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Incredible views facing the sunrise, Pilot Rock and Mount Ashland! The non-expiring homesite is approved by Jackson County! Pad for home and the driveway are both in and the acreage gives you plenty of privacy. There are two seasonal creeks running through this property and plenty Ponderosa pines and oak trees are sprinkled on the land. Deer and other wildlife also call this home so you might want to as well! Priced right, hurry! Don't wait on this 20.41 acre piece of beauty!

220221155 MLS ⋅ 889,059 Sqft. Lot ⋅ 20.41 Acres

Incredible views facing the sunrise, Pilot Rock and Mount Ashland! The non-expiring homesite is approved by Jackson County! Pad for home and the driveway are both in and the acreage gives you plenty of privacy. There are two seasonal creeks running through this property and plenty Ponderosa pines and oak trees are sprinkled on the land. Deer and other wildlife also call this home so you might want to as well! Priced right, hurry! Don't wait on this 20.41 acre piece of beauty!

8074 Highway 66, Ashland

13889 Dead Indian Memorial Road, Ashland

$251,300

Seller Motivated! Discover Your Dream Property in Ashland! Introducing a rare opportunity to own 160 acres of prime land in the highly desirable Ashland area. This stunning parcel features beautiful rolling hills, an abundance of trees, and is perfect for those seeking privacy and tranquility. The property comes equipped with a well and septic tank, along with a couple of water tanks, making it ready for your personal touch. Whether you envision a peaceful retreat, a family compound, or an investment opportunity, this land offers endless possibilities. Don't miss out on this exceptional piece of land--schedule a visit today and experience the beauty of Ashland for yourself!

220221096 MLS ⋅ 6,969,600 Sqft. Lot ⋅ 160 Acres

Seller Motivated! Discover Your Dream Property in Ashland! Introducing a rare opportunity to own 160 acres of prime land in the highly desirable Ashland area. This stunning parcel features beautiful rolling hills, an abundance of trees, and is perfect for those seeking privacy and tranquility. The property comes equipped with a well and septic tank, along with a couple of water tanks, making it ready for your personal touch. Whether you envision a peaceful retreat, a family compound, or an investment opportunity, this land offers endless possibilities. Don't miss out on this exceptional piece of land--schedule a visit today and experience the beauty of Ashland for yourself!

13889 Dead Indian Memorial Road, Ashland

$550,000

Lake views, forest privacy, wraparound outdoor living spaces, & classic mountain character combine effortlessly to create the beauty of a true mountain setting. With its warm architectural presence, serene wooded setting, & exceptional sense of seclusion, this mountain retreat is for you. The 2-story floorplan offers flexibility & separation of space, making this home ideal for both everyday living & hosting guests. The layout provides a comfortable balance of open gathering areas & quieter private retreats. Main living spaces are designed to highlight the views& natural surroundings, while upper & lower levels create opportunities for privacy, work-from-home flexibility, guest accommodations, or multigenerational living. Every space within the home feels connected to the tranquil setting outside. The ever-changing seasonal scenery creates a living work of art, from vibrant spring greens and warm summer afternoons to colorful autumn foliage and peaceful winter landscapes.

3 Beds ⋅ 2 Baths ⋅ 220221016 MLS ⋅ 1,664 SqFt. ⋅ 217,800 Sqft. Lot ⋅ 5 Acres

Lake views, forest privacy, wraparound outdoor living spaces, & classic mountain character combine effortlessly to create the beauty of a true mountain setting. With its warm architectural presence, serene wooded setting, & exceptional sense of seclusion, this mountain retreat is for you. The 2-story floorplan offers flexibility & separation of space, making this home ideal for both everyday living & hosting guests. The layout provides a comfortable balance of open gathering areas & quieter private retreats. Main living spaces are designed to highlight the views& natural surroundings, while upper & lower levels create opportunities for privacy, work-from-home flexibility, guest accommodations, or multigenerational living. Every space within the home feels connected to the tranquil setting outside. The ever-changing seasonal scenery creates a living work of art, from vibrant spring greens and warm summer afternoons to colorful autumn foliage and peaceful winter landscapes.

2042 Hyatt Prairie Road, Ashland

$680,000

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.

1 Beds ⋅ 1 Baths ⋅ 220220912 MLS ⋅ 460 SqFt. ⋅ 6,926,040 Sqft. Lot ⋅ 159 Acres

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.

2000 Colestin Road, Ashland

Dead Indian Mem Road 101 Unit 101, Ashland

$164,000

Premium building lot above the fog! This property sits directly north of Hooper Springs Park with easy access from Dead Indian Memorial Road. Gently sloping lot toward the west with a mixture of hardwoods and conifer trees that allows for privacy while still maintaining great views! Home site and septic have already been approved. A great spot to park an RV and enjoy the sunset or build that custom home you've been dreaming of. Manufactured homes are okay as well. Call today!

220220894 MLS ⋅ 437,778 Sqft. Lot ⋅ 10.05 Acres

Premium building lot above the fog! This property sits directly north of Hooper Springs Park with easy access from Dead Indian Memorial Road. Gently sloping lot toward the west with a mixture of hardwoods and conifer trees that allows for privacy while still maintaining great views! Home site and septic have already been approved. A great spot to park an RV and enjoy the sunset or build that custom home you've been dreaming of. Manufactured homes are okay as well. Call today!

Dead Indian Mem Road 101 Unit 101, Ashland

$148,000

Own your own private Southern Oregon Retreat. With nearly 250 acres just 15 miles east of Ashland, a Homesite approval is already in place, and the property may offer marketable timber. Surrounded by mountains, trees, and abundant wildlife, this exceptional property is ideal for outdoor enthusiasts seeking privacy, recreation, or investment opportunity. Enjoy breathtaking views and year-round activities with Howard Prairie Lake and Hyatt Lake nearby for fishing, boating, kayaking, paddle boarding, camping, and hiking, hunting, snowshoeing, cross-country skiing, sledding, and snowmobiling. Wildlife sightings include deer, elk, and turkey. Whether you're looking for a secluded homesite, private hunting retreat, vacation getaway, or long-term investment, this one-of-a-kind property offers unmatched beauty and adventure. Gated access with ingress and egress easement in place. A rare opportunity to own your own slice of wilderness paradise.

220220683 MLS ⋅ 10,886,079 Sqft. Lot ⋅ 249.91 Acres

Own your own private Southern Oregon Retreat. With nearly 250 acres just 15 miles east of Ashland, a Homesite approval is already in place, and the property may offer marketable timber. Surrounded by mountains, trees, and abundant wildlife, this exceptional property is ideal for outdoor enthusiasts seeking privacy, recreation, or investment opportunity. Enjoy breathtaking views and year-round activities with Howard Prairie Lake and Hyatt Lake nearby for fishing, boating, kayaking, paddle boarding, camping, and hiking, hunting, snowshoeing, cross-country skiing, sledding, and snowmobiling. Wildlife sightings include deer, elk, and turkey. Whether you're looking for a secluded homesite, private hunting retreat, vacation getaway, or long-term investment, this one-of-a-kind property offers unmatched beauty and adventure. Gated access with ingress and egress easement in place. A rare opportunity to own your own slice of wilderness paradise.

Soda Mountain Road, Ashland

$975,000

Perched on a hillside with sweeping valley and mountain views, this timeless, architecturally designed home blends traditional style with European flair. Built with Rastra Block construction and one-foot-thick walls, it features a 12 kW solar array and radiant heat floors on the main level, designed for natural air exchange. Offering 4 bedrooms, 3 bathrooms, and approx. 3,400 SF, plus a bonus storage room, the home includes a well-designed kitchen with ample cabinetry, granite countertops, and pantry. The dining room is filled with natural light, and the living room features a fireplace and built-in cabinetry. Main level includes a bedroom, media room, and full bath. Upstairs offers 3 bedrooms, including a spacious primary suite with dual vanities, walk-in closet, fireplace, and view balcony. Private gated drive, 5 acres total (4 of which have 8 ft fence) w/ flowers, fruit trees, strong well, and 2,000-gallon holding tank. This is a special property awaiting the next owner's enjoyment!

4 Beds ⋅ 3 Baths ⋅ 220220664 MLS ⋅ 3,391 SqFt. ⋅ 223,898 Sqft. Lot ⋅ 5.14 Acres

Perched on a hillside with sweeping valley and mountain views, this timeless, architecturally designed home blends traditional style with European flair. Built with Rastra Block construction and one-foot-thick walls, it features a 12 kW solar array and radiant heat floors on the main level, designed for natural air exchange. Offering 4 bedrooms, 3 bathrooms, and approx. 3,400 SF, plus a bonus storage room, the home includes a well-designed kitchen with ample cabinetry, granite countertops, and pantry. The dining room is filled with natural light, and the living room features a fireplace and built-in cabinetry. Main level includes a bedroom, media room, and full bath. Upstairs offers 3 bedrooms, including a spacious primary suite with dual vanities, walk-in closet, fireplace, and view balcony. Private gated drive, 5 acres total (4 of which have 8 ft fence) w/ flowers, fruit trees, strong well, and 2,000-gallon holding tank. This is a special property awaiting the next owner's enjoyment!

1678 Ashland Mine Road, Ashland

$754,808

Privacy in Southern Oregon less than 20 minutes from downtown Ashland. Bring your horses & all the animals! Private Farm house and Ranch Buildings! Just South of Ashland in SW Oregon. Over 45 Acres. Craftsman style finishes, stained glass accent, lg enclosed in front porch w/lots of windows. Red Fir floors & staircase, wood windows, solid wood doors, 2 bdrms downstairs, 2 bdrms & bath upstairs + finished attic area that is not included in the SQ FT w/new carpet. Country style kitchen w/pantry. Laundry/mud room with laundry chute. Cement carport. Pastures used for hay & grazing. Adjoins BLM land for miles of trails. Seasonal creek, 40X48 Barn, 2nd level loft area, Workshop w/ finished rm w/power & ½ bath. The workshop area has 14' door & RV hook ups, Enjoy fruit trees & fenced garden area.

4 Beds ⋅ 3 Baths ⋅ 220220182 MLS ⋅ 1,872 SqFt. ⋅ 1,971,090 Sqft. Lot ⋅ 45.25 Acres

Privacy in Southern Oregon less than 20 minutes from downtown Ashland. Bring your horses & all the animals! Private Farm house and Ranch Buildings! Just South of Ashland in SW Oregon. Over 45 Acres. Craftsman style finishes, stained glass accent, lg enclosed in front porch w/lots of windows. Red Fir floors & staircase, wood windows, solid wood doors, 2 bdrms downstairs, 2 bdrms & bath upstairs + finished attic area that is not included in the SQ FT w/new carpet. Country style kitchen w/pantry. Laundry/mud room with laundry chute. Cement carport. Pastures used for hay & grazing. Adjoins BLM land for miles of trails. Seasonal creek, 40X48 Barn, 2nd level loft area, Workshop w/ finished rm w/power & ½ bath. The workshop area has 14' door & RV hook ups, Enjoy fruit trees & fenced garden area.

2245 Colestin Road, Ashland

$250,000

Experience year-round beauty in the stunning Hyatt Pines subdivision, where an exceptional opportunity awaits to build your custom home. Located just 40 minutes to Ashland, this 5.61 acre parcel has a level homesite, well, septic, shed and garage already in place. Within a community of beautiful homes and cabins, this lot offers a desirable location with year-round neighbors. Tucked away at the end of a shared road, you'll appreciate snow removal services provided by the association each winter. Adjacent to vast BLM land, this peaceful woodland retreat offers a private atmosphere. Enjoy fishing, hiking, sailing, and cross-country skiing, all within easy reach of Hyatt Reservoir and Howard Prairie Lake. Immerse yourself in this remarkable opportunity to create your own sanctuary amidst breathtaking natural surroundings!

220219860 MLS ⋅ 244,371 Sqft. Lot ⋅ 5.61 Acres

Experience year-round beauty in the stunning Hyatt Pines subdivision, where an exceptional opportunity awaits to build your custom home. Located just 40 minutes to Ashland, this 5.61 acre parcel has a level homesite, well, septic, shed and garage already in place. Within a community of beautiful homes and cabins, this lot offers a desirable location with year-round neighbors. Tucked away at the end of a shared road, you'll appreciate snow removal services provided by the association each winter. Adjacent to vast BLM land, this peaceful woodland retreat offers a private atmosphere. Enjoy fishing, hiking, sailing, and cross-country skiing, all within easy reach of Hyatt Reservoir and Howard Prairie Lake. Immerse yourself in this remarkable opportunity to create your own sanctuary amidst breathtaking natural surroundings!

7890 Hyatt Prairie Road, Ashland

$695,000

79.59-acre EFU property offering a rare combination of usable land, privacy, and natural beauty just 15 minutes from downtown Ashland. Approximately 50% prime pasture and 50% gently sloping forestland create a versatile setting for a variety of uses. Includes 29 acres of irrigated farmland with valuable 1888 water rights. Carter Creek, a tributary to Emigrant Creek, runs through the property, adding both character and a reliable water source. Ideal for a homesite, horse property, or recreational retreat with sweeping views of the Cascade Mountains and surrounding valleys. Just 5 minutes from Emigrant Lake with convenient backroad access to Mt. Ashland. Borders 120+ acres of BLM land with direct access to additional open space. Close to the Cascade-Siskiyou National Monument, offering miles of recreation and protected landscape. A unique opportunity to own a well-balanced Southern Oregon property with both usability and scenic appeal.

220219785 MLS ⋅ 3,466,940 Sqft. Lot ⋅ 79.59 Acres

79.59-acre EFU property offering a rare combination of usable land, privacy, and natural beauty just 15 minutes from downtown Ashland. Approximately 50% prime pasture and 50% gently sloping forestland create a versatile setting for a variety of uses. Includes 29 acres of irrigated farmland with valuable 1888 water rights. Carter Creek, a tributary to Emigrant Creek, runs through the property, adding both character and a reliable water source. Ideal for a homesite, horse property, or recreational retreat with sweeping views of the Cascade Mountains and surrounding valleys. Just 5 minutes from Emigrant Lake with convenient backroad access to Mt. Ashland. Borders 120+ acres of BLM land with direct access to additional open space. Close to the Cascade-Siskiyou National Monument, offering miles of recreation and protected landscape. A unique opportunity to own a well-balanced Southern Oregon property with both usability and scenic appeal.

Buckhorn Road 1000 Unit 1000, Ashland

$2,195,000

Located just outside Ashland, this property offers a rare blend of natural beauty, water, quality improvements, and convenience. The custom built home is thoughtfully positioned to capture expansive views across the surrounding valley and toward distant mountains. This elevated country estate draws from a Northwest lodge aesthetic, offering welcoming living spaces, a spacious multilevel layout and a seamless indoor outdoor connection with expansive outdoor living spaces. A picturesque stretch of Neil Creek framed by mature trees adds character and tranquility. Gently rolling topography, lush pasture, and water rights support a variety of Ag uses. A recently constructed 5,000 SF barn complements the property and offers outstanding flexibility for equipment, hobbies, or recreational use. Ideal as a homestead or simply an elegant place to enjoy connection to the outdoors, this is a property that captures the essence of Southern Oregon living while remaining just minutes from Ashland.

4 Beds ⋅ 4 Baths ⋅ 220219782 MLS ⋅ 4,977 SqFt. ⋅ 1,298,959 Sqft. Lot ⋅ 29.82 Acres

Located just outside Ashland, this property offers a rare blend of natural beauty, water, quality improvements, and convenience. The custom built home is thoughtfully positioned to capture expansive views across the surrounding valley and toward distant mountains. This elevated country estate draws from a Northwest lodge aesthetic, offering welcoming living spaces, a spacious multilevel layout and a seamless indoor outdoor connection with expansive outdoor living spaces. A picturesque stretch of Neil Creek framed by mature trees adds character and tranquility. Gently rolling topography, lush pasture, and water rights support a variety of Ag uses. A recently constructed 5,000 SF barn complements the property and offers outstanding flexibility for equipment, hobbies, or recreational use. Ideal as a homestead or simply an elegant place to enjoy connection to the outdoors, this is a property that captures the essence of Southern Oregon living while remaining just minutes from Ashland.

5293 Highway 66, Ashland

$1,200,000

Incredible opportunity in Ashland -- Turnkey equestrian lifestyle estate on 9.31 acres of fully pressure-irrigated picture-perfect country living with sweeping views. Relax on the full wrap-around porch and savor sunrises and sunsets from your swinging bench seat. The 2,846 sq ft home offers 4 bedrooms, a cozy gas fireplace with ceramic logs, dual-zone heat pump, natural gas furnace, and a tastefully updated 2016 kitchen. Fully fenced and cross-fenced with electric, perfect for livestock. A 30x40 barn includes four powered stalls, tack room with bunk, hay loft and elevator; plus round arena, chicken coop and storage shed. Detached 3-car garage with 400 sqft ADU/guest house for income or multigenerational living. New 25 GPM well pump and Charter high-speed internet. Turnkey, functional, and ready to enjoy!

4 Beds ⋅ 3 Baths ⋅ 220219409 MLS ⋅ 3,246 SqFt. ⋅ 405,543 Sqft. Lot ⋅ 9.31 Acres

Incredible opportunity in Ashland -- Turnkey equestrian lifestyle estate on 9.31 acres of fully pressure-irrigated picture-perfect country living with sweeping views. Relax on the full wrap-around porch and savor sunrises and sunsets from your swinging bench seat. The 2,846 sq ft home offers 4 bedrooms, a cozy gas fireplace with ceramic logs, dual-zone heat pump, natural gas furnace, and a tastefully updated 2016 kitchen. Fully fenced and cross-fenced with electric, perfect for livestock. A 30x40 barn includes four powered stalls, tack room with bunk, hay loft and elevator; plus round arena, chicken coop and storage shed. Detached 3-car garage with 400 sqft ADU/guest house for income or multigenerational living. New 25 GPM well pump and Charter high-speed internet. Turnkey, functional, and ready to enjoy!

900 Butler Creek Road, Ashland

$635,000

Sold Only.

3 Beds ⋅ 2 Baths ⋅ 220218702 MLS ⋅ 1,852 SqFt. ⋅ 219,106 Sqft. Lot ⋅ 5.03 Acres

Sold Only.

180 Beacon Hill Lane, Ashland

$230,000

Great Recreational Property! 160 acres close to Howard Prairie and Hyatt Lake. Jenny Creek runs on the edge of the property and usually runs year round. Wide open meadows, wooded hillside, diverse terrain, springs and seasonal ponds are a few features of this recreational property. This acreage provides privacy and seclusion for outdoor enthusiasts are looking for. This property does border the Cascade Siskiyou National Monument and the Pacific Crest Trail. There is a 50 gpm well. The property does have deed restriction with regards to the homesite approval. Escape to your own private 160 acre outdoor haven. All off Grid! One of the Sellers is licensed Realtor in the State of Oregon.

220218615 MLS ⋅ 6,969,600 Sqft. Lot ⋅ 160 Acres

Great Recreational Property! 160 acres close to Howard Prairie and Hyatt Lake. Jenny Creek runs on the edge of the property and usually runs year round. Wide open meadows, wooded hillside, diverse terrain, springs and seasonal ponds are a few features of this recreational property. This acreage provides privacy and seclusion for outdoor enthusiasts are looking for. This property does border the Cascade Siskiyou National Monument and the Pacific Crest Trail. There is a 50 gpm well. The property does have deed restriction with regards to the homesite approval. Escape to your own private 160 acre outdoor haven. All off Grid! One of the Sellers is licensed Realtor in the State of Oregon.

Jenny Cr Road, Ashland

$1,410,000

Nestled on 5.35 acres, this gorgeous Tuscan-style home offers stunning scenery and peaceful living just minutes from the renowned Bella Fiore Winery. This home is the perfect blend of elegance, space and functionality. The home features a primary suite on the main level, 2 spacious bedrooms upstairs, chef's kitchen that opens into the family room complete with a woodstove and sweeping pristine views. The home is filled with natural light and the new interior paint enhances the architectural elements while making the home feel modern and fresh. The unique tower space adds character and versatility- ideal for a 4th bedroom, home office, art studio or yoga retreat. Downstairs there is a large room for entertaining and wine storage. The professionally landscaped yard features stunning color, along with a shop and creek running through the property. Enjoy the serenity of country living close to town.

3 Beds ⋅ 3 Baths ⋅ 220218218 MLS ⋅ 4,668 SqFt. ⋅ 233,046 Sqft. Lot ⋅ 5.35 Acres

Nestled on 5.35 acres, this gorgeous Tuscan-style home offers stunning scenery and peaceful living just minutes from the renowned Bella Fiore Winery. This home is the perfect blend of elegance, space and functionality. The home features a primary suite on the main level, 2 spacious bedrooms upstairs, chef's kitchen that opens into the family room complete with a woodstove and sweeping pristine views. The home is filled with natural light and the new interior paint enhances the architectural elements while making the home feel modern and fresh. The unique tower space adds character and versatility- ideal for a 4th bedroom, home office, art studio or yoga retreat. Downstairs there is a large room for entertaining and wine storage. The professionally landscaped yard features stunning color, along with a shop and creek running through the property. Enjoy the serenity of country living close to town.

988 Dead Indian Memorial Road, Ashland

$540,000

$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 spacious primary suite featuring a double vanity, walk-in closet, and access to the wrap-around deck. The kitchen offers a built-in cooktop, stainless steel appliances, solid wood cabinetry, and pantry. Upstairs includes a versatile loft and full bath. Above the 2-car garage, 672 sqft of bonus space with full bath and laminate flooring offers ADU potential (buyer to verify). Well system fully upgraded with new pump & casing, 900+ gallons of storage, and filtration. Fresh 2025 exterior paint and metal roof complete this rare rural property!

3 Beds ⋅ 3 Baths ⋅ 220218174 MLS ⋅ 2,639 SqFt. ⋅ 223,027 Sqft. Lot ⋅ 5.12 Acres

$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 spacious primary suite featuring a double vanity, walk-in closet, and access to the wrap-around deck. The kitchen offers a built-in cooktop, stainless steel appliances, solid wood cabinetry, and pantry. Upstairs includes a versatile loft and full bath. Above the 2-car garage, 672 sqft of bonus space with full bath and laminate flooring offers ADU potential (buyer to verify). Well system fully upgraded with new pump & casing, 900+ gallons of storage, and filtration. Fresh 2025 exterior paint and metal roof complete this rare rural property!

30 Steinman Drive, Ashland

$1,346,000

Comp Only - this information is for statistical purposes only.

3 Beds ⋅ 4 Baths ⋅ 220217610 MLS ⋅ 4,558 SqFt. ⋅ 369,824 Sqft. Lot ⋅ 8.49 Acres

Comp Only - this information is for statistical purposes only.

344 E Ashland, Ashland

$304,000

Peaceful RETREAT? Legacy family hunting cabin? Remote OASIS? Once you get here, you'll never want to leave. Located along Jenny Creek, this 8.4 acre property overlooks the Cascade Range and is located in the protected Cascade-Siskiyou National Monument. The cozy cabin has a covered porch where you can sit outside and listen to the creek, work on your novel, or return with friends after a day of fishing. Built in 1997, the open floorplan includes a galley kitchen and full bath. The multi-story barn is ready for your animals, your boat, or ideas. Originally part of the Box R Ranch, this was used as a short term rental and visitors enjoyed the nearby Greensprings and Pinehurst Inn. Winters here are magical, with lots of time to enjoy nature and explore this beautiful area.

1 Beds ⋅ 1 Baths ⋅ 220217321 MLS ⋅ 418 SqFt. ⋅ 365,904 Sqft. Lot ⋅ 8.4 Acres

Peaceful RETREAT? Legacy family hunting cabin? Remote OASIS? Once you get here, you'll never want to leave. Located along Jenny Creek, this 8.4 acre property overlooks the Cascade Range and is located in the protected Cascade-Siskiyou National Monument. The cozy cabin has a covered porch where you can sit outside and listen to the creek, work on your novel, or return with friends after a day of fishing. Built in 1997, the open floorplan includes a galley kitchen and full bath. The multi-story barn is ready for your animals, your boat, or ideas. Originally part of the Box R Ranch, this was used as a short term rental and visitors enjoyed the nearby Greensprings and Pinehurst Inn. Winters here are magical, with lots of time to enjoy nature and explore this beautiful area.

17637 Highway 66, Ashland

$390,000

Serene, private & ready for adventure! This mountain retreat blends tranquility with endless recreation. Whether you're seeking a private getaway, a recreational basecamp, or full-time off-grid living, this property delivers it all. Situated on level acreage tucked back from a county-maintained road, the setting offers privacy among trees & open meadows-ideal for relaxing, exploring & storing all your outdoor gear. The cozy home is equipped with solar power, making off-grid living comfortable & sustainable. Even better, the property borders 1,000 acres of BLM land, giving you direct access to expansive natural surroundings right from your doorstep. Outdoor enthusiasts will love the location: Just 7 miles from the Pacific Crest Trail & a short drive to Hyatt Lake Resort, featuring a year-round bar & restaurant, a convenience store & emergency fuel. This is more than a property--it's a lifestyle. A rare opportunity to enjoy seclusion, adventure & convenience all in one incredible setting

3 Beds ⋅ 2 Baths ⋅ 220217447 MLS ⋅ 1,536 SqFt. ⋅ 731,808 Sqft. Lot ⋅ 16.8 Acres

Serene, private & ready for adventure! This mountain retreat blends tranquility with endless recreation. Whether you're seeking a private getaway, a recreational basecamp, or full-time off-grid living, this property delivers it all. Situated on level acreage tucked back from a county-maintained road, the setting offers privacy among trees & open meadows-ideal for relaxing, exploring & storing all your outdoor gear. The cozy home is equipped with solar power, making off-grid living comfortable & sustainable. Even better, the property borders 1,000 acres of BLM land, giving you direct access to expansive natural surroundings right from your doorstep. Outdoor enthusiasts will love the location: Just 7 miles from the Pacific Crest Trail & a short drive to Hyatt Lake Resort, featuring a year-round bar & restaurant, a convenience store & emergency fuel. This is more than a property--it's a lifestyle. A rare opportunity to enjoy seclusion, adventure & convenience all in one incredible setting

19009 Dead Indian Memorial, Ashland

$999,999

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 all the way to the ceiling, all Dacor appliances. The exterior has stucco siding, and a metal roof on both the main house and detached garage. The oversized garage has enough space for 2 cars plus a shop area with ample lighting, EV charging outlet, and a heated full bathroom. The garage also has an attached 2 car carport. The covered patio boasts an outdoor fireplace and the upstairs balcony off of the primary bedroom is a perfect place to accommodate a hot tub and enjoy the views.

3 Beds ⋅ 4 Baths ⋅ 220217132 MLS ⋅ 2,451 SqFt. ⋅ 902,998 Sqft. Lot ⋅ 20.73 Acres

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 all the way to the ceiling, all Dacor appliances. The exterior has stucco siding, and a metal roof on both the main house and detached garage. The oversized garage has enough space for 2 cars plus a shop area with ample lighting, EV charging outlet, and a heated full bathroom. The garage also has an attached 2 car carport. The covered patio boasts an outdoor fireplace and the upstairs balcony off of the primary bedroom is a perfect place to accommodate a hot tub and enjoy the views.

