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3209 NW Fairway Heights Drive, Bend
$1,525,000
3 Beds ⋅ 5 Baths ⋅ 220213746 MLS
Exceptional value in NW Bend. Perched above Rivers Edge, this extensively remodeled 4,175 SF custom home pairs sweeping Cascade Mountain views with walkability to Sawyer Park and the Deschutes River Trail. An 18-ft wall of windows fills the great room with natural light and frames views from Three Finger Jack and Mt. Jefferson to Smith Rock and Pilot Butte. Hickory hardwoods, a dramatic fireplace and rare Brazilian stone island anchor the open living space, complemented by luxury appliances. The all-ensuite design and five balconies offer privacy and views throughout. One-of-a-kind amenities include a solid mahogany pub with antique hand-carved details and secret door, custom copper bar with brass triple taps, gym, media room and heated 3-car garage. Nearly $700K was invested in a comprehensive 2020 renovation, followed by a new roof and HVAC in 2023. An extraordinary combination of space, craftsmanship, views and NW Bend lifestyle.

3209 NW Fairway Heights Drive, Bend

Listing courtesy of eXp Realty, LLC.

1661 Highway 238, Jacksonville
$1,525,000
3 Beds ⋅ 6 Baths ⋅ 220211366 MLS
Just 2 miles from Jacksonville, this stunning hilltop estate blends elegance, privacy, and craftsmanship on 20 forested acres. This home showcases panoramic views from nearly every room. The soaring 28-ft ceilings and wall of windows create a dramatic entry. Chef's kitchen features granite counters, custom maple cabinetry, walk-in pantry, and is open to both a formal dining area and expansive great room. Main level includes two spacious guest bedrooms with private decks, office, family room, mudroom, and multiple baths. Upstairs, the primary suite boasts, private balcony, bonus area, walk-through closet, fireplace, and spa-like bath with jetted tub overlooking city lights. Additionally, is a 970 sq ft finished basement with bonus rooms. And a 3-car garage, carport, circular driveway. Enjoy outdoor living with a wraparound deck, hot tub, pool, patio, and water feature.

1661 Highway 238, Jacksonville

Listing courtesy of Windermere Van Vleet & Assoc..

6225 SW Zenith Avenue, Redmond
$1,500,000
5 Beds ⋅ 5 Baths ⋅ 220227385 MLS
Experience Central Oregon living on 4.32 acres with beautiful Cascade Mountain views! This spacious, updated 5-bedroom home features two primary suites and offers an exceptional combination of comfort, privacy, and outdoor living. Extensive recent improvements include a new 40-year roof, ceiling insulation, updated flooring and fixtures, freshly painted deck, paved and sealed driveway, new fencing, and refreshed landscaping. The property includes 3.32 acres of irrigation, a pond, garden area, and new saltwater hot tub. Deschutes River access is conveniently located just down the street. With acreage, mountain views, irrigation, extensive updates, and an incredible setting, this property is perfect for entertaining and enjoying the Central Oregon lifestyle!

6225 SW Zenith Avenue, Redmond

Listing courtesy of Windermere Realty Trust.

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

Listing courtesy of Windermere Van Vleet & Assoc2.

24442 Dodds Road, Bend
$1,499,000
4 Beds ⋅ 4 Baths ⋅ 220219839 MLS
Open Sat. 11am - 1pm. Serenity and Class. Just three songs from Bend, this private estate captures breathtaking Cascade Mountain views, 2.25 acres of deeded COID water rights, and six months of canal-front living where wildlife thrives & every season feels extraordinary. Beautifully landscaped grounds & a wraparound deck invite you to slow down & savor the setting. Inside, the custom home features a chef's kitchen w/ stainless steel appliances, double ovens, custom cabinetry, & a striking reclaimed Sequoia redwood island. The great room is anchored by a dramatic floor-to-ceiling stone fireplace w/ a rare 1,000-year-old Juniper mantle. Upstairs offers 3 bdrms, including a spacious prmry ste + a large recreation room with projector, pool table, wet bar, and beverage fridge. A 1,200 sq. ft. shop with a furnished 480 sq. ft. guest quarters, new well (2023), EFU zoning, underground sprinklers, and endless possibilities complete this exceptional Central Oregon retreat.

24442 Dodds Road, Bend

Listing courtesy of Cascade Hasson SIR.

2021 Osprey Drive, Redmond
$1,498,000
3 Beds ⋅ 5 Baths ⋅ 220227106 MLS
Cape Cod carriage house overlooking the 13th fairway of The Resort Golf Course in the coveted gated community at Eagle Crest Resort. Dramatic great room featuring an 18-foot vaulted ceiling, double staircase, and travertine fireplace. The main-level primary suite boasts a spa bath with Calcutta marble, Jacuzzi tub, two-person steam shower and dual Hollywood vanities. The gourmet kitchen offers commercial JennAir appliances, six-burner gas range, 48-inch refrigerator, granite counters, butcher-block island, and 400-bottle wine cellar. Upper level includes two en-suite bedrooms, theater room with wet bar, and office with built-ins and fireplace. Walnut flooring, smart lighting, heated triple garage, and an expansive paver driveway and motor court. Outdoor amenities include pergola, fire pit, and quartzite water feature. Extensive improvements totaling over $181,000 completed since 2021 include HVAC, tankless water heaters, exterior paint, pavers, landscaping and more.

2021 Osprey Drive, Redmond

Listing courtesy of Eagle Crest Properties Inc.

15361 SW Branding Iron Court, Powell Butte
$1,497,000
3 Beds ⋅ 3 Baths ⋅ 220229237 MLS
Experience the best of Brasada living in this meticulously maintained residence, situated on a premium double lot that maximizes space and privacy. This home stands out for its views of the Cascades from the great room and massive view deck (added in 2018). Functional floor plan features one level living - primary on the main floor - recently refreshed with new 2026 carpeting. The chef's kitchen is outfitted with a professional-grade Dacor 6-burner range. A 2024 landscape refresh features a fully fenced, west-facing backyard with a custom split-rail fence. Recent updates, including a 2025 furnace, ensure this home is turn-key. Residents enjoy all the benefits of the Brasada lifestyle, including multiple pools, the Cascade Pool (adults-only), award-winning golf, and unparalleled access to high-desert adventure.

15361 SW Branding Iron Court, Powell Butte

Listing courtesy of Brasada Ranch Real Estate.

16863 Royal Coachman Drive, Sisters
$1,495,000
3 Beds ⋅ 3 Baths ⋅ 220226703 MLS
First time ever on the market! This expansive one-level home offers soaring living room ceilings, wide tiled hallways, and skylights that fill the home with natural light. Partial views of the 3 Sisters Mtns. from the living room. The spacious floor plan includes a second primary bedroom with an ensuite bath, a dedicated art room or office, and a large family den perfect for relaxing or entertaining. The oversized laundry room features a gift-wrapping station. Enjoy a spacious kitchen with a large island, breakfast nook, and wood floors, plus a flexible dining room that can easily accommodate hobbies, a library, or additional living space. A stunning rock fireplace anchors the living area, with a cozy sitting nook and wet bar tucked behind it. The bonus room off the garage is ideal for a pool table, game room, media room, or private retreat for kids and grandkids. Completing the home is an oversized 2.5-car garage with room for vehicles, storage, toys, or a golf cart. 9th fairway views

16863 Royal Coachman Drive, Sisters

Listing courtesy of Avenir Realty.

3042 NW Craftsman Drive, Bend
$1,495,000
5 Beds ⋅ 6 Baths ⋅ 220225611 MLS
This timeless Awbrey Park home offers nearly 4,200 square feet of living space with quality upgrades throughout. Features include a beautifully remodeled kitchen, refinished solid oak hardwood floors, high-end built-in cabinetry, and a real wood-burning fireplace with gas start in the family room. The main-level primary suite includes a gas fireplace and a newly renovated spa-like ensuite bathroom. Upstairs, the third level offers four bedrooms, one currently used as an office, plus five full bathrooms. Additional highlights include a main-level den with fireplace, a lower-level family room with fireplace, a convenient alley-access garage, a fenced yard, bonus storage space underneath, and a fully paid solar power system. Ideally located just minutes from shopping and services, this exceptional home blends comfort, character, and convenience.

3042 NW Craftsman Drive, Bend

Listing courtesy of Real Broker.

3063 NW Duffy Drive, Bend
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 220221074 MLS
Discover multi-generational living at its finest in this spectacular Northwest-style home in Awbrey Butte, complete with mountain views. Set on a private 0.45-acre lot, this 3,959 sq ft home offers 4 bedrooms and 3.5 baths, ideal for extended family, guests, or an in-law suite setup. A main-floor ensuite bedroom offers a convenient guest suite with no stairs required. The lower level functions as separate living quarters with its own entrance and kitchenette, perfect for mother-in-law, adult children, or ADU potential. The open living room features built-in cherry cabinets and a fireplace, flowing into a chef's kitchen with a 6-burner gas cooktop, built-in oven, and granite counters opening to the dining area and outdoor living space. Upstairs, the primary suite is a true retreat: fireplace, private deck, walk-in closet, and 5-piece bath. Expansive decks capture the mountain views, and the oversized 2-car garage includes a workspace and built-in cabinets.

3063 NW Duffy Drive, Bend

Listing courtesy of Bend Premier Real Estate LLC.

58151 Gannet Lane 20 Unit 20, Sunriver
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 220214407 MLS
Experience the best of Sunriver living in this exceptional riverfront-adjacent retreat, ideally positioned near the Deschutes River. Blending mountain-inspired architecture w/ modern amenities, this beautifully appointed home is designed for both relaxation & entertaining. Soaring vaulted wood ceilings & expansive windows fill the interior w/ natural light, while the thoughtfully designed floor plan offers 2 distinct living spaces. The great room features a cozy fireplace & opens to the heart of the home, while the versatile bonus room includes a kitchenette--perfect for guests, game nights, or extended stays. Two spacious suites offer exceptional privacy & comfort, with one featuring its own private fireplace & both offering en-suite bathrooms. Adventure is just outside your door w/ a dedicated gear garage at the rear of the home, providing storage & quick access for river toys, an oversized heated 2-car garage. Updates in 2025 include new roof, exterior paint & HVAC system. Furnished

58151 Gannet Lane 20 Unit 20, Sunriver

Listing courtesy of Cascade Hasson SIR.

2900 NE Barnes Road, Prineville
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 220227867 MLS
Experience exceptional Central Oregon acreage living on 24.2 acres with 21.9 acres of irrigation and incredible views! This spacious 4,652 sq ft, 4-bedroom, 4-bath Prineville, Oregon home offers room to live, entertain and enjoy the rural lifestyle. The living room and sunken family room each feature fireplaces, while an expansive deck with built-in fireplace showcases the stunning setting. The lower level offers a bonus room with fireplace, full bath, plumbing for a future kitchen area, expansive patios and direct access to the beautifully landscaped yard--creating excellent potential for extended living or guest space. Outside, enjoy irrigated acreage, a large garden area and corral, with plenty of opportunity to further customize for horses or livestock. A rare Prineville horse property combining irrigation, acreage, views and versatile living space in the heart of Central Oregon.

2900 NE Barnes Road, Prineville

Listing courtesy of Cascade Hasson SIR.

153 Oak Street, Ashland
$1,450,000
10 Beds ⋅ 12 Baths ⋅ 220225786 MLS
One block from the Oregon Shakespeare Festival and downtown Ashland's restaurants, galleries, and cultural amenities, the McCall House B&B is a beautifully restored 1883 Italianate home offered for sale as a private residence. Currently operating as a boutique hotel, the property features ten historic guest rooms, including two detached private Carriage House suites, and may continue as a licensed hospitality business for a buyer who wishes to carry on that tradition. The C-1 zoning also opens the door to a variety of commercial uses, including a restaurant, office suites, or other business opportunities. Ten on-site parking spaces are included, a welcome convenience this close to the Ashland Plaza. This is a rare opportunity to own one of the city's most celebrated historic addresses. Due to the C-1 zoning, conventional 30-year financing is unavailable, and non-cash buyers are encouraged to confirm lending options before requesting an appointment. Please do not disturb guests.

153 Oak Street, Ashland

Listing courtesy of Gateway Real Estate.

1154 NW Redfield Circle, Bend
$1,449,900
4 Beds ⋅ 4 Baths ⋅ 220229430 MLS
Experience elevated NW Bend living on Awbrey Butte - beautifully updated home offering a blend of style, space & convenience. Newly remodeled kitchen takes center stage w/all-new cabinetry, Quartz counters & SS appliances, hidden coffee bar, a fresh, sophisticated space for everyday living & entertaining. Generous living areas, abundant natural light & versatile floor plan provide plenty of room to gather & relax. Well-appointed main-level Primary Ste w/luxurious bath, heated tile floors, walk-in closet + Jr Ste & bonus space on lwr level. TONS of storage inside & out. Fresh exterior paint enhances the home's curb appeal, w/incredible sunrises over Bend from this established neighborhood setting. Convenient access to Bend's shopping, dining, parks, trails & outdoor recreation. Incredible city & Pilot Butte views, flexible living spaces & hard-to-find oversized garage w/EV charger make for a great opportunity for buyers looking for comfort, functionality & the Central Oregon lifestyle

1154 NW Redfield Circle, Bend

Listing courtesy of Keller Williams Realty Central Oregon.

14880 Chickaree Lane, Sisters
$1,449,900
2 Beds ⋅ 3 Baths ⋅ 220227737 MLS
NEARLY 30 ACRES | GATED SISTERS ESTATE | HOME THEATER | GARAGE/SHOP Beyond the gate, a winding drive beneath towering pines opens to park-like landscaping with sweeping lawns, mature aspens, stone paths and a paver courtyard with hot tub. The theater rivals a private cinema, featuring tiered recliners, a wall-size screen and rich wood-and-brick finishes. Attached and detached garage/shop spaces offer multiple bays, bright work areas, a bath and upper storage for vehicles, equipment and projects. The 4,939-square-foot lodge-style home features hardwood floors, exposed timbers, coffered ceilings, a stone hearth and a chef's kitchen with a large island and Wolf range. The primary suite includes an oversized tiled shower and custom closet. A billiards room, sauna, greenhouse, fenced garden, carport and multiple outbuildings complete this remarkable Sisters property.

14880 Chickaree Lane, Sisters

Listing courtesy of eXp Realty, LLC.

10436 NE Sage Lane, Terrebonne
$1,425,000
3 Beds ⋅ 4 Baths ⋅ 220223040 MLS
Arrive, and the landscape does the speaking. Set within the storied Ranch of the Canyons, this 4,451-square-foot estate unfolds against the iconic silhouette of Smith Rock -- a backdrop that never loses its drama. Inside, soaring exposed beams anchor a Great Room of uncommon warmth, while a grand limestone fireplace draws the eye and holds the room. The kitchen is outfitted for the serious cook: professional-grade appliances, a generous pantry, and the kind of counter space that invites long evenings with guests.Three generous ensuite bedrooms offer guests and family alike a quiet refuge of their own. Spa bathrooms feature sirene bathtubs & tiled showers. Enjoy the covered deck with a cozy fireplace, and the full sweep of Oregon's high desert opens before you -- Smith Rock, the shimmering lake, and eastern vistas reaching to the horizon. A 825-square-foot three-car garage completes the offering. This is not simply a home, it's a lifestyle!

10436 NE Sage Lane, Terrebonne

Listing courtesy of Cascade Hasson SIR.

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

Listing courtesy of John L. Scott Medford.

61859 Dobbin Road, Bend
$1,399,000
4 Beds ⋅ 4 Baths ⋅ 220228226 MLS
Rare opportunity: A beautifully renovated 1929 stone farmhouse on 2.42 private acres, just four miles from downtown Bend. This 2,500 sq ft home w/ finished basement, has been thoughtfully updated throughout with dual primary suites, chef's kitchen,1,500 sq ft deck and modern systems all while preserving the original stone walls and character that make it irreplaceable. The grounds deliver the Central Oregon lifestyle: a private pond, mature orchard, and level ground kept green year-round by senior COID water rights. A separate guest cabin offers roughly $25,000/year in short-term rental income for owners who want it, or ideal space for family, office, or studio. The 2,600 sq ft five-bay shop handles vehicles, hobbies, or a home business. This is the property for the buyer who wants space, privacy, and character without the workload of a working farm. Turn-key and ready to enjoy. Two miles to grocery and medical. Four miles to downtown restaurants, breweries, and the river trail

61859 Dobbin Road, Bend

Listing courtesy of Berkshire Hathaway HomeService.

1099 SE Oriole Street, Grants Pass
$1,399,000
4 Beds ⋅ 4 Baths ⋅ 220226019 MLS
Exceptional Rogue River waterfront retreat with direct river access. Set on nearly an acre of beautifully landscaped, park-like grounds, this 4,157 sq ft custom home offers 4 bedrooms, 3.5 baths, a private en-suite guest bedroom, and a large office with custom built-ins - all on the main level. A new roof was installed in 2025. The vaulted great room features exposed beams, expansive windows, and a floor-to-ceiling river rock fireplace opening to a covered river-view deck. The gourmet kitchen features granite countertops, a gas cooktop, center island, and abundant cabinetry. The primary suite offers a gas fireplace and spa-inspired bath, while the 1,000 sq ft bonus room adds flexible living space. Enjoy a resort-style backyard with a pool, hot tub, koi pond, raised garden beds, multiple entertaining areas, and a riverside viewing deck. Covered RV parking includes a greenhouse/garden workspace. Minutes to I-5, shopping, dining, medical facilities, and Southern Oregon wine country.

1099 SE Oriole Street, Grants Pass

Listing courtesy of eXp Realty, LLC.

710 Debrick Way, Grants Pass
$1,399,000
4 Beds ⋅ 4 Baths ⋅ 220221295 MLS
Welcome to the paradise of Colonial Valley! You won't find another property like this one easily. Well-sourced property has a man-made creek, ponds, and an irrigation system, which is managed through a phone app. A full property security system with cameras is included. Your animals will love the two stall stable with fenced turnout. There is a 40.3KW Solar System, with a 22KW backup generator, and a dedicated outlet for EV charging. A few more of the many conveniences provided: The home has a main level master, an upstairs guest apt, and 3 additional rooms. The HUGE kitchen has been recently updated with new appliances and granite on the island. You will love the mudroom off the attached garage with the laundry/utility room just down the hall. This property is prime for multigenerational living or rental income potential. Own paradise today!

710 Debrick Way, Grants Pass

Listing courtesy of eXp Realty, LLC.

1144 Highland View Loop, Redmond
$1,399,000
6 Beds ⋅ 4 Baths ⋅ 220220775 MLS
Seller offering up to $25,000 in contributions with a Full Price offer. Discover the perfect blend of luxury, comfort, and Central Oregon living in this exceptional 4,181 sq. ft. single-level home in Eagle Crest. Offering 6 bedrooms, 4 bathrooms, two private primary suites, and an ideal layout for multi-generational living or unforgettable entertaining, this home is designed to bring people together. The grand great room features soaring wood ceilings, walls of windows, and a stunning stone fireplace that opens to a gourmet kitchen with granite countertops, custom cabinetry, premium appliances, and an oversized island. Enjoy a private executive office, inviting family room with custom wet bar, and the warmth of four fireplaces throughout the home. A brand-new furnace and central A/C provide year-round comfort. Relax on the expansive deck, soak in the hot tub overlooking a peaceful seasonal stream, and enjoy all the golf, pools, trails, dining, and recreation Eagle Crest has to offer.

1144 Highland View Loop, Redmond

Listing courtesy of Cascade Hasson SIR.

27847 Pine Creek Road, John Day
$1,399,000
3 Beds ⋅ 4 Baths ⋅ 220216500 MLS
This unique 50-acre ranch between John Day and Prairie City, Oregon, features a 3,500+ sq. ft. custom juniper log home with three bedrooms, including a master suite with a large en-suite bath. The gourmet kitchen offers commercial-grade appliances, an eight-burner propane stove, a custom copper hood, a walk-in pantry, and a formal dining area. The grounds include over 1,000 feet of Pine Creek frontage, covered porches, a sun deck, and a landscaped yard with a custom waterfall and pond. Functional infrastructure consists of a heated approx 30x40 shop, a approx 20x40 machine shed, a horse barn with a saddling area, and cattle processing facilities with corrals. This property perfectly blends luxury living with high-utility ranch features.

27847 Pine Creek Road, John Day

Listing courtesy of Land and Wildlife.

66001 Waldron Trail, Bend
$1,399,000
4 Beds ⋅ 4 Baths ⋅ 220211137 MLS
Tucked along a private lane between Bend and Sisters, this exceptional 9.47-acre property captures sweeping territorial views and the charm of a timeless custom home built in 1990. Inside, soaring cedar tongue-and-groove ceilings with striking rough-hewn beams create a warm, inviting atmosphere, while wood-wrapped windows beautifully frame the surrounding landscape. Fresh interior paint throughout enhances the home's light, bright, and move-in-ready appeal. Ideal for those who desire peaceful country living without extensive upkeep, the property offers established gardens, space for chickens, and endless potential to bring your vision to life. A strong-producing well supplies domestic water and is approved for irrigation use. The thoughtfully designed floor plan features a main-level primary suite for added convenience. Upstairs, two additional bedrooms, a full bath, and a flexible bonus space provide options for a home office, den, or fitness area.

66001 Waldron Trail, Bend

Listing courtesy of Cascade Hasson SIR.

2390 Osprey Drive, Redmond
$1,398,000
6 Beds ⋅ 7 Baths ⋅ 220224570 MLS
Behind the gates of Eagle Crest Resort's original coveted enclave, this completely furnished, turnkey residence is positioned along The Resort Course, capturing striking fairway views and a front-row look at the 11th hole. Inside, cherry hardwood floors, exposed beams, cherry built-ins, and two gas fireplaces. The chef's kitchen offers a large pantry, stainless appliances, gas cooktop, new Cafe wall oven and microwave, and new Jenn-Air range. Six ensuite bedrooms make hosting effortless, while an office, spacious bonus or theater room, guest half bath, and a utility room loaded with built-ins add practical flexibility. Thoughtful improvements include advanced sound systems, televisions in every room, refreshed audio-visual components, a new heat pump and furnace in 2023, and two beautifully renovated bathrooms completed in 2020. Expansive covered deck, paver patio, front courtyard, and an outdoor kitchen with built-in barbecue. A three-car garage plus extra parking pad.

2390 Osprey Drive, Redmond

Listing courtesy of Eagle Crest Properties Inc.

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

Listing courtesy of RE/MAX Integrity Grants Pass.

1819 SW Troon Avenue, Bend
$1,395,000
5 Beds ⋅ 5 Baths ⋅ 220224083 MLS
*SELLER FINANCING option for qualified buyers* Set high above Bend's sought after West side, this light-filled home offers views from the Old Mill District to Mt. Bachelor, framed by a canopy of trees. With 5 bedrooms, a flex space, 3 full baths & 2 half baths, the home's versatile layout provides ample room for dedicated workspaces, entertaining and guest accommodations for all the visitors you can expect when you live in Bend. The primary suite is a peaceful sanctuary with sunrise & sunset views. The lower-level features a wet bar, wine cellar, pool table, powder room, & access to the lower deck - perfect for hosting. Recent updates include new interior paint, refreshed exterior paint, updated decking, new lighting & plumbing fixtures, & new kitchen appliances. Complete with a fenced backyard & heated driveway, this exceptional property is a true treehouse-like setting just minutes from some of Bend's best schools, trails, and parks, NWX, Drake Park and Downtown Bend.

1819 SW Troon Avenue, Bend

Listing courtesy of Works Real Estate.

9009 Merlin Drive, Redmond
$1,395,000
5 Beds ⋅ 5 Baths ⋅ 220222295 MLS
Luxury retreat in The Ridge at Eagle Crest, this 5-suite residence on over a half-acre lives like a private resort, with an 8-person hot tub, home gym, sauna, hidden play room, and expansive patios with outdoor dining, TV, and play structure for younger guests. Ideal as a substantial vacation retreat or executive/corporate getaway, it offers the scale and flexibility for hosting guests, retreats, and gatherings in comfort and privacy. Thoughtful, quality construction and refined finishes create a polished, move-in-ready home that delivers exceptional scale and livability at this price. With miles of paths, nearby trailheads, three golf courses, pools, sports centers, fitness facilities, and on-site restaurants just beyond your door. A truly singular opportunity, this level of home is rarely available at this price.

9009 Merlin Drive, Redmond

Listing courtesy of Preferred Residential.

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

Listing courtesy of Ashland Homes Real Estate Inc..

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