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3345 NW Panorama Drive, Bend
$2,399,000
5 Beds ⋅ 5 Baths ⋅ 220216479 MLS
Experience elevated living in this renovated Awbrey Butte home on a rare 1.08-acre lot. Renovated in 2016, it blends high-end finishes with a thoughtful layout for privacy, natural light and entertaining. Panoramic, unobstructed views showcase Mt. Jefferson, Mt. Hood, Mt. Adams and Smith Rock. The main level offers a spacious primary suite with heated floors and full laundry, an office, and open living spaces flowing to expansive front and rear decks. A three-car garage connects to an oversized mudroom. Downstairs, four additional bedrooms, multiple bonus rooms, dedicated office space and a single-car garage offer flexibility for guests, multigenerational living or hobbies. Mature landscaping and generous lot spacing provide exceptional privacy, with direct access to the River Trail connector just outside your door. Enjoy Bend's spectacular sunrises and sunsets year-round from your private perch on the Butte.

3345 NW Panorama Drive, Bend

Listing courtesy of Cascade Hasson SIR.

17181 Merganser Drive, Bend
$2,395,000
4 Beds ⋅ 4 Baths ⋅ 220217263 MLS
Prime River views from nearly every room Located along a coveted wide stretch of the Big Deschutes River, this riverfront home offers exceptional scenery and direct access to Central Oregon's outdoor lifestyle. Designed for hosting family and friends or operating as a high-end vacation rental. More than 1,000 square feet of covered outdoor living creates the perfect four-season retreat, featuring a hot tub, sauna, fire pit, and barbecue, enjoy the river views. Three main-level suites provide single-level living, with the main living area, kitchen, and dining all on the ground floor. Upstairs offers additional sleeping areas and a large great room designed for kids, guests, and gathering spaces. The oversized garage includes space for multiple vehicles plus a tall RV-height bay, ideal for an RV, boat, or recreational gear. An ideal second home or investment property for short term vacation rental use with no restrictions. Sold Fully Furnished including a 2019 Dodge Dakota pick up truck!

17181 Merganser Drive, Bend

Listing courtesy of Sunriver Realty.

6380 Tunnel Loop Road, Grants Pass
$2,395,000
7 Beds ⋅ 10 Baths ⋅ 220156902 MLS
Welcome to Sky Ranch, a 12,000'+ multi-family estate on 83 acres, nestled in the beautiful Cascade Mountains of Southern Oregon. Back on market at no fault of property. The sweeping private drive reveals the formidable 10,199' mountain lodge, custom-built by Robert Repine, the original 1920's farm/guesthouse (approx. 2,500'), and the 3,600' detached shop/garage. Inside the main home, you are welcomed by a Giant Bird of Paradise plant that the home is built around. On the main level, you will find a spacious living room with a bar, two built-in dens, a chef's kitchen, and the 2,300'+. primary suite complete with an en-suite office, two bathrooms, and a sauna. Downstairs, there are 3 additional bedrooms, a recreation room, and movie theatre. Stepping outside, there are extensive stone walkways surrounded by professional landscaping that will take you down to the pool, hot tub, and large poolside bar, with two full bathrooms/locker rooms below. Please find extended remarks attached.

6380 Tunnel Loop Road, Grants Pass

Listing courtesy of Cascade Hasson SIR.

375 Bella Hills Lane, Roseburg
$2,375,000
4 Beds ⋅ 6 Baths ⋅ 220220536 MLS
Experience the pinnacle of Umpqua Valley living at 375 Bella Hills Lane--an extraordinary 80+ acre, agriculturally zoned estate with sweeping views of the Umpqua River. Peaceful, private, and rich with opportunity, this exceptional agriculturally zoned property offers limitless potential--ideal for a boutique vineyard, agricultural operations, multigenerational living, income-producing retreat, or a serene sanctuary immersed in nature. The main residence is a thoughtfully designed 4-bedroom, 5.5-bath home centered around a spacious great room where expansive valley views create a stunning backdrop for both entertaining and quiet moments of reflection. An attached three-car garage provides everyday convenience and ample storage. Adding remarkable flexibility and value, a secondary residence includes a two-bedroom, one-bath apartment on the lower level and a one-bedroom studio above--well-suited for guests, caretakers, or extended family, subject to county approval.

375 Bella Hills Lane, Roseburg

Listing courtesy of Umpqua Legacy Realty LLC.

15275 Windigo Trail, Sisters
$2,350,000
4 Beds ⋅ 5 Baths ⋅ 220217038 MLS
Experience mountain living perfection in the premier equestrian community of Cascade Meadow Ranch. This 4,448 SqFt custom estate on 2.29 private acres boasts stunning Cascade Mountain views & seamless main-floor living. The 4 bed, 5 bath home features soaring vaulted ceilings, exquisite woodwork & Montana river rock fireplaces. A gourmet chef's kitchen offers a Thermador 6 burner range & premium appliances, while the main-level primary suite serves as a luxury retreat with a soaking tub & propane fireplace. Dual stairwells lead to a versatile bonus room, bedrooms & bunk room. The property includes an attached 2 car garage plus a detached 1,510 SqFt shop with a finished upstairs bonus room & 3 car garage. Enjoy a new roof, redwood siding, & covered cedar decks overlooking a landscaped yard with a tranquil waterfall & pond. This gated community provides indoor/outdoor arenas, horse stalls, 3 RV spots, clubhouse, tennis/pickleball & direct access to public lands.

15275 Windigo Trail, Sisters

Listing courtesy of Ponderosa Properties.

56370 Fireglass Loop 179 Unit 179, Bend
$2,349,000
4 Beds ⋅ 5 Baths ⋅ 220224288 MLS
An exceptional expression of luxury mountain living, this meticulously maintained Olsen Brothers custom residence offers timeless design and impeccable craftsmanship in the heart of Caldera Springs. The thoughtfully designed floor plan features 4 bedrooms, including 2 main-level suites, 4.5 baths, a private office, and an expansive bonus room with wet bar. Soaring vaulted ceilings with exposed trusses, engineered hickory hardwood floors, knotty alder millwork, custom built-ins, SONOS surround sound, Hunter Douglas blinds, and a dramatic dry-stacked stone fireplace define the sophisticated interior. The chef's kitchen is complemented by a butler's pantry with prep sink and wet bar with wine fridge. Outdoor living features a covered patio with built-in BBQ, radiant heater, and hot tub wiring. Oversized, extra-deep 3-car garage with workshop space. Enjoy Caldera Springs' resort amenities, lakes, trails, dining, and recreation just minutes from Sunriver and Bend. Create your legacy.

56370 Fireglass Loop 179 Unit 179, Bend

Listing courtesy of Cascade Hasson SIR.

20606 Coventry Circle, Bend
$2,300,000
6 Beds ⋅ 3 Baths ⋅ 220229703 MLS
Love entertaining? Prefer a private escape? Looking for multigenerational living? Whatever your vision, this is the home. Set on 3 serene acres among the pines, this spacious retreat offers 6 bedrooms, 3 bathrooms, bonus & flex/office spaces, and multiple living areas. The primary suite features a sprawling bathroom and expansive walk-in closet with laundry hookups. Vaulted, beamed ceilings crown a gourmet kitchen with granite counters, an oversized island, built-in refrigerator, Dacor range, two ovens, pantry, and a NanaWindow for effortless indoor-outdoor entertaining. Step onto the multi-level patio and discover a hot tub, heated in-ground saltwater pool, and pool house with a full bath and changing rooms. Beyond, a treehouse, zipline, in-ground trampoline, play structure, and creek flowing into a tranquil pond invite adventure and relaxation. A 3-car garage, RV hookups, shed, and raised garden beds complete the property. Find your peace, and live like you're on vacation every day.

20606 Coventry Circle, Bend

Listing courtesy of Stellar Realty Northwest.

61576 SW Longview Street, Bend
$2,299,000
3 Beds ⋅ 4 Baths ⋅ 220226826 MLS
An heirloom estate on 1.12 private acres within Bend city limits, this exceptional custom residence is perched on an elevated setting near the end of an ancient lava flow, capturing panoramic views of the Old Mill District, Cascade Mountains, Smith Rock and the Ochocos. The 3,756 sq. ft. home offers 3 bedrooms, an office and 3.5 baths, with expansive windows that frame the scenery and fill the home with natural light. Radiant heated floors, a heat pump with central A/C, fireplace circulation system, recirculating hot water, extensive insulation and solar electric and solar hot water systems provide year-round comfort and efficiency. An approximately 1,700 sq. ft. heated, insulated garage accommodates up to five vehicles or three plus a 40-foot RV bay, offering exceptional space for collectors, hobbies and recreation. A rare combination of privacy, acreage, panoramic views, city utilities and estate quality living in one of Bend's most remarkable Westside settings.

61576 SW Longview Street, Bend

Listing courtesy of Stellar Realty Northwest.

17685 Warbler West Lane 5,6,7 Unit 5,6,7, Sunriver
$2,295,000
4 Beds ⋅ 4 Baths ⋅ 220226995 MLS
This exceptional one-acre property features outstanding curb appeal, combining two full lots and one partial lot to create a serene retreat with breathtaking views of a spacious common area and easy access to the Big Deschutes River. Built by Steve Madsen, the property boasts an inviting open-concept floor plan, primarily situated on the main level, ensuring ease of living. Enjoy the oversized three-car garage, plus a dedicated shop area, and a rare to Sunriver 14' by 18' outbuilding for additional storage. Families will appreciate the fun, hidden playroom with two twin beds, a generous attic space perfect for a home gym, and a versatile craft or quilting area previously used as a darkroom. Recent upgrades include a new TimberTech deck, two efficient gas furnaces and A/C, and a newly enclosed hot tub privacy area. This meticulously maintained residence, never used as a vacation rental, will be sold fully furnished, offering a seamless transition to your new lifestyle in Sunriver.

17685 Warbler West Lane 5,6,7 Unit 5,6,7, Sunriver

Listing courtesy of Cascade Hasson SIR.

18810 SW Sisters Place, Powell Butte
$2,295,000
4 Beds ⋅ 3 Baths ⋅ 220224820 MLS
Extraordinary lodge-style estate on 20 private acres in the heart of Central Oregon. Perfect location close to the Redmond Airport, Bend's shopping and dining, & endless recreation. This exceptional property borders BLM land on two sides, offering incredible privacy w/breathtaking views! Spanning 5,643 square feet, the custom home showcases soaring open beam ceilings, handcrafted woodwork, huge windows, custom built-ins, wine cellar & a stunning chef's kitchen. The thoughtfully designed floor plan features 4 beds, 3 baths, & private in-law quarters complete with a separate entrance, living room, and kitchenette. Incredible outdoor space w/multiple patios & room to entertain. The oversized attached garage offers more than 1,500 square feet, while the heated & insulated 40x50 shop has an RV door & 3 additional overhead doors; ideal for RVs, toys, hobbies, or workshop. Powered by solar w/an outstanding private well, this gated estate delivers the perfect combination of luxury + privacy!

18810 SW Sisters Place, Powell Butte

Listing courtesy of eXp Realty, LLC.

21955 Rickard Road, Bend
$2,295,000
3 Beds ⋅ 5 Baths ⋅ 220224515 MLS
Behind private gates, this exceptional Central Oregon estate spans 25.36± acres, including 21.92± irrigated acres, offering an unmatched blend of privacy, recreation, and functionality. The custom 9,490± sq. ft. home features three main-level bedrooms, including two luxurious primary suites, a chef's kitchen, executive office, expansive living spaces, and walls of windows framing the surrounding landscape. The lower level offers a game room, fitness area, and private indoor pool for year-round enjoyment. Equestrian amenities include a three-stall barn with individual turnouts, six paddocks, a round pen, and irrigated pasture. Additional features include a detached two-bedroom guest quarters, large workshop and garage with seven bay doors, dog kennel, private pickleball and tennis court, two ponds, district irrigation, and a private well. Designed for both entertaining and everyday living, this is a rare opportunity to experience the Central Oregon lifestyle on a grand scale.

21955 Rickard Road, Bend

Listing courtesy of Cascade Hasson SIR.

15403 SW Hope Vista Drive, Powell Butte
$2,295,000
4 Beds ⋅ 4 Baths ⋅ 220218201 MLS
Experience luxury living in the coveted Brasada Ranch community, located in the heart of Central Oregon with panoramic Cascade Mountain views & resort-style amenities. This custom 4 bedroom home features an open-concept great room with vaulted ceilings, wood accents, & expansive windows. The kitchen & dining areas support seamless entertaining. Outdoor living includes a large deck with built-in outdoor kitchen, gas fire pit, hot tub, & fenced yard. The main-level primary suite offers a fireplace, spa-style bath with soaking tub, dual vanities, shower w views, & custom closet. Additional main-level features include a junior suite, laundry room, & powder room. Upstairs includes a guest suite w jack-&-jill bath, office, bunk room, & a media room with kitchenette, wet bar, & 4K home theater. Additional highlights include an oversized 3-car garage + golf cart w charging + storage + workbench, & smart features. Brasada Ranch resort offers golf, dining, fitness, trails, & STR eligibility.

15403 SW Hope Vista Drive, Powell Butte

Listing courtesy of Cascade Hasson SIR.

15175 SW Two Saddle Court, Powell Butte
$2,250,000
5 Beds ⋅ 6 Baths ⋅ 220224199 MLS
Welcome to 15175 SW Two Saddle Ct, an extraordinary luxury retreat overlooking the 14th fairway in the gated community of Brasada Ranch. Thoughtfully designed for entertaining and relaxation, this home showcases breathtaking Cascade Mountain views, a Foresight Golf Simulator, covered outdoor kitchen, private hot tub, and designer finishes throughout. All five bedrooms are spacious ensuite suites with private baths, complemented by a custom bunk room, loft lounge, and 5.5 bathrooms. Includes two golf carts (4-seater & 6-seater) and is available fully furnished at buyers' discretion. Whether a luxury getaway, full-time residence, or investment opportunity, this home delivers an unmatched resort lifestyle. Enjoy Brasada Ranch's premier amenities: Athletic Club, indoor and outdoor pools, lazy river, waterslide, adult pool, fitness center, equestrian center, spa, dining, golf, tennis, pickleball, and more. Just 20 minutes from Bend and 15 from Redmond Airport. This property is a must see!

15175 SW Two Saddle Court, Powell Butte

Listing courtesy of eXp Realty, LLC.

60266 Tekampe Road, Bend
$2,250,000
3 Beds ⋅ 3 Baths ⋅ 220224011 MLS
Welcome to an absolute equestrian masterpiece in SE Bend! This exceptional, fully operating cutting horse property balances pristine privacy w/ unmatched training facilities. Positioned beautifully among large, mature Ponderosa pines on a massive 24+ lot, this classic ranch-style estate offers substantial interior space coupled w/ panoramic mtn views+elite ranch utility. Relax on the spacious back deck to take in clear views of snow-capped Cascade Mountains. Bring your vision-the estate home features a warm, expansive ranch layout anchored by a central fireplace. Multi-level functionality with a daylight basement setup, a spacious den/office area, and a bonus room loft ideal for hosting. Residence is beautifully nestled into a grove of majestic pines, ensuring ultimate natural privacy from the road. Fully enclosed indoor arena-barn complex designed to handle year-round training, horse mgmt, & professional cutting work. Deschutes Nat'l Forest is at your fingertips to ride into sunset!

60266 Tekampe Road, Bend

Listing courtesy of Jeff Larkin Realty.

19372 Seaton Loop, Bend
$2,225,000
4 Beds ⋅ 4 Baths ⋅ 220223379 MLS
Overlooking the 13th tee in Tetherow, this exceptional home offers 4 bedrooms, 4 full baths, an oversized 3-car garage, and a dedicated 12x18 shop with 6x8 storage. The impressive foyer opens to vaulted ceilings and elegant main-level living with a spacious primary suite, dedicated office, and guest bedroom all on the main floor creating a functional layout. Upstairs, two private ensuite bedrooms create ideal separation for family or guests. Warm, inviting interiors and quality finishes flow seamlessly to the outdoor living spaces, where a large covered paver patio, fire-pit, and hot tub invite year-round entertaining and quiet evenings at home. Thoughtfully designed for both comfort and efficiency with solar panels, the home blends luxury living with a resort-style lifestyle in one of Bend's most sought-after communities. Additionally, the lot offers space to explore a potential ADU, subject to applicable zoning, permits, and buyer due diligence

19372 Seaton Loop, Bend

Listing courtesy of Berkshire Hathaway HomeService.

32 Pebble Creek Drive, Eagle Point
$2,225,000
5 Beds ⋅ 5 Baths ⋅ 220219651 MLS
Custom contemporary estate -- 6,161 SF of intentional architecture sitting directly on the 16th green of the RTJ Jr.-designed Resort at Eagle Point Golf Course. This is not a golf course view. This is golf course living. Wolf/Sub-Zero kitchen w/ double Wolf ovens, built-in espresso station, and walk-through pantry. Below-grade geothermal wine cellar -- 1,007-bottle capacity w/ hidden safe room. Tiered home theater w/ concrete isolation and immersive surround. Pool cabana w/ full bath and hide-a-bed. Saltwater pool w/ waterfall grotto, outdoor kitchen w/ wet bar, bocce court, putting green. One of only a few homes on the entire course with a dedicated golf cart garage -- minutes to the first tee.

32 Pebble Creek Drive, Eagle Point

Listing courtesy of RE/MAX Integrity Grants Pass.

60870 Billadeau Road, Bend
$2,200,000
4 Beds ⋅ 4 Baths ⋅ 220227279 MLS
A gated,FULLY FENCED paved drive opens to 10 acres of privacy, luxury and exceptional space in Bend. Built in 2020, the beautifully finished home offers vaulted ceilings, expansive windows, a luxury kitchen, spacious primary suite, multiple offices and a large bonus room. The standout detached shop features two oversized bays, an expansive open interior and abundant room for vehicles, equipment, storage, hobbies and projects. Combined with the attached garage and extensive driveway, this property delivers the space and functionality that are increasingly difficult to find. Outside, an expansive covered deck overlooks manicured lawns, established gardens, a stone fire pit area and the surrounding high-desert landscape. Designed for comfortable living, entertaining and room to pursue what you enjoy, 60870 Billadeau Road delivers an exceptional Central Oregon lifestyle.

60870 Billadeau Road, Bend

Listing courtesy of eXp Realty, LLC.

23125 Sprague River Road, Sprague River
$2,200,000
3 Beds ⋅ 2 Baths ⋅ 220224294 MLS
Duncan Ranch is a working 226± acre equestrian property set across six parcels in the Sprague River Valley. This rustic, functional compound features two custom homes (1,920 SF and 1,902 SF) and is fully equipped for horses and ranching, with a roping/riding arena, large hay barn, tack facilities, outdoor kitchen, cabin, and corral. The property offers approx. 4,200-4,400 LF of private frontage on each bank of the Sprague River, known for its premier fly fishing for wild trout. Situated at 4,320' elevation, this property provides year-round access and excellent wildlife habitat. Zoned FR. Taxes $4,644.92. A true, turn-key opportunity for those looking for an authentic ranch setup with water access. Buyer to verify all water rights with OWRD. Buyer to perform all due diligence. The green conex box is attached to an outbuilding and is included. The red connex box is excluded. There are 2 domestic wells and 3 stock wells. Located in Klamath County Fire District 3 boundaries.

23125 Sprague River Road, Sprague River

Listing courtesy of USLANDCO LLC.

5293 Highway 66, Ashland
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 220219782 MLS
Located just outside Ashland, this property offers a rare blend of natural beauty, water, quality improvements, and convenience. The custom built home is thoughtfully positioned to capture expansive views across the surrounding valley and toward distant mountains. This elevated country estate draws from a Northwest lodge aesthetic, offering welcoming living spaces, a spacious multilevel layout and a seamless indoor outdoor connection with expansive outdoor living spaces. A picturesque stretch of Neil Creek framed by mature trees adds character and tranquility. Gently rolling topography, lush pasture, and water rights support a variety of Ag uses. A recently constructed 5,000 SF barn complements the property and offers outstanding flexibility for equipment, hobbies, or recreational use. Ideal as a homestead or simply an elegant place to enjoy connection to the outdoors, this is a property that captures the essence of Southern Oregon living while remaining just minutes from Ashland.

5293 Highway 66, Ashland

Listing courtesy of John L. Scott Medford.

646 NW Powell Butte Loop, Bend
$2,175,000
4 Beds ⋅ 4 Baths ⋅ 220224456 MLS
Price Reduced: Awbrey Heights! Fantastic views from your private covered decks - Peaceful relaxing views. Host gatherings around the gas fire pit. Enjoy views of 4th of July fireworks! A beautiful gas fireplace welcomes you into this elegant, yet relaxing, spacious great room with high ceilings & travertine flooring. Chef's kitchen with sleek granite countertops, generous center island, & stainless steel appliances (brand new dishwasher). Double oven & 6-burner range. Wet bar, wine fridge, huge walk-through pantry. Two New Furnaces (Nov 2025). Two year new Bar-B-Que. Laundry room. The lavish main-level primary suite with deck access. Upstairs, a generous second primary suite with views from its private deck. Downstairs, a finished daylight basement includes a two-bedrooms, a large bonus TV or gym room & a double office. Copious storage options throughout. Paver Driveway. Seller offers buyer a $30,000 credit at closing for Hot Tub replacement and stucco repair. New roof July 2026.

646 NW Powell Butte Loop, Bend

Listing courtesy of John L Scott Bend.

4655 SW Loma Linda Drive, Redmond
$2,150,000
4 Beds ⋅ 5 Baths ⋅ 220229436 MLS
A rare connection to nature, found along the Deschutes River. Framed by breathtaking mountain views, this extraordinary property has been meticulously designed to harmonize with its stunning natural surroundings. Spanning 4,078 square feet, the thoughtfully crafted floor plan maximizes natural light and creates a seamless flow between indoor and outdoor living. The chef's kitchen is a true highlight, outfitted with sleek granite countertops, stainless steel appliances, and ample storage. With 4 bedrooms and 4.5 bathrooms, every inch of this home exudes luxury and comfort. The upstairs primary suite offers sweeping, unobstructed views of the river and mountains, an ideal private retreat, while two spacious en-suite bedrooms on the main level offer flexibility for family or guests. A detached garage is perfect for a workshop, and the adjoining flex room easily transforms into a home office, gym, or studio. Altogether, a rare and harmonious blend of modern living and nature's beauty.

4655 SW Loma Linda Drive, Redmond

Listing courtesy of Cascade Hasson SIR.

3998 Little Applegate Road, Jacksonville
$2,150,000
4 Beds ⋅ 3 Baths ⋅ 220219078 MLS
Discover Belvoir Estate, an extraordinary French Country chateau in the heart of Southern Oregon's Applegate Valley Wine Country. Set on 25 private acres, this custom-built masterpiece blends grand scale architecture w/natural beauty, privacy, and timeless elegance. Inside, soaring ceilings and expansive windows frame breathtaking panoramic views, while exceptional craftsmanship, refined finishes, and Wolf and Sub-Zero appliances elevate the living experience. Grand gathering spaces feel both impressive and inviting, designed for luxurious living and entertaining. Outdoors, enjoy multiple terraces, 600+ ft of river front, a historic barn, sprawling meadows, and sustainable organic garden. The property also includes a private guest residence, 1857 water rights, and easy access to public lands for recreation. A short drive to Jacksonville, wineries, dining, concerts, theater and an international airport 30 min away, Belvoir Estate is your private grand estate dream in harmony w/nature.

3998 Little Applegate Road, Jacksonville

Listing courtesy of John L. Scott 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

Listing courtesy of John L. Scott Ashland.

22494 Jefferson Road, Ashland
$2,140,000
5 Beds ⋅ 5 Baths ⋅ 220223401 MLS
Rare 203-acre Ashland estate with sweeping south-facing views offers a resort setting tucked away at the end of a mountain road. Completed in 2015, the 7,468 sq ft Craftsman residence was designed for beauty and function. The main level showcases two primary suites, two additional oversized bedrooms, expansive living and family rooms, and a gourmet kitchen. One walnut staircase leads to a private loft while a second stairway leads to a spacious upper level bonus room. The partially finished daylight basement has exterior and patio access. The original 1,812 sq ft home is now an amazing fully finished flex space, ideal for guests, office, studio, or recreation. Surrounded on three sides by the Siskiyou Cascade National Monument for vast recreational opportunities. The property offers pasture, wooded terrain, and creek frontage. This rare legacy estate delivers self sufficiency, seclusion, and unparalleled outdoor access while remaining within reach of Ashland's renowned amenities.

22494 Jefferson Road, Ashland

Listing courtesy of John L. Scott Medford.

928 W Woodside Street, Grants Pass
$2,100,000
3 Beds ⋅ 4 Baths ⋅ 220224348 MLS
Spectacular views with resort-style living define this stunning 3,504 sq. ft. home featuring 3 bedrooms, 2 full baths, and 2 half baths. The main level offers a spacious kitchen, inviting living room, formal dining room, and theater room. Upstairs, the primary suite, large laundry room, and second bedroom provide comfortable living, while the third floor features a versatile bonus room ideal as a third bedroom, home office, hobby room, gym, with its own half bath. Exceptional outdoor living with the sparkling pool, cabana, BBQ area, mature landscaping, garden space, fenced yard, and separate kennel area. 4 garages, the attached 2-car is complemented by a semi-attached 2-car garage with elegant black tile flooring--perfect for showcasing cars or motorcycles, or creating the ultimate game room or retreat. A rare blend of privacy, luxury, and unforgettable views.

928 W Woodside Street, Grants Pass

Listing courtesy of John L Scott Real Estate Grants Pass.

56346 Fireglass Loop, Bend
$2,100,000
5 Beds ⋅ 6 Baths ⋅ 220222401 MLS
Experience the best of Caldera Springs in this exceptional custom retreat overlooking Fireglass Lake. Recently refinished hardwood floors brighten and refresh the home, complementing the warm mountain-modern design. The open floor plan features a gourmet kitchen with sandblasted granite countertops, double Sub-Zero refrigerators, abundant storage, and a stunning great room with vaulted tongue-and-groove ceilings, built-ins, and a floor-to-ceiling stone fireplace. Three main-level suites, including the primary, offer privacy and comfort, while a den with French doors and wine storage adds versatility. Upstairs, a fourth suite, full bath, and flex space provide room for guests, games, or bunk accommodations. Outdoors, enjoy a paver patio with built-in firepit and sunken hot tub. Ideally located near Caldera Springs' premier owner amenities, including the newer pool complex, fitness center, dining, parks, and trails. Most furnishings included in the sale. See exclusion list.

56346 Fireglass Loop, Bend

Listing courtesy of The Agency Bend.

3341 NW Panorama Drive, Bend
$2,100,000
4 Beds ⋅ 4 Baths ⋅ 220203854 MLS
Experience refined mountain living on Awbrey Butte with this to-be-built luxury residence featuring panoramic Cascade Mountain views and contemporary design by District Design Build. This 3,676 square foot, 4-bedroom, 3.5-bath modern mountain home offers open, light-filled interiors with seamless indoor-outdoor living. Expansive windows frame western sunsets, while two spacious view decks are ideal for entertaining. The gourmet kitchen and great room create a natural gathering space. The primary suite offers spa-inspired finishes, private deck access, and stunning mountain views. Additional bedrooms and a flexible bonus room provide space for guests, recreation, or a home office. A heated driveway, 4-car tandem garage, and abundant storage support an active Central Oregon lifestyle. Located on one of Awbrey Butte's most desirable streets with access to parks, trails, tennis courts, and Firewise-certified community planning. Minutes to downtown Bend, Mount Bachelor, and trailheads.

3341 NW Panorama Drive, Bend

Listing courtesy of Cascade Hasson SIR.

1804 NW Remarkable Drive, Bend
$2,095,000
4 Beds ⋅ 4 Baths ⋅ 220229426 MLS
Elevated design seamlessly meets ultimate peace of mind in this beautifully reimagined Awbrey Butte home. Designed for those who value both entertaining and personal retreat, the breathtaking interiors reveal a vaulted great room with exposed beams, rich custom casework, and a stunning built-in wine bar. With all major heavy lifting complete, including a newer roof, recent exterior paint, updated HVAC, and custom deck railings, you can simply move in and live worry-free. The flexible layout easily caters to your lifestyle with a dedicated home office, a lively bonus room, dual living areas with cozy fireplaces, and a lower-level flex room with exterior access. Your private escape awaits in the main-level primary suite, featuring heated bathroom floors and direct access to the relaxing hot tub. Positioned perfectly near Downtown Bend, NorthWest Crossing, epic trails, and world-class golf, this property invites you to embrace the Central Oregon lifestyle you truly deserve.

1804 NW Remarkable Drive, Bend

Listing courtesy of The Agency Bend.

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