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$799,000
2 Beds ⋅ 3 Baths ⋅ 220206811 MLS
Highlands Ridge was created for discerning buyers seeking affordable luxury in the heart of Bend's premier resort community, Tetherow. This rare Manzanita model offers 1,652 sq ft over two levels with a wide-open floor plan that lives like a detached home, only attached at the garage. The main level features a spacious great room and chef's kitchen with a large island and 6-burner range. Upstairs, two full suites offer comfort and privacy for owners and guests. The west-facing patio is ideal for relaxing, with hookups for a hot tub or fire pit and space for dining or lounging. Located just steps from the new homeowner pool and all of Tetherow's world-class amenities, including trails, dining, fitness, golf, and more. Enjoy luxury, convenience, and recreation in one of Bend's most sought-after communities.

61309 Howe Way, Bend

Listing courtesy of Cascade Hasson SIR.

$834,900
4 Beds ⋅ 3 Baths ⋅ 220206510 MLS
Easton Phase 3 - homesite #236 - MOVE IN READY!! - This beautiful upgraded Morgan floorplan is complete and the last one in the community! This expansive 2,837 sq. ft. home blends modern comfort with thoughtful design, featuring an open-concept layout, main-level home office, and a spacious upstairs flex room. Interior upgrades include 8' entry doors on the main level, cabinets flanking the fireplace, wood shelving throughout, a silgranit kitchen sink, added laundry cabinetry with a laundry sink, and more. Interior highlights include quartz countertops, wood composition flooring, soft-close cabinetry, air conditioning, a tankless water heater, and bonus garage storage. Enjoy added privacy with included fencing. Located in Bend's sought-after Easton community, offering future amenities including parks, pools, and walkable streets. Photos are of actual model. Please visit the Easton sales center at 60931 SE Ambassador daily from 11-5 for more information.

60858 SE Barstow Place, Bend

Listing courtesy of Pahlisch Real Estate, Inc..

$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.

$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.

$1,189,000
3 Beds ⋅ 3 Baths ⋅ 220205658 MLS
Located in Bend's highly sought-after River West neighborhood, this updated luxury home offers exceptional walkability to downtown, Drake Park, the Deschutes River Trail, First Street Rapids, restaurants, coffee shops, and the Old Mill District. Designed for those who value both elegance and convenience, this home blends timeless craftsmanship with modern comfort. Inside, wide-plank European oak flooring, tongue-and-groove ceilings, custom built-ins, steel accents, and abundant natural light create a warm yet sophisticated atmosphere. The chef's kitchen features Blue Star double ovens, a gas cooktop, Thermador refrigerator/freezer, quartz countertops, and generous storage. The luxurious primary suite provides a private retreat, while the fully heated and air-conditioned studio offers flexibility as an art studio, workshop, fitness space, or home office. Outside, mature landscaping surrounds a gated front courtyard and private back patio, creating multiple outdoor living spaces.

628 NW Portland Avenue, 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.

$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.

$1,829,900
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.

$2,995,000
3 Beds ⋅ 5 Baths ⋅ 220201443 MLS
Beth Dutton would live here! A rare opportunity to secure over 160 acres of private Central Oregon countryside, just beyond Bend's city limits--where space, water, and independence still matter. Surrounded by sweeping mountain views & uninterrupted skies, this estate offers a lvl of privacy + control that is increasingly rare, ideal for those who value long-term security, self-reliance & land ownership with purpose. With 85+ acres of deeded COID water rights, the property is equipped for efficient, modern agricultural use, featuring a state-of-the-art app-controlled pivot system and multiple wheel lines. The custom farmhouse blends refinement and comfort with vaulted ceilings, a chef's kitchen, two primary suites, and a covered deck overlooking the Cascades. A ~10,000 sq. ft. multi-purpose barn w/ bath & huge bar. Four-stall barn, outdoor riding arena, and large concrete event platform provide flexibility for private operations, stewardship, or future vision. Landowner preference tag!

23636 Ten Barr Trail, 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.

$2,299,000
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.

$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.

$1,650,000
3 Beds ⋅ 2 Baths ⋅ 220191801 MLS
This property is a delightful 5± acre equestrian estate near Tumalo and just six miles from Bend. Known for breeding and training top horses in NRCHA, Team Penning, and Sorting competitions, it features a two-story home with three bedrooms and two bathrooms across 2,080± square feet. Highlights include wood-burning stone fireplaces, a wrap-around porch, a 20' x 24' deck, and a permit-ready plan for an expanded primary suite. The property also boasts a 24' x 36' barn, a 10' x 36' equipment shed, and a 12' x 24' run-in shed, all set in a mature landscape with stunning mountain views. Located on a cul-de-sac, Juliet Farm offers a peaceful retreat just 6± minutes from Bend, with easy access to shopping, dining, and skiing at Mount Bachelor. Experience a perfect blend of elegant living and equestrian excellence at this exceptional estate.

65160 Highland Road, Bend

Listing courtesy of Hicks Team - Fay Ranches LLC.

$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.

$16,800,000
220171501 MLS
UA zoned (IG zoned in Comprehensive Plan) 16.8 acres with 12 acres of irrigation, near the forthcoming Costco, west of the Parkway is now available with plenty of room for development within the Urban Growth Boundary. Property has approximately 660' of frontage along OB Riley Rd & is approximately 760' from the intersection of Cooley & OB Riley Rd. The property does have a 3 bed/2 ba, 1516 sqft home. a 1728 sqft shop, & a small 756 sqft workshop being rented month to month for $1250.

63672 O B Riley Road, Bend

Listing courtesy of Knightsbridge International.

$14,600,000
220171502 MLS
Prime opportunity for commercial development in Bend's newest Urban Growth Boundary area. This 14.61 acre, zoned CG in the latest Comprehensive Plan. The parcel is conveniently just off the parkway/OB Riley Road and complete with a 3 bed/2 ba 1561 sqft home, a 1440 sqft 3 bed/1 ba manufactured home, and several other outbuildings. Tenants are month to month and rent is $875 and $950. Come develop the next area located near the forthcoming Costco.

20160 Cooley Road, Bend

Listing courtesy of Knightsbridge International.

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