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$1,000,000
3 Beds 4 Baths 220228495 MLS
Live the best of Ashland in this iconic re-built Victorian, blending timeless charm with tasteful modern updates. Just steps from restaurants, cafés, Cabaret Theatre, and a couple blocks from OSF, it feels private while offering true downtown living. Stone-surround wood-burning fireplace with redwood mantel and beautiful fir floors welcome you in. Formal dining and covered screened patio feature mountain views. Kitchen boasts Neolith quartz counters, copper farmhouse sink, induction cooktop, smart refrigerator, double ovens, skylight, and breakfast peninsula. 2 primary suites--one on each level--offer tiled baths, glass-enclosed showers, quartz vanities, and soaking tub upstairs. Terraced low-maintenance landscaping, automated irrigation, private patios, ample off-street parking, and a backup generator add convenience. Ally access to detached 2-car garage and studio apartment above with full kitchen, bath, and large balcony--perfect for guests, rental income, or flexible living.

364 Hargadine Street, Ashland

Listing courtesy of John L. Scott Ashland.

$625,000
4 Beds 2 Baths 220228422 MLS
Perched above downtown Ashland on a quiet street, this spacious 4-bedroom, 2-bath home offers privacy, proximity to town, and commands beautiful valley and mountain views. The open, light-filled floor plan centers around a vaulted great room and offers 2,176 square feet of flexible living space, including additional office and family rooms easily convertible to sleeping space on both levels. Step onto the expansive deck to dine outdoors, entertain, or simply enjoy the ever-changing scenery. A sauna provides a relaxing retreat, while ample storage and an attached garage add everyday convenience. Set on nearly a quarter-acre with mature fruit trees and room to garden, the property is just blocks from Lithia Park, the Ashland Plaza, dining, shopping, and the Oregon Shakespeare Festival. This is an exceptional opportunity to enjoy space, scenery, and an enviable location close to the heart of Ashland.

264 Alta Avenue, Ashland

Listing courtesy of Millen Property Group.

$642,000
2 Beds 1 Baths 220228381 MLS
The Hamaker-Taylor House, thoughtfully reimagined for modern living while preserving its Historic charm. Designed by notable architect Carlos Delgado, this 1889 cottage features a brand-new luxury kitchen with a beautiful sunroom/breakfast nook, new bathroom, updated windows, HVAC, plumbing, electrical, and roof (2026). Professionally landscaped and hardscaped front and back yards create inviting spaces for outdoor entertaining. An expansive covered front porch welcomes you home, while two bright bedrooms and beautiful Pergo flooring add warmth throughout. The full basement offers a unique art studio with lighting, hot/cold running water, and raised storage areas. Just three doors from Lithia Park, enjoy the sounds of the bandshell from your own porch. Minutes to OSF, the Plaza, and downtown Ashland. A rare opportunity to own a piece of Ashland history with modern luxury.

63 Nutley Street, Ashland

Listing courtesy of Windermere Van Vleet & Assoc..

$799,000
3 Beds 3 Baths 220228361 MLS
Rare, period Craftsman in Ashland's Railroad District, extensively remodeled while retaining wonderful original character. The 1,492 sq ft single-level main home features a deep covered front porch, built-in cabinetry, box beam ceilings and a river rock fireplace. Bright office with glass doors can also serve as a 3rd bedroom. The updated light-filled kitchen features all new appliances, induction cooking and abundant storage. The primary suite is an oasis with a beautifully updated bathroom featuring soaking tub, walk-in shower and heated floors. Private landscaped yard with mature trees, a water feature and wonderful outdoor living spaces. A detached 480 sq ft building offers additional flex space with bathroom, kitchenette and storage, plus alley access. 1,972 sq ft between the two buildings, just blocks to downtown, restaurants and bike path, this is the quintessential Ashland dream!

762 B Street, Ashland

Listing courtesy of Full Circle Real Estate.

$699,000
3 Beds 3 Baths 220228031 MLS
Wake up to some of the finest south-facing mountain and valley views the Rogue Valley offers, from a rare 15-acre homestead in the sought-after Pompadour neighborhood, minutes from downtown Ashland. The land carries 13.5 acres of Talent Irrigation District (TID) water rights, plus a 20,000-gallon irrigation pond, a greenhouse, a yurt, and a clean barn with a loft and stalls. The property is fenced, with everything needed to restore it to a fully working farm. The main home offers a 3-bed/3-bath open-plan layout with vaulted ceilings, a beautiful kitchen, multiple fireplaces, hardwood floors, and a bonus room, with a two-family setup option. A detached 2-car garage with extra living space rounds it out. The home and grounds have deferred maintenance, and the price reflects the work required to restore it, including an ATT septic system, irrigation repairs, and a bridge over the irrigation ditch to reach the lower 5 acres. Cash or an FHA 203(k) rehab loan preferred.

320 Gaerky Creek Road, Ashland

Listing courtesy of Gateway Real Estate.

$700,000
220227922 MLS
Thoroughly updated duplex located above the boulevard within an eight-minute walk to the Ashland Public Library. Extensively renovated from 2019 to 2022 with over $240,000 in documented improvements - including new Daikin mini-splits, double-pane vinyl windows and shutters, LVP flooring, new baseboards and trim, lighting, bathroom fixtures and hardware, appliances, interior and exterior paint. Each unit includes a wood-burning fireplace with stacked-stone surround and wood mantle, two or three bedrooms with closets, one-and-a-half or two full bathrooms, private fenced backyards, and alley access to separate one-car garages. Professionally landscaped grounds with mature plantings, fig and mimosa trees, boulder-lined paths, drip irrigation, and gravel patios with corten steel edging. Excellent rental history with room for growth. Inquire for details!

373 Iowa Street, Ashland

Listing courtesy of John L. Scott Ashland.

$469,000
3 Beds 3 Baths 220227869 MLS
Well-located, well-built and lovingly maintained, this easy-care home offers comfort, convenience and no HOA! The 3-bedroom, 2.5-bath home was thoughtfully customized during construction with view balcony, open concept design, tile flooring throughout, central vacuum and a covered patio. A wall of windows featuring beautiful mountain views creates loads of natural light throughout the open living room, kitchen and dining room. A bedroom or office and full bath are conveniently located on the main level. Upstairs, the spacious primary suite is a true retreat, with lovely open sitting area, walk-in closet plus an additional closet and primary bathroom. The lower level features a double garage. A finished bonus room accessed through the garage makes a third bedroom, hobby room, or office etc. Also downstairs is laundry, half bath and extra storage. All appliances are included. Enjoy the front view balcony or rear covered patio overlooking the private, fenced yard. Easy living awaits!

262 Sheridan Street, Ashland

Listing courtesy of Millen Property Group.

$899,900
2 Beds 2 Baths 220227845 MLS
Location, character, and potential come together in this one-of-a-kind property situated on a generous 0.22-acre lot just steps from iconic Lithia Park. From the moment you enter, you'll be greeted by an abundance of warmth and sunshine, with natural light flooding both the living room and primary bedroom. The home boasts a unique personality, blending a cozy, rustic cabin vibe, with a flexible bonus space ready for your imagination ideal for a creative art studio, office, yoga room, or guest area. In the heart of the home, the kitchen features durable Corian countertops and a charming built-in breakfast nook, perfect for morning coffee. Relax on the covered front porch overlooking a well-maintained front yard equipped with an automatic sprinkler system. Enjoy your own a private courtyard with a detached single-car garage for parking or extra storage. Whether you're seeking a serene sanctuary or a property with endless possibilities in an unbeatable location, this gem is a must-see!

119 Granite Street, Ashland

Listing courtesy of eXp Realty, LLC.

$895,000
3 Beds 3 Baths 220227806 MLS
Just steps from historic Lithia Park, this special property sits in one of Ashland's most desirable neighborhoods. Offering over 3,000 sq ft on .63 acres, this private home blends timeless character, mid-century charm and flexibility. The main level features two bedrooms, a full bath, an oversized living room with wood-burning fireplace, kitchen and dining area. The lower level offers a den with adjoining bonus room-ideal as an office, gym, media room or studio-plus laundry and a brand-new full bath with tile floors and shower. A separate, self-contained living space has its own living room, full kitchen, full bath and bedroom-ideal for guests, extended family, or potential ADU use. Recent upgrades include a new roof (2026), ducted HVAC heat-pump system, and a mini-split for the additional living space, all within two years. Outside, enjoy privacy, decks, lawn, water feature, circular driveway and carport with storage, plus easy access to Ashland's world class trail system. Tour today!

152 Strawberry Lane, Ashland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$800,000
4 Beds 2 Baths 220227619 MLS
Beautifully updated craftsman home on a spacious corner lot with alley access in Ashland's Railroad District - walking distance to the Co-Op, Oregon Shakespeare Festival, Noble Coffee, Chozu Spa, Peerless Restaurant, and downtown entertainment. New furnace, exterior paint, expanded deck, fencing, concrete driveway with remote-operated gate, automated landscape lighting and irrigation, interior fixtures and appliances. Original wood floors, picture rail molding, and five-panel doors with antique mortise hardware throughout. Spacious living room with abundant natural light, gas fireplace with slate hearth, formal dining, updated kitchen, laundry mudroom, full bath with tub shower, and two bedrooms with closets on main level, plus two bedrooms and full bath with tub shower on upper level. Basement workshop with resurfaced and epoxy-sealed concrete floor. Formerly renovated ''top-to-bottom'' with new roof, insulation, AC, sewer lateral, supply and drain lines. Inquire for details!

311 B Street, Ashland

Listing courtesy of John L. Scott Ashland.

$1,375,000
4 Beds 4 Baths 220227401 MLS
Stunning, one-of-a-kind modern Craftsman just two blocks from downtown Ashland. An inviting open floor plan features hickory hardwood floors, a chef's kitchen with leathered granite, Italian tile, and expansive floor-to-ceiling bi-fold doors framing panoramic Siskiyou Mountain views. Upstairs, vaulted ceilings, exposed beams, skylights with automatic blinds, and beautifully appointed bedrooms create exceptional character and natural light. The finished daylight basement, currently an artist studio, offers separate exterior access, a home gym, and two bonus storage rooms--ideal for a second living space or potential ADU. The multiple levels of this versatile spacious home amount to an accumulative 3,589 Sq ft of sleek, inspiring living space. Outside, enjoy immaculate low-maintenance landscaping and a dog run. R-2 zoning and alley access add exciting development and short-term rental potential. Buyer to perform own due diligence.

533 Fairview Street, Ashland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$439,000
3 Beds 2 Baths 220227341 MLS
Ideally located in Phillips Corner near the heart of Ashland, this 3-bedroom, 2-bath townhome was built by KDA Homes with efficiency and sustainability in mind, meeting Earth Advantage standards. The home features high-efficiency mini-split HVAC, an on-demand gas water heater, and laminate flooring throughout. The inviting living room offers a gas fireplace and open staircase. The kitchen features modern cabinetry, stainless steel appliances, ample storage, and a convenient pantry. A large laundry room provides additional storage and functionality. Enjoy a large covered front porch and spacious attached 2-car garage. 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 home offers comfortable, low-maintenance living in a convenient location.

43 S Mountain Avenue, Ashland

Listing courtesy of RE/MAX Platinum.

$389,900
2 Beds 1 Baths 220227252 MLS
Built in 2022 with an emphasis on efficiency, simplicity, and modern design, this Earth Advantage-certified cottage offers an easy, comfortable way to live. The bright, open interior features vaulted ceilings, abundant natural light, and contemporary finishes throughout. The kitchen pairs quartz countertops with stainless steel appliances and a convenient breakfast bar, creating a stylish and functional heart of the home. Outside, the fully fenced yard is an exceptional extension of the living space, with a private patio and room for gardening, dining, or simply enjoying the mountain views. As part of a shared solar community, the home is designed with energy efficiency and lower operating costs in mind. With its manageable size, low-maintenance design, outdoor space, and modern construction, this two-bedroom, one-bath home is a smart opportunity for anyone looking for a newer home without the upkeep of a larger property.

583 Coffee Lane, Ashland

Listing courtesy of Millen Property Group.

$695,000
5 Beds 4 Baths 220227203 MLS
Charming 5 bedroom 4 bath home offers 2,487 sqft of living space on an oversized .55 acre lot, set in a highly sought after neighborhood just minutes from shopping, dining and the historic Ashland Plaza! The spacious floor plan provides plenty of room for everyday living, hosting and creating dedicated spaces for work, hobbies or relaxation. Two fireplaces add warmth and character, while the multiple sliding doors allow natural light to flood the living areas. One bathroom features an ADA accessible shower with floor to ceiling tile and custom stone, delivering both style and functionality. Outside, the beautifully landscaped lot offers an ideal setting for gardening or entertaining while providing convenient parking for multiple RVs, campers, trailers or boats. Don't wait, your next chapter starts here!

485 Orchard Street, Ashland

Listing courtesy of RE/MAX Integrity.

$965,000
220227186 MLS
Ten, six, or four-unit investment opportunity in Ashland's Hillview Condominiums near Scenic Park and Asante Ashland. Seller-carried financing available at ~3.99% AFR with 50% down, interest-only payments, with balloon due in three years. Each unit ranges from 1,034 to 1,174 SqFt with two bedrooms, one full bath, open living and dining space, high ceilings, in-unit laundry, kitchen with granite counters and all appliances included, dedicated parking, storage, and access to landscaped common areas. Ground-level units with fully fenced private backyards and poured concrete patios. Current gross monthly income is $15,730 across all ten units following rent increases effective August 1st, 2026. Stable tenancy averaging four-plus years, room for further rent growth, and association-maintained exterior building components including roofs, siding, paint, and landscaping. Complete investment analysis, rent roll, association documents, and due diligence materials available upon request.

240 Grant Street, Ashland

Listing courtesy of John L. Scott Ashland.

$1,395,000
220227184 MLS
Ten, six, or four-unit investment opportunity in Ashland's Hillview Condominiums near Scenic Park and Asante Ashland. Seller-carried financing available at ~3.99% AFR with 50% down, interest-only payments, with balloon due in three years. Each unit ranges from 1,034 to 1,174 SqFt with two bedrooms, one full bath, open living and dining space, high ceilings, in-unit laundry, kitchen with granite counters and all appliances included, dedicated parking, storage, and access to landscaped common areas. Ground-level units with fully fenced private backyards and poured concrete patios. Current gross monthly income is $15,730 across all ten units following rent increases effective August 1st, 2026. Stable tenancy averaging four-plus years, room for further rent growth, and association-maintained exterior building components including roofs, siding, paint, and landscaping. Complete investment analysis, rent roll, association documents, and due diligence materials available upon request.

254 Grant Street, Ashland

Listing courtesy of John L. Scott Ashland.

$399,900
2 Beds 1 Baths 220226872 MLS
Back on market...no fault of property! A sweet place to call home! This well maintained single level home in the Millpond Subdivision is ready for it's next owner. Ample windows give this home a light filled spacious feeling. And the open floorplan living room/dinning room/ kitchen welcomes you in. The two bedrooms both have sliding glass doors leading to the private backyard. New fencing around the property a couple years ago. The backyard is quite large and flat and has mature trees including 2 different varieties of apple. The neighborhood is sweet and has a lovely pond just a short stroll away. Close to downtown Ashland, schools, shopping and bike path. This home is very clean and would make a wonderful first home for someone and also has great rental opportunity.

1302 Mill Pond Road, Ashland

Listing courtesy of Morninglight Properties.

$850,000
220226802 MLS
Calling all investors and developers - rare 1.5 acre opportunity in the heart of Ashland. This expansive parcel presents exceptional potential for subdivision and redevelopment, with possibilities similar to the nearby Clear Creek Subdivision. Ideally situated in a highly desirable location, this property offers convenient access to local amenities, schools, parks and downtown Ashland. The site is well situated for those looking to capitalize on Ashland's strong housing demand and limited land availability. Buyers are advised to perform their own due diligence with the City of Ashland regarding zoning, land use,utility availability and development requirements to fully realize the property's potential. Existing structures are considered uninhabitable and are expected to be removed following approval of a redevelopment plan, providing a blank slate for your vision. Land Use Report available for interested parties.

219 N Mountain Avenue, Ashland

Listing courtesy of Ashland Homes Real Estate Inc..

$525,000
4 Beds 3 Baths 220226768 MLS
This beautiful home has an open floorplan with lots of room for entertaining. The recently remodeled kitchen will take your breath away. Custom cabinetry with under-mount lights, soft close drawers, granite counters, stainless steel appliances. The living room has a gas fireplace for cozy nights in. The downstairs also has one bedroom, half bath and office. Upstairs you will find the spacious primary suite with mountain views. The primary bath has a walk in shower, separate tub and large walk-in closet. Also upstairs are two additional bedrooms. Dual zone HVAC and new AC unit upstairs. The low maintenance backyard is like a private oasis with abundant plants, a lovely custom metal planter that runs the length of the yard, hot tub and privacy shades. The 2 car attached garage is both heated and insulated. An incredible place to call home!

986 Stoneridge Avenue, Ashland

Listing courtesy of Morninglight Properties.

$649,000
4 Beds 2 Baths 220226618 MLS
Tucked away in one of Ashland's most sought-after neighborhoods, this exceptional property offers the rare feeling of a private nature retreat while remaining just minutes from the heart of the city. Surrounded by mature trees and abundant natural beauty, the home feels like a treehouse, with beautiful mountain views creating a peaceful backdrop throughout the seasons. With access to a beautiful trail system, including the Ashland Ditch Trail, outdoor recreation begins right outside your door. Whether you're hiking, running, or simply enjoying a quiet walk, this location provides an unmatched connection to nature. The unique setting combines privacy, serenity, and convenience, offering a secluded escape without sacrificing easy access to downtown Ashland, local dining, and shopping. When driving by the property go Wimer st to Alta. Do not use Grandview.

279 Alta Street, Ashland

Listing courtesy of Redfin.

$325,000
2 Beds 2 Baths 220226605 MLS
''Where the living is easy'' -- and in this Ashland condo, it truly is. This modern 2-bedroom, 2-bathroom condo offers effortless main-level living just minutes from everything that makes Ashland, Ashland. Rich bamboo flooring, granite countertops, and a gas fireplace give the space warmth and polish, while a laundry room and abundant storage keep daily life simple. A new water heater and dedicated underground parking check the practical boxes, while the HOA handles all exterior maintenance -- so your weekends are yours. Location? Hard to beat. You're close to N. Mountain Park, bike paths, ball fields, scenic nature trails, top-rated schools, and everyday shopping -- plus a quick hop to the world-renowned Oregon Shakespeare Festival and the beauty of Lithia Park. Whether you're catching a matinee downtown or a sunset walk in the park, this is Ashland living at its most comfortable.

608 Fair Oaks Court, Ashland

Listing courtesy of John L. Scott Ashland.

$649,000
3 Beds 4 Baths 220226544 MLS
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

Listing courtesy of John L. Scott Medford.

$725,000
1 Beds 2 Baths 220226541 MLS
A second story corner residence in the A LEED-certified Plaza West Building with a flowing, light-filled floorplan. Hardwood floors, a stone-framed gas fireplace, and high ceilings set a calm, refined tone throughout. Oversized windows frame views of the Ashland hills and watershed from the spacious primary suite.The en suite bath offers marble-style tile, a double vanity, separate water closet, and a generous walk-in closet. The kitchen is finished with stone counters, stainless appliances, and solid wood cabinetry with soft-close drawers. A media room with pocket doors serves easily as a private office or guest space, with a half bath and separate laundry nearby. Gated parking, private storage, and building surveillance offer quiet peace of mind. Just moments from Shakespeare, Lithia Park, and Ashland's finest shopping and dining.

175 Lithia Way 200 Unit 200, Ashland

Listing courtesy of John L. Scott Ashland.

$2,800,000
3 Beds 6 Baths 220226424 MLS
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

Listing courtesy of John L. Scott Ashland.

$674,900
3 Beds 3 Baths 220226344 MLS
Updated mid-century modern/contemporary home located just a short distance from downtown, Lithia Park, and premier hiking trails. This light-filled 3-bed+office, 2.5-bath residence offers 2,090 sq ft of well-designed living space. The open floor plan features a wood-burning fireplace and connects seamlessly to two large decks, showcasing expansive views across the valley to Grizzly Peak. The spacious master suite includes its own fireplace, a large walk-in closet, and an en suite with a deep soaking tub, rain shower, and direct deck access. Additional amenities include a private wet sauna--perfect after time spent on the nearby trails--and a large, fully fenced, low-maintenance backyard. Combining thoughtful updates with convenient proximity to Ashland's central attractions, this home provides a great balance of comfort and utility.

424 Courtney Street, Ashland

Listing courtesy of Full Circle Real Estate.

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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: