Ashland, OR Homes

• 

  

  

  /22

  $512,500

  Sold Jun 12, 2026

  590 Allison St, Ashland, OR 97520

  • 3 Beds
  • 2 Baths
  • 1,727 Sq Ft
  • Built 1903

  Last Sold Summary

  • 6% Below List Price
  • $297/SF
  • 29 Days On Market

  Current Estimated Value $521,616

  Last Listing Agent John Steinbergs Gateway Real Estate

  590 Allison St, Ashland, OR 97520
• 

  

  

  /67

  Est $499,108

  Not Listed For Sale

  13880 Oregon 66, Ashland, OR 97520

  • 2 Beds
  • 1 Bath
  • 1,488 Sq Ft
  • Built 1973

  13880 Oregon 66, Ashland, OR 97520

  Last Sold Summary

  • 168 Days On Market

  Last Listing Agent Martin Huggins Bespoke Real Estate
• 

  

  

  /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
• 

  

  

  /33

  $422,000

  Sold Jul 13, 2026

  353 S Mountain Ave, Ashland, OR 97520

  • 2 Beds
  • 2 Baths
  • 1,109 Sq Ft
  • Built 2019

  Last Sold Summary

  • 6% Below List Price
  • $381/SF
  • 50 Days On Market

  Current Estimated Value $425,228

  Last Listing Agent Victoria Sheadel Gateway Real Estate

  353 S Mountain Ave, Ashland, OR 97520
• 

  

  

  /4

  Not Listed For Sale

  0 Cove Rd Unit Parcel 5 220182417, Ashland, OR 97520

  0 Cove Rd Unit Parcel 5 220182417, Ashland, OR 97520

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Dan Maymar John L. Scott Ashland
• 

  

  /64

  $2,195,000

  • 4 Beds
  • 3.5 Baths
  • 4,977 Sq Ft

  5293 Highway 66, Ashland, OR 97520

  Located just outside Ashland, this property offers a rare blend of natural beauty, water, quality improvements, and convenience. The custom built home is thoughtfully positioned to capture expansive views across the surrounding valley and toward distant mountains. This elevated country estate draws from a Northwest lodge aesthetic, offering welcoming living spaces, a spacious multilevel layout

  Chris Martin John L. Scott Medford

  5293 Highway 66, Ashland, OR 97520
• 

  

  /58

  $582,000

  Sold May 08, 2026

  968 Garden Way, Ashland, OR 97520

  • 4 Beds
  • 3 Baths
  • 2,922 Sq Ft
  • Built 1952

  Last Sold Summary

  • 14% Below List Price
  • $199/SF
  • 36 Days On Market

  Current Estimated Value $584,328

  Last Listing Agent Scott Lewis John L. Scott Ashland

  968 Garden Way, Ashland, OR 97520
• 

  

  /28

  Not Listed For Sale

  321 Clay St Unit SPC 10, Ashland, OR 97520

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1978

  321 Clay St Unit SPC 10, Ashland, OR 97520

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Dale Verger Windermere Van Vleet & Associates
• 

  

  /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
• 

  

  /59

  $825,000

  Sold Jun 12, 2026

  1411 Ponderosa Dr, Ashland, OR 97520

  • 3 Beds
  • 2 Baths
  • 2,979 Sq Ft
  • Built 1971

  Last Sold Summary

  • 3% Below List Price
  • $277/SF
  • 10 Days On Market

  Current Estimated Value $828,833

  Last Listing Agent Molly Mullane Full Circle Real Estate

  1411 Ponderosa Dr, Ashland, OR 97520
• 

  

  /16

  Est $48,286

  Not Listed For Sale

  1565 Siskiyou Blvd Unit SPC 14, Ashland, OR 97520

  • 2 Beds
  • 1 Bath
  • 684 Sq Ft
  • Built 1971

  1565 Siskiyou Blvd Unit SPC 14, Ashland, OR 97520

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Arron Waldron Home Quest Realty
• 

  

  /12

  $235,000

  • Land
  • 25,700 Sq Ft
  • $398,305 per Acre

  0 Weller Ln, Ashland, OR 97520

  Build your dream home on this prime 0.59-acre lot tucked away on a quiet dead-end street in the highly desirable Ashland hills! Offering exceptional privacy and the potential for sweeping, panoramic valley views, this city parcel provides a blank canvas ready for your custom architectural vision. Practicality meets opportunity: the property features a shared approach with the neighboring home,

  Josh Kelleher Keller Williams Realty Southern Oregon

  0 Weller Ln, Ashland, OR 97520
• 

  

  /29

  $485,000

  Sold Aug 03, 2026

  2999 Diane St, Ashland, OR 97520

  • 3 Beds
  • 2 Baths
  • 2,180 Sq Ft
  • Built 1949

  Last Sold Summary

  • 3% Below List Price
  • $222/SF
  • 75 Days On Market

  Current Estimated Value $479,984

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

  2999 Diane St, Ashland, OR 97520
• 

  

  /42

  Est $844,173

  Not Listed For Sale

  200 Staples Ln, Ashland, OR 97520

  • 2 Beds
  • 2 Baths
  • 1,554 Sq Ft
  • Built 2011

  200 Staples Ln, Ashland, OR 97520

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Rebecca Brunot Patricia Sprague Real Estate
• 

  

  /33

  $650,000

  • 2 Beds
  • 1 Bath
  • 2,113 Sq Ft

  363 Beach St, Ashland, OR 97520

  Opportunity to own an historic two bedroom, one bath, 1,233 square feet, 1925 Craftsman-style home Above the Boulevard with easy access to town and all the amenities Ashland has to offer. This gracious property has been lovingly maintained by its present owner for the last thirty-four years. From the welcoming and covered frontporch to the spacious, light-filled interior everything about this

  Robert Fischer John L. Scott Ashland

  363 Beach St, Ashland, OR 97520
• 

  

  /37

  $675,000

  Sold Apr 10, 2026

  216 Central Ave, Ashland, OR 97520

  • 4 Beds
  • 3 Baths
  • 2,094 Sq Ft
  • Built 1895

  Last Sold Summary

  • 4% Below List Price
  • $322/SF
  • 13 Days On Market

  Current Estimated Value $664,267

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

  216 Central Ave, Ashland, OR 97520
• 

  

  /15

  Est $69,500

  Not Listed For Sale

  422 Glenview Dr, Ashland, OR 97520

  422 Glenview Dr, Ashland, OR 97520

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Patie Millen Millen Property Group
• 

  

  /28

  $179,000

  • Land
  • 7.32 Acres
  • $24,454 per Acre

  0 Eagle Mill Rd Unit 11573107, Ashland, OR 97520

  A rare blend of elbow room and convenience, this 7+ acre parcel is only 1.5 miles from renowned Downtown Ashland, Oregon and includes both an approved homesite as well as phenomenal visibility. The property is a blank canvas and ready for building a home with rural opportunity while enjoying all that Ashland has to is famously walkable. Park once and you're on foot to coffee, cafés, the Ashland

  Chris Martin Martin Outdoor Properties

  0 Eagle Mill Rd Unit 11573107, Ashland, OR 97520
• 

  

  /51

  $1,130,000

  Sold Nov 10, 2025

  225 Sunnyview Dr, Ashland, OR 97520

  • 5 Beds
  • 3.5 Baths
  • 3,656 Sq Ft
  • Built 1992

  Last Sold Summary

  • 3% Below List Price
  • $309/SF
  • 45 Days On Market

  Current Estimated Value $1,149,782

  Last Listing Agent Tracy Peddicord Gateway Real Estate

  225 Sunnyview Dr, Ashland, OR 97520
• 

  

  /3

  Not Listed For Sale

  0 Kestrel Pkwy Unit Phase 3 220179112, Ashland, OR 97520

  0 Kestrel Pkwy Unit Phase 3 220179112, Ashland, OR 97520

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent David Wright RE/MAX Platinum
• 

  

  /9

  $195,000

  • Land
  • 1.17 Acres
  • $166,667 per Acre

  0 Highway 66 Unit 220222786, Ashland, OR 97520

  Homesite approval granted. Buyer to conduct due diligence regarding all conditions and requirements applicable prior to permitting and construction. Beautiful 1.17-acre gently sloping parcel with stunning lake views, just 10 minutes south of Ashland. Features an excellent building site, productive well area, easy access, and approximately 0.9 irrigated acres through the Talent Irrigation

  Cameron Allen John L. Scott Ashland

  0 Highway 66 Unit 220222786, Ashland, OR 97520
• 

  

  /52

  $830,000

  Sold Jun 30, 2026

  2809 Dead Indian Memorial Rd, Ashland, OR 97520

  • 3 Beds
  • 2.5 Baths
  • 2,530 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Below List Price
  • $328/SF
  • 33 Days On Market

  Current Estimated Value $840,847

  Last Listing Agent Nick Shivers eXp Realty, LLC

  2809 Dead Indian Memorial Rd, Ashland, OR 97520
• 

  

  /46

  Est $646,803

  Not Listed For Sale

  986 Clear Creek Dr, Ashland, OR 97520

  • 4 Beds
  • 3 Baths
  • 2,217 Sq Ft
  • Built 2012

  986 Clear Creek Dr, Ashland, OR 97520

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Patie Millen Millen Property Group
• 

  

  /78

  $26,000,000

  • 7 Beds
  • 19 Baths
  • 19,908 Sq Ft

  200 Belle Fiore Ln, Ashland, OR 97520

  Belle Fiore Estate Winery and Chateau is Oregon's most extraordinary vineyard estate and is being offered for the first time ever. The French-inspired Chateau is one of the largest homes in Oregon, spanning over 17,400+ sqft; it has four levels, 5 bedrooms, 19 bathrooms, elevator service, a vineyard, a 2 bedroom 2500+ sqft carriage house, four-car garage, resort style pool, hand-cut slate roof,

  Hunter Blackwell Cascade Hasson Sotheby's International Realty

  200 Belle Fiore Ln, Ashland, OR 97520
• 

  

  /49

  $515,000

  Sold Dec 22, 2025

  767 Twin Pines Cir, Ashland, OR 97520

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft
  • Built 1963

  Last Sold Summary

  • 6% Below List Price
  • $290/SF
  • 63 Days On Market

  Current Estimated Value $508,986

  Last Listing Agent Raliegh Grantham Windermere Van Vleet & Associates

  767 Twin Pines Cir, Ashland, OR 97520
• 

  

  /44

  Est $655,249

  Not Listed For Sale

  495 Euclid Ave, Ashland, OR 97520

  • 4 Beds
  • 2 Baths
  • 2,009 Sq Ft
  • Built 1973

  495 Euclid Ave, Ashland, OR 97520

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Greg Goebelt John L. Scott Ashland
• 

  

  /12

  $435,000

  • Land
  • 22,215 Sq Ft
  • $852,941 per Acre

  483 Strawberry Ln, Ashland, OR 97520

  Is this Ashland's best neighborhood? We certainly think so! This prime 1⁄2-acre lot, located in the desirable Strawberry Meadows Subdivision, is surrounded by stunning high-end homes. The gently rolling terrain is bordered by protected common areas to the west and south, offering added privacy and natural beauty. Lightly treed with expansive views of the Rogue Valley and surrounding mountain

  Steve Parmelee Windermere Van Vleet & Assoc2

  483 Strawberry Ln, Ashland, OR 97520
• 

  /2

  $900,000

  Sold Feb 06, 2026

  1595 Peachey Rd, Ashland, OR 97520

  • 5 Beds
  • 3 Baths
  • 2,146 Sq Ft
  • Built 1995

  Last Sold Summary

  • $419/SF
  • 0 Days On Market

  Current Estimated Value $885,507

  Last Listing Agent Brian Druihet John L. Scott Ashland

  1595 Peachey Rd, Ashland, OR 97520
• 

  

  /65

  Est $1,336,467

  Not Listed For Sale

  518 Crowson Rd, Ashland, OR 97520

  • 3 Beds
  • 4 Baths
  • 3,461 Sq Ft
  • Built 2013

  518 Crowson Rd, Ashland, OR 97520

  Last Sold Summary

  • 347 Days On Market

  Last Listing Agent Susie Brown Absolute Realty
• 

  

  /67

  $1,049,900

  • 3 Beds
  • 2.5 Baths
  • 2,145 Sq Ft

  500 Mt Ashland Ski Rd, Ashland, OR 97520

  Tranquil & pristine Mountain oasis on over 121 acres with a campground, marketable timber, Greenhouse, stream w/waterfall, springs and amazing scenic views of Mt Shasta & Pilot Rock. Amazing main home w/tile entry & stained-glass w/3 bedrooms, 2.5 baths, 2145 SQ FT with open beam vaulted ceilings in the great rm w/ huge stone staircase. Kitchen w/granite counters, tile floors opens to dining &

  Douglas Morse John L. Scott Medford

  500 Mt Ashland Ski Rd, Ashland, OR 97520
• 

  

  /43

  $640,000

  Sold Oct 31, 2025

  2800 Dead Indian Memorial Rd, Ashland, OR 97520

  • 3 Beds
  • 2 Baths
  • 2,083 Sq Ft
  • Built 1940

  Last Sold Summary

  • 12% Below List Price
  • $307/SF

  Current Estimated Value $691,315

  Last Listing Agent Patie Millen Millen Property Group

  2800 Dead Indian Memorial Rd, Ashland, OR 97520
• 

  

  /57

  Est $1,197,895

  Not Listed For Sale

  913 Pinecrest Terrace, Ashland, OR 97520

  • 4 Beds
  • 3.5 Baths
  • 3,081 Sq Ft
  • Built 2016

  913 Pinecrest Terrace, Ashland, OR 97520

  Last Sold Summary

  • 69 Days On Market

  Last Listing Agent Justin Donovan Ashland Homes Real Estate Inc.
• 

  

  /30

  $719,000

  $20K PRICE DROP Pending

  • 4 Beds
  • 3 Baths
  • 2,596 Sq Ft

  960 Oak St, Ashland, OR 97520

  Located just minutes from downtown, this impressive 2,596 sq. ft., 4-bedroom, 3-bathroom home features striking curb appeal and breathtaking views of Grizzly Peak. The bright interior boasts hardwood floors, formal and informal dining, and a spacious kitchen with solid-surface counters. Soaring ceilings frame the great room, which opens to an expansive deck overlooking a tiered backyard complete

  Nick Berrey Nicholas Berrey

  960 Oak St, Ashland, OR 97520
• 

  

  /29

  $505,000

  Sold May 04, 2026

  94 N 3rd St, Ashland, OR 97520

  • 2 Beds
  • 1 Bath
  • 1,248 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Below List Price
  • $405/SF
  • 72 Days On Market

  Current Estimated Value $495,055

  Last Listing Agent Dallin George Home Quest Realty

  94 N 3rd St, Ashland, OR 97520
• 

  

  /40

  Est $495,055

  Not Listed For Sale

  94 N Third St, Ashland, OR 97520

  • 2 Beds
  • 1 Bath
  • 1,248 Sq Ft
  • Built 1920

  94 N Third St, Ashland, OR 97520

  Last Sold Summary

  • 112 Days On Market

  Last Listing Agent Marie Lange Ashland Homes Real Estate Inc.
• 

  

  /39

  $520,000

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,504 Sq Ft

  250 Sheridan St, Ashland, OR 97520

  Treetop and valley views frame this 3-bedroom, 2.5-bath end unit, offering comfort and privacy on a .07-acre lot. Wood shutters and a vaulted great room set the tone inside, with a slider opening to a standout deck. The kitchen offers generous counter space and flows easily into the great room. The main bath features a split vanity for added convenience. Both bathrooms upstairs include skylights

  Sara Moncrief Windermere Van Vleet & Associates

  250 Sheridan St, Ashland, OR 97520
• 

  

  /40

  $299,000

  Sold Jun 03, 2026

  820 Satsuma Ct Unit 6, Ashland, OR 97520

  • 2 Beds
  • 2 Baths
  • 1,467 Sq Ft
  • Built 2000

  Last Sold Summary

  • 14% Below List Price
  • $204/SF
  • 362 Days On Market

  Current Estimated Value $333,402

  Last Listing Agent Marialice Wright RE/MAX Platinum

  820 Satsuma Ct Unit 6, Ashland, OR 97520
• 

  

  /18

  Not Listed For Sale

  2799 Siskiyou Blvd Unit 40, Ashland, OR 97520

  • 2 Beds
  • 1 Bath
  • 776 Sq Ft
  • Built 1967

  2799 Siskiyou Blvd Unit 40, Ashland, OR 97520

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Vicki MacOrmic Finish Line Real Estate LLC
• 

  

  /10

  $700,000

  $250K PRICE INCREASE Pending

  • Land
  • 30 Acres
  • $23,333 per Acre

  0 E Nevada St, Ashland, OR 97520

  Approximately 30 acres of Ashland view property zoned EFU with homesite authorization and Kitchen Creek running through it. Country charm and solitude only minutes from downtown Ashland, Lithia Park and the Oregon Shakespeare Festival. Gorgeous views of Mount Ashland, Pilot Rock, Grizzly Peak and the Rogue Valley.

  Brian Benjamin eXp Realty, LLC

  0 E Nevada St, Ashland, OR 97520
• 

  

  /24

  $330,000

  Sold Nov 13, 2025

  910 Mountain Meadows Cir, Ashland, OR 97520

  • 2 Beds
  • 2 Baths
  • 1,349 Sq Ft
  • Built 1998

  Last Sold Summary

  • 6% Below List Price
  • $245/SF
  • 59 Days On Market

  Current Estimated Value $335,365

  Last Listing Agent Alice Lema Home & Land Real Estate

  

  910 Mountain Meadows Cir, Ashland, OR 97520

Showing Results 161 - 200, Page 5 of 18