Jacksonville Homes with South Medford High High school

Jacksonville Homes with South Medford High High school

Welcome to Jacksonville, Oregon, a hidden gem nestled in the heart of Jackson County! This charming town is steeped in history, boasting a rich heritage that dates back to the gold rush era. With its picturesque streets lined with quaint boutiques, art galleries, and delightful eateries, Jacksonville offers a unique blend of small-town charm and vibrant community spirit.

For families looking to settle down, Jacksonville is an ideal location, especially for those with school-age children. The highly-rated South Medford High School serves as a cornerstone of education in the area, providing students with a robust curriculum and a wide array of extracurricular activities. Parents can rest easy knowing that their children are receiving a quality education in a supportive environment.

The real estate market in Jacksonville features a diverse range of homes, from cozy cottages to spacious family residences. Many properties boast stunning views of the surrounding mountains and lush landscapes, creating a serene backdrop for everyday life. The community is known for its friendly atmosphere, making it easy to connect with neighbors and participate in local events.

Outdoor enthusiasts will love Jacksonville’s proximity to nature, with numerous parks, hiking trails, and the scenic Applegate River just a stone's throw away. Whether you're exploring the historic downtown district or enjoying a day in the great outdoors, Jacksonville offers a lifestyle that balances relaxation and adventure.

If you’re considering making Jacksonville your home, you’ll find that it’s not just a place to live—it’s a community to thrive in. Come discover the charm of Jacksonville, where history meets modern living!

Newest Jacksonville Homes with South Medford High High school

$1,099,000
3 Beds ⋅ 2 Baths ⋅ 220225699 MLS
A beautiful Jacksonville property in town, and on 3.15 acres! The main home, built in 2000, has three bedrooms, three bathrooms, with plaster walls, vaulted ceilings, granite counters and tile floors. It has an open floorplan with a large master suite, jacuzzi tub, and marble counters. There is a gorgeous, large in ground pool with waterfall, an inviting pool house with a half bath, full bar with seating, kitchen, and amazing wood pizza oven. There is a charming 880 sq foot guest house with one large bedroom, one bathroom, full kitchen with granite counters, and large living room. You can also relax in the jacuzzi spa on the guest house patio. It is an amazing Southern Oregon retreat.

935 S 3rd Street, Jacksonville
$1,090,000
4 Beds ⋅ 3 Baths ⋅ 220225663 MLS
Resort-style living awaits in this extensively remodeled custom home on a private 1.74-acre setting just minutes from historic downtown Jacksonville. Filled with natural light, the open great room design features soaring ceilings and a stunning chef's kitchen with premium appliances, custom cabinetry, and quality finishes. The thoughtfully designed floor plan offers 3 bedrooms, an office/bedroom, loft, & spacious laundry room. Over the past few years, nearly every aspect of the home has been upgraded, including the kitchen, bathrooms, flooring, lighting, HVAC systems, on demand hot water heater, electrical panel, whole-house generator, Trex decking, & more. Outside, your private retreat features a completely renovated in-ground pool with waterfall, new concrete decking, energy-efficient equipment, solar heating, hot tub, and beautifully landscaped grounds--creating an exceptional indoor-outdoor lifestyle just moments from Jacksonville's dining, shopping, and Woodland Trails.

120 Ponderosa Way, Jacksonville
$1,499,000
4 Beds ⋅ 4 Baths ⋅ 220225118 MLS
Experience one of Southern Oregon's finest riverfront estates in the heart of the renowned Applegate Valley wine region. Located less than 15 minutes from historic Jacksonville, you'll enjoy easy access to acclaimed restaurants, wineries, galleries, and small-town charm. Set on 14.62 acres zoned EFU with over 700 feet of coveted Applegate River frontage, where gentle flows and the sounds of shimmering riffles create an unforgettable setting. Fish from your own shoreline, watch abundant wildlife, or simply relax by the river. The 4,899 sq ft custom home showcases soaring ceilings, dramatic natural wood beams, a sweeping oak spiral staircase, expansive windows framing breathtaking river views, geothermal heating, and spacious decks. Private guest wing, iconic Big Red Barn with horse stalls and runs, orchard, fenced pastures, greenhouse, 10.6 irrigated acres with golf course style irrigation system, and 1857 senior water rights complete this remarkable legacy estate.

2076 Upper Applegate Road, Jacksonville
$1,275,000
3 Beds ⋅ 2 Baths ⋅ 220225637 MLS
Privacy & tranquility on a little piece of paradise. Imagine living in a beautiful custom-built single-story Pacific Northwest lodge style home w/ Little Applegate River frontage, away from noise & neighbors, yet under 20 minutes to Jacksonville. From the vaulted wood-beam ceilings, to the spacious primary suite w/ stunning views & natural light, this home has been designed for relaxation. Two natural stone fireplaces anchor the living & dining areas, & the huge chef's kitchen features granite countertops, an island, peninsula, pantry, & beverage bar. Throw a summer soiree under a canopy of oaks that shade the lighted composite deck or relax down at the river on your own riverside deck. A 4-car attached garage, shop, wine cellar & historic barn provide exceptional space for hobbies. The property features 1872 irrigation rights & fire safety features are thoughtfully included in the home design. Direct access to BLM lands bordering this private 14.53-acre paradise.

2459 Little Applegate Road, Jacksonville
$482,000
2 Beds ⋅ 1 Baths ⋅ 220225555 MLS
Built in 1912, this classic Jacksonville home reflects the character and craftsmanship of an earlier era. This 2 bedroom, 1 bath property is suited for residential, commercial, or live/work use (buyer to verify permitted uses). Positioned on Jacksonville's main thoroughfare, generous ceiling heights and abundant natural light complement a welcoming front porch, fully fenced backyard, two detached outbuildings, and the original hand dug well, a reminder of the property's long history. Equally suited as a private residence, boutique business, or short-term vacation rental, this is one of those properties that invites imagination from the moment you arrive.

700 N 5th, Jacksonville
$720,000
3 Beds ⋅ 3 Baths ⋅ 220225071 MLS
Move-in ready and located in one of Jacksonville's most desirable neighborhoods, this beautifully updated 3-bedroom, 2.5-bath home offers the perfect blend of comfort and convenience. Just moments from walking paths, parks, sports courts, vineyards, Jacksonville Elementary and Historic Downtown Jacksonville, the location is hard to beat. The spacious layout features vaulted ceilings, abundant natural light, a main-level living area with two guest bedrooms, and an upstairs primary suite plus a versatile bonus room. Recent improvements include a NEW (within 12 months) Roof and fencing, newer appliances, and tasteful interior cosmetic updates. Enjoy covered front and back porches, RV parking, a detached 2-car garage, garden space, and a fully landscaped yard ready to enjoy.

975 Beverly Way, Jacksonville
$725,000
4 Beds ⋅ 2 Baths ⋅ 220225334 MLS
Discover this spacious 4-bed, 2-bath home (2,328 sq ft) on a large 8,712 sq ft lot, just a short walk to historic downtown Jacksonville and the Britt Festival. Enjoy mountain views from the expansive deck, an open floor plan, daylight basement, and a main-level master suite. Sit and watch the deer on your large, covered entry patio, overlooking the front yard. The back deck wraps around the house, offering multiple areas to enjoy the views and overlook the backyard. The sloped, fenced backyard offers is ready for your touches. A below ground workshop, daylight basement with studio and laundry room adds separate space for your hobbies. No HOA. Experience comfort, convenience, and the best of Jacksonville living.

340 Miner Way, Jacksonville
$99,900
220224961 MLS
Rare opportunity just outside historic Jacksonville, Oregon! This gently sloped, easy approach from Hwy 238, this 3/4-acre lot sits about 4.5 miles from town. Power is easily accessible near the property line, making it build-ready. Bring your own builder and floor plan or choose from ours. Buildable lots this close to Jacksonville rarely come available. Buyer to verify all details and complete their own due diligence.

OR-238, Jacksonville
$795,000
3 Beds ⋅ 3 Baths ⋅ 220224732 MLS
Nestled in the heart of Southern Oregon's premier wine country, and close to the historic town of Jacksonville, this property on 4.98 acres offers the perfect blend of rural charm and functional infrastructure. The property features a magnificent, classic wood barn set against a backdrop of mature landscape, sweeping valley and mountain views. The home boasts bright, inviting living spaces, a spacious upstairs primary suite, a light-filled sunroom, and a private entrance leading to 2 downstairs bedrooms, 1 full bathroom and studio. Enjoy unique access to the Applegate river, IRRIGATION WATER RIGHTS dated from 1876 and the natural beauty of the surroundings. Bring your horses or enjoy it as a peaceful country retreat. A true Applegate gem waiting for its next chapter.

7935 Upper Applegate Road, Jacksonville
$1,200,000
5 Beds ⋅ 3 Baths ⋅ 220224700 MLS
Open House Saturday & Sunday, July 26 1:00-3:00 PM! Exceptional custom home offering flexible two-family living on 5.01 acres in desirable Jacksonville. This one-of-a-kind residence showcases European-inspired design, soaring vaulted ceilings with exposed beams, stunning custom rock walls, beautiful wood/tile flooring, and walls of windows framing breathtaking views of Mt. McLoughlin. The main level features a gourmet kitchen with a Wolf gas range, center island, spacious great room with wood-burning fireplace insert, office, laundry room, two oversized bedrooms, and a luxurious primary suite with a private deck, soaking tub, walk-in tile shower, and walk-in closet. A partially covered deck spans the length of the home, creating the perfect space for entertaining & views. new metal roof. The finished two-car garage, new garage door. The 2nd level offers a private entrance & parking, two bedrooms, a kitchen,, living room, office, laundry, full bath, and covered patio.

831 Juanita Way, Jacksonville
$799,000
3 Beds ⋅ 2 Baths ⋅ 220224388 MLS
High on a hill near Jacksonville is the 21.49 acre property with a custom built home of 2626 sq ft. Featuring 3 bedrooms and 2.5 baths with an open concept and soaring tongue and grove wood ceilings in great room and Primary suite and massive windows to take in the incredible panoramic view. This primary has an ensuite bath room with double vanity and walk in shower and walk in closet. There are two additional bedrooms that share a bath. The Trex decking runs the length of the great room and the primary with access from both and super for entertaining. There is also access to the 1/2 bath from the deck. The seller is motivated and this property needs some TLC. Attached in documents is an estimate for roof repair needed, not including the dry wall repair needed on the inside. A conventional (home saver) rehab loan could be financing possibility . All information is deemed accurate and the buyer should do own due diligence as to the uses and condition of this property.

465 Strawberry Hill Lane, Jacksonville
$749,000
3 Beds ⋅ 3 Baths ⋅ 220224295 MLS
Private two story custom built home on 9.42 Acres with Applegate River frontage. 12 miles from Historic Jacksonville and 5 miles from the town of Ruch and 6 miles to Applegate Lake and Squaw Lake. The beautiful home has a barn/shop and car ports attached for all your toys. This property backs up to BLM and all the trails for great horse riding. There is an above ground pool structure that needs liner and some TLC is in the process of being removed. The property is partially fenced but could work for some horses or other critters with additional fencing. Home is back from the River and the road so no Flood Insurance needed. EV charging station in the garage. There is a seating area down by the river( follow the sign )All information is believed to be accurate but buyer to do own due diligence as to the uses and condition of the property.

5900 Upper Applegate Road, Jacksonville
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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: