Homes for Sale near TRAILS Outdoor School

• 

  

  

  /18

  $3,000,000

  • 11,208 Sq Ft

  230 Grant St, Ashland, OR 97520

  Rare ten-unit investment available within the Hillview Condominium development near parks, downtown entertainment, and Asante Ashland Community Hospital. Seller financing available with variable interest rates starting at 2.5% for terms of 5 and 10 years. Units range from 1,034 to 1,174 SqFt - each with two bedrooms and one full bathroom, open living and dining area, high ceilings, kitchen with

  Catherine Rowe Team John L. Scott Ashland

  230 Grant St, Ashland, OR 97520
• 

  

  

  /57

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,740 Sq Ft

  1179 N Main St, Ashland, OR 97520

  Bask in the beauty of Ashland living with this stunning 3 bedroom/2 bath home, offering over 1,700 sq.ft. of comfortable, elegant space and breathtaking views of the Cascade Mountains and surrounding valley. Expansive windows flood the home with natural light, highlighting the open layout and updated finishes throughout. The spacious main level features a beautifully renovated kitchen, two full

  Matt Misener RE/MAX Platinum

  1179 N Main St, Ashland, OR 97520
• 

  

  /2

  $599,900

  • 4 Beds
  • 3.5 Baths
  • 2,105 Sq Ft

  996 Spring Way, Ashland, OR 97520

  This terrific 4 bedroom and 3.5 bathroom home features a formal dining room, gas fireplace, with 2105 square feet of living space. Two bedrooms are on each level, the master bedroom is upstairs. The master bedroom includes a walk-in closet, and a spa tub, along with a deck off the master bedroom. This spacious home is just minutes away from downtown Ashland and is close to Bellview Elementary

  Tim McCullough Oak Tree

  996 Spring Way, Ashland, OR 97520
• 

  

  

  /26

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft

  311 Luna Vista St Unit 2, Ashland, OR 97520

  This front condo of a two-unit complex is quiet and feels like a standalone home. It is located in a prime location near Ashland Hospital, downtown, and to key access points throughout the valley. The upper level features vaulted ceilings, a spacious living area with wet bar, sliding door to the balcony, eating area, well-appointed kitchen with butcher block counter section and pantry like

  Molly Mullane Full Circle Real Estate

  311 Luna Vista St Unit 2, Ashland, OR 97520
• 

  

  

  /142

  $4,400,000

  • 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
• 

  

  /25

  $435,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  759 S Mountain Ave, Ashland, OR 97520

  A rare opportunity in one of Ashland's most sought-after neighborhoods! Just above Southern Oregon University in the Mountain Pines Subdivision, this charming 2-bedroom, 1-bath cottage sits on a spacious .23-acre lot, ideal for building your dream home while living on site. The property is already equipped with two meter boxes, plus water and sewer lines in place, offering a head start on future

  Sophia Wiencek John L. Scott Ashland

  759 S Mountain Ave, Ashland, OR 97520
• 

  

  /51

  $2,195,000

  • 4 Beds
  • 3.5 Baths
  • 4,850 Sq Ft

  5293 Oregon 66, Ashland, OR 97520

  Tucked behind a gated entry, is an architecturally distinct custom-built home with mountain and valley views across 29.5 lush, irrigated acres. The great room features a large propane fireplace & French doors that open to expansive Ipe decks. The chef's kitchen includes a Sub-Zero fridge, stainless propane cooktop, granite counters, cherry cabinetry, fir beams & both breakfast area and bar.

  Camilla Cassity Gateway Real Estate

  5293 Oregon 66, Ashland, OR 97520
• 

  

  /12

  $359,000

  • Land
  • 9.96 Acres
  • $36,044 per Acre

  184 E Valley View Rd, Ashland, OR 97520

  Homesite approval is near completion! Build your dream home with amazing views and the feeling of living in the country. This property is still just minutes from Downtown Ashland, Talent and Phoenix. With 9.96 acres and 100% irrigation rights through TID (Talent Irrigation Department). Installed well, zoned EFU and ideal for raising crops, horses, cattle and farm related uses. Come enjoy southern

  Paul Hart John L. Scott Medford

  184 E Valley View Rd, Ashland, OR 97520
• 

  

  /35

  $36,000

  • 2 Beds
  • 1 Bath
  • 480 Sq Ft

  2799 Siskiyou Blvd Unit 7, Ashland, OR 97520

  Cute and Quaint 2 bedroom, 1 full bath mobile in an all age park. Home has a gas furnace forced air, window A/C unit, laminate flooring, carpet in bedrooms. Bathroom offers a tub/shower combo. Fridge and range/oven included. Nice covered front Porch for outside living with small yard area. Park has onsite laundry facilities and check with park for pet policy. Mobile is being sold

  Jessica Harding Coldwell Banker Pro West R.E.

  2799 Siskiyou Blvd Unit 7, Ashland, OR 97520
• 

  

  /23

  $121,900

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  215 Tolman Creek Rd Unit SPC 10, Ashland, OR 97520

  The split bedroom plan provides nice separation of space for the bedrooms. French doors lead into the primary bedroom with a bay window, large walk-in closet and ensuite bathroom. Laminate wood floors in the living area, primary bedroom and 2nd bedroom with carpet in the 3rd bedroom. The home is located toward the back of the park with mature trees in the back yard. The park offers a grassy

  Karen Larsen Windermere Van Vleet & Associates

  215 Tolman Creek Rd Unit SPC 10, Ashland, OR 97520
• 

  

  /34

  $495,000

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  2969 Barbara St, Ashland, OR 97520

  Charming Ashland home in a fantastic neighborhood! The home boasts 2000 SQFT 4 bedroom, 2 bathroom home recently painted inside and out. This move-in-ready property features vaulted ceilings, brand-new heat pumps for year-round comfort and new carpet. Enjoy stunning mountain views from the large back deck. With two gas meters, two electrical panels, and two heat pumps there's excellent potential

  Joel Calhoun RE/MAX Platinum

  2969 Barbara St, Ashland, OR 97520
• 

  /2

  $110,000

  • Land
  • 0.14 Acre
  • $785,714 per Acre

  582 Washington St, Ashland, OR 97520

  Washington Business Plaza is just the right place for your business! This location has incredible views, easy access to I-5 and plenty of parking. The E-1 zoning allows for wide variety of uses for your business so call your builder and design your future business venture today. Buyer due diligence, information deemed accurate but not verified.

  Kevin Anderson John L. Scott Medford

  582 Washington St, Ashland, OR 97520
• 

  

  /24

  $365,000

  • 2 Beds
  • 2 Baths
  • 1,338 Sq Ft

  795 Oak Knoll Dr, Ashland, OR 97520

  Tucked away in a desirable neighborhood surrounded by scenic mountain views, this inviting 2-bedroom, 2-bath home offers both comfort and convenience. Just minutes from Oak Knoll Golf Course, local lakes, acclaimed wineries, and downtown, it's ideally located for both relaxation and recreation. Longtime residents have cherished this community—and it's easy to see why!

  Joel Calhoun RE/MAX Platinum

  795 Oak Knoll Dr, Ashland, OR 97520
• 

  

  /29

  $130,000

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft

  941 Mountain Meadows Cir Unit 20, Ashland, OR 97520

  Top-floor condo in the heart of Mountain Meadows 55+ Community! This beautifully designed unit features vaulted ceilings, cork flooring, custom paint, and a spacious balcony that extends your living space outdoors. Though compact, the smart floor plan makes it feel much larger than its square footage suggests. Enjoy the convenience of a full-size washer and dryer, refrigerator, dishwasher,

  Marialice Wright RE/MAX Platinum

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

  

  /4

  $1,829,500

  • Land
  • 1.68 Acres
  • $1,088,988 per Acre

  0 Tolman Cr Rd Unit 220204970, Ashland, OR 97520

  Prime 1.68-Acre Development Opportunity in Ashland! Located in the high-visibility Transit Triangle Overlay, this E-1 zoned property supports a mix of commercial and residential uses. With sidewalks, curbs, and utility stubs via Independent Way already in place, it's ready for immediate development. Ideal for retail, mixed-use, multi-family, QSR pads, or boutique lodging. A rare opportunity to

  Nate Sanford Keller Williams Realty Southern Oregon

  0 Tolman Cr Rd Unit 220204970, Ashland, OR 97520
• 

  

  /25

  $250,000

  • Land
  • 0.51 Acre
  • $490,196 per Acre

  720 Terrace St, Ashland, OR 97520

  Here's your chance to build your dream home on a rare half-acre lot at the end of Terrace Street in Ashland. Nestled in a quiet cul-de-sac, this gently sloped parcel offers sweeping views of the valley and Lithia Park. With the Red Queen trailhead right next door, outdoor adventure is steps away. Utilities are already at the street, and with City-owned land as your neighbor, privacy and peace

  Nate Sanford Keller Williams Realty Southern Oregon

  720 Terrace St, Ashland, OR 97520
• 

  

  /86

  $1,250,000

  • 4 Beds
  • 3.5 Baths
  • 4,189 Sq Ft

  1999 Tolman Creek Rd, Ashland, OR 97520

  Custom-built in 1986, this meticulously maintained home blends superior craftsmanship with thoughtful design. Wrapped in clear cedar siding with a lifetime-guaranteed tile roof, it features solid cherrywood floors, cabinetry, and doors, vaulted cedar ceilings, and a two-sided granite fireplace. Abundant natural light, cross-ventilation, and expansive views flow through large windows and a 1,280

  Steve Thomas eXp Realty, LLC

  1999 Tolman Creek Rd, Ashland, OR 97520
• 

  

  /24

  $265,000

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  854 Twin Pines Cir Unit 7, Ashland, OR 97520

  BEAUTIFUL LIGHT AND BRIGHT END UNIT! 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 upgraded flooring with newer

  Tom Bernhart John L Scott Real Estate Grants Pass

  854 Twin Pines Cir Unit 7, Ashland, OR 97520
• 

  

  /30

  $550,000

  • 2 Beds
  • 2 Baths
  • 913 Sq Ft

  220 Nutley St, Ashland, OR 97520

  Completely rebuilt single-level 1920s cottage on a third-acre parcel between Lithia Park and Hald-Strawberry Park, just two minutes from Ashland's downtown plaza! New roof, foundation, windows, waterproof LVP floors, electrical, plumbing, and sewer line as of 2022. Vaulted kitchen with chandelier, butcher block dining island and counters, granite double sink, marble tile backsplash, electric

  Catherine Rowe Team John L. Scott Ashland

  220 Nutley St, Ashland, OR 97520
• 

  

  /32

  $475,000 Open Sat 3PM - 5:30PM

  • 3 Beds
  • 2 Baths
  • 1,266 Sq Ft

  1040 E Main St, Ashland, OR 97520

  This versatile property offers a range of living options: enjoy it as a single-family home with a private upstairs guest suite, or take advantage of its rental potential just minutes from town, parks, and schools. The charming main level features two bedrooms, one bathroom, and efficient ductless heating and cooling. Upstairs, a separate one-bedroom suite includes a full bathroom, kitchenette and

  Cameron Allen John L. Scott Ashland

  1040 E Main St, Ashland, OR 97520
• 

  

  /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
• 

  

  /18

  $859,900

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  566 Coffee Ln, Ashland, OR 97520

  This warm and inviting single level craftsman style new construction home yet to be built will have 3 bedrooms, 2 bathrooms including a luxurious primary bedroom suite, open living area with vaulted ceilings, fireplace, covered front porch and open deck. Built to Earth Advantage Platinum standards the home will be full of light yet energy efficient with ductless heating and cooling, highly rated

  Molly Mullane Full Circle Real Estate

  566 Coffee Ln, Ashland, OR 97520
• 

  

  /41

  $479,500

  • 3 Beds
  • 3 Baths
  • 1,459 Sq Ft

  4260 Clayton Rd, Ashland, OR 97520

  Enjoy Ashland living on a 2.46 acre horse property, just minutes from downtown. Owner will carry. The single-level farmhouse opens up to 3 bedrooms and 2 full bathrooms, with generous windows and exposed timber beams throughout. Underneath, there is a large 1,085' daylight basement with exterior access and a third full bathroom. Behind the home, you will find a 4-stall, 840' stable built in 2006,

  Denver Lamont Cascade Hasson SIR

  4260 Clayton Rd, Ashland, OR 97520
• 

  

  /39

  $998,500

  • 3 Beds
  • 2 Baths
  • 1,996 Sq Ft

  3060 Ashland Mine Rd, Ashland, OR 97520

  Luxury meets efficiency & privacy in this 2025 custom home, designed to capture truly stunning panoramic valley views. Earth Advantage Platinum certification guarantees a healthier & more comfortable living experience, provides peace of mind through the use of sustainable & durable products, and saves thousands. Set on a private 5-acre lot with ample parking. The breathtaking views are brought in

  Greg Goebelt John L. Scott Ashland

  3060 Ashland Mine Rd, Ashland, OR 97520
• 

  

  /50

  $495,000

  • 2 Beds
  • 2 Baths
  • 1,827 Sq Ft

  166 Nob Hill St, Ashland, OR 97520

  Fantastic opportunity on a .35 acre lot with incredible views & just blocks to the Ashland Plaza. This three-bedroom, two-bathroom home is at the corner of Nob Hill and Scenic, making it a prime location. The 1827 sq ft home is in need of a renovation that will complement this wonderful location. The oversized lot has development potential as there is plenty of space for an ADU, a garage, or even

  Mark Philhower Full Circle Real Estate

  166 Nob Hill St, Ashland, OR 97520
• 

  

  /51

  $1,695,000

  • 4 Beds
  • 3.5 Baths
  • 4,382 Sq Ft

  1475 Dead Indian Memorial Rd, Ashland, OR 97520

  Experience the pinnacle of country living on nearly 25 private, gated acres just minutes from downtown Ashland. This 4,382 sq. ft prairie-style estate blends elegance, function, and opportunity - zoned for vineyard, orchard, or equestrian use. Soaring vaulted ceilings, radiant canary wood floors, and expansive high-end windows frame stunning views of Mt. Ashland, Pilot Rock, and Pompadour

  DeAnna Sickler & Dyan Lane John L. Scott Ashland

  1475 Dead Indian Memorial Rd, Ashland, OR 97520
• 

  

  /19

  $259,777

  • Land
  • 0.42 Acre
  • $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
• 

  

  /86

  $1,975,000

  • 4 Beds
  • 5.5 Baths
  • 4,584 Sq Ft

  586 B St, Ashland, OR 97520

  1910 Craftsman Style home in the Railroad District of Ashland, Oregon. This incredible property underwent an extensive renovation in 2008 by Bostwick Construction. The seamless transition from original to additional space was done in such a way as to restore the authenticity of the style, while adding amenities in a tasteful manner. Main house has approx. 4144 sf w/ 4 bedrooms and 4 1/2

  Justin Donovan Ashland Homes Real Estate Inc.

  586 B St, Ashland, OR 97520
• 

  

  /28

  $159,900

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  1 Corral Ln Unit 37, Ashland, OR 97520

  2025 Tempo Series- Rising Sun- 2 bedroom, 2 Full Baths, 1056sq ft. Stainless Steel Samsung aplliances, ECOBEE Smart Thermostat, Solar ready! Home comes complete with RHEEM Hybrid Heat Pump, Storage shed and carport!

  Daniell Kennedy Windermere Van Vleet Jacksonville

  1 Corral Ln Unit 37, Ashland, OR 97520
• 

  

  /27

  $159,900

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  1 Corral Ln Unit 38, Ashland, OR 97520

  2025 Tempo Series- Rising Sun- 2 bedroom, 2 Full Baths, 1056sq ft. Stainless Steel Samsung appliances, ECOBEE Smart Thermostat, Solar ready! Home comes complete with RHEEM Hybrid Heat Pump, Storage shed and carport!

  Daniell Kennedy Windermere Van Vleet Jacksonville

  1 Corral Ln Unit 38, Ashland, OR 97520
• 

  

  /35

  $534,900

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  173 Helman St, Ashland, OR 97520

  Location, location, location - just a few blocks from Ashland's downtown Plaza, zoned R-3, is this charming 3 bedroom, 2 bathroom home with history and modern amenities. The main level has a functional open floor plan with living room, eating area that has a freestanding wood stove and kitchen with lots storage, laundry/mud area, bedroom and 2 bathrooms (one with a traditional steam sauna). The

  Molly Mullane Full Circle Real Estate

  173 Helman St, Ashland, OR 97520
• 

  

  /83

  $1,250,000

  • 5,247 Sq Ft

  67 Woolen Way, Ashland, OR 97520

  Hard to find 4 plex plus separate home on large R-2 lot. Walking distance to downtown. The units have been updated and are well maintained. Fully rented. One unit is rented fully furnished . The main home was remodeled 4 years ago. All units have private rear yards that are newly fenced. One of the apartments is complimented with a tile shower plus separate bathtub. Washers and dryers included in

  Jack Latvala Star Properties

  67 Woolen Way, Ashland, OR 97520
• 

  

  /7

  $300,000

  • Land
  • 1 Acre
  • $300,000 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
• 

  

  /31

  $850,000

  • 2 Beds
  • 2 Baths
  • 1,160 Sq Ft

  1249 N Valley View Rd, Ashland, OR 97520

  It's all about the beautiful 13.39 contiguous acres with 12.6 acres of TID irrigation, panoramic views and just minutes to downtown Ashland. Family owned since 1964, the original home was built in 1915. There are 3 separate tax lots, one with the original home,6-stall horse barn and workshop (5.81 acres), one that has a non-expiring homesite (confirm with county) with fantastic panoramic views

  David Sprague Sherri Blanton Real Estate LLC

  1249 N Valley View Rd, Ashland, OR 97520
• 

  

  /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
• 

  

  /40

  $329,000

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

  820 Satsuma Ct Unit 6, Ashland, OR 97520

  Explore serenity in this well-maintained single-level condo on a quiet cul-de-sac in Ashland's Mountain Meadows. This ground-level gem offers two bedrooms, two bathrooms, and an attached garage. The light-filled living room features a beautiful gas fireplace, creating a cozy focal point. The kitchen, with solid wood cabinets, flows seamlessly for cooking and entertaining. Relish the spacious

  Marialice Wright RE/MAX Platinum

  820 Satsuma Ct Unit 6, Ashland, OR 97520
• 

  

  /32

  $260,000

  • 2 Beds
  • 1.5 Baths
  • 1,078 Sq Ft

  954 Golden Aspen Place Unit 11, Ashland, OR 97520

  Experience exceptional living at 954 Golden Aspen, nestled in Ashland's premier 55+ resort-style community, Mountain Meadows. Ideally located just steps from the clubhouse and dining area—convenience is right down the hall! This beautifully maintained condominium features an expansive private patio, perfect for enjoying the lovely courtyard and professionally landscaped surroundings. Inside,

  Marialice Wright RE/MAX Platinum

  954 Golden Aspen Place Unit 11, Ashland, OR 97520
• 

  

  /51

  $825,000

  • 4 Beds
  • 3 Baths
  • 2,964 Sq Ft

  525 Ashland Loop, Ashland, OR 97520

  Searching for the ultimate Oregon dream home and location? This is it. Nestled near the top of Ashland Loop Drive, surrounded by bike and pedestrian trails, this home offers sweeping views of the city lights and mountains. The open floor plan is filled with natural light from large windows, highlighting real oak hardwood floors and a gourmet kitchen with granite countertops, high-end appliances,

  Carrie Dahle John L. Scott Ashland

  525 Ashland Loop, Ashland, OR 97520
• 

  

  /71

  $999,500

  • 3 Beds
  • 2.5 Baths
  • 2,362 Sq Ft

  514 Granite St, Ashland, OR 97520

  Beautiful setting, with views of Grizzly Peak & Ashland Creek. Close to downtown Ashland, across from Lithia Park and hiking trails sits a lovely 3 bedroom, 2.5 bath craftsman style home on 3 tax lots for a total of 1.13 acres. Also included is a detached guest house. Enjoy the sounds of Lithia Park's Ashland Creek from both home and guest quarters. The main home has been lovingly renovated in

  Rachel Whitley Gateway Real Estate

  514 Granite St, Ashland, OR 97520
• 

  

  /18

  $2,800,000

  • 3 Beds
  • 6 Baths
  • 3,564 Sq Ft

  1320 N Mountain Ave, Ashland, OR 97520

  New lease-option and seller-carried financing terms available! Dana Campbell Vineyards is a legacy wine business offering multiple avenues for growth with unparalleled proximity to Ashland's renowned cultural amenities. Elegantly remodeled tasting room residence with panoramic valley views, great room with service bar and gas fireplace, catering kitchen, break room, ADA bathrooms, and three guest

  Catherine Rowe Team John L. Scott Ashland

  1320 N Mountain Ave, Ashland, OR 97520

Showing Results 121 - 160, Page 4 of 5