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$1,149,000
4 Beds ⋅ 4 Baths ⋅ 220222432 MLS
Experience elevated mountain living on this breathtaking 9-acre estate at the base of Boaz Mountain. Designed with timeless lodge-inspired architecture, this 3,737 SF custom home captures luxury, warmth, and privacy at every turn. Towering vaulted ceilings, tile floors, handcrafted woodwork, and dramatic floor-to-ceiling windows create an unforgettable atmosphere filled with natural light and stunning views. The gourmet kitchen features quartz countertops, high-end appliances, oversized island, and walk-in pantry, opening seamlessly to expansive living and entertaining spaces. Resort-style outdoor living awaits with a heated in-ground pool with PebbleTec finish, outdoor kitchen, pool house, hot tub, 1,000+ SF deck, and beautifully curated grounds designed for unforgettable gatherings and peaceful evenings alike. Backing thousands of acres of public land, this is more than a home--it's a private Southern Oregon retreat built for luxury, adventure, and connection.

2365 Eastside Road, Jacksonville

Listing courtesy of John L. Scott Medford.

$649,999
4 Beds ⋅ 3 Baths ⋅ 220222192 MLS
Tucked into the highly sought-after Little Applegate Valley, this exceptional Southern Oregon lifestyle estate offers a rare blend of privacy, natural beauty, recreation, and valuable water resources (Irrigation rights 1857 priority). There is an irrigated organic orchard and berries. This setting feels more like living in a private park than a traditional rural property, with mountain biking, hiking, and outdoor adventure accessible directly from Grouse Creek Road. Enjoy nearby fishing, boating, and paddling at Applegate Lake, while remaining just minutes from historic Jacksonville with its renowned dining, wineries, festivals, and vibrant community atmosphere. This is a 4 bedroom, 3 bathroom, open-concept home with soaring vaulted ceilings. With hardwood floors, tons of natural lighting, and a big kitchen, this home has everything you could need for your own private retreat. Sitting on 8+ acres of land, bordering BLM land, with incredible views, this property checks all the boxes

4046 Little Applegate Road, Jacksonville

Listing courtesy of Real Broker.

$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

Listing courtesy of RE/MAX Integrity.

$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

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$990,000
4 Beds ⋅ 4 Baths ⋅ 220220426 MLS
This gem of a property is located only a few minutes from historic downtown Jacksonville, the Britt festivals and some of the best wine country southern Oregon has to offer! No need to keep your search to only single-story homes, because this one has an elevator to give equal access throughout. The kitchen is built for entertaining in the great room. Enjoy amazing views of the Rogue Valley from the expansive rear deck. If storage is what you need, there are two, two car garages and an additional storage space. Outside you will find beautiful and peaceful landscaping in both the front and back. With quality features throughout, this home is ready to provide comfort and good times for a new owner. Schedule a tour today!

935 Applegate Street, Jacksonville

Listing courtesy of John L. Scott Medford.

$1,477,000
2 Beds ⋅ 3 Baths ⋅ 220220012 MLS
Butterfly Hill is a LEED Silver certified, self-sustainable eco-luxury masterpiece in a gated community outside Jacksonville. This three-wing home delivers abundant sweeping views, open-concept living space & stunning folding glass doors which open directly to outdoors blending nature with the eco-luxury lifestyle. The kitchen stuns with a large tasking island, custom cabinetry, walk-in pantry and sleek cooking zone. Primary suite demands awe with a bank of windows facing the mountains & spa inspired bath. Flexible secondary suite is a perfect multi-use haven. 8-year-old Hügelkultur gardens, drought-tolerant native plantings, and a 15,000-gallon rainwater collection system supplies irrigation and dedicated fire suppression tank, solar power, KVA 20 generator and extensive fire hardening measures secure this home for years to come. Private hiking trails, wildlife, views and space without feeling endlessly remote.

400 Coyote Run, Jacksonville

Listing courtesy of RE/MAX Platinum.

$560,000
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

Listing courtesy of John L. Scott Medford.

$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

Listing courtesy of John L. Scott Medford.

$699,000
3 Beds ⋅ 3 Baths ⋅ 220219715 MLS
Beautiful contemporary Craftsman-style home in a quiet setting close to historic downtown Jacksonville, Britt Festival, restaurants, and woodland hiking trails. This well-maintained newer home features an open-concept floor plan with engineered hardwood floors, abundant natural light, and a cozy fireplace. The kitchen offers granite countertops, stainless steel appliances, custom cabinetry, and a spacious island ideal for gathering and entertaining. The main-level primary suite includes a walk-in closet, double vanity, and tile shower, along with a powder room and laundry room. Downstairs features a large family/media room, two bedrooms, full bath, and separate entrance - ideal for guests, extended family, or flexible living space. Enjoy multiple outdoor living areas, easy-care landscaping, covered porches on both levels, a private rear patio, and attached two-car garage in one of Southern Oregon's most desirable communities.

915 Hangman Way, Jacksonville

Listing courtesy of Windermere Van Vleet Jacksonville.

$2,240,000
4 Beds ⋅ 3 Baths ⋅ 220219078 MLS
Discover Belvoir Estate, an extraordinary French Country chateau in the heart of Southern Oregon's Applegate Valley Wine Country. Set on 25 private acres, this custom-built masterpiece blends grand scale architecture w/natural beauty, privacy, and timeless elegance. Inside, soaring ceilings and expansive windows frame breathtaking panoramic views, while exceptional craftsmanship, refined finishes, and Wolf and Sub-Zero appliances elevate the living experience. Grand gathering spaces feel both impressive and inviting, designed for luxurious living and entertaining. Outdoors, enjoy multiple terraces, 600+ ft of river front, a historic barn, sprawling meadows, and sustainable organic garden. The property also includes a private guest residence, 1857 water rights, and easy access to public lands for recreation. A short drive to Jacksonville, wineries, dining, concerts, theater and an international airport 30 min away, Belvoir Estate is your private grand estate dream in harmony w/nature.

3998 Little Applegate Road, Jacksonville

Listing courtesy of John L. Scott Medford.

$579,000
4 Beds ⋅ 2 Baths ⋅ 220219015 MLS
Nicely set back off the highway you will find this well 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. Well flow from 2017 on file, good flow production. Slightly sloping land is mostly open pasture with mature landscaping around the house, fenced and gated.

8330 Hwy 238, Jacksonville

Listing courtesy of Windermere Van Vleet Jacksonville.

$624,900
4 Beds ⋅ 4 Baths ⋅ 220218223 MLS
This updated 4-bed, 4 -bath home offers 2,907 sqft of living space on a peaceful 6-acre lot. Including a huge barn with an additional office space on the second level. Fresh paint and new laminate flooring on the main level create a crisp, modern feel. Vaulted ceilings and large windows fill the space with natural light and showcase stunning mountain views. The open layout is ideal for both relaxing and entertaining. Privately tucked away yet close to town, this property offers the best of both worlds. Highlights include a 1,000-sqft barn with a second-level office--great for storage, hobbies, or creative work. A 3-car garage provides ample room for vehicles, and a charming greenhouse supports year-round gardening. The abundant water supply is ideal for lush landscaping or agriculture. This home has incredible views of the valley and mountains - Don't miss out! Priced to sell!

3375 Little Applegate Road, Jacksonville

Listing courtesy of Home Quest Realty.

$584,000
3 Beds ⋅ 2 Baths ⋅ 220218112 MLS
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, updated bathrooms a 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 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 diligence

15 Twin Oaks Road, Jacksonville

Listing courtesy of eXp Realty, LLC.

$929,000
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

Listing courtesy of Windermere Van Vleet Eagle Point.

$1,250,000
3 Beds ⋅ 3 Baths ⋅ 220217685 MLS
This exceptional 40.97-acre estate features a beautifully remodeled home w/modern luxury & contemporary design. Nestled in a private valley with 360-degree views, the custom estate offers turn-key elegance. The 2-story floor plan centers around a chef's kitchen w/professional-grade appliances, sleek finishes, & open-concept layout. The main level also includes a dining room, private office, & expansive windows that frame the panoramic views. The master suite offers a luxurious retreat, w/two additional guest bedrooms, guest bathroom, second living area, and balcony completing the upper level. The property includes ample room for open pasture, with approximately 10 acres ready now & ideal for horses or livestock. The mature landscaping, sprawling lawns, & multiple patios offer a peaceful, private setting perfect for enjoying the beauty of the Applegate Valley. This well balanced property and turn-key estate is ready for its next owners to call it home.

7499 Highway 238, Jacksonville

Listing courtesy of John L. Scott Medford.

$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

Listing courtesy of eXp Realty, LLC.

$745,000
4 Beds ⋅ 3 Baths ⋅ 220217086 MLS
NEW PRICE! Own a piece of history! Located on a 1/3-acre lot near downtown Jacksonville's shops, restaurants, wineries, and music venues, this beautifully preserved C.R. Pursell log home was crafted from Douglas fir logs and blends timeless character with thoughtful updates. Highlights include the original stone fireplace built from rocks found on the property and an open floor plan connecting the living room, dining, and kitchen. The kitchen has custom cabinetry, stainless steel appliances, and the original cast iron sink. The main level also offers two bedrooms and a full bath. The primary bedroom upstairs is like a retreat. A finished basement provides a separate living space with its own entrance, laundry, bath, and bonus room--ideal for guests or rental potential. Enjoy mature landscaping and views from a spacious deck & the front porch. Plenty of off-street parking and a large garage/shop.

645 E California Street, Jacksonville

Listing courtesy of Windermere Van Vleet 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, or lease-option. 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

Listing courtesy of Millen Property Group.

$545,000
3 Beds ⋅ 2 Baths ⋅ 220215214 MLS
Country Cabin on the Little Applegate River! This peaceful 2+ acre retreat offers exceptional river frontage, open yard space, water rights & accessible private forest across the water. The 3bd, 1.5bth, 2143 sq.ft. country home features warm brick & wood accents, exposed beams & two cozy wood stoves. The country kitchen & dining area open to the backyard, ideal for easy gatherings, while the inviting living room offers a fireplace with insert & sliding doors to the outdoors. A spacious den showcases a striking river rock backdrop to the second wood stove. Lower level bedroom with two charming upstairs, attic-style bedrooms, creating a distinct upper-level sleeping space. An accessible basement provides excellent cold storage & easy access to water system & water heater. Outside you'll find raised garden beds, a chicken coop, ample parking w/ 3 RV hook-ups & a 350 sq ft outbuilding for storage & hobbies. This is an older home with fun character on a very private & peaceful setting.

3356 Little Applegate Road, Jacksonville

Listing courtesy of Ramsay Realty.

$1,525,000
3 Beds ⋅ 6 Baths ⋅ 220211366 MLS
Just 2 miles from Jacksonville, this stunning hilltop estate blends elegance, privacy, and craftsmanship on 20 forested acres. This home showcases panoramic views from nearly every room. The soaring 28-ft ceilings and wall of windows create a dramatic entry. Chef's kitchen features granite counters, custom maple cabinetry, walk-in pantry, and is open to both a formal dining area and expansive great room. Main level includes two spacious guest bedrooms with private decks, office, family room, mudroom, and multiple baths. Upstairs, the primary suite boasts, private balcony, bonus area, walk-through closet, fireplace, and spa-like bath with jetted tub overlooking city lights. Additionally, is a 970 sq ft finished basement with bonus rooms. And a 3-car garage, carport, circular driveway. Enjoy outdoor living with a wraparound deck, hot tub, pool, patio, and water feature.

1661 238 Highway, Jacksonville

Listing courtesy of Windermere Van Vleet & Assoc..

$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

Listing courtesy of Ramsay Realty.

$3,995,000
4 Beds ⋅ 6 Baths ⋅ 220203312 MLS
A true masterpiece in Southern Oregon, 1st time, extraordinary Mediterranean estate captures sweeping views of the Jacksonville Mountains & glittering city lights. Set on 5 private park-like acres w/city water, ±5700 SQ FT of luxury on main level, ±3484 SQFT private lower level; ideal for entertaining, additional living/guest quarters & lg detached private guest Casita--designed & built by Mike Pagnini--showcases unmatched craftsmanship and timeless elegance. Highlights include 4 luxurious primary suites, 6 baths, a Pebble Tec pool & spa, guest casita, & a 12-car garage. Inside, grand living spaces feature soaring dome ceilings, 8 fireplaces, and French doors opening to stunning outdoor living areas. Chef's kitchen, wine cellar, theater, & fitness rooms complete the experience. Ideally located near Rogue Valley International-Medford Airport w/Million Air Medford for private jet access, & minutes from the Britt Music & Arts Festival, Oregon Shakespeare Festival, & renowned wineries.

321 Pair A Dice Ranch Road, Jacksonville

Listing courtesy of John L. Scott Medford.

$978,000
6 Beds ⋅ 5 Baths ⋅ 220189849 MLS
LOCATION....LOCATION...LOCATION!! Brand new roofs have recently been 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

Listing courtesy of More Realty.

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