Ashland, OR 2-Story Homes for Sale

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  $275,000

  • 2 Beds
  • 1.5 Baths
  • 952 Sq Ft

  323 Glenn St Unit 6, Ashland, OR 97520

  RECENT PRICE ADJUSTMENT!! PRICED TO SELL. Fantastic Ashland Townhome - End Unit with Mountain Views. 2 Bedroom, 1-1/2 Baths with sunny mountain views. Wood Creek HOA amenities complement the 2-story home with wood pellet stove for cozy evenings. Previously Rented and highly desired due to the location. Bright, Sunny windows throughout offer beautiful mountain views from every room. A Large

  

  Niki Murphy

  More Realty

  (458) 217-1818

  323 Glenn St Unit 6, Ashland, OR 97520
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  $695,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 3,019 Sq Ft

  662 Vansant St, Ashland, OR 97520

  Spacious & Stylish Billings Ranch Home!This beautifully designed, light-filled home offers comfort, accessibility, and custom features throughout. Enjoy a chef's kitchen with a center island, pantry, and under-cabinet lighting. Two cozy gas fireplaces create warmth and ambiance, while skylights and solar tubes brighten the space. Accessibility includes grab bars in all tubs/showers, railings,

  

  Marie Lange

  Ashland Homes Real Estate Inc.

  (458) 237-4650

  662 Vansant St, Ashland, OR 97520
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  $499,900

  • 3 Beds
  • 2 Baths
  • 1,364 Sq Ft

  405 Wrights Creek Dr, Ashland, OR 97520

  Welcome to your private woodland retreat in the Ashland hills! This charming 3-bedroom, 2-bath home is brimming with character and thoughtful details. As you enter through the gated entry, you'll be greeted by the warm, rustic charm and tranquil, tree-filled surroundings. Inside, vaulted ceilings and 5 skylights flood the space with natural light, highlighting the hardwood and marble tile

  

  Rockwell Group

  eXp Realty, LLC

  (458) 217-5086

  405 Wrights Creek Dr, Ashland, OR 97520
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  $668,000

  • 3 Beds
  • 2 Baths
  • 2,332 Sq Ft

  932 Morton St, Ashland, OR 97520

  Peace, Beauty • Rogue Valley Views • Trailheads. In Town. Fall in love with this Upper Diamond neighborhood home of luminous spaces and serene views. Formal dining area with cabinets. Great room and MBR peaked ceilings. Sunroom for casual dining, games. Irrigation system, fireplace In town with full services, only a minute away from the woods! This 2332sf home mirrors the tranquility of its

  

  Rockwell Group

  eXp Realty, LLC

  (458) 310-3577

  932 Morton St, Ashland, OR 97520
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  $305,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  802 Park St Unit 802, Ashland, OR 97520

  Fantastic opportunity to enjoy the Ashland lifestyle at an affordable price! This quiet corner-unit townhome is just minutes from SOU, parks, and scenic hiking trails. The spacious layout is filled with natural light and features 2 bedrooms, including a primary suite with its own bathroom, plus an additional full bath. Convenient garage parking, an extra outdoor parking spot, and a large secure

  

  Adam Rutledge

  eXp Realty, LLC

  (458) 224-8850

  802 Park St Unit 802, Ashland, OR 97520
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  $755,000

  • 4 Beds
  • 3 Baths
  • 3,083 Sq Ft

  1768 Crestview Dr, Ashland, OR 97520

  Discover the beauty of Ashland in this exceptional home located in Southern Oregon. Imagine waking up to dewy mornings, enjoying your coffee on the expansive wrap-around balcony, & feeling the cool summer breeze while taking in the stunning views of the Cascade Mountains. This remarkable home boasts over 3,000 sq ft of well designed living space, featuring 3 large bedrooms & 2 well-appointed

  

  Martin Huggins

  Bespoke Real Estate

  (458) 254-5805

  1768 Crestview Dr, Ashland, OR 97520
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  $619,000

  • 4 Beds
  • 2.5 Baths
  • 1,794 Sq Ft

  1059 Terra Ave, Ashland, OR 97520

  This 4-bed 2.5-bath charmer sits on an ultra-private corner lot centrally located in a desirable neighborhood above the boulevard with gorgeous landscaping and a fenced backyard. Inside, you will find a unique tri-level setup with wheelchair access to the lower and main floors. The kitchen, living room, 1⁄2 bath, and garage are on the main floor. 1⁄2 a flight of stairs up leads to 3 bedrooms and

  

  Adam Rutledge

  eXp Realty, LLC

  (458) 451-5401

  1059 Terra Ave, Ashland, OR 97520
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  $3,798,000

  • 8 Beds
  • 8 Baths
  • 5,136 Sq Ft

  333 Granite St, Ashland, OR 97520

  Nestled in the heart of Ashland, the spacious primary home, designed for entertaining as well as a private retreat, is an artistic sanctuary. The kitchen features high end Sub-Zero, Wolfe and Gaggenau appliances enhanced by elegant Brazilian quartzite countertops. The spacious primary suite includes an additional private sun room, a luxurious spa-like bath with double head steam shower, spa tub,

  

  Martin Huggins

  Bespoke Real Estate

  (458) 309-3699

  333 Granite St, Ashland, OR 97520
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  $575,000

  • 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

  

  Rockwell Group

  eXp Realty, LLC

  (458) 241-0819

  124 Morton St, Ashland, OR 97520
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  $1,550,000 New Construction

  • 3 Beds
  • 4 Baths
  • 2,451 Sq Ft

  8612 Oregon 66, Ashland, OR 97520

  Stunning new contemporary home with mountain views on 20+ private acres! Interior highlights include natural hickory and maple hardwood floors and steps; porcelain tile in kitchen, bathrooms and great room, granite counter tops, washer and dryer in upstairs primary bedroom closet and connections for a second set up downstairs, windows wired for electric blinds or shades, beautiful stone

  Kirt Meyer John L. Scott Medford

  8612 Oregon 66, Ashland, OR 97520
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  $1,395,808

  • 3 Beds
  • 2.5 Baths
  • 3,108 Sq Ft

  545 Ashland Creek Dr, Ashland, OR 97520

  Private tranquility in the treetops 4 min. to downtown Ashland. Views of Lithia Park w/soothing sounds of Ashland Creek flowing. Style meets sophistication on this beautiful architecturally designed home w/over 1⁄2 acre. $400K in new updates in the last 2 years. Private gated courtyard entry. Hardwood floors throughout, tile bathrooms floors, over 100 windows to bring in abundant light & cement

  Douglas Morse John L. Scott Medford

  545 Ashland Creek Dr, Ashland, OR 97520
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  $975,000

  • 3 Beds
  • 2.5 Baths
  • 2,394 Sq Ft

  545 Conifer Way, Ashland, OR 97520

  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 SIR

  545 Conifer Way, Ashland, OR 97520
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  $570,000

  • 4 Beds
  • 3 Baths
  • 2,435 Sq Ft

  1120 Beswick Way, Ashland, OR 97520

  Check out this amazing split-level home with stunning views of Grizzly Peak! Nestled on a spacious corner lot in a sought-after neighborhood above Siskiyouboulevard, this four-bedroom gem has plenty to offer. You'll find three full baths, a laundry room, and a large bonus room that opens up to a privatepatio—perfect for relaxing. Upstairs,the living room features a cozy fireplace, and big

  Tyler Hinderer Redfin

  1120 Beswick Way, Ashland, OR 97520
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  $825,000

  • 4 Beds
  • 3.5 Baths
  • 2,697 Sq Ft

  769 Lisa Ln, Ashland, OR 97520

  This Mountain Park Estates home represents one of the few Cape Cod style homes in Ashland. The 2697 square foot home provides 4 bedrooms, great separation of space, and plenty of storage. The large, remodeled kitchen offers quartz counters, an island, and a double stainless-steel sink. The owners added stunning oak floors. The large formal dining room is great for entertaining. The living room

  John Wieczorek Gateway Real Estate

  769 Lisa Ln, Ashland, OR 97520
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  $740,000

  • 3 Beds
  • 3 Baths
  • 2,689 Sq Ft

  472 Lindsay Ln, Ashland, OR 97520

  Charming Billings Ranch home with 3 bedrooms plus an office, ideally located next to a community park and minutes from downtown Ashland. Enjoy main-level living with soaring ceilings, wide-plank wood floors and a spacious granite and tile island kitchen featuring stainless appliances, walk-in pantry, custom cabinetry, dining nook, and sunny patio access. Includes formal dining, cozy living area

  Rick Harris John L. Scott Ashland

  472 Lindsay Ln, Ashland, OR 97520
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  $1,350,000

  • 4 Beds
  • 5 Baths
  • 3,590 Sq Ft

  767 Oak St, Ashland, OR 97520

  This charming and modernized Victorian has it all! Very close to Ashland's downtown, the home is a stunning showcase that has been extensively renovated & updated. The ground floor has 2 ensuite bdrms, an office, and a private guest suite with a full bathroom & sitting room. The light-filled living room has a gas fireplace with access to multiple outdoor decks. A chef's kitchen flaunts a 48'' gas

  Raymond Pettengell John L. Scott Ashland

  767 Oak St, Ashland, OR 97520
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  $1,395,000

  • 3 Beds
  • 2.5 Baths
  • 3,011 Sq Ft

  753 Wrights Creek Dr, Ashland, OR 97520

  Gorgeous, architecturally designed contemporary home nestled in the hills of Ashland, Oregon. This sophisticated 3 bed, 2.5 bath is beautifully appointed w/luxury systems & upgrades throughout including hardwood floors, designer lighting & floor to ceiling glass doors. Main level primary suite w/private deck access, ceiling treatments & spa like ensuite featuring a floating dual sink vanity,

  Dixie Hackstedde John L. Scott Medford

  753 Wrights Creek Dr, Ashland, OR 97520
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  $995,000

  • 4 Beds
  • 3 Baths
  • 3,098 Sq Ft

  403 Briscoe Place, Ashland, OR 97520

  Be ready to be impressed w/this gorgeous home in desirable Riverwalk Subdivision. Serene fenced backyard w/patios, in ground heated gunite pool w/ electric cover and backs up to natures beauty Riverwalk Park, trails and Bear Creek. 2 primary suites on main level w/2 guest bedrooms + office and family rm w/ a good size balcony upstairs. 3 full baths, many hardwood and tile floors, high ceilings

  Douglas Morse John L. Scott Medford

  403 Briscoe Place, Ashland, OR 97520
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  $1,249,000

  • 3,302 Sq Ft

  451 N Main St, Ashland, OR 97520

  Just blocks from downtown, this beautifully updated Bed & Breakfast offers charm, flexibility, and income potential. Ideal for home buyers or investors, the property can function as a 3, 4 or 6-unit rental or spacious multi-generational home. Original woodwork, high ceilings, and natural light pair with modern upgrades throughout. Enjoy the welcoming lawn, pollinator garden, and large covered

  Molly Mullane Full Circle Real Estate

  451 N Main St, Ashland, OR 97520
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  $599,900 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 1,929 Sq Ft

  346 Stoneridge Ave, Ashland, OR 97520

  Wonderful 4 bedroom, 2.5 bath home in the highly desirable Kestrel Park neighborhood. This beautiful home features an open floor plan, vaulted ceilings, granitecountertops, engineered wood floors, a built in desk, a loft/flex space area and 2 car garage. Great layout with 2 bedrooms downstairs - The main level primary en-suitebedroom/bath offers double sinks, granite countertop, walk-in

  Kami Carlson John L. Scott Ashland

  346 Stoneridge Ave, Ashland, OR 97520
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  $1,550,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,451 Sq Ft

  8612 Highway 66, Ashland, OR 97520

  Stunning new contemporary home with mountian views on 20+ private acres! Interior highlights include natural hickory and maple hardwood floors and steps; porcelain tile in kitchen, bathrooms and great room, granite counter tops, washer and dryer in upstairs primary bedroom closet and connections for a second set up downstairs, windows wired for electric blinds or shades, beautiful stone

  Kirt Meyer John L. Scott Medford

  

  8612 Highway 66, Ashland, OR 97520
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  $265,000

  • 1 Bed
  • 0.5 Baths
  • 380 Sq Ft

  4712 Old Highway 99 S, Ashland, OR 97520

  Rural residential land in the woods, improved with outbuildings and home site. Close to city of Ashland, yet feels like your own private escape at roughly 3,500 feet elevation. Deer, turkeys, quail, and other wildlife abound. Parcel is 2.15 acres on a beautiful hillside with extensive excavation work done. Gated access, private setting, partial mountain views through the evergreens. The sunny

  Rob LaGrone Land and Wildlife LLC

  

  4712 Old Highway 99 S, Ashland, OR 97520
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  $1,299,000

  • 4 Beds
  • 3.5 Baths
  • 3,206 Sq Ft

  1694 Old Siskiyou Hwy, Ashland, OR 97520

  Just a short drive south of Ashland, Oregon, lies this private 22-acre retreat. This private estate features a custom home, a recently built 5,000+ sq ft shop with striking modern design, plus sweeping views of the mountains. Inside, the home welcomes you with a bright entry foyer, cathedral ceilings, and a Tulikivi soapstone stove. The modern kitchen is equipped with high-end appliances and

  Chris Martin John L. Scott Medford

  1694 Old Siskiyou Hwy, Ashland, OR 97520
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  $949,000

  • 4 Beds
  • 3.5 Baths
  • 2,944 Sq Ft

  774 Lisa Ln, Ashland, OR 97520

  Quality built contemporary home placed among the madrone and pine trees in the hills of beautiful Ashland OR. Versatile, user-friendly floor plan with many unique architectural features. The cozy living room w/ fireplace, kitchen and dining area surround a well-designed multi use pantry closet. Soaring open beam ceiling above leads to a wall of windows allowing for natural light and views of the

  Justin Donovan Ashland Homes Real Estate Inc.

  774 Lisa Ln, Ashland, OR 97520
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  $875,000

  • 5 Beds
  • 3 Baths
  • 2,842 Sq Ft

  704 Elkader St, Ashland, OR 97520

  Beautifully remodeled 5 bed/3 bath daylight ranch sits above the Boulevard and captures stunning mountain views! The main level welcomes you with a bright living room & wood burning fireplace, spacious dining area, oak flooring, designer kitchen featuring quartz counters, solid wood soft-close cabinetry & floating shelves. The primary suite & two guest bedrooms complete this level. Downstairs,

  Joshua Berman eXp Realty LLC

  704 Elkader St, Ashland, OR 97520
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  $900,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,499 Sq Ft

  117 High St, Ashland, OR 97520

  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

  Catherine Rowe Team John L. Scott Ashland

  117 High St, Ashland, OR 97520
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  $850,000

  • 3 Beds
  • 2 Baths
  • 2,211 Sq Ft

  478 Siskiyou Blvd, Ashland, OR 97520

  Enter into a historic Ashland beauty where timeless charm meets modern comfort. Imagine sipping your morning coffee on the welcoming front porch while enjoying a front-row view of parades and all thevibrant downtown events just minutes away. Thoughtfully remodeled in 2001-2002, the home retains its original character while offering today's conveniences, including a spacious kitchen that opens

  Carrie Dahle John L. Scott Ashland

  478 Siskiyou Blvd, Ashland, OR 97520
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  $1,065,000

  • 3 Beds
  • 2.5 Baths
  • 2,534 Sq Ft

  494 Holly St, Ashland, OR 97520

  Bursting with curb appeal, this 2,120 sf Folk Victorian combines timeless charm with modern updates. A detached 324 sf guest studio adds flexibility and is not included in the main home's square footage. On a .26 acre lot with mountain views, the grounds were reimagined in 2023 by Sage Hill with an oversized plunge pool, waterfall, and terraced gardens that feel like a private resort. Inside,

  John Steinbergs Gateway Real Estate

  494 Holly St, Ashland, OR 97520
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  $935,000

  • 5 Beds
  • 5.5 Baths
  • 3,647 Sq Ft

  496 Beach St, Ashland, OR 97520

  Gorgeously remodeled Victorian blends historic charm with modern luxury in the heart of Ashland. R2 zoning offers versatile living: a gracious private residence, a home with Airbnb units, or a B&B with owner-occupied quarters. Once the beloved Midsummer Night's Dream B&B, it's now a private home with 2 vacation rentals in a stunning detached annex. The main house (2375 SF) features hardwood

  Patie Millen Millen Property Group

  

  496 Beach St, Ashland, OR 97520
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  $1,100,000

  • 4 Beds
  • 3 Baths
  • 2,720 Sq Ft

  1369 Tolman Creek Rd, Ashland, OR 97520

  Style meets sophistication with this stunning contemporary style home on a private shared drive with a lovely country setting. Earth Advantage Certified, quality built in 2017, this home has so much to offer! Open floor plan, many strategically placed windows to enjoy the amazing views, and allow for abundance of natural light. The gourmet kitchen is a chef's dream, complete with granite

  Justin Donovan Ashland Homes Real Estate Inc.

  1369 Tolman Creek Rd, Ashland, OR 97520
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  $765,000

  • 3 Beds
  • 3.5 Baths
  • 2,257 Sq Ft

  876 - 878 Clay St, Ashland, OR 97520

  Unique opportunity to purchase two detached homes on one lot, complete with their own separate driveways. 876 Clay is a single-story 1,459' 2 bedroom/2 bath home fully renovated down to the studs. Inside, you will find hardwood floors, granite countertops, and high-end appliances including a dual drawer dishwasher, and a commercial washer/dryer. The primary suite features a large bathroom

  Denver Lamont Cascade Hasson SIR

  876 - 878 Clay St, Ashland, OR 97520
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  $849,000

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

  185 Almond St, Ashland, OR 97520

  Spacious, inviting home in the heart of Ashland on peaceful Almond Street, just a short jaunt to town, this 2,698 sq ft home offers space to gather, room to retreat, and a layout that adapts to many seasons of life. Built in 1992 and lovingly maintained by its original owners, it's on the market for the first time. With 4 bedrooms and 4 full baths and a north-facing room used as an art studio

  Lisa Norvell Ashland Homes Real Estate Inc.

  185 Almond St, Ashland, OR 97520
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  $799,000

  • 3 Beds
  • 3.5 Baths
  • 7,426 Sq Ft

  3729 Old Highway 99 S, Ashland, OR 97520

  Stunning luxury estate with 3BD/3.5BA on 32.44 acres with breathtaking views of Emigrant Lake and the Siskiyou Mountains. This gated, private residence offers 3,713 sq. ft. of elegant living space with an open floor plan, vaulted great room, wide plank hickory floors, and large windows showcasing the natural beauty. The gourmet kitchen features new KitchenAid appliances, granite countertops and a

  Ted Morrow eXp Realty, LLC

  

  3729 Old Highway 99 S, Ashland, OR 97520
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  $780,000

  • 3 Beds
  • 3 Baths
  • 2,627 Sq Ft

  520 Glenview Dr, Ashland, OR 97520

  Behind Lithia Park is this stunning well designed European home of stone and stucco, with lots of charm. Beautiful views of the forested canyon, just minutes from downtown and the Shakespeare festival and from park trails, ideal for walks, hiking or biking. The 2627 sqft home is on almost 1/2 acre. Large waterfalls, fountain, pond, and beautiful landscaping with aspens, weeping birch and maple .

  Greg Holt Invest Rite Realty Group, LLC

  520 Glenview Dr, Ashland, OR 97520
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  $718,000

  • 4 Beds
  • 2.5 Baths
  • 2,186 Sq Ft

  700 Clay St, Ashland, OR 97520

  Thoroughly updated view home with private park-like organic gardens near The Siskiyou School and YMCA! Great room with soaring vaulted ceiling, abundant natural light, solid oak floor, river rock gas fireplace, powder room, formal dining with interior French doors to sunroom with skylights and tiled floor, kitchen with new tile backsplash, counters, and island with mosaic tile and metal edging,

  Catherine Rowe Team John L. Scott Ashland

  700 Clay St, Ashland, OR 97520
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  $750,000

  • 4 Beds
  • 3 Baths
  • 3,022 Sq Ft

  580 Weller Ln, Ashland, OR 97520

  Beautiful 4BD/3BA, 3,022 sq ft home with a flexible layout perfect for dual living. The lower level has a private entrance, large living area, kitchenette, bedroom, and full bath—ideal for guests, in-laws, or a home office. Located in a quiet neighborhood near downtown Ashland and miles of scenic trails. Vaulted ceilings and picture windows fill the living room with natural light and showcase

  Mark Philhower Full Circle Real Estate

  580 Weller Ln, Ashland, OR 97520
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  $825,000

  • 4 Beds
  • 3 Baths
  • 2,964 Sq Ft

  525 Ashland Loop, Ashland, OR 97520

  Searching for the ultimate Oregon dream home and location? This is it. Nestled near the top of Ashland Loop Drive, surrounded by bike and pedestrian trails, this home offers sweeping views of the city lights and mountains. The open floor plan is filled with natural light from large windows, highlighting real oak hardwood floors and a gourmet kitchen with granite countertops, high-end appliances,

  Carrie Dahle John L. Scott Ashland

  525 Ashland Loop, Ashland, OR 97520
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  $1,600,000

  • 5 Beds
  • 4.5 Baths
  • 3,941 Sq Ft

  500 Pompadour Dr, Ashland, OR 97520

  Incredibly desirable Ashland setting—private, quiet & close to town yet distinctly rural. On 5.09 acres with panoramic views of Mt. Ashland & the city, this 3566 sq ft 1985 home offers 5 bedrooms, 4.5 baths & two full primary suites, including a main-level retreat. The main floor features two sitting rooms with wood-burning fireplaces, a living room bar & a 2019 kitchen remodel with quartz

  Helen Whitcomb Ashland Homes Real Estate Inc.

  500 Pompadour Dr, Ashland, OR 97520
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  /18

  $540,000

  • 1,540 Sq Ft

  500 Allison St, Ashland, OR 97520

  This updated duplex offers an ideal blend of comfort, convenience, and potential. Centrally located just minutes from downtown Ashland, Southern Oregon University, restaurants, and local amenities, the property is perfectly positioned for both residents and investors alike.Each unit features 770 square feet of living space with 2 bedrooms and 1 bathroom, offering a functional and comfortable

  Nicolle Henderson John L. Scott Medford

  500 Allison St, Ashland, OR 97520
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  /51

  $910,000

  • 3,339 Sq Ft

  252 B St, Ashland, OR 97520

  This beautiful Ashland triplex in the heart of the Railroad District, blocks from Food Co-op, theater and downtown, has a large .23 acre lot, plenty of parking and lovely historic curb appeal with modern amenities and upgrades. Currently owner-occupied, 254 has a large living area, a 2017 kitchen remodel, 2 bedrooms each with its own bath and laundry. 256 is a one bedroom w/ full kitchen, living

  Jennifer Annen Gateway Real Estate

  252 B St, Ashland, OR 97520

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