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Railroad District Homes for Sale

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  • /40

    $1,100,000

    • 3,088 Sq Ft

    144 N 2nd St, Ashland, OR 97520

    Three units with median gross receipts over $100,000 per year in Ashland's Railroad District! The charming and thoroughly updated Second Street Cottages feature two furnished and permitted vacation rentals along with a spacious and comfortable owner's suite — each with full kitchen, central air conditioning, gas furnace and water heater, separate laundry facilities, double-paned windows and

    Catherine Rowe Team John L. Scott Ashland

    144 N 2nd St, Ashland, OR 97520
  • /37

    $750,000

    • 1,725 Sq Ft

    237 B St, Ashland, OR 97520

    A rare opportunity located in Ashland's beloved Railroad District! This charming & versatile property offers 3 separate units just blocks from the Co-op, OSF, & downtown Ashland. Lovingly maintained, the property blends timeless character w/ modern functionality & includes newer sewer & water lines, electrical panel, & window coverings. The main unit offers a spacious 2-bedroom layout w/ stunning

    DeAnna Sickler & Dyan Lane John L. Scott Ashland

    237 B St, Ashland, OR 97520
  • /86

    $1,975,000

    • 4 Beds
    • 5.5 Baths
    • 4,584 Sq Ft

    586 B St, Ashland, OR 97520

    1910 Craftsman Style home in the Railroad District of Ashland, Oregon. This incredible property underwent an extensive renovation in 2008 by Bostwick Construction. The seamless transition from original to additional space was done in such a way as to restore the authenticity of the style, while adding amenities in a tasteful manner. Main house has approx. 4144 sf w/ 4 bedrooms and 4 1/2

    Justin Donovan Ashland Homes Real Estate Inc.

    586 B St, Ashland, OR 97520
  • /36

    $585,000

    • 1,758 Sq Ft

    124 Morton St, Ashland, OR 97520

    Discover timeless charm in this historic and fully furnished two-unit farmhouse, completed in 1900 on a spacious, large corner lot in a sought-after neighborhood near downtown and The Shakespeare Festival. The first-floor unit offers a wraparound porch, south-facing deck, and a large backyard with built-in gas fire pits. Inside, enjoy an open kitchen/living area, vaulted stamped ceilings, custom

    Ila McTaggart eXp Realty, LLC

    124 Morton St, Ashland, OR 97520
  • /36

    $1,050,500

    • 3,342 Sq Ft

    574 E Main St, Ashland, OR 97520

    This property is ideally located in a prime commercial district, just a few blocks from Ashland Public Library and within close proximity to major city attractions. The main house is a charming 2-bedroom, 1-bath Craftsman-style home featuring a fireplace insert and fir floors. The triplex includes Unit #2 and Unit #3, both offering loft-style bedrooms with 20-ft cedar-lined ceilings and skylights

    Justin Donovan Ashland Homes Real Estate Inc.

    574 E Main St, Ashland, OR 97520
  • /16

    $849,000

    • 2,416 Sq Ft

    30 Dewey St, Ashland, OR 97520

    Don't miss out on owning an amazing investment property in Ashland, Oregon. This 6-unit property consists of 1- 5plex recently refurbished with new exterior insulation,new OSB sheeting, and new concrete fiber siding. 5-plex has 4 studio apartments and one 1bed apartment. Included also is a 2bed/1bth cottage. All units are fully rentedand property management in place.

    Jamie Batte eXp Realty, LLC

    30 Dewey St, Ashland, OR 97520

Why Live in Railroad District

Ashland’s historic Railroad District, established in 1887, is a vibrant neighborhood known for its walkable streets, historic landmarks, and diverse dining options. The area features a mix of single-family homes and multifamily properties, with Craftsman bungalows and Victorian-style architecture being common. Many homes have been renovated, while others offer opportunities for restoration projects. The neighborhood is shaded by mature maple and pine trees, enhancing its walkability. Residents can enjoy local cafes like Noble Coffee Roasting and Rogue Valley Roasting, and dine at The Peerless Restaurant, Pie & Vine, and Zoey’s Café. Shopping options include The Hermeticus Book Shop, Northwest Nature Shop, and Piccadilly Cycles, with grocery needs met by the community-owned Ashland Food Co-op. Railroad Park, a 1.75-acre space, offers picnic shelters, a playground, and a basketball court, and connects to the Bear Creek Greenway, a 20-mile bike path to Medford. Nearby, North Mountain Park and Nature Center provide hiking trails through botanical gardens and wildlife habitats. Lithia Park, located 1 mile south, spans 93 acres and features hiking trails and a Japanese Garden. The Oregon Shakespeare Festival hosts performances at its three venues, while the Historic Ashland Armory serves as a popular event space. Students attend the highly rated Ashland School District, including Walker Elementary, Ashland Middle, and Ashland High School, with opportunities for early college credit at Southern Oregon University. The neighborhood is safer than the national average and is serviced by the Asante Ashland Community Hospital. Public transportation is provided by the Rogue Valley Transportation District, with routes connecting to Medford and other parts of Ashland, and Interstate 5 offers access for commuters.

Frequently Asked Questions

Is Railroad District a good place to live?
Railroad District is a good place to live. Railroad District is considered very walkable and very bikeable. Railroad District has 2 parks for recreational activities. It has a median age of 44. The average household income is $97,029 which is below the national average. College graduates make up 67.5% of residents. A majority of residents in Railroad District are renters, with 66.7% of residents renting and 33.3% of residents owning their home. A local real estate agent serving Railroad District can help you decide if this neighborhood is the right one for you. Learn more on our Railroad District neighborhood guide.
Is Railroad District, OR a safe neighborhood?
Railroad District, OR is less safe than the average neighborhood in the United States. It received a crime score of 5 out of 10.
What are the best public schools in Railroad District?
The best public schools that serve Railroad District are:
  • Ashland Middle School has an A- Niche grade, a student teacher ratio of 17:1 and an average review score of 4.0.
  • Helman Elementary School has an A- Niche grade, a student teacher ratio of 15:1 and an average review score of 3.0.
  • Ashland High School has a B+ Niche grade, a student teacher ratio of 20:1 and an average review score of 4.0.
What are the best private schools in Railroad District?
The best private schools that serve Railroad District are:
What are the most popular zip codes in Railroad District, Ashland, OR?
The most popular zip codes in Railroad District, Ashland, OR include 97520, 97540, 97504, 97535 and 97501.
What are the most popular neighborhoods near Railroad District, Ashland, OR?
The most popular neighborhoods near Railroad District, Ashland, OR are Quiet Village, Railroad District, North Ashland, Lithia Park and East Ashland.
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