and key utilities already on site, this acreage invites you to create a retreat that fits your vision. Chopped firewood is also included. Per seller, one acre is approved for building; buyer to verify all development details. Come walk the land, take in the views and see what you could create here.

2008 Hyatt Prairie Road, Ashland

2200 Lupine Drive, Ashland
$1,395,000
4 Beds ⋅ 5 Baths ⋅ 220229205 MLS
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

Siskiyou Highway, Ashland
$140,000
220229042 MLS
Gorgeous 4.33 acre WR-zoned lot located just 15 minutes from Ashland, Oregon. Fully fenced and gently sloping, the property is almost entirely usable and offers an ideal blend of privacy, natural beauty, and convenient access to town. A gated driveway is already in place with a spacious turnaround, and a relatively new well has been installed. The property is primarily wooded with mature oak and madrone trees, creating a peaceful Southern Oregon mountain setting with abundant wildlife throughout the year. Enjoy beautiful views of Emigrant Lake, the Siskiyou Mountains, and the surrounding valleys and terrain below. Located just 5 minutes from Emigrant Lake and 20 minute from the Cascade Siskiyou National Monument, this tranquil Rogue Valley acreage may be purchased individually or in conjunction with 2590 Siskiyou Hwy. Buyers shall perform their own due diligence regarding zoning and all legal land-use matters.

Siskiyou Highway, Ashland

1068 E Main Street, Ashland
$1,250,000
5 Beds ⋅ 3 Baths ⋅ 220228921 MLS
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
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
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

485 Waterline Road, Ashland
$775,000
4 Beds ⋅ 4 Baths ⋅ 220228817 MLS
Well cared for and nicely designed, this inviting home offers comfortable living with thoughtful details throughout. Hardwood floors, crown molding, beautiful tile, bullnose corners and abundant natural light create a refined interior. The spacious kitchen features granite countertops, pull-out cabinetry, gas cooktop, double microwave/convection oven and instant hot-water dispenser. Generous living and family rooms offer flexible gathering spaces, a gas fireplace, built-in surround sound and beautiful views toward Pompadour Bluff. Expansive decks, a retractable awning and lower patio invite effortless outdoor entertaining. The private primary suite offers deck access, two walk-in closets, a jetted jacuzzi soaking tub and large walk-in shower. Additional highlights include a bedroom and bath suite with deck access, recreation room, dual heating and HVAC systems, smart thermostats, central vacuum, 75-gallon gas water heater and exceptional storage throughout.

485 Waterline Road, Ashland

295 Tolman Creek Road 7 Unit 7, Ashland
$312,000
2 Beds ⋅ 2 Baths ⋅ 220228812 MLS
Nature meets urban convenience in this ideal Ashland home! Experience treetop living in this meticulously maintained, second story, one level condo. Enjoy an abundance of natural light in this open-concept home with bright, large kitchen and a living room with direct views of Grizzly Peak. The spacious private deck provides outdoor enjoyment. The two large bedrooms offer large closets and mountain views. Both full bathrooms have shower-tub combos and plenty of cabinet space. Updates include a new HVAC system (2025) and new fire-resistant hardi-plank siding (2024). Washer, dryer, and appliances are included. There is one dedicated carport space and the newly resurfaced drive and parking areas provide guest parking. Close to restaurants, shopping, and the YMCA. Easy freeway and school access, as well.

295 Tolman Creek Road 7 Unit 7, Ashland

161 Fourth Street, Ashland
$649,900
4 Beds ⋅ 2 Baths ⋅ 220228571 MLS
Two single-level homes on a spacious 0.16-acre lot with alley access in the heart of Ashland's Railroad District. Charming historic front home with covered porch, double-paned vinyl windows, original fir floors, high ceilings, picture rail moldings, dining with cast-iron gas stove, kitchen with glass-fronted display cabinets and butcher block counters, mudroom pantry with washer and dryer, primary bedroom with large walk-in closet, full bathroom with clawfoot tub shower, and guest bedroom with closet. Fully permitted second dwelling built in 1999 with front deck and covered entry, operable casement windows, oak hardwood flooring, spacious dining area and kitchen with wood cabinets, laundry closet, two bedrooms with closets, full bath with shower, and attached garage with second bay converted to workshop studio. New roofs, ductless mini-splits, and fully fenced private yards. Excellent investment opportunity and potential for short-term travelers' accommodations. Inquire for details!

161 Fourth Street, Ashland

901 Hillview Drive, Ashland
$874,000
3 Beds ⋅ 2 Baths ⋅ 220228466 MLS
Under construction for mid-December 2026 completion, this architecturally inspired midcentury home sits off-street on a private flag lot in an established neighborhood with mature trees. Vertical-grain cedar and stucco meet clean lines and covered porches. This 3-bed, 2-bath home is light and bright with clerestory windows, 8 ft doors, and vaulted ceilings. The kitchen's large island with eating bar opens to the great room, where a fireplace with a built-in bench-and-mantel sits by a wall of windows. The primary suite offers a roll-in shower, double vanity, and walk-in closet. A rare pass-through garage links the driveway and rear alley; drive straight through in either direction. No HOA. Built by Suncrest Homes, an Ashland builder with 35+ years of experience, this Earth Advantage home is energy-efficient and exceeds code. Ask about a promo 5.125% rate with the builder's lender. Listing broker is related to the owners of Suncrest Homes, one of whom is a licensed OR real estate broker.

901 Hillview Drive, Ashland

145 Normal Avenue, Ashland
$1,035,000
3 Beds ⋅ 3 Baths ⋅ 220228353 MLS
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

Neil Creek Road 800 Unit 800, Ashland
$99,000
220227198 MLS
Rare opportunity to own +/-12.16 acres in the Ashland area near Neil Creek Road with wooded hillside terrain, oak, madrone, pine, animal trails, and potential valley and Emigrant Lake views from portions of the property. The land has strong recreational appeal and a quiet, tucked-away feel once on site. Jackson County records show WR zoning, and County Planning has indicated a dwelling application may be possible through applicable land-use review; no dwelling approval is currently in place. No confirmed legal access, well, septic, or power service. Property is being marketed as-is, with all access, zoning, utilities, water, septic, dwelling potential, and intended use to be verified by buyer. A unique Ashland-area landholding for a buyer with vision, patience, and a willingness to complete their own due diligence.

Neil Creek Road 800 Unit 800, Ashland

4334 Clayton Road, Ashland
$99,000
220227665 MLS
This 5.46-acre wooded lot offers privacy, tranquility and sweeping views from high above the valley floor. Just 6.5 miles from Ashland's vibrant downtown, the neighborhood's large parcels and scattered rural homes create a sense of space, with neighbors nearby but not too close. Enjoy expansive valley and mountain views as you watch sunrises and sunsets, listen to the birds, and relish the quiet of this peaceful setting. The lot has received homesite approval twice in the past, although both approvals have expired. Buyers should conduct their own due diligence with Jackson County Planning regarding homesite and development possibilities, as well as easements and utilities. Access is via Timberlake Drive, with an undeveloped access easement from Clayton Road. Enjoy acreage, views and solitude within easy reach of Ashland.

4334 Clayton Road, Ashland

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated:

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