Jackson Homes with 2 Story Style

Welcome to Jackson County, Oregon—a hidden gem nestled in the heart of the stunning Pacific Northwest. Known for its breathtaking landscapes, vibrant communities, and rich cultural heritage, Jackson County is the perfect place to call home. From the majestic peaks of the Cascade Mountains to the lush valleys and rivers that weave through the region, residents enjoy a plethora of outdoor activities year-round, including hiking, fishing, and skiing. The county is also home to charming towns like Ashland, known for its renowned Oregon Shakespeare Festival, and Medford, which boasts a thriving arts scene and delicious local wineries.

When it comes to finding your dream home, Jackson County offers an array of options, with a particular charm in two-story style homes. These residences are perfect for families and individuals alike, providing ample space for living, entertaining, and enjoying the beautiful surroundings. With their spacious layouts, two-story homes often feature open-concept designs that maximize natural light and create a warm, inviting atmosphere. Imagine cozy evenings in a comfortable living room or hosting gatherings in a well-appointed kitchen that flows seamlessly into dining areas.

Many of these two-story homes are strategically located near parks, schools, and shopping, ensuring that you are never far from the conveniences of modern living while still surrounded by the breathtaking beauty of nature. Whether you’re drawn to the historic charm of Ashland or the vibrant community of Medford, Jackson County is a place where you can create lasting memories in a stunning two-story home that fits your lifestyle perfectly. Come explore the possibilities and discover why Jackson County is the ideal place to call home!

Newest Jackson Homes with 2 Story Style

$699,000

4 Beds ⋅ 2 Baths ⋅ 356025262 MLS

Built in 2007, this inviting 4 bedroom, 2.5 bath home offers 2,170 SF of thoughtfully designed space with beautiful mountain views. Main-level living room showcases Brazilian cherry floors, exposed beams, and a gas fireplace that opens to the deck. The kitchen features granite countertops, stainless steel appliances, custom cherry cabinetry, a full butler's pantry, and an adjacent dining area perfect for gatherings. A spacious primary suite includes a sitting area, walk-in closet and generous bathroom. Complemented by a separate laundry room and convenient half bath. Upstairs, three large bedrooms and a full bath provide excellent separation of space. Lush landscaping, gated yard and generous deck create an ideal outdoor area. With solid wood doors, mixed carpet, hardwood and tile flooring, and a central vacuum system, this home blends luxury, comfort & craftsmanship in a coveted Ashland location near Kestrel Park, Bear Creek, and nearby trails.

345 Fair Oaks AVE, Ashland

$1,140,000

3 Beds ⋅ 2 Baths ⋅ 221762307 MLS

Set privately back on 5+ acres in the Sunny Oaks community, this custom 3 bed + office, 2.5 bath, 2644 sq ft home pairs open mountain views with easy access to town -- 15 min from Downtown Ashland and near Emigrant Lake. The groundwork for comfortable rural living is in place: a dedicated 1-gigabit fiber line, 300 amp electrical, whole-home water filtration, 2021 Lennox HVAC, irrigation rights, a large cedar-fenced area, and a roof under six years old. Inside, natural light fills an updated kitchen with quartz counters and hardwood floors, opening to a great room, with a separate family room, office, and laundry on the main level. Upstairs, the primary suite offers vaulted ceilings and a balcony framing the same sweeping mountain views as the wraparound deck below, plus two more bedrooms and a full bath. Outside, a gravel RV pad offers water, power, and internet, and a barn with corrals stands ready for horses. With over $200K in updates, the property is move-in ready.

7130 HIGHWAY 66, Ashland

$1,295,000

4 Beds ⋅ 3 Baths ⋅ 660672633 MLS

Platinum Earth Advantage home just minutes from downtown, offering 2,750 sq ft of thoughtfully designed 4BR, 3BA + office living space with stunning views of Grizzly Peak and the Cascades. This light-filled residence features 12’ ceilings, expansive windows, quartz surfaces, designer lighting, and blonde wide-plank hardwood floors. The main level features two ensuite bedrooms, highlighted by a luxurious primary suite with radiant heated floors, dual shower system, and two walk-in closets. The chef’s kitchen boasts an 11-ft island, double ovens, gas cooktop, beverage fridge, and walk-in pantry. Enjoy seamless indoor-outdoor living with an 8’ slider to a spacious view deck. Lower level offers 2 bedrooms, office, second laundry, and potential for separate living. Professionally landscaped, private setting with detached 2-car garage, EV charging, and energy-efficient 2-zone HVAC system. Home designed by Vadim Agakhanov.

852 OAK ST, Ashland

$625,000

2 Beds ⋅ 2 Baths ⋅ 757700715 MLS

Perched high above the valley on 16.81 private acres, this custom-crafted cabin captures breathtaking views of Table Rock, Mt. McLoughlin, and Mt. Ashland from its expansive 44' x 31' wraparound covered porch. The peaceful setting offers wide-open vistas, abundant wildlife including deer and wild turkey, and even a historic 1800s gold mine that adds character and story to this one-of-a-kind property. Inside, warm hardwood floors span the main living areas, while large windows fill the home with natural light. The inviting living room features a stone wood-burning fireplace and soaring vaulted, beamed ceiling. Just off the living space, the dining area has sliding doors to the covered patio making it perfect for indoor-outdoor living. The kitchen is thoughtfully designed with granite countertops, stainless steel appliances, an island with bar seating and lots of prep space. A main-level bedroom with a double closet and a full bathroom offers flexibility for guests or multi-generational living. There's a convenient laundry room on the main level with a sink and built ins for storage. Upstairs, a loft with a skylight and built-in bookshelves creates an ideal reading nook or home office. The spacious primary suite showcases vaulted ceilings, a walk-in closet, and a private bath complete with dual vanities and a glass walk-in shower. Additional features include a detached bonus room with a vaulted ceiling that's ideal for a studio, office, or fitness space, a distinctive two-car garage that opens on three sides to function as a breezeway, and a detached shop divided into three separate rooms for projects, storage, or workspace. A generous dog run is ready for your four-legged companions. Enjoy the tranquility of country living with the convenience of being just 15 minutes from local restaurants and the Rogue Valley International–Medford Airport. *See updates list in documents.

5655 TAMARACK LN, Central Point

$725,000

2 Beds ⋅ 2 Baths ⋅ 294582228 MLS

Gorgeous 2,512 sq ft home with 156.04-acres of hunting and recreational property offering privacy, wildlife, and sweeping 360-degree mountain views. Located near Rogue River trophy fishing waters and just minutes from Lost Creek Lake, this property provides exceptional access to fishing, boating, hunting, and outdoor recreation while offering a well-designed home base for year-round living. The home is thoughtfully laid out for true multi-generational living. The main floor includes a private bedroom suite with a full bath, walk-in closet, and French doors opening to the backyard—ideal for extended family or guests. The open-concept living space is filled with natural light and features a kitchen with eat-bar seating, stainless steel appliances, and tile backsplash, flowing into a bright dining area with exterior access. High ceilings and a wood-burning fireplace anchor the living room, creating a warm gathering space after a day outdoors. A dedicated main-floor office adds flexibility for remote work or property management, while a convenient guest half bath completes the level.Upstairs, a spacious loft-style living area with a closet and French doors opens to a deck with expansive mountain and territorial views, offering flexible use as a second living space or bunk area. The primary suite serves as a private retreat with a large bathroom featuring a walk-in shower, soaking tub, double vanity, and walk-in closet.The land is the true highlight, with open and wooded terrain supporting abundant wildlife and year-round hunting opportunities. A greenhouse near the home allows for extended growing seasons, a woodshed stocked with split firewood is ready for use, and cleared, fenced paddocks are ideal for livestock or animals. An expansive cleared area for a gun range, target practice, skeet, or clay pigeon use, along with fully owned solar panels, round out this property—making it perfect for the outdoors enthusiast. This is multi-generational living at its best.

12594 MCNEIL CREEK RD, Eagle Point

$699,000

3 Beds ⋅ 2 Baths ⋅ 257588197 MLS

Enjoy the beauty and tranquility of nature on the stunning 3 acre property featuring a seasonal creek & charming outdoor spaces. This unique home offers 3 bedrms, plus a 336 ft.² loft. Basement provides excellent potential for . The main level features special touches throughout, including an updated kitchen w/ subway tile, a farmhouse, apron sink, & elegant European birch countertops & soft, closed cabinetry. The white oak pegged floors & open beam ceilings create a bright, & spacious feel in the living room. Convenient additions include just off the kitchen a 32 x 16 deck offers a perfect space to relax or entertain. The primary bedroom opens to a private 20 x 12 deck w/ a hot tub for ultimate comfort. The basement features 2 of the bedrms, a stylish kitchen & a full bath ideal for guests/extended family. Pathways & cozy sitting areas lead to the creek adding to the property serene charm. Also included is a chicken coop perfect for those interested in hobby farming.

988 SAVAGE CREEK RD, Grants Pass

$325,000

2 Beds ⋅ 1 Baths ⋅ 22257576 MLS

Rare opportunity to own a true off-the-grid retreat that is completely surrounded by thousands of acres of BLM land! This unique offering boasts privacy and security that are often only dreamt about. Developed by the founders of Home Power magazine and designed to be a model for off-grid and self-sustainable living. Esive solar array and battery bank powers the property and is backed up with generators. The uniqueness, privacy, and ability to live sustainably make this a rare opportunity.

10000 COPCO RD, Ashland

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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: