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4691 Cherry Lane, Medford
$998,000
4 Beds ⋅ 5 Baths ⋅ 220218499 MLS
County Living, City Close. Unobstructed views stretch from Mt. Ashland across the Rogue Valley to the West Hills, gorgeous at sunrise, unforgettable at sunset. Set on .62 acres just outside the Medford city line, this hillside estate pairs the quiet, lower-overhead appeal of county living with quick access to everything Medford offers. Rebuilt from the ground up honoring its farmhouse roots: all new electrical, plumbing, HVAC, well, windows, doors and EV charging. Main floor primary suite with private patio access, ensuite bath, and its own flex room with separate exterior entrance, ideal for a home office or client-facing business. Upstairs, three bedrooms each with character: step-down reading nook, dramatic vaulted ceilings, walk-in closet large enough for its own sitting space. Two ensuites; third bath steps away. Gourmet kitchen with 48'' range, knotty alder cabinets, quartz counters, island and butler's pantry. Laundry hookups upstairs and in the flex room.

4691 Cherry Lane, Medford

4002 Dry Creek Road, Medford
$1,295,000
3 Beds ⋅ 5 Baths ⋅ 220218466 MLS
Stunning gated hillside estate in East Medford offering 4,022 sf with a 400 sf guesthouse on 16.25 private acres with breathtaking panoramic Rogue Valley and mountain views. The bright chefʼs kitchen features oak cabinetry, granite counters, large island with gas cooktop, double ovens, and stainless appliances, flowing into the spacious living room with gas fireplace and dining area. Four bedrooms, four bathrooms, generous walk-in closets, and convenient laundry complete the interior. The luxurious primary suite offers a double vanity, walk-in shower, and private cedar sauna. Outside, enjoy an inground pool, covered outdoor kitchen, hot tub, large shop/barn with loft, detached guest house with kitchen/bed/bath, stone fire pit with sunset views, multiple decks, and fully fenced/cross-fenced pastures ideal for horses or livestock. A rare private hilltop opportunity with easy access to Medford amenities. Contact today for more information!

4002 Dry Creek Road, Medford

84 Placer Hill Drive, 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

300 Citadel Road, Trail
$262,000
220218243 MLS
Owner carry available to qualified buyer! Tucked at the end of a private road, this peaceful 10-acre retreat offers sweeping valley and mountain views with a soulful, off-grid feel. A 4,000-watt solar array with twelve 6V batteries supports true self-sufficiency, complemented by a strong well with solar pump, installed septic, approved homesite, and passive geothermal ducting already in place. The land carries a quiet sense of history with signs of Native American presence, adding depth and connection to the setting. Enjoy full sun exposure, exceptional privacy, and 400 acres of timberland to the west with expansive BLM beyond. Parcel is hidden from the road and accessed by its own private drive. Minutes to the Rogue River and Shady Cove. Photos don't do it justice. This is a must-tour property!

300 Citadel Road, Trail

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

817 Amerman Drive, Phoenix
$825,000
4 Beds ⋅ 4 Baths ⋅ 220215818 MLS
Welcome to 817 Amerman, a beautifully spacious home nestled on a hillside overlooking Southern Oregon. With incredible views from nearly every room, this home has a primary suite with a private deck, huge living room, kitchen, breakfast nook (also with its own deck!), and formal dining area all on the main floor. Downstairs is another three bedrooms, two beautiful bathrooms, more private decks, and tons of storage. And as a bonus, there's a fully-finished ~1350sf third level with a home theater room, a wine cellar, as well as a massive flex space that could potentially be turned into additional living space. New roof as of 2023, lots of newer flooring throughout, and it simply cannot be stated enough: views, views, and more views!

817 Amerman Drive, Phoenix

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

7762 Old Stage Road, Central Point
$2,150,000
3 Beds ⋅ 5 Baths ⋅ 220214271 MLS
Unparalleled 360-degree views. Situated on 61+ acres, this custom, one-owner home boasts every attention to detail. Hard to find Tuscan-style villa with undeniable privacy. Perfect window placement frames views of the valley including Mt McLoughlin. A versatile floor plan is anchored by an impressive great room featuring box beam 18' ceiling & eye-catching wood burning fireplace as well as a grand kitchen, complete with top-of-the-line stainless appliances, butler's pantry, extensive counter space for prep & entertaining plus formal & informal dining. Roomy primary suite with soaking tub, tiled rain shower, two walk-in closets. Outdoor entertaining in this home is a dream! Temperature controlled covered lanai w/automatic screen for year around living, outdoor kitchen & fireplace, newly refinished heated infinity pool, propane fireplace & the list goes on. Inviting detached guest space w/ private patio. Large garden + greenhouse. Plenty of space for horses. This one is better than new!

7762 Old Stage Road, Central Point

70 Vineyard View Circle, Medford
$559,000
220213166 MLS
This is the BEST VIEW LOT in the subdivision, and the largest! Build your dream home on this sprawling 3-acre parcel with panoramic views of the Rogue Valley! Mt McLoughlin, Upper Table Rock, Roxy Ann Peak, multiple vineyards, these never-ending views from the Western hills toward the Valley in the East is one of the areas most breathtaking. Gently sloped and nestled on the edge of Medford, but closer to Jacksonville, this gated community is high-class living at its finest! Live amongst Stage Pass Winery and Dancin Vineyards, right next door to Dancin Winery. The Sellers spent over $150,000 on meticulous building plans that outline a 6,461 sf, 4 bedroom, 4.5 bath home with an inground pool, hot tub, sauna, gym, library, storage, Chef's dream kitchen, and 4-car garage. Plans are available and some site plan photos are attached under photos and floorplans. CCRs and Bylaws for Stage Pass Subdivision are also attached. Make this magnificent lot, or lot+build your dream come true!

70 Vineyard View Circle, Medford

1379 Humbug Creek Road, Jacksonville
$185,000
220212650 MLS
Green House Removal next week !! Recent Well test 10gpm + Incredible views from this serene and buildable 22.63 acres in coveted Applegate Valley! Tucked away from main road, this amazing property offers peaceful surroundings, abundance of wildlife, and a fair quality gravel road. Surrounded by vineyards, farms, and million dollar homes, this special property offers gated access to insure privacy. Currently has 2700 sf greenhouse with fans. Owner willing to have greenhouse removed with acceptable offer. Property was acquired via Deed-In-Lieu of Foreclosure, and current owner has no knowledge of property details. Road is shared by only 1 neighbor. Land is a mixture of flat and sloped terrain. See attached documents for Easement, County Records, Soil and Aerial Maps. Not a drive by, need appointment to show.

1379 Humbug Creek Road, Jacksonville

362 Humbug Creek Road, Applegate
$549,000
3 Beds ⋅ 2 Baths ⋅ 220212337 MLS
Discover an exceptional 204-acre estate offering true ''top of the world'' views where you can see forever. Perfectly positioned close to Ruch, Jacksonville, and the Applegate Valley, this property sits in the heart of wine country, surrounded by rolling hills, vineyards, and endless natural beauty. The very livable 1,188 sq ft home features 3 beds/2 baths, providing a comfortable base for full-time living, weekend escapes, or future expansion. Miles of private ATV and horseback trails wind through the property, creating opportunities for recreation, exploration, and adventure. Bordering thousands of acres of BLM land, this rare offering delivers unbeatable access for outdoor enthusiasts—whether you enjoy hiking, riding, or simply soaking in the incredible scenery. For hunters, the landscape and access make it a true paradise with abundant game and excellent terrain. With unmatched privacy, incredible views, and limitless potential, this property is a legacy-caliber So. Oregon retreat!

