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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.

61416 Cougar Trail, Bend
$2,300,000
4 Beds ⋅ 3 Baths ⋅ 220210434 MLS
This picturesque 39-acre farm offers a rare blend of income potential and peaceful country living. With 36 irrigated acres, including 31 acres of premium horse hay yielding 80-100 tons annually, the property is well established for agricultural success and supported by long-standing water rights and a canal running along the northern boundary. The main home features floor to ceiling windows framing sweeping views and a primary suite on the main level. Lovingly maintained grounds include gardens, fruit trees, and tranquil ponds that reflect the surrounding beauty. Equestrian facilities are exceptional with a 100x80 barn, stalls, tack rooms, office, paddocks, wash stations, and round pen. An established horse hotel and income-producing Airbnb add opportunity, while a spacious workshop, RV hookups, and irrigated pastures complete this offering. A rare chance to enjoy both beauty and business in one extraordinary estate.

61416 Cougar Trail, Bend

Listing courtesy of Cascade Hasson SIR.

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.

57624 Red Alder Lane 7 Unit 7, Bend
$2,295,000
4 Beds ⋅ 4 Baths ⋅ 220228717 MLS
Stunning New Construction in the Heart of Sunriver with Privacy & Views! This beautifully crafted 4-bedroom, 3.5 bath custom home offers the perfect blend of luxury, comfort, and exceptional vacation rental potential. Vaulted ceilings and expansive windows frame gorgeous views while filling the home with natural light, creating an open and inviting atmosphere. Situated with common property surrounding it, this home offers a rare sense of privacy and peacefulness a true retreat while still being close to everything Sunriver has to offer. The chef's kitchen is a showstopper, featuring a Wolf range, impressive 64'' refrigerator, custom cabinetry, granite countertops, and two spacious pantries for exceptional storage. Luxury vinyl flooring flows throughout the main living areas, and beautifully tiled bathrooms provide a spa like finish. A dedicated office adds flexibility for remote work. With approximately 1,400 sq ft of decking, there's ample room for outdoor entertaining with priva

57624 Red Alder Lane 7 Unit 7, Bend

Listing courtesy of Berkshire Hathaway SR.

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.

55383 Huntington Road, Bend
$2,290,000
3 Beds ⋅ 3 Baths ⋅ 220223278 MLS
Experience the best of Central Oregon living at this exceptional Little Deschutes Riverfront equestrian estate with breathtaking Mt. Bachelor views. Nestled on 12.1 private acres, this custom Sun Forest Northwest-style home offers 3,288 sq ft with vaulted wood-beam ceilings, an open floor plan, and quality craftsmanship throughout. Gourmet kitchen showcases granite countertops, alder cabinetry, stainless steel appliances, and pantry. The spacious primary suite includes a fireplace, jetted tub, private deck access, and hot tub. Equestrian amenities feature a 7-stall insulated barn with tack room, wash rack, feed room, equipment storage, guest studio, 100' x 200' outdoor arena, round pen, and three fenced pastures. Complete with 3.75 acres of well irrigation water rights, a heart-shaped pond, gated entry, river frontage, and direct access to nearby public lands, this rare property offers privacy, recreation, and the ultimate Central Oregon lifestyle.

55383 Huntington Road, Bend

Listing courtesy of Cascade Hasson SIR.

19100 Couch Market Road, Bend
$2,250,000
3 Beds ⋅ 3 Baths ⋅ 220227522 MLS
Breathtaking mountain views unfold from every vantage point of this exceptional 33-acre equestrian property, where refined living meets thoughtful functionality. With 26 pressurized TID irrigated acres, an outdoor riding arena with sprinklers, and an impressive equestrian facility, this property is designed for both life style and productivity. The beautifully updated 3 bed 2.5 bath home offers an office, stunning kitchen, beautiful decks, and exceptional outdoor entertaining space. The entire home has been updated, creating a warm sophisticated feel. The 2,160 sq ft barn features insulated 16x16 stalls, a full bathroom, stamped concrete aisle, and strategically placed frost-free spigots. Approximately 55 tons of orchard grass hay are produced annually, with 1,296 sq ft of covered hay storage. Don't forget the 3-bay drive through shop! This is a rare blend of location, luxury, country living, and breathtaking views!

19100 Couch Market Road, Bend

Listing courtesy of RE/MAX Key Properties.

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.

2971 NW Celilo Lane, Bend
$2,219,900
4 Beds ⋅ 4 Baths ⋅ 220229504 MLS
Set on an exceptional homesite overlooking Discovery Park and its picturesque pond, this modern farmhouse offers luxury, location, and effortless single-level living in Northwest Crossing. The 2,735 sq. ft. main residence features no steps throughout and a light-filled great room with dramatic vaulted ceilings. The beautifully appointed kitchen is designed for gathering with an expansive island and butler's pantry. Generous windows showcase the park setting and create a seamless connection to inviting outdoor spaces, including a spacious patio and outdoor fireplace for year-round entertaining. A 432 sq. ft. ADU offers exceptional flexibility for guests, extended family, a private office, or income potential. Refined finishes, timeless architecture, and an incredible setting overlooking one of Bend's most treasured parks make this a truly special Northwest Crossing property.

2971 NW Celilo Lane, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

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.

3219 NW Strickland Way, Bend
$2,195,000
3 Beds ⋅ 3 Baths ⋅ 220228245 MLS
Modern design. Effortless living. Unmistakably Bend. This contemporary Discovery West home pairs sophisticated design with exceptional functionality and a true connection to the outdoors. A covered porch opens to a light-filled great room with southeast exposure, where expansive windows overlook the natural landscape and paved Bend Parks & Recreation trail below. A floor-to-ceiling fireplace and warm wood floors flow into the striking kitchen with custom walnut cabinetry, quartz counters, large island, and Thermador appliances. The main-level primary suite opens to the patio/canyon views, with a walk-in closet and spa-inspired bath with tiled shower and radiant-heated floors. A dedicated office adds versatility. Upstairs are two bedrooms, a full bath, and a flexible loft space. An oversized 2-car garage plus dedicated gear garage is ready for every Bend adventure. With open green space beside you and the canyon below, this home offers modern living with a genuine outdoor connection.

3219 NW Strickland Way, Bend

Listing courtesy of Berkshire Hathaway HomeService.

17031 Wilt Road, Sisters
$2,195,000
6 Beds ⋅ 6 Baths ⋅ 220228180 MLS
A grand log-home retreat on 38 private acres bordering National Forest--minutes from Sisters, built to last. This extensively remodeled custom log home blends mountain-lodge character with modern luxury: soaring ceilings, Mt. Jefferson views, new white oak hardwood, and a chef's kitchen with custom white oak cabinetry. The primary suite offers a private retreat, while four guest rooms each have a private vanity and water closet for effortless hosting. Outdoor living includes a wraparound porch, an acre-plus of fenced landscaping with wildflower meadow, recessed firepit, and app-controlled irrigation. Completed fire mitigation offers peace of mind for you and your insurer. A large finished shop with guest quarters and office expands the property's versatility. Seller financing may be considered for a qualified buyer. Schedule your private tour today.

17031 Wilt Road, Sisters

Listing courtesy of OHT.

7521 SW Mill Iron Circle, Powell Butte
$2,195,000
3 Beds ⋅ 4 Baths ⋅ 220227151 MLS
Sweeping Cascade Mountain views from this single-level 2024 COBA Award winner on 5 easy-care acres in Powell Butte's Mill Iron Estates. 7 minutes to Redmond, 15 to Bend. 41x15 RV / boat garage with 14-ft door in a 1,335 sq ft garage. Native landscaping, low upkeep. Panoramic Cascades from nearly every room and a 1,054 sq ft covered terraced deck. Three bedroom suites, half bath, dedicated office, and flex room. Primary suite opens to the deck with a steam shower. 9-inch wood-plank floors, built-ins throughout, quartz counters throughout, propane range and fireplace, stone surrounds matching the exterior. Aprilaire HVAC with humidifier, Blue Water filtration, indoor/outdoor audio, WiFi, and automated security cameras. This home in Mill Iron Estates is a rare find, new & modern with views on very private acreage.

7521 SW Mill Iron Circle, Powell Butte

Listing courtesy of Stellar Realty Northwest.

13759 Partridge Foot, Black Butte Ranch
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 220222261 MLS
Welcome to one of the newest homes in Black Butte Ranch, built in 2023. This single-level floor plan features two separate living areas divided by a see-through fireplace, and also includes a dedicated office, butler's pantry, and spacious dining area. The luxurious primary suite includes a large bathroom with a soaker tub and walk-in closet. There is also a second master bedroom with its own en-suite bathroom on the opposite side of the house. All bedrooms are generously sized with great natural light. Exterior highlights include a metal roof, paver driveway, covered front and back patios, and a 3-car garage with RV door. With its turnkey condition, flexible layout, and location in one of Central Oregon's most sought after resort communities, this property has excellent potential as a short term vacation rental on platforms like Airbnb and VRBO. Whether as a primary residence, second home, or income-producing rental, this is a rare opportunity to own a nearly new home on The Ranch.

13759 Partridge Foot, Black Butte Ranch

Listing courtesy of eXp Realty, LLC.

1565 NW Galveston Avenue, Bend
$2,195,000
5 Beds ⋅ 5 Baths ⋅ 220221457 MLS
New construction in the heart of Westside Bend, in the thick of the Galveston corridor. This modern living property features a 2,340 sq. ft. main home plus a 690 sq. ft. ADU, offering over 3,030 sqft of flex living space perfect for guests, income potential, or multigen living. The main home showcases elevated Mountain Northwest finishes including a premium Thermador appliance package with 48-inch range, knotty white oak cabinetry, designer surfaces, hemlock accents, and a mono-rail staircase. A spacious breezeway enhances indoor-outdoor living, while the modern tile fireplace adds warmth and style. Built for comfort and efficiency with dual-zone heat pump, tankless water heater, metal roofing, Milgard windows, and cedar and natural stone accents. The ADU is designed for independent living. With 5 bedrooms, 4.5 baths, a two-car garage, and front landscaping, this home delivers perfect Westside living close to Bend's best restaurants, breweries, trails, and downtown amenities.

1565 NW Galveston Avenue, Bend

Listing courtesy of RE/MAX Key Properties.

61636 Hosmer Lake Drive, Bend
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 220221423 MLS
Set on a generous lot in the highly sought-after Tetherow community, this inviting two-story home delivers space, comfort, and an exceptionally livable floor plan in one of Bend's most desirable areas. Thoughtfully designed for everyday ease, the home features well-proportioned living areas that flow naturally between daily living and entertaining. Every bedroom is en suite, offering privacy and flexibility for family and guests alike -- a rare and welcome touch. Open gathering spaces balance beautifully with quiet retreats, creating a home that simply lives well. Outside, the lot provides ample room to relax, dine, and soak in the peaceful surroundings. West-facing exposure floods the home with natural light while framing stunning mountain views that lend the property a warm, welcoming character. Whether you're drawn by the thoughtful layout, the outdoor lifestyle, or the unbeatable location, enjoy all of Tetherow's world-class amenities and direct access to the Phil's Trail system.

61636 Hosmer Lake Drive, Bend

Listing courtesy of Engel & Voelkers Bend.

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.

2300 S Main Street, Prineville
$2,175,000
3 Beds ⋅ 3 Baths ⋅ 220219491 MLS
Crooked River Rim Horse Ranch offers 97.94± elevated acres overlooking the Crooked River Valley, positioned just 10 mins from Prineville. This horse property combines substantial infrastructure with convenient access. The 2,265± sq ft single-level home (2003) provides practical year-round living. An attached 832± sq ft garage includes a heated/cooled loft for workspace or guests. Horse infrastructure includes: main barn with 13 stalls, tack areas, feed room, and integrated living quarters. A 12,000± sq ft covered arena. A 175' round pen and an additional small round pen complete the setup. Welded pipe corrals and feedlot with 250± feet of bunk space support livestock handling. Water security is solid: 6.1± acres of irrigation rights through Ochoco Irrigation District, two domestic wells, and freeze-protected troughs ensure reliable year-round operation. A 4,320± sq ft hay storage and shop building includes an enclosed heated workspace. Built for a serious horse person to enjoy.

2300 S Main Street, Prineville

Listing courtesy of Fay Ranches, Inc..

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.

2546 Fisher Road, Roseburg
$2,150,000
4 Beds ⋅ 4 Baths ⋅ 220222154 MLS
Private gated riverfront estate on the North Umpqua featuring a true collector's garage/shop with polished floors, abundant natural light, and capacity for up to 12 cars, an exceptional setup for collectors, boats, and recreational gear. Direct access to a rare, gentle stretch of usable shoreline with private boat access, set along a natural wildlife corridor known for world-class steelhead fishing. The Frank Lloyd Wright inspired main residence showcases natural materials, dramatic light, and intentional design to capture sweeping river views, complete with an outdoor kitchen and a newer 50 year roof. Additional guest house, plus detached studio with full bath connected to an oversized 2 car garage, and full RV hookups. All set on meticulously maintained, private park-like grounds with a stocked pond. Entire property irrigated from the river with valuable water rights and not in flood plain. Furniture negotiable.

2546 Fisher Road, Roseburg

Listing courtesy of Pine-Rok Realty.

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