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205 N Oregon Street, Jacksonville
$799,000
3 Beds ⋅ 3 Baths ⋅ 220222075 MLS
Exceptional 2026 new construction in the heart of historic Jacksonville, Or. Enjoy being just a short stroll from local favorites including the Britt Music & Arts Festival, trolley tours, wine tasting rooms, woodland trails, charming art boutiques, and fine dining. This beautifully designed home offers 3 spacious bedrooms, 2.5 bathrooms, and over 1,570 sq ft of living space filled with abundant natural light and an inviting open-concept layout. The gourmet kitchen features soft-close cabinetry, granite countertops, stainless steel appliances, and a convenient eating bar. The primary suite offers a relaxing retreat with a walk-in closet and a beautifully tiled walk-in shower. Additional highlights include luxury laminate flooring, a finished 1-car garage, an elegantly tiled guest bathroom, and a private driveway. Located within the historic district, this property also qualifies for short-term rental applications, creating a unique opportunity for both homeowners and investors.

205 N Oregon Street, Jacksonville

Courtesy of RE/MAX Integrity

4000 Little Applegate Road, Jacksonville
$1,025,000
4 Beds ⋅ 4 Baths ⋅ 220221529 MLS
Discover serenity on 4.58 acres in the heart of the Applegate Valley! 3,400 sq ft custom home offers 4 beds, 2.5 baths, separate in-law suite w/ private entrance. Enter into expansive, light-filled living with views of the Little Applegate River from nearly every room. Enjoy 14' ceilings & a stunning rock fireplace w/ Port Orford Cedar mantle in the Living Room. Chef's Kitchen, large island, granite counters, & breakfast nook flow seamlessly into the formal dining area & dedicated office. Primary suite is a luxurious escape w/ dual vanities, soaking tub, walk-in shower, & dual closets. On the opposite wing, find three bedrooms, w/ private entrance, ideal for family or guests. Relax on the wraparound porch, stroll through manicured landscaping, or unwind beside your private pond/water feature. Multiple seating areas along the river offer peaceful moments of reflection. Fenced pasture, irrigation system, detached 2,132 sq ft garage, w/three spacious rooms, HVAC, and limitless potential!

4000 Little Applegate Road, Jacksonville

Courtesy of Cascade Hasson Sotheby's International Realty

400 Coyote Run, Jacksonville
$1,488,000
2 Beds ⋅ 3 Baths ⋅ 220220012 MLS
It was the best of times, it was the worst of times, it was the age of wisdom, it was the age of foolishness--but no matter what time it is now, you will enjoy the privacy and self-sufficiency of Butterfly Hill. Set on 9+ private acres within an 80-acre gated rural community in Southern Oregon, this property brings together efficiency, comfort, and practical independence. Alongside standard utilities a solar system and hardwired generator expand the home's power options. A private water source, rainwater-fed garden irrigation, and a wood-burning stove provide practical resources and supplemental heat, with abundant woods on the property. Energy-efficient features and fire hardening add to its long-term ecological security. Deer and other wildlife frequent the acreage, while the surrounding agricultural community offers local farmers markets, bakeries, wineries, cheesemakers, and breweries--a peaceful rural setting with resources to live peacefully and more independently.

400 Coyote Run, Jacksonville

Courtesy of RE/MAX Platinum

7680 Upper Applegate, Jacksonville
$549,000
3 Beds ⋅ 3 Baths ⋅ 220220067 MLS
Located in the scenic Applegate Valley, this 5 acre, fully irrigated rural property offers privacy, usability, and a true Southern Oregon lifestyle. The 2,726 sq ft home features 3 bedrooms and 3 full baths with a flexible split level floor plan. Light-filled living spaces create a warm and inviting atmosphere, with a heat pump for year round comfort plus wood heat in both living rooms. The new back deck is ideal for relaxing, entertaining, and taking in the surrounding mountain and territorial views. Multiple additional rooms offer space for storage, an office, hobbies, guests, or flexible use. The fully fenced property includes established pasture, irrigation rights for all 5 acres, a garden area, gated entry, dog run, RV parking, and outbuildings for added functionality. With usable acreage, room for animals and equipment, and a peaceful rural setting, this property offers the versatility, comfort, and lifestyle buyers seek in the Applegate Valley.

7680 Upper Applegate, Jacksonville

Courtesy of John L. Scott Medford

7484 Sterling Creek Road, Jacksonville
$629,808
3 Beds ⋅ 2 Baths ⋅ 220219807 MLS
Picturesque little valley backing up to BLM land & Sterling Dutch trail on 43.20 acres. Rich in history dated back to 1856 homestead in Sterling Creek nestled in Southern Oregon. Charming log style home, Knotte pine doors, vaulted rough cut beams and Knotte pine ceilings. Enter in to the great room/dining room through a lg cedar deck for entertaining and beautiful landscaping w/dbl doors, Vermont cast iron fireplace w/cooking plate. Open staircase to 3rd bdrm or great office. Vaulted wood ceilings in primary suite, 3 lg closets and bath. 2nd bdrm off back of home w/open kitchen, lg walk in pantry w/ hickory cabinets and glass fronts. Milgard dbl pane windows. French doors to a covered patio. Beautiful property w/fruit trees, grape arbor, fenced garden and Dog Park. 3 sheds, slate walkways and great well! Super charming property close to Jacksonville

7484 Sterling Creek Road, Jacksonville

Courtesy of John L. Scott Medford

3998 Little Applegate Road, Jacksonville
$2,150,000
4 Beds ⋅ 3 Baths ⋅ 220219078 MLS
Discover Belvoir Estate, an extraordinary French Country chateau on 25 private acres in Southern Oregon's Applegate Valley wine country. The home features soaring ceilings, expansive windows, panoramic views, refined finishes, Wolf and Sub-Zero appliances, and outdoor terraces perfect for relaxing or entertaining. The estate boasts 600+ feet of river frontage, open meadows, a historic barn, private guest house, and a sustainable organic garden, along with rare water rights dating to 1857. Enjoy temperate, fog-free winters just minutes from historic Jacksonville, local wineries, and dining, with an international airport 30 minutes away. Seller financing is available at favorable rates with a substantial down payment and approved terms, or sellers may consider a significant mortgage rate buydown credit. Experience a rare blend of timeless elegance, privacy, and natural beauty.

3998 Little Applegate Road, Jacksonville

Courtesy of John L. Scott Medford

8330 Hwy 238, Jacksonville
$574,000
4 Beds ⋅ 2 Baths ⋅ 220219015 MLS
Nicely set back off the highway you will find this well maintained and constructed Bavarian style home, built by a master builder from Germany. Sits on just under 3 acres with spectacular views of the Siskiyou mountains. Located in the middle of the Applegate wine country near Ruch and a short 15 min drive to Historic Jacksonville. This 3404 sq. ft., 4 bed plus office has all the space you would want for everyday living and entertaining. Main living is upstairs, offers a covered porch to enjoy the views year round. Large patio off lower level for outdoor entertaining. The two car garage is detached with upstairs living area. Paved driveway offers ample parking. The 2 wells offer plenty of water for landscape/gardening and household use. Slightly sloping land is mostly open pasture with mature landscaping around the house, fenced and gated.

8330 Hwy 238, Jacksonville

Courtesy of Windermere Van Vleet Jacksonville

15 Twin Oaks Road, Jacksonville
$579,000
3 Beds ⋅ 2 Baths ⋅ 220218112 MLS
BRAND NEW DECK!! AND LARGE TREE CLEAN UP!! Nestled in wine country this nearly 3 PRIVATE Fully fenced acreage property features south facing slopes and mapped gravelly silt loam soils offering potential for hobby gardening, orchard, vineyard or small homestead. This 1,880 sq. Ft. home showcases beautiful real wood cabinetry and real hard wood and tile flooring offering timeless character and solid craftmanship. Additionally, vaulted ceilings, 2 full updated bathrooms , formal Livingroom and family room, 2 car garage, a charming chicken coop and a substantial barn with insulation and electricity for storage, animals or a workshop! Enjoy peaceful mountain views on the NEW large deck. Just minutes to Applegate lake, Cantral Buckley, and close to the Ruch out door school offering k-8!! OWNER CARRY OPTIONS AVAILABLE with acceptable offer. Buyer to do own due di

15 Twin Oaks Road, Jacksonville

Courtesy of eXp Realty, LLC

220 8th Street, Jacksonville
$899,000
4 Beds ⋅ 4 Baths ⋅ 220217989 MLS
One of the oldest Victorians in Southern Oregon, eligible for the historic register, the Henry Klippel House has been home to only four families in its 160 years. Built for one of three prospectors credited with the 1853 discovery of Crater Lake, the main house offers 4 spacious bedrooms (incl. ground floor primary suite) and 3.5 baths, with another bedroom and half bath in its guesthouse. Restored by contractor Roger Whipple in the 1990s, with a new shake roof in 2025 and master bath remodel in 2026, the house retains its original hardwood floors, paned windows, brass gasolier fixtures, and brick fireplace. Airy 10' ceilings, covered porches, and custom woodwork showcase the home's craftsmanship. Set on a .27-acre corner lot blocks from shops and restaurants, the property also includes a detached 2-car garage with workroom, and a two-story ADU with full kitchen, half bath, private entrance and parking. A once-in-a-generation chance to steward one of Jacksonville's historic treasures

220 8th Street, Jacksonville

Courtesy of Windermere Van Vleet Eagle Point

1100 Cantrall Road, Jacksonville
$519,000
3 Beds ⋅ 2 Baths ⋅ 220217326 MLS
Completely remodeled home in the heart of desirable Applegate Valley! With a new roof, new windows throughout, exterior & interior paint, HVAC, flooring, and lighting fixtures throughout, this home is truly move in ready and worry-free. Step inside the front door and you will be greeted with an open floor plan and abundant natural light. The kitchen is a culinary dream with quartz counters, custom cabinets, and top-notch stainless steel appliances - including a range / oven and microwave w/convection oven. The spacious primary bedroom offers a new vanity in the bathroom and the laundry room and guest bath feature custom cabinets. With wooded views out every window, you'll be surrounded by the beauty of nature. The wood stove with stone surround brings a cozy vibe and the Trex deck is the perfect spot to enjoy your morning coffee. Only 1 mile to gorgeous Cantrall Buckley Park and the Applegate River and a 30 minute drive to Medford make this location ideal.

1100 Cantrall Road, Jacksonville

Courtesy of eXp Realty, LLC

615 Tumbleweed Trail, Jacksonville
$849,000
3 Beds ⋅ 3 Baths ⋅ 220216793 MLS
Single-level custom home on acreage showcases dramatic views and architecture. Rare privacy in the midst of nature; yet home is close to Medford and historic Jacksonville and has high-speed cable internet. 14+ acres backed by BLM land at the end of a quiet country road. High-level view overlooking the Applegate Valley and mountains beyond. Possible seller-financing at below-market rate with 50% down. Home's design is inspired by Frank Lloyd Wright's principles, with sleek horizontal lines and a flowing open layout with prominent use of wood, stone, concrete and glass. Spacious high-ceilinged great room with clerestory, stone-finish fireplace and wall of patio doors. Luxurious primary suite boasts its own panoramic views, patio access, dedicated office, walk-in closet, and spa-like bathroom. Fire-resistant ICF construction. Zoned radiant heated floors, extensive cherry wood cabinetry, abundant storage, quality Pella windows, oversized garage, 400-amp electrical.

615 Tumbleweed Trail, Jacksonville

Courtesy of Millen Property Group

939 Beaver Creek Road, Jacksonville
$540,000
4 Beds ⋅ 3 Baths ⋅ 220207842 MLS
Live Among the Wildlife in this Forest Retreat! A rare combination of peaceful wilderness & modern comfort. Custom home nestled on 6 forested acres bordering expansive public lands. Watch deer families wander through the yard & enjoy a unique ''treehouse'' perspective, where your main living spaces sit among the treetops. Designed across 3 thoughtfully planned levels, the home's main floor offers elevated living w/ serene forest views. Spacious living & dining areas open to a beautiful chef's kitchen w/ large pantry for storage. The half bath & three access points to the wraparound deck make indoor-outdoor living effortless. Cathedral-style covered deck w/ ramp access is a great outdoor sanctuary. Upstairs are 3 inviting bedrooms, one w/ private deck & direct access to bathroom. Finished daylight basement provides flexibility w/ a large bonus room, additional bedroom, full bath & laundry room w/ laundry chute from upper level. Privacy, tranquility & a true connection w/ nature.

939 Beaver Creek Road, Jacksonville

Courtesy of Ramsay Realty

321 Pair A Dice Ranch Road, Jacksonville
$3,995,000
4 Beds ⋅ 6 Baths ⋅ 220203312 MLS
Experience exceptional luxury, privacy and space in Jacksonville, Oregon. Set on 5 private, park-like acres with sweeping mountain and city-light views, this Mediterranean-inspired estate offers nearly 10,000 sq ft, 4 primary suites, 6 baths, soaring ceilings and 8 fireplaces. A chef's kitchen, private wine cellar, home theater and fitness rooms elevate everyday living and entertaining. French doors open to expansive outdoor gathering spaces, a Pebble Tec pool and spa, and panoramic views. A private lower level offers flexible space for guests, extended family or recreation, while a detached guest casita adds privacy and versatility. The impressive 12-car garage accommodates automobile collections, storage and hobbies. Enjoy Southern Oregon wine country minutes from historic Jacksonville, Britt Music & Arts Festival and wineries, with convenient access to Ashland, Rogue Valley International-Medford Airport and private aviation services. A luxurious retreat for gracious living.

321 Pair A Dice Ranch Road, Jacksonville

Courtesy of John L. Scott Medford

540 E California Street, Jacksonville
$978,000
6 Beds ⋅ 5 Baths ⋅ 220189849 MLS
LOCATION....LOCATION...LOCATION!! Brand new roofs have been recently installed on both properties and the historic Reames House is now Move in Ready! This one of a kind property is an incredibly rare find and just a short walk to downtown Jacksonville. This quaint little town is home to incredible restaurants, unique boutiques and the iconic Britt Music and Arts festival. Once a popular bed and breakfast, this property is rich with history and has been beautifully restored to accomodate a large two family set-up or can continue as a thriving BNB. A standout feature of this property is the separate tax lot that hosts the versatile Carriage House. A charming space that offers endless possibilities. In the past it too was enjoyed as a BNB. Today, it can easily be converted into a guest suite, art studio, or home office. Surrounded by lush gardens, a variety of fruit trees, and a peaceful patio. Don't miss out on this amazing opportunity to own a piece of Jacksonville History!

540 E California Street, Jacksonville

Courtesy of More Realty

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