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$749,000
4 Beds 3 Baths 220218224 MLS
Welcome to Billings Ranch, one of Ashland's most desirable communities. This stylish 3,184 sq ft, 4 bed, 3 bath home blends comfort and functionality with standout spaces for spring and summer entertaining. Upon entry you are greeted with a sweeping spiral staircase and 20-ft vaulted ceilings that create a grand open atmosphere. The main level offers a spacious living room, a dedicated dining area, and a beautifully appointed kitchen with two gas stoves, granite countertops, and ample prep space making it perfect for gatherings. Enjoy warm-weather living on the private back patio with a built-in gas firepit and grapevine-covered pergola, ideal for outdoor dining, relaxing evenings, and hosting year-round. A main-level bedroom, full bath and den complete the comfort of the downstairs. Upstairs, are three additional bedrooms, including a luxurious primary suite with its own gas fireplace, a spa-like ensuite bathroom with a jetted tub and a generous walk-in closet.

692 Vansant Street, Ashland

$1,295,000
4 Beds 3 Baths 220217927 MLS
Platinum Earth Advantage home just minutes from downtown, offering 2,750 sq ft of thoughtfully designed 4BR, 3BA + office living space with stunning views of Grizzly Peak and the Cascades. This light-filled residence features 12' ceilings, expansive windows, quartz surfaces, designer lighting, and blonde wide-plank hardwood floors. The main level features two ensuite bedrooms, highlighted by a luxurious primary suite with radiant heated floors, dual shower system, and two walk-in closets. The chef's kitchen boasts an 11-ft island, double ovens, gas cooktop, beverage fridge, and walk-in pantry. Enjoy seamless indoor-outdoor living with an 8' slider to a spacious view deck. Lower level offers 2 bedrooms, office, second laundry, and potential for separate living. Professionally landscaped, private setting with detached 2-car garage, EV charging, and energy-efficient 2-zone HVAC system. Home designed by Vadim Agakhanov.

852 Oak Street, Ashland

$795,000
4 Beds 3 Baths 220215978 MLS
Welcome to this stunning Ashland sanctuary, where spectacular Rogue Valley views greet you the moment you step out of your front door. Nestled in one of the area's most desirable locations, this amazing property captures the magic of Ashland living. Inside, the home is incredibly warm and inviting, bathed in an abundance of natural light streaming through generous windows that seamlessly connect the tranquil indoors with the breathtaking landscape outside. Whether you are sipping your morning coffee while watching the sunrise paint the hills, or winding down after a day, enjoy downtown Ashland's vibrant arts scene and world-class theater, this residence offers an unparalleled lifestyle. The expansive vistas provide a daily reminder of the natural beauty that makes this region so beautiful. This is more than just a house; it is a retreat designed for peaceful living. Come experience the unforgettable views for yourself in a stunningly crafted home! Your Ashland dream awaits!

500 Lakota Way, Ashland

$649,000
220215348 MLS
Ashland duplex built in 1996 with 2,831 SF and two well-designed units: one is a 1BD/2BA with office and one is a 2BD/2BA--an ideal setup for owner-occupancy or long-term investment. The main residence feels like a single-family home, offering a double garage, inviting foyer, vaulted ceilings, hardwood floors, granite counters, a spacious laundry room, and two gas fireplaces with one anchoring the living room and another in the primary suite. The primary bedroom also opens to a private deck, while the generous bathroom includes a soaking tub for an easy end-of-day retreat. A large view deck extends the great room, creating a comfortable indoor-outdoor flow for entertaining, morning coffee, or evening sunsets. The second unit features a functional single-level layout with two bedrooms, two full baths, and its own two-car garage, plus a tenant already in place, providing immediate rental opportunity. A rare Ashland property that blends space, privacy, and flexibility.

369 Alta Avenue, Ashland

$515,000
2 Beds 2 Baths 220215328 MLS
Stunning 2022 transformation of a classic 1920s single-level cottage situated on a spacious third-acre parcel, ideally located between Lithia Park and Hald-Strawberry Park and only moments from downtown Ashland. Comprehensive updates include new roof, foundation, windows, waterproof LVP flooring, full electrical rewire, modern plumbing, and new sewer line. The open kitchen showcases vaulted ceilings, butcher-block island, granite sink, marble backsplash, and a copper-accented range hood. Primary suite offers private deck access, designer lighting, and a spa-like bath with clawfoot tub. Vaulted living room flows to an expansive deck with mountain views. Versatile second bedroom/office, efficient mudroom laundry, and full guest bath complete the interior. Outside enjoy terraced landscaping, TID irrigation, fresh paving, multiple outbuildings, and a fully self-contained 2016 tiny home with utility hookups. A rare opportunity in a prime Ashland location—contact today for more information!

220 Nutley Street, Ashland

$1,650,000
5 Beds 5 Baths 220214060 MLS
Known as 309 and 311 Granite Street, this exceptional estate overlooks Lithia Park on nearly six private acres, blending European elegance with a tranquil forest setting. Mature trees, stone paths, patios, and water features create rare seclusion just minutes from downtown Ashland, the Oregon Shakespeare Festival, and the historic Plaza. Vaulted ceilings, fine woodwork, stained glass, and expansive windows fill the interiors with warm, old-world character and natural light. The main home centers on an open great room with a dramatic rock fireplace, flowing to an informal dining area and oversized kitchen, with additional living spaces for entertaining or everyday life. The primary residence offers 4,479 sq ft plus 2,364 sq ft of flexible ground-level space. A second residence adds 844 sq ft, a 1,153 sq ft multi-purpose room, and carport-about 8,840 sq ft total. Near Mt. Ashland, Crater Lake, Britt Festival, and Rogue Valley wineries, this is a rare architectural retreat of tranquility

309 Granite Street, Ashland

$715,000
4 Beds 4 Baths 220212305 MLS
Freshly renovated turn of the century home set on over a third of an acre lot with views and gorgeous mature evergreens. Large covered wraparound front porch leads to the front facing living room w/ wood floors & picture windows allowing for an abundance of natural light. Spacious country kitchen has stainless steel appliances. There's a covered enclosed back porch style room w/ bathroom. There are two bedrooms, one of which is ensuite on the main level. Versatile upstairs space has a light filled landing, one bedroom suite and another huge space w/ great architectural features, views and a full bathroom. Plus, a detached oversized two car garage, lots of parking and a relatively level yard that has a ton of potential for gardening or future development. Just above the hospital and within the Health Care Services zoning district. This is a charming property awaiting the next owner to enjoy!

527 Chestnut Street, Ashland

$1,250,000
3 Beds 3 Baths 220209743 MLS
Private tranquility in the treetops 4 min. to downtown Ashland. Views of Lithia Park w/soothing sounds of Ashland Creek flowing. Style meets sophistication on this beautiful architecturally designed home w/over ½ acre. $400K in new updates in the last 2 years. Private gated courtyard entry. Hardwood floors throughout, tile bathrooms floors, over 100 windows to bring in abundant light & cement balconies w/copper railings w/unobstructed views. Many trails close by. New massive artisan river rock wood burning fireplace in great rm. Chef's kitchen w/built in refrigerator, 6 burner gas cook top, dbl ovens, wine refrigerator, granite counters w/lg island. Formal dining & breakfast rm. 3 bdrms + lg office/meditation rm; 2 bdrm en-suites; Primary w/2 walk in closets, quartz counters, glass sinks, steam shower, air jetted tub, water closet & private balcony. 4 car garage, 2nd courtyard patio off entry. Home allows for an abundance of natural light w/vaulted ceilings & skylights.

545 Ashland Creek Drive, Ashland

$179,000
220209055 MLS
A rare blend of elbow room & convenience, this 7+ acre parcel is only 1.5 miles from renowned Downtown Ashland, Oregon & includes both an approved homesite as well as phenomenal visibility. The property is a blank canvas & ready for building a home with rural opportunity while enjoying all that Ashland has to offer. Ashland is famously walkable. Park once & you're on foot to coffee, cafés, the Ashland Food Co-op, galleries, fitness studios, & Lithia Park's miles of paths. The Oregon Shakespeare Festival, seasonal farmers markets, & a packed calendar of community events keep things lively year-round. Daily errands, dining, & recreation are all within an easy stroll or bike ride, making car-light living realistic & enjoyable. A true blank canvas, the parcel is ready for both a home & the sound of livestock. The land is gently rolling & would make for a fantastic location for raising animals, growing a personal garden, & enjoying all that the homestead movement can provide.

Eagle Mill Road 0, Ashland

$259,777
220202410 MLS
This exceptional residential lot offers sweeping views and a rare opportunity to build in one of Ashland's most desirable neighborhoods. Just minutes from Downtown Ashland, above Lithia Park, and steps from scenic hiking trails, this property places you in the heart of Ashland's natural beauty—where theater, outdoor adventures, and fine dining meet. Surrounded by custom homes and adjacent to over 4 acres of protected open space, the lot includes an approved building envelope and potential for both a main residence and an accessory dwelling unit. A recent professional site evaluation outlines development considerations and offers guidance for working within hillside standards and city requirements. This is a unique chance to design a custom home in a FireWise community known for its moderate climate, vibrant culture, and unmatched quality of life. Site evaluation available upon request.

390 Strawberry Lane, 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: