Ashland, OR Homes for Sale with Acreage

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  /60

  $875,000

  • 4 Beds
  • 2 Baths
  • 2,070 Sq Ft

  288 Maywood Way, Ashland, OR 97520

  Privately tucked at the end of Maywood Way, this stunning single-level contemporary home sits on 6.81 irrigated acres just minutes from downtown Ashland, the golf course, & Emigrant Lake. Surrounded by peaceful pastureland, this custom home is designed for exceptional indoor-outdoor living, featuring a light-filled great room with vaulted ceilings, lime-washed walls, hardwood floors, and a

  

  Rockwell Group

  eXp Realty, LLC

  (458) 455-0716

  288 Maywood Way, Ashland, OR 97520
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• 

  

  

  /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) 299-0930

  3152 Siskiyou Blvd, Ashland, OR 97520
• 

  

  

  /17

  $2,900,000

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft

  420 Reiten Dr, Ashland, OR 97520

  Premier 36-Acre Cannabis Cultivation & Distribution Property - Ashland, Oregon.Rare opportunity to own a state-of-the-art Tier II cannabis cultivation & distribution facility on 36 acres near Emigrant Lake. This turnkey operation offers both scale & efficiency, featuring: Indoor Facility: 10,000 sq.ft. hydroponic grow, fully automated fertigation system capable of watering 3,200 plants in 30

  

  Glen Thone

  RE/MAX Integrity

  (458) 233-7916

  420 Reiten Dr, Ashland, OR 97520
• 

  

  

  /13

  $275,000

  • Land
  • 166.6 Acres
  • $1,651 per Acre

  639 Cove Rd, Ashland, OR 97520

  Step into your private oasis on 166.6 beautiful acres of gorgeous views and scenery! Two separate tax lots are ready for you to build the home of your dreams. The septic is approved, the shared well is up and running, there is power at the road and has a spring near the top of the mountain. This secluded property features a vibrant mix of mature trees and colorful wildflowers. Abundant wildlife

  

  John Ford

  Ford Real Estate

  (458) 224-3811

  639 Cove Rd, Ashland, OR 97520
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  /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

  eXp Realty, LLC

  (458) 203-3385

  

  2809 Dead Indian Memorial Rd, Ashland, OR 97520
• 

  

  /48

  $1,900,000

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

  309 Granite St, Ashland, OR 97520

  Addressed as 309 and 311 Granite Street, this exceptional estate is tucked above Lithia Park on nearly six private acres, blending timeless European elegance with the tranquility of a forested retreat. Surrounded by mature trees, stone pathways, outdoor patios, and serene water features, the property feels secluded and intentional, yet remains just minutes from downtown Ashland, the Oregon

  

  Nick Shivers

  eXp Realty, LLC

  (458) 203-8994

  

  309 Granite St, Ashland, OR 97520
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  /48

  $1,890,000

  • 6 Beds
  • 5 Baths
  • 4,537 Sq Ft

  1940 Soda Mountain Rd, Ashland, OR 97520

  This home is like a warm hug! The 100-acre property embraces everything! You can have it all...3025sf Main Home, 1512sf Guest House, RV barn, workshop, gardens. Main house: built by Asher Homes in 2016, expertly sited to capture optimal sun exposure, stunning views-Mt Ashland, Pilot Rock, Cascades & Siskiyous. Interior finishes in PNW style. Main level primary, custom cabinetry throughout. Even a

  Kristin McKean Morninglight Properties

  1940 Soda Mountain Rd, Ashland, OR 97520
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  /57

  $2,770,000

  • 4 Beds
  • 4.5 Baths
  • 7,936 Sq Ft

  1988 Old Siskiyou Hwy, Ashland, OR 97520

  This stunning estate provides a uniquely designed light filled home with the privacy of over 22 acres. The living space revolves around an outdoor courtyard. The extensive use of glass brings in an abundance of natural illumination from all directions. Opening the sliders allows for a flow between the living space and the natural beauty outside. A massive great room provides wonderful space for

  John Wieczorek Gateway Real Estate

  1988 Old Siskiyou Hwy, Ashland, OR 97520
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  /59

  $2,300,000

  • 9 Beds
  • 9.5 Baths
  • 5,406 Sq Ft

  668 N Main St, Ashland, OR 97520

  This 1880 farmhouse was originally converted into a bed and breakfast in 1983. The Morical House Garden Inn has a rich history and now has 9 bedrooms and 10 bathrooms. The main house has original red fir floors and much of the Victorian era woodwork and other features have been maintained over the years. The carriage house was added in 1995, and the Inn created a luxurious experience for its

  Raliegh Grantham Windermere Van Vleet & Associates

  668 N Main St, Ashland, OR 97520
• 

  

  /46

  $950,000

  • 3 Beds
  • 2.5 Baths
  • 2,394 Sq Ft

  545 Conifer Way, Ashland, OR 97520

  Discover unparalleled privacy and the captivating beauty of the Cascade-Siskiyou region in this custom-built Cedar home. Thoughtfully designed to frame the surrounding natural beauty through every window, the home's interior features Maple hardwood floors, 20-ft vaulted ceilings, and a stunning stone fireplace, creating an authentic Oregon lodge ambiance. Effortless single-level living is

  Anton Faerber Cascade Hasson Sotheby's International Realty

  545 Conifer Way, Ashland, OR 97520
• 

  

  /40

  $949,900

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

  3060 Ashland Mine Rd, Ashland, OR 97520

  Modern luxury meets privacy in this 2025 custom home by Suncrest Homes, a trusted builder of 450+ Rogue Valley residences. Earth Advantage Platinum certified for superior efficiency, comfort, and long-term savings. Set on a private 5-acre parcel with ample parking and a paved drive, this home is designed to showcase breathtaking panoramic valley views through transom windows and sliding French

  Greg Goebelt John L. Scott Ashland

  3060 Ashland Mine Rd, Ashland, OR 97520
• 

  

  /23

  $279,000

  • Land
  • 10.2 Acres
  • $27,353 per Acre

  500 Conifer Way, Ashland, OR 97520

  Discover this perfect opportunity to build your dream home on 10 acres with amazing panoramic views of the Ashland Hills! This sale includes two attached RR-5 tax lots. One lot has a non expiring homesite, includes house plans, has electric on property, and ATT septic approval! Home site location also has expansive & breathtaking views! Driveway recently graded, rock added and compacted. New well

  Sarah Iverson John L. Scott Medford

  500 Conifer Way, Ashland, OR 97520
• 

  

  /28

  $179,000

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

  0 Eagle Mill Rd Unit 11573107, Ashland, OR 97520

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

  Chris Martin

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

  

  /25

  $593,422

  • 3 Beds
  • 2 Baths
  • 1,557 Sq Ft

  108 Baldy Creek Rd Unit 1102, Ashland, OR 97520

  Brand new 3BD/2BA home to be built! Choose your customizations! Split floor plan w/open concept vaulted living room, dining room & kitchen w/island-breakfast bar. Master suite w/dual vanity & walk-in closet. 4.72 beautiful acres w/homesite, well, power, and septic approval! A serene mix of forest and pasture land w/seasonal creek running through & scenic backdrop of mountain vistas. Charming,

  Tina Jackson-Berger Evimero Realty Southern Oregon LLC

  108 Baldy Creek Rd Unit 1102, Ashland, OR 97520
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  /32

  $600,000

  • 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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  /53

  $595,000

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

  30 Steinman Dr, Ashland, OR 97520

  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 spacious primary suite featuring

  Greg Goebelt John L. Scott Ashland

  30 Steinman Dr, Ashland, OR 97520
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  /37

  $600,000

  • 7 Beds
  • 3 Baths
  • 3,084 Sq Ft

  2011 Dead Indian Memorial Rd, Ashland, OR 97520

  Rare family homestead served by 400+ GPM well on EFU-zoned acreage in the foothills of Grizzly Peak near Pompadour Bluff, just six miles from downtown Ashland! Main level of primary residence with charming covered front porch, two bedrooms with closets, full bathroom with tub shower, living room with pellet stove, dining area with bay window, kitchen with stainless double sink, dishwasher,

  Rowe Real Estate Team John L. Scott Ashland

  2011 Dead Indian Memorial Rd, Ashland, OR 97520
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  /29

  $475,000

  • 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
• 

  

  /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
• 

  

  /31

  $265,000

  • Land
  • 2.15 Acres
  • $123,256 per Acre

  4712 Old Highway 99 S, Ashland, OR 97520

  Private Forest Retreat Just Minutes from AshlandTucked into the woods yet conveniently close to the City of Ashland, this rural residential property offers the perfect balance of privacy, natural beauty, and accessibility. Situated at approximately 3,200 feet elevation, the setting feels like your own secluded forest retreat while remaining just a short drive from 2.15-acre hillside parcel has

  Garrett Zoller

  4712 Old Highway 99 S, Ashland, OR 97520
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  /104

  $787,000

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

  15922 Green Springs Hwy, Ashland, OR 97520

  Beautiful 2007-built 3 bedroom, 3 bath, 3,488 sq ft home set on 13.63 acres with a large shop, a strong‑producing well, and a nice‑sized pond stocked with fish. This property backs directly to the Pinehurst Airstrip, offering rare and immediate airstrip access right out your backyard—a standout feature for aviation enthusiasts. Located within the Cascade-Siskiyou National Monument,

  Shawntell Carson Rogue River Valley Realty

  15922 Green Springs Hwy, Ashland, OR 97520
• 

  

  /23

  $165,000

  • Land
  • 4.72 Acres
  • $34,958 per Acre

  108 Baldy Creek Rd, Ashland, OR 97520

  This beautiful 4.72 acre lot with approved homesite awaits your new build. Well, power, and septic approval in place! A serene mixture of forest and pasture land with a seasonal creek running through, set against a scenic backdrop of nearby mountain vistas. A charming, rustic cabin/barn with sizable loft- use for storage or renovate for guest quarters! Added peace of mind with the fire district's

  Tina Jackson-Berger Evimero Realty Southern Oregon LLC

  108 Baldy Creek Rd, 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
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  /48

  $4,500,000

  • 2 Beds
  • 5 Baths
  • 9,879 Sq Ft

  2700 N Valley View Rd, Ashland, OR 97520

  Centrally located along the west coast I-5 corridor, this spectacular one-of-a-kind home, on 700 awe-inspiring acres, offers magnificent sanctuary and adventure, as well as convenience. One of the most naturally beautiful regions of the country, this area of southern Oregon is known for a developing wine industry and phenomenal outdoor recreation opportunities. Characterized by four distinct

  Chris Martin John L. Scott Medford

  

  2700 N Valley View Rd, Ashland, OR 97520
• 

  

  /35

  $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

  $269,000

  • Land
  • 1.8 Acres
  • $149,444 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

  $392,000

  • 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
• 

  

  /19

  $160,000

  • Land
  • 4.79 Acres
  • $33,403 per Acre

  2345 Old Greensprings Hwy, Ashland, OR 97520

  Owner carry offers considered! Location, location, location! Looking for 4+ acre buildable lot close to Emigrant Lake? If so, this is the one for you! Seconds away from Emigrant Lake, this usable lot features a roughed in driveway, well (no reports), close proximity to power, homesite approval (Measure 49), septic approval, and amazing views of the mountainside from the potential homesite as

  Alex Aaronson John L. Scott Medford

  2345 Old Greensprings Hwy, Ashland, OR 97520
• 

  

  /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
• 

  

  /18

  $3,500,000

  • Land
  • 9.71 Acres
  • $360,453 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 area for sustainable, mixed-use growth. Consisting of three contiguous parcels with direct East Main Street frontage, the property lies just outside city limits yet within the Urban Growth Boundary, providing a clear and efficient path to

  Chris Pfau Coldwell Banker Pro West R.E.

  2082 E Main St, Ashland, OR 97520
• 

  

  /25

  $120,000

  • Land
  • 5 Acres
  • $24,000 per Acre

  0 Tyler Creek Rd Unit 220216609, Ashland, OR 97520

  Discover the perfect blend of privacy and potential on this beautiful 5-acre forested parcel. Gently sloped and surrounded by mature trees, this property offers a serene natural setting with filtered views and a homesite. The varied terrain provides character and opportunity for a custom home designed to complement the landscape. Enjoy peaceful seclusion while still being within a short drive of

  Melanie Peitzke Windermere Van Vleet & Associates

  0 Tyler Creek Rd Unit 220216609, Ashland, OR 97520
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  /26

  $1,590,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,299 Sq Ft

  271 Cove Rd, Ashland, OR 97520

  Stunning brand new custom to-be-built home, by well known builder Lewis Homes LLC. Enjoy 30.6 usable acres with approx 10 acres of irrigation rights. This energy efficient home will feature an open floor plan, 4 bedrooms, 3.5 bathrooms, high ceilings, and abundant natural light. The spacious living room includes a gas fireplace and oversized covered porch. Gourmet kitchen with beautiful

  Kelli Hokinson RE/MAX Integrity

  271 Cove Rd, Ashland, OR 97520
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  /30

  $699,900

  • 3 Beds
  • 3 Baths
  • 3,020 Sq Ft

  1751 Dragon Fly Ln, Ashland, OR 97520

  Amazing 3.5 acre property situated above the Ashland Canal and offers breathtaking views of the mountains and the city below. This charming property offers lots of trees, privacy, a storage shed and additional building. This 1983 built home offers 3 bedrooms and 3 bathrooms, huge living room and primary on the main level. Enjoy the large deck that overlooks the property and the incredible views.

  Tim Myers Realty Services Team

  1751 Dragon Fly Ln, Ashland, OR 97520
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  /54

  $1,724,000

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

  3721 Old Highway 99 S, Ashland, OR 97520

  Currently operated as a successful Airbnb, this 80-acre villa overlooks the valley and Emigrant Lake offering privacy and elegance.Each of the 4 en-suite bedrooms captures the stunning view.The chef's kitchen is a showpiece with an oversized island, honed granite, double ovens, prep sink, heated & refrigerated drawers, 3 dishwashers, custom cabinetry and an 8-burner Wolf range.Black Walnut floors

  Ted Morrow eXp Realty LLC

  3721 Old Highway 99 S, Ashland, OR 97520
• 

  

  /29

  $529,000

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft

  115 Wilson Rd, Ashland, OR 97520

  Thinking of country living, a mini farm, a big garden? This might be the perfect Ashland location for you. Beautiful views of the mountains and valley. 3.63 slightly sloped acres with TID irrigation rights. This single level home has been a rental and is in need of some work and updates, but what a lovely sunny location to work with. Lots of hardwood (oak) floors could be more beautiful if

  Rebecca Brunot Sherri Blanton Real Estate LLC

  115 Wilson Rd, Ashland, OR 97520
• 

  

  /20

  $119,000

  • Land
  • 5.38 Acres
  • $22,119 per Acre

  0 Timberlake Dr Unit 391E25 132 220208170, Ashland, OR 97520

  MOTIVATED SELLERS ! A ravine runs through it, with year-round underground water that quietly and magically emerges to the surface March through Mayish! As you stroll through madrone, pine & fir trees, you will notice the stillness and peacefulness of this secluded setting just waiting for your dream home. It appears there are multiple spots for a home site (buyer to do their due diligence) some

  Kristin Gomez Windermere Van Vleet & Associates

  0 Timberlake Dr Unit 391E25 132 220208170, Ashland, OR 97520
• 

  

  /91

  $535,000

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft

  5010 Old Highway 99 S, Ashland, OR 97520

  A perfect blend of rural serenity & functional living awaits on this 6.65-acre property just minutes from the heart of Ashland, Oregon. Surrounded by majestic madrone and fir trees, this private retreat offers natural beauty, privacy, and remarkable versatility. The main 2-bedroom, 2-bath home features a thoughtful layout w/an art room, attached garage, and expansive windows that bring the

  Eric Bonetti Millen Property Group

  5010 Old Highway 99 S, Ashland, OR 97520
• 

  

  /27

  $580,000

  • Land
  • 80 Acres
  • $7,250 per Acre

  1160 Hyatt Prairie Rd, Ashland, OR 97520

  80 acers with home site approval in the desirable area of Howard Prairie. This property is off-grid and has a well and septic to ga along with the home site approval that is awaiting your grand design. Located near high mountain lakes and other recreational opportunities you'll be sure to call this place home. The private setting allows for elevated views with beautiful sunrises and sunsets over

  Robert Freeman Oregon Outdoor Properties

  1160 Hyatt Prairie Rd, Ashland, OR 97520
• 

  

  /52

  $1,350,000 New Construction

  • 3 Beds
  • 4 Baths
  • 2,451 Sq Ft

  8612 Oregon 66, Ashland, OR 97520

  Stunning new contemporary home with mountain views on 20+ private acres! Interior highlights include natural hickory and maple hardwood floors and steps; porcelain tile in kitchen, bathrooms and great room, granite counter tops, washer and dryer in upstairs primary bedroom closet and connections for a second set up downstairs, windows wired for electric blinds or shades, beautiful stone fireplace

  Kirt Meyer John L. Scott Medford

  8612 Oregon 66, Ashland, OR 97520
• 

  

  /34

  $559,900

  • 3 Beds
  • 4 Baths
  • 3,163 Sq Ft

  448 Timberlake Dr, Ashland, OR 97520

  Nestled in the scenic hills of Ashland, this spacious retreat offers sweeping views of Immigrant Lake and the surrounding mountains. Nature takes center stage with a wraparound deck that's perfect for morning coffee, evening wine, or simply soaking in the serenity. Inside, the expansive living room is anchored by a dramatic stone hearth. The home is filled with natural light thanks to walls of

  Tim Myers Realty Services Team

  448 Timberlake Dr, Ashland, OR 97520

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