Jackson Homes with Multi/Split Stories

Welcome to Jackson County, Oregon—a picturesque region where the beauty of nature meets a vibrant community spirit. Nestled in the heart of Southern Oregon, Jackson County is renowned for its stunning landscapes, including the majestic Cascade Mountains, lush valleys, and the sparkling Rogue River. With a rich history and a plethora of outdoor activities, this county is an ideal destination for families, retirees, and adventure enthusiasts alike.

One of the standout features of Jackson County’s real estate market is the availability of multi-split story homes. These unique properties offer a perfect blend of style and functionality, providing ample space for growing families or those who love to entertain. With their thoughtfully designed layouts, multi-split story homes often feature multiple levels, allowing for distinct living areas that cater to various needs. Imagine coming home to a spacious living room that flows into a cozy den, or a master suite that offers a private retreat away from the hustle and bustle of daily life.

Jackson County's charming neighborhoods are home to a diverse array of amenities, from local boutiques and gourmet restaurants to parks and recreational facilities. Residents enjoy easy access to outdoor adventures, including hiking, biking, and fishing, making it a haven for nature lovers. With its welcoming atmosphere and beautiful scenery, Jackson County not only offers a place to live but a lifestyle to embrace.

If you’re considering a move to this enchanting region, explore the multi-split story homes available in Jackson County, where comfort, style, and community come together in perfect harmony. Your dream home awaits!

Newest Jackson Homes with Multi/Split Stories

$595,000

3 Beds ⋅ 2 Baths ⋅ 220225795 MLS

Meticulously maintained home & property situated on 9.96 private, highly usable acres! A true country paradise, the residence radiates pride of ownership & exceptional craftsmanship throughout, highlighted by a gorgeous addition that expands the living space & creates a luxurious primary master suite. Perfect for guests, the 2nd bedroom includes its own private en-suite bathroom. Features 2 heat pumps for comfortable, dual-zone climate control year-round. Enjoy peaceful mornings from the sweeping covered front porch. The expansive acreage has been intentionally maintained with strict attention to fire safety, providing ultimate peace of mind. Complete with fresh paint, this turnkey gem is completely ready for its next chapter. Feel a million miles away while staying connected-located just 7 minutes from the charming community of Wimer, Oregon, & an easy 15-minute drive to the world-class recreation of the Rogue River.Don't miss this rare blend of usable land, safety, and rural elegance

2280 Queens Branch Road, Rogue River

$1,350,000

5 Beds ⋅ 6 Baths ⋅ 220225703 MLS

Live the Southern Oregon Dream! Welcome to an extraordinary Ashland estate where breathtaking views of Mount Ashland, the Cascades, downtown Ashland, and surrounding vineyards create a spectacular backdrop. Nestled behind a private gated entrance on 5 acres, 3 TID irrigated, this custom-built 5 bedroom, 6 bath home offers luxury, privacy, and versatility. Whether you're seeking a peaceful retreat, a multigenerational home, or space to operate a home-based business, this property adapts to your lifestyle. The thoughtfully designed floor plan features TWO private suites with their own entrance, ideal for extended family, a professional office, or creative studio. Garden beds, fruit trees, space for horses, animals, a 28 GPM well, RV hookups w/220, abundant parking, just minutes from the Shakespeare Festival, galleries, wineries and award-winning restaurants. You'll enjoy the best of country living without sacrificing convenience. Luxury. Privacy. Self-sufficiency. Endless possibilities.

808 Pompadour Drive, Ashland

$835,000

4 Beds ⋅ 5 Baths ⋅ 220225529 MLS

This summer, enjoy your very own sparkling in ground pool! Breath-taking panoramic valley views set the stage for this exceptional 4,226SF East Medford estate. Thoughtfully remodeled, the home offers 3 bedrooms plus office/4th bed with built-ins and 4.5 bathrooms. The open kitchen is both elegant and functional, featuring a large island with seating, breakfast bar and expansive walk-in pantry. Vaulted ceilings elevate the dining area as it overlooks sweeping valley views. The living room invites warmth with bay windows & wood-burning fireplace. A versatile bonus room w/full bath & private entrance offers an opportunity for multigenerational living. The split-level design leads to a grand upper-level primary retreat w/access to pool. Outdoors, lush landscaped grounds include waterfall feature, pond, greenhouse, raised garden beds, RV parking & detached 3-car garage w/workshop. Seller is offering adjoining 6.87acre lot at 0 Cherry Lane, TL#22000, SFR-00, as a package deal for $1,145,000.

4935 Cherry Lane, Medford

$749,000

4 Beds ⋅ 4 Baths ⋅ 220225458 MLS

Discover the possibilities and enjoy flexible living with this exceptional dual-living property offering 4,639 sq. ft. on 0.22 acres with a 4-car garage and sweeping valley views. The main home (4600) features 3 bedrooms, 2.5 baths, an office, formal dining with 9-ft ceilings, a spacious living room with a 10-ft movie screen, and a chef's kitchen with granite countertops and a 14-ft island that seats 10. The attached 708 sq. ft. second home (4604) offers its own private entrance, 1 bedroom, 1 bath, full kitchen, living room, laundry, separate electrical panel and water heater, and is connected by double locked doors--perfect for multi-generational living, guests, or potential rental income. Additional highlights include a 1,100 sq. ft. finished daylight basement plumbed for a future bath, abundant storage, pantry, ductless HVAC, easy-care yard, a 25-ft rock climbing wall, and a convenient location close to shopping, dining, hiking, and biking. Motivated seller--bring all offers!

4600 Cloudcrest Drive, Medford

$509,000

3 Beds ⋅ 2 Baths ⋅ 220225202 MLS

Back on Market, no fault to the property! You'll experience the ease of ownership in this well-maintained, split-level home in Ashland. This 3-bedroom, 2-bathroom home has charming curb appeal with shade trees and views of the north valley. Vaulted ceilings and large windows welcome you into the great room with a cozy, stone fireplace with custom mantle. All bedrooms and bathrooms are upstairs; downstairs is a spacious 2-car garage with plenty of room for creativity in the workspace. Outside you'll find a multi-level deck space with plenty of room for entertaining and gardening. Just 1 mile to downtown Ashland for shows, shops and dining. Welcome Home!

635 Chestnut Street, Ashland

$675,000

4 Beds ⋅ 2 Baths ⋅ 220224936 MLS

Spacious 4-bedroom 2-bathroom with two bonus rooms offering flexible living space. Features include a living room with a sunken natural gas fireplace, a separate family room, oak tongue-and-groove flooring, and bamboo flooring in select bedrooms. Kitchen features a center island, two dishwashers, a breakfast nook, and gas/electric cooking options. The elevated primary bedroom opens to a large deck. Enjoy the solar-heated in-ground pool with a waterfall, enclosed in a separate pool area. Plus, an additional fenced backyard, detached shop, mature front landscaping, semi-circular driveway, and RV parking.

3415 Calle Vista Drive, Medford

$779,000

5 Beds ⋅ 5 Baths ⋅ 220224622 MLS

Stunning Jacksonville property offering flexibility, income potential, and exceptional upgrades. The completely remodeled kitchen features high-end appliances, granite countertops with waterfall edges, and an open layout designed for entertaining. The home can function as a two-family setup and was previously licensed as a rental, creating excellent potential for supplemental income or multigenerational living. Outdoor living has been expanded with new decks and an enclosed patio (not included in sq ft), providing additional space to relax and enjoy the surrounding setting. A standout feature is the impressive 36x36 shop with RV garage and unfinished space above, ideal for a future guest suite, office, studio, or hobby space. Beautiful gardens and chicken coops add to the property's charm and self-sufficient lifestyle appeal. Conveniently located near Jacksonville's renowned wineries, dining, and outdoor recreation. Schedule a showing today!

