12,754

Ashland, OR Homes

Section Image
  • /8

    $218,000

    $4K PRICE DROP
    • Land
    • 12,196 Sq Ft
    • $778,571 per Acre

    950 Penny Dr, Ashland, OR 97520

    Tucked into a quiet Ashland cul-de-sac, this nearly flat .28-acre parcel is a rare opportunity to build your dream home in one of the most peaceful settings in town. This parcel offers a hard-to-find combination of quiet, accessibility, and convenience. All city utilities are available at the street, making it easy to bring your plans to life. Set in one of the lighter, more open spots on this

    Jinnee Joos Full Circle Real Estate

    950 Penny Dr, Ashland, OR 97520
  • /70

    $723,500

    Sold Oct 16, 2025

    939 B St, Ashland, OR 97520

    • 3 Beds
    • 2 Baths
    • 1,221 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Above List Price
    • $593/SF
    • 6 Days On Market

    Current Estimated Value $703,821

    Last Listing Agent Jesse Donovan Ashland Homes Real Estate Inc.

    939 B St, Ashland, OR 97520
    • /22

      Not Listed For Sale

      972 Golden Aspen Place Unit 28, Ashland, OR 97520

      • 2 Beds
      • 1.5 Baths
      • 1,078 Sq Ft
      • Built 2001
      972 Golden Aspen Place Unit 28, Ashland, OR 97520

      Last Sold Summary

      • $301/SF
      • 40 Days On Market
      • Last Sold Price $325,000
      • Jul 26, 2023

      Last Listing Agent Karen Larsen Windermere Van Vleet & Associates

  • /28

    $275,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,102 Sq Ft

    495 Chestnut St Unit 16, Ashland, OR 97520

    Sweet condo, lovely interiors, & low-maintenance living just moments from the heart of Ashland. This charming 2-bedroom home is perfect for a simplified lifestyle -- the HOA covers all exterior maintenance & groundskeeping. Tucked in a quiet setting overlooking a lush lawn with mature trees, this desirable corner unit offers wonderful natural light & an open, contemporary floorplan. Stylish &

    Patie Millen Millen Property Group

    495 Chestnut St Unit 16, Ashland, OR 97520
  • /48

    $1,010,000

    Sold Oct 31, 2025

    635 Park St, Ashland, OR 97520

    • 7,132 Sq Ft
    • Built 1958

    Last Sold Summary

    • 16% Below List Price
    • $142/SF
    • 9 Days On Market

    Last Listing Agent Sara Jo Robbins John L. Scott Medford

    635 Park St, Ashland, OR 97520
    • /34

      Est $472,368

      Not Listed For Sale

      971 Golden Aspen Place, Ashland, OR 97520

      • 3 Beds
      • 2 Baths
      • 1,769 Sq Ft
      • Built 2001
      971 Golden Aspen Place, Ashland, OR 97520

      Last Sold Summary

      • 6% Below List Price
      • $283/SF
      • 83 Days On Market
      • Last Sold Price $500,000
      • Apr 17, 2024

      Last Listing Agent Patie Millen Millen Property Group

  • /27

    $580,000

    • Land
    • 80 Acres
    • $7,250 per Acre

    1160 Hyatt Prairie Rd, Ashland, OR 97520

    80 acers with home site approval in the desirable area of Howard Prairie. This property is off-grid and has a well and septic to ga along with the home site approval that is awaiting your grand design. Located near high mountain lakes and other recreational opportunities you'll be sure to call this place home. The private setting allows for elevated views with beautiful sunrises and sunsets over

    Robert Freeman Oregon Outdoor Properties

    1160 Hyatt Prairie Rd, Ashland, OR 97520
  • /40

    $674,900

    Sold Oct 15, 2025

    332 Randy St, Ashland, OR 97520

    • 3 Beds
    • 2 Baths
    • 1,513 Sq Ft
    • Built 2024

    Last Sold Summary

    • 5% Below List Price
    • $446/SF
    • 27 Days On Market

    Current Estimated Value $675,255

    Last Listing Agent Molly Mullane Full Circle Real Estate

    332 Randy St, Ashland, OR 97520
    • /26

      Est $559,901

      Not Listed For Sale

      341 Meadow Dr, Ashland, OR 97520

      • 4 Beds
      • 3 Baths
      • 2,038 Sq Ft
      • Built 2002
      341 Meadow Dr, Ashland, OR 97520

      Last Sold Summary

      • 2% Below List Price
      • $282/SF
      • 228 Days On Market
      • Last Sold Price $574,000
      • May 08, 2025

      Last Listing Agent Jason Masters RE/MAX

  • /45

    $1,000,000

    • 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,

    Rowe Real Estate Team John L. Scott Ashland

    1601 Frank Hill Rd, Ashland, OR 97520
  • /66

    $850,000

    Sold Jul 11, 2025

    2045 E Main St, Ashland, OR 97520

    • 3 Beds
    • 2 Baths
    • 2,002 Sq Ft
    • Built 1965

    Last Sold Summary

    • $425/SF
    • 9 Days On Market

    Current Estimated Value $731,530

    Last Listing Agent John Steinbergs Gateway Real Estate

    2045 E Main St, Ashland, OR 97520
    • /43

      Est $509,384

      Not Listed For Sale

      340 Meadow Dr, Ashland, OR 97520

      • 3 Beds
      • 2.5 Baths
      • 1,830 Sq Ft
      • Built 2003
      340 Meadow Dr, Ashland, OR 97520

      Last Sold Summary

      • 2% Above List Price
      • $273/SF
      • 6 Days On Market
      • Last Sold Price $500,000
      • Feb 28, 2024

      Last Listing Agent Scott Lewis John L. Scott Ashland

  • /34

    $519,000

    $30K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 806 Sq Ft

    463 E Hersey St, Ashland, OR 97520

    Charming 2025 custom-built cottage offering 2 bedrooms and 1 bath, thoughtfully designed with a bright, open-concept layout and beautiful surrounding mountain views. Each bedroom features private slider access to the wraparound deck or patio, creating seamless indoor-outdoor living. The well-appointed kitchen includes stainless steel appliances and a gas range, flowing effortlessly into the

    DeAnna Sickler & Dyan Lane John L. Scott Ashland

    463 E Hersey St, Ashland, OR 97520
  • /29

    $125,000

    Sold Apr 14, 2026

    923 Mountain Meadows Cir Unit 12, Ashland, OR 97520

    • 1 Bed
    • 1 Bath
    • 731 Sq Ft
    • Built 1999

    Last Sold Summary

    • 17% Below List Price
    • $171/SF
    • 194 Days On Market

    Last Listing Agent Rowe Real Estate Team John L. Scott Ashland

    923 Mountain Meadows Cir Unit 12, Ashland, OR 97520
    • /50

      Est $522,753

      Not Listed For Sale

      2086 Creek Dr, Ashland, OR 97520

      • 3 Beds
      • 2.5 Baths
      • 1,973 Sq Ft
      • Built 2002
      2086 Creek Dr, Ashland, OR 97520

      Last Sold Summary

      • 4% Above List Price
      • $256/SF
      • 46 Days On Market
      • Last Sold Price $505,000
      • Mar 28, 2025

      Last Listing Agent Michele Fleisher John L. Scott Medford

  • /41

    $600,000

    • 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

    Rowe Real Estate Team John L. Scott Ashland

    71 Scenic Dr, Ashland, OR 97520
  • /29

    $130,000

    Sold Mar 20, 2026

    941 Mountain Meadows Cir Unit 20, Ashland, OR 97520

    • 1 Bed
    • 1 Bath
    • 736 Sq Ft
    • Built 1999

    Last Sold Summary

    • 16% Below List Price
    • $177/SF
    • 234 Days On Market

    Last Listing Agent Marialice Wright RE/MAX Platinum

    941 Mountain Meadows Cir Unit 20, Ashland, OR 97520
    • /18

      Est $301,324

      Not Listed For Sale

      61 California St, Ashland, OR 97520

      • 2 Beds
      • 1.5 Baths
      • 896 Sq Ft
      • Built 2000
      61 California St, Ashland, OR 97520

      Last Sold Summary

      • 16% Above List Price
      • $289/SF
      • 7 Days On Market
      • Last Sold Price $259,000
      • Jun 29, 2023

      Last Listing Agent Catherine Hatfield Windermere Van Vleet & Associates

  • /26

    $550,000

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,239 Sq Ft

    475 Liberty St, Ashland, OR 97520

    Prime Ashland location, single level and a detached single car garage wired for EV Charger + a workshop situated on a large corner lot. This 2 bed, 1 bath home offers 1,239 sq ft not including extra space in the basement. You'll fall in love w/ the plaster walls, barrel ceilings, arched doorways, built-ins & a quaint entryway that sets a warm, inviting tone. The spacious, open kitchen includes an

    DeAnna Sickler & Dyan Lane John L. Scott Ashland

    475 Liberty St, Ashland, OR 97520
  • /38

    $345,000

    Sold Jun 30, 2025

    946 Mountain Meadows Cir, Ashland, OR 97520

    • 2 Beds
    • 2 Baths
    • 1,278 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $270/SF
    • 98 Days On Market

    Current Estimated Value $336,793

    Last Listing Agent Marialice Wright RE/MAX Platinum

    946 Mountain Meadows Cir, Ashland, OR 97520
    • /18

      Est $303,803

      Not Listed For Sale

      59 California St, Ashland, OR 97520

      • 2 Beds
      • 1.5 Baths
      • 960 Sq Ft
      • Built 2000
      59 California St, Ashland, OR 97520

      Last Sold Summary

      • 13% Above List Price
      • $280/SF
      • 355 Days On Market
      • Last Sold Price $268,500
      • Jun 23, 2023

      Last Listing Agent Ron Harvey eXp Realty, LLC

  • /45

    $889,000

    • 3 Beds
    • 2.5 Baths
    • 2,075 Sq Ft

    396 Randy St, Ashland, OR 97520

    Enjoy this practically new, sophisticated, energy-efficient home just one mile from downtown Ashland. Thoughtfully designed for main-level living, it features a primary suite with walk-in closet, tile shower, dual sinks, and tile flooring, plus an office, half bath, laundry, kitchen with walk in pantry and extended storage/coffee bar, dining area, vaulted living room with gas fireplace with

    Molly Mullane Full Circle Real Estate

    396 Randy St, Ashland, OR 97520
  • /39

    $470,000

    Sold Nov 10, 2025

    805 Oak Knoll Dr, Ashland, OR 97520

    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft
    • Built 2011

    Last Sold Summary

    • 10% Below List Price
    • $275/SF
    • 199 Days On Market

    Current Estimated Value $480,274

    Last Listing Agent Scott Lewis John L. Scott Ashland

    805 Oak Knoll Dr, Ashland, OR 97520
    • /60

      Est $624,415

      Not Listed For Sale

      141 Ohio St, Ashland, OR 97520

      • 3 Beds
      • 2 Baths
      • 1,628 Sq Ft
      • Built 2001
      141 Ohio St, Ashland, OR 97520

      Last Sold Summary

      • 3% Below List Price
      • $394/SF
      • 5 Days On Market
      • Last Sold Price $641,400
      • Sep 13, 2024

      Last Listing Agent Lindsey Negra Ashland Homes Real Estate Inc.

  • /44

    $1,200,000

    • 3 Beds
    • 3 Baths
    • 2,127 Sq Ft

    746 C St, Ashland, OR 97520

    Extensively renovated single-level historic home with in-ground pool and detached cottage in Ashland's historic Railroad District. Completely rebuilt foundations, new framing, electrical, plumbing, and HVAC systems. Main home features wide-plank French oak floors, high ceilings, kitchen with quartz counters, stainless appliances, dining with French doors to expansive deck and poolside patio,

    Rowe Real Estate Team John L. Scott Ashland

    746 C St, Ashland, OR 97520
  • /61

    $665,000

    Sold Dec 22, 2025

    662 Vansant St, Ashland, OR 97520

    • 3 Beds
    • 3 Baths
    • 3,019 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $220/SF
    • 100 Days On Market

    Current Estimated Value $688,735

    Last Listing Agent Marie Lange Ashland Homes Real Estate Inc.

    662 Vansant St, Ashland, OR 97520
    • /49

      Est $352,492

      Not Listed For Sale

      857 N Mountain Ave Unit 11, Ashland, OR 97520

      • 2 Beds
      • 2 Baths
      • 1,426 Sq Ft
      • Built 2000
      857 N Mountain Ave Unit 11, Ashland, OR 97520

      Last Sold Summary

      • 2% Above List Price
      • $242/SF
      • 95 Days On Market
      • Last Sold Price $345,000
      • Jun 27, 2024

      Last Listing Agent Patie Millen Millen Property Group

  • /52

    $1,350,000

    New Construction $150K PRICE DROP
    • 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 fireplace

    Kirt Meyer John L. Scott Medford

    8612 Oregon 66, Ashland, OR 97520
  • /35

    $551,000

    Sold Jan 07, 2026

    1430 Green Meadows Way, Ashland, OR 97520

    • 3 Beds
    • 2 Baths
    • 1,726 Sq Ft
    • Built 1977

    Last Sold Summary

    • 4% Below List Price
    • $319/SF
    • 16 Days On Market

    Current Estimated Value $556,809

    Last Listing Agent Nate Sanford Keller Williams Realty Southern Oregon

    1430 Green Meadows Way, Ashland, OR 97520
    • /43

      Not Listed For Sale

      877 N Mountain Ave Unit 10, Ashland, OR 97520

      • 2 Beds
      • 2 Baths
      • 1,616 Sq Ft
      • Built 2000
      877 N Mountain Ave Unit 10, Ashland, OR 97520

      Last Sold Summary

      • $232/SF
      • 237 Days On Market
      • Last Sold Price $375,000
      • Feb 28, 2025

      Last Listing Agent Marialice Wright RE/MAX

  • /34

    $520,000

    $215K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 3,163 Sq Ft

    448 Timberlake Dr, Ashland, OR 97520

    Nestled in the scenic hills of Ashland, this spacious retreat offers sweeping views of Immigrant Lake and the surrounding mountains. Nature takes center stage with a wraparound deck that's perfect for morning coffee, evening wine, or simply soaking in the serenity. Inside, the expansive living room is anchored by a dramatic stone hearth. The home is filled with natural light thanks to walls of

    Tim Myers Realty Services Team

    448 Timberlake Dr, Ashland, OR 97520
  • /34

    $735,000

    Sold Apr 28, 2026

    580 Weller Ln, Ashland, OR 97520

    • 4 Beds
    • 3 Baths
    • 2,984 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Below List Price
    • $246/SF
    • 13 Days On Market

    Current Estimated Value $762,659

    Last Listing Agent Rowe Real Estate Team John L. Scott Ashland

    580 Weller Ln, Ashland, OR 97520
    • /36

      Est $431,719

      Not Listed For Sale

      837 N Mountain Ave Unit 4, Ashland, OR 97520

      • 3 Beds
      • 2 Baths
      • 1,686 Sq Ft
      • Built 2000
      837 N Mountain Ave Unit 4, Ashland, OR 97520

      Last Sold Summary

      • 2% Below List Price
      • $260/SF
      • 92 Days On Market
      • Last Sold Price $439,000
      • Jun 28, 2024

      Last Listing Agent Ryan Lamanna Full Circle Real Estate

  • /47

    $499,000

    Pending
    • 3 Beds
    • 3.5 Baths
    • 1,976 Sq Ft

    454 Lori Ln, Ashland, OR 97520

    First time on the market in nearly 30 years. Lovingly maintained, this home is a welcoming space from the start. with room to spread out in all the right ways. As one of the largest units in the complex, the layout doesn't feel boxed in--vaulted ceilings, big views, and spaces that give you options. The main level offers a spacious kitchen with ample cabinetry, open to a light-filled dining and

    Eric Poole Full Circle Real Estate

    454 Lori Ln, Ashland, OR 97520
  • /34

    $1,310,000

    Sold Jul 25, 2025

    300 Vista St, Ashland, OR 97520

    • 4 Beds
    • 3.5 Baths
    • 2,970 Sq Ft
    • Built 1999

    Last Sold Summary

    • 14% Above List Price
    • $441/SF
    • 7 Days On Market

    Current Estimated Value $1,269,036

    Last Listing Agent Gibson Group John L. Scott Ashland

    300 Vista St, Ashland, OR 97520
    • /65

      Est $425,201

      Not Listed For Sale

      820 Park St, Ashland, OR 97520

      • 3 Beds
      • 2.5 Baths
      • 1,762 Sq Ft
      • Built 2000
      820 Park St, Ashland, OR 97520

      Last Sold Summary

      • 4% Above List Price
      • $233/SF
      • 49 Days On Market
      • Last Sold Price $410,000
      • Jun 03, 2024

      Last Listing Agent John Steinbergs Gateway Real Estate

  • /36

    $585,000

    • 5 Beds
    • 3 Baths
    • 1,973 Sq Ft

    430 Ashland St, Ashland, OR 97520

    Located above the Boulevard in one of Ashland's most sought-after neighborhoods, this 5-bedroom, 3-bath home offers the perfect blend of convenience and opportunity. Just minutes from downtown, local shops, restaurants, and hiking trails, the location is hard to beat. Inside, you'll find a functional layout with a cozy fireplace anchoring the main living space as well as original hardwood

    Anton Faerber Cascade Hasson Sotheby's International Realty

    430 Ashland St, Ashland, OR 97520
  • /139

    $1,421,000

    Sold Jul 17, 2025

    2208 Lupine Dr, Ashland, OR 97520

    • 5 Beds
    • 3.5 Baths
    • 3,635 Sq Ft
    • Built 2007

    Last Sold Summary

    • 12% Below List Price
    • $391/SF
    • 70 Days On Market

    Current Estimated Value $1,351,203

    Last Listing Agent Alex Aaronson John L. Scott Medford

    2208 Lupine Dr, Ashland, OR 97520
    • /33

      Est $348,125

      Not Listed For Sale

      828 Park St, Ashland, OR 97520

      • 2 Beds
      • 1.5 Baths
      • 1,234 Sq Ft
      • Built 2000
      828 Park St, Ashland, OR 97520

      Last Sold Summary

      • 12% Above List Price
      • $251/SF
      • 80 Days On Market
      • Last Sold Price $310,000
      • Jul 31, 2023

      Last Listing Agent Nate Sanford Keller Williams Realty Southern Oregon

  • /61

    $1,199,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 4,194 Sq Ft

    903 Pinecrest Terrace, Ashland, OR 97520

    Delightful home on 0.86 acres with custom details throughout. A spacious split-level entry welcomes you into the main living area featuring the living room, dining room, great room, kitchen, and primary suite wing. The cook's kitchen with island and skylight opens to a warm great room with fireplace and breakfast nook, while the formal living and dining rooms capture stunning views of the

    Buying Southern Oregon Real Estate Team Real Broker

    903 Pinecrest Terrace, Ashland, OR 97520

Showing Results 521 - 560, Page 14 of 18

How to Buy a Home How to Finance a Home How to Sell a Home