luxury houses for sale Jackson County, United States (page 2)

Rare opportunity to own a premier estate in one of Medford's most sought-after locations! This stunning 5,563 sq ft home sits on 2.76 fully irrigated acres offering privacy, luxury, and functionality. The attached ADU with separate entrance and kitchenette provides flexible living or rental income potential. Entertain in style with your gorgeous in-ground pool, or head to the impressive 1,000 sq ft shop featuring 400-amp service, ideal for hobbyists, contractors, or car enthusiasts. The 1,800 sq ft barn and two fully fenced, irrigated pastures make this a turnkey equestrian or agricultural property. Two high-producing wells ensure abundant water supply year-round. Tucked away from the road for ultimate privacy, yet just minutes to town, shopping, and amenities. Every detail of this estate has been thoughtfully designed for those who demand the best in rural living without sacrificing convenience. Properties like 3600 Madrona Ln simply don't come available often!

New construction with double gates- 10' RV PARKING in a beautiful country setting in Medford area with views of surrounding mountains nearby! An exceptional quality builder that we've grown to love in the valley throughout the years is what you get when you purchase a home built by PacTrend Homes. A Stunning craftsman styled home with approximately 1673 sq ft, 3 bedrooms, 2 full baths. Features an open kitchen with beautiful granite counters, including high end light fixtures and stone fireplace. Custom cabinets are birch and alder with the highest quality in the industry. Luxury vinyl plank flooring in the entry, kitchen, living room, hallways and bedrooms. Bathrooms and laundry include tile flooring. Professional landscaping in front and back round out this house. Other lot and home packages are available. Listing agent is related to seller. Pictures are for illustration purposes only.

New construction with double gates-12' RV PARKING in a beautiful country setting in Medford area with views of the surrounding mountains nearby! An exceptional quality builder that we've grown to love in the valley throughout the years is what you get when you purchase a home built by PacTrend Homes. A Stunning craftsman styled home with approximately 1718 sq ft, 3 bedrooms, 2 full baths. Features an open kitchen with beautiful granite counters, including high end light fixtures and brick fireplace. Custom cabinets are birch and alder with the highest quality in the industry. Luxury vinyl plank flooring in the entry , kitchen, living room and hallways. Bathrooms and laundry include tile flooring. Professional landscaping in front and back round out this house. Other lot and home packages are available. Listing agent is related to seller. Pictures are for illustration purposes only.

New Frontier Ranch - A storied and truly one-of-a-kind legacy property encompassing 958 breathtaking acres surrounded by pristine wilderness. Steeped in rich history, this remarkable ranch includes a charming farmhouse, museum building, expansive Great Hall, and a private campground with commercial kitchen and bath facilities. Scattered across the land are three rustic cabins, multiple barns and outbuildings, two reservoirs, and irrigated meadows ideal for livestock or crops. Miles of trails wind through forests, meadows, and a preserved ghost town reminiscent of the Old West. Existing resort approvals and extensive infrastructure make it perfect for corporate retreats, events, weddings, festivals, or a destination resort. With unlimited recreationhiking, horseback riding, ATV adventures, and fishingthis ranch offers both adventure and serenity. A rare opportunity to own a vast wilderness retreat where history, nature, and imagination unite to create something truly extraordinary.

LUXURY PROPERTY AUCTION Bidder Registration & ADVANTAGE Deadline: September 15th. This extraordinary estate rests on twenty private acres above the Rogue Valley, with sweeping views toward Mount McLoughlin. Refined living space unfolds across a grand primary suite, multiple guest suites, a massive wine cellar with a tasting area, and a spectacular kitchen with a massive butler pantry built for entertaining at scale. High-performance ICF construction, Earth Advantage certification, geothermal HVAC, and in-floor zonal heating deliver exceptional durability, efficiency, and comfort. Smart home automation powered by Control4, a new whole-house backup generator, and state-of-the-art systems complete this future-ready estate. Outdoor living includes covered decks, and a fenced pasture suited to horses, framed by garden and water features across the sloped, landscaped acreage. One of Southern Oregon's most iconic and innovative luxury homes!

Belle Fiore Estate Winery and Chateau is Oregon's most extraordinary vineyard estate and is being offered for the first time ever. The French-inspired Chateau is one of the largest homes in Oregon, spanning over 17,800 Sq ft; it has four levels, 5 bedrooms, 19 bathrooms, elevator service, a vineyard, a 2 bedroom 2500 Sq ft carriage house, four-car garage, resort style pool, hand-cut slate roof, custom copper detailing, and one of a kind craftsmanship throughout. Separately, the Winery features a 32-acre vineyard featuring 14 distinguished grape varietals. The 27,000 Sq ft Italian basilica-inspired facility includes tasting rooms, a ceremonial barrel room, ballroom, restaurant, outdoor dining areas, panoramic views of the Rogue Valley, and a commercial production facility with extensive refrigerated wine storage. Set on nearly 70 acres, this offering includes 49 acres of water rights, a priceless feature of this one of one opportunity to own Oregon's most significant vineyard estate.

Private Ashland Mountain RetreatTucked away at the end of a quiet mountain road, 22494 Jefferson Road offers a rare opportunity to own one of Southern Oregon's most private and dramatic retreat properties. Set on 203.56 acres adjoining public lands, this extraordinary Ashland estate combines resort-like views, exceptional seclusion, substantial living space, and direct access to some of the region's most iconic outdoor setting is immediately memorable. With no visible neighboring homes, the property feels worlds away, yet remains connected to the natural beauty, lifestyle, and cultural appeal that make the Ashland area so desirable. Sweeping south-facing views stretch across rugged mountains, rolling forestland, wide valleys, and into Northern California, creating a dramatic backdrop in every -Like Views and SettingThe seller's vision for the property is clear: this is not simply acreage with a large home, but a private mountain sanctuary with the feel of a personal resort. The combination of scale, privacy, views, and surrounding protected lands creates an atmosphere that is increasingly difficult to sunrise over the mountains to quiet evenings overlooking the valley, the land offers a sense of peace and grandeur that is hard to capture in words. Whether used as a full-time residence, legacy family retreat, corporate getaway, private recreational basecamp, or personal mountain resort, the setting is the defining property's south-facing orientation helps capture natural light and expansive views, while the topography, wooded terrain, pasture areas, and creek frontage add depth, beauty, and usable variety across the Craftsman ResidenceCompleted in 2015, the main residence is an impressive 7,468 square foot Craftsman-style home designed with flexibility, gathering, and privacy in mind. The home offers 5 bedrooms and 4.5 bathrooms, with a multi-level layout that can accommodate a wide range of living main level includes two primary bedrooms, multiple living areas, a family room, breakfast nook, mud room, vaulted ceilings, bamboo and tile flooring, and built-ins. This layout provides practical day-to-day functionality while also creating space for extended family, guests, or multi-generational main living area opens to a deck that takes advantage of the surrounding views and natural setting. With the landscape unfolding beyond the home, the interior and exterior spaces work together to create a strong sense of -Level Flexibility and StorageTwo separate upper-level areas add useful versatility to the residence. One area includes a walnut staircase leading to a loft above one of the primary suites, creating a private and inviting space that could function as a reading area, office, studio, or retreat within the finished upper room provides additional flexibility and could serve as a bedroom, hobby space, creative studio, media room, or overflow guest area. A large unfinished attic connects the upper areas and offers substantial storage or future potential, depending on the needs of the next Basement and Additional Living PotentialThe partially finished daylight basement adds another layer of utility to the home. With flex space and patio access, this area provides room for recreation, storage, projects, guest overflow, or future customization. For a property of this scale and setting, the added space enhances the overall functionality and long-term usability of the Finished Original Home Flex SpaceIn addition to the main residence, the original 1,812 square foot home has been transformed into an amazing fully finished flex space. This adds significant lifestyle value and creates opportunities that are difficult to on the needs of the next owner, this space could be used for guests, a private office, studio, recreation area, game room, retreat space, meeting space, creative workspace, or additional gathering area. For those envisioning a family compound, legacy property, or corporate retreat, the