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$1,090,000
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, 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
$1,275,000
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
$720,000
3 Beds ⋅ 3 Baths ⋅ 220225071 MLS
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
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
$779,000
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
$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
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 220224571 MLS
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
$529,000
3 Beds ⋅ 2 Baths ⋅ 220224087 MLS
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
$777,000
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.

9595 Sterling Creek 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
$329,000
2 Beds ⋅ 2 Baths ⋅ 220222384 MLS
Move in Ready home on a private half acre 2 comfortably sized bedrooms and 2 full baths. NEW appliances and lots of storage. BONUS fully enclosed sun-room (possible office or additional family room / bedroom ), and a large 410 sq ft detached shop /garage all set with power and internet. Fully fenced yard!, RV parking with electric and water hookups. Lots of space for parking Established Cherry and Lilac trees. Close to Cantrell Buckley Park for recreation Just 10 minutes to Jacksonville where you'll find shopping restaurants and Britt festival! NEW HVAC and Septic system in 2024. Shown by APPOINTMENT ONLY

8720 Highway 238, Jacksonville
$415,000
3 Beds ⋅ 2 Baths ⋅ 220222268 MLS
Enjoy breathtaking panoramic views from this well-maintained 3-bedroom, 2-bath manufactured home offering 1,512 sq ft. of comfortable living space on 5 private acres. Situated in a peaceful setting, this property is surrounded by natural beauty, abundant wildlife, and serene wilderness, creating the ideal country retreat. The functional floor plan provides spacious living areas and a comfortable atmosphere for everyday living or entertaining. Conveniently located just minutes from historic Jacksonville, where you can enjoy charming local shops, dining, wineries, and year-round community events. More photos coming soon.

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

4046 Little Applegate Road, Jacksonville
$575,000
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
$2,390,000
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
$599,000
4 Beds ⋅ 2 Baths ⋅ 220219015 MLS
Nicely set back off the highway you will find this well constructed Bavarian style home, built by a master builder from Germany. Sits on just under 3 acres with spectacular views of the Siskiyou mountains. Located in the middle of the Applegate wine country near Ruch and a short 15 min drive to Historic Jacksonville. This 3404 sq. ft. , 4 bed plus office has all the space you would want for everyday living and entertaining. Main living is upstairs, offers a covered porch to enjoy the views year round. Large patio off lower level for outdoor entertaining. The two car garage is detached with upstairs living area. Paved driveway offers ample parking. The 2 wells offer plenty of water for landscape/gardening and household use. Well flow from 2017 on file, good flow production. Slightly sloping land is mostly open pasture with mature landscaping around the house, fenced and gated.

8330 Hwy 238, Jacksonville
$390,000
2 Beds ⋅ 2 Baths ⋅ 220218405 MLS
Discover your own private sanctuary in the heart of the Applegate Valley. This beautifully maintained 2-bedroom, pus a bonus room, 2-bath home sits on a ''manicured mini oak forest'' featuring native landscaping and a park-like feel. Inside, you'll find 1,241 sq. ft. of thoughtfully remodeled living space, including a spacious, permitted 30'x10' living room addition and a versatile bonus room. The heavy lifting has already been done: enjoy a brand-new roof (with transferable warranty), a newer water conditioning system with UV filtration, and fresh front and back decks perfect for morning coffee. A standout feature is the 320 sq. ft. detached studio--beautifully updated and equipped with water and electricity--ready to become your dream art space, home office, or guest suite. Located on a quiet road just minutes from Jacksonville, this is the perfect blend of country quiet and city convenience. Back on the market at no fault of property.

84 Haven Road, Jacksonville
$609,900
4 Beds ⋅ 3 Baths ⋅ 220216631 MLS
4 bed 3 bathroom 2,600+ SqFt house in the Applegate on 2.5 usable acres with 2 sheds, good well (5+ GPM) with 1,000 gal holding tank 12 Minutes from downtown Jacksonville. Inside notice the split floor plan, with a MASSIVE master suite complete with generous walk-in closet, and spacious ensuite complete with tiled flooring, cultured marble shower and large soaker tub.The adjacent sunroom could be used as a 5th bedroom. There are 3 more beds and 2 bathrooms on the other side of the house plus a large laundry room off the garage that doubles as an office space. The galley kitchen is open to the living room, complete with new flooring and a woodstove for that clean wood heat. In the fenced backyard, enjoy the large composite deck, manicured landscaping and firepit. There is an older shed/shop perfect for storing ATV's and firewood. Schedule a tour today!

324 China Gulch Road, Jacksonville
$545,000
3 Beds ⋅ 2 Baths ⋅ 220215214 MLS
Country Home on the Little Applegate River! This peaceful 2+ acre retreat offers exceptional river frontage, open yard space, water rights and private forest across the water. The 3bd, 1.5bth, 2143 sq.ft. country home features warm brick and wood accents, exposed beams and two cozy wood stoves. The country kitchen and dining area open to the backyard, ideal for easy gatherings, while the inviting living room offers a fireplace with insert and sliding doors to the outdoors. A spacious den showcases a striking river rock backdrop to the second wood stove. Primary bedroom is conveniently located on the main level. Upstairs are two charming attic-style bedrooms, creating a distinct upper-level sleeping space. An accessible basement provides excellent cold storage. Outside you'll find raised garden beds, a chicken coop, ample parking w/ 3 RV hook-ups and a 350 sq ft outbuilding for storage or hobbies. Tranquil riverside living at its best.

3356 Little Applegate Road, Jacksonville
$450,000
2 Beds ⋅ 1 Baths ⋅ 220211790 MLS
Beautiful view of the valley looking south, with lots of sun and an open sky. No HOA's or CC&R's. The Manufactured home is exceptionally clean and organized, and ALL Appliances are included. The front porch is cozy and allows for all weather enjoyment. The home is a 1971 Single-wide, and it is in very good condition. 10 minutes to downtown Jacksonville and 20 minutes to Murphy. Excellent privacy and lots of trees in this location, build your new home, while living onsite.

1652 China Gulch Road, Jacksonville
$1,525,000
4 Beds ⋅ 4 Baths ⋅ 220211366 MLS
Just 2 miles from Jacksonville, this stunning hilltop estate blends elegance, privacy, and craftsmanship on 20 forested acres. This home showcases panoramic views from nearly every room. The soaring 28-ft ceilings and wall of windows create a dramatic entry. Chef's kitchen features granite counters, custom maple cabinetry, walk-in pantry, and is open to both a formal dining area and expansive great room. Main level includes two spacious guest bedrooms with private decks, office, family room, mudroom, and multiple baths. Upstairs, the primary suite boasts, private balcony, bonus area, walk-through closet, fireplace, and spa-like bath with jetted tub overlooking city lights. Additionally, is a 970 sq ft finished basement with bonus rooms. And a 3-car garage, carport, circular driveway. Enjoy outdoor living with a wraparound deck, hot tub, pool, patio, and water feature.

1661 OR-238 Highway, Jacksonville
$3,995,000
4 Beds ⋅ 6 Baths ⋅ 220203312 MLS
A true masterpiece in Southern Oregon, 1st time, extraordinary Mediterranean estate captures sweeping views of the Jacksonville Mountains & glittering city lights. Set on 5 private park-like acres w/city water, ±5700 SQ FT of luxury on main level, ±3484 SQFT private lower level; ideal for entertaining, additional living/guest quarters & lg detached private guest Casita--designed & built by Mike Pagnini--showcases unmatched craftsmanship and timeless elegance. Highlights include 4 luxurious primary suites, 6 baths, a Pebble Tec pool & spa, guest casita, & a 12-car garage. Inside, grand living spaces feature soaring dome ceilings, 8 fireplaces, and French doors opening to stunning outdoor living areas. Chef's kitchen, wine cellar, theater, & fitness rooms complete the experience. Ideally located near Rogue Valley International-Medford Airport w/Million Air Medford for private jet access, & minutes from the Britt Music & Arts Festival, Oregon Shakespeare Festival, & renowned wineries.

321 Pair A Dice Ranch Road, Jacksonville
$1,750,000
220199943 MLS
Bigfoot Acres is back on the market through no fault of the property -- two prior buyers reached contract at this pricing, and the seller is now focused on closing with a qualified buyer who can perform. The asset speaks for itself: a stabilized, 100% occupied 23-space MH and RV park on 10.19 acres in Southern Oregon's Applegate Valley, with a current rent roll of $25,077/month ($300,924 annualized) after recent turnover brought rents to market. 2025 NOI of $219,855 produces a 12.6% trailing cap rate at the $1,750,000 offering price, with a fully-loaded institutional pro forma still penciling near 11.8%. The Oregon FAIR Plan wildfire policy is being bound on the property this week, removing the largest diligence variable on a rural Southern Oregon park before closing. Infrastructure has been upgraded throughout, with capacity sized for potential expansion. Full OM, rent roll, and prior diligence file available to qualified buyers upon NDA.

11425 Upper Applegate Road, Jacksonville
$349,000
3 Beds ⋅ 2 Baths ⋅ 220178830 MLS
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 man cave complete with a wet bar. Outside there is a large flagstone porch to sit and listen to the river glide bye. The spacious Livingroom boast a huge 4 foot wide fireplace. The artesian well was 45 GPM when drilled and has a new pump. The adjacent lot # 400 is also available for a two family set up. Please do not go to the property without an appointment and respect the neighbors privacy. Thank you!

2525 Kinney Creek Road, Jacksonville
$8,500,000
4 Beds ⋅ 3 Baths ⋅ 23696912 MLS
Welcome to Red Lily Vineyards, one of the most acclaimed vineyards in the esteemed Applegate Valley of Southern Oregon. Renowned for its exceptional wines and captivating scenery, Red Lily Vineyards presents an alluring mix of established wine and agri-business with great opportunities for event and hospitality expansion. It's not just a business; it's a gateway to an extraordinary experience and a haven for those seeking a rare and sought-after investment and lifestyle opportunity. This 255-acre ranch and estate boasts strong water rights, breathtaking river frontage, a state-of-the-art winery, mature vineyards, and an expanses of quality irrigated land for vineyard and agricultural expansion plus perhaps the most iconic and well-trafficked wine tasting experience in Southern Oregon. Nestled atop a secluded knoll, commanding picturesque views of the Applegate Valley, is the main residence, a quintessential American cedar shingle-style home boasting over 4,000 square feet of living space. The second home, known as the winemaker's house, is a delightful farmhouse that has been thoughtfully updated. With its well-established reputation and a wealth of infrastructure, Red Lily provides an excellent platform for business expansion. This includes options for expanding vineyard and agri-business operations, developing a hospitality business with a focus on events such as destination weddings, as well as on-site accommodations like bed and breakfast and cabin rentals. An additional estate dwelling and farm-to-consumer sales are also relevant opportunities. This rare gem offers an unparalleled setting with 3,300 feet of Applegate River frontage and convenient access to incredible outdoor activities. The phenomenal location is a short commute from all the conveniences of Jacksonville and Medford and is centrally located within Southern Oregon. The offering is a hybrid sale that includes the business, brand, and real estate. Owner terms may be available. Thank you!

11777 Highway 238, 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: