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11677 Highway 238, Applegate
$1,995,000
7 Beds ⋅ 5 Baths ⋅ 220218653 MLS
Don't miss this once-in-a-generation opportunity to own Applegate River Retreat, a true Southern Oregon legacy estate. This extraordinary riverfront sanctuary spans nearly 20 private acres with 420' of Applegate River frontage in the heart of the Applegate Valley wine country. Thoughtfully transformed, the property features 3 beautifully finished homes accommodating 21+ guests, 2 RV sites, an authentic Finnish sauna, game room, fitness/yoga studio, reclaimed pastures, forest trails, private swimming holes, and multiple river access points. Perfect for creating lifelong memories with family and friends, hosting unforgettable gatherings, or simply escaping to nature's beauty. Steps from Red Lily Vineyards and Devitt Winery, and just minutes from historic Jacksonville and the renowned Britt Music & Arts Festival. Swim, fish, kayak, hike, relax beneath towering trees, and experience one of Southern Oregon's most remarkable private retreats. Start your legacy today. Truly one of a kind!!!!

11677 Highway 238, Applegate

3760 Pleasant Creek Road, Rogue River
$550,000
4 Beds ⋅ 3 Baths ⋅ 220218563 MLS
Welcome home to this gated custom built 4 bed 3 bath home tucked away in a peaceful wooded setting. Dreamy country kitchen with island, custom pull outs and automatic cabinet lighting under and in cabinets that will delight you! Dining space opens to covered deck --perfect for BBQs and enjoying the quiet outdoors. Spacious living room with Euro-style wood stove to keep you warm and cozy in the winter. Open staircase with built in lighting. Large bedrooms and tons of storage throughout. Master bedroom offers his and her closets, private balcony & updated master bath. Additional private balcony with bedroom that could be an office or guest room. Looking for acreage and creek access? Did we mention the shop? Shop is approx 350 s/f. Possible ADU potential or 2 family set up?recently updated for today's discerning buyer seeking privacy & quality. Call today for your private showing.

3760 Pleasant Creek Road, Rogue River

2532 Southport Way, Medford
$509,000
4 Beds ⋅ 2 Baths ⋅ 220217950 MLS
Beautifully updated 4-bedroom, 2-bath home located in a quiet East Medford cul-de-sac, offering over 2,200 sq ft of comfortable living space. This home features a spacious open floor plan with abundant natural light, a wood-burning fireplace, and thoughtful upgrades throughout. The fully remodeled primary suite includes heated floors, a large soaking tub, and a full tile walk-in shower, creating a true spa-like experience. The kitchen and living areas flow seamlessly, ideal for both everyday living and entertaining. Step outside to a private backyard retreat featuring an in-ground pool, firepit, and ample space for gatherings, making it perfect for summer enjoyment. Additional highlights include solar panels for energy efficiency, a large laundry room with extra storage, and a 2-car garage with a newer garage door. Situated in a desirable neighborhood close to schools, parks, and amenities, this home offers the perfect combination of comfort, functionality, and lifestyle.

2532 Southport Way, Medford

1100 Cantrall Road, Jacksonville
$519,000
3 Beds ⋅ 2 Baths ⋅ 220217326 MLS
Completely remodeled home in the heart of desirable Applegate Valley! With a new roof, new windows throughout, exterior & interior paint, HVAC, flooring, and lighting fixtures throughout, this home is truly move in ready and worry-free. Step inside the front door and you will be greeted with an open floor plan and abundant natural light. The kitchen is a culinary dream with quartz counters, custom cabinets, and top-notch stainless steel appliances - including a range / oven and microwave w/convection oven. The spacious primary bedroom offers a new vanity in the bathroom and the laundry room and guest bath feature custom cabinets. With wooded views out every window, you'll be surrounded by the beauty of nature. The wood stove with stone surround brings a cozy vibe and the Trex deck is the perfect spot to enjoy your morning coffee. Only 1 mile to gorgeous Cantrall Buckley Park and the Applegate River and a 30 minute drive to Medford make this location ideal.

1100 Cantrall Road, Jacksonville

128 S Mountain Avenue, Ashland
$855,000
220217221 MLS
Prime Investment & Development Opportunity in Ashland. Well-maintained duplex located close to downtown offering immediate cash flow and long-term upside potential. Both units are rented at $1,450 per month ($2,900 total), with tenants paying all utilities, keeping operating expenses low. Property has an excellent rental history and is professionally managed. Capital improvements include newer roof, vinyl windows, stainless appliances, gas log fireplace (rear unit), new water heater and additional updates. Situated on a large approx. 0.27-acre R-3 high-density zoned lot, creating exceptional future redevelopment potential. The City of Ashland Planning Department indicates a 5.4 base density factor with potential for up to 20 units. (buyer due diligence required). For development details contact Aaron Anderson or Nick Schubert at City of Ashland Planning Department.

128 S Mountain Avenue, Ashland

2527 Crowfoot Road, Eagle Point
$289,950
220217217 MLS
SELLER CARRY AVAILABLE!!! Escape to your own secluded 45-acre retreat, privately situated away from the main road. A previously approved (now expired) homesite offers an excellent opportunity to build your dream home in a peaceful, scenic setting. The property features beautiful oak and conifer mixed woodlands, a seasonal pond (partially on the property), and a seasonal creek. Bordering vast, highly inaccessible BLM land, this rare offering provides landowner access to one of the largest deer and elk winter ground habitats in Southern Oregon. This sets this property apart from all other vacant land parcels in this area. The inaccessibility of bordering BLM creates minimal public pressure and endless ground to explore, it's a true sportsman's paradise. Renowned for blacktail deer, the property also supports elk, bear, turkey, and mountain lion. Privacy, recreation, and exceptional BLM access.

2527 Crowfoot Road, Eagle Point

Indian Creek Road, Shady Cove
$576,000
220217041 MLS
Prime Southern Oregon Hunting & Recreation Property! Rare opportunity to own 320 contiguous acres in beautiful Oregon. This expansive property offers exceptional privacy, diverse terrain, and abundant wildlife, making it a premier destination for hunting, recreation, and outdoor living. Zoned EFU (Exclusive Farm Use), this property provides potential for agricultural use, homesite development (buyer to perform due diligence), or creating your own private homestead retreat. Enjoy rolling topography, timbered areas, open meadows, and panoramic views of Southern Oregon's natural landscape. Ideal for hunting deer, elk, and other game, ATV riding, hiking, or simply unplugging from the hustle of daily life. If you've been searching for large acreage with versatility, seclusion, and long-term investment potential, this is it!

Indian Creek Road, Shady Cove

Sterling Creek Road, Jacksonville
$275,000
220216972 MLS
Build your dream home on this exceptional 13.24-acre residential property just outside the Jacksonville city limits. Located only five minutes from downtown Jacksonville, this rare offering combines privacy, convenience, and natural beauty in the foothills of Southern Oregon. The gently sloping terrain provides a highly usable and buildable layout with an approved homesite, making it ideal for a custom residence or private retreat. Set within a classic oak savannah, the property is dotted with mature oak trees and offers the opportunity to create a truly park-like setting. With ample space for outdoor living, recreation, and future improvements, this is a rare chance to own a large, buildable parcel so close to Jacksonville's shops, dining, and charm. A perfect canvas to bring your vision to life.

Sterling Creek Road, Jacksonville

615 Tumbleweed Trail, 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

707 Wards Creek Road, Rogue River
$859,000
4 Beds ⋅ 3 Baths ⋅ 220216327 MLS
Dream Home in a Planned Custom Neighborhood with Year-Round Creek. Welcome to this stunning custom-built home situated on 2.61 fully usable acres in a desirable planned neighborhood. This exceptional property offers the perfect blend of comfort, functionality, and outdoor living.The land is fully fenced and cross-fenced, featuring an orchard area with deer fencing, raised garden beds, drip irrigation lines, and a full sprinkler system. There's ample parking for family and friends, including dedicated RV parking with full RV hookups. Step inside to a thoughtfully designed interior with soaring ceilings and abundant natural light. The custom kitchen is the heart of the home, complete with an eat-in dining area, large island, and wet bar--perfect for entertaining. The inviting living room features a cozy gas fireplace and expansive windows overlooking your own private backyard oasis. This home offers 4 spacious bedrooms and 3 full bathrooms, along with a generous 500+ square foot bonus

707 Wards Creek Road, Rogue River

506 Greenleaf Drive, Eagle Point
$300,000
220216223 MLS
Discover the perfect blend of privacy and convenience with this exceptional rural property just 15 minutes from Medford International Airport and Costco. Tucked away in a peaceful setting, this gorgeous parcel offers a beautifully secluded homesite surrounded by natural beauty and open skies. Zoned EFU, the property includes homesite approval, making it truly ready for you to break ground and build your dream home. Whether you're envisioning a custom residence, hobby farm, or private retreat, this land provides the ideal canvas in a highly desirable location. Enjoy the quiet of country living without sacrificing easy access to shopping, dining, and travel. Properties offering this level of readiness and location are rare. Must see to fully appreciate the setting and potential. Don't miss this opportunity to secure your slice of Southern Oregon.

506 Greenleaf Drive, Eagle Point

536 Rogue Air Drive, Shady Cove
$795,000
3 Beds ⋅ 2 Baths ⋅ 220216077 MLS
A rare and exciting opportunity awaits aviation enthusiasts! Why just fly when you can live on your own private airstrip? This one-of-a-kind property sits on 1.77 beautifully manicured acres and features a pristine 1,876 sq. ft. home with 3 bedrooms, 2 baths, plus an additional 654 sq. ft. guest quarters (1 bed/1 bath) inside the hangar. Step inside to an immaculate open floor plan with soaring wood-beamed vaulted ceilings, stone accents, granite countertops, stainless steel appliances, and high-end finishes throughout. Relax outdoors on two private decks, a welcoming covered front porch, or by the charming wading pool surrounded by lush landscaping. The impressive 105' x 30' airplane hangar offers space for up to three small planes, an auto collection, or all your toys. With pride of ownership shining through every detail, this is not just a home--it's a lifestyle. A truly rare opportunity in Shady Cove--don't miss your chance to own this aviation lover's dream!

536 Rogue Air Drive, Shady Cove

2468 Republic Way, Medford
$445,000
3 Beds ⋅ 2 Baths ⋅ 220215991 MLS
Welcome home to effortless single-level living in the desirable Sun Oaks Gated Community. This beautiful 3-bedroom, 2-bath residence, featuring gorgeous hardwood floors, vaulted ceilings, and a thoughtful layout with two spacious living rooms & a dedicated dining area, perfect for both everyday living and entertaining. The kitchen shines with granite countertops, stainless steel appliances, & a gas range. Relax year-round in the enclosed sunroom, accessible through both one of the living areas & the primary suite. One additional bedroom includes custom built-ins, ideal for a home office or study. Seller recently installed $14,000 multi-level insulation in attic for energy efficiency. Enjoy resort-style amenities just steps away, including a clubhouse, two pools, fitness courts, & park area. Conveniently located close to restaurants, schools, medical facilities, golf courses, & more, this home has it all...comfort, convenience, & community in one exceptional package.

2468 Republic Way, Medford

483 Strawberry Lane, Ashland
$435,000
220215800 MLS
Is this Ashland's best neighborhood? We certainly think so! This prime ½-acre lot, located in the desirable Strawberry Meadows Subdivision, is surrounded by stunning high-end homes. The gently rolling terrain is bordered by protected common areas to the west and south, offering added privacy and natural beauty. Lightly treed with expansive views of the Rogue Valley and surrounding mountain vistas, this property is a true gem. Just minutes above Ashland's vibrant plaza--home to charming shops, acclaimed restaurants, the renowned Shakespeare Festival, and picturesque Lithia Park--you'll enjoy the perfect balance of nature and culture. All city utilities are available, including public sewer, water, power, cable, and fiber optics. A well-managed homeowners association preserves the common areas and the character of the neighborhood, ensuring a lifestyle you'll love.

483 Strawberry Lane, Ashland

2451 Terri Drive, Medford
$4,250,000
6 Beds ⋅ 7 Baths ⋅ 220215329 MLS
Perched atop the peak of Mt. Baldy, this masterpiece occupies the most prestigious lot in Southern Oregon. Unparalleled 180-degree panorama, capturing the Rogue Valley from Table Rock to Mt. Ashland. This high-tech fortress of comfort blends security and self-sufficiency with resort-level opulence. The ''future-proof'' infrastructure includes a gravity-fed solar well with 4,000g of storage, a 26kW propane backup generator, and a 1,000g in-ground tank. An elevator connects three levels of luxury, highlighted by a main-level bifold window wall for seamless indoor-outdoor living. A 2BR/2BA guest suite with a full kitchen, while the connoisseur's lower level boasts a wine cellar, root cellar, sauna, and space for a gym or theater. A 40x16 heated pool and automated cover. 140 acres of adjoining BLM land. With a natural plateau ready additional structures. Just 10 miles from the airport.

2451 Terri Drive, Medford

4015 Pleasant Creek Road, Rogue River
$350,000
2 Beds ⋅ 2 Baths ⋅ 220215327 MLS
Acreage for sale with a shop built in 2021. The lot is flat, usable, and heavily wooded, providing privacy from the neighboring high-end homes. This is a project property that requires work to match the quality of the surrounding area. It is being marketed for its land value and the utility of the existing outbuilding rather than the current state of the interior. The house features a basic open floor plan with a standard living area and kitchen. The upstairs consists of a large, open space that could function as a bedroom but currently lacks finished detail. This is a fixer-upper with a functional but outdated layout. The value is in the flat terrain and the newer shop. Seller is a licensed agent in the state of Oregon.

4015 Pleasant Creek Road, Rogue River

875 N Mountain Avenue, Central Point
$707,000
4 Beds ⋅ 3 Baths ⋅ 220215243 MLS
3100+ sq ft contemporary single-level home on a .30 lot in desirable Central Point East! This custom-designed 4 bed, 2 full + ½ bath home offers a thoughtful layout that separates living spaces from bedrooms for added privacy. Features include a spacious living room, family room with gas fireplace, oversized laundry with abundant storage, and a bonus room perfect for an office or flex space. The kitchen is generously sized for entertaining, while the primary suite boasts a walk-in closet, soaking tub, and walk-in shower. Enjoy a 3-car garage, additional parking, low-maintenance well-kept landscaping, new Trex decking, full fencing, and extra storage beneath the home. An incredible opportunity to own a spacious, well-appointed home in a sought-after location!

875 N Mountain Avenue, Central Point

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:

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