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$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.

$1,395,000
3 Beds ⋅ 3 Baths ⋅ 220205321 MLS
Move-in ready, home site 11 is perfectly positioned among a stunning grove of Ponderosa Pines in Collier, the newest Signature community by Pahlisch Homes in northwest Bend. With nearly every homesite backing to serene green space, the atmosphere here is peaceful and private. Just under a mile from the shops, restaurants, parks, and schools of Northwest Crossing, you'll enjoy easy access to everything this vibrant neighborhood has to offer. The Carrington floor plan is a favorite for its layout--offering a bright, open-concept design with abundant natural light streaming through large windows. With two guest bedrooms and a spacious primary suite, it's a perfect fit for those looking to downsize without compromising comfort or style. Luxury finishes like JennAir appliances, a tile walk-in shower, and hardwood floors bring an elevated touch to this this beautiful hom

1361 NW Ochoa Drive, Bend

Listing courtesy of Pahlisch Real Estate, Inc..

$2,989,000
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.

$3,800,000
4 Beds ⋅ 5 Baths ⋅ 220204557 MLS
Experience elevated living on Awbrey Butte w/ this sleek & modern masterpiece. Designed w/ elegance in mind, this stunning home showcases imported Italian marble flooring & custom RGB LED ceiling lights throughout. The great room features soaring ceilings, fireplace, & floor-to-ceiling windows that frame the easterly views. The gourmet kitchen is a showstopper—featuring a large island w/ breakfast bar, granite countertops, double oven, walk-in pantry, & high-end Café commercial appliances. The main level offers a luxurious primary suite w/heated bathroom floors, dual vanities, soaking tub, tile shower, & walk-in closet. Also on the main level: a private office & cozy den! Upstairs, enjoy a game room & dedicated home theater, 2 junior suites each w/ large walk-in closets & private balconies, plus an additional bed & bath. Enjoy 4th of July fireworks from the expansive front deck or entertain year-round on the covered back patio. Minutes to trails, parks, shops, and downtown Bend!

664 NW Powell Butte Loop, Bend

Listing courtesy of Cascade Hasson SIR.

$7,900,000
7 Beds ⋅ 9 Baths ⋅ 220204494 MLS
An architectural masterpiece in Bend's coveted Golden Triangle. Set on 9.77 private acres behind custom gates, this Northwest style estate by Norman Building & Design offers sweeping Cascade Mountain views. Walls of glass frame the high desert, anchored by a grand stone fireplace & massive beams. Chef's kitchen w/ slab granite & sculptural hood opens to dining & copper-topped wine bar. Steps lead down to a wine cellar & tasting room. Main-level primary suite w/new gas fireplace, spa bath & panoramic mountain views. Dramatic breezeway connects to a 2,095 SF guest house. Enclosed parking between both garages for 11 cars or 9+2 RVs. Expansive patios, fire pit, water feature & salt water hot tub under the stars. Well appointed main-level office with Mtn. views, exquisite wood finishes & timeless craftsmanship define this legacy estate--secluded yet minutes to downtown Bend. Only 25 min. Redmond Airport, Near golf, Mt Bachelor, equestrian estates & world class recreation.

65930 Mariposa Lane, Bend

Listing courtesy of Camerelle Real Estate LLC.

$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.

$1,759,900
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.

$1,999,000
4 Beds ⋅ 5 Baths ⋅ 220199311 MLS
This exceptional estate in the prestigious Juniper Preserve Resort is nestled within the exclusive Pronghorn Community. Spanning 0.48 acres, it blends luxury, comfort, and elegance for a one-of-a-kind living experience. The 5,118 sq ft home includes a 615 sq ft casita, perfect for guests or a private retreat. The main-level primary suite opens directly to an outdoor spa, while two upper suites access patios with stunning views. There are four opulent bedroom suites in total. The chef's kitchen features a prep pantry and wine cellar. Natural stone and wood accents lend timeless character throughout. A south-facing covered patio with a wood-burning fireplace offers year-round enjoyment. Car enthusiasts will appreciate the 1,328 sq ft garage with room for three cars and a golf cart. Enjoy all the gated community offers, including two championship golf courses at Pronghorn--where luxury meets lifestyle.

23021 Brushline Court, Bend

Listing courtesy of Coldwell Banker Bain.

$1,099,000
3 Beds ⋅ 3 Baths ⋅ 220200217 MLS
Perfect Westside home close to downtown with a highly coveted short term rental permit! Main level features a spacious primary suite with laundry and a guest bedroom with full bath. Well equipped, spacious kitchen, and living room with a cozy gas fireplace. Downstairs features a large second primary suite, living area, kitchenette and laundry, private entrance and patio . Other features include ultra energy efficient ICF construction, newer floors and paint, great natural light. Fully furnished and turn key. Private alley access to parking and single car garage. Live comfortably in this home full-time, or rent nightly for additional income. All this in an ideal location with close proximity to downtown, schools, coffee shops, Drake Park, Newport Market, restaurants, the Deschutes river and more! Call your favorite buyers agent for a tour today. One owner is a realtor licensed in the state of Oregon.

1650 NW 5th Street, Bend

Listing courtesy of Engel & Voelkers Bend.

$1,199,900
5 Beds ⋅ 4 Baths ⋅ 220198607 MLS
Escape to this stunning riverfront retreat in the sought-after River Meadows Estates, just south of Sunriver! Nestled along the banks of the Deschutes River, this spacious 5-bedroom, 3.5-bathroom home is the perfect getaway. With a huge bunk room, there's plenty of space for family and friends. Enjoy the private hot tub, expansive outdoor living areas, and breathtaking river views. As part of the River Meadows Estates community, you'll have access to top-notch amenities, including a swimming pool, tennis courts, kids' play area, and a scenic asphalt bike path. Currently operating as a successful Short-Term Rental (STR), this property is a prime investment or personal retreat. With easy access to Mt. Bachelor and all that Central Oregon has to offer, your next adventure is always within reach. A true four-season paradise—don't miss out on this incredible opportunity!

16775 Pony Express Way, 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.

$759,000
2 Beds ⋅ 2 Baths ⋅ 220175875 MLS
This is the final cottage available in Highlands Ridge, an exclusive collection of 37 homes and townhomes conveniently located near the Tetherow homeowner pool and steps from the award-winning golf, dining, and resort amenities. This residence offers low maintenance, easy resort-style living. This popular single-level end cottage lives larger than its 1,047 square feet, featuring abundant natural light from south-facing windows and an open-concept design ideal for both everyday comfort and entertaining. The well-appointed kitchen showcases a spacious island with bar seating overlooking the living and dining areas. Two private king suites are positioned at the rear of the home, each offering patio access where you will relax after a day exploring Bend's outdoor lifestyle. Located just minutes from downtown Bend, Mt. Bachelor skiing, and the Cascade Lakes, this home provides exceptional access to Central Oregon's premier recreation and dining.

61280 McRoberts Lane 28 Unit 28, Bend

Listing courtesy of Cascade Hasson SIR.

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