Jackson Homes with Three Or More Stories

Welcome to Jackson County, Oregon – a hidden gem nestled in the heart of the Pacific Northwest. Known for its stunning natural beauty, this vibrant region boasts a diverse landscape that includes picturesque mountains, lush forests, and the stunning Rogue River. Jackson County is not just a feast for the eyes; it’s a hub of culture, community, and outdoor adventure. From the charming town of Ashland, renowned for its Shakespeare Festival, to Medford, the county seat with its rich history and thriving arts scene, there’s something here for everyone.

For those seeking a unique living experience, Jackson County offers an impressive selection of homes with three or more stories. These multi-level residences provide ample space and versatility, perfect for families or anyone who loves to entertain. Imagine waking up in a spacious master suite with breathtaking views, enjoying family gatherings in expansive living areas, and creating unforgettable memories in beautifully designed kitchens. Many of these homes are strategically located, offering easy access to local parks, hiking trails, and vibrant community events.

Living in Jackson County means embracing a lifestyle filled with adventure and tranquility. Whether you’re hiking the scenic trails of the Siskiyou National Forest or savoring a glass of local wine at one of the many vineyards, you’ll find that this region truly has it all. With its charming homes and welcoming atmosphere, Jackson County is not just a place to live; it’s a place to thrive. Come discover your dream home in this enchanting corner of Oregon!

Newest Jackson Homes with Three Or More Stories

$1,900,000

4 Beds ⋅ 4 Baths ⋅ 220225915 MLS

This private 114-acre estate features a 4,400+sq ft Victorian-style dream home surrounded by mature trees overlooking beautiful pastures, lush mountains, and a year-round creek with irrigation rights. Inside the open and spacious home many large windows supply gorgeous views. On the lower level you will find the exquisite finishing of the maple hardwood flooring and cabinets, a great stone fireplace in the main living room, office or 5th bedroom and an expansive gourmet kitchen complete with granite counters, a central island, a Wolf 6-burner gas range a built-in refrigerator and a connecting morning room with stunning views of the creek. The second level features a large central open loft, and 4 spacious bedrooms, 2 of which have their own en-suite bathrooms and walk-in closets. On the 3rd level you will find a large open space with skylights. Zoned EFU includes water rights 40 acres irrigated land ½ mile of year-round creek frontage. 1600 sq ft 2-story shop and so much more

9530 S F Little Butte Road, Eagle Point

$1,200,000

2 Beds ⋅ 3 Baths ⋅ 220225582 MLS

Experience refined living just one block from downtown Ashland in this custom-built 2012 luxury home designed for comfort and ease. Rich oak and red oak floors and cabinetry pair beautifully with custom metalwork and soaring wood-paneled ceilings in the great room. The chef's kitchen features a 6 burner Wolf cooktop, wall oven, speed oven, Sub Zero refrigerator, exposed edge granite countertops and custom pot racks. Spa inspired bathrooms include heated tile floors, dual vanities, tiled showers and abundant natural light, one with a soaking tub. An elevator and 36 inch doorways provide seamless accessibility throughout. The oversized finished two car garage offers space for a workshop, gym and storage with additional laundry, sink and gas heater. The private flagstone courtyard with gas BBQ, is perfect for relaxing and outdoor entertaining with lovely, low maintenance landscaping.

400 Allison Street, Ashland

$564,900

3 Beds ⋅ 2 Baths ⋅ 220225550 MLS

'One Property. Four Possibilities. Less than a mile from downtown Ashland, this classic Victorian offers exceptional flexibility with versatile zoning and mountain views. Enjoy it as a spacious 3-bedroom, 2-bath home, a duplex with two long-term rental units, a residence with a currently licensed short-term rental, or a live/work property with a private entrance ideal for an attorney, counselor, massage therapist, or other home-based business. Features include a spacious upstairs primary suite with full bath, basement storage, dry sauna, washer, dryer, refrigerator, an inviting patio, and three deeded off-street parking spaces. Historic charm meets modern opportunity in this truly one-of-a-kind Ashland property.'

508 N Main Street, Ashland

$493,000

3 Beds ⋅ 3 Baths ⋅ 220225503 MLS

Spectacular Ashland Views from this lovely townhome. Turn-key home with wonderful valley and mountain views near Kestrel Park. Living room has an open-concept design and an abundance of natural light, gas fireplace and 2 remote controlled awnings- 1 for the covered patio and 1 for the dining room window. Kitchen has lovely granite counter tops, tiled backsplash, cabinets with custom pull-outs, granite dining island, stainless sink. Spacious main-level primary suite with ceiling fan, gracious tiled bath, walk-in shower and double vanities. Main level also features a 1/2 bath. Upstairs offers two bedrooms, a full bath, extra storage space, and an office alcove. Lower level has an expansive two-car garage and large storage closets. Elevator-ready floor plan would make all floors accessible. Very low HOA fees, washer & dryer, and amazing views. This is Ashland living at its best!

965 Camelot Drive, Ashland

$340,000

3 Beds ⋅ 3 Baths ⋅ 220225495 MLS

Beautifully remodeled 3 bed 3 bath 1663 square foot townhome with a two-car garage. Fresh paint on the east exterior of the home with a brand new door. New plush carpeting in the upper levels. Durable laminate flooring throughout. Stunning open floor plan in the kitchen and living room with a designated eating nook. Kitchen complete with granite countertops, large stainless steel sink and matching stainless steel Samsung appliances. Large size living room with access to a generous size balcony perfect for entertaining. In the upper level you'll find vaulted ceilings with the laundry conveniently located, complete with GE washer and dryer. Additionally, there's a large primary bedroom, a double vanity on-suite bathroom and walk-in closet with newly installed wood shelving system. Secondary primary bedroom with attached bathroom located on the main level with access to the quaint backyard. HOA fees covers all landscaping, water utilities, maintenance of basketball court and common areas.

88 Darlington Street, Medford

$550,000

3 Beds ⋅ 3 Baths ⋅ 220225439 MLS

Treetop and valley views frame this 3-bedroom, 2.5-bath end unit, offering comfort and privacy on a .07-acre lot. Wood shutters and a vaulted great room set the tone inside, with a slider opening to a standout deck. The kitchen offers generous counter space and flows easily into the great room. The main bath features a split vanity for added convenience. Downstairs, a finished daylight basement is on the garage level. This home feels like your own treetop retreat, with a terraced back patio that invites entertaining or quiet reflection. Close to restaurants, with continuous sidewalk to the Downtown Plaza.

250 Sheridan Street, Ashland

$220,000

1 Beds ⋅ 2 Baths ⋅ 220225409 MLS

Move-in ready and low maintenance, this charming 1-bedroom, 1.5-bath split-level townhome offers a comfortable layout with modern finishes throughout. The main level features an open living, dining, and kitchen area with luxury vinyl plank flooring, recessed lighting, and ceiling fans. The kitchen includes white cabinetry, stainless steel appliances, a 5-burner glass-top range, electric convection oven, built-in microwave, hood and the kitchen island can stay with the home, making your move even easier. Upstairs you'll find the bedroom with a tongue-and-groove wood accent wall and a full bath. Mini-split heating and cooling provides year-round comfort. The attached single-car garage includes the washer and dryer and offers extra storage. Great opportunity for a first-time buyer, someone looking to downsize, or an investor.

7810 Jacqueline Way, White City

$1,899,000

4 Beds ⋅ 4 Baths ⋅ 220225369 MLS

First time on the market for this one-of-a-kind custom ICF-built home with breathtaking panoramic views! This 4 bed, 3.5 bath, 4,972 sqft home offers a main-level office, multiple large storage rooms, and plenty of space for entertaining. The upper level features a spacious primary suite with a private balcony, plus (2) additional bedrooms and a bonus loft (not included in storage). The lower level is ideal for multigenerational living with a large entertainment area, wet bar, bedroom, bathroom, and bonus office/storage space. Situated on 14.78 acres, (house on 1 acre), 13.8 acres currently in hay production, with rare dedicated unlimited TID irrigation. Propane has been plumbed both interior and exterior to add a fireplace or connect your BBQ if desired. Also includes an approx. 1,500 sqft detached shop, barn with (6) 12x12 stalls, riding arena, plus (2) full RV hookups and 50-amp available at the barn, and endless opportunities for horses, livestock, or hobby farming.

