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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!
…By Cascade Hasson Sotheby's International Realty
Welcome to your Central Oregon retreat - 9.89 acres of usable land with 8.9 acres of COID water rights, ideal for livestock, hobbies, or creating a dream rural lifestyle. The inviting 2,062 sq ft ranch home includes 4 bedrooms, 3.5 baths, and comfortable living spaces including a living room, dining room, kitchen, and family room. An attached 2 car garage adds everyday convenience. Horse and livestock owners will appreciate the barn with runs, thoughtfully designed paddocks with automatic waterers, and strong no-climb fencing with top rail. A versatile shop/equipment storage building with dog kennel and yard completes the setup.Just minutes from the Deschutes River, public land access, and close to Redmond, this clean and move-in-ready property delivers both tranquility and accessibility.
…By Cascade Hasson Sotheby's International Realty
Experience single-level living on one of Midtown Bend's most special .41-acre corner lots, next to historic Hollinshead Park, its community gardens, trails, and beloved off-leash dog area. Located in one of Midtown's most desirable pockets, this home offers privacy, walkability, and immediate access to the best of Bend's parks and trail systems.A truly flexible, private, and inviting homeready for your next chapter in the heart of Bend.This beautifully maintained home offers an open, airy floor plan with a generous kitchen and island seating, a large dining area, and French doors leading to a brand-new deck and private backyardperfect for indoor-outdoor living.A spacious bonus room with its own entrance, Murphy bed, and half bath creates endless flexibility for guests, a home office, gym, or multi-generational living. City has approved ADU. Add'l features include new roof (2025), hardwood floors, fireplace insert, ENERGY STAR windows, private cul-de-sac living.
…By Cascade Hasson Sotheby's International Realty
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!
…By Cascade Hasson Sotheby's International Realty
Nestled directly on the iconic Deschutes River Trail, this charming Deschutes Landing Townhome, is a one-of-a-kind offering! Overlooking the Deschutes River & Cascade Mountains in the distance the home is a rare blend of tranquility, modern elegance & unbeatable location. With direct access to all the best attractions in Bend's vibrant Old Mill District, this home is Being Sold Furnished, and invites you into a lifestyle of comfort, convenience, and natural beauty. From the moment you step inside, you'll be struck by the home's striking design, an artful blend of contemporary luxury and timeless charm. Thoughtful architectural details like exposed brick accents, movie theater, crestron system, sophisticated lighting, & 2 elegant fireplaces in both of the living spaces creates a warm and inviting atmosphere. Rich textures, quality finishes, and upscale furnishings throughout give the home a curated, high-end and move-in ready & turnkey home where the location means everything!
…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
Positioned on a private, cross-fenced lot just shy of an acre near La Pine State Park and Central Oregon recreation, this single-level cottage-style property offers flexibility, income potential, and room to spread out. The main home features two bedrooms, comfortable single-level living, and space to work, play, garden, and gather. A mature, fruit-producing apple tree, greenhouse, and usable outdoor areas enhance the setting. A remodeled detached studio guest house is currently rented for $1,100 per month, creating valuable cash flow or flexibility for guests, extended stays, or a separate workspace. The detached three-car garage/shop provides excellent parking, storage, and workshop space, while two RV hookups add versatility. Recent improvements include a new well, well pump, and well motor, adding peace of mind for the next owner. A unique opportunity offering privacy, function, and access to nearby trails, rivers, parks, and year-round outdoor adventure.
…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 an extraordinary 40 acre riverfront retreat with Crooked River frontage and river access, offering the perfect blend of luxury, privacy and outdoor adventure. Expansive windows showcase panoramic views of snow-capped mountains, rugged canyon landscapes and dramatic rock formations. Thoughtfully crafted, custom home features: 3562 sq ft, open floor plan, Acacia hardwood floors, knotty alder doors/trim, natural wood accents and a stunning stone fireplace. The chef's kitchen is equipped with granite countertops, breakfast bar, quality appliances, pantry. The spacious primary suite serves as a private retreat with a soaking tub and tiled walk in shower. Additional amenities include an office, bonus room/loft, utility room and attached two car garage with workbench. The shop is 40'x60' with bathroom exceptional space for equipment, hobbies and storage. Enjoy the privacy, wildlife and access to BLM lands and thousands of acres of National Grasslands.
…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
Experience the best of Sunriver living in this exceptional riverfront-adjacent retreat, ideally positioned near the Deschutes River. Blending mountain-inspired architecture w/ modern amenities, this beautifully appointed home is designed for both relaxation & entertaining. Soaring vaulted wood ceilings & expansive windows fill the interior w/ natural light, while the thoughtfully designed floor plan offers 2 distinct living spaces. The great room features a cozy fireplace & opens to the heart of the home, while the versatile bonus room includes a kitchenette--perfect for guests, game nights, or extended stays. Two spacious suites offer exceptional privacy & comfort, with one featuring its own private fireplace & both offering en-suite bathrooms. Adventure is just outside your door w/ a dedicated gear garage at the rear of the home, providing storage & quick access for river toys, an oversized heated 2-car garage. Updates in 2025 include new roof, exterior paint & HVAC system. Furnished
…By Cascade Hasson Sotheby's International Realty
Welcome to your very own cabin in Sunriver, Oregon! This 1,879 square-foot, 3-bedroom, 2-bath home blends rustic charm and comfort, perfectly positioned near Fort Rock park, SHARC, the Village and miles of bike paths. It's the ideal launchpad for year-round outdoor adventures or a secluded, restorative getaway. Three decks extend the living spaces outdoors, for morning coffee and evenings under wide-open skies. The daylight-filled downstairs family room centers around a wood-burning stove, with two comfortable bedrooms, a full bath and laundry room. Great for guests or family to unwind. Upstairs, windows invite in natural light & treetop views to a vaulted great room anchored around dining area, quartz countertop in the kitchen with a breakfast bar, lava rock hearth and fireplace. Primary suite has private deck, large bath & walk-in closet. This Sunriver gem promises relaxation and adventure in equal measure. Large lot, new furnace, metal roof, asphalt driveway and attached garage
…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
Stunning single-level Southwestern-style home in Harris Estates, ideally positioned adjacent to Smith Rock State Park, w/ breathtaking views of Smith Rock. This one-of-a-kind property features a private 732 SF attached casita w/ proven Airbnb income, offering excellent flexibility for guests or investment potential. The whole home showcases soaring ceilings, exposed wood beam detail, solid wood doors & trim, travertine floors & counters, wood floors & generous storage. Thoughtful floor plan provides excellent bdrm separation (all en-suites) & comfortable living spaces. Enjoy multiple covered & enclosed patios designed to take full advantage of the incredible Central Oregon scenery. Situated on 5.18 acres w/ over 4 acres of irrigation, fenced & ideal for horses, livestock, or hobby farming, w/ detached shop/barn. Recent updates incl new roof, stucco, & fencing. Rare opportunity to own a truly special property in an unbeatable location near world-class recreation.
…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
Experience the best of Central Oregon resort living in this charming Eagle Crest chalet overlooking the 14th fairway of The Ridge Golf Course.Nestled in a picturesque golf course setting, this turnkey retreat blends rustic NW character with modern comfort, featuring vaulted ceilings, warm wood accents, an inviting great room, and a cozy fireplace that creates the perfect mountain-lodge atmosphere.The thoughtfully designed floor plan offers 3 bedrooms, 2 bathrooms, and a versatile loft space, providing room for family and guests alike. The open-concept living area flows seamlessly to an expansive deck where you can relax, entertain, and take in sweeping fairway views and Central Oregon sunsets. Located within the highly sought-after Eagle Crest Resort community, homeowners enjoy access to world-class amenities, including golf, pools, fitness facilities, trails, sports courts, dining, and year-round recreation. Whether you're searching for a full-time residence or vacation getaway.
…By Cascade Hasson Sotheby's International Realty
Hard to find MOUNTAIN VIEWS, ADU, 5 Acres with Irrigation and 5 bay shop. Great opportunity for a Hobby fram. The 2960 sq ft home has 3 bedrooms, 3 baths featuring a main-floor primary suite with private views. A dedicated office, a wet bar, and 2 bonus rooms, the interior is built for a lifestyle of productivity and recreation. The grounds are fully prepared for horses or agriculture, featuring a gated entrance and complete fencing. Three acres of flood irrigation, a private well, and power at the pasture simplify management. The 40x60 shop offers 5 bays plus an RV bay. Above, a private 2 bedoom guest suite with a separate entrance creates a distinct space for visitors. Recent upgrades to the furnace, water heater, and heat pump ensure reliability. Located minutes from Smith rock and downtown Redmond, this property is a functional retreat. Call to schedule your private showing.
…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
In the heart of desirable Tumalo, this exceptional 40-acre property offers 35 acres of irrigation and sweeping Cascade Mountain views. The 4,065 sq ft single-level home features a primary suite and 2 ensuite guest bedrooms, a dramatic great room with soaring wood-clad ceilings, exposed timber beams, steel detailing, natural stone and oversized windows framing the Three Sisters. A broad covered patio extends the living space outdoors, while a spacious 3-car attached garage provides exceptional storage. The 4,320 sq ft barn/equestrian facility includes 4 stalls, wash bay, caretaker's studio, shop and equipment space, 4 roll-up doors, RV accommodation and RV waste hookup. Fully fenced and cross-fenced, with an irrigation pond and established wheel and hand-line irrigation. An absolute must see property.
…By Annonceur International
NW Bend investment opportunity just two blocks from the Newport Avenue corridor. RM-zoned 0.22-acre property featuring a 2,166 SF, 3-bedroom, 2.5-bath main residence and a permitted, vacant 572 SF ADU, offering immediate income potential and long-term flexibility. The main home includes a main-level primary suite, wraparound porch, south-facing orientation, and a roof replaced approximately five years ago. The ADU features a private entrance, off-street parking, separate yard, and private deck. The only shared connection between the home and ADU is the garage and laundry room, providing an uncommon level of privacy. The main residence is tenant occupied. Please do not disturb tenants. Showings by appointment only with a minimum of 24 hours' notice.
…By Annonceur International
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