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$799,000
3 Beds 3 Baths 220228060 MLS
Historic Jacksonville living in highly sought after Nunan Square! This beautiful Craftsman-style home showcases quality workmanship and high-end finishes throughout. Features include hardwood and tile floors, custom cabinetry and built-ins, vaulted and coffered ceilings, handcrafted railings. The well-appointed kitchen offers quartzite counters, tile backsplash, stainless appliances, gas range, dishwasher, refrigerator, micro-hood, large island, breakfast nook and adjoining dining area. Spacious main level primary suite with double vanity, and walk-in closet. Large living room with gas fireplace and natural lighting. Owned solar system adds energy efficiency. Additional attic storage. 2 car finished garage with more custom cabinetry. Mature landscaping, wrought-iron fencing and a backyard pergola perfect for outdoor living. Close to Britt, downtown Jacksonville, fine dining, shopping, entertainment and parks, with Southern Oregon vineyards, golf, hiking, lakes and rivers nearby.

720 G Street, Jacksonville

$1,350,000
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

$829,000
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

$850,000
5 Beds 4 Baths 220227271 MLS
Discover your dream retreat just 1 mile from Britt Festival in historic Jacksonville, Oregon! This fully remodeled 5-bedroom, 4-bath home (3,428 sq. ft.) boasts over $200,000 in updates, including all-new kitchen with quartz counters, new appliances, stunning oak floors, and elegant tile bathrooms. Enjoy a dedicated office, bonus room, and detached guest quarters--perfect for visitors or multi-generational living. The expansive main floor primary bedroom boasts 2 walk-in closets and his & her bathrooms. Dual heat pumps keep every space comfortable year-round. The 2.16-acre property backs up to the Jacksonville trail system and features S. Fork Jackson Creek along one boundary, plus freshly refurbished landscaping. Massive garage parking for 7 vehicles includes a ceiling hoist for ultimate convenience. Modern luxury meets outdoor adventure in this exceptional Jacksonville home!

791 Oregon 238, Jacksonville

$739,000
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

$1,049,000
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, wired for 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

$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

$1,249,000
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

$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

$769,000
5 Beds 5 Baths 220224622 MLS
Stunning Jacksonville property offering flexibility, income potential, and exceptional upgrades. The completely remodeled kitchen features high-end appliances, granite countertops with waterfall edges, and an open layout designed for entertaining. The home can function as a two-family setup and was previously licensed as a rental, creating excellent potential for supplemental income or multigenerational living. Outdoor living has been expanded with new decks and an enclosed patio (not included in sq ft), providing additional space to relax and enjoy the surrounding setting. A standout feature is the impressive 36x36 shop with RV garage and unfinished space above, ideal for a future guest suite, office, studio, or hobby space. Beautiful gardens and chicken coops add to the property's charm and self-sufficient lifestyle appeal. Conveniently located near Jacksonville's renowned wineries, dining, and outdoor recreation. Schedule a showing today!

101 Rocky Knoll Lane, Jacksonville

$799,000
3 Beds 2 Baths 220224388 MLS
High on a hill near Jacksonville is the 21.49 acre property with a custom built home of 2626 sq ft. Featuring 3 bedrooms and 2.5 baths with an open concept and soaring tongue and grove wood ceilings in great room and Primary suite and massive windows to take in the incredible panoramic view. This primary has an ensuite bath room with double vanity and walk in shower and walk in closet. There are two additional bedrooms that share a bath. The Trex decking runs the length of the great room and the primary with access from both and super for entertaining. There is also access to the 1/2 bath from the deck. The seller is motivated and this property needs some TLC. Attached in documents is an estimate for roof repair needed, not including the dry wall repair needed on the inside. Some of the photos have been virtually staged . All information is deemed accurate and the buyer should do own due diligence as to the uses and condition of this property.

465 Strawberry Hill Lane, 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

$1,585,000
220224077 MLS
A rare and enchanting commercial opportunity in the heart of Jacksonville, Oregon, Tiger Lily Inn & Venue Center is more than a property -- it is a destination. Steps from downtown shops, restaurants, wine country experiences, Britt Festival and the Historic Core, this curated venue blends storybook character, established event appeal, lodging potential and flexible commercial use. Known and loved as a boutique wedding and special-event venue, the property offers an intimate garden setting for weddings, reunions, retreats, private celebrations and unforgettable gatherings, with lush grounds, outdoor areas, guest accommodations and a bridal/flex studio. Historic Core commercial zoning may invite future possibilities such as boutique hospitality, wine tasting, culinary, wellness, private club, creative office/event use or additional improvements, subject to City approval and buyer due diligence. A distinctive Southern Oregon opportunity with beauty, brand identity and room for vision.

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

$549,000
3 Beds 2 Baths 220223656 MLS
Open House | Sat, 8/15 | 1 PM - 3 PM Located along the banks of the Applegate River and less than 15 minutes from Historic Downtown Jacksonville, this charming single-level ranch home offers a rare opportunity to enjoy riverfront living in the heart of the Applegate Valley. Situated on approximately 0.76 acres near Ruch, the property features beautiful river views from the house, river frontage, and a peaceful setting surrounded by Southern Oregon's natural beauty. The 3-bedroom, 2-bath floor plan includes two sunrooms, an additional living area, and an attached garage with a workshop. The sellers recently completed a home inspection and well reports, both available for buyer review. New water heater installed in 2026. New Septic in 2017, New Roof +Gutters 2019. in Enjoy country living while remaining close to Jacksonville, local wineries, outdoor recreation, and Rogue Valley amenities.

3550 Upper Applegate Road, Jacksonville

$629,000
3 Beds 2 Baths 220223536 MLS
Welcome home to Jacksonville charm! Nestled among mature trees & abundant wildlife, this newer single-level home offers a peaceful retreat just minutes from downtown. The bright open floor plan has vaulted ceilings, transom windows, & a cozy fireplace that creates an inviting gathering space. The spacious kitchen is designed for everyday living & entertaining, featuring granite countertops, stainless steel appliances, pendant lighting, & classic white subway tile. The private primary suite includes a walk-in closet, dual vanities, & a beautifully tiled shower. A sliding door opens directly to the tranquil backyard, where a covered patio, paver seating area, & gas hookup for summer barbecues invite outdoor living year-round. A charming garden offers raised beds for flowers, herbs, or vegetables. Neighborhood amenities include a community center, open space, & direct access to the 255-acre Jacksonville Woodlands, with miles of scenic trails & natural beauty

250 Oak Knoll, Jacksonville

$824,999
4 Beds 3 Baths 220223402 MLS
Experience breathtaking mountain views from nearly every main living space in this beautifully designed 2021 Jacksonville home. Walls of windows fill the great rm w/natural light, seamlessly connecting to expansive view decks creating exceptional indoor-outdoor living. The gourmet kitchen features premium BlueStar gas range, lg island, leathered granite counters, stainless appliances, walk-in pantry & abundant workspace. Maple hardwood floors, designer lighting, Hunter Douglas window coverings & quality finishes enhance the home's appeal. 4 bed plan w/main-level primary suite offering private deck access w/serene valley views, walk-in closet, soaking tub & oversized tiled shower. Also on the main level are a dedicated office w/built-ins, half bath & laundry rm w/sink & storage. Downstairs offers 3 more bedrooms, full bath & spacious bonus rm, ideal for guests or multigenerational living. EV-ready garage. Perfect for those who travel- leave w/peace of mind & return to effortless living!

1300 Andrews Place, Jacksonville

$2,500,000
220223006 MLS
Rural Commercial Opportunity combining residential, commercial & development opportunities in one exceptional package. Mobile home park features one park-owned rental unit, 11 tenant-owned mobile home spaces and 3 temporary RV spaces. Commercial tenants provide a history of steady income & currently include a variety of established businesses. This well exposed property includes hardware store w/ multiple retail & storage areas, lumber yard space & a nursery setup. A popular restaurant & bakery building offers steady income & features a full upstairs apartment currently operating as a vacation rental. A separate medical building is occupied by the local chiropractor & also contains office space for on-site management. This 5 acres has ample room for expansion for additional permanent structures to seasonal outdoor vendors & community events. Rich in history & positioned for continued success, Ryan's Outpost remains a cornerstone of the Ruch community & a rare investment opportunity.

181 Upper Applegate Road, Jacksonville

$767,000
2 Beds 2 Baths 220222465 MLS
Custom round home designed and built by architect Clair Killen, positioned to capture panoramic views of Dutchman Peak and Little Grayback Mountain. The lower-level solarium provides exceptional space for year-round gardening and plant cultivation. Backing to BLM land, the property offers privacy, direct access to miles of public land, and a network of neighborhood trails, including a trail from the property that connects to the Sterling Mine Trail system. A gardener's paradise with two wells, extensive water storage, and two greenhouses with underground power. Multiple outbuildings and an ADU provide flexibility for guests, multigenerational living, rental income, hobbies, or workspace. Whether you're a gardener, homesteader, artist, or outdoor enthusiast, this property offers the space and infrastructure to bring your vision to life. Owner may carry.

9595 Sterling Creek Road, 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

$275,000
220221164 MLS
Location, location, location! Searching for an amazing view lot to build your dream home on that's close to Downtown Jacksonville as well? If so, this is the one for you! This rural lot is accessed through a private drive that is shared with million dollar plus homes and is ready to be built on! A few of the many features this property has to offer is a new well (cost $30k+), new well pump (cost $19k+), power is at the property line, RR-5 zoning provides homesite approval, septic approval, graded homesite pad, graveled driveway, & much more! Buyer(s) to perform their own due diligence pertaining to buildability of the property. Very rare opportunity to find buildable acreage within 5 mins from Downtown Jacksonville, so contact your agent today for a personal tour, before it's too late!

254 Juanita Way, Jacksonville

$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

$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

$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

$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

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: