Jackson Homes with Two Stories

Welcome to Jackson County, Oregon, a picturesque region that beautifully blends natural beauty with vibrant community living. Nestled in the heart of the Rogue Valley, Jackson County is renowned for its stunning landscapes, including the majestic Cascade Mountains and the lush, rolling hills that cradle the charming towns within its borders. With a rich history and a strong sense of community, Jackson County is an ideal place for families, outdoor enthusiasts, and anyone seeking a welcoming environment.

One of the most appealing aspects of Jackson County is its diverse range of housing options, particularly two-story homes that offer both style and functionality. These homes are perfect for families who desire spacious living with the added benefit of separation between common areas and private retreats. Imagine enjoying your morning coffee on a sunlit balcony while soaking in breathtaking views of the surrounding nature, or hosting gatherings in open-concept living spaces that invite warmth and connection.

In addition to their aesthetic appeal, two-story homes in Jackson County often come equipped with modern amenities, spacious backyards, and proximity to local parks, schools, and shopping centers. Whether you’re looking for a contemporary design or a charming craftsman-style home, the two-story options here cater to a variety of tastes and lifestyles.

Explore the enchanting neighborhoods of Jackson County, where each home tells a story and every street invites adventure. Discover your dream two-story home amid the stunning backdrop of Oregon’s natural wonders, and become part of a community that values connection, beauty, and a love for the outdoors. Your perfect home awaits in Jackson County!

Newest Jackson Homes with Two Stories

$165,000

1 Beds ⋅ 1 Baths ⋅ 220225981 MLS

Super cute condo in a nice complex conveniently located! Seller has done many upgrades to the home including new paint, LVP Flooring throughout, replaced all windows with double paned vinyl windows, replaced all pipes, put in a new water heater, a new HVAC and furnace, remodeled bathroom and all new fixtures. Furniture is negotiable. HOA fees include water, garbage and landscaping. And there is a community pool! Home is move in ready!!

2101 Poplar Drive 76 Unit 76, Medford

$675,000

220225952 MLS

This 6.79 acre property is zoned Exclusive Farm Use and offers multiple rental income streams with room for additional growth. Located in Gold Hill on Old Stage Road, the acreage includes four separate living configurations, each featuring its own private yard space. The structures consist of a two story 3-bed, 1-bath main house, a second 3-bed, 1-bath home with a deck, and a duplex divided into a 2-bed, 2-bath unit and a 1-bed, 1-bath unit. The grounds feature multiple garden areas and full RV hookups, adding further utility to the site. Valuable water rights convey with the land. Additionally, the property features a manufactured structure that is permitted as storage per the seller. This Jackson County multi-dwelling setup is well suited for an investor looking for established rental income or an agricultural buyer needing employee housing.

12071 Old Stage Road, Gold Hill

$495,000

3 Beds ⋅ 3 Baths ⋅ 220225949 MLS

Tucked away from the street, this one-of-a-kind home sits on a large .62 acre lot bordering Evans Creek. Gated and paved entry, newer HVAC and roof, 3 bedroom plus an office, 2.5 baths, 30 amp RV hookup, an attached 2 car garage as well as a large (932 SF) 3 bay detached shop with a bathroom, mini-split heat/AC, built in vac, and wired and plumbed should you want to convert it to additional living space. Custom built gazebo and covered BBQ area, large backyard overlooking Evans Creek with viewing deck and stairs down to the creek. Wonderful country feel with all the conveniences the City of Rogue River has to offer including shopping, restaurants and beautiful parks. Just minutes from I-5 and the Rogue River.

415 Berglund Street, Rogue River

$739,000

4 Beds ⋅ 3 Baths ⋅ 220225931 MLS

Located just minutes from downtown, this impressive 2,596 sq. ft., 4-bedroom, 3-bathroom home features striking curb appeal and breathtaking views of Grizzly Peak. The bright interior boasts hardwood floors, formal and informal dining, and a spacious kitchen with solid-surface counters. Soaring ceilings frame the great room, which opens to an expansive deck overlooking a tiered backyard complete with garden boxes, a potting shed, and storage shed. Highlights include a main-level vaulted primary suite with a jetted tub and walk-in closet, a flexible upper-level bonus room with skylights, and carpeted guest bedrooms. Modern upgrades feature a new heat pump with advanced UV filtration, an electric vehicle charger, and an oversized attached garage with workshop space plus dedicated RV parking.

960 Oak Street, Ashland

$600,000

4 Beds ⋅ 3 Baths ⋅ 220225927 MLS

Better than new construction! This stunning two-story home offers breathtaking curb appeal with cohesive exterior stonework and an incredibly thoughtful layout. The main level features a luxurious primary suite complete with a custom full-tile shower, plus an open-concept living area designed to impress. Soaring vaulted ceilings elevate the living room and kitchen, where you'll find a cozy gas fireplace, a gas range, and a massive kitchen island draped in gorgeous quartz countertops. Upstairs, you will find two additional spacious bedrooms and a full bathroom, offering the perfect separation of space. Step outside to a fully completed, beautifully landscaped backyard that outshines new builds, complete with a full irrigation system and tinted rear windows for ultimate indoor privacy. Car enthusiasts and hobbyists will love the oversized 2-car garage that easily accommodates a third vehicle, plus a powered side-yard storage shed that is ready to be utilized as a small shop.

1516 Poppy Ridge Drive, Eagle Point

$195,000

2 Beds ⋅ 2 Baths ⋅ 220225925 MLS

This cute and cozy condo is looking for its next owner. Whether you're a first-time home buyer or an investor looking for your next rental (great tenants included). This 2 bed, 1.5 bath, 960 sq ft home is spacious with a great floor plan. The main level features a dining room, open kitchen, living space with access to the private backyard patio and half bathroom with laundry facilities. The second level offers two spacious bedrooms, and a full bath. Additional benefits include an HOA, which covers Trash, Water, Sewer.

1215 W Main Street D Unit D, Medford

$475,000

5 Beds ⋅ 3 Baths ⋅ 220225509 MLS

Welcome to this spacious well maintained and just freshly painted, 5-bedroom, 3-bathroom home in desirable Southwest Medford! Ideally located just minutes from Rogue X, the new Medford pickleball courts, shopping, dining, parks, and schools, this home offers the perfect blend of comfort and convenience. The flexible floor plan provides room for everyone, with generous living spaces ideal for entertaining, working from home, or multi-generational living. The well-appointed kitchen flows seamlessly into the main living area, while the private primary suite offers a relaxing retreat. Outside, enjoy a low-maintenance yard with plenty of space to relax, garden, or host gatherings. Whether you're looking for extra room to grow or a home in one of Medford's most convenient locations, this property is one you won't want to miss!

649 Spring Valley Drive, Medford

$2,895,000

4 Beds ⋅ 6 Baths ⋅ 220225736 MLS

Welcome to a wine country retreat at the gateway to Jacksonville. Set on just over 10 irrigated acres, this Tuscany-inspired estate offers nearly 4,900 SF with Venetian plaster walls, barrel-vault ceilings, and exceptional finishes. The chef's kitchen opens to the family room with pool and vineyard views and features a 6-burner Wolf range, Sub-Zero fridge, breakfast nook, wine room, and Fisher & Paykel double dishwasher. The private primary wing offers a spa bath and sitting area, while three guest suites include walk-in closets and direct bath access. An office with fireplace and formal dining room complete the main level. Upstairs features a billiards room, theater, and steam shower. Outdoors, enjoy a 50,000-gallon beach-entry pool, travertine patios, outdoor kitchen, pergola, vineyard and mountain views, plus multiple garages and a shop.

3922 Bellinger Lane, Medford

$1,750,000

4 Beds ⋅ 6 Baths ⋅ 220225874 MLS

Rarely does an opportunity like this come along! Nestled on 6.74 private acres just minutes from Central Point and historic Jacksonville, this exceptional estate offers breathtaking panoramic views, private gated entrance and an incredible setting. The expansive home is ideal for multi-generational living with generous living spaces, hardwood floors, custom cabinetry, chef's kitchen featuring huge prep island, double ovens, built-in refrigerator, trash compactor, and abundant storage. Luxurious primary suite is a true retreat, while the flexible floor plan provides room for extended family, guests and recreation. Outside enjoy your own private resort with beautiful inground swimming pool, spacious patios, and endless areas to entertain or relax while enjoying the views. Car enthusiasts will love the massive 10-car garage/shop with ample workspace. RV parking, privacy and quality craftsmanship complete this one-of-a-kind Southern Oregon estate. This is a once-in-a-lifetime estate!

4459 Old Stage Road, Central Point

$675,000

3 Beds ⋅ 2 Baths ⋅ 220225865 MLS

OPEN HOUSE this SATURDAY and SUNDAY FROM 12:00 till 2:00. Discover your dream property just minutes from historic Jacksonville, OR! Situated on 1.27 acres, this home features a lavender garden, in-ground pool and breathtaking, panoramic views of the Rogue Valley, Roxy Ann, & Mount McLoughlin. The spacious 2,942 SF home is 3 bedrooms, 2 bathrooms, and a large sunroom. Ideal for multi-generational living, the daylight basement offers massive potential if buyer adds a kitchenette (check with county) for a private guest suite or a VRBO rental. Enjoy a gas fireplace upstairs and a cozy wood fireplace downstairs. Hobbyists will love the massive existing detached 4-bay garage and shop area. Looking for more detached flex space? The new detached shop process is underway with a brand-new in-ground water holding tank & foundational work started--perfect for a future home office, school space, or an art studio. Outdoors, enjoy an in-ground swimming pool, 1 acre of irrigation.

2076 Jasmine Avenue, Medford

$700,000

220225857 MLS

This turnkey Medford 4plex is updated and ready for a new owner. Centrally located close to shopping and dining on a cul-de-sac. This property is in great condition, with a pre-inspection on file and all major issues addressed including brand new balconies. Ask the listing agent for details. The downstairs units feature 3 bedrooms and 2 bathrooms, and the upper units are 2 bedrooms with 1.5 bathrooms. HOA includes water, sewer, and trash as well as landscaping of the common area, etc. All units are in good condition and occupied.

Medford

$415,000

8 Beds ⋅ 2 Baths ⋅ 220225854 MLS

404 S Grape Street - an EIGHT bedroom, two-story former residential treatment facility in Medford. The ±2,744 SF SFR sits on a 0.12-acre corner lot & includes 8 bedrooms & 2 full bathrooms. The first floor features an entry into a large living room, kitchen, laundry, full bathroom, & 3 true bedrooms; the second floor contains 5 more true bedrooms & 1 full bathroom. Formerly used as a residential treatment / transitional housing facility, the property offers a flexible layout for owner-users, investors, room-by-room rentals, specialty housing, or use as a standard residence. Recent improvements have limited deferred maintenance. The property has three exterior entrances, paved walkways, a west-side paved driveway, ample parking, & shared alley access via W 11th Street. Near downtown Medford, Sacred Heart Catholic School, & the Medford Police Department. I-5 is also about 1.8 miles or 6 minutes away. Buyer responsible for any & all due diligence. Contact the listing brokers for details.

Medford

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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: