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Craftsman Homes for Sale in Ashland, OR

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  • /43

    $499,000

    $76K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,794 Sq Ft

    1059 Terra Ave, Ashland, OR 97520

    Set on a private corner lot above the boulevard, this 4-bedroom, 2.5-bath home offers a versatile layout designed to accommodate a variety of lifestyles. Thoughtful modifications were made to support full-time care, including wheelchair accessibility to the main and lower levels and upgraded electrical features, while still maintaining a warm, inviting feel throughout. The main level includes the

    Agent Photo

    Marie Lange

    Ashland Homes Real Estate Inc.

    1059 Terra Ave, Ashland, OR 97520
  • /43

    $679,000

    • 4 Beds
    • 2 Baths
    • 1,698 Sq Ft

    161 4th St, Ashland, OR 97520

    Two single-level homes on a spacious 0.16-acre lot with alley access in the heart of Ashland's Railroad District. Charming historic front home with covered porch, double-paned vinyl windows, original fir floors, high ceilings, picture rail moldings, dining with cast-iron gas stove, kitchen with glass-fronted display cabinets and butcher block counters, mudroom pantry with washer and dryer,

    Agent Photo

    Rowe Real Estate Team

    John L. Scott Ashland

    161 4th St, Ashland, OR 97520
  • /18

    $2,800,000

    • 3 Beds
    • 6 Baths
    • 2,892 Sq Ft

    1320 N Mountain Ave, Ashland, OR 97520

    Dana Campbell Vineyards is a legacy wine business offering multiple avenues for growth with unparalleled proximity to Ashland's renowned cultural amenities. Seller-carried financing available. Elegantly remodeled tasting room residence with three guest suites ideal for boutique hospitality, panoramic valley views, great room with service bar and gas fireplace, catering kitchen, break room,

    Agent Photo

    Rowe Real Estate Team

    John L. Scott Ashland

    1320 N Mountain Ave, Ashland, OR 97520
  • /46

    $850,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,955 Sq Ft

    119 Granite St, Ashland, OR 97520

    Location, character, and potential come together in this one-of-a-kind property situated on a generous 0.22-acre lot just steps from iconic Lithia Park. From the moment you enter, you'll be greeted by an abundance of warmth and sunshine, with natural light flooding both the living room and primary bedroom. The home boasts a unique personality, blending a cozy, rustic cabin vibe, with a flexible

    Agent Photo

    Rockwell Group

    eXp Realty, LLC

    119 Granite St, Ashland, OR 97520
  • /45

    $850,000

    $150K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,679 Sq Ft

    1601 Frank Hill Rd, Ashland, OR 97520

    Refined country view home on serene private acreage just 10 minutes from downtown Ashland. Recent upgrades include all new cement board lap siding, updated HVAC, and architectural shingle roof with solar array. Main level with 2,375 SqFt of living area, solid oak hardwood flooring, vaulted wood-paneled ceilings, three sets of sliding glass doors to redwood deck with infrared sauna and hot tub,

    Agent Photo

    Rowe Real Estate Team

    John L. Scott Ashland

    1601 Frank Hill Rd, Ashland, OR 97520
  • /40

    $525,000

    $75K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,956 Sq Ft

    71 Scenic Dr, Ashland, OR 97520

    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

    Agent Photo

    Rowe Real Estate Team

    John L. Scott Ashland

    71 Scenic Dr, Ashland, OR 97520
  • /40

    $935,000

    $65K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,161 Sq Ft

    602 Ashland St, Ashland, OR 97520

    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,

    Agent Photo

    Rowe Real Estate Team

    John L. Scott Ashland

    602 Ashland St, Ashland, OR 97520
  • /108

    $3,500,000

    $1M PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 6,396 Sq Ft

    237 Granite St, Ashland, OR 97520

    Set on 3.48 private acres just 500 ft from Lithia Park and within a 1/2 mile of downtown Ashland, 237 Granite is a rare, legacy estate inspired by the timeless design principles of Greene & Greene Architects. Showcasing over 5,700 sq ft of refined living, this 5-bedroom, 5.5-bath residence embodies the essence of The Arts and Crafts Movement with exceptional craftsmanship, rich walnut flooring

    Agent Photo

    Martin Huggins

    Bespoke Real Estate

    237 Granite St, Ashland, OR 97520
  • /33

    $550,000

    • 2 Beds
    • 2 Baths
    • 2,382 Sq Ft

    470 Beach St, Ashland, OR 97520

    Spacious and tastefully updated townhome located above the boulevard within a five-minute walk to Glenwood Park or SOU. Main-level with oak hardwood floors, living room with double-height vaulted ceiling, freestanding gas fireplace on tile hearth, glass door to covered view balcony, open dining area with wet bar, kitchen with granite dining counter, walk-in pantry, and new stainless appliances

    Agent Photo

    Rowe Real Estate Team

    John L. Scott Ashland

    470 Beach St, Ashland, OR 97520
  • /35

    $818,000

    $57K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,836 Sq Ft

    311 B St, Ashland, OR 97520

    Beautifully updated craftsman home on a spacious corner lot with alley access in Ashland's Railroad District - walking distance to the Co-Op, Oregon Shakespeare Festival, Noble Coffee, Chozu Spa, Peerless Restaurant, and downtown entertainment. New furnace, exterior paint, expanded deck, fencing, concrete driveway with remote-operated gate, automated landscape lighting and irrigation, interior

    Agent Photo

    Rowe Real Estate Team

    John L. Scott Ashland

    311 B St, Ashland, OR 97520
  • /72

    $2,140,000

    • 5 Beds
    • 4.5 Baths
    • 7,468 Sq Ft

    22494 Jefferson Ave, Ashland, OR 97520

    Rare 203-acre Ashland estate with sweeping south-facing views offers a resort setting tucked away at the end of a mountain road. Completed in 2015, the 7,468 sq ft Craftsman residence was designed for beauty and function. The main level showcases two primary suites, two additional oversized bedrooms, expansive living and family rooms, and a gourmet kitchen. One walnut staircase leads to a private

    Chris Martin John L. Scott Medford

    22494 Jefferson Ave, Ashland, OR 97520
  • /61

    $10,775,000

    • 12 Beds
    • 10 Baths
    • 11,456 Sq Ft

    16799 Highway 66, Ashland, OR 97520

    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

    16799 Highway 66, Ashland, OR 97520
  • /33

    $599,000

    $51K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 2,113 Sq Ft

    363 Beach St, Ashland, OR 97520

    An opportunity to own an historic two bedroom, one bath, 1,233 square feet, 1925 Craftsman-style home awaits you. Located ''Above the Boulevard,'' thisgracious property has been lovingly maintained by its present owner for the last thirty-four years. From the welcoming and covered front porch to the spacious, light-filled interior everything about this property harkens back to a time when

    Robert Fischer John L. Scott Ashland

    363 Beach St, Ashland, OR 97520
  • /57

    $900,000

    • 4 Beds
    • 2.5 Baths
    • 2,847 Sq Ft

    2260 Old Highway 99 S, Ashland, OR 97520

    Welcome to PrayerFarm, a unique oasis for multi-generational living, community, homesteading, and events, all close to town. The light-filled primary home features sustainably harvested wood floors, a high-efficiency woodstove, a masonry Tulikivi, and ample indoor/outdoor entertaining spaces. A self-contained guest cabin provides overflow living. The massive 1,700+ SF ''barn'' is an absolute

    DeAnna Sickler & Dyan Lane John L. Scott Ashland

    2260 Old Highway 99 S, Ashland, OR 97520
  • /47

    $1,150,000

    $50K PRICE DROP
    • 9 Beds
    • 6 Baths
    • 3,656 Sq Ft

    1169 Iowa St, Ashland, OR 97520

    Rare Ashland investment opportunity, three modern townhomes built in 2016, each on its own separate tax lot, offered together as a package. Every unit is a spacious 3-bedroom, 2-full-bath, a hard-to-find configuration in the local rental market. Unit 1173 offers 1,280 sf and a two-car garage, while 1169 and 1171 each offer 1,188 sf and a one-car garage. Turnkey interiors feature stainless steel

    John Steinbergs Gateway Real Estate

    1169 Iowa St, Ashland, OR 97520
  • /65

    $875,000

    $75K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,934 Sq Ft

    5597 Highway 66, Ashland, OR 97520

    Tremendous 360 view on 5.75 flat white fenced acres & walking distance to Emigrant Lake. You have 3 acres of water rights on open EFU land, a 36'x36' barn with loft, a 14' RV bay door, workshop & attached office. Behind the barn is a single horse stall. To the side is a gazebo to enjoy those wonderful summer outside nights. This home is greeted by a paved & gated 800' driveway leading to a

    Russ Manzone John L. Scott Ashland

    5597 Highway 66, Ashland, OR 97520
  • /49

    $735,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,488 Sq Ft

    15922 Highway 66, Ashland, OR 97520

    Modern Airstrip Estate in Oregon's Green Springs WildernessUsable land adjacent to BLM forest offers endless recreation--horseback riding, hiking, swimming, and paddleboarding. Enjoy rural privacy without sacrificing modern comfort or convenience: cable internet, reliable utilities, and strong cell service year-round--the perfect blend for today's lifestyle. Nestled along the scenic Green

    Shawntell Carson Rogue River Valley Realty

    15922 Highway 66, Ashland, OR 97520
  • /30

    $624,808

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft

    148 Alida St, Ashland, OR 97520

    Adorable single level bungalow located just outside downtown Ashland & SOU. Inviting front porch. Living room w/ wood floors. Kitchen w/skylight, granite counters, 5 burner range, s/s refrige and dining room. 2 primary suites one w/tile floors the other with slate floors and dbl sinks. French doors to deck to the backyard w/mature landscaping and 2 storage sheds.

    Douglas Morse John L. Scott Medford

    148 Alida St, Ashland, OR 97520
  • /20

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,551 Sq Ft

    552 Fair Oaks Ave, Ashland, OR 97520

    ONWER FINACING AVAILABLE! Welcome to this stunning townhome, blending comfort with modern elegance. Inside, you'll find an expansive open-concept living, dining, and kitchen area flooded with natural light. Soaring vaulted ceilings and gorgeous hardwood floors create an inviting atmosphere, while the cozy gas fireplace serves as the perfect living room centerpiece. Step right out from the living

    Joshua Gregorio eXp Realty, LLC

    552 Fair Oaks Ave, Ashland, OR 97520
  • /72

    $749,000

    • 3 Beds
    • 2 Baths
    • 1,847 Sq Ft

    307 N Main St, Ashland, OR 97520

    Vintage Craftsman with an exceptional location, just five easy blocks from the Ashland Plaza and Lithia Park. Welcoming covered front porch entry is just an example of the many period details of the original portion of the home. The living and dining area includes many light capturing windows, beautiful wide moldings, vintage tile surround gas fireplace, solid wood flooring, antique light

    Justin Donovan Ashland Homes Real Estate Inc.

    307 N Main St, Ashland, OR 97520
  • /47

    $410,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,722 Sq Ft

    923 Bellview Ave Unit 2, Ashland, OR 97520

    This 4-bedroom, 2 bathroom home was built in 1997, and is tucked back off Bellview Ave in a charming, well-located community and has No HOA and new HVAC in 2026! Bright open kitchen with pantry, new 2025 refrigerator & dishwasher, and easy access to a private back Trex deck, --perfect for morning coffee or evening grilling, with front and back timed sprinkler system. Main level living includes a

    Greg Goebelt John L. Scott Ashland

    923 Bellview Ave Unit 2, Ashland, OR 97520
  • /26

    $339,000

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,184 Sq Ft

    690 Normal Ave, Ashland, OR 97520

    Charming and move-in ready, this Ashland townhome is priced to sell! Set back from the street on a quiet shared drive, the inviting 3-bedroom, 1.5-bath home has been freshly repainted and features updated kitchen cabinets with modern hardware, a brand-new refrigerator, new carpeting, and a bright, clean interior.The modified single-car garage offers convenient storage access from the

    Aaron Sturdevant RE/MAX Platinum

    690 Normal Ave, Ashland, OR 97520
  • /48

    $965,000

    • 7 Beds
    • 5 Baths
    • 2,790 Sq Ft

    563 Rock St, Ashland, OR 97520

    Rare opportunity to own 2 residences plus a studio on one tax lot. Offers exceptional flexibility for multigenerational living, rental income, live-work, or guest accommodations. The 1,720 SF main residence was fully renovated in 2018, including a new poured foundation, and has 4 bedrooms, 2 baths, open living spaces, a kitchen with crisp white cabinets, subway tile backsplash & a main level

    Patie Millen Millen Property Group

    563 Rock St, Ashland, OR 97520
  • /23

    $180,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    851 Pavilion Place Unit 6, Ashland, OR 97520

    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

    851 Pavilion Place Unit 6, Ashland, OR 97520
  • /52

    $600,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 1,624 Sq Ft

    487 Rock St, Ashland, OR 97520

    Beautiful, charming, updated craftsman in the historic Skidmore Academy district with close to proximity to downtown Ashland, Lithia Park, shops, and dining. The peaceful 'Pollinator Garden' has abundant, beautiful perennials, many fruit trees, and a separate octagon shaped office/art/yoga studio. Both front and back yards/gardens have sprinkler systems for low maintenance gardening. High quality

    Rachel Whitley Gateway Real Estate

    487 Rock St, Ashland, OR 97520
  • /25

    $515,000

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft

    2690 Takelma Way, Ashland, OR 97520

    Welcome to this single-level, wonderfully maintained home in the highly desired Clay Creek Gardens subdivision! Move-in ready for its next owners, this home features an open-concept layout connecting the kitchen, dining, and living rooms--all filled with fantastic natural light and gorgeous Oak hardwood flooring. The kitchen includes sleek slab granite countertops and bar seating. Recent updates

    Celia Roy Ford Real Estate

    2690 Takelma Way, Ashland, OR 97520
  • /35

    $809,000

    • 3 Beds
    • 2 Baths
    • 2,146 Sq Ft

    401 Taylor St, Ashland, OR 97520

    This Craftsman-style home blends natural light, timeless charm, and thoughtful updates throughout. The versatile floor plan features a formal living room with gas fireplace and white-washed brick surround, plus a casual living space with built-in shelving and storage. The professionally remodeled interior showcases beautiful hardwood floors with Cherry inlay, custom cabinetry, and upscale tile.

    DeAnna Sickler & Dyan Lane John L. Scott Ashland

    401 Taylor St, Ashland, OR 97520
  • /42

    $425,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,791 Sq Ft

    166 Nob Hill St, Ashland, OR 97520

    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

    166 Nob Hill St, Ashland, OR 97520
  • /77

    $1,250,000

    • 5 Beds
    • 3 Baths
    • 3,092 Sq Ft

    1068 E Main St, Ashland, OR 97520

    Own a piece of Ashland's history with this incredible historical home, cherished by the same family for 100 years. Built in 1900, this 3,092 sq.ft. home offers 5 bedrooms and 3 full bathrooms and has been beautifully renovated for modern living while preserving its historic elegance. Original details include beautiful woodwork throughout, formal living and dining rooms, inglenook seating, wood

    Israel Hunter RE/MAX Platinum

    1068 E Main St, Ashland, OR 97520
  • /67

    $1,249,000

    • 8 Beds
    • 9 Baths
    • 3,666 Sq Ft

    451 N Main St, Ashland, OR 97520

    Just blocks from downtown, this historic gem blends charm and flexibility. Original fir floors, built-ins, high ceilings, and abundant natural light pair with modern updates. Enjoy the welcoming lawn, pollinator garden, and large covered front porch. The main level offers spacious living and dining areas, kitchen, half bath, and generous entry spaces. A 1-bedroom apartment with interior and

    Molly Mullane Full Circle Real Estate

    451 N Main St, Ashland, OR 97520
  • /76

    $1,650,000

    $249K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,979 Sq Ft

    40 Ashland Acres Rd, Ashland, OR 97520

    Welcome to this one-of-a-kind custom ICF-built home with breathtaking panoramic views just minutes from downtown Ashland! This 4 bed, 3.5 bath, 4,972 sqft home offers a main-level office, multiple large storage rooms, and plenty of space for entertaining. The upper level features a spacious primary suite with a private balcony, plus (2) additional bedrooms and a bonus loft (not included in

    Cheyanne Boen Windermere Van Vleet & Assoc.

    40 Ashland Acres Rd, Ashland, OR 97520
  • /58

    $715,000

    $54K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,032 Sq Ft

    527 Chestnut St, Ashland, OR 97520

    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.

    527 Chestnut St, Ashland, OR 97520
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