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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

$1,499,000
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

$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

$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

$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

$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
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

$649,000
3 Beds 2 Baths 220223536 MLS
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

$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

$849,999
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

$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

$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

$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

$1,050,000
4 Beds 4 Baths 220221529 MLS
Discover serenity on 4.58 acres in the heart of the Applegate Valley! 3,400 sq ft custom home offers 4 beds, 2.5 baths, separate in-law suite w/ private entrance. Enter into expansive, light-filled living with views of the Little Applegate River from nearly every room. Enjoy 14' ceilings & a stunning rock fireplace w/ Port Orford Cedar mantle in the Living Room. Chef's Kitchen, large island, granite counters, & breakfast nook flow seamlessly into the formal dining area & dedicated office. Primary suite is a luxurious escape w/ dual vanities, soaking tub, walk-in shower, & dual closets. On the opposite wing, find three bedrooms, w/ private entrance, ideal for family or guests. Relax on the wraparound porch, stroll through manicured landscaping, or unwind beside your private pond/water feature. Multiple seating areas along the river offer peaceful moments of reflection. Fenced pasture, irrigation system, detached 2,132 sq ft garage, w/three spacious rooms, HVAC, and limitless potential!

4000 Little Applegate Road, Jacksonville

$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

$879,000
2 Beds 3 Baths 220220508 MLS
Rare opportunity to own a newer mixed residential & commercial building in the HC zone district of historic Jacksonville. HC zoning allows multiple commercial uses, as well as both overnight & long-term residential. The main floor currently consists of 2 office spaces w/ high ceilings in the front office & fir flooring, separated by an ADA bathroom & storage rm. The back office includes a kitchenette. The upper floor offers a 2-bedrm spacious apt w/ open concept living, dining & kitchen w/ access to a balcony that views downtown. The kitchen features custom cabinetry, fir counters, & a pantry. The apt also has a powder room, large laundry area, guest bedroom & primary suite w/ a full bath w/ a large shower, walk in closet, & access to a balcony overlooking the private backyard. Behind the main bldg. a detached 2 car finished garage has a 2nd floor w/ a ½ bath & heating/air on each level. Many possibilities for this unique property located right in the heart of Jacksonville!

240 S Oregon Street, Jacksonville

$1,075,000
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

$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

$849,000
4 Beds 4 Baths 220219145 MLS
An Everyday Getaway! That is what it's like living on this Tuscany style homestead. 4 scenic acres, 3,511 sq.ft. multi-level home, full of warmth & artistic detail. Earthen plaster, frame built w/ straw-bale insulation, a Kachelofen masonry woodstove & eco-conscious features. The main level offers a primary bd that opens to a pleasant deck w/ view of surrounding mountains Living & dining areas, kitchen & laundry. Upstairs includes a bd w/ convenient 1/2 bth, while the bright daylight basement provides bonus rooms, sauna, bth & generous cold storage. The 2,066 sq.ft. ADU combines living, entertaining & creative space w/ an integrated shop & a garage w/ laundry. Permitted for vacation rental, this unique building adds fun & diversity of living choices. Land offers a beautiful mix of rolling & level terrain w/ mountain views & dotted w/ oaks. A wonderful home base w/ the fenced garden, animal areas, play structure, decorative pond & multiple outbuildings & outdoor living spaces.

8150 Upper Applegate Road, Jacksonville

$629,808
3 Beds 2 Baths 220219807 MLS
Picturesque little valley backing up to BLM land & Sterling Dutch trail on 43.20 acres. Rich in history dated back to 1856 homestead in Sterling Creek nestled in Southern Oregon. Charming log style home, Knotte pine doors, vaulted rough cut beams and Knotte pine ceilings. Enter in to the great room/dining room through a lg cedar deck for entertaining and beautiful landscaping w/dbl doors, Vermont cast iron fireplace w/cooking plate. Open staircase to 3rd bdrm or great office. Vaulted wood ceilings in primary suite, 3 lg closets and bath. 2nd bdrm off back of home w/open kitchen, lg walk in pantry w/ hickory cabinets and glass fronts. Milgard dbl pane windows. French doors to a covered patio. Beautiful property w/fruit trees, grape arbor, fenced garden and Dog Park. 3 sheds, slate walkways and great well! Super charming property close to Jacksonville

7484 Sterling Creek Road, 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

$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

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: