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$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

$725,000
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

$1,200,000
5 Beds 3 Baths 220224700 MLS
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

$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. 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

$890,000
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

$569,000
3 Beds 2 Baths 220222554 MLS
Perched atop a private hill just outside of Jacksonville, this one-of-a-kind retreat offers breathtaking views stretching across mountains, valleys, and Southern Oregon skies. Situated on just over 40 acres, this 3-bed, 2-bath home was designed to embrace its incredible setting with expansive windows, multiple outdoor viewing areas, and a deck perfect for stargazing or soaking in unforgettable sunsets. The main living space is open and inviting, while the downstairs wood stove helps heat the entire home. The lower level includes a single-car garage and additional living space, creating a functional layout with room to spread out. Private, peaceful, and truly unforgettable--this is your chance to own a rare hilltop sanctuary just minutes from the charm of Jacksonville. Please no drive-bys.

1528 Morton Way, 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

$2,500,000
220220892 MLS
Rare opportunity to own 3 adjoining parcels being sold together within the city limits of Jacksonville! This high-potential property offers a combined 19.23 acres across three separate tax lots, creating endless possibilities for future development, investment, or estate living. Parcel #1 (10002611) consists of 4.86 acres, Parcel #2 (10982036) offers 10 acres, and Parcel #3 (10994694) includes 4.37 acres. With a prime location inside Jacksonville city limits, this unique offering combines space, privacy, and convenience while being just minutes from downtown, dining, shopping, and local amenities. Properties with this much acreage, multiple parcels, and potential within city limits are increasingly hard to find. Buyer to complete their own due diligence regarding land use, development potential, utilities, and approved uses. Exceptional opportunity to secure a large acreage holding in a highly desirable Southern Oregon location.

Applegate Street, Jacksonville

$1,700,000
2 Beds 3 Baths 220220012 MLS
Butterfly Hill is a LEED Silver certified, self-sustainable eco-luxury masterpiece in a gated community outside Jacksonville. This three-wing home delivers abundant sweeping views, open-concept living space & stunning folding glass doors which open directly to outdoors blending nature with the eco-luxury lifestyle. The kitchen stuns with a large tasking island, custom cabinetry, walk-in pantry and sleek cooking zone. Primary suite demands awe with a bank of windows facing the mountains & spa inspired bath. Flexible secondary suite with Murphy bed is a perfect multi-use haven. 8-year-old Hügelkultur gardens, drought-tolerant native plantings, and a 15,000-gallon rainwater collection system supplies irrigation and dedicated fire suppression tank, solar power, KVA 20 generator and extensive fire hardening measures secure this home for years to come. Private hiking trails, wildlife, views and space without feeling endlessly remote.

400 Coyote Run, Jacksonville

$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

$750,000
220218273 MLS
Tucked just outside the historic town of Jacksonville, this exceptional high-end 6.45-acre residential parcel offers privacy and showcases beautiful valley and mountain views. Accessed via a shared gated drive, the property has been improved for equestrian and rural living. Improvements include a 1,206 sq ft barn & adjacent riding arena. A fenced 1/3-acre Syrah vineyard, professionally installed, presents unique lifestyle or boutique agricultural potential. Enjoy direct access to the renowned Britt Woodlands Trail System, offering over 16 miles of hiking and biking trails right from your property. Served by a private well that last tested at 10.5 gpm, this property offers a rare opportunity to build your own dream estate in one of Southern Oregon's most desirable locations.

84 Placer Hill Drive, Jacksonville

$849,000
3 Beds 3 Baths 220216793 MLS
Single-level custom home on acreage showcases dramatic views and architecture. Rare privacy in the midst of nature; yet home is close to Medford and historic Jacksonville and has high-speed cable internet. 14+ acres backed by BLM land at the end of a quiet country road. High-level view overlooking the Applegate Valley and mountains beyond. Possible seller-financing at below-market rate with 50% down, or lease-option. Home's design is inspired by Frank Lloyd Wright's principles, with sleek horizontal lines and a flowing open layout with prominent use of wood, stone, concrete and glass. Spacious high-ceilinged great room with clerestory, stone-finish fireplace and wall of patio doors. Luxurious primary suite boasts its own panoramic views, patio access, dedicated office, walk-in closet, and spa-like bathroom. Fire-resistant ICF construction. Zoned radiant heated floors, extensive cherry wood cabinetry, abundant storage, quality Pella windows, oversized garage, 400-amp electrical.

615 Tumbleweed Trail, Jacksonville

$245,000
220214355 MLS
Come be a part of the Timber Ridge Estates- a unique subdivision that includes 23 beautiful view parcels of .25 acre +/- with approximately 12 acres of common space in between to provide privacy between neighbors. Each lot allows the owner to build close to the edge of the lot line which allows great flexibility for building and no lot touches each other. The Britt trail system is located on two sides of the subdivision. This parcel has beautiful views and many mature trees for privacy. The road is paved and electric, water, sewer, gas, & TV cable is located at the street. Enjoy quaint shops, restaurants, wineries, & the Britt Music Festival just blocks away. Only a few minutes drive to Medford's medical facilities & airport. Come enjoy the Jacksonville lifestyle!

809 Steeple View Lot 12 Unit Lot 12, Jacksonville

$195,000
220214354 MLS
Come be a part of the Timber Ridge Estates- a unique subdivision that includes 23 beautiful view parcels of .25 acre +/- with approximately 12 acres of common space in between to provide privacy between neighbors. Each lot allows the owner to build almost to the edge of the lot line which allows great flexibility for building and no lot touches each other. The Britt trail system is located on two sides of the subdivision. This parcel is large and has many mature trees for privacy. The road is paved and electric, water, sewer, gas, & TV cable is located at the street. Enjoy quaint shops, restaurants, wineries, & the Britt Music Festival just blocks away. Only a few minutes drive to Medford's medical facilities & airport. Come enjoy the Jacksonville lifestyle!

807 Timber Ridge Drive 15 Unit 15, 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

$599,000
220207669 MLS
Stunning views from this exclusively private yet not remote property in the heart of the Applegate Valley just minutes from Jacksonville, Applegate Lake & Applegate area wineries. The property consists of two EFU zoned tax lots & has three homesites through a Measure 49 claim. One tax lot is 99.95 acres and the other is 11.27 acres. Preliminary plans have been completed for a partition into three separate parcels each w/ homesite approval. The land is spectacular w/ forested land located near the road to provide privacy that opens up onto several ridges w/ amazing views looking out onto the Siskiyou Mountains. There are several seasonal creeks that run across the property, an abundance of wildlife & the property abuts BLM land on the northwest corner. With a gated entry, a rough roadway winds through the property & power is located at the main road. Perfect location for solar w/ south facing exposure. This is truly a one of kind property. Buyer to do their own due diligence.

China Gulch Road, 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

$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: