Ashland, OR Homes

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  /36

  $569,000

  • 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
• 

  

  

  /30

  $448,000 Sold Oct 17, 2025

  • 1,256 Sq Ft
  • $357/SF
  • 19 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1977

  360 Coventry Place, Ashland, OR 97520

  Single-level home on a spacious corner lot with mature trees in Quiet Village - steps from the Ashland Pond Trailhead, and within three minutes of Helman Elementary School! Fresh interior paint and all new carpet throughout each bedroom in 2025. Living room with large picture window and fireplace with brick hearth; adjacent dining area with ceiling fan and sliding glass door to patio and

  Catherine Rowe Team John L. Scott Ashland

  360 Coventry Place, Ashland, OR 97520
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  /16

  Est $27,604 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 684 Sq Ft

  1565 Siskiyou Blvd Unit SPC 14, Ashland, OR 97520

  1565 Siskiyou Blvd Unit SPC 14, Ashland, OR 97520
• 

  

  

  /45

  $880,000

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

  2809 Dead Indian Memorial Rd, Ashland, OR 97520

  Experience refined country living on just over 23 acres of rolling green hills, and panoramic mountain views. Immaculately maintained, this exceptional home welcomes you with a wide covered porch, perfect for taking in serene vistas from sunrise to sunset. Inside, beautiful hardwood floors flow throughout the open-concept design. The vaulted great room features a striking fireplace and expansive

  

  Nick Shivers

  Keller Williams PDX Central

  (458) 203-3385

  

  2809 Dead Indian Memorial Rd, Ashland, OR 97520
• 

  

  

  /25

  $721,257 Sold Oct 17, 2025

  • 2,091 Sq Ft
  • $345/SF
  • 64 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1952

  826 Holly St, Ashland, OR 97520

  This highly sought-after one story, mid-century ranch style home located 3 blocks above-the-boulevard will be some lucky buyer's dream come true. 1st time on the market in over 30 years, this 3 bdrm, 2 bath, 2,091 sq ft home has been lovingly maintained & enhanced by its present owner. Located on a .3 acre lot, the gently sloping front yard & level backyard have been beautifully landscaped to

  Robert Fischer John L. Scott Ashland

  826 Holly St, Ashland, OR 97520
• 

  

  /42

  Est $862,149 Not Listed For Sale

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

  200 Staples Ln, Ashland, OR 97520

  200 Staples Ln, Ashland, OR 97520
• 

  

  /5

  $799,000

  • Land
  • 3.57 Acres
  • $223,810 per Acre

  799 E Jefferson Ave, Ashland, OR 97520

  Prime 3.57-acre commercial lot in a highly visible and easily accessible location near the South Interstate 5 Ashland exit. Zoned E-1 Commercial, this versatile property allows for a variety of business/ development applications, including retail, light manufacturing, distribution/warehouse operations, and institutional or community uses. Situated in a growing business corridor with established

  

  Chris Pfau

  Coldwell Banker Pro West R.E.

  (458) 217-5592

  799 E Jefferson Ave, Ashland, OR 97520
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  /70

  $723,500 Sold Oct 16, 2025

  • 1,221 Sq Ft
  • $593/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  939 B St, Ashland, OR 97520

  Charming and beautifully maintained, this Ashland cottage captures the essence of the Railroad District. The main home offers 1,221 SF of inviting living space, filled with natural light and designed with warmth and comfort in mind. A welcoming front porch, bright kitchen w/custom cabinetry, and spacious primary BR create the perfect blend of character and function. Tucked behind the main

  Jesse Donovan Ashland Homes Real Estate Inc.

  939 B St, Ashland, OR 97520
• 

  

  /29

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  2020 Highway 99 N Unit 37, Ashland, OR 97520

  2020 Highway 99 N Unit 37, Ashland, OR 97520
• 

  

  /62

  $1,449,999

  • 4 Beds
  • 3.5 Baths
  • 4,071 Sq Ft

  451 E Ashland Ln, Ashland, OR 97520

  Your Dream Country Escape Awaits!Have you ever dreamed of country living? Your very own ''Green Acres'' Mini Ranch is ready for you! This sought-after 4,100 sq. ft. single-level country home sits on 5 level, irrigated acres, offering endless possibilities-think vineyard, horse property, or a private retreat just minutes from Downtown Ashland, the world-famous Shakespearean Theatre, Immigrant

  

  Glen Thone

  RE/MAX Integrity

  (458) 455-8249

  451 E Ashland Ln, Ashland, OR 97520
• 

  

  /40

  $674,900 Sold Oct 15, 2025

  • 1,513 Sq Ft
  • $446/SF
  • 27 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  332 Randy St, Ashland, OR 97520

  This new move-in-ready, low maintenance, comfortable, single level home built by Taylored Elements Construction just .8 of a mile from downtown Ashland. This 3 bedroom, 2 bathroom has a gas fireplace in the living room with built in shelving, lots of windows for abundant natural light, engineered hardwood floors in main living areas, carpet in bedrooms, tile floors in bathroom and laundry room,

  Molly Mullane Full Circle Real Estate

  332 Randy St, Ashland, OR 97520
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  /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
• 

  

  /33

  $845,000

  • 1,440 Sq Ft

  128 S Mountain Ave, Ashland, OR 97520

  Great Investment Opportunity located close to downtown Ashland. Nicely maintained duplex with lots of updating done and with an excellent rental history. Both units are 2 bedroom/1.0 bath units and are currently rented at $1,450 per month, with only landscape maintenance included in the rent. Tenants pay for all utilities (water, sewer, gas and electric). These units are professionally managed.

  

  Glen Thone

  RE/MAX Integrity

  (458) 225-5815

  128 S Mountain Ave, Ashland, OR 97520
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  /24

  $575,000 Sold Oct 15, 2025

  • 1,132 Sq Ft
  • $508/SF
  • 90 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2017

  987 Dead Indian Memorial Rd, Ashland, OR 97520

  Prime location near Belle Fiore Winery! This Tuscan-inspired cottage nestled on 5.03 peaceful acres with breathtaking mountain views. Built in 2017, this charming 2-bedroom, 1-bath home offers 1,132 sq ft of beautifully designed living space. A gated courtyard welcomes you with access to the front door and a private slider off the primary bedroom. Inside, enjoy an open-concept layout featuring a

  DeAnna Sickler & Dyan Lane John L. Scott Ashland

  987 Dead Indian Memorial Rd, Ashland, OR 97520
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  /46

  Est $651,800 Not Listed For Sale

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

  986 Clear Creek Dr, Ashland, OR 97520

  986 Clear Creek Dr, Ashland, OR 97520
• 

  

  /36

  $645,000 Pending

  • 3 Beds
  • 3 Baths
  • 3,006 Sq Ft

  811 Iowa St, Ashland, OR 97520

  Built in 1930 and brimming with warmth, this 2,300-sqft Ashland home offers 3 bedrooms, 3 full baths, and a large den that could easily become a 4th bedroom. With an attached apartment, you'll have the perfect space for family and friends - or even a short-term rental opportunity. Inside, you'll be greeted by timber floorboards, high ceilings, and rustic beamed accents that create a sense of

  

  Martin Huggins

  Bespoke Real Estate

  (458) 646-0556

  811 Iowa St, Ashland, OR 97520
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  /77

  $785,575 Sold Oct 15, 2025

  • 4,478 Sq Ft
  • $175/SF
  • 72 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1996

  1320 Prospect St, Ashland, OR 97520

  REDUCED-$195 SF! Private & double gated .63 acre parcel for this 4478 SF home with 6 bedrooms & 4 bathrooms. Entirely rebuilt in 1996 to combine modern luxury with timeless appeal & spacious living. Multiple distinct living areas cater to both relaxation & entertainment. The main living area has warm hardwood floors & an expansive, light-filled living room with stone fireplace. The chef's kitchen

  Patie Millen Millen Property Group

  1320 Prospect St, Ashland, OR 97520
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  /44

  Est $694,590 Not Listed For Sale

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

  495 Euclid Ave, Ashland, OR 97520

  495 Euclid Ave, Ashland, OR 97520
• 

  

  /20

  $304,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft

  330 Glenn St, Ashland, OR 97520

  Charming well maintained 2 bed 2 bath end unit in GlennVista Estates. This townhome boasts updated laminate flooring, vaulted ceilings, private, fenced backyard and a attached 1 car garage. The monthly association fees cover exterior building maintenance, trash removal, front yard landscaping & irrigation, access to the pool, hot-tub, exercise/event room and onsite manager.

  

  Adam Rutledge

  eXp Realty, LLC

  (458) 241-6142

  330 Glenn St, Ashland, OR 97520
• 

  

  /10

  $390,000 Sold Oct 15, 2025

  • 1,156 Sq Ft
  • $337/SF
  • 114 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  560 E Valley View Rd, Ashland, OR 97520

  Opportunity awaits at 560 E Valley View Road—a classic Ashland farmstead with endless possibilities. Spanning 4.91 irrigated, flat, and fully usable acres, this property showcases sweeping mountain vistas, expansive skies, and the quiet beauty of country living. Perfect for hay production, livestock, or simply savoring open space, the land is ready for your personal vision. The 1920s farmhouse

  Stephanie Valence John L. Scott Ashland

  560 E Valley View Rd, Ashland, OR 97520
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  /57

  Est $1,241,750 Not Listed For Sale

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

  913 Pinecrest Terrace, Ashland, OR 97520

  913 Pinecrest Terrace, Ashland, OR 97520
• 

  

  /18

  $4,000,000

  • Land
  • 9.71 Acres
  • $411,946 per Acre

  2082 E Main St, Ashland, OR 97520

  This offering presents a rare opportunity to acquire ±9.71 acres of prime, developable land within Ashland's Normal Neighborhood Plan—the city's designated district for sustainable, mixed-use growth. The property comprises three contiguous parcels with direct frontage along East Main, just outside city limits yet within the Urban Growth Boundary. The City supports annexation and is prepared to

  

  Chris Pfau

  Coldwell Banker Pro West R.E.

  (458) 217-6871

  2082 E Main St, Ashland, OR 97520
• 

  

  /23

  $360,000 Sold Oct 15, 2025

  • 1,591 Sq Ft
  • $226/SF
  • 116 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2000

  817 N Mountain Ave Unit 3, Ashland, OR 97520

  Welcome to the 55+ Mountain Meadows Community located in Ashland. You're sure to appreciate the newly re-finished hardwood flooring in the dining, living room and hallway. Great natural light throughout the entire home. The vaulted living room offers a gas fireplace and is conveniently located next to the dining room complete with a built-in China hutch. The kitchen offers solid surface

  DeAnna Sickler & Dyan Lane John L. Scott Ashland

  817 N Mountain Ave Unit 3, Ashland, OR 97520
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  /40

  Est $446,869 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,248 Sq Ft

  94 N Third St, Ashland, OR 97520

  94 N Third St, Ashland, OR 97520
• 

  

  /49

  $850,000

  • 2 Beds
  • 3 Baths
  • 2,007 Sq Ft

  3152 Siskiyou Blvd, Ashland, OR 97520

  Imagine creating your dream farm on 28+ acres of EFU farmland, surrounded by breathtaking views of the valley and mountains! The main home boasts three levels, each with its own bathroom and a deck to take in the stunning views. The radiant floor heating throughout ensures warmth in Winter and there are washer / dryer hookups on the lower floor. The potential for each level to be a separate

  

  Rockwell Group

  eXp Realty, LLC

  (458) 309-3841

  3152 Siskiyou Blvd, Ashland, OR 97520
• 

  

  /26

  $452,000 Sold Oct 14, 2025

  • 1,807 Sq Ft
  • $250/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1992

  384 Glenn St, Ashland, OR 97520

  Tasteful and lovingly updated Ashland townhome with pride of ownership in every detail. Expansive, light-filled entryway and great room flow seamlessly into an open concept kitchen and dining with quartz counters, updated appliances and custom hardwood soft-close cabinetry. 3 fully remodeled bathrooms and oversize tile-surround shower in primary. Spacious, high ceilings, solar tubes, coffered

  Gabriel Fugate Gateway Real Estate

  384 Glenn St, Ashland, OR 97520
• 

  

  /18

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 776 Sq Ft

  2799 Siskiyou Blvd Unit 40, Ashland, OR 97520

  2799 Siskiyou Blvd Unit 40, Ashland, OR 97520
• 

  

  /42

  $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
• 

  

  /47

  $1,175,000 Sold Oct 14, 2025

  • 3,020 Sq Ft
  • $389/SF
  • 49 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1900

  111 Nursery St, Ashland, OR 97520

  Winner of the 2012 Historic Preservation Award, this beautifully renovated 2,300 sq ft. home comes with a 720 sq ft guesthouse for a total square footage of 3,020. This home is situated in a well-established Ashland neighborhood, conveniently walkable to downtown. Modern open floor plan. Main-level living boasts a gourmet kitchen, primary suite with tiled bath, 2 additional bedrooms, second full

  DeAnna Sickler & Dyan Lane John L. Scott Ashland

  111 Nursery St, Ashland, OR 97520
• 

  

  /10

  Est $442,496 Not Listed For Sale

  168 Sunnyview Dr, Ashland, OR 97520

  168 Sunnyview Dr, Ashland, OR 97520
• 

  

  /59

  $1,250,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,207 Sq Ft

  224 Alicia St, Ashland, OR 97520

  Welcome to Ash Meadows, a new 4 lot subdivision in Ashland Or. This rare find has two homes on one lot, each single level with lovely views of the E hills. The main home features 2019 sq feet, 3 bedroom and two and half baths, with easy access to Downtown Ashland. Its open design includes a spacious island kitchen with quartz countertops and backsplash and stunning great room design featuring a

  

  Gibson Group

  John L. Scott Ashland

  (458) 278-4519

  224 Alicia St, Ashland, OR 97520
• 

  

  /38

  $595,000 Sold Oct 10, 2025

  • 1,636 Sq Ft
  • $364/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1992

  1365 Romeo Dr, Ashland, OR 97520

  Tucked into a quiet corner of the sought-after Mill Pond neighborhood, this is a home you can grow into and love for years to come. Ideally located across from the community green space and year-round Ashland Creek, it offers a tranquil setting that feels like living amongst the trees while still part of a welcoming neighborhood. Move-in ready with newer stainless steel appliances and a roof just

  Jinnee Joos Full Circle Real Estate

  1365 Romeo Dr, Ashland, OR 97520
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  /39

  Est $773,436 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,700 Sq Ft

  280 Alta Ave, Ashland, OR 97520

  280 Alta Ave, Ashland, OR 97520
• 

  

  /48

  $2,350,000

  • 4 Beds
  • 6 Baths
  • 5,488 Sq Ft

  311 Granite St, Ashland, OR 97520

  Experience refined European luxury with this rare Bavarian-inspired estate offering two exquisite residences & expansive square footage. Sited on 5.94 acres, just above Lithia Park, you will love the privacy & beautiful aesthetic of magical forest, outdoor patios & glistening water features. From the moment you enter, you're surrounded by rich, regal design—vaulted ceilings, dramatic woodwork, &

  Patie Millen Millen Property Group

  

  311 Granite St, Ashland, OR 97520
• 

  

  /24

  $390,000 Sold Oct 10, 2025

  • 1,609 Sq Ft
  • $242/SF
  • 111 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1999

  48 Crocker St, Ashland, OR 97520

  Wake up to sunlight streaming through your windows and end the day with breathtaking views of Grizzly Peak from your own backyard. This 3-bedroom, 2.5-bathroom townhome offers a bright, open layout designed for easy living—complete with a spacious primary suite and welcoming gathering spaces. Freshly updated with modern touches, it's ready for you to move right in and make it yours. Whether

  Stephanie Valence John L. Scott Ashland

  48 Crocker St, Ashland, OR 97520
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  /45

  Est $472,386 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,656 Sq Ft

  319 Alta Ave, Ashland, OR 97520

  319 Alta Ave, Ashland, OR 97520
• 

  

  /54

  $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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  /34

  $297,000 Sold Oct 10, 2025

  • 880 Sq Ft
  • $338/SF
  • 14 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1998

  138 Crocker St, Ashland, OR 97520

  Charming single-story townhome with an open floor plan, vaulted ceilings, and oak hardwood floors throughout. The bright dining area features a bay window, and the kitchen opens to a covered deck—perfect for BBQs with bar table & stools. The primary bedroom includes a private deck surrounded by trees and lush vegetation with mountain views. A brand new Heat Pump HVAC is just installed. Enjoy the

  Noriko Hansen Windermere Van Vleet & Associates

  138 Crocker St, Ashland, OR 97520
• 

  

  /28

  Est $527,197 Not Listed For Sale

  625 Cove Rd, Ashland, OR 97520

  625 Cove Rd, Ashland, OR 97520
• 

  

  /38

  $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

Showing Results 41 - 80, Page 2 of 18