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$1,299,900
4 Beds 4 Baths 220222528 MLS
Live the dream in this breathtaking Talent estate, set on 5 pristine acres just minutes from town. Spanning 3,646 square feet of thoughtfully designed living space, this 4 bed, 4 bath residence effortlessly blends comfort and style. The main level introduces a warm, fluid floor plan anchored by a great room with a floor to ceiling stone fireplace and soaring vaulted ceilings complimented by exposed beams. The sundrenched dining area, gourmet kitchen, and great room is framed by panoramic windows. Luxurious primary suite and guest room provide for seamless main-floor living. Upstairs offers 2 beds, 2 baths, loft and a generous bonus room tucked away in its own wing. The exterior grounds are a true masterpiece showcasing mature vibrant landscaping, a saltwater swimming pool, custom hot tub, and sprawling stone patio spaces tailored for year-round entertaining.

9220 Yank Gulch Road, Talent

$777,000
2 Beds 2 Baths 220222465 MLS
Custom round home designed and built by architect Clair Killen, positioned to capture panoramic views of Dutchman Peak and Little Grayback Mountain. The lower-level solarium provides exceptional space for year-round gardening and plant cultivation. Backing to BLM land, the property offers privacy, direct access to miles of public land, and a network of neighborhood trails, including a trail from the property that connects to the Sterling Mine Trail system. A gardener's paradise with two wells, extensive water storage, and two greenhouses with underground power. Multiple outbuildings and an ADU provide flexibility for guests, multigenerational living, rental income, hobbies, or workspace. Whether you're a gardener, homesteader, artist, or outdoor enthusiast, this property offers the space and infrastructure to bring your vision to life.

9595 Sterling Creek Road, Jacksonville

$1,149,000
4 Beds 4 Baths 220222432 MLS
Experience elevated mountain living on this breathtaking 9-acre estate at the base of Boaz Mountain. Designed with timeless lodge-inspired architecture, this 3,737 SF custom home captures luxury, warmth, and privacy at every turn. Towering vaulted ceilings, tile floors, handcrafted woodwork, and dramatic floor-to-ceiling windows create an unforgettable atmosphere filled with natural light and stunning views. The gourmet kitchen features quartz countertops, high-end appliances, oversized island, and walk-in pantry, opening seamlessly to expansive living and entertaining spaces. Resort-style outdoor living awaits with a heated in-ground pool with PebbleTec finish, outdoor kitchen, pool house, hot tub, 1,000+ SF deck, and beautifully curated grounds designed for unforgettable gatherings and peaceful evenings alike. Backing thousands of acres of public land, this is more than a home--it's a private Southern Oregon retreat built for luxury, adventure, and connection.

2365 Eastside Road, Jacksonville

$338,500
2 Beds 1 Baths 220221801 MLS
Set on almost 21 acres in the heart of Southern Oregon recreation country, this property is all about the land, location, and lifestyle opportunity. This well-kept manufactured home offers 2-bedrooms, 1-bathroom, and 672-sq. ft. of living space, providing a comfortable basecamp for weekend escapes or full-time living. Newer appliances, newer HVAC and has a great metal roof! A mix of sunny meadows, forested areas and year round pond creates privacy and room to explore, while the WR zoning opens the door to a variety of possibilities. The property also features Nye Ditch water, a 20x48 shop with concrete floor, full bathroom and plenty of room for RV and boat parking. Located just 6-miles from Lost Creek Lake Marina and only 25-miles from Crater Lake National Park, you'll enjoy easy access to fishing, boating, hiking and endless year-round outdoor recreation.

42256 Highway 62, Prospect

$1,140,000
3 Beds 3 Baths 220222186 MLS
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

$1,025,000
3 Beds 3 Baths 220221703 MLS
Panoramic Views: Single-Level Living with 5 Garage Spaces! Finding a home with sweeping valley views is rare. Finding one with true single-level living is even harder. This custom home offers both--plus incredible space for vehicles, hobbies, and storage. The main level features 3 bedrooms, an office, an open kitchen overlooking the vaulted great room, and breathtaking views stretching from Mt. Ashland to the Table Rocks. Designed for comfort and everyday ease, the primary living spaces are all on one level while still capturing the beauty of the valley below. Car lovers and RV owners will appreciate the attached 2-car garage PLUS an additional oversized 3-car garage/shop below with its own half bath, creating 5 total garage spaces along with dedicated RV parking. A truly hard-to-find combination of views, functionality, and easy living.

3250 Annapolis Drive, Medford

$1,050,000
4 Beds 4 Baths 220221529 MLS
Discover serenity on 4.58 acres in the heart of the Applegate Valley! 3,400 sq ft custom home offers 4 beds, 2.5 baths, separate in-law suite w/ private entrance. Enter into expansive, light-filled living with views of the Little Applegate River from nearly every room. Enjoy 14' ceilings & a stunning rock fireplace w/ Port Orford Cedar mantle in the Living Room. Chef's Kitchen, large island, granite counters, & breakfast nook flow seamlessly into the formal dining area & dedicated office. Primary suite is a luxurious escape w/ dual vanities, soaking tub, walk-in shower, & dual closets. On the opposite wing, find three bedrooms, w/ private entrance, ideal for family or guests. Relax on the wraparound porch, stroll through manicured landscaping, or unwind beside your private pond/water feature. Multiple seating areas along the river offer peaceful moments of reflection. Fenced pasture, irrigation system, detached 2,132 sq ft garage, w/three spacious rooms, HVAC, and limitless potential!

4000 Little Applegate Road, Jacksonville

$850,000
3 Beds 3 Baths 220221511 MLS
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
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

$2,100,000
5 Beds 5 Baths 220221275 MLS
Perched atop 85+ acres in East Medford, this exceptional estate offers breathtaking, panoramic views of the valley and surrounding mountains while being minutes away from city amenities. Designed with timeless style, the home features a stunning chef's kitchen with a 12-foot Quartzite Island, Sub-Zero refrigerator, multiple dishwashers, and a butler's pantry. The primary suite features a walk in closet and a newly remodeled bathroom, complete with tile floors, soaking tub, and wood cabinetry. Four additional bedrooms--one with an en suite bath--are also situated upstairs. A fully finished and conditioned 975 sq ft bonus space above the garage adds tons of versatility. Outdoors, indulge in resort-style living with a heated saltwater pool, hot tub, and an exquisite outdoor kitchen featuring a Wolf grill, pizza oven, ice maker and more. A beautifully finished 1,526 sq ft shop, solar power, gated entry, paved driveway, RV hookups, and EFU zoning complete this rare offering.

6081 Hillcrest Road, Medford

$275,000
220221164 MLS
Location, location, location! Searching for an amazing view lot to build your dream home on that's close to Downtown Jacksonville as well? If so, this is the one for you! This rural lot is accessed through a private drive that is shared with million dollar plus homes and is ready to be built on! A few of the many features this property has to offer is a new well (cost $30k+), new well pump (cost $19k+), power is at the property line, RR-5 zoning provides homesite approval, septic approval, graded homesite pad, graveled driveway, & much more! Buyer(s) to perform their own due diligence pertaining to buildability of the property. Very rare opportunity to find buildable acreage within 5 mins from Downtown Jacksonville, so contact your agent today for a personal tour, before it's too late!

254 Juanita Way, Jacksonville

$2,500,000
5 Beds 7 Baths 220220624 MLS
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

$975,000
4 Beds 4 Baths 220220963 MLS
Gorgeous custom home with breathtaking views of the Rogue Valley and twinkling city lights. This beautifully upgraded home features soaring open beam ceilings, wood floors, alder cabinetry, quartz countertops, and open great-room living with a gas fireplace framed by a stunning rocked archway. The chef's kitchen offers a 5-burner gas range, island, wine cooler, and walk-in pantry, while the spacious covered deck off the kitchen is perfect for year-round outdoor dining, entertaining, or relaxing with the views. Main level includes the luxurious primary suite, office, and custom library with knotty alder built-ins and smart lighting. Downstairs features a fully finished lower-level expansion with 1,400+ SF of professional-grade gym space, private guest suite, and hidden-panel bonus room ideal for a theater, office, or speakeasy. Enjoy the pergola-covered Premium Signature Spa hot tub and beautifully landscaped backyard.

536 W La Strada Circle, Medford

$579,900
3 Beds 2 Baths 220220971 MLS
Welcome to your own slice of Southern Oregon paradise! This spacious 3-bedroom, 2-bath home offers approximately 2,400 sq ft of living space on 5 beautiful acres with breathtaking panoramic views. The property features multiple barns, sheds, a 4-car carport, pasture space, and endless potential for hobby farming, animals, storage, or recreational use. Inside, you'll find an open layout with a large kitchen offering abundant cabinet storage, quartz countertops, and plenty of room for gathering and entertaining. The living room showcases a stunning stone fireplace that creates a warm and inviting atmosphere. Large sliding glass doors lead out to the porch where you can relax and take in the gorgeous surrounding scenery and sunsets. This older home is full of character, space, and opportunity for someone looking to create their dream rural retreat.

5245 Pioneer, Medford

$875,000
4 Beds 3 Baths 220220717 MLS
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

$4,500,000
5 Beds 6 Baths 220220674 MLS
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

$689,000
4 Beds 4 Baths 220220658 MLS
Better than new & thoughtfully upgraded, this stunning Craftsman offers quality, comfort & sweeping mountain views. Step inside to vaulted & 9-ft ceilings, wood laminate flooring & striking Alder doors. Open great room flows into a chef's kitchen featuring granite countertops, SS appliances, gas range, Knotty Alder cabinetry, walk-in pantry & Lg island. Living/dining areas open to a wraparound covered deck. Main level offers a spacious primary suite w/dual closet, dbl vanity, water closet & tiled walk-in shower w/dual heads, plus a second bedroom & full bath. Upstairs features a third bedroom w/bath & walk-in closet, ideal for guests or office. Newly finished lower-level w/private entrance & driveway is wheelchair accessible, offering a bedroom, bath, walk-in closet & plumbing for a kitchenette--perfect for multi-gen living or income potential. Oversized 3-car garage, front & rear driveways, RV parking, No HOA, covered patio, irrigated landscaping & golf cart access to Golf Course.

22 Terra Linda Court, Eagle Point

$925,000
5 Beds 5 Baths 220220584 MLS
Perched in the desirable West Hills of Central Point, this exceptional property offers space, versatility, and breathtaking views from the expansive deck, on nearly an acre with irrigation. Enjoy sweeping panoramas of the Rogue Valley, Roxy Ann Peak, and Mount McLoughlin from your own backyard. The main 1570 sqft home features 3 bedrooms and 2 full and 1 half bathrooms with a comfortable, functional layout ideal for everyday living and entertaining. A separate 1200 sqft 2 bed, 1 bath guest home adds incredible flexibility for multi-generational living. Great well, plus 2000 gallon holding tank! The impressive RV garage is a true standout, offering ample space along with a workshop, den with wet bar, and half bath, perfect for hobbies, or a man cave! With room to spread out, stunning natural surroundings, and a prime location just minutes from town, this rare offering combines privacy, utility, and scenic beauty into one remarkable opportunity.

2244 Hillside Drive, Medford

$557,900
3 Beds 2 Baths 220220515 MLS
Welcome to this stunning new construction, completed in 2024 on .32 acre lot with fantastic views. Enjoy the ambience and views from the front porch. This beautifully designed home features an inviting open floor plan, with high ceilings, and beautiful laminate floors. The kitchen showcases granite countertops, steel appliances and tasteful cabinetry that blend style with practicality. The primary bedroom is large enough for a king bed. It, also, features a spacious, beautifully tiled shower, and a walk-in closet. With an oversized garage and convenient RV access, you'll have plenty of space for all your vehicles and recreational toys. Located in desirable Cedars Landing with excellent schools nearby, this home is ideal for families looking for comfort and convenience. Don't miss the opportunity to make this your own--SCHEDULE A VIEWING TODAY. SELLER IS MOTIVATED!!

2802 High Cedars Lane, Medford

$1,075,000
4 Beds 4 Baths 220220426 MLS
This gem of a property is located only a few minutes from historic downtown Jacksonville, the Britt festivals and some of the best wine country southern Oregon has to offer! No need to keep your search to only single-story homes, because this one has an elevator to give equal access throughout. The kitchen is built for entertaining in the great room. Enjoy amazing views of the Rogue Valley from the expansive rear deck. If storage is what you need, there are two, two car garages and an additional storage space. Outside you will find beautiful and peaceful landscaping in both the front and back. With quality features throughout, this home is ready to provide comfort and good times for a new owner. Schedule a tour today!

935 Applegate Street, Jacksonville

$549,999
3 Beds 2 Baths 220220352 MLS
Over 2,400-sq. ft. of comfortable living space in this versatile 3-bedroom, 2-bath home with a large bonus/game/multipurpose room that can easily serve as a 4th bedroom. Situated on a huge city lot in desirable Valley View Estates, this property offers breathtaking views with no HOA or fees. Connected to city water and sewer for convenience. The oversized 2-car garage includes an attached shop area, providing ample space for projects, storage, and all your toys, plus room for RV parking. Enjoy outdoor living and entertaining on expansive decks designed to capture the scenery. Tucked away on a private cul-de-sac in a sought-after Shady Cove neighborhood. Brand new roof installed April 2026, along with recent upgrades including interior and exterior paint, updated flooring, granite countertops, and more. Split floor plan features a spacious primary suite with soaking tub, separate shower, and walk-in closet. A must-tour!

381 Pinetop Terrace, Shady Cove

$599,000
3 Beds 3 Baths 220220339 MLS
Views! Prestigious in-the-city hilltop completely remodeled home with views of Mt. McLoughlin, Mt. Ashland, the Rogue Valley, Table Rocks, city lights and more on a leveled mountain top with lots of parking! Thoroughly and tastefully updated with elegant hardware, granite counters, cabinets, appliances, vanities, flooring, paint, and fixtures. Brand new extensive landscaping accompanies the home with a variety of rock features and flower beds, and there are patios or decks on almost all sides to capture the scenery. Vaulted ceilings, massive fireplace, separate living area with its own patio, entrance and wood stove which would be a great two family setup in this 3162 square foot, 3 bed 3 full bath home. City water, attached oversized 2 car garage & workshop! Schedule today!

1015 Palima Drive, Eagle Point

$1,700,000
2 Beds 3 Baths 220220012 MLS
Butterfly Hill is a LEED Silver certified, self-sustainable eco-luxury masterpiece in a gated community outside Jacksonville. This three-wing home delivers abundant sweeping views, open-concept living space & stunning folding glass doors which open directly to outdoors blending nature with the eco-luxury lifestyle. The kitchen stuns with a large tasking island, custom cabinetry, walk-in pantry and sleek cooking zone. Primary suite demands awe with a bank of windows facing the mountains & spa inspired bath. Flexible secondary suite with Murphy bed is a perfect multi-use haven. 8-year-old Hügelkultur gardens, drought-tolerant native plantings, and a 15,000-gallon rainwater collection system supplies irrigation and dedicated fire suppression tank, solar power, KVA 20 generator and extensive fire hardening measures secure this home for years to come. Private hiking trails, wildlife, views and space without feeling endlessly remote.

400 Coyote Run, Jacksonville

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: