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$360,000
220226049 MLS 26,571 Sqft. Lot 0.61 Acres
View Views Views! Build the custom home you've always envisioned on this exceptional 0.61-acre homesite in one of Jacksonville's most sought-after neighborhoods. Tucked away on a quiet private lane in the prestigious views, this property is surrounded by beautiful custom homes and showcases breathtaking views of the Table Rocks, the Rogue Valley, and sparkling city lights. Enjoy the perfect balance of privacy and convenience, just minutes from historic downtown Jacksonville, where you'll find award-winning restaurants, boutique shopping, wine tasting rooms, scenic hiking trails, and the renowned Britt Music & Arts Festival. Utilities are run to the lot. Owner had completed a replat to take advantage of the views and has a topographical study. They have set of rouge plans to take advantage of the views and maximize the lot potential.

825 Royal Lane, Jacksonville

$1,099,000
3 Beds 2 Baths 220225699 MLS 2,612 SqFt. 137,214 Sqft. Lot 3.15 Acres
A beautiful Jacksonville property in town, and on 3.15 acres! The main home, built in 2000, has three bedrooms, three bathrooms, with plaster walls, vaulted ceilings, granite counters and tile floors. It has an open floorplan with a large master suite, jacuzzi tub, and marble counters. There is a gorgeous, large in ground pool with waterfall, an inviting pool house with a half bath, full bar with seating, kitchen, and amazing wood pizza oven. There is a charming 880 sq foot guest house with one large bedroom, one bathroom, full kitchen with granite counters, and large living room. You can also relax in the jacuzzi spa on the guest house patio. It is an amazing Southern Oregon retreat.

935 S 3rd Street, Jacksonville

$1,090,000
4 Beds 3 Baths 220225663 MLS 3,038 SqFt. 75,794 Sqft. Lot 1.74 Acres
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, 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 4,899 SqFt. 636,847 Sqft. Lot 14.62 Acres
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

$1,275,000
3 Beds 2 Baths 220225637 MLS 2,840 SqFt. 632,926 Sqft. Lot 14.53 Acres
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

$720,000
3 Beds 3 Baths 220225071 MLS 2,014 SqFt. 8,276 Sqft. Lot 0.19 Acres
Move-in ready and located in one of Jacksonville's most desirable neighborhoods, this beautifully updated 3-bedroom, 2.5-bath home offers the perfect blend of comfort and convenience. Just moments from walking paths, parks, sports courts, vineyards, Jacksonville Elementary and Historic Downtown Jacksonville, the location is hard to beat. The spacious layout features vaulted ceilings, abundant natural light, a main-level living area with two guest bedrooms, and an upstairs primary suite plus a versatile bonus room. Recent improvements include a NEW (within 12 months) Roof and fencing, newer appliances, and tasteful interior cosmetic updates. Enjoy covered front and back porches, RV parking, a detached 2-car garage, garden space, and a fully landscaped yard ready to enjoy.

975 Beverly Way, Jacksonville

$1,500,000
3 Beds 3 Baths 220225350 MLS 2,400 SqFt. 8,750,768 Sqft. Lot 200.89 Acres
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

$725,000
4 Beds 2 Baths 220225334 MLS 2,328 SqFt. 8,712 Sqft. Lot 0.2 Acres
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

$779,000
5 Beds 5 Baths 220224622 MLS 3,642 SqFt. 69,260 Sqft. Lot 1.5899999999999999 Acres
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

$599,900
3 Beds 3 Baths 220224849 MLS 1,902 SqFt. 4,791 Sqft. Lot 0.11 Acres
Welcome to this beautifully maintained 1,902 sq.ft. Craftsman-style home in the highly sought-after Nunan Square neighborhood of historic Jacksonville. Offering 3 bedrooms, and 2.5 baths, this inviting home features an open and functional floor plan filled with natural light, perfect for everyday living and entertaining. Enjoy timeless architectural charm, quality finishes, and a spacious primary suite designed for comfort. Relax on the private patio or take a short stroll to Jacksonville's charming downtown, where you will find boutique shopping, acclaimed restaurants, parks, wineries, and the renowned Britt Festival. With its unbeatable locations, welcoming neighborhood, and classic appeal, this is a rare opportunity to own a home in one of Southern Oregon's most desirable communities.

230 Cottage Street, Jacksonville

$795,000
3 Beds 3 Baths 220224732 MLS 3,450 SqFt. 216,928 Sqft. Lot 4.98 Acres
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

$1,200,000
5 Beds 3 Baths 220224700 MLS 4,645 SqFt. 218,235 Sqft. Lot 5.01 Acres
Open House Saturday & Sunday, July 26 1:00-3:00 PM! 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

$350,000
220224632 MLS 540 SqFt. 123,710 Sqft. Lot 2.84 Acres
Rare opportunities like this don't come along often. Offering approx 550 feet of Applegate River frontage on 2.84 partially fenced acres, this exceptional property is located off of a paved road in the heart of the scenic Applegate Valley - just 20 minutes from historic Jacksonville, under 40 minutes to the Rogue Valley International Airport and only 3 minutes from a world renowned biodynamic winery. This stretch of the river is known for its slower-moving water & inviting swimming holes, creating an ideal setting to fish, swim, float, or simply relax while enjoying the peaceful sounds of the river. Whether you're envisioning a private homesite, vacation retreat, or weekend escape, this property offers outstanding potential. An existing residence is considered to have no contributory value. Power is available at the corner, well & septic previously served the property but current condition is unknown. Buyer to perform their own due diligence regarding utilities & building options.

2874 Eastside Road, Jacksonville

$859,000
3 Beds 3 Baths 220224601 MLS 1,785 SqFt. 5,662 Sqft. Lot 0.13 Acres
Fully updated with intention, the historic Milo Caton House is a rare invitation to build a life, income, or business in the heart of Jacksonville. Original details & character meet a cohesive design palette that includes custom cabinetry, Brizo, Blanco, KitchenAid & Bosch appliances. Centrally located with a fenced yard & 4 coveted off-street parking spaces; this property is steps from hiking trails, Britt Music Festival, tasting rooms & dining. Live in it, host in it, or both: 2bd/2ba main residence & a private, income-producing 1st-floor Airbnb operates independently, providing flexible living, weekend retreat or cash flow. HC zoning opens it further: residential, short-term rental, or commercial, all under one roof. Surrounded by historic architecture, charming walkability & the wine country of one of Oregon's most treasured small towns, this is a special property and lifestyle only Jacksonville can offer.

135 S 3rd Street, Jacksonville

$1,150,000
3 Beds 3 Baths 220224571 MLS 2,750 SqFt. 412,513 Sqft. Lot 9.47 Acres
This beautifully remodeled home sits on 9.47 acres (6.4 irrigated from the river) with sweeping views overlooking the Applegate River. The exterior features batten board siding milled from trees on the property. Inside, reclaimed barn wood from Prineville's Livery Stable adds warmth, complemented by hand scraped hickory floors in the main living areas, slate floors in the kitchen and entry, and striking zinc countertops. The gourmet island kitchen includes a downdraft cooktop, while hand-blown lighting graces the home throughout. The primary suite offers cork flooring and a spacious walk-in shower. An enclosed patio provides peaceful river views. Additionally, there's a fully remodeled 2-bedroom, 1-bath ADU overlooking the river, a barn, and 5 separate pastures. Both homes have backup generators and on-demand propane water heaters. Zoned RR-5 on two tax lots, with potential for another home. Ideal for a serene, riverfront lifestyle with modern comforts and abundant outdoor space.

9662 Upper Applegate Road, Jacksonville

$799,000
3 Beds 2 Baths 220224388 MLS 2,626 SqFt. 936,104 Sqft. Lot 21.49 Acres
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. A conventional (home saver) rehab loan could be financing possibility . 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 2,510 SqFt. 411,642 Sqft. Lot 9.45 Acres
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

$675,000
3 Beds 3 Baths 220224176 MLS 1,592 SqFt. 4,791 Sqft. Lot 0.11 Acres
Want to live in a quaint, small historic town in Oregon? This home sits about as close as you can get to town, while still feeling at home. Experience this charming home featuring historic character AND modern amenities - not your everyday property! This home was designed to emulate the period architecture of Jacksonville, from the Bellcast shape of the roof to the shake siding and faux two story chimney - that brings it all together. Enjoy nearby exquisite restaurants, the Britt Festival, hiking trails and retail shops along E. California Street. The modern kitchen features beautiful granite counters, plenty of natural light while overlooking the creekside setting in the backyard. One of the bedrooms and a full bath are downstairs. The upstairs features the primary suite, including a large walk-in dual shower, separate soaking tub and dual sinks. Additionally, the 3rd bedroom and 3rd bathroom (with laundry) grace this level. Come experience this wonderful lifestyle!

225 N Oregon Street, Jacksonville

$395,000
2 Beds 2 Baths 220224163 MLS 1,263 SqFt. 196,455 Sqft. Lot 4.51 Acres
Escape to the Country! Just minutes from downtown Jacksonville, on 4.51-acres. This home has all the charm with all the updates, renovated in 2012. A 1,263 sqft, split floor plan home features 2 bedrooms, 2 bathrooms, open concept living space, wood burning fireplace, covered sunroom, and a dinette in the bay window. A new roof in installed in 2026, new mini splits in 2022, and a detached office space built in 2020 the seller used as her office during the pandemic. The 2-car garage has plenty of storge and a dedicated EV charging station, in addition to a shop and wood shed. The property is level with mature trees and sits well off the main road for plenty of privacy. Small section of BLM behind the home buffered with a seasonal pond. Whether you are looking to cultivate a hobby farm, or simply enjoy the privacy this space has to offer, or the wildlife that visit often, this property is a rare find with incredible long-term potential in a highly sought-after location!

5900 OR-238, Jacksonville

$529,000
3 Beds 2 Baths 220224087 MLS 1,736 SqFt. 131,115 Sqft. Lot 3.01 Acres
RIVERFRONT Home! Here is your opportunity to own a home on the Applegate River. This property may be yours. Located along the Applegate River, approximately 20 miles from Jacksonville, on your way to Applegate Lake. One of the most affordable riverfront homes in Southern Oregon. Extensive renovations have transformed this gem into a very comfortable Estate. There has been new floor coverings through out, new paint inside and out and all new plumbing and fixtures. You need to check out the large bonus room with a wet bar. Outside there is a large flagstone porch to sit and listen to the river glide bye, and a large fenced area for pets A spacious Livingroom boast a huge 4 foot wide fireplace. Two bonus rooms are on a slab 2 steps below the main home level. The artesian well was 45 GPM when drilled and has a new pump. The adjacent lot # 400 is included for a two family setup of 3.01 Acres total. This gives you an opportunity to live in one while you build on the other lot. Thank yo

2525 Kinney Creek Road, Jacksonville

$1,585,000
220224077 MLS 10,018 Sqft. Lot 0.23 Acres
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 1,504 SqFt. 10,018 Sqft. Lot 0.23 Acres
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 1,725 SqFt. 33,105 Sqft. Lot 0.76 Acres
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

$736,500
3 Beds 2 Baths 220223603 MLS 2,148 SqFt. 94,525 Sqft. Lot 2.17 Acres
Secluded 2+ acre fully fenced and gated property in the Applegate Valley, minutes from Jacksonville, vineyards, the Applegate River, and Applegate Lake. This meticulously maintained single-level home features acacia hardwood floors and a stunning 2026 chef's kitchen with quartz countertops, cherry cabinetry, GE Café and Bosch appliances, beverage bar, and wine refrigerator. The remodeled primary suite includes cedar-lined dual closets, while updated bathrooms offer heated tile floors, heated towel bars, and barrier-free showers. Enjoy outdoor living on the 1,600 sq ft patio with a 15' TidalFit SwimSpa, on the redwood sunset deck, or in the garden with raised beds and fruit trees. The attached tandem 4-car garage features durable coated flooring. And, a 1,440 sq ft insulated drive-through shop has a restroom, mezzanine, vehicle lift, 200-amp service, plus RV storage with hookups. And MORE!

6589 Whispering Pines Lane, Jacksonville

$649,000
3 Beds 2 Baths 220223536 MLS 1,492 SqFt. 7,405 Sqft. Lot 0.17 Acres
Open House 1-3 Sat 07/18/2026Welcome 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

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. Last updated: