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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!
…By Cascade Hasson Sotheby's International Realty
Nestled down a private lane between Bend and Sisters, this remarkable property offers expansive territorial views, a rare 9.47-acre setting, and a timeless custom home built in 1990. The main house is distinguished by its soaring cedar tongue and groove ceilings accented with rough-hewn beams, while wood-wrapped windows frame the scenic landscape. Fresh interior paint enhances every room, providing a clean and inviting atmosphere. Designed for those seeking country living without the burden of high-maintenance grounds, the property features established gardens and room for chickens, presenting a blank canvas for your own vision. A prolific well serves as the domestic water source and is also permitted for landscaping use. The primary ensuite bedroom is conveniently located on the main level, while an open staircase leads to two additional bedrooms, a full bath, and a versatile space that can function as a den, office, or gym.
…By Cascade Hasson Sotheby's International Realty
Experience refined mountain living on Awbrey Butte with this to-be-built luxury residencefeaturing panoramic Cascade Mountain views and contemporary design by District DesignBuild. 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 westernsunsets, while two spacious view decks are ideal for entertaining. The gourmet kitchen andgreat 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 bonusroom provide space for guests, recreation, or a home office. A heated driveway, 4-car tandemgarage, and abundant storage support an active Central Oregon lifestyle. Located on one ofAwbrey Butte's most desirable streets with access to parks, trails, tennis courts, andFirewise-certified community planning. Minutes to downtown Bend, Mount Bachelor, andtrailheads.
…By Cascade Hasson Sotheby's International Realty
Thoughtfully designed for effortless living, this Tetherow Cabin offers the luxury and quality the community is known for in a low-maintenance footprint. A main-level primary suite is complemented by an upper-level guest bedroom, loft/flex space and full bath, creating comfortable everyday living with room for visitors. Warm contemporary finishes, quality craftsmanship and an oversized one-car garage provide space for all your Central Oregon gear. Bordering protected Bend Park & Recreation and HOA open space, the setting offers exceptional privacy and direct access to the natural beauty surrounding Tetherow. Relax around the custom firepit after a day on the golf course, mountain biking nearby trails, skiing Mt. Bachelor or exploring Bend's renowned restaurants, rivers and outdoor recreation. Whether as a full-time residence or lock-and-leave retreat, this is the ideal basecamp for the Central Oregon lifestyle.
…By Cascade Hasson Sotheby's International Realty
Set on beautifully landscaped acreage in SE Bend, this exceptional equestrian estate blends refined country living with direct access to Central Oregon's outdoor lifestyle. The thoughtfully remodeled home features vaulted ceilings, abundant natural light, and a functional floor plan with a main-level primary suite, office, and two additional bedrooms, art studio, and flex room upstairs. The gourmet kitchen is appointed with a Viking range, farmhouse sink, breakfast nook, and quality finishes throughout. Enjoy peaceful mornings on the expansive deck overlooking the gardens, horses, and local wildlife. Outside, the property is designed for work and play with a 36' x 36' heated shop, two greenhouses, raised garden beds, and a complete equestrian setup featuring a barn, paddocks, corrals with run-ins, arena, round pen, pasture, and hay shed. Ride, hike, or bike for miles on nearby BLM trails directly from your property.
…By Cascade Hasson Sotheby's International Realty
Beautifully remodeled from top to bottom, this single-level home in Bend's desirable West Hills neighborhood pairs classic character with modern comfort. Highlights include engineered hickory hardwood floors, a chef-inspired kitchen, updated bathrooms, custom built-ins, and quality finishes throughout. Take in sunset views from the wraparound deck or relax on the private deck off the primary suite. The landscaped backyard offers a patio, water feature, garden space, and finished shed ideal for an office, studio, or hobby room. Recent improvements include a new roof, water heater, and appliances. Minutes from downtown Bend, parks, trails, restaurants, and schools, this move-in-ready home offers convenient access to the best of Central Oregon living.
…By Cascade Hasson Sotheby's International Realty
Set along a coveted stretch of riverfront, this modern residence stands among Bend's most compelling offerings--where architecture and setting align with rare clarity. The home opens to a series of outdoor living spaces, fire features, and sweeping water views, creating a seamless connection to the landscape and rhythm shaped by river. Inside, a refined composition clean-lined detailing, and expansive glass draws in natural light while framing the outdoors with intention. The kitchen is designed for both elevated entertaining and daily ease, anchored by a natural stone island and a stainless steel appliance suite. A main-level primary suite offers a private retreat with a steam shower and patio Hot Tub access. Each additional bedroom in main house is en suite, complemented by an office, utility space, and triple-zoned HVAC. An attached apartment with its own garage bay adds flexibility. All of it, just moments from Bend's everyday conveniences--yet a setting that feels a world apart.
…By Cascade Hasson Sotheby's International Realty
Large .76-acre property in Bend's coveted lower West Hills. Surrounded by towering pines, this 1976 home offers exceptional privacy just minutes from downtown, Drake Park, the Deschutes River, Hillside Park, and a neighborhood dog park. The home features 4 upstairs bedrooms, 2 full and 2 half baths, abundant natural light, a welcoming living room with a wood-burning fireplace, and an expansive east-facing deck with views toward Pilot Butte--an ideal place to enjoy Bend's annual Fourth of July fireworks. The property includes 6 tax lots, creating exceptional flexibility. Enjoy the home as it is, create a private Westside estate, or explore future development opportunities. A unique opportunity combining location, privacy, lifestyle, and long-term potential in one of Bend's most desirable neighborhoods.
…By Cascade Hasson Sotheby's International Realty
A Great Room with soaring ceilings sets the tone for this fully-furnished, Pacific Northwest short-term rentable home in River Wild on Bend's Westside, just minutes from the Deschutes River, the Deschutes River Trail, and the Old Mill District. Ideal as a second home or vacation rental, the flexible layout comfortably sleeps eight and supports both personal use and hosting. The primary suite is on the main level and features French doors that open directly to the deck, creating a strong connection to the outdoors and easy main level living. Tall windows bring in abundant natural light and peaceful treed views. Downstairs, a fourth bedroom and rec room provide generous guest space, movie nights, or overflow sleeping. Enjoy nearby trail access and River Wild amenities including a pool, hot tub, clubhouse, and fire pit, with Mt Bachelor just 20 minutes away and downtown Bend close by for dining, shopping, and concerts.
…By Cascade Hasson Sotheby's International Realty
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.
…By Cascade Hasson Sotheby's International Realty
Set above downtown Tumalo on just over 7 acres, this legacy estate in Winston Ranch is the kind of property that rarely comes available. Mornings open to 180-degree Cascade Mountain views, afternoons unfold by the pool, and evenings settle into a private movie theater or the one-of-a-kind office and den wrapped in spectacular woodwork. Freshly updated throughout with new interior and exterior paint, hardwood flooring, new carpet, updated fixtures, and a reworked primary ensuite, the home feels both timeless and ready. The ground-level primary suite frames an incredible mountain view with a large walk-in closet, picture-perfect tub, and dual vanities, while cherry cabinetry and an open-concept kitchen and living space anchor everyday life. A finished shop with bathroom and workspace and a 44' RV bay deliver rare flexibility. HOA-managed underground irrigation, a 1-mile private loop, and an underground dog fence make country living effortless. Call for a private tour.
…By Cascade Hasson Sotheby's International Realty
Move-in ready horse property in the heart of Tumalo with stunning Cascade Mountain views and exceptional equestrian amenities. This beautifully updated 4bed/3ba home offers an open-concept layout filled with natural light, featuring quartz countertops, stainless steel appliances, an induction range, woodstove, and a spacious primary suite with vaulted ceilings and a custom tile shower. A second en suite bedroom with private deck access provides ideal flexibility for guests or multigenerational living. The home includes a newer furnace and heat pump, a newer roof, private well with filtration system, and a 3-car tandem garage with workshop space. Set up perfectly for horse enthusiasts with 4.5 acres of irrigation rights, and fully automated underground sprinklers. The fenced and cross-fenced acreage features a 3-stall barn, tack room, hay barn, loafing shed, and additional outbuilding with fenced dog run. Surrounded by mature landscaping and offering outstanding privacy!
…By Cascade Hasson Sotheby's International Realty
Imagine coming home to something truly unexpected: in NW Bend's Awbrey Glen neighborhood, this Spanish-influenced retreat is beautiful, distinctive, and wonderfully low-maintenance--set on 1.15 private acres of native, Firewise landscaping that asks little in return.Inside, warm hardwood floors, hand-set tile, and soaring ceilings give the home real presence. The main level is thoughtfully designed around dual soundproofed primary suites--the ultimate setup for partners with different sleep schedules, night owls, or those prioritizing uncompromised rest without sacrificing proximity. A main-floor den/office adapts easily as an additional bedroom, while a lower-level guest suite or bonus room offers separate space for visiting family. An oversized three-car garage with workshop adds even more versatility.Just minutes from Northwest Crossing, trails, and downtown Bend, this is character meets effortless living--a true lock-and-leave sanctuary for anyone ready for something different.
…By Cascade Hasson Sotheby's International Realty
Tumalo Farm, immaculately cared for inside and out. Fully fenced and gated 18 acres with water rights. Home features high quality ICF (Insulated Concrete Form) construction, known for superior energy efficiency, sound insulation, and durability. A recent living room addition has stunning ranch & mountain views. The floorplan is both spacious and practical, including a separate guest suite with a private entrance. The property shines with impeccably maintained landscaping, organized outbuildings, and wide-open space for all your needs. It includes a barn for hay storage, a paddock, large shop with an RV bay and hookups, and ample room for storing equipment, trailers, and recreational gear. Property highlights include:Producing grass hay fieldsPaddock with 3 stalls and tack roomFarm deferral and irrigation rightsBarn, shop, and RV bay with full hookupsFully fenced and cross-fenced for animalsClean, functional outbuildings and storageRoom for gardens, livestock, and all your toys
…By Cascade Hasson Sotheby's International Realty
Extensively enhanced inside and out, this Stonehaven home delivers a move-in-ready SE Bend lifestyle with flexible living, thoughtful separation of space, and a floor plan that lives comfortably beyond expectations. Meaningful updates include a new roof, fresh interior and exterior paint, updated landscaping, stainless steel appliances, remodeled bathrooms, refreshed fixtures, and smart features. The main-level primary suite offers everyday ease, while a second upstairs primary suite provides ideal flexibility for guests, multigenerational living, or extended stays. Recently refinished hardwood floors carry through the main living areas, where a gas fireplace with built-ins creates a warm central gathering space. Upstairs, three additional bedrooms and a spacious bonus room offer room to work, relax, host, or play. Enjoy a covered front porch, fenced backyard, and convenient access to schools, shopping, parks, and the parkway in one of SE Bend's established neighborhoods.
…By Cascade Hasson Sotheby's International Realty
Avoid the uncertainty of Bend's changing short-term rental regulations. Trailhead Cottages offer a rare solution with deeded short-term rental rights that transfer with the property. Located directly across from Tetherow's pool, fitness center, golf course and dining, these homes provide immediate access to miles of mountain biking and hiking trails as well as the most direct route to Mt. Bachelor and the Cascade Lakes. This home is designed for efficiency and maximizes every inch, offering two king suites, a comfortably sized kitchen, and plenty of gathering space. The rear deck is equipped with a hot tub and fire pit and has long ranging views to the south. Plus since it is being sold fully furnished with all the necessary housewares, it is ready for immediate use. This is a turnkey opportunity to own a high-performing asset in one of Bend's premier resort destinations. They are move-in ready and built for the Central Oregon lifestyle. (Interior photos are of a similar unit.)
…By Cascade Hasson Sotheby's International Realty
Experience extraordinary Cascade Mountain views from this 21.85-acre Tumalo property, where wide-open space, productive land, and proximity to Bend come together in a rare Central Oregon setting. With irrigation rights supporting 20 acres of pasture and a private pond, the property is equally suited to horses, farming, recreation, or simply enjoying the privacy and beauty of country living. The residence offers generous space for everyday living and entertaining, while sunsets over the Cascades, irrigated pasture, and extensive outbuildings create the kind of property designed to be enjoyed for generations.Notable Features: 21.85 acres 5 BD/4 BA 5,852 SF irrigation rights for 20 acres 7 Cascade peak views incl. Mt. Bachelor, Mt. Jefferson, Mt. Washington, Three Sisters & Broken Top private pond 2,794 SF daylight basement barn shop 2-car garage irrigated pasture horse/farm potential minutes to Bend & Tumalo
…By Cascade Hasson Sotheby's International Realty
Discover a one-of-a-kind updated, designer-furnished, single-level Mirada retreat blending modern comfort and turn-key cash flow. Perfectly set on one of the community's largest cul-de-sac lots, the backyard is a private sanctuary with expansive paver patios, a stone fireplace, and a covered porch ideal for gatherings in every season. Inside, soaring ceilings, fresh paint, and walls of windows capture coveted southern exposure, filling the home with light. The great room opens to a chef's kitchen with granite counters, stainless appliances, and generous dining space, creating the ultimate setting for entertaining. The vaulted primary suite offers patio access, dual closets, and a spa-like bath with soaking tub and tiled shower. An oversized garage and high-end whole-home security system add peace of mind. With community pool, playground, parks, and trails, and just minutes from Pine Nursery Park, schools, shopping, dining, and Mt. Bachelor, discover a true Bend gem.
…By Cascade Hasson Sotheby's International Realty
Nestled between Seventh Mountain Resort and Widgi Creek Golf Course, Milepost 1 is a neighborhood of luxury townhomes with an HOA that manages exterior building and landscape maintenance for an easy lock and go lifestyle. Featuring 2,955 sf of living space with 3 en-suite bedrooms including one on the main level, office and 2 car garage with finishes that include solid alder doors, beams and cabinetry, vaulted ceilings with floor to ceiling gas fireplace, solid surface counters, Jenn Air appliances, full tile showers, and A/C. Situated just outside of the Bend City limits, these homes have no restriction on vacation rentals making this a great investment, 2nd home with the opportunity to produce income, or a great primary retreat for the outdoor enthusiast with the closest access to Mt. Bachelor, biking trails and all of the recreation that lies on Bend's west side.
…By Cascade Hasson Sotheby's International Realty
This beautifully finished 1,946 sq. ft. townhome blends comfort, style, and convenience in one of Bend's most desirable neighborhoods. Just blocks from downtown, you'll enjoy easy access to restaurants, boutiques, the Deschutes River, and nearby trail systems. The home offers views of Pilot Butte and features wood-wrapped windows and solid-core doors throughout. A spacious tandem two-car garage provides generous storage for all your outdoor gear, and a cozy loft with a Juliet balcony adds inviting bonus space for work, reading, or relaxation. Move-in ready and free of HOA fees, this townhome offers low-maintenance living moments from Bend's vibrant downtown, paired with a peaceful retreat and stunning views.
…By Cascade Hasson Sotheby's International Realty
Finished to an uncompromising standard, this thoughtfully designed PWN Mid-Century Modern home in Bend's Discovery West offers exceptional craftsmanship & intentional living in one of the most desirable locations. In pristine condition, it features floor-to-ceiling windows, vaulted ceilings & abundant natural light. Open-concept layout centers around a private west-facing courtyard, creating seamless indoor-outdoor living. Hardwood floors throughout, floating staircase & unique design that wraps around the courtyard. Main-level primary suite w/ spa-like bath & closet offers privacy & ease. Chef's kitchen, mini-splits in each room, humidifier & more. Upstairs includes 2 spacious BRs, full BA & versatile loft (office/media). 2-car garage + separate 3rd bay w/ADU potential (plans incl). Simple, elegant & low-maintenance. Near Phil's Trail, on the way to Mt. Bachelor & The Skyler Club--ideal for those seeking luxury homes in Bend, close to outdoor recreation & vibrant Westside amenities
…By Cascade Hasson Sotheby's International Realty
Set in prestigious Caldera Springs near Sunriver, this luxurious retreat is designed for year-round entertaining and relaxation. Its corner-lot orientation provides a more open setting, with common area nearby and no home directly behind or across from the front of the property. Vaulted ceilings, warm wood beams, and expansive windows blend rustic charm with modern sophistication. The five-bedroom, 6.5-bath layout showcases a chef's kitchen with granite counters, dual dishwashers, and a large island. Multiple king suites, a spacious bonus/game room, and an upstairs loft/bunk room with six built-in bunks create inviting spaces for guests and gatherings. Outside, a covered patio with hot tub, fire pit, and built-in BBQ offers forested serenity. An oversized/deep 3-car garage provides room for larger vehicles and gear. Enjoy Caldera Springs trails, pool, sport courts, fitness center, and Caldera Links Golf Park.
…By Cascade Hasson Sotheby's International Realty
Situated on a peaceful street in an established part of the resort, Cottage 28 is a turnkey home just steps from the Tetherow event pavilion, playground, pool, fitness center, dining, and golf. The property includes deeded short-term rental rights, offering certainty in a market where Bend's rental regulations continue to change. This 2-bedroom home is set within mature landscaping that provides a sense of privacy and permanence. The fully fenced back patio includes a pergola, hot tub, bbq, and fire pit, creating a comfortable outdoor space to unwind after a day on the trails or course. Inside, all furnishings and housewares are included, allowing for immediate personal use or rental occupancy. An oversized one-car garage with an electric vehicle charger provides additional space for gear storage and everyday convenience. Established, low-maintenance, and ready to enjoy from day one.
…By Cascade Hasson Sotheby's International Realty
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.
…By Cascade Hasson Sotheby's International Realty
Single-level custom home on 5.04 acres, completed in 2010 on the original 1973 foundation, with 4 bedrooms, 2.5 baths, and 2,380 sq. ft. per DIAL. Designed for comfort, efficiency, and rural functionality, the home features geothermal heating and cooling, triple-glazed windows, foam plus blown-in insulation, and three solar roof fans. The private primary suite is separated from the main living areas and includes insulated interior walls for sound separation. Two living areas and a utility room support comfortable day-to-day living, with one living space flowing naturally to the back patio. Outside, the fully electrified RV barn includes built-in lighting and two heated rooms, one with water and sink, offering excellent space for hobbies, storage, equipment, or workshop use. Native-style, low-maintenance landscaping and above-ground irrigation allow for easier upkeep while preserving the property's natural rural setting.
…By Cascade Hasson Sotheby's International Realty
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