Jackson Homes with Custom Style

Welcome to Jackson County, Oregon – a hidden gem nestled in the heart of the Pacific Northwest! Known for its breathtaking landscapes, vibrant communities, and rich cultural heritage, Jackson County is a place where nature and modern living harmoniously intertwine. With the majestic Cascade Mountains to the east and the stunning Rogue River running through its veins, outdoor enthusiasts will find endless opportunities for adventure, from hiking and fishing to skiing and wine tasting.

Jackson County is home to charming towns like Ashland, famous for the Oregon Shakespeare Festival, and Medford, the county seat, which boasts a thriving downtown filled with unique shops and delightful eateries. The county's diverse communities offer a welcoming atmosphere, making it an ideal place to raise a family, retire, or simply enjoy life at a slower pace.

One of the standout features of Jackson County real estate is the availability of homes with custom styles. Whether you’re drawn to modern architectural designs, cozy craftsman bungalows, or rustic farmhouses, you’ll find a variety of homes that reflect your unique taste and lifestyle. Many properties are designed with energy efficiency in mind, featuring sustainable materials and eco-friendly technologies, making them not just beautiful but also practical.

With its stunning natural beauty, a plethora of cultural activities, and a strong sense of community, Jackson County is more than just a place to live – it’s a place to thrive. Discover your dream home in this enchanting region and embrace a lifestyle that celebrates both comfort and creativity. Welcome to Jackson County, where your perfect home awaits!

Newest Jackson Homes with Custom Style

$650,000

3 Beds ⋅ 2 Baths ⋅ 286525324 MLS

Beautiful custom 1 level home 3 bedroom 2 bathroom in Southeast Medfords Stonegate Estates. Well appointed open floor plan with large sliders bringing ample light in and easy access to the large patio for relaxing. Home features tall ceilings gas fireplace and lots of custom built-in cabinetry. Convenient location for shopping medical and golf. Fabulous custom kitchen with plenty of prep space. Master bedroom has treyed ceilings and crown moulding and spa like master bath with patio access. Fully fenced and gated. Beautiful yard and garden area with a private patio area for sipping coffee of wine. Courtyard in front of home offers privacy unique customization.

1220 STONEGATE DR, Medford

$1,675,000

3 Beds ⋅ 4 Baths ⋅ 317835913 MLS

Privately gated and gracefully set on 5 acres in the heart of Southern Oregon wine country, this extraordinary estate blends timeless craftsmanship, architectural elegance, and the rare luxury of a privately owned 250-vine vineyard. Constructed at a cost exceeding $2 million, the residence was thoughtfully designed to reflect enduring quality and sophisticated living at every turn. A striking custom stone exterior, crowned by an authentic 100-year slate roof, creates a commanding first impression, while the roofline was intentionally crafted to mirror the surrounding mountain vistas. Inside, soaring ceilings, rich custom woodwork, and polished vein-cut travertine flooring create an atmosphere of refined warmth and understated grandeur. Designed for both elevated entertaining and everyday comfort, the chef’s kitchen features premium appliances, exquisite custom cabinetry, expansive gathering spaces, and a fully appointed butler’s pantry. Walls of windows frame serene mountain views, inviting the beauty of the outdoors into the home’s luxurious interior. The primary retreat offers a true spa-inspired experience with dual private bathrooms and separate custom closets, creating a level of comfort and privacy rarely found. A separate VIP guest suite or executive office provides exceptional flexibility for extended stays, multigenerational living, or private accommodations. Beyond the residence, the estate unfolds into a lifestyle property unlike any other — complete with a producing 250-vine vineyard, manicured grounds, and a peaceful sense of seclusion just minutes from modern conveniences. Every detail reflects intentional design, uncompromising materials, and a vision of luxury meant to endure for generations. This is more than a home — it is a legacy estate to be experienced in person to be fully appreciated. One seller is a licensed OR Realtor.

727 EARHART RD, Rogue River

$8,500,000

4 Beds ⋅ 3 Baths ⋅ 23696912 MLS

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!

11777 Highway 238, Jacksonville

Start Your Search

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: