Ashland, OR Homes for Sale

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  /32

  $575,000

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,833 Sq Ft

  827 Tyler Creek Rd, Ashland, OR 97520

  Versatile, spacious, and thoroughly updated home on private wooded acreage in the Cascade-Siskiyou National Monument - just 14 miles from Ashland! Main level features a new kitchen with granite counters and island, walk-in pantry, glass-fronted display cabinets, all new stainless appliances, informal and formal dining areas, double-height vaulted ceilings, living room with built-in entertainment

  Rowe Real Estate Team John L. Scott Ashland

  827 Tyler Creek Rd, Ashland, OR 97520
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  /29

  $950,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,277 Sq Ft

  283 High St, Ashland, OR 97520

  Discover the beautifully renovated single-level 1860 Abel D. Helman House, blending timeless charm with modern comfort in Ashland's coveted Skidmore Academy Historic District--right across from Briscoe Park. A short, level walk to downtown plaza and Lithia Park.Large great room with gas fireplace, nearly 12' ceilings, and abundant natural light. Warm reclaimed fir floors, custom millwork,

  Brian Druihet John L. Scott Ashland

  283 High St, Ashland, OR 97520
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  /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
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  /56

  $550,000

  $45K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,639 Sq Ft

  30 Steinman Dr, Ashland, OR 97520

  $35,000 Price Reduction!!! Peaceful mountain retreat with sweeping views and abundant natural light from expansive picture windows. This bright, open-concept home blends craftsman character--wood trim and beams--with modern industrial elements like steel beams, metal cable railing, and stylish fixtures. Soaring vaulted ceilings create an airy feel throughout. Enjoy main-level living with a

  Greg Goebelt John L. Scott Ashland

  30 Steinman Dr, Ashland, OR 97520
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  /40

  $4,000,000

  • Land
  • 1.18 Acres
  • $3,389,831 per Acre

  165 Water St, Ashland, OR 97520

  A landmark downtown Ashland land offering. Just one block from Ashland's Plaza, this rare 1.18-acre commercial development site represents one of the last opportunities of its scale & prominence in the downtown corridor. Located within the Employment Zoning District, the property offers exceptional potential for hotel, conference center, mixed-use, luxury residential, retail, offices, or

  Patie Millen Millen Property Group

  165 Water St, Ashland, OR 97520
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  /9

  $299,000

  $100K PRICE DROP

  • Land
  • 28,314 Sq Ft
  • $460,000 per Acre

  251 Granite St, Ashland, OR 97520

  Exclusive Opportunity: Build Your Private Dream Home Directly Across from Ashland's Historic Lithia Park. Discover one of the last premier view parcels available on famous Granite Street, overlooking the park. Nestled in a luxury enclave with easy walkability to downtown, this expansive .65 acre lot offers 3-way views of Grizzly Peak, the Siskiyous, and Lithia Park (bonus: a peekaboo view of the

  Alex Aaronson John L. Scott Medford

  251 Granite St, Ashland, OR 97520
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  /29

  $440,000

  $49K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 252 Sq Ft

  1203 Tyler Creek Rd, Ashland, OR 97520

  Your off-grid oasis awaits. Set on 5.44 acres, this unique property offers multiple structures, including a beautifully built tiny home, tree house, deck house, cabin, and pump house, perfect for sustainable living or a private getaway. The main tiny home, built by renowned Mr. Morrison, features two loft sleeping areas, a full bathroom, a full kitchen, and plenty of storage. It truly utilizes

  Finn Hilden Gateway Real Estate

  1203 Tyler Creek Rd, Ashland, OR 97520
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  /36

  $4,500,000

  • 2 Beds
  • 4 Baths
  • 9,881 Sq Ft

  2700 N Valley View Rd, Ashland, OR 97520

  Welcome to the Valley View Luxury Estate, a one-of-a-kind custom estate set in the towering hills of Ashland, OR. This astonishing luxury home is one of a kind. Earthen tiles cascade down four distinct, rounded rooves crowned with small cupolas, capturing the geometrical beauty of Byzantine architecture. Beneath the tiles, the outer walls are smooth stucco, accented with a myriad of windows,

  Chris Martin

  2700 N Valley View Rd, Ashland, OR 97520
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  /21

  $439,000

  • 3 Beds
  • 2 Baths
  • 1,291 Sq Ft

  540 Oak Knoll Dr, Ashland, OR 97520

  Charming, fully remodeled home in the heart of Ashland! This beautifully updated 3-bedroom, 2-bath residence offers 1,291 sq ft of comfortable living space on a spacious .28-acre lot. Enjoy peace of mind with a newer roof (approximately 3-4 years old) and updated ducting. The interior features fresh paint throughout, brand-new carpet, and stylish tile flooring in the kitchen and bathrooms. The

  Tim Wilson Knipe Realty ERA Powered

  

  540 Oak Knoll Dr, Ashland, OR 97520
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  /36

  $991,800

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,092 Sq Ft

  381 Clinton St Unit 5200, Ashland, OR 97520

  Stunning new construction in Ashland's Magnolia Meadows! This exceptional 3-bedroom home features a unique design and thoughtful use of space, making it a true neighborhood gem. Enjoy a pitched roof ready for solar panels, a fully fenced yard with drip irrigation, and beautiful landscaping with views of Grizzly Peak. Inside, benefit from top-of-the-line heating and cooling, on-demand hot water,

  Eric Bonetti Millen Property Group

  381 Clinton St Unit 5200, Ashland, OR 97520
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  /25

  $79,000

  $16K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  321 Clay St Unit SPC 3, Ashland, OR 97520

  Welcome to Wingspread, a beautiful, family-friendly park in Ashland with no age restrictions, low space rent and gorgeous ponds. This charming 2-bedroom, 1-bath home is perfect for anyone wanting to enjoy Ashland living while being close to downtown, Southern Oregon University, and California. The home features new carpet and new flooring in the kitchen and bathroom, along with a new range/oven

  Monica Morrow eXp Realty, LLC

  321 Clay St Unit SPC 3, Ashland, OR 97520
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  /45

  $777,000

  • 2 Beds
  • 2 Baths
  • 2,235 Sq Ft

  8351 Dead Indian Memorial Rd, Ashland, OR 97520

  This sophisticated home combines high-end finishes & top-of-the-line infrastructure w/ stunning sunset views, a strong producing well w/ water rights, & a professional-scale solar array designed for complete self-sufficiency. Enjoy a grand layout featuring vaulted ceilings, wide plank engineered white oak floors, two wood stoves, and Knotty Alder solid core doors. Sliders lead to a brand new

  Madeline Rutkai Gateway Real Estate

  8351 Dead Indian Memorial Rd, Ashland, OR 97520
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  /42

  $950,000

  $25K PRICE DROP

  • 7 Beds
  • 4 Baths
  • 3,277 Sq Ft

  19 Gresham St, Ashland, OR 97520

  Historic 'Alice Foster House' with fully renovated detached ARU permitted for Traveler's Accommodations located on a corner lot in downtown Ashland, directly across from the public library. Seller-carried financing available at 5% interest rate. Main residence with charming wrap-around covered porch, original solid fir floors, built-ins with leaded glass display cabinets, wood-wrapped windows,

  Rowe Real Estate Team John L. Scott Ashland

  19 Gresham St, Ashland, OR 97520
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  /20

  $265,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  790 Park St Unit 796, Ashland, OR 97520

  Nestled within a quiet, well-kept complex, this charming 960 sq ft end-unit condominium, built in 2002, offers a comfortable blend of privacy and convenience. The home features 2 bedrooms and 2 full baths, a generously sized laundry and pantry room, a dedicated dining area, and an inviting living space ideal for everyday living. The kitchen is well appointed with abundant cabinetry for storage,

  Kimberly Blisard Windermere Van Vleet & Associates

  790 Park St Unit 796, Ashland, OR 97520
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  /73

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 2,224 Sq Ft

  1969 Colestin Rd, Ashland, OR 97520

  Rare opportunity to own 160 private acres on the outskirts of Ashland, offering extreme end-of-the-road seclusion, breathtaking panoramic views, and endless potential for recreation, hunting, and homesteading. Surrounded by nature and abundant wildlife, this remarkable mountain retreat delivers the peace and privacy that are increasingly difficult to find. Located just 30 minutes from Mt. Ashland

  Matthew Cook Cascade Hasson Sotheby's International Realty

  1969 Colestin Rd, Ashland, OR 97520
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  /14

  $299,000

  • Land
  • 78.24 Acres
  • $3,822 per Acre

  0 Colestin Rd Unit 693671412, Ashland, OR 97520

  Step into a world of pristine natural beauty, remarkable solitude, and boundless potential with this extraordinary ±78-acre property, nestled in the heart of Southern Oregon’s picturesque Colestin Valley. Offering commanding panoramic views, rich ecological diversity, and a peaceful ambiance that feels worlds away from the bustle of daily life, this land is more than just real estate—it’s a

  Chris Marshall AFM Real Estate

  

  0 Colestin Rd Unit 693671412, Ashland, OR 97520
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  /24

  $249,900

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  854 Twin Pines Cir Unit 7, Ashland, OR 97520

  BEAUTIFUL LIGHT AND BRIGHT END UNIT with views of the golf course. Don't miss this opportunity! This 2-bedroom, 1-bath condo is located in the Oak Knolls neighborhood of Ashland. The kitchen is bright with plenty of cabinet space, a garden window and a pass-through to the dining room. The living room and primary bedroom open up onto a spacious, covered private outdoor patio. This unit boasts

  Tom Bernhart John L Scott Real Estate Grants Pass

  854 Twin Pines Cir Unit 7, Ashland, OR 97520
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  /73

  $889,000

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,189 Sq Ft

  2140 N Valley View Rd, Ashland, OR 97520

  Idyllic Ashland rural sanctuary with stunning valley views and easy access to downtown. Enjoy main-level living, tons of natural light, laminate wood floors. Open kitchen/dining with tile floors, abundant built-ins, gas range, 2 sinks & French doors. Wrap-around deck & backyard oasis with cascading water feature into creek meandering between pathways and mature landscaping to pond. Remodeled

  Greg Goebelt John L. Scott Ashland

  2140 N Valley View Rd, Ashland, OR 97520
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  /10

  $795,000

  • Land
  • 3.57 Acres
  • $222,689 per Acre

  799 E Jefferson Ave, Ashland, OR 97520

  Back on market at a new price -- 3.57-acre build-ready E-1 (Employment) parcel at the south gateway to Ashland's primary commercial corridor. Flat, fully unimproved, with full City utilities, FEMA Zone X, and frontage on two public streets (190 ft Jefferson Ave, 868 ft Washington St). E-1 allows broad use: distribution/warehouse, light manufacturing, retail, office, and institutional. Under the

  Andrea Adams John L. Scott Medford

  799 E Jefferson Ave, Ashland, OR 97520
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  /13

  $63,000

  $22K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  939 S Valley View Rd Unit 10, Ashland, OR 97520

  Don't miss this Ashland find, 3 bedroom 2 bath updated, freshly painted, and move-in ready. Conveniently located just minutes from the freeway with easy access to both Ashland and Medford. Enjoy a private backyard retreat featuring a deck tucked beneath a mature shade tree, perfect for relaxing or entertaining. A rare blend of location, updates, and outdoor appeal. This one is easy to love!

  Michelle Thomas John L. Scott Medford

  939 S Valley View Rd Unit 10, Ashland, OR 97520
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  $4,100,000

  $300K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 5,002 Sq Ft

  1440 E Nevada St, Ashland, OR 97520

  A private retreat setting where nature meets luxurious living. The 5BR/5BA Contemporary home captures the Siskiyou mtn range at every turn. The main level offers floor to ceiling windows, hardwood floors, living & dining room & Chef's kitchen appointed w/ island, wet bar, pantry, double ovens, wolf stove & more! Upstairs the main bedroom suite is an oasis unto itself w/views, decking & spa. A

  Lisa Norvell Ashland Homes Real Estate Inc.

  1440 E Nevada St, Ashland, OR 97520
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  $450,000

  • 2 Beds
  • 1 Bath
  • 1,630 Sq Ft

  324 Liberty St, Ashland, OR 97520

  Charming historic bungalow on a very private 0.26-acre lot with mature trees and incredible pollinator garden featuring 70+ plant species, lovingly cultivated over 30 years. Living and dining with solid oak hardwood floors, ceiling fan, and glass door to front office. Kitchen with antique gas stove, butcher block and tile counters, operable casement bay windows, wood and glass display cabinets,

  Rowe Real Estate Team John L. Scott Ashland

  324 Liberty St, Ashland, OR 97520
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  $715,000

  • 3 Beds
  • 3 Baths
  • 2,360 Sq Ft

  1020 Walker Ave, Ashland, OR 97520

  Custom-built home on a private .69-acre lot in Ashland with breathtaking valley and mountain views. This versatile property offers a primary bedroom on the main level, vaulted ceilings, fireplace, built-ins, and spacious living areas designed for comfort and entertaining. Large kitchen with breakfast nook and abundant storage throughout. The primary suite features double sinks, separate shower,

  Kristina Weiss Oregon Adventure Realty

  1020 Walker Ave, Ashland, OR 97520
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  /3

  $265,000

  • Land
  • 1 Acre
  • $265,000 per Acre

  440 Glenview Dr, Ashland, OR 97520

  Situated on Glenview Dr. directly overlooking Lithia Park, renowned for it's lush greenery, walking trails and tranquil ambiance. This lot offers a rare chance to build a home in one of the most desired locations in Ashland. Close to downtown, yet with the privacy and scenery of a rural property. A comprehensive set of plans has been drawn up by Carlos Delgado (Architect) and are available

  Lauren Wagenseller Ashland Homes Real Estate Inc.

  440 Glenview Dr, Ashland, OR 97520
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  /24

  $465,000

  • 2 Beds
  • 2 Baths
  • 1,096 Sq Ft

  457 C St, Ashland, OR 97520

  Opportunity is knocking. This charming duplex in Ashland's beloved Railroad District has had extensive updating throughout. Both units offer 1 bed/1 bath layouts with a new foundation, plumbing, and electrical, plus fresh interior and exterior paint, new carpet, and laminate flooring. Currently tenant-occupied on both sides, this is a true turn-key addition to any investment portfolio. Walk to

  Carrie Dahle John L. Scott Ashland

  457 C St, Ashland, OR 97520
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  /37

  $620,000

  $49K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  780 Oakway Cir, Ashland, OR 97520

  Nicely updated and beautifully maintained, this single-level home tucked away on a quiet cul-de-sac with several recent upgrades, including updated kitchen and bathrooms, solar panels & new windows for bright, energy-efficient living. The spacious kitchen features generous counter space, abundant cabinetry, pantry, quartz countertops & new tile backsplash. The kitchen flows into the dining area

  Laura Corallo RE/MAX Integrity

  780 Oakway Cir, Ashland, OR 97520
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  /58

  $140,000

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft

  943 Mountain Meadows Cir, Ashland, OR 97520

  Step into a bright, beautifully cared-for top-floor condominium featuring a vaulted living room ceiling, expansive windows, and a seamless flow that makes the space feel both open and inviting. The well-appointed kitchen offers generous counter space, ample cabinetry, and a cozy dining area. Step outside onto your private balcony--perfect for relaxing evenings and fresh air. The spacious bedroom

  Mark Philhower Full Circle Real Estate

  943 Mountain Meadows Cir, Ashland, OR 97520
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  /75

  $900,000

  • 5 Beds
  • 4 Baths
  • 5,200 Sq Ft

  2909 Dead Indian Memorial Rd, Ashland, OR 97520

  2 HOMES AND A GUEST STUDIO/COTTAGE!!! Just 3 miles from town, this exceptional 11-acre property sits on a sunny south-facing hillside with breathtaking views and endless possibilities. Ideal for a multi-generational family compound, rental income opportunity, homestead, or private retreat, this unique property offers an incredible combination of living space, infrastructure, and outdoor

  Kirt Meyer John L. Scott Medford

  2909 Dead Indian Memorial Rd, Ashland, OR 97520
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  /104

  $747,000

  $88K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 3,488 Sq Ft

  15922 Oregon 66, Ashland, OR 97520

  Seller offering exclusive owner financing -- 15-year term at a fixed 5.25% interest rate with 20% down. A rare investor's delight and buyer opportunity delivering stability, equity growth, and lasting value. 2007-built Craftsman-style home on approximately 13.63 acres featuring open meadows, mature timber, and a large, serene pond -- ideal for horses and outdoor living. Includes deeded access to

  Shawntell Carson Rogue River Valley Realty

  15922 Oregon 66, Ashland, OR 97520
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  /45

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft

  755 Walker Ave, Ashland, OR 97520

  Set above the boulevard on an expansive 0.38-acre lot, this 3-bedroom, 2-bath, 1,552 sq ft home captures an exceptional Ashland opportunity just minutes to downtown. Bathed in natural light, the inviting interior features a comfortable layout anchored by a cozy fireplace and complemented by a one-car garage. The home is ready for updates, offering a blank canvas to re-imagine and add value. The

  Mark Philhower Full Circle Real Estate

  755 Walker Ave, Ashland, OR 97520
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  /22

  $1,100,000

  • Land
  • 3.88 Acres
  • $283,505 per Acre

  0 Oregon 66 Unit 220203024, Ashland, OR 97520

  Great development opportunity at the first major I5 intersection as one arrives from California to Ashland, Oregon. This high-traffic corridor property is perfectly positioned for maximum exposure to tens of thousands of vehicles daily. Potential uses include hotel/lodging, retail, restaurant, or mixed-use development—subject to local zoning approvals. An annexation for the development of a hotel

  Patie Millen Millen Property Group

  0 Oregon 66 Unit 220203024, Ashland, OR 97520
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  /29

  $474,900

  $50K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,587 Sq Ft

  488 Crowson Rd, Ashland, OR 97520

  Ashland Property w/ Flexible Living & Income Potential! Conveniently located near downtown Ashland, this unique property offers versatile living options and established rental income. Officially a single-family home, it features separate living areas that can function independently or be opened to the main living space for family, guests, or extended living. The layout includes a kitchenette,

  Greg Ford West Coast Real Estate

  488 Crowson Rd, Ashland, OR 97520
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  /39

  $500,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,089 Sq Ft

  267 Meadow Dr, Ashland, OR 97520

  Beautifully maintained and truly move-in ready, this home delivers space, comfort, and an easy sense of flow. The layout simply works. Everyday life unfolds naturally here, from cooking and gathering in the generous kitchen and dining areas to relaxing in the comfortable living spaces. Storage is abundant, making it easy to stay organized without sacrificing warmth. The sellers have maintained

  Jinnee Joos Full Circle Real Estate

  267 Meadow Dr, Ashland, OR 97520
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  /32

  $595,808

  • 1 Bed
  • 1 Bath
  • 513 Sq Ft

  4201 Oregon 66, Ashland, OR 97520

  Rare opportunity to own 71.51 acres just right outside city limits of Ashland!LOCATION IS AMAZING!! Property consist of 2 additional tax lots. Super cute 2020 built MFG home w/vaulted ceilings & floor ceiling windows w/quartz counters & tile shower & lg wood deck. Near Emigrant Lake this property would be beautiful to build your dream home w/gated entry & gently sloping gravel road to the

  Douglas Morse John L. Scott Medford

  4201 Oregon 66, Ashland, OR 97520
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  /36

  $259,000

  $191K PRICE DROP

  • Land
  • 1.8 Acres
  • $143,889 per Acre

  141 Majestic Ln, Ashland, OR 97520

  Unique Secluded Dream Home in Pompadour Estates: Welcome to a once-in-a-lifetime opportunity to own a one-of-a-kind property in the prestigious Pompadour Estates. This rare and exclusive listing is the only property in the neighborhood that has access to a tranquil creek, offering peace, privacy, and unparalleled natural beauty.Private 88-Foot Bridge: There are approved plans for an 88-foot

  Bradley Farrell RE/MAX Integrity Grants Pass

  141 Majestic Ln, Ashland, OR 97520
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  /32

  $361,000

  $188K PRICE DROP

  • 2 Beds
  • 0.5 Baths
  • 1,300 Sq Ft

  10000 Copco Rd, Ashland, OR 97520

  Rare opportunity to own a true off-the-grid retreat that is completely surrounded by thousands of acres of BLM land! This unique offering boasts privacy and security that are often only dreamt about. Developed by the founders of Home Power magazine and designed to be a model for off-grid and self-sustainable living. Esive solar array and battery bank powers the property and is backed up with

  Chris Marshall AFM Real Estate

  

  10000 Copco Rd, Ashland, OR 97520
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  /37

  $1,100,000

  • Land
  • 2.45 Acres
  • $448,980 per Acre

  0 Hwy 66 Unit 428863147, Ashland, OR 97520

  Great development opportunity at the first major I5 intersection as one arrives from California to Ashland, Oregon. This high-traffic corridor property is perfectly positioned for maximum exposure to tens of thousands of vehicles daily. Potential uses include hotel/lodging, retail, restaurant, or mixed-use development—subject to local zoning approvals. An annexation for the development of a hotel

  Patie Millen Millen Property Group

  

  0 Hwy 66 Unit 428863147, Ashland, OR 97520
• 

  

  /21

  $679,900

  • 3 Beds
  • 2.5 Baths
  • 2,043 Sq Ft

  472 Scenic Dr, Ashland, OR 97520

  Lovely Ashland View Home above the boulevard, ideally situated close to downtown, the Oregon Shakespeare Festival and Lithia Park. This beautifully maintained 2,043 square foot property offers a great floor plan, 3 bedrooms, 2.5 baths, hardwood and tile flooring throughout the main living spaces, all complemented by a cozy gas fireplace and abundant natural light. The kitchen and baths feature

  Rick Harris John L Scott Ashland

  472 Scenic Dr, Ashland, OR 97520
• 

  

  /17

  $680,000

  • 1 Bed
  • 0.5 Baths
  • 460 Sq Ft

  2000 Colestin Rd, Ashland, OR 97520

  Beautiful Colestin property on 159 acres with 5 separate lots combined, seasonal creek running through this property, and amazing views. A must-see sanctuary on Colestin Road.

  Jo Heim John L. Scott Medford

  2000 Colestin Rd, Ashland, OR 97520
• 

  

  /27

  $150,000

  • 1 Bed
  • 1 Bath
  • 399 Sq Ft

  7900 Hyatt Prairie Rd Unit 20, Ashland, OR 97520

  You'll love this fully furnished cabin at Hyatt Lake Resort! Whether you seek tranquility or adventure, this cabin is the perfect base camp for creating unforgettable memories. Inside, you'll discover a fully furnished cabin with a primary bedroom w/ queen bed and a loft featuring a queen & twin bed offering plenty of room to sleep 5 people! The full kitchen with gas range is ideal for preparing

  Chelsie Long John L. Scott Medford

  7900 Hyatt Prairie Rd Unit 20, Ashland, OR 97520

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