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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

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

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

487 Rock Street, Ashland
$600,000
4 Beds ⋅ 3 Baths ⋅ 220229270 MLS
Beautiful, charming, updated craftsman in the historic Skidmore Academy district with close to proximity to downtown Ashland, Lithia Park, shops, and dining. The peaceful 'Pollinator Garden' has abundant, beautiful perennials, many fruit trees, and a separate octagon shaped office/art/yoga studio. Both front and back yards/gardens have sprinkler systems for low maintenance gardening. High quality finishes such as Douglas fir, bamboo and Marmoleum flooring throughout the home, along bamboo cabinets and exquisite light fixtures. There is also a great cellar for storage or use as a root cellar! This unique property is loaded with historic charm but don't let the year-built fool you, as there are many upgrades and everything is in great working order. Enjoy Ashland living at it's finest.

487 Rock Street, Ashland

470 Beach Street, Ashland
$550,000
2 Beds ⋅ 2 Baths ⋅ 220229173 MLS
Spacious and tastefully updated townhome located above the boulevard within a five-minute walk to Glenwood Park or SOU. Main-level with oak hardwood floors, living room with double-height vaulted ceiling, freestanding gas fireplace on tile hearth, glass door to covered view balcony, open dining area with wet bar, kitchen with granite dining counter, walk-in pantry, and new stainless appliances including GE Café induction range with double convection oven, and primary bedroom with renovated full ensuite bath and walk-in closet. Expansive vaulted upper-level loft media room, office, or potential guest bedroom with built-in shelving. Lower-level guest bedroom with closet, full guest bath with tub shower, utility laundry room, additional storage room, and 1.5-car garage with 240-volt EV charging outlet. New AC in 2021 with UV & MERV-16 filtration. Nine-unit association covers all exterior maintenance - including roof, siding, paint, community park, and landscaping. Inquire for details!

470 Beach Street, Ashland

2690 Takelma Way, Ashland
$507,000
3 Beds ⋅ 2 Baths ⋅ 220229157 MLS
Welcome to this single-level, wonderfully maintained home in the highly desired Clay Creek Gardens subdivision! Move-in ready for its next owners, this home features an open-concept layout connecting the kitchen, dining, and living rooms--all filled with fantastic natural light and gorgeous Oak hardwood flooring. The kitchen includes sleek slab granite countertops and bar seating. Recent updates include fresh paint, newer appliances and water heater. From the large primary suite, step outside the slider under the charming pergola to enjoy a high fence sheltering the rear patio in privacy, with plenty of room for gardening, as well as a 500-gallon rain barrel. Complete with a spacious two-car garage and a cozy front porch, you'll also enjoy neighborhood access to multiple designated open green spaces/parks, a community garden, and walking trails!

2690 Takelma Way, Ashland

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

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

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

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

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

197 Alder Lane, Ashland
$559,000
3 Beds ⋅ 2 Baths ⋅ 220228659 MLS
Take a look at this beautifully updated home on a spacious, level lot just blocks from Ashland Pond, the Dog Park, and the Bear Creek Greenway, with the downtown Plaza only 1.1 miles away. Recent upgrades include a newer roof, Anderson windows, updated flooring throughout most of the home, new interior and exterior doors, a ductless minisplit heating and cooling system, new kitchen appliances, and fresh exterior paint, plus an existing passive solar system for added efficiency. The living room impresses with a two story vaulted ceiling in natural wood plank and a cozy rock fireplace, while the light filled kitchen offers a garden window and engineered wood floors. Two main level bedrooms share a full bath, and a sunny three-skylight sunroom adds versatile living space. Upstairs, the primary suite features a walk-in closet, a walk-in shower, and a private balcony with mountain views. The fully fenced backyard offers a clean slate, ready for you to create your own outdoor retreat.

197 Alder Lane, Ashland

173 Alder Lane, Ashland
$600,000
3 Beds ⋅ 2 Baths ⋅ 220228656 MLS
Welcome to 173 Alder, where thoughtful design meets true flexibility. This solar-powered home keeps utility costs low while offering a layout built for the way people actually live and work today. The updated kitchen is ready for everyday living and easy entertaining, while the primary suite functions as a private living space complete with its own separate entrance, perfect for extended family, guests, or rental income. A dedicated home office, also with a private entrance, creates an effortless work from home setup or the ideal spot for a home-based business. Outside, the yard is a blank slate ready for your vision, whether that's a garden, an entertaining space, or room to grow. Whether you're envisioning a multi-generational household, an income-producing suite, or simply craving more room to breathe, this property offers a rare combination of comfort and possibility in a well-loved Ashland neighborhood.

173 Alder Lane, Ashland

2205 ASHLAND ST Unit #210, Ashland
$325,000
1 Beds ⋅ 1 Baths ⋅ 495266734 MLS
This 1br/1bath 2nd-floor corner condo greets you w/ sunlight pouring through generous windows, illuminating the inviting finishes that give the space its timeless, easy charm. Its open floor plan unfolds naturally, with the living area flowing into the kitchen with abundant counter space, ample storage, & brand-new appliances waiting to be used for the very first time. You'll love spending your mornings on your private balcony gazing out toward the Cascade Mountains as the light shifts across the peaks. Even workdays feel lighter here, thanks to a dedicated office nook that keeps productivity close to comfort. With its own dedicated laundry area & built-in storage, even the practical parts of life feel organized & beautifully tucked away. Perfectly located minutes from downtown Ashland, the Oregon Shakespeare Festival, shopping, dining, & scenic hiking/ biking trails -- with quick access to I-5 & just 30 minutes north of the California state line -- you're moments from everything!

2205 ASHLAND ST Unit #210, Ashland

63 Nutley Street, Ashland
$599,000
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

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

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

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

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

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

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

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

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