40 Ashland Acres Road, Ashland

$1,899,000

4 Beds ⋅ 4 Baths ⋅ 220225368 MLS

Welcome to this one-of-a-kind custom ICF-built home with breathtaking panoramic views just minutes from downtown Ashland! This 4 bed, 3.5 bath, 4,972 sqft home offers a main-level office, multiple large storage rooms, and plenty of space for entertaining. The upper level features a spacious primary suite with a private balcony, plus (2) additional bedrooms and a bonus loft (not included in storage). The lower level is ideal for multigenerational living with a large entertainment area, wet bar, bedroom, bathroom, and bonus office/storage space. Situated on 14.78 acres, (house on 1 acre), 13.8 acres currently in hay production, with rare dedicated unlimited TID irrigation. Propane has been plumbed both interior and exterior to add a fireplace or connect your BBQ if desired. Also includes an approx. 1,500 sqft detached shop, barn with (6) 12x12 stalls, riding arena, plus (2) full RV hookups and 50-amp available at the barn, and endless opportunities for horses, livestock, or hobby farming

40 Ashland Acres Road, Ashland

$1,480,000

4 Beds ⋅ 5 Baths ⋅ 220225327 MLS

Modern Mediterranean style custom-built home on nearly 1 acre, just minutes from downtown Ashland Plaza. This exceptional home offers a grand double-door entry, arched doorways, soaring ceilings, 4 beds/4.5 baths, 4000+ sq.ft, a spacious kitchen/dining/great room floor plan with vaulted glass ceiling, dry bar/wine fridge, wood-burning fireplace, and built-in window seating. The stunning chef's kitchen has just been extensively remodeled with exquisite designer finishes- including a new oversized island that showcases Brazilian leathered quartzite countertops, handmade terra cotta tile backsplash, brass hardware, and thoughtfully selected lighting throughout the home. Upstairs loft/bonus area. Master suite with 2 walk-in closets, double-sink vanity, on-demand hot water, and vaulted ceilings. Lower level offers a generous family/bonus room along with 2 private bedrooms, each with its own full bath and heated floors. Expansive decking and beautiful surroundings, 2-car garage, and solar.

167 Tessa Lane, Ashland

$996,000

5 Beds ⋅ 3 Baths ⋅ 220225227 MLS

Beautifully restored 1908 historic home on a rare double lot blending timeless character with modern updates. Features original fir floors, high ceilings, designer finishes, and two beautifully remodeled kitchens. The property offers 2 additional private living spaces creating exceptional flexibility for multigenerational living, guests, a home office, or income potential. Enjoy a fully fenced yard with mature landscaping, automatic irrigation, a privacy hedge and a large storage shed. Relax in the spa featuring a dry sauna and jacuzzi all within easy walking distance of Ashland's downtown shop, parks and restaurants. Property includes a beautifully finished lower level apartment with its own full kitchen, full bathroom and bedroom and a separate guest house Ideal for guests or extended family or income producing opportunities. Property has been thoughtfully updated with central heating and air conditioning complete interior and exterior paint, updated windows & more.

541 Fairview Street, Ashland

$319,900

3 Beds ⋅ 3 Baths ⋅ 220225186 MLS

Built in 2024 in Willow Estates, this 3 bedroom, 2.5 bath townhome is designed for easy everyday living. The mid level offers a comfortable gathering space and an efficient kitchen layout that keeps cooking and cleanup simple, a half bath for convenience and the attached garage downstairs adds convenient parking and extra storage with direct access to the home. Upstairs and downstairs, three well-planned bedrooms and two full baths support privacy and routine, with enough square footage to spread out without excess to maintain. There are two washers and dryers making chores simpler. The 0.03-acre fenced lot keeps yard work to a minimum, making it simple to lock and leave when you travel or focus on other activities. Located in White City with an easy drive to shopping, schools, and medical services, this townhome combines newer construction with low-maintenance living in a practical, comfortable setting.

7884 28th Street, White City

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: