Ashland, OR Homes for Sale under $500,000

• 

  

  

  /18

  $349,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  1628 Parker St, Ashland, OR 97520

  Classic 1950s single-level in the heart of Ashland. Solid bones and a smart layout give this 2-bedroom, 1-bath home a strong foundation for the right buyer ready to make it their own. At 900 sq ft, it's manageable in scope, and the attached garage and generously sized yard add real livability once you've put your stamp on it. Conveniently located near schools, shopping, and Hunter Park.

  John Steinbergs Gateway Real Estate

  1628 Parker St, Ashland, OR 97520
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  /24

  $339,000

  $9K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,140 Sq Ft

  153 E Hersey St Unit A, Ashland, OR 97520

  Enjoy affordable living in Ashland in this charming 2-bedroom, 1.5-bath townhome offering 1,140 sq ft of comfortable space. This clean, move-in-ready home features all-new carpeting and fresh interior paint throughout. The electric range is brand new, AC only a couple years old, plus some new bathroom fixtures. The inviting living room includes a cozy fireplace, perfect for relaxing evenings. One

  Karen Larsen Windermere Van Vleet & Associates

  153 E Hersey St Unit A, Ashland, OR 97520
• 

  

  

  /19

  $259,777

  • Land
  • 18,295 Sq Ft
  • $618,517 per Acre

  390 Strawberry Ln, Ashland, OR 97520

  This exceptional residential lot offers sweeping views and a rare opportunity to build in one of Ashland's most desirable neighborhoods. Just minutes from Downtown Ashland, above Lithia Park, and steps from scenic hiking trails, this property places you in the heart of Ashland's natural beauty—where theater, outdoor adventures, and fine dining meet. Surrounded by custom homes and adjacent to over

  Jesse Donovan Ashland Homes Real Estate Inc.

  390 Strawberry Ln, Ashland, OR 97520
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  /28

  $439,000

  • 2 Beds
  • 1 Bath
  • 1,253 Sq Ft

  1312 Iowa St, Ashland, OR 97520

  Charming 2 bdrm, 1 bath home with large great room. Original hard wood floors. Gas brick fireplace and brand new appliances. Large windows & skylights throughout make this a light filled home. Kitchen remodeled in 2010 with handcrafted cabinetry, soft close drawers & granite counter tops. Custom tile & river rock in bathroom shower. Mini duct heating & air. Great room features 3 sliding glass

  Zan Nix Gateway Real Estate

  1312 Iowa St, Ashland, OR 97520
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  /26

  $250,000

  $25K PRICE DROP

  • Land
  • 5.61 Acres
  • $44,563 per Acre

  7890 Hyatt Prairie Rd, Ashland, OR 97520

  Experience year-round beauty in the stunning Hyatt Pines subdivision, where an exceptional opportunity awaits to build your custom home. Located just 40 minutes to Ashland, this 5.61 acre parcel has a level homesite, well, septic, shed and garage already in place. Within a community of beautiful homes and cabins, this lot offers a desirable location with year-round neighbors. Tucked away at the

  Sophia Wiencek John L. Scott Ashland

  7890 Hyatt Prairie Rd, Ashland, OR 97520
• 

  

  /26

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,005 Sq Ft

  2244 Mccall Dr, Ashland, OR 97520

  Welcome home to this light-filled & beautifully maintained 2-bedroom, 2-bath condo in a desirable Ashland location near the YMCA! Perched on the second floor, this inviting home boasts what may be the best Grizzly Peak views in the entire complex, enjoyed from your private balcony. The open living space features durable Pergo waterproof, scratch-resistant laminate flooring throughout most of the

  Dale Verger Windermere Van Vleet & Associates

  2244 Mccall Dr, Ashland, OR 97520
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  /25

  $459,000

  $391K PRICE DROP

  • Land
  • 3.9 Acres
  • $117,692 per Acre

  30 Knoll Crest Dr, Ashland, OR 97520

  Exclusively presented for sale - 30 Knoll Crest Drive, a rare public offering of flexible development land in Ashland of size (the ''Site''). Spanning 3.90-acres with additional land available to the North, the Site provides the opportunity for an entrepreneurial developer to create their vision on a stunning parcel of land. While currently zoned C-1, the Site lends itself to a mixed-use or

  Caspian Hoehne Merit Commercial RE, LLC

  30 Knoll Crest Dr, Ashland, OR 97520
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  /37

  $494,000

  Open House 7/25 $21K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,472 Sq Ft

  7550 Hyatt Prairie Rd, Ashland, OR 97520

  Attention investors!! If you're looking for a cozy getaway close to all the recreational activities Southern Oregon has to offer, this is the one for you! Currently an active short term rental and providing a strong return to the owners, this two-story charmer features 2 bedrooms plus loft area, 2 bathrooms, 1472 sq ft, 1.64 wooded acres, open floor plan, vaulted ceilings, hardwood flooring,

  Alex Aaronson John L. Scott Medford

  7550 Hyatt Prairie Rd, Ashland, OR 97520
• 

  

  /15

  $225,000

  • Land
  • 1.01 Acres
  • $222,772 per Acre

  0 E Main St Unit 220223514, Ashland, OR 97520

  Hard to find large buildable lots in Ashland at this price. Flat 1 acre residential lot, offering mountain views and the opportunity to build in one of Rogue Valley's most desirable neighborhoods. Conveniently set on E. Main Street, minutes from Southern Oregon University, the renowned Oregon Shakespeare Festival and the plaza. Potential for home and ADU creates endless possibilities with

  Kenny Taylor Millen Property Group

  0 E Main St Unit 220223514, Ashland, OR 97520
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  /24

  $325,000

  • Land
  • 1.05 Acres
  • $309,524 per Acre

  0 Schofield St Unit 220221434, Ashland, OR 97520

  Incredible opportunity to own over an acre inside the city limits of Ashland! Beautiful view lots in a desirable close-in location surrounded by other quality homes. These spacious parcels capture incredible views of the Cascades, Grizzly Peak, and Billings Pond. Close to town, but tucked away at the same time. Plenty of room to create a custom home that takes advantage of the space and scenery.

  Jinnee Joos Full Circle Real Estate

  0 Schofield St Unit 220221434, Ashland, OR 97520
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  /37

  $284,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,106 Sq Ft

  818 Pavilion Place, Ashland, OR 97520

  Welcome to 818 Pavilion at the highly sought-after Mountain Meadows senior community in Ashland! This beautifully updated condo is truly better than new, offering a perfect blend of comfort, style, and low-maintenance living. Step inside to discover gorgeous LVP flooring, updated lighting, and tasteful designer touches throughout that create a warm, modern feel. The light-filled interior offers

  Marialice Wright RE/MAX Platinum

  818 Pavilion Place, Ashland, OR 97520
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  /26

  $399,000

  $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  55 W Hersey St, Ashland, OR 97520

  Centrally located townhome for sale in highly desired community in Ashland, Oregon. The HOA fees covers landscaping, community pool, garbage & water. Stepping into this home, one is immediatelygreeted with a bright living space & large picture windows overlooking the beautifully landscaped community open space. A bedroom and spacious bathroom also sit on the main floor. Downstairs is another

  David Wright RE/MAX Platinum

  55 W Hersey St, Ashland, OR 97520
• 

  

  /21

  $495,000

  • Land
  • 35,283 Sq Ft
  • $611,111 per Acre

  993 Mountain Meadows Dr, Ashland, OR 97520

  Attention Developers/Builders. The last phase of Mountain Meadows is up for sale! Nearly an acre of land that has preliminary approval with the City of Ashland for seven detached homes. The seller has done the hard work. Much of the entitlement work, retaining walls, underground stormwater sewer. The subdivision is part of the attractive 55 plus Mountain Meadows community. Association amenities

  David Wright RE/MAX Platinum

  993 Mountain Meadows Dr, Ashland, OR 97520
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  /28

  $380,000

  • 3 Beds
  • 2.5 Baths
  • 1,361 Sq Ft

  162 Crocker St, Ashland, OR 97520

  Tucked into the desirable Chautauqua Trace neighborhood in Ashland, this well-maintained home was made for indoor-outdoor living. The real showstopper is the spacious private deck, accessed right off the dining area through a sliding glass door, creating an effortless flow from kitchen to open air. Picture slow morning coffee, summer dinners under the sky, and easy evenings hosting the people you

  Carrie Dahle John L. Scott Ashland

  162 Crocker St, Ashland, OR 97520
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  /17

  $210,000

  $15K PRICE DROP

  • Land
  • 30.62 Acres
  • $6,858 per Acre

  0 Dead Indian Memorial Rd Unit 1400, Ashland, OR 97520

  Are you looking to construct the home of your dreams? If you're tired of searching unsuccessfully for a pre-built residence that suits your needs, consider building it yourself. We are proud to present this stunning 30-acre parcel located 8 miles from the beautiful city of Ashland, Oregon. From the top of the ridge, the views of Mt Ashland and the city below will take your breath away. Boasting

  Matthew Forrest Oregon Adventure Realty

  0 Dead Indian Memorial Rd Unit 1400, Ashland, OR 97520
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  /32

  $319,500

  $3K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,005 Sq Ft

  2214 Mccall Dr Unit 2214, Ashland, OR 97520

  Light and bright upstairs condo in the McCall Drive Condominium subdivision. This well-maintained 2-bedroom, 2-bath home offers 1,005 sq ft, a single-car garage below, cherry laminate flooring, and a spacious deck off the living area. Peekaboo views of Grizzly Peak can be enjoyed from the primary suite and front door landing. Both bathrooms include tub/shower combinations, and the home also

  Helen Whitcomb Ashland Homes Real Estate Inc.

  2214 Mccall Dr Unit 2214, Ashland, OR 97520
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  /14

  $250,000

  • Land
  • 160 Acres
  • $1,562 per Acre

  0 Jenny Cr Rd Unit 220218615, Ashland, OR 97520

  Great Recreational Property! 160 acres close to Howard Prairie and Hyatt Lake. Jenny Creek runs on the edge of the property and usually runs year round. Wide open meadows, wooded hillside, diverse terrain, springs and seasonal ponds are a few features of this recreational property. This acreage provides privacy and seclusion for outdoor enthusiasts are looking for. This property does border the

  Therese MacGregor Coldwell Banker Professional Group

  0 Jenny Cr Rd Unit 220218615, Ashland, OR 97520
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  /21

  $459,000

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,630 Sq Ft

  583 Plum Ridge Ct, Ashland, OR 97520

  This lovely town home has been thoughtfully designed. The split-level floorplan offers a full bedroom with en-suite and built in Murphy bed on main level complete with a private patio that feels like a secret garden and separate entrance. Upstairs is a large primary bedroom & beautiful 2nd bath with tiled shower and double vanity and another bedroom. High-end finishes throughout including granite

  Kristin McKean Morninglight Properties

  583 Plum Ridge Ct, Ashland, OR 97520
• 

  

  /18

  $225,000

  • Land
  • 5.28 Acres
  • $42,614 per Acre

  7700 Hyatt Prairie Rd, Ashland, OR 97520

  Build your dream home on this stunning 5.28-acre homesite lot just across from Hyatt Lake and minutes from Howard Prairie. Enjoy year-round outdoor recreation—hiking, fishing, swimming, camping, and cross-country skiing—all nearby. The property is close to Hyatt Lake Resort, Greensprings Inn, the Pacific Crest Trail, and Tub Springs, and just 40 minutes from downtown Ashland. Set in a quiet area

  Rick Harris John L Scott Ashland

  7700 Hyatt Prairie Rd, Ashland, OR 97520
• 

  

  /20

  $379,000

  $6K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 769 Sq Ft

  162 Mountain View Dr, Ashland, OR 97520

  Ashland Garden Cottages boast Earth Advantage Platinum Status with Owned Solar Panels. Energy Star appliances, efficient layout of 2 bedrooms, 1 bathroom, stackable washer/dryer, and a living area to include the kitchen, dining area, and living room. Covered front porch, no common walls, quartz countertops, tile shower, and designer lighting. All appliances shown are included in the sale.

  Lauri Mackey Full Circle Real Estate

  162 Mountain View Dr, Ashland, OR 97520
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  /22

  $349,000

  • Land
  • 58.91 Acres
  • $5,924 per Acre

  3727 Old Siskiyou Hwy, Ashland, OR 97520

  Perched above the scenic Ashland valley, this remarkable 58.91 acre property at 3727 Old Siskiyou Highway offers sweeping panoramic views across rolling hills, forested ridgelines, and nearby Emigrant Lake. The land features a beautiful mix of open grassy slopes and mature oak woodland, creating a private and peaceful setting that feels far removed while still offering convenient access to town.

  Chris Martin John L. Scott Medford

  3727 Old Siskiyou Hwy, Ashland, OR 97520
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  /24

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft

  235 Meadow Dr, Ashland, OR 97520

  Charming townhouse in a wonderful and quiet Ashland location near the Ashland YMCA. This 3 bedroom, 2 bathroom home offers 1,272 square feet of comfortable living on a 0.06-acre lot with $265 monthly HOA dues. The bright open kitchen features a breakfast bar and stainless appliances, flowing into the living room with direct access to a private fenced backyard and brick patio backing up to the

  Brian Druihet John L. Scott Ashland

  235 Meadow Dr, Ashland, OR 97520
• 

  

  /25

  $379,900

  • 3 Beds
  • 2.5 Baths
  • 1,388 Sq Ft

  827 Blackberry Ln, Ashland, OR 97520

  Nicely updated 2000-built Ashland townhome, offering 1,388 square feet of comfortable, two-level living. Hardwood floors, a cozy gas fireplace and attractive finishes create a warm, inviting feeling throughout. The well-designed kitchen includes gas range, great cabinetry, good built-in storage, an attached eating area, and an open layout to the living spaces--ideal for relaxed living. The home

  Rick Harris John L Scott Ashland

  827 Blackberry Ln, Ashland, OR 97520
• 

  

  /22

  $270,000

  • 2 Beds
  • 1.5 Baths
  • 988 Sq Ft

  369 Glenn St, Ashland, OR 97520

  Minutes from Lithia Park, the Oregon Shakespeare Festival, and miles of trails--this is Ashland living at its finest. Tucked between downtown and the Railroad District, this move-in-ready townhome delivers the urban lifestyle you've been craving. Sunlight pours through a thoughtfully designed interior featuring 2 bedrooms, 1.5 baths, brand-new flooring (2026), and a dedicated laundry room. Step

  Jacob Ghena More Realty

  369 Glenn St, Ashland, OR 97520
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  /7

  $234,000

  $66K PRICE DROP

  • Land
  • 1 Acre
  • $234,000 per Acre

  198 E Butler Ln, Ashland, OR 97520

  Owned by the same family since 1950, this one-acre property is situated near the north end of Ashland. It is located in the county and is nestled in the country side in Valley View but is close to Ashland and its amenities. The acreage has Talent irrigation rights and is full of potential with a view of the valley and easy freeway access without the noise.

  Stephanie Lowe Keller Williams Realty Southern Oregon

  198 E Butler Ln, Ashland, OR 97520
• 

  /2

  $460,000

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,207 Sq Ft

  843 Hillview Dr, Ashland, OR 97520

  Stop renting & start investing in yourselves. This efficient 3 bedroom floor plan offers a perfect entry into the Ashland market, with its prime location & room to grow, you can't go wrong. Single level cottage in a lovely wooded park-like setting. This 50's single level cottage home comes complete w/formal dining, upgraded vinyl windows, new gas fireplace, beautiful wood flooring & a large

  Rachel Whitley Gateway Real Estate

  843 Hillview Dr, Ashland, OR 97520
• 

  

  /37

  $250,000

  • 2 Beds
  • 2 Baths
  • 1,181 Sq Ft

  832 Pavilion Place, Ashland, OR 97520

  Welcome to 832 Pavilion, a delightful home in the sought-after Mountain Meadows community in Ashland. The inviting residence offers comfort, convenience, and low-maintenance living in one of Southern Oregon's most desirable settings. Enjoy a light-filled interior with an easy-flow floor plan designed for everyday living. Large windows fill the home with natural light, while comfortable living

  Marialice Wright RE/MAX Platinum

  832 Pavilion Place, Ashland, OR 97520

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