original home greatly expands the practical use of the property beyond the main residence -Grid Living and Owned SolarThe property offers a unique private off-grid setting with owned solar, supporting a lifestyle centered around independence, privacy, and connection to the land. For buyers seeking a retreat-style property, the solar component is an important part of the overall property offers infrastructure and scale that support a substantial private estate. The owned solar system enhances the self-sufficient nature of the property and pairs well with the surrounding acreage, natural setting, and retreat-style , Pasture, Creek, and Natural BeautyThe 203.56 acres include a diverse mix of pasture, wooded terrain, and creek frontage. This variety gives the property a layered and dynamic feel, offering open areas, forested privacy, wildlife habitat, and natural water acreage provides space to explore, relax, ride, hike, gather, and enjoy the outdoors without leaving home. For those who value privacy, recreation, and stewardship of a special landscape, the land itself is one of the property's most compelling by Public LandsOne of the most extraordinary features of the Jefferson Road Estate is its relationship to the surrounding public lands. The property is surrounded on three sides by public lands, including the renowned Cascade-Siskiyou National creates a level of privacy and permanence that is increasingly rare. With protected lands surrounding the area and no visible neighboring homes, the property offers a peaceful sanctuary where nature takes center buyers concerned about long-term privacy, neighboring development, or maintaining a true retreat atmosphere, this public land adjacency is a major -Siskiyou National MonumentThe Cascade-Siskiyou National Monument is one of Southern Oregon's most significant natural landscapes, known for its biodiversity, rugged beauty, and recreational appeal. Having this protected landscape as part of the broader setting gives the property a sense of scale and distinction that few private holdings can monument landscape contributes directly to the property's identity. It frames the views, enhances the privacy, supports wildlife, and provides a deep connection to the natural world. For those drawn to conservation, recreation, photography, hunting, horseback riding, hiking, or simply quiet immersion in nature, the location is Crest Trail and Outdoor RecreationOutdoor adventure begins right at the doorstep. The Pacific Crest Trail passes just north of the property, offering access to miles of hiking and horseback riding opportunities. The nearby landscape also includes access to iconic regional destinations such as Pilot Rock and the broader Cascade-Siskiyou hiking and horseback riding to wildlife viewing, photography, hunting, and exploring the monument landscape, the recreational possibilities are extensive. The property is ideally suited for an owner who wants direct connection to the outdoors without sacrificing the comfort and scale of a substantial private residence.A Legacy Property With Multiple Possibilities22494 Jefferson Road is the kind of property that invites a larger vision. It could serve beautifully as a private family compound, a legacy retreat, a corporate getaway, a personal mountain resort, or a nature-centered combination of a large Craftsman residence, fully finished original home flex space, owned solar, creek frontage, pasture, wooded acreage, public land adjacency, and sweeping resort-like views creates a rare and compelling offering in the Ashland buyers seeking privacy, scale, beauty, and recreational access, this property represents far more than a home. It is a private retreat surrounded by protected lands, built for gathering, solitude, exploration, and long-term enjoyment.

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!

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.

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

Superior and charming French country home with amazing views of the lake, mountains & sunsets. Minutes from shopping, fine dining, and everything Ashland has to offer. Reclaimed wood beams, solid wood doors, trim and baseboards throughout. 20+ acres including its own small vineyard providing outstanding tempranillo wine. Large island in the gourmet kitchen with Viking appliances. Including double convection oven, 6 burner gas cooktop, built in wine refrigerator, granite countertops, hardwood floors, and large butler pantry. House has 6 fireplaces and a 5-car garage. Beautiful library/office with fireplace, large windows and ceilings to take in the forever views. Large covered/uncovered patio areas with fireplace and built in BBQ, and living area. Tranquil courtyard with separate studio that has vaulted ceilings, formal living & dinning room, plus bonus room. This house has it all, approximately 6331 SQFT. This is country living at its finest and just outside of Ashland.