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$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.

$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.

$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.

$2,295,000
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.

$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.

$2,295,000
220215796 MLS
1.85 acres with buildings of approximately 17,500 SQ. FT. and parking for 80 plus vehicles. The building prior to being converted to a school by First Baptist Church and the 549c School District was a professional office building. The School District reconfigured the property into general office space, classrooms, large meeting room and private offices (see attached floor plan). CAT 5 is available. The current Zoning is C - S/P surrounded by MFR - 30. Given the Zoning continued use as a school or reconfiguring to professional office/medical office are both possibilities. Providence Hospital is located within 2 blocks. The Seller may consider owner carry with a substantial down and a balloon payment in 3 to 5 years. The Seller will also consider a lot line adjustment (see attached site map) to add .48 (95' x 221.35') of an acre, to the existing 1.85-acre parcel. Price to be determined.

650 Royal Avenue, Medford

Listing courtesy of John L. Scott Medford.

$2,295,000
220196071 MLS
Explore an exceptional investment opportunity in desirable East Medford. PHASE 4 at Red Tail Heights is an approximately 14.2 acre parcel of vacant land ready for development. Zoned SFR-4/SFR-2 for 30 +/- residences, this unique property promises significant potential for developers and investors alike, made easy with planning and permitting (annexation, zone change, temporary subdivision plat) already approved. City streets and public services are accessed at three locations. Initial civil engineering work for streets, sidewalks, sewer, and storm drains are completed, along with geotechnical engineering and a a traffic study. Breathtaking views. Convenient to amenities in Medford, Ashland, and Historic Jacksonville, this is a prime opportunity to cultivate a vibrant community in a picturesque locale!

4195 PHASE 4 - 4195 Rachel Way Road, Medford

Listing courtesy of Windermere Van Vleet Jacksonville.

$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.

$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.

$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.

$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.

$2,250,000
220220428 MLS
Ten, six, or four-unit investment opportunity in Ashland's Hillview Condominiums near Scenic Park and Asante Ashland. Seller-carried financing available at ~3.99% AFR with 50% down, interest-only payments, with balloon due in three years. Each unit ranges from 1,034 to 1,174 SqFt with two bedrooms, one full bath, open living and dining space, high ceilings, in-unit laundry, kitchen with granite counters and all appliances included, dedicated parking, storage, and access to landscaped common areas. Ground-level units with fully fenced private backyards and poured concrete patios. Current gross monthly income is $15,730 across all ten units following rent increases effective August 1st, 2026. Stable tenancy averaging four-plus years, room for further rent growth, and association-maintained exterior building components including roofs, siding, paint, and landscaping. Complete investment analysis, rent roll, association documents, and due diligence materials available upon request.

230 Grant Street, Ashland

Listing courtesy of John L. Scott Ashland.

$2,250,000
220216457 MLS
Prime investment opportunity in Ashland, Oregon! This 44-room motel is conveniently located just off the freeway at 50 Lowe Road, offering excellent visibility and accessibility for travelers. The property features beautiful mountain views and includes a well-maintained swimming pool, currently not open to the public, providing significant value-add potential. The property also includes a fully equipped restaurant space that is currently not in operation but offers the infrastructure needed to reopen or repurpose according to a new owner's vision. With its strategic location, existing amenities, and strong upside potential, this property presents an exceptional opportunity for investors or hospitality operators ready to bring new life and creativity to this motel.

50 Lowe Road, Ashland

Listing courtesy of Home Quest Realty.

$2,249,900
4 Beds 4 Baths 220224456 MLS
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.

$2,240,000
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.

$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.

$2,220,000
4 Beds 4 Baths 220222736 MLS
Exceptional custom Salvesen home on a quiet, established street in the heart of Discovery West. This residence showcases 3,000 square feet of remarkable quality craftsmanship and architectural details. Vaulted ceilings, custom cabinetry, premium finishes, custom window treatments and countless thoughtful upgrades. The flexible floor plan features a main-level guest suite, a dedicated office or flex space, a mudroom, and an inviting vaulted great room that seamlessly connects to the stunning chef's kitchen, complete with premium Dacor appliances. Upstairs, the thoughtfully designed layout flows effortlessly to the private primary suite and additional bedrooms. Beautiful covered hardwood porches extend the living space outdoors to a meticulous landscaped yard. The oversized garage offers flex space for a gym, workshop, and additional fenced storage for toys. Moments from Discovery Corner, parks, trails and top-rated schools, this exceptional residence offers an unmatched Bend lifestyle.

3113 NW Blodgett Way, Bend

Listing courtesy of Varsity Real Estate.

$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.

$2,200,000
3 Beds 2 Baths 220226188 MLS
Rare opportunity to own a productive Central Oregon ranch encompassing 118.19 deeded acres plus a 7,500+/- acre BLM grazing permit. With 85.5 acres of water rights, irrigated meadows, ponds, perimeter fencing and cross-fencing, this working ranch comfortably supports 95-100 head of cattle. The recently updated single-level ranch home offers 3 bedrooms, 2 baths, 1,830 sq ft, overlooking lush meadows and stunning surrounding buttes. Improvements include a 2,016 sq ft shop with living quarters, barn, corrals, arena, ponds and storage building. An updated manufactured home provides additional housing and includes a permit to be replaced with a stick-built residence. Enjoy a private, secluded ranch setting with breathtaking views while remaining centrally located between Bend, Redmond, and Prineville. A turnkey cattle operation offering exceptional grazing, water resources, and the best of the Central Oregon ranch lifestyle.

14900 SW Miller Trail, Powell Butte

Listing courtesy of Coldwell Banker Bain.

$2,200,000
3 Beds 2 Baths 220224306 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.

$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.

$2,198,000
4 Beds 4 Baths 220218913 MLS
The premier, corner unit is under way. This home faces open sky on two sides, the Old Mill in the foreground and the sweeping mountain views beyond. The Eight at the Old Mill was designed for the buyer who doesn't want to choose between a great location and a smart investment. The main residence offers 3 bedrooms and 2.5 baths above a fully independent ADU with its own private entrance, full kitchen, full bath, and laundry. Live above, rent below, or let both units work as short-term rentals. No overnight rental restrictions and clear of the City of Bend's 500-ft STR rule. Some finish selections remain, a rare chance to make it truly yours. Designer touches: white oak floors, JennAir appliances, quartz counters, a linear gas fireplace, and artisan tile work in every bath. EV-ready 2-car garage and HOA-maintained grounds complete the picture. Steps from the Box Factory, Crux, the Deschutes River, and the Old Mill District, this is where living well and investing wisely meet.

204 SW Log Court, Bend

Listing courtesy of Cascade Hasson SIR.

$2,195,000
4 Beds 4 Baths 220228261 MLS
Scandinavian-inspired design finds a natural home in Bend's Westgate neighborhood, where this modern chalet pairs warm, enduring materials with exceptional efficiency and a strong connection to the outdoors. Clean architectural lines are softened by Kebony siding and decking, a wood-burning stove and 12 feet of La Cantina glass that opens the living space outside. The three-bedroom main home features a Thermador kitchen with induction cooking, rooftop solar, all-electric systems and double-stud wall construction. A full 600-square-foot ADU offers a private bedroom, loft, dramatic 18-foot vaulted living space and dedicated laundry. Beyond the expansive deck, a large lawn, garden, and hot tub create an inviting setting for gathering, play and quiet evenings outdoors. Three garage bays with 240V outlets add exceptional utility to a home distinctly suited to life in Central Oregon.

62552 McClain Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$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.

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