362 Humbug Creek Road, Applegate

1028 Coleman Hills Drive 3 Unit 3, Medford
$2,699,000
4 Beds ⋅ 4 Baths ⋅ 220212236 MLS
West Coast architecture meets the quiet beauty of Southern Oregon - Set within the gated community of Coleman Hills, the proposed estate by Asher Homes brings together panoramic valley views, elegant living, & Asher's signature attention to detail. This single-level plan spans 3,859SF with 4 bedrooms & 3.5 baths, including a luxurious primary suite. Vaulted ceilings with exposed beams crown the great room, & wide-plank hardwood floors, custom built-ins, plus dual interior/exterior stone fireplaces add warmth & architectural continuity. True to Asher Homes' legacy of sustainable, high-performance construction, they build to Earth Advantage Platinum standards, integrating a 5-stage high-efficiency HVAC system, solar-ready infrastructure, in-floor heating, & fire-conscious design materials. Every Asher build is an expression of precision, sustainability, & livable luxury. At Coleman Hills, those ideals come together in a residence designed not just for today, but for generations to come.

1028 Coleman Hills Drive 3 Unit 3, Medford

5726 Cherry Lane, Medford
$150,000
220211823 MLS
Located in East Medford's prestigious Highland Estates neighborhood! This exceptional .29-acre corner view lot sits high above the city at the top of Cherry Lane, offering unobstructed and panoramic views from the southwest ridge of Roxy Ann Peak. Enjoy stunning vistas of Mt. Ashland to the south and spectacular Rogue Valley sunsets over the western mountains. The elevated setting provides the perfect foundation for your custom-built dream home, with ample room for a pool, RV parking and the creation of an outdoor paradise to fit your vision. Located close to medical facilities, shopping, golf, parks, scenic trails, and popular dining! Bring your vision to life and create the home you've always imagined in one of East Medford's most sought-after settings!

5726 Cherry Lane, Medford

461 Waterline Road, Ashland
$766,000
4 Beds ⋅ 4 Baths ⋅ 220211772 MLS
Tucked away on a quiet, tree-lined street, this beautiful home strikes the perfect balance of space, comfort, and mountain charm. Boasting 3,404 square feet, 4 bedrooms (plus an office) and 3 bathrooms, it offers plenty of room for both relaxation and entertaining. The open main level flows easily from the spacious living and dining areas to a warm, inviting kitchen with rich wood cabinetry, generous counter space, and windows that frame peaceful forest views. New front and rear cedar decks (2022) extend your living space outdoors, perfect for morning coffee or evening gatherings. The lower level hosts the primary suite and three additional bedrooms, three with private deck access and peaceful vistas. A large basement provides easy access to nearby trails and could be finished for extra living space, while also offering convenient access to the home's major systems. With a clean pre-listing inspection and thoughtful updates throughout, this home truly embodies refined mountain living.

461 Waterline Road, Ashland

121 Horse Ranch Road, Prospect
$99,900
2 Beds ⋅ 1 Baths ⋅ 220211443 MLS
Rare opportunity on a 2/3-acre lot in Evergreen Meadows! One of only two homes on the very short Horse Ranch Road, this property offers privacy, peace, and abundant wildlife. Just a short distance to HUNDREDS of acres of public land, enjoy endless hiking, trail riding, hunting, and year-round outdoor recreation just steps from your door. The 1977 manufactured home features 2-bedrooms, 1-Bath, and 924-sq. ft., ready for renovations—perfect for a handy buyer, investor, or flipper. Build your dream home or remodel the existing home on this highly desirable lot just above Lost Creek Lake. Community water system and good septic are in place. Owner carry terms available with a large down payment, though cash is preferred. Do not enter the property or home without an agent present. A rare, private retreat with huge potential for outdoor enthusiasts or anyone searching to create their ideal mountain getaway!

121 Horse Ranch Road, Prospect

1319 Crestmont Place, Eagle Point
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 220211197 MLS
Exquisite new custom (to-be-built) home by Lewis Homes in a premier Eagle Point hilltop neighborhood, showcasing breathtaking views of the Rogue Valley. Designed with comfort, efficiency, and style in mind, this home offers 4 bedrooms, 3 baths, an office, hardwood floors, and abundant natural light. The great room features a gas fireplace, while the gourmet kitchen includes custom cabinets, oversized island, quartz counters, full tile backsplash, gas range, microwave/oven, and walk-in pantry. The luxurious primary suite offers marble counters, soaking tub, tile shower, and walk-in closet. The lower level adds 2 bedrooms, full bath, bonus room, storage, and family room. Additional highlights include high-efficiency HVAC, upgraded insulation, covered patio, and a finished 3-car garage. Enjoy sweeping views of the Rogue Valley, Eagle Point Golf Course, and Table Rock Mountains.

1319 Crestmont Place, Eagle Point

1214 Overlook Drive, Eagle Point
$985,000
4 Beds ⋅ 4 Baths ⋅ 220211195 MLS
Spectacular new custom (to-be-built) home by Lewis Homes in a premier Eagle Point hilltop neighborhood showcasing breathtaking views of the Rogue Valley. Designed for comfort and efficiency, this home offers 4 bedrooms, 3.5 baths, an office, soaring 2-story great room with gas fireplace, hardwood floors, and abundant natural light. The gourmet kitchen features custom cabinets, oversized island, quartz counters, full tile backsplash, gas range, microwave/oven, and walk-in pantry. The luxurious primary suite includes marble counters, soaking tub, tile shower, and walk-in closet. Upstairs you'll find 3 bedrooms, 2 full baths, plus a versatile bonus room with its own bath. Additional highlights include high-efficiency HVAC, upgraded insulation, covered patio, finished 3-car garage. Enjoy sweeping views of Mt. McLoughlin, Mt. Ashland, both Table Rocks, and Roxy Ann. Have your own plans? Let's discuss building them here!

1214 Overlook Drive, Eagle Point

1207 Overlook Drive, Eagle Point
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 220211184 MLS
Stunning brand-new custom (to-be-built) home, by Lewis Homes, in a desirable Eagle Point hilltop neighborhood. This energy-efficient home offers 4 bedrooms, 3 bathrooms, cathedral ceilings, hardwood floors, and abundant natural light. The great room features a gas fireplace and sliding glass doors. Gourmet kitchen with custom cabinets, oversized island, quartz counters, full tile backsplash, gas range, double ovens, and walk-in pantry. Primary suite includes a spa-like bath with marble counters, tile shower, soaking tub, and walk-in closet. Downstairs adds 2 bedrooms, an open family room, office/exercise space, and a walkout porch. High-efficiency HVAC, upgraded insulation, covered patio, finished 2-car garage, plus separate shop/garage. Panoramic views of the Rogue Valley, Mt. McLoughlin, Mt. Ashland, both Table Rocks, and Roxy Ann. Do you have your own plans? Let's sit down and talk about how your plans fit on this lot.

1207 Overlook Drive, Eagle Point

3371 Annapolis Drive, Medford
$994,000
4 Beds ⋅ 4 Baths ⋅ 220209354 MLS
Experience exceptional Southern Oregon living with panoramic views of the Table Rocks, Rogue Valley & city lights! This 3557 sq ft contemporary home offers 4 bedrooms, 3.5 baths & a versatile floor plan. The spacious kitchen features a large center island & opens to inviting living & dining room areas with access to the view deck, accessed off primary bedroom and dining area. The main level includes a generous primary suite with walk-in closet, soaking tub, tiled shower & heated floor, plus two additional bedrooms. Downstairs, a second primary suite offers flexibility for guests or multi-generational living, full bath, W/shower & heated floors. Enjoy life at Home W/ large great room, wet bar & wine refrigerator & a Theater room with built-in speakers, workout room, plus a office/possible 5th bedroom. outside, relax in the hot tub, enjoy the terraced fenced backyard and raised garden beds. extra garage storage, workshop and EV charging station complete this impressive Medford home

3371 Annapolis Drive, Medford

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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