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4046 Little Applegate Road, Jacksonville
$649,990
4 Beds ⋅ 3 Baths ⋅ 220230459 MLS
This Northwestern style home on 8+ acres has lots of water and has a pasture area, garden area and Grouse Creek to enjoy year round. The wonderful Hobby Farm could have a couple horses or critters of your choice in the pasture area with pond and flood irrigation rights for one acre from China Ditch (1857 rights). There is a deck area by the creek and your own bridge over the creek to the level sunny pasture, garden and pond area. This 4 bedroom 2.5 bath home has a soaring great room and rock fireplace and wood stove and vent system that heats the home beautifully. There are two Primary bedrooms one on main level one upstairs. The decking around the house is great for entertaining or enjoying the park like environment. The property is on Grouse Creek road and adjoins BLM trails for riding, hiking and other recreational activities. There is a shed workshop & a well house, wood shed and garden shed. There is partial fencing around the house area and double gate for turnaround/parking

4046 Little Applegate Road, Jacksonville

Courtesy of Windermere Van Vleet Jacksonville

3751 Oregon 238, Jacksonville
$495,000
4 Beds ⋅ 3 Baths ⋅ 220230144 MLS
Jacksonville country home ready for a new chapter. 8+ acres, minutes to Jacksonville. Four good sized bedrooms and three full baths. There's plenty of room to enjoy country living so close to town. Lots of natural light and a wood stove add to the ambiance. Perfect for a private retreat or a new country homestead.

3751 Oregon 238, Jacksonville

Courtesy of KB Properties LLC

640 Carriage Lane, Jacksonville
$790,000
4 Beds ⋅ 3 Baths ⋅ 220228879 MLS
Charming Victorian-style home in quiet, desirable neighborhood in Historic Jacksonville. Beautifully landscaped .19 acre, 4 bdrm, 2.5 bath, 2,259 sf home. Enjoy cooking in the large kitchen w/ island, granite counters, stainless steel Bosch appliances, soft-close cabinetry w/ lots of natural light. Kitchen is open to the family room w/ gas fireplace and sliding glass doors leading to the private, landscaped backyard w/ built-in firepit, gazebo, greenhouse and garden. Great room also has a gas fireplace and opens to a separate dining room area. Relax on the covered front porch and enjoy the manicured yard and mountain views. Awake to views from the primary bdrm w/ walk-in closet, lg vanity w/ dbl sinks, step-in shower, and enclosed toilet. Extra wide garage suitable for a sm. workshop & storage areas. Neighborhood is near walking trails, close to downtown and vineyards.

640 Carriage Lane, Jacksonville

Courtesy of John L Scott Ashland

931 Hogan Road, Jacksonville
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 220228041 MLS
Private Applegate Valley farmstead on 14.13 EFU acres with two homes, water rights and a new barn. The light-filled 2,382 sq. ft. main residence features a chef's kitchen with breakfast nook, formal dining room, living room with stone fireplace, 9-foot ceilings and a covered porch overlooking English gardens, pond and pastures. The spacious primary suite includes a walk-in closet and double shower with garden views. A separate 1,188 sq. ft. cottage offers an upstairs bedroom, covered porch and private patio--ideal for guests, multigenerational living, a studio or home office. Property features include a new 36x48 barn/shop with concrete slab, Hardie Board siding and metal roof; two historic barns; fenced pasture; two wells; two water-right certificates; Generac generator; and Starlink internet. Sweeping Applegate Valley and BLM mountain views near wineries, river recreation and trails. About 20 minutes to Jacksonville or Grants Pass and 45 minutes to the Medford airport.

931 Hogan Road, Jacksonville

Courtesy of Realty Net of Central Oregon

105 W Pine Street, Jacksonville
$799,000
3 Beds ⋅ 3 Baths ⋅ 220227734 MLS
A rare offering in the heart of historic Jacksonville, this elegant, beautifully updated home blends timeless character with sophisticated modern living. Light and bright throughout, the home features hardwood and tile floors, beautifully remodeled baths, and a stunning kitchen framed by a bank of windows. The entire upper level is devoted to an open-concept primary suite with dramatic A-frame ceilings, marble countertops, a walk-through closet and abundant storage. A private ADU offers a bedroom and bath, ideal for guests or flexible living. Outdoors, an in-ground pool and expansive deck create an inviting setting for entertaining, relaxing and enjoying Southern Oregon summers. An art studio, pool-equipment storage and EV charging station add function and convenience. Set in Jacksonville's historic core, just moments from Britt Festival, charming shops, celebrated restaurants and nearby trails, this exceptional property is refined, welcoming and truly one of a kind and unforgettable.

105 W Pine Street, Jacksonville

Courtesy of Windermere Van Vleet & Associates

420 S Oregon Street, Jacksonville
$725,000
3 Beds ⋅ 3 Baths ⋅ 220226553 MLS
Location, Location, Location! Opportunities like this are rare. Just two blocks from Historic Downtown Jacksonville, you'll enjoy coffee shops, restaurants, boutique shopping, the renowned Britt Music & Arts Festival, nearby Woodlands trails, and Southern Oregon wineries. Beautifully maintained inside and out, this home reflects true pride of ownership. The spacious floor plan offers 3 bedrooms plus a large bonus room, 2.5 bathrooms, a spacious living and dining room, a separate family room, and a beautifully updated cook's kitchen featuring quartz countertops and new appliances including a premium ILVE Italian range. A flexible additional dining space, currently designed as a pub, offers endless possibilities. Central heating and air, plus gas and wood-burning fireplaces, provide year-round comfort. Outside, relax on the inviting covered front porch or enjoy the park-like yard with a pergola, patio, garden area, and gated access to the attached 2 car garage with EV charger

420 S Oregon Street, Jacksonville

Courtesy of Murphy Real Estate Group LLC

300 Dunlap Road, Jacksonville
$725,000
3 Beds ⋅ 3 Baths ⋅ 220226774 MLS
Nestled on 28 beautiful acres in the heart of the Applegate Valley, 300 Dunlap Road in Jacksonville, OR, offers a one-of-a-kind retreat with unmatched privacy and natural beauty. This custom-built redwood craftsman cabin spans 2,408 square feet over three stories, featuring 3 bedrooms, 2.5 bathrooms, and a warm, colorful wood interior that enhances its rustic charm. Built in 1988, the home boasts a cozy fireplace and woodstove, perfect for chilly evenings. The expansive property provides serene wooded views and direct access to Cantrall Buckley Park, offering plenty of opportunities for outdoor adventures right at your doorstep. In addition to its scenic beauty, the property also features RV parking with full hookups, making it ideal for guests or an RV getaway. With easy access to local trails, vineyards, and the historic town of Jacksonville, this rare property offers the perfect blend of seclusion and convenience. Don't miss the chance to make this extraordinary paradise your own.

300 Dunlap Road, Jacksonville

Courtesy of John L Scott Real Estate Grants Pass

5361 Highway 238, Jacksonville
$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

Courtesy of Sky Lodge Investments LLC

120 Ponderosa Way, Jacksonville
$1,045,000
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 w/ natural light, the open great room design features soaring ceilings & a stunning chef's kitchen w/ premium appliances, custom cabinetry, & quality finishes. The thoughtfully designed floor plan offers 3 bedrms, an office/bedrm, loft, & spacious laundry rm. Over the past few years, nearly every aspect of the home has been upgraded, including the kitchen, bathrms, flooring, lighting, HVAC systems, on demand hot water heater, electrical panel, wired for whole-house generator, Trex decking, & more. Outside, your private retreat features a completely renovated in-ground pool w/ waterfall, new concrete decking, energy-efficient equipment, solar heating, hot tub, & beautifully landscaped grounds; creating an exceptional indoor-outdoor lifestyle just moments from Jacksonville's dining, shopping, & Woodland Trails. SELLER FINANCING AVAIL

120 Ponderosa Way, Jacksonville

Courtesy of Windermere Van Vleet Jacksonville

7935 Upper Applegate Road, 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

Courtesy of Windermere Van Vleet Jacksonville

831 Juanita Way, Jacksonville
$1,145,000
4 Beds ⋅ 3 Baths ⋅ 220224700 MLS
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

Courtesy of Expert Properties Inc.

5900 Upper Applegate Road, 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

Courtesy of Windermere Van Vleet Jacksonville

215 S 4th Street, Jacksonville
$1,585,000
3 Beds ⋅ 3 Baths ⋅ 220224076 MLS
A rare offering in the heart of Historic Jacksonville, Tiger Lily Inn blends storybook charm, refined design and flexible living/income potential just steps from shops, dining, Britt, wine tasting and Doc Griffin Park. Set on approx. .23 acre with two beautifully curated buildings, the property includes two exquisite guest suites, 3 baths, inviting living areas, designer finishes, layered textures, romantic décor, gardens, patios, event lawn and a bridal/flex studio opening to the outdoors. Every space feels thoughtfully composed, warm, elegant and memorable. Currently known as an intimate inn and special-event setting, for weddings, celebrations, gatherings & reunions it also lives beautifully as a private residence, guest retreat or multigenerational compound. Seller believes additional cottage-style improvements may be possible; Buyer to verify with City. Historic Core zoning creates added versatility; all future use subject to City. Inquire for full details.

215 S 4th Street, Jacksonville

Courtesy of Millen Property Group

443 Conestoga Drive, Jacksonville
$790,000
4 Beds ⋅ 3 Baths ⋅ 220223492 MLS
Situated in the lovely Stagecoach Hills neighborhood, this multi-level residence embodies limitless possibilities with its panoramic views of the mountains and valley. The property's interior shines with exquisite hardwood floors and a gourmet kitchen equipped with a high-end Wolf range, complemented by elegant tile and granite accents, alongside a spacious butler-style pantry. The primary suite, nestled on a private upper level, offers serene seclusion and features a stone fireplace, a sitting room area, and an updated bathroom with a large stone shower, heated tile floors, and dual sinks. The residence also features an in-ground pool / spa with expansive decking, perfect for creating unforgettable experiences. This multi- level design features French doors that leads to 3 additional bedrooms and guest bath

443 Conestoga Drive, Jacksonville

Courtesy of John L. Scott Medford

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

400 Coyote Run, Jacksonville
$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

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

915 Hangman Way, Jacksonville
$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

Courtesy of Windermere Van Vleet Jacksonville

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

645 E California Street, Jacksonville
$745,000
4 Beds ⋅ 3 Baths ⋅ 220217086 MLS
LOADED WITH CHARM and located on a 1/3 acre lot near downtown Jacksonville, 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 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 upstairs primary bedroom is a cozy retreat. A remodeled daylight basement unit provides a great separate living space with its own entrance, laundry, bath, and bonus room-ideal for guests or rental potential. Enjoy mature shade trees, herbs, & grapevines and views from the spacious deck and front porch. Put your chickens to bed at night in the safety of their own coop. There is plenty of off-street parking and a large garage with an attached storage/workshop space.

645 E California Street, Jacksonville

Courtesy of Windermere Van Vleet Jacksonville

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, 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

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

11777 Highway 238, Jacksonville
$8,500,000
4 Beds ⋅ 3 Baths ⋅ 220180676 MLS
Welcome to Red Lily, one of the most acclaimed vineyards in the Applegate Valley. This 255-acre property boasts strong water rights, breathtaking river frontage, a state-of-the-art winery, vineyard, and expanses of quality irrigated land for agricultural expansion, plus an iconic and well-trafficked wine-tasting venue. With its well-established reputation and a wealth of infrastructure, Red Lily provides an excellent canvas for developing a hospitality focus with events such as destination weddings, as well as on-site accommodations like bed and breakfast and cabin rentals. This rare gem offers an unparalleled setting with 4,000 feet of Applegate River frontage and convenient access to incredible outdoor activities. Nestled atop a secluded knoll is the main residence—a quintessential American cedar shingle-style home boasting over 4,000 SF of living space. The second home is a delightful farmhouse that has been thoughtfully updated. Owner terms may be available, call for details.

11777 Highway 238, Jacksonville

Courtesy of John L. Scott Medford

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