3 Tiers of Ashland Homes for Sale

Gorgeously remodeled Victorian blends historic charm withmodern luxury in the heart of Ashland. R2 zoning offers versatile living: agracious private residence, a home with Airbnb units, or a B&B withowner-occupied quarters. Once the beloved Midsummer Night's Dream B&B, it'snow a private home with 2 vacation rentals in a stunning detached annex. Themain house (2375 SF) features

Patie Millen Millen Property Group

True Craftsman's Renovation in this Ravenwood Townhome, just steps to renowned Downtown Ashland! This rare 3-bedroom, 2.5-bath home offers light and bright living spaces, quality maple flooring with beautiful inlays, custom lighting fixtures, cozy Jotul gas stove, a beautifully updated kitchen with quality cabinetry, high-end appliances and Granicrete counters with corner sink to take in soothing

Rick Harris John L. Scott Ashland

This Mountain Park Estates home represents one of the few Cape Cod style homes in Ashland. The 2697 square foot home provides 4 bedrooms, great separation of space, and plenty of storage. The large, remodeled kitchen offers quartz counters, an island, and a double stainless-steel sink. The owners added stunning oak floors. The large formal dining room is great for entertaining. The living room

John Wieczorek Gateway Real Estate

This highly sought-after one story, mid-century ranch style home located 3 blocks above-the-boulevard will be some lucky buyer's dream come true. 1st time on the market in over 30 years, this 3 bdrm, 2 bath, 2,091 sq ft home has been lovingly maintained & enhanced by its present owner. Located on a .3 acre lot, the gently sloping front yard & level backyard have been beautifully landscaped to

Robert Fischer John L. Scott Ashland

Welcome to this stunning home nestled in the scenic Ashland hills. Thoughtfully designed with an efficient layout, this residence offers an inviting open-concept main level, perfect for both everyday living and entertaining. Highlights include beautiful oak hardwood floors, striking wood accent beams, vaulted ceiling in the living room, and new carpet throughout the upstairs and stairwell. The

Matthew Forrest Oregon Adventure Realty

Beautiful 4BD/3BA, 3,022 sq ft home with a flexible layout perfect for dual living. The lower level has a private entrance, large living area, kitchenette, bedroom, and full bath—ideal for guests, in-laws, or a home office. Located in a quiet neighborhood near downtown Ashland and miles of scenic trails. Vaulted ceilings and picture windows fill the living room with natural light and showcase

Mark Philhower Full Circle Real Estate

Gorgeous Custom Home and Guest Cottage, Just Steps to Downtown Ashland! This lovingly designed ''Tree-House'' features vaulted living spaces, quality wood finishes, beautiful architectural detailing, extensive natural light and 12-panel solar array. You'll love the T&G ceilings, oak flooring, chef's kitchen with solid surface/tile counters, custom cabinetry, dual-fuel range, sunny garden window,

Rick Harris John L. Scott Ashland

Stunning Northwest contemporary on a 1⁄4-acre lot just blocks from downtown Ashland and near miles of trails. This down-to-the-studs remodel seamlessly blends modern design with warmth and livability, capitalizing on panoramic views. The open, light-filled floor plan features wide-plank white oak floors and a chef's kitchen with a quartz island and KitchenAid stainless appliances, including an

Mark Philhower Full Circle Real Estate

Searching for the Ultimate Oregon Dream Home & Location? This is it! Meander to the top of the Ashland Loop Dr. (surrounded by bike trails & pedestrian paths) & enjoy some of the most incredible views of city lights. True 4 bdrm home w/open floor plan & lg windows throughout. Too many upgrades & extras to list all. Real oak HW floors throughout most of the main level. Gourmet style kitchen

JJ Kramer John L. Scott Medford

Come tour this charming cottage perched above the town. Two bed single bath on large .32 acre lot. Built in 1948 and has been in the same family since. Hardwood floors in living area. Finished basement with concrete floors has laundry room plus a shop area with modern gas forced air heat system. Buyer to do due diligence to determine best use for property. Large back yard behind home is ready for

David Kurtz Windermere Van Vleet & Assoc2

A rare opportunity in one of Ashland's most sought-after neighborhoods! Just above Southern Oregon University in the Mountain Pines Subdivision, this charming 2-bedroom, 1-bath cottage sits on a spacious .23-acre lot, ideal for building your dream home while living on site. The property is already equipped with two meter boxes, plus water and sewer lines in place, offering a head start on future

Sophia Wiencek John L. Scott Ashland

Beautiful mountain views from this hillside home. This charming 1947 home offers classic character and comfort with entry vestibule, arched doorways, large picture windows, many built-ins and a living room fireplace. Spacious living room with bamboo floors, large picture windows framing the view and a lovely dining room with built-in buffet. The kitchen is spacious with abundance of counter

Patie Millen Millen Property Group

This luxury, 2-acre estate located in one of Ashland's most sought-after neighborhoods is perched above downtown Ashland, offering panoramic views and unmatched privacy. The 5,313 sq ft custom Pagnini built residence includes 5 BR and 5.5 BA, plus a 720 sq ft detached guest apartment. Inside, soaring ceilings, a grand entry, wood and tile flooring, multiple fireplaces, and walls of windows create

Staci Drewien eXp Realty, LLC

Charming single-level cottage blocks from downtown, parks, and shopping. This 2-bed, 1-bath home features an open floor plan filled with natural light. The living room offers beautiful floors and a cozy wood-burning fireplace, a bright kitchen with breakfast bar and open shelving. Laundry/mudroom opens to a back deck overlooking the backyard with mature plantings and a brick patio—perfect for

Eric Poole Full Circle Real Estate