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$874,900
5 Beds 3 Baths 220206286 MLS
Tucked at the end of a quiet cul-de-sac, this nearly 1-acre retreat backs directly open to National Forest—an endless playground for your hiking boots, bikes, or ATVs. A thoughtful blend of modern upgrades and natural warmth awaits inside, featuring a detached garage with a studio apartment for guests or creative pursuits. Elegant oak floors, new Dekton counters, and a custom chef's kitchen set the stage for both comfort and function. The full wraparound porch invites slow mornings and lively gatherings, while the hot tub offers a front-row seat to starlit skies or snowy serenity. Just 25 minutes from Bend, 15 minutes to the Cascade Lakes, and a quarter mile from the fish hatchery, with Fall River only a short walk away, this is Central Oregon living at its best.

54811 Lonesome Pine Road, Bend

Listing courtesy of Real Broker.

$640,000
220206002 MLS
Elevated mountain view living with glorious sunrises and sunsets! Bring your vision, this 17.08-acre parcel is loaded with possibilities. Build-ready and offering an exceptional opportunity to create your ideal estate amid captivating mountain views. The required Conditional Use Permit for a single-family residence has been completed and approved, this valuable entitlement opens the door to a range of opportunities. A fully finished and insulated 1800sf shop is already in place—complete with a full bathroom, mini split heating & cooling system, & a permitted septic. Enjoy immediate access to ample acres of National Forest for endless recreation, all while being just minutes from the amenities of Bend. The property is connected to Avion Water, recognized nationally for providing the best-tasting water in Oregon.

60148 Stirling Drive, Bend

Listing courtesy of RE/MAX Key Properties.

$5,995,000
5 Beds 6 Baths 220205781 MLS
Discover luxury and tranquility on 10 acres in the gated Highlands community on Bend's Westside. This 5BD, 5.5BA custom estate spans 6,772 sq ft, and has been reimagined to blend mountain elegance with modern style. Vaulted ceilings, Montana mossy rock fireplace, and beam work add warmth and character. The chef's kitchen opens to light-filled living spaces with accordion doors for seamless indoor-outdoor flow. The main-level primary suite is an oasis, and upstairs offers guest suites, a media room, and bunk room. Enviable outdoor living features a pavilion with full kitchen, grills, pizza oven, MAK smoker, wet bar, firepit, and all-weather sound system. Enjoy year-round fun in the high-efficiency Modpool with a window to the Deschutes National Forest. A true all-ages playground with pickleball court, fenced play area, and access to Phil's Trail. Smart features include Control4, solar, EV charger, battery backup, and SPAN panel. A rare chance to own the pinnacle of High Desert living!

18780 Macalpine Loop, Bend

Listing courtesy of Cascade Hasson SIR.

$249,000
220205612 MLS
Tucked away in the peaceful Fall River neighborhood, this 0.88-acre lot offers the ideal blend of seclusion and access. With public land bordering the back, you'll enjoy uninterrupted views, added privacy, and regular wildlife sightings. The setting feels remote, yet you're just minutes from the Cascade Lakes and endless trails—perfect for fishing, paddling, hiking, or simply unwinding. A septic evaluation has already been completed, giving you a head start on building. The neighborhood supports a variety of home styles, making it easy to bring your vision to life. Whether you're planning a full-time residence or a seasonal retreat, this property sets the stage for a life connected to nature and adventure. Come explore the possibilities and imagine your future here—quiet, wild, and completely your own.

54809 Mountain View Court, Bend

Listing courtesy of Cascade Hasson SIR.

$2,949,000
2 Beds 3 Baths 220204831 MLS
Minutes from town and miles from ordinary, Horse Butte Farms is a Legacy opportunity in the heart of Bend. Currently operating as a full-service boarding & training facility. 62-acres on (4) tax parcels, includes approved CUP for 2nd home-building site. 108x210 jumping arena, 60x168 arena, 100x200 outdoor sand arena, a remodeled 1940's farmhouse, guest yurt, 6-pad 50-amp powered trailer sites and more. $550k+ annual revenue through a variety of established income streams. Fit for an owner-operator, high-end training operation and other dream visions. Soak-in the panoramic views from Pine Mountain sunrises to Cascade Range sunsets. Impeccably maintained and improved for ease of equine operations. (36) stalls, nine with runs, 22k feet of fencing; crossed-fenced pastures & paddocks w/ run-in shelters, automated horse waterers (inside and out) & composting operation. 33-acres irrigation rights uses the easy K-line system. Trail-ride directly to BLM. Serenity and star-filled skies awaits!

60360 Horse Butte Road, Bend

Listing courtesy of Keller Williams Realty Central Oregon.

$2,150,000
4 Beds 5 Baths 220203961 MLS
Owner will consider a lease option to purchase... Exceptional Home on the 5th Green of the Fazio Course at Juniper Preserve. Located in one of Central Oregon's premier golf communities, this impeccably maintained home offers a rare blend of elegance, comfort, and privacy. Light-filled and thoughtfully designed the main level features a spacious great room with a wet bar, a gourmet kitchen perfect for entertaining, a cozy library, and a versatile bonus space ideal for an art studio or fitness space. The main-level primary suite is privately located in its own wing, offering a peaceful retreat. Upstairs, two junior suites provide excellent separation for guests and family. Across a charming covered patio, a detached casita provides private guest accommodations. A 3-car garage, covered outdoor spaces, and stunning golf course views complete this one of kind offering. $115,000 Pronghorn Premier Membership is included.

22884 Moss Rock Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$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.

$2,950,000
5 Beds 6 Baths 220201481 MLS
Luxury has gotten a little... predictable. You've seen the formula: White oak. Black windows. ''Chef's kitchen.'' ''Resort-style living.'' Repeat. Then there's this. Internationally recognized for its design, this isn't simply a luxury home; it is one of Central Oregon's most distinctive pieces of residential architecture. Matte aluminum, natural wood, soaring walls of glass, five private ensuite bedrooms, two secluded courtyards, and a rooftop terrace overlooking Mt. Bachelor come together in a home that feels as remarkable to live in as it is to look at. Some homes were designed to impress. This one was designed to endure. The architecture hasn't changed. Only the opportunity has.

61913 Hosmer Lake Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$1,829,900
5 Beds 4 Baths 220203124 MLS
Recognized as the 2026 COBA Tour of Homes Best of Show winner, this exceptional masterpiece represents the pinnacle of craftsmanship, design, and luxury living in Discovery West. Built by Luxe Homes, a multiple award-winning builder renowned for its uncompromising quality and innovative design, this residence also earned honors for Best Kitchen and Best Interior Finish. Spanning 2,896 sq ft, this thoughtfully designed residence offers 4 bedrooms, 4 baths, and refined living across two levels. The main level features an open-concept great room, designer kitchen, dining area, and a private suite, plus a versatile office/bedroom. Upstairs, enjoy a spacious bonus/media room, loft, and two en-suite bedrooms. Seamless indoor-outdoor living is highlighted by a covered rear deck. Additional features include a 3-car garage with dedicated RV/rec bay, generous storage, and a well-appointed mudroom/laundry. A rare blend of modern design, function, and luxury in one of Bend's premier neighborhoods.

371 NW Crosby Drive Lot 233 Unit Lot 233, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

$5,890,000
6 Beds 9 Baths 220202448 MLS
One of the most private & unique offerings in Highlands at Broken Top, this exceptional 10+ acre gated estate combines luxury living with the serenity of a park-like setting just minutes from Bend. Custom built by Norman Building & Design, the 9,197-sq. ft. residence showcases timeless craftsmanship, soaring ceilings, extensive stonework, custom cherry cabinetry, & walls of windows that capture the beauty of the surrounding landscape. Designed for both grand-scale entertaining & comfortable everyday living, the home offers multiple gathering spaces, a main-level primary suite, guest accommodations, & seamless indoor-outdoor living. Resort-style amenities include a pool, detached guest quarters, workshop & extensive garage space, EV charging, & room for collectors, hobbies, and recreation. Surrounded by natural beauty & adjacent to miles of recreation opportunities, this extraordinary estate offers a level of privacy, space, & flexibility rarely found in Bend.Seller financing available.

18883 Sutherland Court, Bend

Listing courtesy of John L Scott Bend.

$1,495,000
3 Beds 3 Baths 220201956 MLS
Exceptional acreage property featuring a massive heated shop—the ultimate space for hobbies, equipment, vehicles, storage, or a home-based business. Situated on 4.79 private acres in Conestoga Hills, this property offers the perfect blend of functionality and peaceful country living. The home features an updated kitchen with quartz countertops, stainless steel appliances, abundant storage, and comfortable gathering spaces. The main-level primary suite includes a soaking tub, dual sinks, and a walk-in closet. Outdoors, you'll find versatile outbuildings, a custom greenhouse, tool shed, covered RV/boat parking, and a three-car garage with additional storage. Thoughtfully designed landscape lighting accents the paver driveway and welcoming outdoor spaces. Enjoy evenings around the firepit, entertain under the gazebo-covered BBQ area, and take advantage of nearby parks and trails while enjoying the privacy and freedom of acreage living.

23308 Chisholm Trail, Bend

Listing courtesy of Bend Premier Real Estate LLC.

$1,999,000
5 Beds 4 Baths 220201667 MLS
Welcome to a stunning 34-acre estate where luxury living meets premier equestrian amenities & breathtaking Cascade Mountain views. The impeccably crafted 4,357 sq ft home has elegant finishes & thoughtful design throughout. It offers 5 bdrms, 4 baths, including two spacious primary suites. Enjoy the gourmet kitchen, open floor plan, vaulted ceilings, mudroom, pantry, & more. The main-level primary features a luxurious bath with soaking tub. Perfect for horse enthusiasts, there are 22 irrigated acres, with sought after COID water rights, two ponds, a 7-stall barn with tack room & wash rack, two outdoor arenas, a 60' round pen, 10 paddocks, hay shed, & welded pipe fencing. Ride directly onto miles of BLM land and endless trails. Power & water extends to dry lots and pastures. There is also potential for multigenerational living. This is Central Oregon equestrian living at its best.

24166 Dodds Road, Bend

Listing courtesy of LivOregon Real Estate LLC.

$575,000
220201506 MLS
Exceptional Opportunity on Bend's Coveted Eastside - Nearly 19 Irrigated Acres of Prime Farmland.Private Avion water & a power already onsite! A rare gem on one of Bend's most scenic streets, this nearly 19-acre fully irrigated parcel is surrounded by historic farmhouses and sweeping pastoral views. Whether you envision a private estate, equestrian retreat, or sustainable farm, this property offers endless potential. Enjoy the peace of country living just minutes from downtown Bend, 40 minutes to Mt. Bachelor, and within walking distance to Bend City Airport. Currently set up for horses, the land is fully fenced with well-maintained loafing sheds and 18 acres of low-maintenance flood irrigation is perfect for grazing or farming. Experience tranquility, space, and a unique investment opportunity on EFU-zoned land. Buyer to perform due diligence regarding building potential. An adjacent 16.77-acre equestrian center is also available to combine for 35.77 acres. MLS#220194374

22350 Erickson Road, Bend

Listing courtesy of Cascade Hasson SIR.

$695,000
2 Beds 3 Baths 220200652 MLS
Great shop + modern ski chalet! Welcome to your ultimate private escape, featuring a massive, fully-equipped shop—perfect for all your toys, tools, and big projects which includes a bathroom and potential living space! Then step inside the brand-new custom-built home, designed with both comfort and efficiency in mind. Enjoy the luxury of radiant floor heating throughout, keeping every room warm and inviting during all seasons. Clean, modern finishes blend seamlessly with natural surroundings, creating a perfect harmony of comfort and rustic charm. The soaring tongue and groove ceilings round out the ski chalet vibe! Whether you're a builder, artist, outdoors enthusiast, or someone who just wants space to live and dream big—this property offers it all! Set on a wooded lot with neighborhood river access for kayaking, fishing, or simply soaking in nature's tranquility, come see why this is more than a home — it's a lifestyle! Seller terms available.

16932 Upland Road, Bend

Listing courtesy of Cascade Hasson SIR.

$1,240,000
4 Beds 3 Baths 220200307 MLS
Live the good life at Freshfields Farm, located in the Golden Triangle, minutes from Bend and Sisters. This beautifully remodeled, single-level 4 bedroom, 3 bathroom home offers 2,875 sq. ft. feet of living space on a stunning 7.94-acre lot. The property includes a lock-off suite, with full bath, living room, and separate access--ideal for guests. The heart of the home is the commercial grade chef's kitchen with high end appliances, spacious island, abundant counters, and lots of storage. Outside, discover multiple patios perfect for enjoying the views, magical reading nooks, gardens, and sunsets over the pond, all framed by the breathtaking Cascade Mountains. After a day of adventure, unwind in the sauna or hot tub. Additional features include a barn, chicken coop, greenhouse, shed, shop with an office and hobby room, and RV parking. With 7.5 acres of TID irrigation, the possibilities are limitless. Seize the opportunity to own a slice of paradise in the heart of Central Oregon!

19189 Dayton Road, Bend

Listing courtesy of Cascade Hasson SIR.

$999,000
220198892 MLS
Nestled on the west side, just minutes from the vibrant heart of Bend, this 14.61-acre outdoor paradise is a rare and exciting opportunity. Surrounded by majestic Ponderosa Pines, lush meadows, and offering stunning, panoramic views, this property is a dream setting for your Central Oregon retreat. With paved road access, it's the perfect location for those seeking seclusion and convenience. Wake up to breathtaking natural beauty, enjoy abundant wildlife, and dive into the best outdoor recreation the area has to offer. Whether it's fishing in the nearby Deschutes River, skiing the fresh powder at Mt. Bachelor, or exploring Bend's renowned microbreweries and restaurants, you'll always find something exciting to do. The potential of this property is limitless.

3955 NW Rocher Way, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

$699,000
220198887 MLS
This is a rare and exciting opportunity to own an outdoor paradise just minutes from the vibrant heart of NW Bend. This nearly 5-acre property boasts stunning Ponderosa Pines, lush meadows, and an awe-inspiring natural setting. With paved road access, it's the perfect location for your Central Oregon retreat. Imagine waking up to sweeping panoramic views, surrounded by abundant wildlife, and ready to enjoy some of the best outdoor recreation in the area. Whether it's fishing in the nearby Deschutes River, skiing in the slopes of Mt Bachelor, or sampling the renowned microbreweries and restaurants in Bend, there's never a shortage of things to do. The possibilities for this property are endless.

3965 NW Rocher Way, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

$3,465,000
3 Beds 4 Baths 220197558 MLS
Discover the natural beauty of Deschutes River Ranch in this remarkable retreat located in Tumalo, Oregon. Spanning an impressive 3,967 square feet, this striking residence features 3 spacious bedrooms, each with a private en-suite bathroom, and an open-concept floor plan bathed in natural light. The chef's kitchen is a culinary delight, equipped with top-of-the-line Thermador appliances, beautiful quartzite and granite countertops, and a hidden butler's pantry, perfect for entertaining. The main level also offers a dedicated home office, and a large family/media room. Enjoy the unique daylight basement, which includes an exceptional nine-car garage (see sample floor plans for other options for this amazing space) accommodating RVs and boats, along with a sound-isolated movie theater. Nestled in a charming community surrounded by the stunning Cascade Mountains and the Deschutes River with scenic walking trails, community parks, and a nearby swimming hole with a covered picnic area.

20334 Arrowhead Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$299,000
220196754 MLS
Discover a rare opportunity to own a large shop on a spacious 2.54-acre lot. This brand-new 2,000 sq ft pole barn (48x40), along with a 15x40 lean-to, offers exceptional space and flexibility. Ideally located at Lazy River and S. Century Roads, it provides quick access to all that Central Oregon has to offer, from outdoor recreation to convenient amenities. The entire property is fully enclosed with post-and-rail fencing and wire mesh, plus a gated entry for privacy and security. The shop features two oversized insulated electric doors, a full 200-amp power service, a 30-amp RV hookup, and full interior lighting. A gravel driveway with a concrete apron enhances accessibility, making this property truly turnkey. Whether you need space for RVs, boats, ATVs, snowmobiles, tools, or equipment, this shop delivers. More than just storage, it's the perfect Central Oregon basecamp for work, hobbies, and adventure. Don't miss this opportunity--see it today.

17410 Cedar Court, Bend

Listing courtesy of Berkshire Hathaway SR.

$95,000
2 Beds 2 Baths 220196151 MLS
Whether you're seeking a family getaway, 1031 exchange, or a short-term rental, River Ridge at Mt Bachelor Village offers it all. This stunning 2-bdrm, 2-bath condo, perched high above the Deschutes River, is turn-key. 10 weeks annually, Fri-Fri calendar. The condo offers the flexibility to create 2 separate rentals by locking off the 2nd bedroom, an ideal income-generating option. After a day of adventure, unwind in your private hot tub nestled in a peaceful forest setting, listening the river. Amenities include heated pool, hot tubs, Fireside room, & access to the River Trail. Ability to exchange your weeks through RCI for even more travel opportunities. Located near historic downtown Bend & the Old Mill District. Short drive to Mt. Bachelor Ski Resort. Experience the best that Bend has to offer!

19717 Mt Bachelor Dr. 330E Unit 330E, Bend

Listing courtesy of RE/MAX Key Properties.

$1,550,000
3 Beds 3 Baths 220194374 MLS
This exceptional equestrian estate near downtown Bend offers 2 tax lots,world-class facilities and Cascade Mountain views.The 80'x186' indoor arena features new silica sand and Pro-Tex footing and is complemented by the 175'x250' outdoor arena with a sand-fiber mix.Recently a hunter-jumper facility, it includes a Grand Prix field with a pond and jump/slide bank. Renovated barns offer bright stalls with skylights, groom stalls, and tack rooms.The 3-bedroom,2.5-bath house is ideal for a manager or owner.All of this 40 minutes to the lifts at Bachelor and located near Bend Airport.New office quarter in historic barn with 3 offices, staff lounge, staff breakroom and a full bathroom.This equestrian estate has unmatched access for equestrian enthusiasts while combining luxury,lifestyle,and all the outdoor recreation that Bend has to offer!

22333 Nelson Road, Bend

Listing courtesy of Cascade Hasson SIR.

$1,149,000
4 Beds 4 Baths 220185126 MLS
This custom mountain home is an outdoor paradise. The original structure features beautifully hand-scribed, notched, and hand-hewn logs. Room for 5 cars, RV parking and toys. Trex decking, a water feature, horse corral, and barn. The attached addition includes another great room, space for pool table, 2 bds, office, full bath, private entrance w/ outdoor stairwell, and locked access to the main home, ideal for inlaws or as a rental. A large deck offers backyard views. The main home boasts an open floor plan and vaulted ceilings. The main-level master suite offers a soaking tub, heated floors, dual sinks, tiled shower, and walk-in closet. Upstairs is a bonus loft and a private guest bed/bath. The kitchen has a large island and opens to the great room. The laundry room has an indoor animal wash station. Deschutes NF is out front; back road to Mt. Bachelor makes it 20 min away, with golf, fly fishing, mtn biking, Sunriver dining nearby. Adjacent parcel also for sale.

16864 Covina Road, Bend

Listing courtesy of Cascade Hasson SIR.

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