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$629,808
3 Beds 2 Baths 220219807 MLS
Picturesque little valley backing up to BLM land & Sterling Dutch trail on 43.20 acres. Rich in history dated back to 1856 homestead in Sterling Creek nestled in Southern Oregon. Charming log style home, Knotte pine doors, vaulted rough cut beams and Knotte pine ceilings. Enter in to the great room/dining room through a lg cedar deck for entertaining and beautiful landscaping w/dbl doors, Vermont cast iron fireplace w/cooking plate. Open staircase to 3rd bdrm or great office. Vaulted wood ceilings in primary suite, 3 lg closets and bath. 2nd bdrm off back of home w/open kitchen, lg walk in pantry w/ hickory cabinets and glass fronts. Milgard dbl pane windows. French doors to a covered patio. Beautiful property w/fruit trees, grape arbor, fenced garden and Dog Park. 3 sheds, slate walkways and great well! Super charming property close to Jacksonville

7484 Sterling Creek Road, Jacksonville

$799,900
3 Beds 3 Baths 220219802 MLS
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

$2,195,000
4 Beds 4 Baths 220219782 MLS
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

$748,500
4 Beds 3 Baths 220219780 MLS
Tucked away off East Antelope Road, this inviting rural homestead offers privacy, functionality, and scenic beauty on 26.31 acres. Level to gently rolling pasture and a picturesque oak savanna create a beautiful country setting, while dramatic views of Agate Lake, the surrounding mountains, and sweeping territorial landscape set this property apart. The 2,784 square foot two story home features 4 bedrooms, 2 full baths, and 1 half bath, with soaring knotty pine ceilings and striking prow style windows that bring in natural light and frame the views. The open concept living area flows into a well appointed kitchen, with dedicated dining and office space adding flexibility. Outside, enjoy a large composite deck, mature landscaping, fenced and cross fenced areas, and a fully fenced backyard. A shop, outdoor riding arena, barns, sheds, kennel, and attached 2 car garage make it exceptionally well suited for country living, livestock, hobbies, equipment storage, and recreation.

3850 E Antelope Road, Eagle Point

$699,000
3 Beds 3 Baths 220219715 MLS
Beautiful contemporary Craftsman-style home in a quiet setting close to historic downtown Jacksonville, Britt Festival, restaurants, and woodland hiking trails. This well-maintained newer home features an open-concept floor plan with engineered hardwood floors, abundant natural light, and a cozy fireplace. The kitchen offers granite countertops, stainless steel appliances, custom cabinetry, and a spacious island ideal for gathering and entertaining. The main-level primary suite includes a walk-in closet, double vanity, and tile shower, along with a powder room and laundry room. Downstairs features a large family/media room, two bedrooms, full bath, and separate entrance - ideal for guests, extended family, or flexible living space. Enjoy multiple outdoor living areas, easy-care landscaping, covered porches on both levels, a private rear patio, and attached two-car garage in one of Southern Oregon's most desirable communities.

915 Hangman Way, Jacksonville

$735,000
3 Beds 3 Baths 220219437 MLS
Welcome to your peaceful oasis, just minutes from town on a private 40-acre property. This serene retreat offers stunning 180-degree views, a two-family setup, a garden, a rainwater capture system, and marketable timber--just to name a few highlights. The spacious, updated home features breathtaking views from every room, thanks to large picture windows. On the main level, you'll find everything you need: bedrooms, living spaces, kitchen with a new stove, laundry, and a full-length covered deck. The daylight basement includes a large family room, office (easily converted to a fourth bedroom), a full bathroom, and exterior access to another covered patio. Ideal for families seeking separate living spaces for relatives. Located in the Central Point School District.

16445 Meadows Road, White City

$299,000
2 Beds 1 Baths 220219584 MLS
This is a GREAT and RARE opportunity for a business to own & operate with easy/fast access to I-5. Conveniently located in Gold Hill (between Medford & Grants Pass). Additionally there is a clean and ready home/office. The .93 acre is partially fenced & has been set up to maximize parking w/graveled parking areas, creating low property maintenance w/turn around space for large vehicles & to easily park trailers/store materials. Home/Office has 2bdrms or offices, 1ba & bonus rm/laundry rm. Well & septic. New gas heater. No garage but a 20'x8' shipping container w/roll up door for extra storage is included. Zoned Interchange Commercial (IC) to run a business such as vehicle/equipment service station or food or drinking establishment, food/bev drive-thru, food/sundries convenience sales, barber/beauty shop, or gift/antique/specialty shop. Of course, Buyer to do their own due diligence to verify uses/details on IC Zoning and if/how to change the zoning, if desired. Don't wait, call today!

175 Rogue River Highway, Gold Hill

$455,000
2 Beds 2 Baths 220219559 MLS
SELLER FINANCING AVAILABLE. Welcome to unparalleled golf course living! Situated on the prestigious Eagle Point Golf Course, this stunning luxury home boasts sweeping, unobstructed views directly over the 14th green. Step inside to find a massive, light-filled living room anchored by a beautiful gas fireplace and expansive windows that frame your fairway views. The heart of the home is a completely remodeled chef's kitchen, meticulously designed with gorgeous custom cabinetry, premium granite countertops, and seamless flow for entertaining. Retreat to the primary suite, which features a fully remodeled, spa-like bathroom designed for ultimate relaxation. With a dedicated home office, a highly functional separate laundry/mud room, and premium finishes throughout, this home perfectly blends modern luxury with everyday practicality. Enjoy your evenings on the back patio watching the golfers approach the green. A rare, turn-key masterpiece on the fairway

85 Morning Dove Trail, Eagle Point

$550,000
3 Beds 3 Baths 220219527 MLS
Updated 1950's home in desirable Old E Medford neighborhood. Enjoy .33 acre flag lot, offering privacy in front & back yards. 3 bedrooms, 2.5 bathrooms, abundant lighting, flex/bonus room, central vacuum system, luxury plank flooring, new interior & exterior paint, new hot water tank, custom millwork, LED lighting, & custom removable window shades. Sunlight kitchen w/new cabinetry, quartz counters, & stainless appliances. Laundry room w/cabinets. Vaulted great room has a wood burning fireplace & picture windows. Spacious primary suite has dual walk-in closets, and ensuite bathroom. Secondary bedroom w/its own bathroom &third room can be an office/nursery/craft room/bedroom. New wrap-around deck, hot tub & mature landscaping. Detached 2 car garage (approx 656 sq ft) w/cabinets & storage space, includes a private work space/office. Additional flex/bonus room in the back of the garage. Attached RV/boat/ garage/shop w/cabinets(approx 429 sq ft) & 220 w/double doors is a hobbyist's dream!

524 N Berkeley Way, Medford

$475,000
4 Beds 3 Baths 220219519 MLS
Prepare to be captivated by the stunning valley and hillside views from this impeccably maintained, move-in-ready home. Designed to maximize scenery and comfort, the main level features an open-concept layout anchored by soaring vaulted ceilings and a cozy gas fireplace. The chef-inspired kitchen shines with cherry cabinetry, stainless steel appliances, a gas range, and premium under-cabinet lighting. The primary suite serves as a private sanctuary, offering a tiled shower, walk-in closet, and direct access to the deck to enjoy the sunrise. Below, the 2021-finished lower level offers massive flexibility. With a large bonus living area, two bedrooms, a Jack-and-Jill bath, and a separate entrance, it is perfectly suited for multi-generational living or rental potential (originally designed for a kitchenette). Enjoy two levels of expansive decking and plenty of room to breathe. Offered fully furnished for a seamless, turnkey transition. Your view awaits!

457 Elm Street, Phoenix

$485,000
4 Beds 3 Baths 220219461 MLS
Located in the Echoes of the Ponderosa, this custom home offers an open floor plan, 14' vaulted ceilings, 2 primary suites & hickory hardwood floors in the main living areas. The kitchen features custom solid alder cabinetry, granite counters, raised bar, center island w/ sink/disposal. The dining area provides space to gather, a wine fridge, gas range & pantry add to the functionality. The living room features a gas fireplace & prewired TV cabinet. French doors fill the home w/ natural light & open to the patio for easy indoor-outdoor living. The main primary suite includes a tiled walk-in shower, pebble flooring, jetted tub, toilet room, walk-in closet & additional alder cabinetry storage. Down the hall, you'll find a full bathroom w/ patio access & toilet room, laundry room w/ ample storage & three bedrooms. Walking paths, parks & nearby golf course offer a low maintenance lifestyle.

72 Pineridge Lane, Eagle Point

$525,000
3 Beds 2 Baths 220219336 MLS
Welcome to this beautifully maintained 3-bedroom, 2-bath home in the desirable Eagle Trace community at the base of Roxy Ann Peak in East Medford. Enter inside to a bright, spacious living room with a charming bay window. The updated kitchen features fresh backsplash, hardwood floors, stainless appliances, new countertops, and inviting views of the large backyard. Adjacent is a cozy dining nook and a warm family room with coffered ceilings and a gas fireplace. A generous formal dining area opens seamlessly to the living room. All three bedrooms are spacious, each offering a walk-in closet. The primary suite includes a recently refreshed en-suite bathroom. Outside, enjoy a covered back patio, an 8'x16' shed, and concrete RV parking. Located in a wonderful neighborhood, you're just minutes from hiking & biking trails in the 1,740-acre Prescott Park on Roxy Ann Peak. Recent upgrades include a newer roof, stainless appliances, countertops, and HVAC--ready for you to move right in!

1518 Cypress Point Drive, Medford

$575,000
5 Beds 3 Baths 220219281 MLS
NEW PRICE! Seller is offering $10k towards repairs or buy downs! Located above the Boulevard in one of Ashland's most sought-after neighborhoods, this 5-bedroom, 3-bath home offers the perfect blend of convenience and opportunity. Just minutes from downtown, local shops, restaurants, and hiking trails, the location is hard to beat. Inside, you'll find a functional layout with a cozy fireplace anchoring the main living space as well as original hardwood flooring. Updated solid wood interior doors throughout the home offer a touch of modern sophistication, while multiple sky lights allow for plenty of natural light. Outside, the lot provides plenty of room to garden, or reimagine the space to fit your vision. Whether you're looking for a solid investment property or a place to create your dream home, this one is full of potential.

430 Ashland Street, Ashland

$1,265,000
4 Beds 4 Baths 220219196 MLS
Outstanding new construction by Mahar Homes, Inc. in the desirable Saddle Ridge Subdivision, offering beautiful views and a private setting. This thoughtfully designed home features main level living with an additional primary suite, each with double vanity bathrooms, walk-in tile showers, tile flooring, and walk-in closets. The main living area includes a gas fireplace with beautiful built-ins and access to the deck showcasing incredible mountain views. The large island kitchen features quartz countertops, custom cabinetry, and KitchenAid appliances. This open floor plan home features four bedrooms and a dedicated office. Downstairs there is a bonus room with a wet bar, ideal for flexible living and entertaining. Large windows bring in natural light and showcase the views. Additional highlights include oversized garage, ample storage, a large covered back deck and patio, neutral finishes, and Earth Advantage Certified. Listing agent related to seller.

5611 Autumn Park Drive, Medford

$548,000
1 Beds 1 Baths 220219173 MLS
You've been looking for land that's already done the work. This is it. Custom mountain chalet on 164.84 acres in the Klamath/Cascade range with breathtaking views, direct BLM access, and infrastructure serious growers and homesteaders spend years building. Rough-sawn wood exterior, standing-seam metal roof, open-concept interior with LVP floors, island cooktop, stainless range hood, and wood-burning stove. Outside: established hugelkultur raised beds, ventilated hoop greenhouse, 2.5-acre fenced homesite, and numerous fenced cultivation areas -- all on a fully irrigated Netafim drip system. A 12 GPM well backed by 40 acres of groundwater rights and 800-amp electrical service mean you're not compromising on water or power. Yurt, outbuildings, and shipping containers may convey. Extremely private. Deeply serene. Rich with wildlife. Southern Oregon living at its absolute finest -- without starting from scratch.

17939 E Evans Creek Road, Rogue River

$2,240,000
4 Beds 3 Baths 220219078 MLS
Discover Belvoir Estate, an extraordinary French Country chateau in the heart of Southern Oregon's Applegate Valley Wine Country. Set on 25 private acres, this custom-built masterpiece blends grand scale architecture w/natural beauty, privacy, and timeless elegance. Inside, soaring ceilings and expansive windows frame breathtaking panoramic views, while exceptional craftsmanship, refined finishes, and Wolf and Sub-Zero appliances elevate the living experience. Grand gathering spaces feel both impressive and inviting, designed for luxurious living and entertaining. Outdoors, enjoy multiple terraces, 600+ ft of river front, a historic barn, sprawling meadows, and sustainable organic garden. The property also includes a private guest residence, 1857 water rights, and easy access to public lands for recreation. A short drive to Jacksonville, wineries, dining, concerts, theater and an international airport 30 min away, Belvoir Estate is your private grand estate dream in harmony w/nature.

3998 Little Applegate Road, Jacksonville

$1,295,000
5 Beds 4 Baths 220219034 MLS
Private Family Oasis Near RVCC. Retreat to your country-inspired estate w/views of Roxy Ann Peak & Table Rock. 0.67 park-like acres, nestled behind private gated entry. 5 bdrm (plus office), 3.5 bath home defined by high-end finishes, refinished real hardwood floors w/cherry wood inlay, new carpet & freshly painted interior. Kitchen: custom cherry cabinetry w/soft-close pulls, granite counters, dedicated wet bar & professional appliances including 6-burner gas cooktop, dbl convection ovens, wine refrig plus built-in refrigerator. Primary bdrm features vaulted ceilings, sitting area w/bay windows, gas fireplace and a spa-like bath w/heated tile floors, floating tub, walk-in closet w/ stackable washer dryer & large tile shower. Private office/den with built-in bookshelves, 4 addtl bdrms (one w/en-suite), 2 staircases for easy flow, finished 3-car garage w/electric charging station, laundry rm. Professional landscaping: waterfall, stone patio, stream, dog run & extensive Trex decking.

2583 Oak View Circle, Medford

$579,000
4 Beds 2 Baths 220219015 MLS
Nicely set back off the highway you will find this well constructed Bavarian style home, built by a master builder from Germany. Sits on just under 3 acres with spectacular views of the Siskiyou mountains. Located in the middle of the Applegate wine country near Ruch and a short 15 min drive to Historic Jacksonville. This 3404 sq. ft. , 4 bed plus office has all the space you would want for everyday living and entertaining. Main living is upstairs, offers a covered porch to enjoy the views year round. Large patio off lower level for outdoor entertaining. The two car garage is detached with upstairs living area. Paved driveway offers ample parking. The 2 wells offer plenty of water for landscape/gardening and household use. Well flow from 2017 on file, good flow production. Slightly sloping land is mostly open pasture with mature landscaping around the house, fenced and gated.

8330 Hwy 238, Jacksonville

$225,000
1 Beds 1 Baths 220218910 MLS
Private 10.3-acre setting with usable land and strong potential. The property previously received county approval for a replacement homesite--buyers to verify current status with Jackson County--offering an opportunity to rebuild while having a functional setup already in place. A finished shop with studio-style living area provides space for use as primary residence, guest use, or living and workspace during construction. Backs to 41 acres of BLM for added privacy and direct access to recreation. Generator and Greenhouse on site supports homestead or self-sufficient living. Located about 7 minutes to Shady Cove and 15 minutes to Lost Creek Lake. Owner is in the process of obtaining permits and DEQ approval for a new septic system. Due to condition, conventional financing may be limited--buyer to perform due diligence. Altered aerial photos are for illustrative purposes only. Actual design and footprint of homesite will vary, if any homesite is available.

164 Busch Road, Trail

$1,466,000
2 Beds 4 Baths 220218853 MLS
You'll be in a prime spot right in Ashland's Railroad District/Spur Rail Subdivision, a super desirable area! Just hop on the elevator to the top! This place has a fantastic modern design, with 770 square feet of first-floor commercial space and a luxurious 2-story home on the 2nd and 3rd floors. You'll find premium finishes everywhere, a huge rear patio, vaulted ceilings, big windows, an open floor plan, and materials that are easy to take care of, so they last. Plus, the property is set up to get the most out of solar panels. You'll have amazing views of Grizzly Peak to the north and Mt. Ashland to the south--it's truly a dream location. The property is zoned E1 commercial (Ashland Employment District with Residential Overlay). There's a single-car garage, EV charging, and the square footage has grown. The windows have also been upgraded to Milgard Fiberglas;, each parcel comes with a 1/6th interest in the parking lot next door.

138 Clear Creek Drive, Ashland

$1,995,000
7 Beds 5 Baths 220218653 MLS
Don't miss this once-in-a-generation opportunity to own Applegate River Retreat, a true Southern Oregon legacy estate. This extraordinary riverfront sanctuary spans nearly 20 private acres with 420' of Applegate River frontage in the heart of the Applegate Valley wine country. Thoughtfully transformed, the property features 3 beautifully finished homes accommodating 21+ guests, 2 RV sites, an authentic Finnish sauna, game room, fitness/yoga studio, reclaimed pastures, forest trails, private swimming holes, and multiple river access points. Perfect for creating lifelong memories with family and friends, hosting unforgettable gatherings, or simply escaping to nature's beauty. Steps from Red Lily Vineyards and Devitt Winery, and just minutes from historic Jacksonville and the renowned Britt Music & Arts Festival. Swim, fish, kayak, hike, relax beneath towering trees, and experience one of Southern Oregon's most remarkable private retreats. Start your legacy today. Truly one of a kind!!!!

11677 Highway 238, Applegate

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: