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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

71 Yale Creek Road, Jacksonville
$975,000
4 Beds ⋅ 7 Baths ⋅ 220229003 MLS
River, Pastures, Barn, Trails & an Exceptional Home! 4,156 sq. ft. modern farmhouse w/ ADU overlooks mountains & neighboring farmland, offering a blend of comfort & functionality. The main level features a spacious primary suite, dedicated office, guest bath, formal dining room & a view-filled kitchen w/ breakfast nook that opens to a welcoming living area w/ fireplace. Upstairs are two ensuite bedrooms & a central loft-style gathering space. A large laundry/mudroom connects to an outstanding ADU w/ separate entrance, full kitchen capability, pellet stove, spacious bedroom & bath. The 3-bay garage provides abundant room for vehicles, equipment & toys. 47+ acres w/ multiple water rights, river frontage & easy potential to restore picnic areas & walking paths enhance the setting. Ideal for equestrian use w/ fenced pastures, a quality barn w/ stalls & paddock, round pen, equipment shelter & convenient access to miles of established BLM trails. Thoughtful infrastructure throughout.

71 Yale Creek Road, Jacksonville

Courtesy of Ramsay Realty

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

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

2076 Upper Applegate Road, 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

Courtesy of Windermere Van Vleet & Assoc2

340 Miner Way, Jacksonville
$650,000
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

Courtesy of John L. Scott Medford

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.

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

2365 Eastside Road, Jacksonville
$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

Courtesy of John L. Scott Medford

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

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

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

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

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

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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