Jacksonville Real Estate

Welcome to Jacksonville, Oregon – a hidden gem nestled in the heart of Jackson County. This charming town, steeped in history, offers a unique blend of old-world charm and modern conveniences, making it an ideal place to call home. Founded during the gold rush in the 1850s, Jacksonville boasts a rich heritage that is beautifully preserved in its well-maintained historic district. Stroll down the picturesque streets lined with Victorian-era buildings, and you'll feel as though you've stepped back in time.

Beyond its historical allure, Jacksonville is surrounded by stunning natural beauty. The town is nestled in the scenic Applegate Valley, known for its rolling hills, lush vineyards, and breathtaking views of the Siskiyou Mountains. Outdoor enthusiasts will find plenty to love, with ample opportunities for hiking, biking, and exploring the nearby Rogue River. In the fall, the vibrant colors of the changing leaves create a stunning backdrop for leisurely walks or family picnics.

The community spirit in Jacksonville is palpable, with a calendar full of events that bring residents together, from the lively annual Jacksonville Music Festival to the charming holiday celebrations. The local farmers' market showcases the region's agricultural bounty, offering fresh produce and artisanal goods.

For those seeking a peaceful yet vibrant lifestyle, Jacksonville, Oregon, presents an irresistible opportunity. Whether you're drawn by its rich history, stunning landscapes, or welcoming community, you’ll find that Jacksonville is not just a place to live – it’s a place to thrive. Come discover what makes this town truly special!

Newest Listings in Jacksonville

$750,000

4 Beds ⋅ 3 Baths ⋅ 220226268 MLS

Jacksonville locals know that homes like this rarely become available. Offered for the first time in 25 years, this Single-Level home on highly sought-after South 3rd Street is one of the community's most coveted finds. Just moments from Historic Downtown Jacksonville, the Britt Amphitheater, and the Woodlands Trail System, this well-maintained home is in excellent condition with a new roof in 2025, offering the perfect opportunity to enjoy now while making it your own over time. Beautiful forest views welcome you from the front yard, while the home opens to a surprisingly private backyard retreat on a spacious 0.37-acre property. A bonus tax lot at the rear, with additional access and space for boat & RV parking, enhances the sense of space and privacy. Inside are 3 bedrooms plus a bonus room, 2.5 bathrooms, a large open kitchen, hardwood floors, a cozy wood-burning fireplace, a vaulted primary suite, a generous laundry room, an attached garage, a fenced yard, and inviting back patio.

832 S 3rd Street, Jacksonville

Listing courtesy of Murphy Real Estate Group LLC.

$899,900

4 Beds ⋅ 3 Baths ⋅ 220226224 MLS

Handcrafted Log Home with pool, bordering thousands of acres of Public Land with Development Potential. The logs for this exceptional home were harvested, hand-cut, and polished right on the very property where the home proudly stands today. Designed by an architect - no load-bearing walls! - and built by skilled local craftsmen with extraordinary attention to detail-from the antique doorknobs to the handcrafted cabinetry and staircases -this is truly a one-of-a-kind residence. Every beam and stair tread is made from solid wood, reflecting the quality and craftsmanship found throughout the home. In-floor heat, heat pump, AC, Immaculate cared for inground pool, with concrete surround, paved driveway and parking lot, 2 covered sheds with concrete floors. Up to 47 additional acres available, 4 additional permitted lots - see plat map, two homes are allowed on each lot.

5361 Highway 238, Jacksonville

Listing courtesy of Sky Lodge Investments LLC.

$1,090,000

3 Beds ⋅ 4 Baths ⋅ 220224352 MLS

Welcome to Coachman Hills, one of Jacksonville's most sought-after neighborhoods! This custom home features a main level primary suite & 2 more bedrooms, both w/ensuite baths + a den & formal dining rm. Enjoy comfortable main flr living w/spacious primary suite w/French doors to the back deck & a vaulted bath w/clawfoot tub. Main level also features a vaulted living rm w/gas fireplace, hardwood floors & abundant natural light. Well-appointed kitchen w/quartz counters, gas cooktop, newer Bosch dw & double ovens. The 3-car garage opens to a lg laundry rm that doubles as a butler's pantry. Updates include sound system, New Zealand wool carpet, HVAC, interior paint, hot tub & decks painted in 2022, plus a new roof installed July 2025! Well-planned, low-maintenance grounds on 1.3 ac offers serene views thru the trees + a private walking trail. Tons of storage throughout. City services. The ease of living for any age sets this home apart, while the exceptional neighborhood is hard to match!

570 Powderhorn Drive, Jacksonville

Listing courtesy of John L. Scott Medford.

$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.

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