Craftsman Homes for Sale in Ashland, OR

Discover unparalleled privacy and the captivating beauty of the Cascade-Siskiyou region in this custom-built Cedar home. Thoughtfully designed to frame the surrounding natural beauty through every window, the home's interior features Maple hardwood floors, 20-ft vaulted ceilings, and a stunning stone fireplace, creating an authentic Oregon lodge ambiance. Effortless single-level living is

Anton Faerber Cascade Hasson Sotheby's International Realty

Discover the beautifully renovated 1860 Abel D. Helman House, blending timeless charm with modern comfort in Ashland's coveted Skidmore Academy Historic District--right across from Briscoe Park. A short, level stroll reaches the vibrant downtown plaza and serene Lithia Park. Warm hardwood fir floors, custom millwork, and abundant natural light fill this convenient single-level home. The bright

Brian Druihet John L. Scott Ashland

Beautiful 2007-built 3 bedroom, 3 bath, 3,488 sq ft home set on 13.63 acres with a large shop, a strong‑producing well, and a nice‑sized pond stocked with fish. This property backs directly to the Pinehurst Airstrip, offering rare and immediate airstrip access right out your backyard—a standout feature for aviation enthusiasts. Located within the Cascade-Siskiyou National Monument,

Shawntell Carson Rogue River Valley Realty

Exceptional home in the heart of Ashland, within minutes of Shakespeare festival and downtown. This amazing abode situated on a sizeable lot demonstrates vintage appeal, extensive remodel embodies every modern amenity one could desire. Large covered front deck flows into spacious entryway, generous chefs kitchen, capacious living and dining room. The main floor is set up for easy living, with

Jacob Brunner Brunner & White

Privacy in Southern Oregon less than 20 minutes from downtown Ashland. Bring your horses & all the animals! Private Farm house and Ranch Buildings! Just South of Ashland in SW Oregon. Over 45 Acres. Craftsman style finishes, stained glass accent, lg enclosed in front porch w/lots of windows. Red Fir floors & staircase, wood windows, solid wood doors, 2 bdrms downstairs, 2 bdrms & bath upstairs +

Douglas Morse John L. Scott Medford

Enjoy this practically new, sophisticated, energy-efficient home just one mile from downtown Ashland. Thoughtfully designed for main-level living, it features a primary suite with walk-in closet, tile shower, dual sinks, and tile flooring, plus an office, half bath, laundry, kitchen with walk in pantry and extended storage/coffee bar, dining area, vaulted living room with gas fireplace with

Molly Mullane Full Circle Real Estate

Quality custom view home in a private natural setting above the boulevard, just six minutes to Ashland's downtown plaza. Abundant natural light and airflow with operable wood-wrapped casement windows, high vaulted ceilings, solid core doors, and unique architectural view corridors throughout. Great room with solid Brazilian cherry flooring, gas fireplace, formal dining with built-in buffet,

Rowe Real Estate Team John L. Scott Ashland

Bring all offers~or listing will be withdrawn May 31st and converted back to furnished rental~this is peak demand season! Perched above the Boulevard, this mid-century Craftsman with a View, lower ADU, and large yard lets you live well and earn while you do. ADU rents for $2500/month net income. Whether you're housing extended family, hosting guests in style, or generating rental income -- 5 beds

Kathy Kali eXp Realty, LLC

Gorgeous craftsman multi-generational living opportunity in one of Ashland's most desirableneighborhoods, just steps from parks, hiking trails, and hundreds of acres of public land. Immaculate landscaping and curb appeal create a striking first impression. A classic covered porch overlooks the front yard and a private park across the street. Step inside to vaulted ceilings and an open floor

Hunter Blackwell Cascade Hasson Sotheby's International Realty

Your off-grid oasis awaits. Set on 5.44 acres, this unique property offers multiple structures, including a beautifully built tiny home, tree house, deck house, cabin, and pump house, perfect for sustainable living or a private getaway. The main tiny home, built by renowned Mr. Morrison, features two loft sleeping areas, a full bathroom, a full kitchen, and plenty of storage. It truly utilizes

Finn Hilden Gateway Real Estate

Great Offering! 3270 SF R2 zoning! 2 beautifully updated residences on 1 tax lot, separate addresses & meters, + det. 2 car garage w/upper-level studio w/full bath. Zoning currently allows for one AirBNB if owners reside on premises. Charming main home w/4 bedrooms, 2 baths, open main living & 1,720 SF renovated in 2018. Studio above garage (480 SF) is used in conjunction with main home & counts

Patie Millen Millen Property Group

Stylish, updated, and refreshingly HOA-free, this well-maintained 4-bedroom, 2-bath townhome offers easy living in a highly convenient South Ashland location--just minutes to SOU, trails, bike path, schools, shops, and dining. A charming covered front porch welcomes you into a light-filled interior with warm bamboo floors, open beam ceilings, and inviting main living spaces. The kitchen is both

Patie Millen Millen Property Group

This bright and airy modern craftsman cottage offers premium low-maintenance living on a desirable corner lot. The open-concept layout is defined by a wall of windows capturing views of Mt. Ashland. The gourmet kitchen features custom walnut cabinetry and quartz countertops, while the flexible floor plan includes an ensuite bedroom on the main level. Upstairs, the primary suite serves as a

Nick Berrey Nicholas Berrey

Beautiful refreshed condo in the award-winning Mountain Meadows 55+ community. This ground-level home features its own private front porch and easy access from North Mountain. New vinyl plank flooring has been installed throughout and the open kitchen offers a breakfast bar that is perfect for casual dining, cooking, and conversation. An additional flex room provides great space for an office, TV

Marialice Wright RE/MAX Platinum

Charming historic home with 29+ years of improvements and stewardship. Updated electrical, HVAC, plumbing, sewer line, new roof, solar tubes, skylights, wood-wrapped casement windows, and decks. Wood flooring, vintage fixtures and hardware, period lighting, leaded-glass windows, and picture rail moldings. Spacious open living and dining area with wood stove and door to covered side-porch, kitchen

Rowe Real Estate Team John L. Scott Ashland

Builder/developer opportunity in one of Ashland's most sought-after neighborhoods. Exceptional redevelopment potential on a .35 acre corner lot just blocks from the Ashland Plaza. Elevated position captures sweeping mountain, city, and territorial views in an area of high-end homes. Existing structure is likely best suited for removal, creating a rare chance to build a stunning custom home on a

Mark Philhower Full Circle Real Estate

Warm, inviting single-level new Craftsman with views, will be built to Earth Advantage Platinum and Firewise standards, to be completed Fall of 2026. Featuring 2 bedrooms + office, 2 bathrooms, and an open living area with vaulted ceilings, covered front porch, and back deck. The kitchen includes a large island, stainless appliances, quartz countertops, and custom cabinetry. The primary suite has

Molly Mullane Full Circle Real Estate

New Frontier Ranch - A storied and truly one-of-a-kind legacy property encompassing 958 breathtaking acres surrounded by pristine wilderness. Steeped in rich history, this remarkable ranch includes a charming farmhouse, museum building, expansive Great Hall, and a private campground with commercial kitchen and bath facilities. Scattered across the land are three rustic cabins, multiple barns and

Alan DeVries Cascade Hasson Sotheby's International Realty

Rare 10-unit investment opportunity in Ashland's Hillview Condominiums -- close to Scenic Park, Asante Ashland Community Hospital, downtown dining and entertainment. Three-year seller-carried financing available at 3.75% rate with interest-only payments and balloon at maturity. Each unit ranges from 1,034 to 1,174 SqFt with two bedrooms, one full bath, open living and dining space, high ceilings,

Rowe Real Estate Team John L. Scott Ashland

Thoroughly updated and beautifully maintained end-unit townhome with abundant natural light located within a two-minute walk to North Mountain Park! Main level features an open floor plan with high ceilings, bamboo flooring, kitchen with quartz counters and dining bar, waterproof vinyl tile floor, solid wood-fronted cabinets, half-bath powder room, and attached two-car garage with attic storage.

Rowe Real Estate Team John L. Scott Ashland

Stylish, updated, and refreshingly HOA-free, this well-maintained 4-bedroom, 2-bath townhome offers easy living in a highly convenient South Ashland location--just minutes to SOU, trails, bike path, schools, shops, and dining. A charming covered front porch welcomes you into a light-filled interior with warm bamboo floors, open beam ceilings, and inviting main living spaces. The kitchen is both

Patie Millen Millen Property Group

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

Justin Donovan Ashland Homes Real Estate Inc.