Luxury homes for sale & real estate in Talent, OR

Luxury Home for sale in Talent, OR:

Discover the rare opportunity to own a thoughtfully maintained, multi-residence property tucked in the heart of Ashland's vibrant Railroad District. One property, two homes, three distinct addresses & utilities — 134, 136, and 138 North 2nd Street — this versatile collective blends character, comfort, & possibility. Each home has been lovingly cared for, featuring updated Jen-Weld windows (2010) and a new roof (Oct 2025). The 1952 cottage (136 N Second St, facing Second St) was beautifully remodeled in 1996 by Brad Roupp. The 1998 Don Greene Classic cottage (134 & 138 N Second St) has the downstairs being run as a short-term rental approximately 40% of the year.

Luxury Home for sale in Talent, OR:

Delightful home on 0.86 acres with custom details throughout. A spacious split-level entry welcomes you into the main living area featuring the living room, dining room, great room, kitchen, and primary suite wing. The cook's kitchen with island and skylight opens to a warm great room with fireplace and breakfast nook, while the formal living and dining rooms capture stunning views of the rock-walled gardens, valley, and mountains. The primary suite includes an adjoining den or nursery, and a second bedroom suite offers excellent guest space. A large laundry room with access to the back patio and hot tub, plus a guest half bath, completes the upper level. The lower level is ideal for multi-

Luxury Home for sale in Talent, OR:

Just four blocks from Downtown Ashland, this freshly updated 1996-built home sits above the library with fantastic mountain views. A brand-new roof, refinished hardwood floors and carpeting create an inviting and refined ambiance. Ten-foot ceilings on both levels enhance the bright and open feel. The main level features two spacious primary suites, a well-appointed living and dining area, a kitchen, a great room with an office nook, and a spacious veranda perfect for enjoying morning coffee or relaxing evenings. The lower level adds great flexibility with a private 3rd bedroom and full bath, its own entrance, dedicated storage, a 3-car garage with a deep RV bay, and an oversized bonus room

Luxury Home for sale in Talent, OR:

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 tons of room to entertain. Tall ceilings, large windows, beautiful stained glass door surrounds and more. Upstairs you will find the Primary bedroom, en suite bath and enormous closet, additional upstairs bedrooms are generous and all have large closets. Tons of storage space, custom doors, windows and

Luxury Home for sale in Talent, OR:

Welcome to your own oasis: a truly unique property offering 3 living spaces on nearly 5 peaceful acres w/ beautiful mtn & valley views 5 minutes from downtown Ashland. Whether you're seeking a multi-generational home, income-producing rentals, or a private retreat, this property provides incredible flexibility. The main home (built in 2011), blends creativity & comfort w/ American clay walls, radiant heat floors, & an open-concept layout filled w/ light. The spacious kitchen is ideal for entertaining, flowing seamlessly into a large living area w/ tranquil mtn views. It features a large primary suite on the main level, an additional bedroom/office, and a great room —

Luxury Home for sale in Talent, OR:

A true expression of Ashland's early days, this iconic 1874 Victorian is the original home from Max Pracht's Peachblow Paradise orchard that helped put Ashland on the map with its world-class peaches. On the market for the first time in 30+ years, it sits on a private . 61-acre lot surrounded by old-growth sequoia, wisteria, and cypress trees. Lovingly restored in the 1990s, the home blends modern comforts with details that echo those early days, vaulted ceilings, fir hardwood floors, carved banisters, crown molding, and period fixtures. Double-pane windows fill the home with light. The chef's kitchen features granite counters, luxury appliances, and built-ins, flowing into the spacious liv