8612 OR-66, Ashland

$1,750,000

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 ''secret'' room upstairs! All modern amenities you'd expect w/ sustainability at the forefront of design. Earth Adv Platinum Certification, 2 solar PV systems, water catchment, energy efficient systems. Outdoors: low-impact landscape, stone patio, fenced gardens, greenhouse, pond, fruit trees, grape vines, spring bulbs. The original home: conveniently located next door, can serve as guest quarters, office/workspace, wrap around porch, main level bdrm & full bath, 2 add'l rooms upstairs. This property has been nurtured, cultivated with love and purpose, making it a special place to call home.

6 Beds ⋅ 5 Baths ⋅ 220216989 MLS ⋅ 4,537 SqFt. ⋅ 4,389,976 Sqft. Lot ⋅ 100.78 Acres

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 ''secret'' room upstairs! All modern amenities you'd expect w/ sustainability at the forefront of design. Earth Adv Platinum Certification, 2 solar PV systems, water catchment, energy efficient systems. Outdoors: low-impact landscape, stone patio, fenced gardens, greenhouse, pond, fruit trees, grape vines, spring bulbs. The original home: conveniently located next door, can serve as guest quarters, office/workspace, wrap around porch, main level bdrm & full bath, 2 add'l rooms upstairs. This property has been nurtured, cultivated with love and purpose, making it a special place to call home.

1940 Soda Mountain Road, Ashland

$1,275,000

This single-level retreat delivers the best of southern Oregon living...amazing views, wooded privacy and a gorgeous light filled home only 10 minutes to Ashland. A gated, paved drive leads to four fenced acres with rolling lawn, two ponds, raised garden beds and beautiful landscaping surrounding home. Stepping inside, the vaulted great room opens up with skylights, hardwood floors, and a stone fireplace that anchors the space. The kitchen means business: Sub Zero fridge, Wolf cooktop and oven, huge island and slab granite counters. A large walk-in pantry and oversized mudroom with half bath keep daily life organized. The primary suite includes a reading nook and deck overlooking the pond. Two additional bedrooms complete the split floor plan- one has its own entrance and on-suite bath, the other has a built-in murphy bed. Wrap-around decks provide multiple outdoor living spaces to enjoy the views. This is the kind of property that doesn't come along often in Ashland!

3 Beds ⋅ 4 Baths ⋅ 220215845 MLS ⋅ 3,436 SqFt. ⋅ 865,972 Sqft. Lot ⋅ 19.88 Acres

This single-level retreat delivers the best of southern Oregon living...amazing views, wooded privacy and a gorgeous light filled home only 10 minutes to Ashland. A gated, paved drive leads to four fenced acres with rolling lawn, two ponds, raised garden beds and beautiful landscaping surrounding home. Stepping inside, the vaulted great room opens up with skylights, hardwood floors, and a stone fireplace that anchors the space. The kitchen means business: Sub Zero fridge, Wolf cooktop and oven, huge island and slab granite counters. A large walk-in pantry and oversized mudroom with half bath keep daily life organized. The primary suite includes a reading nook and deck overlooking the pond. Two additional bedrooms complete the split floor plan- one has its own entrance and on-suite bath, the other has a built-in murphy bed. Wrap-around decks provide multiple outdoor living spaces to enjoy the views. This is the kind of property that doesn't come along often in Ashland!

178 Meadow Oaks Drive, Ashland

$595,808

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 home w/incredible views of Cascade Mountains & Pilot rock. Creek frontage w/16.4 acres of water rights from Neil Creek. Trust has invested over $150,000 into the Creek management and rehab planting thousands of native plants. Gently sloping acreage w/pastures for horses or cattle or grape vines. 2 adjoining tax lots including. Priced to SELL! Buyer to do their own due diligence. Potential for maybe possibly another home site?

1 Beds ⋅ 1 Baths ⋅ 220215560 MLS ⋅ 513 SqFt. ⋅ 3,114,975 Sqft. Lot ⋅ 71.51 Acres

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 home w/incredible views of Cascade Mountains & Pilot rock. Creek frontage w/16.4 acres of water rights from Neil Creek. Trust has invested over $150,000 into the Creek management and rehab planting thousands of native plants. Gently sloping acreage w/pastures for horses or cattle or grape vines. 2 adjoining tax lots including. Priced to SELL! Buyer to do their own due diligence. Potential for maybe possibly another home site?

4201 Highway 66, Ashland

$735,000

Modern Airstrip Estate in Oregon's Green Springs Wilderness Usable land adjacent to BLM forest offers endless recreation--horseback riding, hiking, swimming, and paddleboarding. Enjoy rural privacy without sacrificing modern comfort or convenience: cable internet, reliable utilities, and strong cell service year-round--the perfect blend for today's lifestyle. Nestled along the scenic Green Springs Highway, this standout property includes deeded private access to Pinehurst Airstrip, ideal for aviation enthusiasts. Approx. 1,500 sq ft upstairs is perfect for a home office or creative studio. Shop 2,500.sq ft 347,500 estimate at 139.00 sq ft ,install/permit, 220 amp, box, 220 wiring foundation engineered, 12x 12 rolling door, 14 ft ceilings metal snap lock roof. Property sits on13.63 acres of usable land. Open Meadows, mature timber, large pond, with direct context inside the Cascade Siskiyou National Monument area. Seller finance, 3,488 sq ft Airstrip Estate, investment opportunity.

3 Beds ⋅ 3 Baths ⋅ 220215130 MLS ⋅ 3,488 SqFt. ⋅ 593,722 Sqft. Lot ⋅ 13.63 Acres

Modern Airstrip Estate in Oregon's Green Springs Wilderness Usable land adjacent to BLM forest offers endless recreation--horseback riding, hiking, swimming, and paddleboarding. Enjoy rural privacy without sacrificing modern comfort or convenience: cable internet, reliable utilities, and strong cell service year-round--the perfect blend for today's lifestyle. Nestled along the scenic Green Springs Highway, this standout property includes deeded private access to Pinehurst Airstrip, ideal for aviation enthusiasts. Approx. 1,500 sq ft upstairs is perfect for a home office or creative studio. Shop 2,500.sq ft 347,500 estimate at 139.00 sq ft ,install/permit, 220 amp, box, 220 wiring foundation engineered, 12x 12 rolling door, 14 ft ceilings metal snap lock roof. Property sits on13.63 acres of usable land. Open Meadows, mature timber, large pond, with direct context inside the Cascade Siskiyou National Monument area. Seller finance, 3,488 sq ft Airstrip Estate, investment opportunity.

15922 Green Springs 66 Highway, Ashland

$1,450,000

Discover refined country living on nearly 25 private, gated acres just minutes from downtown Ashland and a private airport. This 4,382 sq. ft. prairie style estate blends elegance and versatility. Vaulted ceilings, radiant canary wood floors, and expansive windows frame sweeping views of Mt. Ashland, Pilot Rock, and Pompadour Bluff. The chef's kitchen showcases Verde Marinace granite, dual Dacor ovens, a soapstone sink, and a generous island. The main level includes a tranquil primary suite with walk in shower, soaking tub, and large closet, along with two offices and seamless indoor to outdoor living. Upstairs offers a true guest suite, media room, and a deck overlooking the fenced garden. Manicured grounds, TID irrigation, an orchard, multiple patios, and a 1,400+ sq. ft. garage/workshop elevate the property. With owned solar, modern systems, and timeless design, this estate delivers exceptional privacy, beauty, and opportunity.

4 Beds ⋅ 4 Baths ⋅ 220214755 MLS ⋅ 4,382 SqFt. ⋅ 1,087,257 Sqft. Lot ⋅ 24.96 Acres

Discover refined country living on nearly 25 private, gated acres just minutes from downtown Ashland and a private airport. This 4,382 sq. ft. prairie style estate blends elegance and versatility. Vaulted ceilings, radiant canary wood floors, and expansive windows frame sweeping views of Mt. Ashland, Pilot Rock, and Pompadour Bluff. The chef's kitchen showcases Verde Marinace granite, dual Dacor ovens, a soapstone sink, and a generous island. The main level includes a tranquil primary suite with walk in shower, soaking tub, and large closet, along with two offices and seamless indoor to outdoor living. Upstairs offers a true guest suite, media room, and a deck overlooking the fenced garden. Manicured grounds, TID irrigation, an orchard, multiple patios, and a 1,400+ sq. ft. garage/workshop elevate the property. With owned solar, modern systems, and timeless design, this estate delivers exceptional privacy, beauty, and opportunity.

1475 Dead Indian Memorial Road, Ashland

$815,000

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 beautiful Tulikivi soapstone fireplace providing radiant heat throughout. The open kitchen includes granite countertops, a center island, and gas range. Enjoy the large enclosed tiled patio with hot tub and attached greenhouse room. The thoughtful floor plan offers 4 beds and 2 baths with radiant floor heat and tiled showers. The flat, fertile land is ideal for farming, vineyard, or equestrian use with irrigation piping, water filtration & storage, garden areas, pastures, a 1728-sq-ft farm building, and a 768-sq-ft flex space for art or office use. No drive bys. Ask your agent for an amenities list.

4 Beds ⋅ 2 Baths ⋅ 220214436 MLS ⋅ 2,070 SqFt. ⋅ 296,643 Sqft. Lot ⋅ 6.81 Acres

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 beautiful Tulikivi soapstone fireplace providing radiant heat throughout. The open kitchen includes granite countertops, a center island, and gas range. Enjoy the large enclosed tiled patio with hot tub and attached greenhouse room. The thoughtful floor plan offers 4 beds and 2 baths with radiant floor heat and tiled showers. The flat, fertile land is ideal for farming, vineyard, or equestrian use with irrigation piping, water filtration & storage, garden areas, pastures, a 1728-sq-ft farm building, and a 768-sq-ft flex space for art or office use. No drive bys. Ask your agent for an amenities list.

288 Maywood Way, Ashland

$1,650,000

Known as 309 and 311 Granite Street, this exceptional estate overlooks Lithia Park on nearly six private acres, blending European elegance with a tranquil forest setting. Mature trees, stone paths, patios, and water features create rare seclusion just minutes from downtown Ashland, the Oregon Shakespeare Festival, and the historic Plaza. Vaulted ceilings, fine woodwork, stained glass, and expansive windows fill the interiors with warm, old-world character and natural light. The main home centers on an open great room with a dramatic rock fireplace, flowing to an informal dining area and oversized kitchen, with additional living spaces for entertaining or everyday life. The primary residence offers 4,479 sq ft plus 2,364 sq ft of flexible ground-level space. A second residence adds 844 sq ft, a 1,153 sq ft multi-purpose room, and carport-about 8,840 sq ft total. Near Mt. Ashland, Crater Lake, Britt Festival, and Rogue Valley wineries, this is a rare architectural retreat of tranquility

5 Beds ⋅ 5 Baths ⋅ 220214060 MLS ⋅ 6,332 SqFt. ⋅ 258,746 Sqft. Lot ⋅ 5.94 Acres

Known as 309 and 311 Granite Street, this exceptional estate overlooks Lithia Park on nearly six private acres, blending European elegance with a tranquil forest setting. Mature trees, stone paths, patios, and water features create rare seclusion just minutes from downtown Ashland, the Oregon Shakespeare Festival, and the historic Plaza. Vaulted ceilings, fine woodwork, stained glass, and expansive windows fill the interiors with warm, old-world character and natural light. The main home centers on an open great room with a dramatic rock fireplace, flowing to an informal dining area and oversized kitchen, with additional living spaces for entertaining or everyday life. The primary residence offers 4,479 sq ft plus 2,364 sq ft of flexible ground-level space. A second residence adds 844 sq ft, a 1,153 sq ft multi-purpose room, and carport-about 8,840 sq ft total. Near Mt. Ashland, Crater Lake, Britt Festival, and Rogue Valley wineries, this is a rare architectural retreat of tranquility

309 Granite Street, Ashland

$830,000

Country living on just over 23 acres of rolling green hills & mountain views. Home w/ wide covered porch for vistas from sunrise to sunset. Beautiful hardwood floors throughout open-concept design. Vaulted great room w/ fireplace & expansive windows. Gourmet kitchen w/ granite countertops, island w/ seating, ss appliances, & flow to formal dining room w/ custom built-in cabinetry & door to patio for. Primary suite is at one end of home, w/ walk-in closet, private bath w/ double sinks & walk-in shower, door to back patio & private exercise room. 2 more bedrooms & full bath w/ jetted tub & shower are at opposite end for privacy. Office w/ custom built-ins & laundry room w/ sink. Oversized two-car garage w/ workspace & half bath w/ mudroom entry. RV parking area w/ hookups. Outside is a covered patio, garden area, & sprinkler system. Minutes from hiking, dining, 2 wineries, Emigrant Lake County Park. 8 minutes from shopping center.

3 Beds ⋅ 3 Baths ⋅ 220214053 MLS ⋅ 2,530 SqFt. ⋅ 1,004,058 Sqft. Lot ⋅ 23.05 Acres

Country living on just over 23 acres of rolling green hills & mountain views. Home w/ wide covered porch for vistas from sunrise to sunset. Beautiful hardwood floors throughout open-concept design. Vaulted great room w/ fireplace & expansive windows. Gourmet kitchen w/ granite countertops, island w/ seating, ss appliances, & flow to formal dining room w/ custom built-in cabinetry & door to patio for. Primary suite is at one end of home, w/ walk-in closet, private bath w/ double sinks & walk-in shower, door to back patio & private exercise room. 2 more bedrooms & full bath w/ jetted tub & shower are at opposite end for privacy. Office w/ custom built-ins & laundry room w/ sink. Oversized two-car garage w/ workspace & half bath w/ mudroom entry. RV parking area w/ hookups. Outside is a covered patio, garden area, & sprinkler system. Minutes from hiking, dining, 2 wineries, Emigrant Lake County Park. 8 minutes from shopping center.

2809 Dead Indian Memorial Road, Ashland

12681 Dead Indian Memorial Road, Ashland

$280,000

Incredible opportunity to build your dream home on this stunning 40 plus acre property above Ashland with the most incredible mountain and valley views. Fantastic well, Septic in place and homesite approval. Access to thousands of acres of BLM land- only minutes to downtown with so many great restaurants, shopping & the renowned Shakespeare Festival. Don't miss this rare chance to have your own mountain retreat in a truly beautiful location.

220213683 MLS ⋅ 1,782,475 Sqft. Lot ⋅ 40.92 Acres

Incredible opportunity to build your dream home on this stunning 40 plus acre property above Ashland with the most incredible mountain and valley views. Fantastic well, Septic in place and homesite approval. Access to thousands of acres of BLM land- only minutes to downtown with so many great restaurants, shopping & the renowned Shakespeare Festival. Don't miss this rare chance to have your own mountain retreat in a truly beautiful location.

12681 Dead Indian Memorial Road, Ashland

$785,000

Experience the ultimate Ashland lifestyle at this remarkable 5-acre estate, located just three miles from the Plaza yet below the snowline for year-round ease. This 3,370-sqft residence balances understated elegance with authentic country charm. The expansive interior boasts 5 beds and 3.5 bths, designed for flexibility. The main level offers three spacious bedrooms, a cozy family room, and a gourmet kitchen featuring granite surfaces, stainless appliances, and a sunlit breakfast nook. A distinct advantage is the private guest suite with a separate garage entrance, ideal for multi-generational living. Upstairs, retreat to the massive rec room or the private primary suite. Outside, the property shines as an equestrian paradise with irrigation, cross-fencing, and a 4-stall barn / detached shop with power. If you have been waiting for a property that truly has it all, this is it!

5 Beds ⋅ 4 Baths ⋅ 220213217 MLS ⋅ 3,018 SqFt. ⋅ 218,235 Sqft. Lot ⋅ 5.01 Acres

Experience the ultimate Ashland lifestyle at this remarkable 5-acre estate, located just three miles from the Plaza yet below the snowline for year-round ease. This 3,370-sqft residence balances understated elegance with authentic country charm. The expansive interior boasts 5 beds and 3.5 bths, designed for flexibility. The main level offers three spacious bedrooms, a cozy family room, and a gourmet kitchen featuring granite surfaces, stainless appliances, and a sunlit breakfast nook. A distinct advantage is the private guest suite with a separate garage entrance, ideal for multi-generational living. Upstairs, retreat to the massive rec room or the private primary suite. Outside, the property shines as an equestrian paradise with irrigation, cross-fencing, and a 4-stall barn / detached shop with power. If you have been waiting for a property that truly has it all, this is it!

2101 Dead Indian Memorial Road, Ashland

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