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890 Twin Pines Circle, Ashland
$489,000
3 Beds ⋅ 2 Baths ⋅ 220229757 MLS
Move-in ready home right on Oak Knoll Golf Course in Ashland! There are literally no neighbors here...surrounded by Golf Course and HOA park. Fresh and inviting with all-new interior paint and flooring throughout. The spacious, open living room offers plenty of room for entertaining, while the charming kitchen and large laundry room provide great everyday functionality. The primary suite offers a comfortable retreat, and the sun room adds a unique space to relax and enjoy the natural light. Large attached 2-car garage features a convenient golf cart door for easy access to the course. Step outside to the back patio surrounded by mature landscaping and enjoy the beautiful golf course setting. A wonderful opportunity to enjoy comfortable living with the course right outside your door!

890 Twin Pines Circle, Ashland

Listing courtesy of Home Quest Realty.

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

Listing courtesy of Real Broker.

482 Drager Street, Ashland
$475,000
3 Beds ⋅ 2 Baths ⋅ 220229611 MLS
Ready for relaxing weekends & get-togethers by YOUR pool? Call your realtor! This single level home near downtown Ashland is priced within reach. Video tour on listing. Live freely with no CC&Rs, extra driveway parking, and a fifth of an acre to utilize your way. Consider expanding for more square footage. The front yard is the perfect privacy buffer w/hardscape paths amidst a thoughtful variety of trees and shrubs on timed irrigation. The backyard offers room for gardening, lawn games, BBQs, and more! Sun deck and covered patio for year-round outdoor dining. A sweetly inviting interior w/surprisingly spacious common areas. Includes all kitchen appliances, washer and dryer. Home and pool have been continuously maintained & partially updated over the years. Enjoy dual pane vinyl windows, gas fireplace, modern flooring, updated bathrooms, hot tub plug, and passive solar heat for pool. All new gutters October 2026. Within a mile of Helman Elementary, Ashland Co-op and Asante Hospital!

482 Drager Street, Ashland

Listing courtesy of Evimero Realty Southern Oregon LLC.

618 Fair Oaks Court, Ashland
$345,000
2 Beds ⋅ 2 Baths ⋅ 220229497 MLS
Contemporary, south-facing, single-level condo with natural light, privacy, and views of the Siskiyous and Mt. Ashland. This beautifully maintained two-bedroom, two-bathroom home features quality finishes and a thoughtful layout. Built-in bookshelves and a gas fireplace bring warmth to the living room. The kitchen offers granite countertops, solid beech wood cabinetry, and stainless steel appliances. The spacious primary bedroom includes an en suite bath and large walk-in closet. A sunny patio off the living room is ideal for morning coffee or outdoor dining. A dedicated underground garage parking space and elevator access add everyday convenience. Located near North Mountain Park and just minutes from downtown Ashland.

618 Fair Oaks Court, Ashland

Listing courtesy of Full Circle Real Estate.

380 Clay Street, Ashland
$175,000
3 Beds ⋅ 1 Baths ⋅ 220229064 MLS
Excellent opportunity to build your dream home! Conveniently located near the future site of East Main Park, this property offers the potential to create a custom home in an area positioned for future neighborhood amenities. Offered for sale via online auction. Opening bid meets reserve and will sell to the highest bidder. A 5% buyer's premium will be added to the winning bid. The property will be sold in its present ''AS IS, WHERE IS'' condition, with no financing or inspection contingencies. A large Fremont Cottonwood, designated as a Heritage Tree, provides shade and adds character to the property. Buyers should be aware that removal of the Cottonwood requires a Tree Removal Permit in accordance with City requirements. See Gov Deals for more information, disclosures, and auction terms and conditions.

380 Clay Street, Ashland

Listing courtesy of Bang Realty-Oregon Inc..

49 California Street, Ashland
$317,000
2 Beds ⋅ 2 Baths ⋅ 220229021 MLS
Charming 2004 built Victorian-style townhouse offering the perfect blend of classic character and modern convenience. This inviting end unit features 2 bedrooms and 1½ baths, with wood floors extending through the entry and living room. The comfortable floor plan offers a warm, welcoming living space with plenty of natural light and easy flow. Step outside to the back deck, ideal for relaxing, enjoying your morning coffee, or entertaining friends. As an end unit, this home offers added privacy and a desirable setting. Conveniently located near schools, shopping, dining, and everyday amenities, this delightful townhouse is a wonderful opportunity for comfortable, low-maintenance living with plenty of charm. Note, all tenant possessions have been removed from all photos.

49 California Street, Ashland

Listing courtesy of Millen Property Group.

552 Fair Oaks Avenue, Ashland
$450,000
3 Beds ⋅ 2 Baths ⋅ 220228920 MLS
ONWER FINACING AVAILABLE! Welcome to this stunning townhome, blending comfort with modern elegance. Inside, you'll find an expansive open-concept living, dining, and kitchen area flooded with natural light. Soaring vaulted ceilings and gorgeous hardwood floors create an inviting atmosphere, while the cozy gas fireplace serves as the perfect living room centerpiece. Step right out from the living area onto your private patio to enjoy your morning coffee. The chef-friendly kitchen boasts beautiful granite countertops. The premium finish is carried seamlessly throughout the entire home. For ultimate privacy, the spacious primary suite is located on the first floor. Both bathrooms feature granite countertops and tile flooring. Complete with a 2-car garage, EV Charging and convenient alley access, this home offers low-maintenance living without compromising on style.

552 Fair Oaks Avenue, Ashland

Listing courtesy of eXp Realty, LLC.

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

Listing courtesy of Windermere Van Vleet & Associates.

853 Pavilion Place, Ashland
$190,000
1 Beds ⋅ 1 Baths ⋅ 220228771 MLS
Location, location, location! Located in the fabulous 55+ Mountain Meadows Community, this charming ground level 1 bed + office, 1 bath, 872 sq ft condo is perfect for anyone looking for a low maintenance property! Owner spared no expense over the last 2 years by replacing the HVAC system, replacing flooring throughout with new luxury vinyl plank & carpeting, & painting the entire interior. Floor plan is ADA compliant (wider doorways and open floor plan). Kitchen is spacious w/ ample cabinetry, dining space, and working appliances. Covered front porch provides shade while you gander at the mountainside. Only one neighbor above you (no neighbors on the left and right), allows enhanced privacy from the rest of the community. Dedicated parking and additional storage room are included as well! Mountain Meadows Community is absolutely lovely and includes dining, clubhouse, fitness center, pool, community events, & much more!

853 Pavilion Place, Ashland

Listing courtesy of John L. Scott Medford.

5010 Old Highway 99 S, Ashland
$399,000
2 Beds ⋅ 2 Baths ⋅ 220228254 MLS
Peaceful country living opportunity on 6.65 acres nestled amongst the madrones, not far from downtown Ashland! The custom primary residence offers 2 beds/2 baths with a stonework entryway, pine paneling and cabinetry in the kitchen, a cozy wood stove, large windows, a metal roof, and an attached garage. A versatile bonus room adapts to a creative workshop, office, or extra bedroom. Outside, a spacious deck and flat yard lead to an impressive shop built from steel shipping containers, offering a large open workspace with a professional-grade engine hoist, ample storage, and hydraulic hangar-style doors. Down the hill, a quaint cabin in the woods offers multigenerational living, income potential, or home office space, with a full kitchen, bath, and sleeping loft. Outdoor lovers will appreciate the unbeatable access to Mt. Ashland and the Pacific Crest Trail.

5010 Old Highway 99 S, Ashland

Listing courtesy of John L. Scott Ashland.

262 Sheridan Street, Ashland
$449,000
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.

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.

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.

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.

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.

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.

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.

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.

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