Refine Search
Sort by
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

524 Drager Street, Ashland
$867,000
3 Beds ⋅ 3 Baths ⋅ 220226454 MLS ⋅ 2,273 SqFt. ⋅ 6,969 Sqft. Lot ⋅ 0.16 Acres
Close to downtown & rebuilt in 2016 w/ exceptional attention to detail. Birch hardwood floors anchor the main living areas, leading to an open kitchen w/ copper farm sink, tile backsplash, granite counters, heated tile flooring, & abundant storage. Custom built-ins, an oversized laundry room, & beautiful natural light throughout. Tulikivi woodstove with pizza oven creates a striking focal point in the spacious great room w/ large windows & bench seating. Two main floor bedrooms, a full bath + ½ bath offer convenience. Primary suite features a spa-like bath w/ soaking tub, large tiled shower w/ dual heads, heated floors, dual sinks, true walk-in closet w/ built-ins & second laundry, & private covered deck. Additional room makes an ideal office, nursery, or 4th bedroom. Large backyard with fruit trees, garden beds + storage shed. Multiple covered patios/decks you'll find the perfect spot for relaxing or entertaining + mountain views from terrace. Move-in ready w/ new interior paint.

524 Drager Street, 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

249 N Wightman Street, Ashland
$497,000
3 Beds ⋅ 2 Baths ⋅ 220226394 MLS ⋅ 1,552 SqFt. ⋅ 4,791 Sqft. Lot ⋅ 0.11 Acres
Well-maintained single-level home tucked into a cul-de-sac in the charming Mill Pond subdivision. This comfortable 3-bedroom, 2-bath floor plan features a vaulted ceiling in the living room with a large front window, built-in shelving, and a cozy gas fireplace. Beautiful hardwood floors, refinished in 2019, add warmth and character. The kitchen offers ample counter and cabinet space, pullout shelves, and corner lazy susans for easy organization. French doors from the dining area open to a covered patio, perfect for year-round enjoyment. The spacious primary includes a walk-in closet, an ensuite bath, & a door to the deck. New carpet in all three bedrooms. Low-maintenance landscaping and a large rear deck showcase lovely VIEWS. Schedule a tour today!

249 N Wightman Street, Ashland

424 Courtney Street, Ashland
$649,000
3 Beds ⋅ 3 Baths ⋅ 220226344 MLS ⋅ 2,090 SqFt. ⋅ 8,276 Sqft. Lot ⋅ 0.19 Acres
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

550 Crowson Road, Ashland
$1,695,000
3 Beds ⋅ 4 Baths ⋅ 220224372 MLS ⋅ 3,765 SqFt. ⋅ 377,229 Sqft. Lot ⋅ 8.66 Acres
Exclusive equestrian property just outside Ashland! This 8+ acre unique estate has it all, from the beautiful single level updated home with stunning views of Grizzly Peak, to the well-equipped horse facilities & fully irrigated pastures. Horse boarder's dream w/ 8+ paddocks, 7 cross-fenced pastures w/ more stables, 9000+ sf sand-filled covered arena w/ lighting for night riding, hay barn, & water access to Tolman Creek. Gorgeous 3 bed, 4 bath 3765 sf custom home surrounded by lush landscaping, welcomes w/ beautiful hardwood floors, vaulted ceilings, exquisite kitchen, closed in patio, custom built-ins, & topped off w/ a 1000 bottle wine cellar. Light & bright primary suite features magnificent windows & a spa-like bathroom w/ jetted soaking tub, custom slate tile shower, heated floor & dual sinks. Step from the open concept living to a refreshing oasis boasting of a solar-heated pool, hot tub, peaceful water feature, & a tranquil pond full of bass and blue gill that beckons to stay.

550 Crowson Road, Ashland

501 Carter Lane, Ashland
$950,000
3 Beds ⋅ 2 Baths ⋅ 220226122 MLS ⋅ 3,180 SqFt. ⋅ 268,765 Sqft. Lot ⋅ 6.17 Acres
Welcome to 501 Carter Lane, a fully flat, usable property offering the ultimate blend of agricultural potential and incredible income generation! This upgraded 2,680 sqft. house is surrounded by amazing mountain views and features an 800 sq. ft. barn home, cottage, cabin, and a tiny home. The estate boasts tons of Airbnb rental income opportunity, with a 9-year 5-star Superhost history generating up to $100k+ annually. Built for growth, this farm features OMMP/ODA licensed gardens, greenhouses, and fertile soil. You'll find amazing, crystal-clear water with an endless well, irrigation ponds, and a 1-million-gallon TID water allocation. With upgraded electrical throughout and tons of equipment for farming included, it's a turnkey operation ready for your crops. Whether you want to farm, host guests, or move the whole family into this unique dream property, your endless possibilities await!

501 Carter Lane, Ashland

39 N Mountain Avenue, Ashland
$449,000
3 Beds ⋅ 2 Baths ⋅ 220225551 MLS ⋅ 1,134 SqFt. ⋅ 2,178 Sqft. Lot ⋅ 0.05 Acres
Spacious 3 bedroom townhome in the heart of Ashland with easy access to the bike path, close to downtown, SOU and the Oregon Shakespeare Festival. This ideal end-unit home has an open floor plan that welcomes you with gas fireplace in the living room, dining area with patio access, breakfast bar and beautiful solid wood kitchen cabinets. Easy living with attached single car garage and a main level bedroom and full bathroom. Upstairs you'll find two more bedrooms with mountain views and a full bathroom, as well as a landing loft area perfect for a reading, craft nook or office. Seller will pay 13-month Enhanced CRES home warranty. Association covers all exterior maintenance, trash, sewer, and landscaping. Beautiful, turn-key, Ashland living at it's finest!

39 N Mountain Avenue, Ashland

304 Clinton Street, Ashland
$535,000
3 Beds ⋅ 2 Baths ⋅ 220225426 MLS ⋅ 1,196 SqFt. ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres
Overlooking a protected wetlands corridor with panoramic views of the Southern Cascades and Grizzly Peak, this beautifully updated mid-century Ashland home offers exceptional privacy in a peaceful natural setting. An expansive picture window fills the living room with natural light while framing the ever-changing landscape. Hardwood floors and a cozy wood-burning stove create a warm, inviting space, while the updated kitchen and well-maintained bathrooms provide comfortable everyday living. Outside, enjoy a spacious deck, spa, mature oak tree, and lush gardens--perfect for relaxing or entertaining. Located on a quiet, low-traffic street just minutes from downtown Ashland, the home is within walking distance of North Mountain Park Nature Center, the Bear Creek Greenway, scenic trails, and bike paths. A rare blend of privacy, nature, and convenience in one of Ashland's most desirable neighborhoods.

304 Clinton Street, Ashland

1221 Kirk, Ashland
$765,000
3 Beds ⋅ 2 Baths ⋅ 220225944 MLS ⋅ 1,538 SqFt. ⋅ 4,791 Sqft. Lot ⋅ 0.11 Acres
Welcome to this beautiful eco-frlendly home in Ashland's sought-after Beach Creek Community. This thoughtfully designed 3-bedroom, 2-bath home offers 1,538 sq. ft. of sustainable living with soaring vaulted ceilings, expansive windows providing lots of natural light wlth mountain views. Built by KDA Homes, this Earth Advantage Platinum-certified, Net Zero-rated home features owned solar panels, providing lower utility. costs. The modern open-concept floor plan features seamless lndoor--0utdoor living, granite countertops, custom tile work, quality craftsmanship throughout, and two private decks ideal for relaxing. Located in the heart of Ashland, just minutes from downtown shopping, dining, entertainment, and nearby parks, allowing you to fully enjoy everything Ashland has to offer.

1221 Kirk, Ashland

429 Morton Street, Ashland
$552,000
3 Beds ⋅ 2 Baths ⋅ 220225903 MLS ⋅ 1,406 SqFt. ⋅ 8,276 Sqft. Lot ⋅ 0.19 Acres
Enjoy the best of Ashland from this charming single-level 3-bedroom, 1.5-bath home, just a short stroll to coffee shops, shopping, Southern Oregon University, & the world-famous Oregon Shakespeare Festival. Built in 1965, this inviting home features hardwood floors, abundant storage, & a cozy wood-burning fireplace with a convenient pass-through from the garage for firewood. The remodeled kitchen offers granite countertops, under-cabinet lighting, & a stainless steel gas range with double ovens. Relax year-round in the bright sunroom with a ceiling fan & removable insulated skylight covers overlooking the backyard with fruit trees, sprinkler system, clothesline, & room to garden. Carport included. Major updates include a new roof & skylights in 2021 and fresh exterior paint in fall 2025. Combining timeless mid-century appeal with thoughtful updates, major improvements, and an unbeatable close-in location, this is a wonderful opportunity to enjoy the best of Ashland living!

429 Morton Street, 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

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

1111 Oak Street, Ashland
$649,000
3 Beds ⋅ 2 Baths ⋅ 220225730 MLS ⋅ 1,512 SqFt. ⋅ 12,632 Sqft. Lot ⋅ 0.29 Acres
Set back off the street, this lovely home offers a quiet and private retreat, bordering open space and Ashland Creek. Conveniently located a short distance from downtown Ashland, the trailhead to the Bear Creek Greenway and Lithia Park, the property combines a natural, scenic setting with easy access to local amenities. The main living and dining areas feature large windows that capture natural light and frame peaceful outdoor views. A sliding glass door opens to a large back deck, well-suited for enjoying the mountain views and entertaining. There is a nice separation of space with the three bedrooms sitting away from the living area. A daylight 500 sf basement (not included in square footage), with mini-split heating and cooling, offers many options for overflow guests, an art studio, a media room, or a home office. With a unique balance of privacy, creek-side borders and proximity to Ashland's central attractions, this home is a fantastic opportunity.

1111 Oak Street, Ashland

690 Normal Avenue, Ashland
$324,000
3 Beds ⋅ 2 Baths ⋅ 220225712 MLS ⋅ 1,184 SqFt. ⋅ 1,306 Sqft. Lot ⋅ 0.03 Acres
Charming and move-in ready, this Ashland townhome is priced to sell! Set back from the street on a quiet shared drive, the inviting 3-bedroom, 1.5-bath home has been freshly repainted and features updated kitchen cabinets with modern hardware, a brand-new refrigerator, new carpeting, and a bright, clean interior. The modified single-car garage offers convenient storage access from the driveway, while the spacious interior laundry/bonus room provides added versatility. Outside, the private, fully fenced backyard includes a peaceful water feature and ample space for gardening, relaxing, and entertaining. Ideally located within walking distance of everyday amenities, the home is also just a five-minute drive from downtown Ashland's restaurants, shops, theaters, and community events. Rental units are permitted, offering flexibility for homeowners and investors alike.

690 Normal Avenue, 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

965 Camelot Drive, Ashland
$475,000
3 Beds ⋅ 3 Baths ⋅ 220225503 MLS ⋅ 1,644 SqFt. ⋅ 2,178 Sqft. Lot ⋅ 0.05 Acres
Spectacular Ashland Views from this lovely townhome. Turn-key home with wonderful valley and mountain views near Kestrel Park. Living room has an open-concept design and an abundance of natural light, gas fireplace and 2 remote controlled awnings- 1 for the covered patio and 1 for the dining room window. Kitchen has lovely granite counter tops, tiled backsplash, cabinets with custom pull-outs, granite dining island, stainless sink. Spacious main-level primary suite with ceiling fan, gracious tiled bath, walk-in shower and double vanities. Main level also features a 1/2 bath. Upstairs offers two bedrooms, a full bath, extra storage space, and an office alcove. Lower level has an expansive two-car garage and large storage closets. Elevator-ready floor plan would make all floors accessible. Very low HOA fees, washer & dryer, and amazing views. This is Ashland living at its best!

965 Camelot Drive, Ashland

1040 E Main Street, Ashland
$431,500
3 Beds ⋅ 2 Baths ⋅ 220225451 MLS ⋅ 1,266 SqFt. ⋅ 6,534 Sqft. Lot ⋅ 0.15 Acres
Charming cottage home with a flexible floorplan that is just minutes from downtown, the bike path, farmers' market, Garfield Park, schools and SOU. Sitting on a level lot, this home has a great deal of potential for expansion or an ADU. The cottage has two wonderful private living spaces. Downstairs has a light-filled open floor plan with exposed beams and picture windows. The kitchen has maple cabinets and connects to the dining and living area. Two bedrooms, a full bath with clawfoot tub and mudroom round out the downstairs. Upstairs has its own entrance and is a lovely studio space with a deck that overlooks the backyard. It has vaulted ceilings, a kitchenette and a full bath with views of Grizzly Peak from the bedroom. With a new roof, fresh interior paint and ample off-street parking, this home is move-in ready and is a fantastic close-in Ashland opportunity

1040 E Main Street, 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

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

5 Scenic Drive, Ashland

37 N Mountain Avenue, Ashland
$435,000
3 Beds ⋅ 2 Baths ⋅ 220225105 MLS ⋅ 1,331 SqFt. ⋅ 1,306 Sqft. Lot ⋅ 0.03 Acres
Welcome to one of Ashland's most desirable neighborhoods - Ridgeview Place! This beautiful 3 bedroom, 2 bathroom townhouse offers 1,331 sq.ft. of thoughtfully designed living space and an attached garage. Inside you will find laminate flooring throughout the main living areas and carpet in the bedrooms. The main level features one bedroom and a full bathroom, ideal for guests or a home office. The inviting living room features soaring vaulted ceilings, creating an open feel, while the elegant staircase leads to two additional bedrooms, a split bathroom, and a spacious laundry room. The kitchen offers abundant cabinetry, a pantry, breakfast bar, and stainless steel appliances. Conveniently located just minutes from downtown shopping, Southern Oregon's finest restaurants and entertainment, SOU, and parks. HOA covers landscaping, common area maintenance, and garbage service for easy, low-maintenance living.

37 N Mountain Avenue, Ashland

955 Overlook Drive, Ashland
$495,000
3 Beds ⋅ 3 Baths ⋅ 220225022 MLS ⋅ 1,556 SqFt. ⋅ 3,484 Sqft. Lot ⋅ 0.08 Acres
Welcome home to this charming, move-in ready cottage-style home with modern updates throughout! This beautifully maintained 3-bedroom, 2.5-bath home features engineered hardwood floors, a cozy living room with a built-in gas fireplace, and a flexible main-level office or bedroom with built-in shelving. The updated kitchen has fresh painted cabinets, stainless steel appliances and gas range. Upstairs, you'll find remodeled bathrooms with granite countertops and tiled showers. The primary suite includes a walk-in closet, and the bedrooms feature modern ceiling fans. Enjoy gorgeous valley views from the back deck. The freshly painted exterior, beautifully landscaped yard, fenced backyard, under-home storage, and one-car garage add both charm and functionality. Full of character with abundant built-ins, this adorable home is beautifully maintained and truly move-in ready!

955 Overlook Drive, 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:

How much is your home worth?

Get instant property value now!