luxury house with terrace for sale Chiloquin, United States

Welcome to Celtic Moon Vineyard! Unique one of a kind Pagnini home + Casita on 160 acres, 78 Irrigated acres, auto backup generator. Gated entry, lighted bridge, 15 varietal vineyards on 43 acres. Pasture, 4440 SQFT Shop w/bath, office, equipment shed w/lean-to & a 2280 SQFT Machine shed. Amazing views of the valley, MT's & city lights. Main home is 7256 SQ FT 3bdrm, 4 car garages, 2000 SQ FT indoor pool, sauna house, gym, office w/built ins, great rm, formal dining rm, sun/breakfast room off kitchen w/lg island, laundry rm/hobby rm w/desk, 5 fireplaces, soaring open beam & groin ceilings, elevator, art studio, 2 courtyards, temp controlled wine rm, Geothermal heating & cooling. Master on main w/slider to deck, tile shower marble floors, quartz counters, jetted tub, heated floors & huge walk in closet w/island & built ins. Casita is 850 SQFT 1 bdrm, 1 bath w/amazing views of the vineyard, high ceilings w/open beams, kitchen, 2 sliders to deck, fireplace, granite counters & laundry

Live the golf lifestyle in this distinctive Craftsman home in the Eagle Point Golf Community, just moments from the award-winning Eagle Point Golf Course. Designed for comfort, convenience, and long-term value, this home appeals to golf enthusiasts, luxury downsizers, out-of-state retirees, and local move-up buyers. Vaulted ceilings and abundant natural light highlight hardwood floors and a two-sided gas fireplace connecting formal and casual living spaces. The kitchen features a cooktop island, ample counter space, and breakfast bar, opening to a vaulted family room and private patio ideal for entertaining or relaxing. The main-level primary suite offers easy living with ensuite bath and patio access. Upstairs includes two bedrooms with a Jack-and-Jill bath and a versatile loft for office or guests. Low-maintenance living in a prime location near golf, dining, and recreation.

Owner will carry! Over 3,000 sq ft of custom design and stunning curb appeal define this exceptional 3 bed, 3.5 bath multi-level home set on 1.76 usable acres just 7 minutes from downtown Ashland. Walls of windows showcase sweeping panoramic views of the Siskiyou Mountains, Pompadour Bluff, Pilot Rock, and Mount Ashland. The gorgeous updated kitchen features contemporary cabinetry, granite countertops, stainless steel appliances, cork flooring, and remarkable sightlines. A bright living room with a wood-burning fireplace offers comfort and beautiful views, while the spacious primary suite includes a spa-like bath with walk-in tile shower and jetted soaking tub. Beautiful grounds, inspiring vistas, and thoughtful craftsmanship define this standout property, offering flexible living spaces, a scenic deck, privacy, and convenient access to downtown, parks, trails, and renowned cultural attractions. Come check it out today!

Step into comfort and easy living at 3949 Connor Drive, ideally located in a desirable neighborhood close to schools and everyday amenities. This inviting home features a bright, open-concept layout with the kitchen at its center, offering white cabinetry, granite countertops, subway tile backsplash, and a spacious walk-in pantry. The seamless flow into the dining area and great room creates the perfect space for entertaining or relaxing, complete with vaulted ceilings, a cozy gas fireplace, and abundant natural light. A split floor plan provides added privacy, with the primary suite tucked at the rear, featuring a large step-in shower, double vanity, linen storage, and a generous walk-in closet. Situated on a spacious corner lot, the fully fenced yard includes RV parking and expansive side yards. Unwind year-round on the covered, south-facing patio with your own private hot tub.

Welcome home to a timeless 4-bedroom retreat tucked into the quiet hills of East Medford. Remodeled throughout, the warm, traditional style meets modern ease with a main-level primary suite that feels like a private sanctuary, complete w/ a spacious layout, double vanity, walk-in shower & French doors leading to the backyard. The chef's kitchen is the heart of the home, showcasing white cabinetry, quartz counters, a 6-burner gas range with double ovens, 2 dishwashers and a welcoming breakfast nook. The kitchen opens to a cozy family room with gas fireplace & an inviting dining area, creating effortless flow for gatherings. Step outside to an enviable backyard: solar-heated inground pool & spa, covered patio, outdoor fireplace, twinkling string lights, speakers, and an enclosed side yard for pets. Upstairs, three charming bedrooms and a versatile bonus room with built-in desk offer space to work, play, and unwind. All set on a generous lot in a peaceful neighborhood.

Gorgeous craftsman multi-generational living opportunity in one of Ashland's most desirableneighborhoods, just steps from parks, hiking trails, and hundreds of acres of public land. Immaculate landscaping and curb appeal create a striking first impression. A classic covered porch overlooks the front yard and a private park across the street. Step inside to vaulted ceilings and an open floor plan. Pristine oak flooring is complemented by modern cabinetry and a spacious kitchen island with quartz countertops, ideal for chefs and entertaining. Floor-to-ceiling sliding glass doors offer seamless indoor-outdoor living. Enjoy an expansive deck overlooking a serene backyard with pocket views of Grizzly Peak. The 350 Sq ft guest house is thoughtfully designed for convenient access while maintaining privacy with a dedicated fence, creating ideal separation between living spaces.

Vaulted ceilings, fresh updates, and sweeping views--this East Medford home truly checks all the boxes. All new interior paint and carpeting provide a clean, updated backdrop, while the expansive layout and soaring ceilings fill the home with natural light. The open kitchen is anchored by chiseled edge granite countertops and warm cabinetry, complemented by rich cherry wood flooring throughout the main living areas. The spacious primary suite is complete with a gas fireplace, dual closets, travertine tile shower, double vanity, and soaking tub. Two additional bedrooms plus a dedicated home office provide flexibility for a variety of lifestyles. Step outside to enjoy expansive valley views from the large deck, which overlooks a backyard filled with fruit trees. Designed for comfort, the home features dual water heaters, central vacuum, and a 3-car garage. Out front, a stamped concrete driveway with a distinctive water feature creates a memorable first impression.

Tucked away on a quiet cul-de-sac in East Medford, this well-maintained home offers space, comfort, & a fantastic floor plan. A spacious living area w? a gas fireplace creates an inviting focal point, while hardwood flooring in the main living areas adds timeless character. The open kitchen features new quartzite countertops, wood cabinetry with updated hardware, a walk-in pantry, & updated light fixtures. The primary bedroom is conveniently located on the main level, with an ensuite bath & walk-in closet. Upstairs, you'll find 3 bedrooms with new carpeting, along with a bonus room that provides extra space for a home office, media room, or play area. Additional highlights include a central vacuum and two HVAC units. Step outside & enjoy apple trees, established blueberry bushes, a fully fenced backyard, garden boxes, a paved patio and room for gardens or a play structure. Fresh exterior paint completed in 2025 enhances the home's curb appeal & completes this inviting property.

Charming East Medford home conveniently located near medical facilities and the beautiful Rogue Valley Country Club. This 3-bedroom home offers a comfortable layout that lives larger than its square footage and sits on a quiet street with mature landscaping. The kitchen offers ample cupboard and counter space, and an eating bar that opens to the living area. The living room showcases original hardwood floors, a cozy fireplace, and a large front window that fills the space with natural light and views of the front yard. A converted family room now serves as a spacious primary bedroom, adding flexibility to the layout. The fenced side and backyard offer a garden area and patio that create a private outdoor space. An oversized driveway may allow for additional parking. Located in the desirable Hoover School District, this East Medford home offers charm, comfort, and convenience.

Discover a classic craftsman home where historic elegance meets modern living. Featuring 4 bedrooms and 2 and 1/2 bathrooms, this residence boasts original woodwork, including coffered ceilings, window seats and a built in hutch. The living room has a classic wood fireplace and flows seamlessly into the generous dining room perfect for entertaining. The kitchen is equipped with stainless steel appliances and a versatile island. Enjoy added space in the cozy sunroom and a dedicated home office. Upstairs, the primary suite includes a luxurious bathroom with a walk-in tile shower. The private, fenced backyard is an outdoor oasis, complete with a large deck, hot tub, shed, and a water feature. This home has storage throughout, including a walk-in pantry, built in cabinets, and a detached garage with workshop space. Enjoy the convenience of this neighborhood, close to parks, schools and amenities!

Embrace the Southern Oregon lifestyle on this breathtaking 19-acre irrigated estate NOT located in a wildfire zone, where luxury meets the natural beauty of the Pacific Northwest. Surrounded by towering Ponderosa pines and sweeping mountain views, the 3 bd/2 ba custom log home features a light-filled great room and gourmet kitchen with custom cabinetry and a handcrafted butcher block island. Triple sliding doors open to a wrap-around deck, solar-heated saltwater pool, and 600 sq ft gable-end deck with a built-in BBQ and hot tub. Fire prevention has been addressed with a fire-resistant roof and the removal of 50+ trees. The property has three water sources (a pond and two wells) with upgraded equipment and two 2,000-gallon underground holding tanks. Additional features include a 2,000 sq ft shop, a private bass pond, fenced pastures, a garden, a carport, a 3-stall barn, and trails around the property. Located minutes from I-5 and MFR Airport, it offers a perfect blend of rural tranquility and modern convenience.

What a special location! Perched above Summer Lake sits a well crafted custom home with panoramic views of the lake, mountains and majestic dark sky. Oregon Outback is part of the dark sky sanctuary and offers unparalleled star gazing. This 40 acre property offers a private setting to retreat and abuts national forest with thousands of acres to explore. Positioned to take in the views, this 2,500 sq.ft. home blends comfort, charm and character. As you walk in you are greeted by a vaulted great room, a wall of windows/glass doors with amazing views and custom knotty pine built in cabinetry. The kitchen is welcoming with plenty of workspace and a Heartland vintage-style stove. A spacious primary ensuite plus a second bedroom & bathroom. Enjoy the best viewing from the partially covered deck. Below the main living level is a large storage/work room. Gated, fenced & low maintenance landscape. Fly-fishing on the Chewaucan River and bass fishing at Ana Reservoir nearby. Come and unwind!

Where modern upgrades meet peaceful country living--welcome to your private Southern Oregon retreat. This beautifully updated 4-bedroom, 2,816 sq ft home offers the perfect blend of serenity and convenience, just minutes from town. Features include a fully remodeled kitchen with quartz countertops, new interior paint, luxury vinyl plank flooring, updated interior doors, a renovated full bathroom, new windows and sliders, 200-amp service, and new gutters. Situated on 1.4 landscaped acres with fencing, terracing, garden beds, greenhouse, fruit trees, a seasonal creek, and expansive decking for outdoor living. Property includes an 11 GPM well with filtration, UV light, and 2,000-gallon holding tank. P.S. don't forget the 46x42 shop (built in 2022) with 3 bays, mini-splits, and 14' center bay. Schedule your showing today!

Rare find in Southwest Medford offering space, versatility, and lifestyle. This large family home presents many options with 3 bedrooms on the main level and a huge lower-level suite that could serve as a 4th bedroom, game room, or expansive rec room. Elegantly remodeled throughout, the home features a dream kitchen with high-end finishes, quality cabinetry, and beautiful flooring designed for both everyday living and entertaining. Step outside to a spacious deck perfect for gatherings and summer evenings. The property is fully fenced and cross-fenced, ideal for animals, and includes a large barn with stalls, RV parking, and an above-ground pool. Enjoy the rare benefit of irrigation rights from your own pond, enhancing both usability and value. Low-maintenance landscaping keeps things simple while maximizing enjoyment. All of this is conveniently located just minutes from both Medford and Jacksonville, offering the perfect blend of rural feel and in-town accessibility.

Mediterranean home in Jacksonville blocks from downtown, wineries, trails & Britt. Courtyard w/lg water fountain w/a arched 8' wood door, covered porch, paver driveway & 3 car garage w/built-ins. High ceilings, lg windows to take in the valley, City lights, Mt & Vineyard Views! Designer kitchen, w/dbl sinks, 2 islands, subzero, Miele convection ovens, 6 burner gas cooktop, walk-in pantry, Alder cabinets, crown molding & tumbled marble travertine flooring. Great rm opens to kitchen w/lg gas log fireplace & built-ins. French doors to covered outdoor living rm w/Travertine floors. Primary ste on main level w/gas log fireplace, 2 walk-in closets, French doors to balcony w/views, bathrm w/granite, tile, soaking air tub & lg tile shower. Main level Guest bedroom w/full bathroom, laundry rm & mudrm. 2 bdrms & a full bath downstairs w/wet bar w/refrige & built-ins. Wine cellar holds 2000 bottles of wine. Separate office w/ French doors & a slider to a patio & backyard w/garden beds & fire pit.

New construction opportunity on the outskirts of Jacksonville, offering the perfect blend of privacy, recreation, and proximity to town. This thoughtfully designed home directly borders the renowned Britt Trails, giving you instant access to miles of hiking and outdoor adventure right out your back door. Located just one mile from downtown Jacksonville and the Britt Festival grounds, you can enjoy live music, dining, and charm within minutes. Featuring 2 bedrooms and 1.5 bathrooms, including a 560sqft garage, this home showcases quality craftsmanship with custom touches throughout, including modern finishes, stylish fixtures, and an efficient layout. The elevated party deck is a true highlight, capturing sweeping views and creating the ideal space for entertaining or relaxing under the Southern Oregon sky. Whether you are looking for a full-time residence, weekend retreat, or income-producing Airbnb, located in a highly desirable location. Opportunities like this are increasingly rare.

Nestled in the peaceful hills of Gold Hill, this inviting retreat offers privacy, comfort, and beautiful Southern Oregon scenery. Inside, you'll find updated flooring, refinished cabinetry, and a cozy fireplace that creates a warm focal point in the living area. Large windows fill the home with natural light while showcasing the surrounding hillside views. Recent upgrades include a new heat pump in 2024 and a new well pump in 2025 for added comfort and efficiency. The spacious primary suite and main living area both open to a covered patio--perfect for relaxing with your morning coffee, enjoying a good book, or entertaining guests. Set on a sloped landscape that enhances the home's secluded feel, this property offers a peaceful escape while still being conveniently located near Medford, Grants Pass, and I-5 access.

Welcome to Red Lily Vineyards, one of the most acclaimed vineyards in the esteemed Applegate Valley of Southern Oregon. Renowned for its exceptional wines and captivating scenery, Red Lily Vineyards presents an alluring mix of established wine and agri-business with great opportunities for event and hospitality expansion. It's not just a business; it's a gateway to an extraordinary experience and a haven for those seeking a rare and sought-after investment and lifestyle opportunity. This 255-acre ranch and estate boasts strong water rights, breathtaking river frontage, a state-of-the-art winery, mature vineyards, and an expanses of quality irrigated land for vineyard and agricultural expansion plus perhaps the most iconic and well-trafficked wine tasting experience in Southern Oregon. Nestled atop a secluded knoll, commanding picturesque views of the Applegate Valley, is the main residence, a quintessential American cedar shingle-style home boasting over 4,000 square feet of living space. The second home, known as the winemaker's house, is a delightful farmhouse that has been thoughtfully updated. With its well-established reputation and a wealth of infrastructure, Red Lily provides an excellent platform for business expansion. This includes options for expanding vineyard and agri-business operations, developing a hospitality business with a focus on events such as destination weddings, as well as on-site accommodations like bed and breakfast and cabin rentals. An additional estate dwelling and farm-to-consumer sales are also relevant opportunities. This rare gem offers an unparalleled setting with 3,300 feet of Applegate River frontage and convenient access to incredible outdoor activities. The phenomenal location is a short commute from all the conveniences of Jacksonville and Medford and is centrally located within Southern Oregon. The offering is a hybrid sale that includes the business, brand, and real estate. Owner terms may be available. Thank you!

Nestled on 11.27 acres in the heart of the Applegate Valley, this home features soaring ceilings and panoramic windows that capture the beauty of the landscape. Freshly painted exterior and wrap around deck with a wine cellar and crawlspace storage beneath. The main home offers open concept living area/kitchen with hardwood and a certified wood stove for cozy evenings. 3 bedrooms/2 baths, with 2 bedrooms on the main level and an upstairs primary suite with loft/office space, reading nook, abundant storage, and attic access, the layout is both comfortable and versatile. The 1,792 sf insulated shop includes new windows and certified wood stove. Upstairs offers ADU potential w/minisplit, 2 bedrooms and space for kitchenette and bath. Drip system wired for irrigation from house. Fruit/nut trees, chicken coop, pasture, BLM access to riding trails, 2000 gal holding tank with gas generator & sprinklers for the fire suppression system. Endless updates to home, see features list attached.

THE ultimate retreat in this custom-built log cabin, perfectly nestled at the end of the road, unparalleled privacy & backing onto forestland. This 1,801 sq ft 3 bdrm, 2 bath home is a true sanctuary, surrounded by the sights & sounds of nature, including birds, squirrels, & deer. The cabin's design features high ceilings, skylights & abundant windows, creating a bright and airy atmosphere, the wood stove adds a warm cozy touch. Plenty of storage w/ 2 large sheds approx. 12x16, a woodshed capable of holding about 6 cords of wood. A spacious carport shelters 2 vehicles & a charming patio is perfect for entertaining. The kitchen is equipped with a reverse osmosis water filtration system on the sink and refrigerator for pure, clean water. Located in a cul-de-sac with a few neighbors, this property offers easy access to outdoor adventures like hiking, biking, snowmobiling, and more, with Mt. Bachelor nearby for winter sports enthusiasts. A log cabin lifestyle in the woods.

THE ultimate retreat in this custom-built log cabin, perfectly nestled at the end of the road, unparalleled privacy & backing onto forestland. This 1,801 sq ft 3 bdrm, 2 bath home is a true sanctuary, surrounded by the sights & sounds of nature, including birds, squirrels, & deer. The cabin's design features high ceilings, skylights & abundant windows, creating a bright and airy atmosphere, the wood stove adds a warm cozy touch. Plenty of storage w/ 2 large sheds approx. 12x16, a woodshed capable of holding about 6 cords of wood. A spacious carport shelters 2 vehicles & a charming patio is perfect for entertaining. The kitchen is equipped with a reverse osmosis water filtration system on the sink and refrigerator for pure, clean water. Located in a cul-de-sac with a few neighbors, this property offers easy access to outdoor adventures like hiking, biking, snowmobiling, and more, with Mt. Bachelor nearby for winter sports enthusiasts. A log cabin lifestyle in the woods.

Experience life on five private, treed acres. This custom four-bedroom residence features 26-foot ceilings, exposed beams, and a stacked stone gas fireplace. Bordering BLM land, the property provides a direct gateway for trail discovery and horseback riding from your back door along w/RV parking, electric &dump. The main level offers two suites: a primary retreat with a private fireplace, walkin closet and jetted tub, with a 2nd ensuite on the main level and a 3rd ensuite upstairs. Bonus Rm could be a 5th bedroom. The kitchen is a high-performance hub with granite coutertops, gas cooktop, double ovens, and a walk-in pantry. The outdoor space includes a covered patio plumbed for a gas BBQ and firepit. Practical assets include a 2021 roof, a triple garage, 2 16x24 covered structures with a 30-amp plug and dump station. 1 domestic well for the home and 1 for irrigation for four acres, supporting a lifestyle of adventure. Call your agent today for your private showing!

Experience life on five private, treed acres. This custom four-bedroom residence features 26-foot ceilings, exposed beams, and a stacked stone gas fireplace. Bordering BLM land, the property provides a direct gateway for trail discovery and horseback riding from your back door along w/RV parking, electric &dump. The main level offers two suites: a primary retreat with a private fireplace, walkin closet and jetted tub, with a 2nd ensuite on the main level and a 3rd ensuite upstairs. Bonus Rm could be a 5th bedroom. The kitchen is a high-performance hub with granite coutertops, gas cooktop, double ovens, and a walk-in pantry. The outdoor space includes a covered patio plumbed for a gas BBQ and firepit. Practical assets include a 2021 roof, a triple garage, 2 16x24 covered structures with a 30-amp plug and dump station. 1 domestic well for the home and 1 for irrigation for four acres, supporting a lifestyle of adventure. Call your agent today for your private showing!

Perched above the Rogue River on a scenic .41-acre high bank lot with irrigation, this spacious 3-level home offers incredible views, flexibility, and comfort. With 3 bedrooms, 2 of which are en-suites/3 baths and approximately 2,432 sf, it combines generous living spaces with endless potential. The main level showcases an expansive living room w/cozy gas fireplace, vaulted ceilings, and lg windows that capture the sunlight and river setting. The spacious kitchen includes an island, tile counters, and abundant workspace for cooking/entertaining. A bright 14x14 sunroom provides the perfect space to relax year-round, bring your beverage and watch the boats cruise by. The finished lower level adds approximately 900sf and offers ideal potential for guests or multi-generational living. Outside, enjoy landscaped grounds, expansive decks for lounging, RV parking, a workshop/storage space, and 2-car garage. BONUS! NO flood insurance required. Rare riverfront living with beautiful surroundings!