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1030 Anglers Place, Shady Cove
$1,995,000
3 Beds ⋅ 4 Baths ⋅ 220221747 MLS
Premier Rogue Riverfront estate with 96+ ft of frontage in Anglers Cove subdivision. This custom home offers 3,207sf, 3 bdrms, 3.5 baths, soaring 24' great room ceilings, artisan plaster walls, knotty alder doors & stunning reclaimed hand-hewn logs from 1800s Pennsylvania buildings. Designed for luxury living & entertaining, the home features a gourmet kitchen w/Wolf 48'' gas range-6 burners & griddle w/double ovens, Sub-Zero refrigerator, wine cooler, granite counters, 10-ft ceilings throughout w/solid core doors, zoned HVAC, dual tankless water heaters, security system & Wi-Fi-controlled lighting & irrigation supplied by river rights. Enjoy heated patios w/roll-down screens & Bluetooth audio overlooking the Rogue River. The 1,478sf attached garage includes a large RV bay w/50-amp service, water, sewer hookups, workshop area, gated entry, Generac backup generator & beautifully updated landscape lighting. Rare blend of craftsmanship, privacy, technology & premier riverfront living.

1030 Anglers Place, Shady Cove

Courtesy of Windermere Trails End R.E.

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

Courtesy of RE/MAX Platinum

15 Vineyard View Circle, Medford
$1,995,000
4 Beds ⋅ 4 Baths ⋅ 220189185 MLS
Welcome Home, to the Vineyards at Stage Pass. Wine Country-Inspired, Rustic Modern home , features a spacious light-filled open floor plan, at 3833 sqft includes four bedrooms, 3.5 baths designed to capture the beauty of the landscape, vines and valley. The Chef's kitchen is surely to impress with top of the line Wolf and Sub-Zero appliances. The luxurious master suite exits to the spacious covered South American Borneo Mahogany deck and what could be a private hot tub area. The main floor also boasts a second suite, as well as a fourth bedroom or office. Flooring throughout features European white oak wide-plank hardwood, with Ann Sacks tile in the wet areas. Downstairs you will find a guest suite, wine tasting room and a temperature-controlled wine cellar. Exterior features include gables, pitches, and vertical cedar siding. Designed for year around entertaining the nearly 1,000 sqft covered deck offers a built-in Wolf grill and fire pit overlooking the home's backyard vineyard

15 Vineyard View Circle, Medford

Courtesy of John L. Scott Medford

44335 Crater Lake Highway, Prospect
$1,975,000
7 Beds ⋅ 6 Baths ⋅ 220209095 MLS
Exceptional estate on 95 acres with 2 homes, bunkhouse, office/shop/covered storage, barn/paddock, A-frame cabin, numerous camping locations & a spring-fed lake & pond that provide a natural irrigation source. A unique property perfect for multi-family or multigenerational living w/unlimited income producing potential. The Craftsman-style main residence features 3 beds, 2.5 baths w/a wood burning fireplace & custom finishes throughout. The 2nd residence includes 3 beds, 2 baths plus a wraparound deck. Both overlooking the south facing meadows & surrounding mountains. Bunkhouse w/a game/activity room & self-contained studio unit. A magical setting w/abundant natural resources including fertile soil & timber provide the opportunity for gardening, livestock, farming & sustainable living. Enjoy numerous walking & horseback trails in addition to the high producing well & generator for peace of mind & greater self-sufficiency. The Katydid ranch offers a rare chance to own a piece of history!

44335 Crater Lake Highway, Prospect

Courtesy of John L. Scott Medford

9530 S F Little Butte Road, Eagle Point
$1,900,000
4 Beds ⋅ 4 Baths ⋅ 220225915 MLS
This private 114-acre estate features a 4,400+sq ft Victorian-style dream home surrounded by mature trees overlooking beautiful pastures, lush mountains, and a year-round creek with irrigation rights. Inside the open and spacious home many large windows supply gorgeous views. On the lower level you will find the exquisite finishing of the maple hardwood flooring and cabinets, a great stone fireplace in the main living room, office or 5th bedroom and an expansive gourmet kitchen complete with granite counters, a central island, a Wolf 6-burner gas range a built-in refrigerator and a connecting morning room with stunning views of the creek. The second level features a large central open loft, and 4 spacious bedrooms, 2 of which have their own en-suite bathrooms and walk-in closets. On the 3rd level you will find a large open space with skylights. Zoned EFU includes water rights 40 acres irrigated land ½ mile of year-round creek frontage. 1600 sq ft 2-story shop and so much more

9530 S F Little Butte Road, Eagle Point

Courtesy of Home Quest Realty

1018 Coleman Hills Drive 6 Unit 6, Medford
$1,899,000
3 Beds ⋅ 2 Baths ⋅ 220212235 MLS
Come tour Coleman Hills! This proposed Asher Homes residence captures the essence of refined rural living - perfect for a private 20ac lot. Maximizing natural light & valley views, the single-level modern home merges efficiency with artful design—creating a sanctuary. Inside, expansive windows frame the horizon from the primary suite, great room, kitchen, & covered outdoor patio. Custom built-ins, large-plank hardwood flooring, & a stone fireplace with reclaimed wood mantel anchor the interior's warm contemporary aesthetic. Every element reflects Asher Homes' decades of experience in high-performance, sustainable homebuilding. Constructed to Earth Advantage Platinum standards, the design incorporates a 5-stage high-efficiency HVAC with air purification, radiant floor heating in the primary bath, solar-ready infrastructure, & a wildfire-conscious material palette. Coleman Hills & Asher Homes combine to deliver a breathtaking end product overlooking the beautiful Rogue Valley.

1018 Coleman Hills Drive 6 Unit 6, Medford

Courtesy of John L. Scott Medford

11322 Modoc Road, White City
$1,800,000
10 Beds ⋅ 7 Baths ⋅ 220218374 MLS
Rogue River Frontage 59.74(+/-) Acres Zoned EFU This extraordinary property sits at the base of the Upper Table Rock and features a total of 4 Homes, Irrigated pastures approx. 20-25 acres of irrigation with free water rights. The main home is a beautiful 3,400sq ft two-story log home. Property features a beautiful hay barn/horse barn paddock area, multiple outbuildings, large garden and fruit trees. ponds, fenced and cross fenced. Great opportunity for a multifamily setup or potential income generating property. Main log home: 3,400 sq ft 3/2 Blue House: 3/2 Green House: 1/1 Mobile Home: 3/2

11322 Modoc Road, White City

Courtesy of Cascade Real Estate

3396 Foots Creek Road, Gold Hill
$1,775,000
6 Beds ⋅ 5 Baths ⋅ 220226287 MLS
Discover a rare opportunity to own a secluded 57-acre multi-generational estate spanning 5 tax lots, offering the perfect blend of luxury, versatility & privacy. The main Residence is a Custom-built home featuring a tile roof, 3 beds plus office, & light-filled open floor plan designed to showcase stunning mountain & valley views. Enjoy beautiful hardwood & tile flooring throughout, 2 fireplaces, granite counters, wood vaulted ceilings, an open kitchen & bright sunroom. Above the 3 car garage you will find a well appointed 1 bed ADU. Additional amenities include sparkling pool with waterfall, meticulously landscaped grounds with mini orchard, pond, RV hookups & dump, two high producing wells & boarders BLM Land. The fully renovated 952 sqft 2 bed, 1 bath cottage on its own tax lot with separate entry is ideal for multigenerational living, guests, or rental income.This exceptional property combines elegant living, outdoor recreation, & flexible land use in a private, peaceful setting.

3396 Foots Creek Road, Gold Hill

Courtesy of eXp Realty, LLC

4459 Old Stage Road, Central Point
$1,750,000
4 Beds ⋅ 6 Baths ⋅ 220225874 MLS
Rarely does an opportunity like this come along! Nestled on 6.74 private acres just minutes from Central Point and historic Jacksonville, this exceptional estate offers breathtaking panoramic views, private gated entrance and an incredible setting. The expansive home is ideal for multi-generational living with generous living spaces, hardwood floors, custom cabinetry, chef's kitchen featuring huge prep island, double ovens, built-in refrigerator, trash compactor, and abundant storage. Luxurious primary suite is a true retreat, while the flexible floor plan provides room for extended family, guests and recreation. Outside enjoy your own private resort with beautiful inground swimming pool, spacious patios, and endless areas to entertain or relax while enjoying the views. Car enthusiasts will love the massive 10-car garage/shop with ample workspace. RV parking, privacy and quality craftsmanship complete this one-of-a-kind Southern Oregon estate. This is a once-in-a-lifetime estate!

4459 Old Stage Road, Central Point

Courtesy of John L. Scott Medford

1812 Plateau Drive, Medford
$1,725,000
3 Beds ⋅ 3 Baths ⋅ 220222579 MLS
Experience one of the best views in the valley. This impeccably crafted estate showcases exceptional quality in every detail. Spanning 4,079 sqft on a generous .30-acre lot, this 3-bedroom, 2.5-bath residence is designed for elevated living and effortless entertaining. Walls of glass open via an accordion window system, framing breathtaking 180° valley views and creating seamless indoor/outdoor flow. The expansive living spaces extend to a resort-style backyard complete with an inground pool and spa, outdoor kitchen, and private putting green--perfect for both relaxation and hosting. Inside, discover refined spaces including a dedicated office, workout room, bonus room downstairs, and a hidden bookshelf wall that adds intrigue and charm. Abundant storage, thoughtful design, and a 3-car garage enhance everyday functionality. This home is a rare blend of sophistication, comfort, and resort-inspired living.

1812 Plateau Drive, Medford

Courtesy of John L. Scott Medford

4303 Tami Lane, Central Point
$1,695,000
4 Beds ⋅ 5 Baths ⋅ 220225149 MLS
Looking for a 2 FAMILY SET UP with incredible views? This exceptional property's breathtaking panoramic views sweeping from Eagle Point to Ashland offers Victorian charm paired with modern comfort. Just under 5 Acres and almost 4300 sq ft, this 4 bedroom 5 bath residence, features two complete living quarters, each with its own full kitchen, private entrance, and laundry area, making it ideal for multigenerational living, family, guests, or rental income potential. The upper level is enhanced by balconies on each side of the home providing the perfect place to enjoy morning coffee and evening nights. Also featuring a Stiltz Elevator for convenient access to upper level. Main level of the home has a great floor plan with space for everyone inside and out with a covered porch. The four-car garage provides abundant space for vehicles, toys and storage. Ideally located just minutes from the historic town of Jacksonville, wineries, and shopping, this home is truly incredibe.

4303 Tami Lane, Central Point

Courtesy of Ford Real Estate

4640 Scenic Avenue, Central Point
$1,659,000
5 Beds ⋅ 4 Baths ⋅ 220182923 MLS
Private estate located in the coveted west hills of southern Oregon; this property offers panoramic views of Rogue Valley. Completely remodeled in 2019, this 6,000+ sf home has two living rooms and a stunning kitchen featuring a 14' granite island and eating bar, equipped w/Wolf 4-burner cooktop with griddle, double ovens, built in refrigerator/freezer, butler's pantry, and much more. On 2 levels, with 5 bedrooms, office, bonus rooms, 2 laundry rooms, home theater with five screens and a bar. The primary suite is on the main floor, features a walk-in closet, a huge carrera marble shower w/3 shower heads. The main floor living room has vaulted ceilings with wood beams, flagstone fireplace with gas insert and breathtaking views. This property is entered via a private driveway where one passes by multiple out-buildings: two barns, 3 bdrm/2 bath, 1,782 sf rental property. 2 wells and a 10K gallon holding tank. If you have been looking for something truly special, this is it.

4640 Scenic Avenue, Central Point

Courtesy of John L. Scott Medford

40 Ashland Acres Road, Ashland
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 220225368 MLS
Welcome to this one-of-a-kind custom ICF-built home with breathtaking panoramic views just minutes from downtown Ashland! This 4 bed, 3.5 bath, 4,972 sqft home offers a main-level office, multiple large storage rooms, and plenty of space for entertaining. The upper level features a spacious primary suite with a private balcony, plus (2) additional bedrooms and a bonus loft (not included in storage). The lower level is ideal for multigenerational living with a large entertainment area, wet bar, bedroom, bathroom, and bonus office/storage space. Situated on 14.78 acres, (house on 1 acre), 13.8 acres currently in hay production, with rare dedicated unlimited TID irrigation. Propane has been plumbed both interior and exterior to add a fireplace or connect your BBQ if desired. Also includes an approx. 1,500 sqft detached shop with 3-phase electrical, barn with (6) 12x12 stalls, riding arena, plus (2) full RV hookups and 50-amp also available at the barn. A must-see incredible property!

40 Ashland Acres Road, Ashland

Courtesy of Windermere Van Vleet & Assoc.

148 Carlos Avenue, Rogue River
$1,600,000
4 Beds ⋅ 5 Baths ⋅ 220229827 MLS
There are homes you admire, & homes that change the way you imagine living. This exceptional private estate invites you to slow down & breathe deeply. Behind a gated entry & along a paved driveway, 10 lightly wooded, landscaped acres unfold around a remarkable 4,109 sq ft home. Inside, soaring ceilings, rich woodwork & natural materials create warmth. Imagine mornings in the windowed breakfast nook, evenings gathered around a dramatic stone living room fireplace, or dinner after preparing a meal in the chef's kitchen with custom cherry cabinetry, granite, premium appliances, a Sub-Zero refrigerator & butler's pantry. The main-level primary suite is a retreat, with a corner fireplace, jetted tub, & walk-in closet. Upstairs, 2 ensuite bedrooms. Outdoors: a sparkling pool, multiple patios, a pergola & covered hot tub, fire pit, & a 3-car oversized garage. A 1,839 sq ft pool house with sauna is a flexible space. This is a place to gather, retreat, entertain, & make the most of every day.

148 Carlos Avenue, Rogue River

Courtesy of Windermere Van Vleet & Associates

5263 Griffin Lane, Medford
$1,600,000
2 Beds ⋅ 3 Baths ⋅ 220229218 MLS
Timeless craftsmanship and thoughtful design define this distinctive custom log home, beautifully maintained and set on 33.49 scenic acres. The 3,719 SF main residence features two spacious primary suites with clawfoot soaking tubs and private balconies overlooking sweeping valley and mountain views. A warm, character-rich kitchen offers custom cabinetry, an oversized Sub-Zero refrigerator, double ovens plus an additional wood-fired cookstove. A solarium and spa room adds a bit of relaxation to the home's unique character. The separate 768 SF carriage house above the second garage provides a private office and guest quarters. Mature landscaping, irrigation and natural-stone terraces complement panoramic Rogue Valley, Cascade and Mt. McLoughlin views, with the rim of Crater Lake visible on exceptionally clear days. Peaceful and private, yet minutes from Medford, Jacksonville and Ashland.

5263 Griffin Lane, Medford

Courtesy of Windermere Van Vleet & Assoc.

215 S 4th Street, 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

Courtesy of Millen Property Group

343 Rene Drive, Shady Cove
$1,549,000
4 Beds ⋅ 5 Baths ⋅ 220218314 MLS
Craftsman style home nestled along the famous Rogue River. This 4-bed, 4.5-bath residence spans 3,716 sq. ft., exuding charm and elegance. Built in 2005, it features an impressive great room with soaring ceilings and a beautiful rock fireplace. The roomy kitchen offers porcelain tile, custom cabinetry, and high-quality stainless appliances. Wood and stone detailing add character throughout. The primary suite on the main level boasts a spa-like bathroom, a private well-appointed ADU guest wing including its own kitchen, bedroom, bathroom and brand-new flooring. Enjoy stunning river views from the large upper deck and unwind by the firepit overlooking the water. With an attached 2-car garage plus ample storage space, this property offers both convenience and functionality. The 1.47-acre lot is beautifully landscaped, featuring a small vineyard and fenced garden. ''Salmon are in,'' catch them from the banks of this property. An idyllic retreat for those seeking luxury riverside living.

343 Rene Drive, Shady Cove

Courtesy of Windermere Trails End R.E.

12261 Modoc Road, White City
$1,525,000
3 Beds ⋅ 3 Baths ⋅ 220228256 MLS
An extraordinary 13.63 acre estate where Old World elegance meets the beauty of Southern Oregon! Set against the dramatic backdrop of Table Rock Mountain, this estate offers a private oasis with a sparkling inground swimming pool, extensive gardens, animal enclosures, chicken coop, fencing/cross fencing, multiple sheds, a charming farm store (in the works) and strong well (approx 40 plus gpm in 2022). Set on EFU-zoned land, the property was thoughtfully designed. This elegant house features 2688 sq ft, 3 bedrooms, 2.5 bathrooms, high ceilings, and two inviting living spaces, offering both comfortable everyday living & plenty of room to entertain. Gourmet kitchen offers a propane gas range, huge island, and pantry closet. A separate guest house provides space for visitors, extended family, or a private retreat. Perfect setting for a winery, wedding venue, or agri tourism space. Near hiking trails, amazing fishing, & wineries. Buyer must do due diligence on EFU land uses.

12261 Modoc Road, White City

Courtesy of RE/MAX Integrity

12240 Modoc Road C Unit C, White City
$1,500,000
2 Beds ⋅ 1 Baths ⋅ 220164530 MLS
Seller is Seeking Offers: ''Strictly As-Is, Cash Buyers Only, Motivated Seller Seeking Rapid Year-End Close of Escrow.'' Total 20.91 acres and 2 Tax lots including one 10.02-acre Rogue River Front property and one connecting 10.89-acre land on Modoc Road, well known for Horse Ranches, Farms, Vineyards and gorgeous properties that follow the Rogue River. Zoned EFU with irrigation rights from the Rogue River. Local to the Medford Airport. Gated and fenced for livestock and security. The River Front property has a 1200 sq ft shop and a Mobile home, with year-round creek, well, power and septic. The connecting land is a flat, usable and lightly rolling property for hay or other crops that you may be interested in cultivating. Enjoy your acreage of privacy, fishing and rafting on the Rogue River, hiking Table Rock, boating at Lake of the Woods and Lost Creek Lake or just enjoy. Buyer to Complete Due Diligence as to the conditions and uses.

12240 Modoc Road C Unit C, White City

Courtesy of Realty Executives Southern Oregon

2076 Upper Applegate Road, 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

Courtesy of Windermere Van Vleet & Assoc2

400 Coyote Run, Jacksonville
$1,477,000
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 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

Courtesy of RE/MAX Platinum

38 Meadow Lane, Shady Cove
$1,450,000
4 Beds ⋅ 3 Baths ⋅ 220221600 MLS
Experience life on the banks of the Rogue River with approx. 140-ft of low-bank frontage on the famous ''Davis'' Salmon & Steelhead fishing hole--offering exceptional fly fishing, direct river access, and your own backyard raft/boat launch for days spent enjoying true riverfront living. Built in 2011 by Al Morris with exceptional quality and craftsmanship, this 2,727-sq. ft. custom home features 4-bedrooms, 2.5-baths, vaulted beamed ceilings, oak hardwood floors, a rock fireplace with built-ins, granite countertops, quality stainless appliances and formal dining. The primary suite captures peaceful river views and includes double vanity, roll-in shower, oversized closet & an outdoor spa. Full basement/garage has elevator, 4 roll-up doors, painted floors & swim spa room. A finished insulated shop/RV garage includes a pellet stove, propane furnace and ¾-bath. Gated 1.64-acre property with irrigation, mature redwoods, newer fencing, covered patio, and blacktop driveway.

38 Meadow Lane, Shady Cove

Courtesy of Windermere Trails End R.E.

1120 S Mountain Avenue, Ashland
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 220229911 MLS
Rare Opportunity: Custom Ashland Estate with Panoramic Views! First time on the market! This unique, one-owner 4-bedroom (plus bonus room/den) and 3.5-bath home spans 5,192 sq. ft. on a .43-acre lot at the top of coveted South Mountain Avenue. Designed to capture breathtaking valley and Cascade Mountain views, the home features a massive wrap-around deck perfect for outdoor living and entertaining. Inside, you'll find unmatched potential and grand living spaces. Currently undergoing updates, this property offers a rare chance for a buyer to step in and customize the final finishes to their exact taste. (Note: Listing details and finished items are subject to change as renovations progress.) Unbeatable location, incredible footprint, and views that will take your breath away--don't miss one of Ashland's most unique properties!

1120 S Mountain Avenue, Ashland

Courtesy of eXp Realty, LLC

108 Monterey Drive, Medford
$1,399,000
5 Beds ⋅ 4 Baths ⋅ 220229386 MLS
Exceptional East Medford luxury estate offering grand views & refined living! Beautiful entry with custom solid-wood doors, volume ceiling, hand-carved banister, Brazilian cherry floors & travertine/marble inlays. Chef's kitchen features commercial-grade Thermador appliances, 6-burner gas range/griddle, double ovens, Wolf induction cooktop, exquisite quartzite island, walk-in pantry, dry bar & wine fridge. New lighting, interior/exterior paint, HVAC, tankless water heater & slider doors. The fully renovated primary suite boasts panoramic view windows, double-sided fireplace, soaking tub, dual-head shower & walk-in closet. Multiple ensuite bedrooms + main-level bedroom/bath. Finished Bonus room for studio/office or gym. Entertain with new outdoor kitchen incl. Recteq grill, cooktop, kegerator, fridge & dishwasher. Enjoy the putting green, fire pit, garden, mature landscaping, dog run, boat/ATV parking & 4-car garage/shop. High capacity finished residential elevator serves all levels!

108 Monterey Drive, Medford

Courtesy of John L. Scott Medford

2200 Lupine Drive, Ashland
$1,395,000
4 Beds ⋅ 5 Baths ⋅ 220229205 MLS
Some homes are addresses. This one was a destination. Set high in the Ashland hills, this connected double geodesic dome was the longtime home of internationally influential author Jean Houston. Inside, faceted ceilings soar overhead, pierced by triangular skylights that move light through the day. Fresh paint, restored floors, and a bold gold hearth in the great room. Below, a self-contained multi-generational suite with its own entrance, plus a 2,000 sq ft finished bonus room, once a private library. Working elevator, ramps, and accessible design throughout. Outside, a wraparound deck opens to nearly twelve acres: orchard, gardens, and matured vines on the property's own well. New septic, upgraded electrical, and completed wildfire mitigation. Bordered by BLM and protected city land, the valley views stay private and pristine. A home with a soul, ready for its next chapter.

2200 Lupine Drive, Ashland

Courtesy of RE/MAX Integrity Grants Pass

50 Mariposa Terrace, Medford
$1,395,000
5 Beds ⋅ 4 Baths ⋅ 220222059 MLS
Mid-century modern dream estate on a rare, private 1.92 acres within city limits! Don't miss this unique opportunity to enjoy the serenity & space of a rural retreat while living in one of East Medford's most desirable neighborhoods. 2 tax lots, each w/their own gated drive & entry. The main home is an architectural gem featuring 5 bedrooms & 3.5 baths. Thoughtfully designed w/large outdoor spaces, perched in the hills to capture stunning mountain, sunset, & city light views. Large floor-to-ceiling glass windows & large open spaces create an indoor/outdoor feel all 4 seasons. Resort-style amenities include a beautiful pool & hot tub, private tennis court, & breathtaking park-like grounds to create your own secluded sanctuary. The 2nd parcel features an additional 220 SF guest studio w/full bath, large 3-car shop/garage w/ attached RV garage thoughtfully configured to showcase this property as one large estate but offering exceptional flexibility & convenience.

50 Mariposa Terrace, Medford

Courtesy of Ashland Homes Real Estate Inc.

1553 Devonshire Place, Medford
$1,390,000
3 Beds ⋅ 4 Baths ⋅ 220227241 MLS
Perched at the end of one of East Medford's most coveted streets, this extraordinary 0.57-acre estate offers a setting nearly impossible to replicate, with sweeping valley, city & mountain views and Roxy Ann Peak as your neighbor. A newly transformed landscape welcomes you with travertine walkway, dramatic tree-lined staircase, lush gardens & mature trees creating a private hillside oasis. Inside, soaring ceilings and natural light frame spectacular views from every room. Nearly 3,900 sqft features a remodeled marble kitchen, luxurious primary suite with steam shower, custom library, office, new flooring, designer lighting and fresh interior/exterior paint. Outside, a heated pool and valley-view gazebo are surrounded by roses, jasmine, hydrangeas & fruit trees. From vibrant sunsets & city lights to valley foliage changing with every season, it's a rare hillside retreat where exceptional privacy, natural beauty & unforgettable views come together in a way rarely found anywhere else.

1553 Devonshire Place, Medford

Courtesy of Home Quest Realty

123 Monterey Drive, Medford
$1,385,000
6 Beds ⋅ 8 Baths ⋅ 220228683 MLS
Experience elevated living in this remarkable 6,456 sq ft custom East Medford estate, where panoramic views, exceptional craftsmanship, and thoughtful design come together beautifully. Created for luxurious everyday living and unforgettable entertaining, the home features an expansive gourmet chef's kitchen, large butler's pantry, pass-through wine bar, and elegant formal dining room. The stunning primary suite offers a private sitting area positioned to enjoy the views. Three additional ensuite bedrooms, a 5th bedroom, office or 6th bedroom, and spacious lower-level game room with kitchenette provide exceptional flexibility. Perfect for in-laws. A sweeping staircase, upper loft, and dramatic catwalk overlook the grand great room. Additional features include a custom craft room, two laundry areas, oversized 3-car garage with 11' RV door, plus a lower-level 2-car tandem garage and large workshop. A rare luxury home offering space, privacy, views, and versatility.

123 Monterey Drive, Medford

Courtesy of Windermere Van Vleet Jacksonville

119 Pine Street, Ashland
$1,350,000
3 Beds ⋅ 4 Baths ⋅ 220228838 MLS
Build your dream home with luxury builder Suncrest Homes in idyllic downtown Ashland--just one block from Lithia Park and a couple blocks from the Plaza and OSF. This Earth Advantage certified home design offers a thoughtful layout with main level living, vaulted ceilings, and expansive picture windows. Take in the mountain views from the deck between the living space and the kitchen/dining area. Spacious primary suite on the main level with walk-in closet and luxurious ensuite bath. Daylight basement has 2 bedrooms with walk-in closets & full bathroom. Premium finishes included: simulated wood flooring, tiled baths & laundry, quartz counters, electric fire feature, Moen fixtures, and generous allowances for appliances & lighting. Energy-smart features include ductless heating & cooling system, solar PV readiness, EV-charger wiring, and more. Detached two-car garage. Customize the floor plan and finishes to fit your lifestyle and preferences. Possible to upgrade lot size & sqft.

119 Pine Street, Ashland

Courtesy of John L. Scott Ashland

4001 S Fork Little Butte Creek Road, Eagle Point
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 220226072 MLS
Come tour this Southern Oregon Ranch property located at the gateway of the Cascade mountain range & Fish Lake. Enjoy rolling grasslands, mountain vistas & Oak savannahs from this 92-acre ranch with 33-acres irrigated from South Fork Little Butte Creek that meanders through the property. Ideal horse or cattle ranch, fenced & cross fenced with 6500+sf feeder/hay barn, new rotating wheel line & pump for on-demand seasonal irrigation. 2432sf post & beam Lindal Cedar home, detached 3-car garage with 512sf guest quarters above, 2-car garage/shop, year-round pond & creek frontage. This property has been lovingly maintained and cared for with views from every window of this custom home featuring soaring vaults, extensive wood decking & in-ground pool for those hot summer days. Main level primary suite, clerestory windows, an abundance of natural wood throughout, Cedar sauna, Oak floors, upper-level guest wing & library/sitting room. Warm & inviting with deeded access and wonderful privacy!

4001 S Fork Little Butte Creek Road, Eagle Point

Courtesy of John L. Scott Medford

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Copyright 2026 Arizona Regional Multiple Listing Service, All rights reserved. The data relating to real estate for sale on this website comes in part from the Arizona Regional Multiple Listing Service. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Arizona Regional Multiple Listing Service shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

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. Last updated:

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.

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