101 Rocky Knoll Lane, Jacksonville

$324,000

2 Beds ⋅ 2 Baths ⋅ 220224726 MLS

Investor opportunity with incredible potential! Situated on 15 private acres across three separate tax lots, this unique property offers a versatile two-home setup ideal for multi-generational living, rental income, or a private retreat. The main home features 2,368 sq. ft. (not including the basement) with a walkout basement where an existing room could easily serve as a third bedroom. The second home offers 574 sq. ft. with 1 bedroom, 1 bathroom, a full kitchen, living room, and a covered front porch. Murphy Creek meanders through the property, creating a beautiful natural setting while the land borders BLM and Murphy Timber Investments, offering exceptional privacy and endless recreational opportunities. Bring your vision and transform this property into an incredible estate, family compound, or investment. Property is being sold as-is. Buyer to perform all due diligence regarding uses of the three tax lots.

705 Murphy Gulch Road, Rogue River

$735,000

220224513 MLS

Fully renovated home by Coleman Creek Construction with detached studio and garage on rare E-1 zoned acreage with development potential in city limits! Charming front porch and covered wrap-around patio, open-concept living area with double-height vaulted ceiling, kitchen with quartz dining counter, designer lighting, and stainless appliances including gas range oven. Main-level primary suite with skylights, glass door to back patio with retractable awning, and full ensuite bathroom with quartz vanity, deep soaking tub, and oversized shower with seamless glass and tile surround. Additional main-level bedroom and full guest bathroom with quartz vanity, stacked washer dryer, and tiled shower. Vaulted upper-level media room, office, or third bedroom. Detached studio with quartz dining counter, stainless appliances including electric range oven, full bathroom with quartz vanity, tub shower, washer dryer, plus two-car garage. Ample off-street boat or RV parking. Inquire for details!

593 Crowson Road, Ashland

$765,000

4 Beds ⋅ 4 Baths ⋅ 220224216 MLS

Nestled in the highly desirable southwest hills of Ashland, Oregon. This is an incredible opportunity w/ so much potential for the next owner to enjoy and make their own. The contemporary ranch-style main home features over 2,600 sq. ft., 3 bedrooms, 3 bathrooms, soaring wood-vaulted ceilings, an open floor plan, abundant windows, skylights, and beautiful natural light. A charming 800 sq. ft. cottage-style ADU (built in 2003) includes its own address, metered separately, private patio, and garden making it ideal for guests, rental income, or multi-generational living. The detached three-car garage includes a studio space with a bathroom. Additional amenities include a screened sleeping deck, greenhouse, storage sheds, and firewood storage. There is an owned solar panel system and solar hot water heater for high efficiency and keeping low carbon print. This one-of-a-kind property is a gardener's dream and a rare opportunity to create your own private retreat.

155 Westwood Street, Ashland

$425,000

220223892 MLS

This well-maintained commercial building blends historic charm with modern updates. Listed on the historical registry, it features lofty ceilings and abundant natural light from numerous windows. The landscaping is established and easy to maintain with a drip system, and the interior and exterior have been freshly painted. A new roof adds peace of mind. Stamped concrete pavers enhance the parking areas, and the flexible floor plan offers the potential to divide the space into multiple sections, supported by three existing entrances. The property includes an updated bathroom, a basement for storage, and convenient parking both in front on Corning Court and in back on Cottage Street.

6 Corning Court, Medford

$535,000

4 Beds ⋅ 2 Baths ⋅ 220223829 MLS

Seeking a property with enhanced privacy and amazing views? If so, this is the one for you! This charming two-story home features 4 bedrooms, 2 bathrooms, 2288 sq ft, open floor plan, chef's kitchen (new granite countertops, new kitchen sink, large island, ample cabinetry, & quality appliances), mini split system, bedrooms and full bathrooms on both levels, amazing views from the spacious covered deck, woodstove, metal roof, detached garage w/ shop space, gated entryway, & much more! Perfect opportunity for anyone searching for a property that has a lot to offer at an affordable price point, so contact your agent today for a personal tour, before it's too late!

7065 Monte Vista Court, Eagle Point

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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: