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$1,080,000
3 Beds 3 Baths 220222186 MLS 2,644 SqFt. 237,402 Sqft. Lot 5.45 Acres
Set privately back on 5+ acres in the Sunny Oaks community, this custom 3 bed + office, 2.5 bath, 2644 sq ft home pairs open mountain views with easy access to town -- 15 min from Downtown Ashland and near Emigrant Lake. The groundwork for comfortable rural living is in place: a dedicated 1-gigabit fiber line, 300 amp electrical, whole-home water filtration, 2021 Lennox HVAC, irrigation rights, a large cedar-fenced area, and a roof under six years old. Inside, natural light fills an updated kitchen with quartz counters and hardwood floors, opening to a great room, with a separate family room, office, and laundry on the main level. Upstairs, the primary suite offers vaulted ceilings and a balcony framing the same sweeping mountain views as the wraparound deck below, plus two more bedrooms and a full bath. Outside, a gravel RV pad offers water, power, and internet, and a barn with corrals stands ready for horses. With over $200K in updates, the property is move-in ready.

7130 Highway 66, Ashland

$900,000
5 Beds 4 Baths 220221548 MLS 5,200 SqFt. 477,417 Sqft. Lot 10.96 Acres
2 HOMES AND A GUEST STUDIO/COTTAGE!!! Just 3 miles from town, this exceptional 11-acre property sits on a sunny south-facing hillside with breathtaking views and endless possibilities. Ideal for a multi-generational family compound, rental income opportunity, homestead, or private retreat, this unique property offers an incredible combination of living space, infrastructure, and outdoor amenities. The 2,200 sq. ft. log home is filled with warmth and rustic charm, while the 1,800 sq. ft. second home includes a full basement for additional living or storage space. A separate 1,200 sq. ft. fenced studio/cottage provides excellent flexibility for guests, a home office, or a creative space. Additional improvements include two large septic systems, RV hookups with water and electricity, a separate laundry room, two tiny cabins, multiple storage buildings, root cellar with shop above, and a barn-style structure on the lower portion of the property with a newer roof. Must see to appreciate!

2909 Dead Indian Memorial Road, Ashland

$724,999
3 Beds 2 Baths 220222026 MLS 2,360 SqFt. 108,900 Sqft. Lot 2.5 Acres
Experience lakeside living in this exceptional custom home. Set along a private stretch of waterfront, this architectural retreat offers a seamless blend of modern design and elevated comfort--ideal as a full-time residence, luxury getaway, or high-end VRBO. Capturing sweeping lake views and abundant natural light, the single-level floor plan features 3 bedrooms, 2 baths, and vaulted ceilings. The open-concept living space flow into a gourmet kitchen appointed with an induction cooktop, perfect for both intimate gatherings and entertaining. Radiant heated concrete floors, a ground-source heat pump, and integrated smart home technology ensure effortless living. A wood-burning fireplace adds warmth and charm, while the deeded 2.5-acre parcel, with two acres fully fenced, offers privacy and security. This is a rare opportunity to own a distinctive waterfront sanctuary where luxury meets nature.

4990 E Hyatt lake Road, Ashland

$1,149,808
3 Beds 3 Baths 220221584 MLS 3,209 SqFt. 160,300 Sqft. Lot 3.68 Acres
Country living close to Downtown Ashland. 3209 sq ft w/3.68 irrigated acres, gated paved entry, beautiful landscape fenced yards w/garden beds, greenhouse, large pasture for animals, motorhome garage, heated large shop rm, potting shed. Peaceful spring fed waterfall to a KOI fishpond. This Asher Homes remodel includes a beautiful kitchen w/nice appliances; dbl convection ovens, large island w/ sitting area & lots of storage. Lg windows taking in the natural light & beautiful views of the mountains, breakfast room off kitchen, formal dining w/bay window & window seat, living room overlooking covered front porch. Downstairs bedrm & full bathrm or office/library w/built-in bookcases. 2 large primary suites upstairs w/sitting areas, vaulted ceilings, lg windows w/views, both bathrooms w/new updates, great walk in closet w/built-ins & a bonus room that could be a great studio/office/media room or hobby room. Back deck overlooking the perfect manicured mature landscaping w/hot tub

39 E Valley View Road, Ashland

$1,160,000
4 Beds 4 Baths 220221702 MLS 4,189 SqFt. 894,286 Sqft. Lot 20.53 Acres
Custom-built in 1986, this meticulously maintained home blends superior craftsmanship with thoughtful design. Wrapped in clear cedar siding with a lifetime-guaranteed tile roof, it features solid cherrywood floors, cabinetry, and doors, vaulted cedar ceilings, and a two-sided granite fireplace. Abundant natural light, cross-ventilation, and expansive views flow through large windows and a 1,280 sq ft wraparound deck. The 600 sq ft primary suite offers double sinks and dual shower heads. Custom built-ins include bookcases, media center, dining storage, and a fitted office. Starlink internet ensures seamless connectivity. Dual garages—a 2-car main level and lower garage/workshop—plus a detached garage with 1,200-gallon tank. An apartment under the home includes a kitchenette. Bonus ''little house'' with utilities and deck, irrigation well and tank, dual water heaters, dual heat pumps, concrete block foundation, and oversized septic. A rare, tranquil retreat.

1999 Tolman Creek Road, Ashland

$850,000
3 Beds 3 Baths 220221511 MLS 2,679 SqFt. 1,208,354 Sqft. Lot 27.74 Acres
Refined country view home on serene private acreage just 10 minutes from downtown Ashland. Recent upgrades include all new cement board lap siding, updated HVAC, and architectural shingle roof with solar array. Main level with 2,375 SqFt of living area, solid oak hardwood flooring, vaulted wood-paneled ceilings, three sets of sliding glass doors to redwood deck with infrared sauna and hot tub, great room with propane fireplace, formal dining, kitchen with leathered granite and quartz counters, stainless appliances including double ovens and induction cooktop, spacious primary with walk-in closet and full ensuite bath, two guest bedrooms, full guest bath, laundry room, and two-car garage. Upper-level office or fourth bedroom. Paved driveway, ample parking, mature plantings, grass lawns, full metal fencing around home, lower view deck with pergola, stone pathways, patio, and pond. Forest management by Lomakatsi. Access via Frank Hill Road or McKenzie Canyon Rd. Inquire for details!

1601 Frank Hill Road, Ashland

$899,000
220221479 MLS 7,143,840 Sqft. Lot 164 Acres
312 Sky Ridge Road offers 164 acres in the hills above Ashland, combining privacy, natural beauty, and usable land in a premier Southern Oregon setting. Zoned EFU, the property features a blend of moderately sloping terrain, open ground, and native landscape ideal for recreation, investment, or an exceptional estate setting. Approximately 2,220 feet of Cove Creek frontage adds scenic beauty and recreational appeal. A strong 48 GPM well, per 2018 well log, provides an excellent water source for future improvements. A fully paved drive leads to the property, with plans underway for a custom luxury entrance designed to complement the scale and quality of the setting. Elevations ranging from approximately 2,120 to 2,520 feet capture panoramic views in nearly every direction, creating a remarkable sense of space and connection to the surrounding mountains and valleys. Conveniently located near Medford, outdoor recreation, public lands, and Southern Oregon amenities.

312 Sky Ridge Road, Ashland

$749,000
2 Beds 2 Baths 220221177 MLS 2,235 SqFt. 938,282 Sqft. Lot 21.54 Acres
This sophisticated home combines high-end finishes & top-of-the-line infrastructure w/ stunning sunset views, a strong producing well w/ water rights, & a professional-scale solar array designed for complete self-sufficiency. Enjoy a grand layout featuring vaulted ceilings, wide plank engineered white oak floors, two wood stoves, and Knotty Alder solid core doors. Sliders lead to a brand new two-tiered deck, while the primary offers a free standing tub, marble shower, & a view balcony. This smart home provides seamless control over lighting, media, HVAC, etc via a central wireless hub. The firewise exterior includes a metal roof and fiber cement siding. A 28 solar panel array with 22,000KW storage is backed by two generators integrated for automatic operation. There's a heated barn with drive-through doors, two climate-controlled 40' shipping containers, & a storage shed. Newly completed in 2024 & 15min to town, this property is one of a kind. Inquire for a full features list.

8351 Dead Indian Memorial Road, Ashland

$2,500,000
5 Beds 7 Baths 220220624 MLS 6,033 SqFt. 87,120 Sqft. Lot 2 Acres
Discover this extraordinary Southern Oregon Luxury 2 acre estate perched above downtown Ashland w/views & incredible privacy. This custom built Pagnini home 5313 SQ FT, 5 bdrms, 5.5 bthms, 5 Car Garage + an additional 720 sq ft detached guest quarters. Grand entry, stunning wood floors, soaring ceilings, multiple fireplaces & walls of windows to take in the incredible views & abundant natural light. Gourmet kitchen w/quartz countertops, skylights & SS appliances w/double ovens. Main level primary suite w/ terrace access offers a soaking tub & steam shower. 2 upstairs guest suites both come complete w/private balcony & breakfast bar. Additionally this incredible home features a slate roof, sauna, elevator, a spacious office w/ en-suite + so much more. European-style terrace w/big natural boulders, fruit trees, a dog run, greenhouse, and manicured gardens along w/ abundant wildlife- no expense was spared on this remarkable Ashland retreat & it truly shows

500 Ashland Loop Road, Ashland

$550,000
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

$875,000
4 Beds 3 Baths 220220717 MLS 2,189 SqFt. 178,160 Sqft. Lot 4.09 Acres
Idyllic Ashland rural sanctuary with stunning valley views and easy access to downtown. Enjoy main-level living, tons of natural light, laminate wood floors. Open kitchen/dining with tile floors, abundant built-ins, gas range, 2 sinks & French doors. Wrap-around deck & backyard oasis with cascading water feature into creek meandering between pathways and mature landscaping to pond. Remodeled primary suite features tongue-and-groove pine ceilings, tiled shower, skylight, deck access & walk-in closet. Lower-level suite has exterior entry, living area, bedroom, bathroom, kitchenette & covered patio. Talent Irrigation canal runs through the property and irrigates pasture which includes a barn with stalls & hay storage and new perimeter fencing+hot wire. 2 large gardening areas with beds & drip irrigation. 2-car garage + 40'x24' shop/garage. Perfect for 4H, farming, gardening, livestock, horses, multi-generational living, entertaining or anyone seeking privacy & views without freeway noise.

2140 N Valley View Road, Ashland

$159,000
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

$4,500,000
5 Beds 6 Baths 220220674 MLS 6,396 SqFt. 151,588 Sqft. Lot 3.48 Acres
Set on 3.48 private acres just 500 ft from Lithia Park and within a 1/2 mile of downtown Ashland, 237 Granite is a rare, legacy estate inspired by the timeless design principles of Greene & Greene Architects. Showcasing over 5,700 sq ft of refined living, this 5-bedroom, 5.5-bath residence embodies the essence of The Arts and Crafts Movement with exceptional craftsmanship, rich walnut flooring throughout, and a seamless connection to its natural surroundings. The grounds are a destination unto themselves--featuring a solar-heated pool, tranquil Japanese gardens with tea house, two waterfalls, a koi pond, and direct access to nearby hiking trails. Main level living w/ 871 sq ft primary wing, private caretaker quarters, and a separate 676 sq ft guest cottage with 1 bed, 1 bath, 2-car garage--offering flexibility for guests or extended living. ''The Gamble House'' of Ashland, this is the largest private estate of its kind in such close proximity to the cultural and natural heart of Ashland.

237 Granite Street, Ashland

$975,000
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

$795,000
220220422 MLS 155,509 Sqft. Lot 3.5700000000000003 Acres
Back on market at a new price -- 3.57-acre build-ready E-1 (Employment) parcel at the south gateway to Ashland's primary commercial corridor. Flat, fully unimproved, with full City utilities, FEMA Zone X, and frontage on two public streets (190 ft Jefferson Ave, 868 ft Washington St). E-1 allows broad use: distribution/warehouse, light manufacturing, retail, office, and institutional. Under the R-Overlay, up to ~53 mixed-use residential units by right over ground-floor commercial. Set in an established distribution corridor with long-tenured operators nearby -- a proven warehouse/industrial location with flexibility for other uses. I-5 Exit 14 ~1.1 mi; private rail-spur feasibility confirmed (see docs, estimate only). Priced 43% below the adjacent 777 Jefferson sale; very favorable seller financing available. Buyer to verify intended uses with City of Ashland (Code 18.2.2.030). Contact listing agent for details.

799 E Jefferson Avenue, Ashland

$754,808
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
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

$845,000
3 Beds 3 Baths 220219802 MLS 2,306 SqFt. 327,135 Sqft. Lot 7.51 Acres
Stunning Chalet Retreat with Breathtaking Mt. Ashland Views! Nestled on 7.51 private acres, this gorgeous 2,306-sq-ft chalet offers unparalleled views of the Colestin Valley and Mt. Ashland. The thoughtfully designed interior features 3 spacious bedrooms, 3 full baths, and a versatile bonus room. Uniquely permitted for short-term rentals, this property is a proven income-producer and an ideal part-time residence or year-round sanctuary. Located just 15 minutes from the culture of downtown Ashland and minutes from world-class skiing, it perfectly balances seclusion with convenience. High-quality infrastructure includes a robust 16 GPM well and a state-of-the-art Advantex septic system. Whether you are seeking a mountain getaway, a savvy investment, or a private estate, this home delivers the best of Southern Oregon living. Experience ultimate privacy without sacrificing proximity to the city. A rare find in an iconic setting--this mountain masterpiece is ready for its next owner!

12673 Highway 99 S, Ashland

$695,000
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
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

$718,150
2 Beds 2 Baths 220219778 MLS 1,508 SqFt. 139,392 Sqft. Lot 3.2 Acres
Bucolic setting on 3.2 acres with panoramic views. This is an incredible property with a wonderful single-level home and a separate guesthouse. The main house has a wraparound deck that takes in mountain and vineyard views. Inside is an open floor plan with newly finished oak floors that create a wonderful flow. The living room has floor-to-ceiling picture windows and a wood stove that provides both heat and ambiance. There are two large bedrooms with two full bathrooms, set apart from the living space, creating a nice separation. The detached guest house, 216 sqft, is perfect for guests or extended family and overlooks the quaint pond fed by Neil Creek. The current owner has been producing wine, and there are Merlot, Cab, and Zinfandel grapes. There are several other outbuildings that include a studio, shop, small barn, and storage- truly a compound for country living, yet still just minutes to downtown Ashland and at the gateway to wonderful outdoor activities in the area.

750 Neil Creek Road, Ashland

$1,200,000
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

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Last updated: