Ashland Homes with 2 Story Style

**Discover the Charm of Ashland, Oregon: Your Perfect 2-Story Home Awaits!**

Nestled in the picturesque Rogue Valley, Ashland, Oregon, is a vibrant city renowned for its stunning landscapes, rich arts scene, and a welcoming community. Home to the famous Oregon Shakespeare Festival, Ashland attracts visitors and residents alike with its cultural events, quaint downtown shops, and delightful eateries. Surrounded by the breathtaking Siskiyou Mountains, outdoor enthusiasts can enjoy hiking, biking, and skiing, making it a year-round playground for adventure seekers.

When it comes to finding your dream home in Ashland, the allure of 2-story properties is undeniable. These homes not only provide ample space for families and guests but also offer a unique architectural charm that complements the city’s enchanting atmosphere. Imagine waking up to stunning views from your second-floor bedroom or hosting gatherings in a spacious living area that flows seamlessly into a beautifully landscaped backyard.

Ashland's 2-story homes often feature open floor plans, allowing for a harmonious blend of modern living and classic design. Many of these residences are equipped with energy-efficient amenities, ensuring comfort while being environmentally conscious. Additionally, the neighborhoods are characterized by tree-lined streets and a strong sense of community, making it easy to connect with neighbors and participate in local events.

Whether you’re looking for a cozy family abode or a stylish retreat, Ashland’s 2-story homes offer the perfect backdrop for creating lasting memories. Explore the possibilities today and discover why Ashland is the ideal place to call home!

Newest Ashland 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

$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: