Downtown Ashland Historic District, OR homes for sale & real estate

Downtown Ashland Historic District, OR Homes for Sale

Fully renovated historic home and detached cottage on a corner lot with alley access in the Skidmore Academy Historic District - just three blocks from Ashland's downtown plaza or one block to Briscoe Park! New foundation, roofing, sewer line, and utility services - including all electrical, gas, and plumbing. Single-level home with high ceilings, living room with crown molding, dining area with built-in china cabinet, kitchen with granite counters, stainless appliances including gas range with convection oven, two bedrooms with closet and built-in wardrobe - each with access to full ensuite bathroom with marble vanity and tiled tub shower. Charming period fixtures and vintage hardware thro

Downtown Ashland Historic District, OR Homes for Sale

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.

Downtown Ashland Historic District, OR Homes for Sale

Enjoy sweeping views of downtown Ashland and the Rogue Valley from this fantastic end-unit townhome. The thoughtful multi-level layout offers both comfort and flexibility. The mid-level features a welcoming media room, family room, or cozy den complete with a gas fireplace—an ideal spot to unwind while taking in the valley scenery. A few steps down, the bright living area and kitchen open to a sunny deck perfectly positioned for morning coffee or sunset views over Ashland. The kitchen includes a gas cooktop, hardwood floors, and excellent flow. Upstairs, the primary suite features new carpet, a private deck with views across downtown and the Rogue Valley, a walk-in closet, and a full

Downtown Ashland Historic District, OR Homes for Sale

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 insulation making this home very energy efficient and new sprinklers. Recent upgrades include new electrical panel, flooring in many of the rooms, new interior paint throughout and a new roof in 2022. This 1920's vintage Craftsman home is located in Ashland's famous Historic District and just a few

Downtown Ashland Historic District, OR Homes for Sale

Nicely updated historic home located within three blocks of Ashland's downtown plaza and Lithia Park! All new Anderson windows, new sewer line, fresh interior and exterior paint, new doors, hardware, lighting, flooring, and carpets from 2022 through 2025. Main level with charming covered front porch, formal dining with bay window, two bedrooms, renovated full bathroom with tub shower, very spacious living room with sliding glass door to fully-fenced backyard, kitchen with new stainless refrigerator and dishwasher, laundry room with utility sink, and one-car garage. Rebuilt stairs with new banister to upper-level landing office or family room with glass door to expansive rooftop balcony, pri

Downtown Ashland Historic District, OR Homes for Sale

Exceptionally refined Craftsman home with unparalleled amenities - just steps from Lithia Park, and three blocks from Ashland's downtown plaza. Solid wide-plank eucalyptus floors, fir-paneled walls and ceilings, meticulous tilework, designer lighting, remote-operated shades, integrated speakers and entertainment systems, wood-burning fireplaces, and intimate gathering spaces throughout. Tranquil main-level primary with two full ensuite bathrooms, gourmet kitchen with stainless Viking appliances, butler's pantry, spacious formal and informal dining, three guest bedrooms with full ensuite bathrooms, professional-grade spa with massage shower and infrared sauna, in-home theatre with seating fo