Homes for Sale near Ashland High School

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  /37

  $835,000

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

  970 Elkader St, Ashland, OR 97520

  Enchanting custom home on rare private acreage within city limits - centrally located above SOU with nearby access to the Ashland Watershed Trails, just six minutes from Ashland's downtown plaza! Abundant natural light and airflow through operable wood-wrapped Sierra Pacific casement windows with metal-clad exteriors, motorized solar screens and awnings, composite deck, solid core doors, cork

  Catherine Rowe Team John L. Scott Ashland

  970 Elkader St, Ashland, OR 97520
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  /34

  $825,000

  • 3 Beds
  • 2.5 Baths
  • 3,142 Sq Ft

  1024 Pinecrest Terrace, Ashland, OR 97520

  Charming Updated Home Above the University! Experience serene mountain views & the relaxed Ashland lifestyle in this beautifully remodeled two-level home w/easy access to walking trails & tranquil natural surroundings. This 3 bedroom, 2 bath, 3,142-sf home extensively renovated in 2007 features 4 fireplaces, newly refinished hardwood flooring, open living, dining & family spaces & stunning chef's

  Scott Lewis John L. Scott Ashland

  

  1024 Pinecrest Terrace, Ashland, OR 97520
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  /41

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  390 Hemlock Ln, Ashland, OR 97520

  Welcome to this beautifully maintained 1730 square foot, 3-bedroom, 2-bath home perfectly situated on a beautifully landscaped corner lot in a highly desirable Ashland neighborhood. The spacious owner's suite occupies the entire second level and features a large walk-in closet and dual vanity — a true retreat. Enjoy morning coffee on the covered front porch or entertain on the back deck just off

  Raliegh Grantham Windermere Van Vleet & Associates

  390 Hemlock Ln, Ashland, OR 97520
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  /25

  $348,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  3087 Oregon 66, Ashland, OR 97520

  Charming Ashland cottage with serene Neil Creek frontage. This delightful 2-bedroom, 1-bath home features an updated kitchen with newer cabinets, granite countertops, and a refreshed bathroom. A newer roof adds to the home's value and appeal. Set on an oversized 0.32-acre lot, the property offers exceptional privacy and natural beauty, with mature trees and a custom pergola enhancing the

  Shannon Tomes John L. Scott Ashland

  3087 Oregon 66, Ashland, OR 97520
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  /42

  $695,000

  • 5 Beds
  • 2 Baths
  • 1,624 Sq Ft

  3087 Oregon 66, Ashland, OR 97520

  Searching for ideal generational living or investment property? Look no further! This rare offering includes two standalone homes on separate lots—right next door to each other. Enjoy peaceful country living just minutes from downtown Ashland. The front home offers 3 beds, 1 bath, 952 sq ft on a .12-acre lot and is ready for your vision to make it shine. The second home features 2 beds, 1 bath,

  Shannon Tomes John L. Scott Ashland

  3087 Oregon 66, Ashland, OR 97520
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  /26

  $348,000

  • 3 Beds
  • 1 Bath
  • 952 Sq Ft

  3089 Oregon 66, Ashland, OR 97520

  Full of potential and charm, this sweet 3-bedroom, 1-bath cottage is just waiting for your personal touch! With a newer roof, a spacious utility room, and a functional layout, the home offers a solid foundation to create something truly special. Offering a great country feel, the yard provides a peaceful oasis with plenty of room to garden, relax, or entertain—all just minutes from town. A

  Shannon Tomes John L. Scott Ashland

  3089 Oregon 66, Ashland, OR 97520
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  /30

  $509,900

  • 1,392 Sq Ft

  581 E Main St, Ashland, OR 97520

  Turn of the century cottage/bungalow in Ashland. Close to downtown. Ideal as an income property, live/rent setup, single family conversion, or vacation rental. This property is mixed use zoning. Operate a business downstairs and live upstairs, rent both for income, or rent upstairs and run vacation rental downstairs. Downstairs has been recently updated and has 2 bedrooms and 1 1/2 baths.

  Chris Trotter Rogue Real Estate, LLC

  581 E Main St, Ashland, OR 97520
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  /35

  $450,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  626 Park St, Ashland, OR 97520

  Spacious and modern cottage-style Ashland home! This home is centrally located near all south Ashland has to offer, while enjoying the privacy of the back corner of a flag lot. The charming front porch leads into an expansive living area that's overflowing with natural light, with windows on every wall and a large skylight. Vaulted ceilings and an open layout make the space feel even more

  Michael Kerlinger John L. Scott Medford

  626 Park St, Ashland, OR 97520
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  /32

  $499,900

  • 2 Beds
  • 1 Bath
  • 1,353 Sq Ft

  71 Gresham St, Ashland, OR 97520

  Location, location, location! 1 block to town. This vintage beauty is waiting for vision & loving care! 2 brm, 1 bath with tub/shower. Dining room area. Bay windows in bedroom, front room & cozy kitchen nook w/ lovely views of mountains give this home additional charm. Fire place in front room. Ready to use on winter days. Lots of storage. Mature landscaping. Wood shed. Large patio area,

  Zan Nix Gateway Real Estate

  71 Gresham St, Ashland, OR 97520
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  /19

  $725,000

  • 3,456 Sq Ft

  65 Woolen Way, Ashland, OR 97520

  Attention all investors and individuals seeking a unique four-plex opportunity! This exceptional multi-family residence is located in the Ashland neighborhood and offers spacious two-bedroom, full bathroom units. Each unit, approximately 856 square feet, includes a kitchen with a range/oven, range-hood, refrigerator, a living room, in-unit laundry room with washer/dryer hookups, & a linen closet.

  Chelle Fowler eXp Realty, LLC

  65 Woolen Way, Ashland, OR 97520
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  /66

  $625,000 Open Sat 10AM - 12PM

  • 2 Beds
  • 2 Baths
  • 1,592 Sq Ft

  263 Oak St, Ashland, OR 97520

  Only two short, level blocks to the Ashland Plaza and just a block from the Food Co-Op and Ace Hardware, this historic Railroad District property somehow feels worlds away. Step into the backyard and you're greeted by the sound of water, views of Lithia Creek, and rare in town solitude. Built in 1912, the Loosely House radiates vintage charm in a close to everything location. The 2 bed, plus a

  John Steinbergs Gateway Real Estate

  263 Oak St, Ashland, OR 97520
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  /7

  $300,000

  • Land
  • 1.00 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
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  /97

  $1,350,000

  • 4 Beds
  • 3.5 Baths
  • 4,332 Sq Ft

  5631 Old Highway 99 S, Ashland, OR 97520

  This meticulously maintained private 20.9 acre estate features an elegant main house with majestic views from every room, original oak and reclaimed oak barnwood floors, mature landscaping, a large sprawling lawn area and an outdoor guest bathroom. The attached 2 car garage is insulated and finished with windows and shelving. The property includes an 1,800 sq ft. barndominium, a deer fenced

  Kathy Weston John L. Scott Medford

  5631 Old Highway 99 S, Ashland, OR 97520
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  /37

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft

  169 Ohio St, Ashland, OR 97520

  Charming cottage on a wonderful lot with alley access and just blocks to downtown Ashland. A lovely front porch with views and mature trees greet visitors and provides a welcoming scene. Inside is a well-cared for home boasting 3 bedrooms and 2 full bathrooms. The living room has built-ins and high ceilings that add to the period charm. A front bedroom overlooks the front yard and could easily

  Mark Philhower Full Circle Real Estate

  169 Ohio St, Ashland, OR 97520
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  /90

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 1,990 Sq Ft

  7874 Hyatt Prairie Rd, Ashland, OR 97520

  Wanting to get away from it all? Well, this is it, across the hwy from Hyatt Lake and minutes to Howard Prairie. 2019 built, and 1990 sq ft. 3 bedrooms and an office or 4 and 3 bath, 2 story. Kitchen has cement countertops, kitchen Aid stainless appliances, hardwood floors and 17-18 ft ceiling. Primary is on the main level with a walk in closet and balcony, bathroom has double sink vanity,

  Kathy Tinsley Windermere Van Vleet & Assoc2

  7874 Hyatt Prairie Rd, Ashland, OR 97520
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  /40

  $1,500,000

  • 4 Beds
  • 4 Baths
  • 2,997 Sq Ft

  310 Holly St, Ashland, OR 97520

  Masterfully renovated mid-century view home with timeless quality and refined finishes by renowned craftsman Ron Albano in the hills above downtown Ashland. All new Sierra Pacific windows, wide-plank hardwood floors, solid-core doors, designer fixtures and hardware, Level 5 drywall finish, quarter-sawn vertical grain white oak cabinetry, meticulous tilework, and gourmet appliances. Vaulted

  Catherine Rowe Team John L. Scott Ashland

  310 Holly St, Ashland, OR 97520
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  /33

  $545,000

  • 2 Beds
  • 1 Bath
  • 884 Sq Ft

  63 Nutley St, Ashland, OR 97520

  Historic Charm Meets Modern Comfort in AshlandStep into a piece of Ashland history with the enchanting Hamaker-Taylor House, dating back to 1889. This beautifully updated 2-bedroom home seamlessly blends historic character with contemporary convenience, just minutes from the cultural heart of Lithia Park and downtown Ashland. Warm laminate flooring flows throughout, while bright windows bathe the

  Larry Sampson Windermere Van Vleet & Assoc2

  63 Nutley St, Ashland, OR 97520
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  /20

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,364 Sq Ft

  371 Patterson St, Ashland, OR 97520

  Charming 3BD/2BA Split-Level Home with Stunning Views—Under $500K! Enjoy breathtaking views of The Pompadour and Grizzly Peak from this delightful split-level home, ideally located near parks, trails, and downtown Ashland. The main level features new solid hickory floors, fresh paint, updated trim, and window treatments. The kitchen boasts granite countertops, a tile backsplash, and stainless

  Anna Houppermans Gateway Real Estate

  371 Patterson St, Ashland, OR 97520
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  /28

  $455,000

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft

  915 Bellview Ave Unit 1, Ashland, OR 97520

  Welcome home! And what a wonderful home it is! With its white picket fence, covered front porch, fully screened in sun porch and a garden that blooms in all four season. This charming 4 bedroom home has one full bedroom and bathroom downstairs and hardwood floors in the main living areas. The kitchen has bead-board cabinetry and solid surface countertops. Upstairs are three additional light

  Kristin McKean Morninglight Properties

  915 Bellview Ave Unit 1, Ashland, OR 97520
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  /35

  $565,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,074 Sq Ft

  2718 Takelma Way, Ashland, OR 97520

  This beautiful two-story home combines elegance and functionality. The kitchen offers beautiful granite countertops and lovely views of the green space through its window. The spacious primary bedroom is conveniently located downstairs, while upstairs, you'll find three additional bedrooms. A cozy living space with gas fireplace enhances the inviting atmosphere, and the light-filled, vaulted

  Jessica Blackwell Full Circle Real Estate

  2718 Takelma Way, Ashland, OR 97520
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  /33

  $182,000

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft

  920 N Mountain Ave, Ashland, OR 97520

  Gorgeous, remodeled one bedroom condominium in the award-winning, 55+ retirement community, Mountain Meadows. Redone with a decorator's eye this unit boasts new carpet, interior paint, luxury vinyl plank flooring, stunning light fixtures, new appliances and blinds. The beautiful living room has a pass-through counter to the kitchen and an adjoining dining area. There is a large primary bedroom

  Marialice Wright RE/MAX Platinum

  920 N Mountain Ave, Ashland, OR 97520
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  /15

  $409,000

  • Land
  • 0.39 Acre
  • $1,048,718 per Acre

  0 Terrace St Unit 220200506, Ashland, OR 97520

  Rare opportunity to buy an amazing building lot in Ashland, Oregon. First time on the market in decades, this .39 of an acre view lot has mature trees, an excellent above downtown location and backs up to the 4 acre, city owned, Cottle Phillips Open Space. The open space ensures a natural buffer below your dream home and provides access to a vast network of nature hiking trails. Per the city

  Justin Donovan Ashland Homes Real Estate Inc.

  0 Terrace St Unit 220200506, Ashland, OR 97520
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  /3

  $265,000

  • Land
  • 1.00 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. Planning review and approval for site development were completed in February 2022, with subsequent

  Lauren Wagenseller Ashland Homes Real Estate Inc.

  440 Glenview Dr, Ashland, OR 97520
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  /30

  $275,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  854 Twin Pines Cir Unit 10, Ashland, OR 97520

  Quiet Upstairs Condo with spectacular views. Oak Knoll Golf course is right around the corner. Remodeled with beautiful new Hickory Style Flooring, all new stainless steel kitchen appliances, waterfall sink, butcher block countertops, and garden window. The bathroom is updated with double sinks, walk-in shower and newer washer and dryer. Water heater is also new. Off of the private 200 sq. ft.

  Joel Calhoun RE/MAX Platinum

  854 Twin Pines Cir Unit 10, Ashland, OR 97520
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  /25

  $280,000

  • 2 Beds
  • 1.5 Baths
  • 988 Sq Ft

  381 Glenn St, Ashland, OR 97520

  Dreaming of Summer Strolls Through Lithia Park or Cozy Winters in the Cascades?Now's your chance to own a charming townhouse in the heart of Ashland—an artsy, vibrant town known for year-round adventure, rich culture, and a warm, welcoming community. Tucked into a peaceful neighborhood just minutes from downtown, offers the perfect blend of comfort, location, and lifestyle. This beautiful 2-story

  amber pena HomeSmart Realty Group

  381 Glenn St, Ashland, OR 97520
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  /26

  $245,000

  • Land
  • 10 Acres
  • $23,786 per Acre

  492 Conifer Way, Ashland, OR 97520

  Incredible Ashland Opportunity! Two Buildable 5-Acre Lots w/Stunning Views! Discover the perfect blend of natural beauty & investment potential w/these 2 attached parcels @492 & 496 Conifer Way. With grand views of the S. OR hills, these lots offer multiple homesite options w/excellent Southern exposure. Both lots confirmed buildable by Jackson County—build a cozy cabin or your dream home on 1 &

  Sarah Iverson John L. Scott Medford

  492 Conifer Way, Ashland, OR 97520
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  /61

  $1,375,000

  • 4 Beds
  • 3.5 Baths
  • 3,206 Sq Ft

  1694 Old Siskiyou Hwy, Ashland, OR 97520

  Just a short drive south of Ashland, Oregon, lies this private 22-acre retreat. This private estate features a custom home, a recently built 5,000+ sq ft shop with striking modern design, plus sweeping views of the mountains. Inside, the home welcomes you with a bright entry foyer, cathedral ceilings, and a Tulikivi soapstone stove. The modern kitchen is equipped with high-end appliances and

  Martin Outdoor Property Group Land Leader

  1694 Old Siskiyou Hwy, Ashland, OR 97520
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  /61

  $975,000

  • 3 Beds
  • 2 Baths
  • 2,624 Sq Ft

  19015 Dead Indian Memorial Rd, Ashland, OR 97520

  Lovely home on beautiful Oregon Horse Property! 30+ acres surrounded by BLM and US Forestry land giving you miles and miles of riding and recreation. Located just 1 mile from Lily Glen Equestrian Park and about 5 miles from the Howard Prairie Resort. The inviting home was completely renovated in 2015 and has an open floor plan with a wrap -around covered porch. At 2624sqft with a large living

  Sandy Brown Windermere Van Vleet Jacksonville

  19015 Dead Indian Memorial Rd, Ashland, OR 97520
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  /49

  $974,900

  • 3 Beds
  • 3.5 Baths
  • 3,713 Sq Ft

  3729 Old Highway 99 S, Ashland, OR 97520

  Private retreat at 3729 Old Hwy 99 S, Ashland. A 3-bed, 3.5-bath, 3,713-sqft contemporary home on 32.44 gated acres. Just 10 min from Ashland's shops, this secluded estate, with a tree-lined drive and gated entry, ensures privacy and epic views of Emigrant Lake and surrounding peaks. The front door opens to a grand living room with vaulted ceilings, wide plank hickory floors, and a

  Dallin George Home Quest Realty

  3729 Old Highway 99 S, Ashland, OR 97520
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  /38

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,386 Sq Ft

  992 Golden Aspen Place Unit 48, Ashland, OR 97520

  Desirable top-floor end-unit condo offers an idyllic haven in a vibrant senior community! Bathed in natural light, the open floor plan boasts vaulted ceilings that create a feeling of spaciousness. You will love the stylish kitchen, complete with granite counters and plenty of storage space. Unwind by the warmth of a crackling gas fireplace, or step out onto your private balcony and soak in

  Anton Faerber Cascade Hasson Sotheby's International Realty

  992 Golden Aspen Place Unit 48, Ashland, OR 97520
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  /89

  $1,750,000

  • 4 Beds
  • 3.5 Baths
  • 5,186 Sq Ft

  1495 Tolman Creek Rd, Ashland, OR 97520

  This isn't just a house—it's a feeling. A place where the weather becomes part of the story, where fog, rain, wind, or sun are never intrusions, but invitations to pause and take it all in. Every corner offers a space to simply be—to read, reflect, gather, or dream. Covered decks, cozy nooks, grounded stairways, and low-rise steps all speak the language of comfort. The home feels solid, like it

  Scott Lewis John L. Scott Ashland

  1495 Tolman Creek Rd, Ashland, OR 97520
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  /27

  $480,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,222 Sq Ft

  32 Lincoln St, Ashland, OR 97520

  Step into this beautifully renovated Ashland home, where modern updates blend seamlessly with timeless charm. The bright and airy interior features stylish finishes, an open-concept layout, and thoughtfully updated spaces perfect for comfortable living. The sleek kitchen boasts high-quality countertops, updated cabinetry, and premium appliances, making it a dream for cooking and entertaining.

  Alexandria Lamont Skip Real Estate

  32 Lincoln St, Ashland, OR 97520
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  /17

  $875,000

  • 1 Bed
  • 1.5 Baths
  • 460 Sq Ft

  2000 Colestin Rd, Ashland, OR 97520

  Beautiful Colestin property on 189 acres with 5 separate lots combined, seasonal creek running through this property, and amazing views. There are fifteen fruit trees on the property. A must see sanctuary on Colestin Road.

  Jo Heim John L. Scott Medford

  2000 Colestin Rd, Ashland, OR 97520
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  /40

  $349,000

  • 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
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  /56

  $975,000

  • 3 Beds
  • 3 Baths
  • 2,811 Sq Ft

  130 Westwood St, Ashland, OR 97520

  Quality custom-built home on a large lot within the west hills of beautiful Ashland, Oregon. Nestled in behind Hald Strawberry Park, a buffer creating a quiet serene setting, and within a short distance to a network of hiking trails. Home has a unique floor plan and can provide a number of different options, configured to be a home within a home and can work well for generational living, a

  Justin Donovan Ashland Homes Real Estate Inc.

  130 Westwood St, Ashland, OR 97520
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  /25

  $630,000

  • 4 Beds
  • 2.5 Baths
  • 1,929 Sq Ft

  346 Stoneridge Ave, Ashland, OR 97520

  Wonderful 4 bedroom, 2.5 bath home in the highly desirable Kestrel Park neighborhood. This beautiful home features an open floor plan, vaulted ceilings, granitecountertops, engineered wood floors, a built in desk, a loft/flex space area and 2 car garage. Great layout with 2 bedrooms downstairs - The main level primary en-suitebedroom/bath offers double sinks, granite countertop, walk-in shower

  Kami Carlson John L. Scott Ashland

  346 Stoneridge Ave, Ashland, OR 97520
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  /28

  $399,000

  • Land
  • 59 Acres
  • $6,773 per Acre

  3727 Old Highway 99 S, Ashland, OR 97520

  Discover the perfect opportunity to build your dream home on this stunning 58.91 acre property! The beautiful homesite is already equipped with essential infrastructure, including a well, storage tanks, septic system, and water and electrical conduits extended to the site, making it ready for your custom build. This expansive property offers plenty of room for privacy, exploration, and enjoying

  Dallin George Home Quest Realty

  3727 Old Highway 99 S, Ashland, OR 97520
• 

  

  /104

  $2,199,000

  • 4 Beds
  • 4.5 Baths
  • 4,793 Sq Ft

  3721 Old Highway 99 S, Ashland, OR 97520

  Discover a breathtaking haven in Ashland, OR—a 4-bed, 4.5-bath, 4,793-sqft custom villa on 80.58 lush acres, listed at $2,199,000. Just 15 minutes from town, this estate (updated in 08/09) offers serene privacy and views of Emigrant Lake, Mt. Ashland, and the valley. Inside, Black Walnut floors, soaring ceilings, and marble-clad baths exude elegance. The chef's kitchen dazzles with a Wolf

  Dallin George Home Quest Realty

  3721 Old Highway 99 S, Ashland, OR 97520
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  /6

  $225,000

  • Land
  • 2.40 Acres
  • $93,750 per Acre

  0 Old Hwy 99 Unit 220199869, Ashland, OR 97520

  This property is perfect to build your dream home on! 2.4 acres flat, useable land just a 10 minute drive to Ashland. Land is conveniently located on the corner of Hwy. 66 & Old Hwy. 99. Enjoy evenings soaking up views of the mountains and Emigrant Lake. There is plenty of space for a barn, stables, pool and home in an area with lush farms and beautiful homes. Power and high speed internet

  Kimberly McMurtrey John L. Scott Ashland

  0 Old Hwy 99 Unit 220199869, Ashland, OR 97520
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  /51

  $875,000

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

  525 Ashland Loop, Ashland, OR 97520

  Searching for the Ultimate Oregon Dream Home & Location? This is it! Meander to the top of the Ashland Loop Dr. (surrounded by bike trails & pedestrian paths) & enjoy some of the most incredible views of city lights. True 4 bdrm home w/open floor plan & lg windows throughout. Too many upgrades & extras to list all. Real oak HW floors throughout most of the main level. Gourmet style kitchen

  JJ Kramer John L. Scott Medford

  525 Ashland Loop, Ashland, OR 97520

Showing Results 41 - 80, Page 2 of 5