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13099 Old Hwy 99 S, Ashland
$184,600
220227685 MLS
1977 456 sq ft cottage. 40 acres wooded. Neither the brokers, brokerage, or Jackson County warrants, nor can verify property condition, description, fixtures, permits, hazardous substances, zoning, history of illegal activity, or tax history. No guarantee of access, no sign. ''As Is'' sale. Listing brokerage does not accept bids or offers on Jackson County Taxation's behalf for these properties. There will be one public, in-person, oral auction per year held at the County Courthouse, 10 S Oakdale Ave, Medford, OR 97501, in the Auditorium, located on the first floor of the main building. Auction date is: OCTOBER 12, 2026 @ 10 AM. Brokers and brokerage do not represent the date or process, Buyer to verify process and date for accuracy.

13099 Old Hwy 99 S, Ashland

Listing courtesy of Coldwell Banker Professional Group.

2025 Green Meadows Way, Ashland
$595,000
3 Beds ⋅ 2 Baths ⋅ 220227602 MLS
What an amazing home in this highly desirable neighborhood. You have the best curbside look on the block with low maintained manicured front and backyard. Close to the Oredson Todd Woods and surrounding Ashland trails. Featured with abundant living space for all to enjoy. A large living room with dining area, wood stove and open space that leads you to an additional enclosed sunroom to enjoy the abundant sunlight, crafts and comfortable summer evenings. Also, there is a great living room for additional entertainment. Hard wood, laminate & vinyl flooring. Both bathrooms have been recently remodeled. One bedroom has been used as an office with a long countertop working space. The primary bedroom also leads you out to a wonderful large deck. Rear deck is designed for BBQ's and entertainment. Come and enjoy this special backyard with views of the Cascades and Grizzley Peak. Just 3 miles from the Shakespeare Festival. TID water comes with this property.

2025 Green Meadows Way, Ashland

Listing courtesy of John L. Scott Ashland.

2590 Siskiyou Highway, Ashland
$655,000
4 Beds ⋅ 2 Baths ⋅ 220227582 MLS
This beautiful recently renovated ranch is home located just 15 minutes from Ashland. Step inside to hickory hardwood floors, an open floor plan and unobstructed million-dollar panoramic views of Emigrant Lake, Pompadour Bluff, Grizzly Peak and the Siskiyou Mountains. Several french doors offer an immersive indoor-outdoor living concept with an ample patio perfect for dining and BBQing. The fourth extra large bedroom is adjacent to a solarium that would make a fantastic hot tub space. This 7+ acre mini-ranch is fully fenced and gated, with an interior dog fence line that is approximately two acres. Irrigated with water rights from a spring source, the ample lawn space is a dream come true. This versatile property features offer multiple workshops, a greenhouse, a paved basketball court, two carports, plenty of parking for RVs, boats, trailers and so much more. This one wont last long!

2590 Siskiyou Highway, Ashland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

2140 Birchwood Lane, Ashland
$410,000
2 Beds ⋅ 2 Baths ⋅ 220227463 MLS
This inviting, move-in-ready home is filled with natural light and offers a functional, comfortable layout with fresh interior paint and upgraded blinds throughout. The living room features a cozy gas fireplace and flows seamlessly into the kitchen and dining area. Brand-new, high-end stainless appliances, a stylish backsplash behind the range, and a dedicated eating area complete the kitchen. The spacious primary suite offers a generous closet and ensuite bath with a walk-in shower. A second bedroom, additional full bathroom with a tub/shower combination, and conveniently located hall laundry closet add to the thoughtful layout. Step outside to a fully fenced, low-maintenance backyard featuring a concrete patio, southwest-facing exposure, and mature trees that provide beautiful filtered light and welcome shade. A beautifully landscaped front yard with a drip irrigation system and an attached two-car garage complete this truly charming home!

2140 Birchwood Lane, Ashland

Listing courtesy of John L. Scott Ashland.

728 W Valley View, Ashland
$499,000
5 Beds ⋅ 3 Baths ⋅ 220227392 MLS
Income property! Tucked away at the end of a private country lane, this unique Ashland property offers privacy, flexibility and a peaceful rural setting. The 1,412 sq. ft. main home features 3 bedrooms, 1½ baths and a beautifully remodeled kitchen with newer cabinetry, wood-grain tile flooring and an indoor BBQ. Recent improvements include a new roof, HVAC system, well pump and pressure tank, plus UV water filtration. The well last tested at 8 GPM. Starlink provides internet, and gutter guards add convenience. A separate 1996 manufactured home offers county-approved living area for 2 bedrooms, a bath and utility area, with its own electric meter. RV hookups and generous parking add flexibility. Enjoy established fruit trees, grapes, raised garden beds, greenhouse and chicken coop. A rare opportunity for comfortable country living with an Ashland address. Additional income may be available with signage on the land. Buyer to do their own due diligence.

728 W Valley View, Ashland

Listing courtesy of Expert Properties Inc..

2234 Dollarhide Way, Ashland
$439,920
2 Beds ⋅ 3 Baths ⋅ 220227296 MLS
Move-in ready and beautifully updated! The main level features new vinyl flooring (2025), LED lighting, and an electric fireplace for added ambiance. The kitchen offers an eating bar, dining area, and new dishwasher (2025). A half bath with pedestal sink and attached one-car garage complete the main level. Upstairs are 2 bedrooms, 2 full baths, new carpet (2026), a spacious landing ideal for an office or flex space, and a view deck with retractable awning. The primary suite includes a walk-in closet and ensuite bath with shower. Laundry closet includes washer & dryer. Major updates include new roof (2025), heating & A/C (2024), water heater (2024), exterior paint (2026), and new smoke/CO detectors (2026). Enjoy a private fenced backyard with patio, garden beds, views, and refreshed low-maintenance landscaping. Extensive updates and a functional floor plan make this home ready to enjoy!

2234 Dollarhide Way, Ashland

Listing courtesy of Ashland Homes Real Estate Inc..

583 Coffee Lane, Ashland
$379,900
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.

485 Orchard Street, Ashland
$589,000
5 Beds ⋅ 4 Baths ⋅ 220227203 MLS
Over 1/2 Acre lot near historic Ashland Plaza! This 5 bedroom 4 bath home offers 2,487 sqft of living space set in a highly sought after neighborhood just minutes from shopping, dining and entertainment such as the Oregon Shakespeare Festival. 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.

3404 Siskiyou Boulevard, Ashland
$699,000
4 Beds ⋅ 3 Baths ⋅ 220227055 MLS
Beautiful Mountain Views on 5.4 Acres ! Enjoy stunning mountain views from the spacious front deck of this beautiful 2,989 sq. ft. home situated on 5.4 acres. The open--concept upper level features large, bright windows that fill the home with natural light, creating a warm and inviting living space . This home offers 4 bedrooms and 3 bathrooms, providing plenty of room for family, guests, or a home office. Additional features include TID irrigation, a newer roof, and a newer energy--efficient heat pump for year--round comfort. The lower level has 2 bedrooms with a full bath and side access door to enter. Whether you're relaxing on the deck, entertaining in the open living area, or enjoying the privacy of your acreage, this property offers the perfect blend of space, comfort, and scenic beauty.

3404 Siskiyou Boulevard, Ashland

Listing courtesy of RE/MAX Platinum.

1302 Mill Pond Road, Ashland
$398,900
2 Beds ⋅ 1 Baths ⋅ 220226872 MLS
Seller willing to give $5,000 credit to buyer towards closing costs or interest rate buy down. 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.

830 Park Street, Ashland
$339,000
2 Beds ⋅ 2 Baths ⋅ 220226785 MLS
Step inside through the custom tile foyer and into a light-filled living room with high ceilings and a cozy free-standing gas stove. This 1234 sq ft home comes with 2 bedrooms and 1.5 baths, a convenient main level laundry space and half bath off the kitchen. The kitchen has tiled countertops with a breakfast bar, dedicated dining area, and comes equipped with all appliances. Upstairs, the primary suite has great natural light, and the large spa-like bath comes with a jetted tub, glass enclosed shower, and dual vanity sinks. A second bedroom has flexibility for guests or home office. Off the dining area enjoy your own fenced yard ideal for a small garden, or to relax. Residents also enjoy access to the community pool. HOA dues of $475/mo include $175 currently put toward a roof assesment. Dues cover exterior maintenance and repairs, landscaping, garbage service, pool maintenance, and common areas. The home also comes with a detached one-car garage. Enjoy easy Ashland living!

830 Park Street, Ashland

Listing courtesy of Windermere Van Vleet & Associates.

986 Stoneridge Avenue, Ashland
$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.

738 Normal Avenue, Ashland
$322,000
2 Beds ⋅ 3 Baths ⋅ 220226663 MLS
Tucked away from the main road yet just a short distance to Southern Oregon University, this well-maintained Ashland townhome offers privacy, convenience, and a bright, functional layout. Step inside to find an abundance of natural light and an open living room on the main level, complete with a half bath and under-stair storage. The kitchen features granite countertops and stainless-steel appliances. Beautiful laminate flooring runs throughout, complemented by fresh paint and new carpet upstairs. The upper level includes two bedrooms, two full baths, a laundry area with washer and dryer included, and a versatile bonus small flex room. The primary suite offers an en-suite bath and a private deck, perfect for morning coffee or evening relaxation. A private patio extends from the dining area, and a one-car garage provides secure parking and additional storage. Ideal for students, professionals, or anyone seeking a comfortable home near campus and Ashland amenities.

738 Normal Avenue, Ashland

Listing courtesy of eXp Realty, LLC.

608 Fair Oaks Court, Ashland
$315,000
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.

369 Alta Avenue, 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.

12300 Oregon 66, Ashland
$499,900
5 Beds ⋅ 3 Baths ⋅ 220226295 MLS
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

Listing courtesy of eXp Realty, LLC.

624 Fair Oaks Court, Ashland
$349,000
2 Beds ⋅ 2 Baths ⋅ 220226205 MLS
Welcome to your dream sanctuary! Perched high in an exclusive residential community, this extraordinary second-floor condominium seamlessly combines modern luxury with natural tranquility. Step inside to discover a bright, open-concept living space framed by multiple windows which capture the views over a quaint green park. At the heart of the living room there is a cozy gas fireplace, creating an inviting ambience for relaxing or entertaining. Culinary lovers will adore the gourmet kitchen, fully equipped with stainless steel style appliances. Dual private balconies extend your living area outdoors, offering perfect vantage points to the scenic vistas. Both full bathrooms showcase exquisite custom stone tile work, transforming daily routines into a spa-like experience. New HVAC installed 9/2026. For ultimate ease, an elevator ascends smoothly from the secure underground garage straight to your second-floor retreat.

624 Fair Oaks Court, Ashland

Listing courtesy of Gateway Real Estate.

4712 Old Highway 99 S, Ashland
$384,900
1 Beds ⋅ 1 Baths ⋅ 220226151 MLS
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

Listing courtesy of John L. Scott Ashland.

241 Clay Street, Ashland
$325,000
2 Beds ⋅ 2 Baths ⋅ 220225960 MLS
Upgraded and move-in-ready single-level end-unit townhome located near the Ashland Family YMCA and future site of 5.52-acre East Main Park! Fresh interior paint, all-new low-pile berber wool carpets, and new roof to be installed early August 2026. Entry with skylight and hall coat closet, bamboo flooring, kitchen with custom maple cabinets, granite counters, solar tube, and stainless appliances including Fisher & Paykel refrigerator. Open dining area and vaulted living room with sliding glass door to covered patio and fully-fenced private backyard with composite deck. Primary with dual closets and full ensuite bathroom with solid surface vanity, maple cabinets, solar tube, and tub shower. Full guest bath with matching amenities, guest bedroom with closet, laundry area with Speed Queen washer and dryer, and one-car garage. Association dues of $265 per month cover all exterior maintenance - including roof, siding, paint, front landscaping, and common areas. Inquire for details!

241 Clay Street, Ashland

Listing courtesy of John L. Scott Ashland.

690 Normal Avenue, Ashland
$324,000
3 Beds ⋅ 2 Baths ⋅ 220225712 MLS
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

Listing courtesy of RE/MAX Platinum.

363 Beach Street, Ashland
$599,000
2 Beds ⋅ 1 Baths ⋅ 220225643 MLS
An opportunity to own an historic two bedroom, one bath, 1,233 square feet, 1925 Craftsman-style home awaits you. Located ''Above the Boulevard,'' this gracious property has been lovingly maintained by its present owner for the last thirty-four years. From the welcoming and covered front porch to the spacious, light-filled interior everything about this property harkens back to a time when life was a little slower. This single-story home with a full basement sits on a level .3 acre lot. The legal duplex (per City of Ashland) with its own laundry facilities located at the back of the lot has alley access with parking available. 359 Beach Street (the lower unit) and 361 Beach Street (the upper unit) are approximately 440 square feet with one bedroom and one bathroom and are presently vacant for easy viewing - and have always been rented in the past. Both units have recently rented for $1,100/month for a total of $2,200 a month income.

363 Beach Street, Ashland

Listing courtesy of John L Scott Ashland.

508 N Main Street, Ashland
$544,900
3 Beds ⋅ 2 Baths ⋅ 220225550 MLS
'One Property. Four Possibilities. Less than a mile from downtown Ashland, this classic Victorian offers exceptional flexibility with versatile zoning and mountain views. Enjoy it as a spacious 3-bedroom, 2-bath home, a duplex with two long-term rental units, a residence with a currently licensed short-term rental, or a live/work property with a private entrance ideal for an attorney, counselor, massage therapist, or other home-based business. Features include a spacious upstairs primary suite with full bath, basement storage, dry sauna, washer, dryer, refrigerator, an inviting patio, and three deeded off-street parking spaces. Historic charm meets modern opportunity in this truly one-of-a-kind Ashland property.'

508 N Main Street, Ashland

Listing courtesy of Windermere Van Vleet & Assoc..

250 Sheridan Street, Ashland
$449,500
4 Beds ⋅ 3 Baths ⋅ 220225439 MLS
Standout spot in Ashland! Close to restaurants, five blocks (0.3 mi) to Asante Hospital, & continuous sidewalk to the Plaza. This end unit of a zero lot-line property has no HOA. Enjoy treetop & valley views from this spacious 2,062 Sq Ft home, 4 bedrooms & 2.5 baths, offering private outdoor space on a .07-acre lot. The entry stairs have been rebuilt & feel solid during ascent. A slider leads to the composite deck with more valley views. The kitchen has generous counter space w/ a plant window & flows easily into the great room. The great room has vaulted ceilings that allow natural light. The primary bath features a split vanity for added convenience & a deep closet. Both upstairs bathrooms include skylights that brighten the space. A finished daylight basement offers abundant storage that can be used for additional living space, spot for guests, playroom, or meditation spot. This home feels like a treetop retreat, with a terraced yard that invites entertaining or quiet reflection.

250 Sheridan Street, Ashland

Listing courtesy of Windermere Van Vleet & Associates.

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