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 Medford

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

Fantastic downtown Ashland location with curb appeal! This 2- bedroom, w/den-office & one bath, home is cozy and provides ample room for storage and living space. Enjoy sitting on the deck in the mornings with mountain views!Owner has invested in the last year in a brand-new beautiful deck along the home, new gates and fencing, FP insert, newer HVAC system and all brand new ductwork and

Dallin George Home Quest Realty

Great Offering! 3270 SF R2 zoning! 2 beautifully updated residences on 1 tax lot, separate addresses & meters, + detached 2 car garage with upper-level studio with full bath. Zoning currently allows for one AirBNB if owners reside on premises. Charming main home with 4 bedrooms, 2 bathrooms, open main living & 1720 SF renovated in 2018. Studio above garage (480 SF) is used in conjunction with

Patie Millen Millen Property Group

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

This bright and airy modern craftsman cottage offers premium low-maintenance living on a desirable corner lot. The open-concept layout is defined by soaring vaulted ceilings and 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

Nick Berrey Nicholas Berrey

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

Motivated Seller! Beautifully maintained ground-level Parkside Condominium with abundant natural light near Mountain Meadows 3.63-acre community park, walking paths, and gardens. Tiled entry with coat closet, open floor plan with skylight and sliding glass door to front patio, dining area, kitchen with double sink, wood-fronted cabinets, dishwasher, electric range with hood, and refrigerator.

Rowe Real Estate Team John L. Scott Ashland

Beautiful 1 bedroom condo in the award-winning Mountain Meadows 55+ community. This light and open floor plan features an eat-in kitchen with a door leading to a private balcony, perfect for relaxing and enjoying the fresh air. The living area flows seamlessly into the sleeping space, offering an open-concept feel while still maintaining privacy, along with generous closets for storage. The

Marialice Wright RE/MAX Platinum

Nestled in beautiful Ashland, OR, this exceptional estate spans nearly 13 acres, offers stunning mountain views, and was completely remodeled in 2005. The main home boasts 4 bedrooms and 4 baths, with exquisite wood floors, custom hardware, and granite countertops. The kitchen features top-of-the-line appliances, including a double oven, perfect for everyday meals or entertaining. The generous

Alexzandra Watson Gateway Real Estate

The location is perfect! Contemporary NW craftsman styled home with Lithia Park, Ashland Creek and trails across from your front door. Extensive updates include upgraded hardwood floors and high-end lighting upgrades by Julia Rezek LLC. The high ceilings, vaults and huge windows add to the light filled floor plan. A Jotul enamel gas stove and knotty pine built-in bookcases in the living room

Mary Lou Gross Gateway 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

Experience the pinnacle of comfortable living in this second-floor condo, perfectly positioned adjacent to the clubhouse and parking garage in the highly sought-after 55+ Mountain Meadows Resort Community. This unit is one of the larger two bedroom units, with west facing views offering stunning sunsets all year long. The prime location makes it ideal to take advantage of the elevator, dining,

John Steinbergs Gateway Real Estate

Secluded 4 bedroom home in a warm friendly Cul de sac. Impeccably landscaped front yard. This home offers ample sunlight, views of Grizzly Peak. Every room serves as flow and purpose. The large picture windows & high ceiling draws you into a relaxing opportunity to sit with your morning beverage & enjoy your quiet time. Vaulted ceilings in the living room, dining room & master bedroom with solid

Russ Manzone John L. Scott Ashland

Spacious, inviting home in the heart of Ashland on peaceful Almond Street, less than a half mile to the Ashland Plaza and downtown and a block to Briscoe Park. This 2,698 sq ft home offers space to gather, room to retreat, and a layout that adapts to many seasons of life, including comfortable main-level living. The freshly painted interior is light, bright, and welcoming. Built in 1992 and

Lisa Norvell Ashland Homes Real Estate Inc.

Charming modern home with an open and inviting layout. The kitchen flows seamlessly into the living room, creating a comfortable gathering space centered around a cozy wood burning fireplace. Three bedrooms and one bathroom are located on one side of the home, offering a functional and private layout. The converted garage provides additional living space with a heated office space plus still

DeAnna Sickler & Dyan Lane John L. Scott Ashland

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.