Jacksonville Real Estate

Welcome to Jacksonville, Oregon – a charming town nestled in the heart of Jackson County. Known for its rich history, vibrant arts scene, and stunning natural beauty, Jacksonville offers a unique blend of small-town charm and modern amenities that make it an ideal place to call home.

Originally established during the gold rush in the mid-1800s, Jacksonville has preserved its historic character, with beautifully restored buildings that line its quaint streets. The town is a designated National Historic Landmark District, allowing residents and visitors alike to immerse themselves in a bygone era while enjoying contemporary comforts.

Nature lovers will find plenty to explore in and around Jacksonville. The nearby Applegate Valley is renowned for its picturesque vineyards and outdoor recreational opportunities, including hiking, biking, and fishing. The stunning landscapes and serene environment make it a perfect backdrop for those seeking a peaceful lifestyle, yet still close to the bustling city of Medford.

Jacksonville is also a cultural hub, hosting numerous festivals and events throughout the year, including the popular Britt Music & Arts Festival, which attracts renowned artists and music lovers from all over. The town boasts a variety of local shops, restaurants, and art galleries, ensuring that there’s always something new to discover.

With its friendly community, beautiful surroundings, and rich history, Jacksonville, Oregon, is more than just a place to live; it’s a place to thrive. Whether you’re looking to settle down or find a vacation retreat, Jacksonville offers a welcoming atmosphere that will make you feel right at home. Come and experience the charm of Jacksonville for yourself!

Newest Listings in Jacksonville

$360,000

220226049 MLS

View Views Views! Build the custom home you've always envisioned on this exceptional 0.61-acre homesite in one of Jacksonville's most sought-after neighborhoods. Tucked away on a quiet private lane in the prestigious views, this property is surrounded by beautiful custom homes and showcases breathtaking views of the Table Rocks, the Rogue Valley, and sparkling city lights. Enjoy the perfect balance of privacy and convenience, just minutes from historic downtown Jacksonville, where you'll find award-winning restaurants, boutique shopping, wine tasting rooms, scenic hiking trails, and the renowned Britt Music & Arts Festival. Utilities are run to the lot. Owner had completed a replat to take advantage of the views and has a topographical study. They have set of rouge plans to take advantage of the views and maximize the lot potential.

825 Royal Lane, Jacksonville

Listing courtesy of Expert Properties Inc..

$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

Listing courtesy of John L. Scott Medford.

$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

Listing courtesy of Windermere Van Vleet 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

Listing courtesy of Windermere Van Vleet & Assoc2.

$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

Listing courtesy of Windermere Van Vleet Jacksonville.

$482,000

220225558 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 Street, Jacksonville

Listing courtesy of John L. Scott Medford.

$482,000

2 Beds ⋅ 1 Baths ⋅ 220225555 MLS

700 N 5th, Jacksonville

Listing courtesy of John L. Scott Medford.

$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

Listing courtesy of Murphy Real Estate Group LLC.

$1,500,000

3 Beds ⋅ 3 Baths ⋅ 220225350 MLS

Discover unmatched privacy on this spectacular 200-acre Southern Oregon retreat just 30 minutes from downtown Medford. This custom 2,400 sq. ft. home is thoughtfully built above an impressive 2,400 sq. ft. shop and showcases breathtaking panoramic views from nearly every room and the expansive elevated deck. The home features 3 bedrooms, 3 bathrooms, and a chef's kitchen designed for entertaining. The massive shop offers soaring ceilings, in-floor radiant heat, and abundant space for RVs, equipment, vehicles, or hobbies. A 24kW solar system provides exceptional energy efficiency and peace of mind. Surrounded by abundant wildlife and endless outdoor recreation, this rare property is ideal as a full-time residence, hunting retreat, or luxury Oregon getaway. Towering trees, open meadows, and rolling terrain create an unforgettable setting with exceptional privacy, incredible star-filled nights, and room to explore, hike, ride, or simply enjoy the beauty of Southern Oregon.

7036 Griffin Lane, Jacksonville

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$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

Listing courtesy of John L. Scott Medford.

$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

Listing courtesy of RE/MAX Integrity.

$779,000

5 Beds ⋅ 5 Baths ⋅ 220224622 MLS

Stunning Jacksonville property offering flexibility, income potential, and exceptional upgrades. The completely remodeled kitchen features high-end appliances, granite countertops with waterfall edges, and an open layout designed for entertaining. The home can function as a two-family setup and was previously licensed as a rental, creating excellent potential for supplemental income or multigenerational living. Outdoor living has been expanded with new decks and an enclosed patio (not included in sq ft), providing additional space to relax and enjoy the surrounding setting. A standout feature is the impressive 36x36 shop with RV garage and unfinished space above, ideal for a future guest suite, office, studio, or hobby space. Beautiful gardens and chicken coops add to the property's charm and self-sufficient lifestyle appeal. Conveniently located near Jacksonville's renowned wineries, dining, and outdoor recreation. Schedule a showing today!

101 Rocky Knoll Lane, Jacksonville

Listing courtesy of Oregon Adventure Realty.

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