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$1,040,000
5 Beds 3 Baths 220213741 MLS
Morning unfolds gently here... pine scented air, sunlight spilling through vaulted ceilings, and a quiet fire warming the great room below. Granite counters meet your morning coffee while hickory cabinetry glows and wildlife drifts through the surrounding landscape. Start the day slowly in the loft with a book, spend the afternoon on the river just minutes away, and end the evening in the hot tub off the private suite as steam rises into the high desert sky. This custom 5 bedroom, 3 bath home offers 3,531 square feet of thoughtfully designed living, including upstairs pass through closets and a two story 1,200 square foot shop ready for projects, recreation, or storage. Set on 1.12 acres, the expansive back deck and firepit create the perfect backdrop for evenings beneath star filled skies... peaceful, intentional, and quietly unforgettable.

17879 Kodiak Lane, Bend

Listing courtesy of Century 21 North Homes Realty.

$2,650,000
4 Beds 5 Baths 220213517 MLS
Set on just under an acre against BLM land in the Estates at Pronghorn at Juniper Preserve in Bend, this is a timeless retreat. Upon entering this private oasis, you will encounter a promenade to a courtyard adorned with fountains and space for relaxing and entertaining. The stunning 5,104 sf home offers 2 guest suites on the main and two luxurious primary suites upstairs. The home, designed to entertain, features a chef's kitchen with two large islands, two dishwashers, Viking appliances, an open floor plan with vaulted ceilings, a massive wood-burning stone fireplace that anchors the family room, media room and study. The secluded back-yard features a terrace, large outdoor gas firepit, wood burning fireplace and built in grill. Premium finishes include rich woods, plaster walls, solid wood doors, stone, iron and wood beam accents. The detached 3 car garage offers a tremendous amount of storage. The gated community offers 2 world class golf courses, restaurants, pools, hotel & more.

23126 Switchback Court, Bend

Listing courtesy of Cascade Hasson SIR.

$570,000
3 Beds 2 Baths 220213027 MLS
Own nearly ONE ACRE in Central Oregon for under $620,000 if you purchase the extra half acre for $50k! The home is USDA eligible for 100% financing! Tucked away in a peaceful, private setting, this retreat offers the rare balance of true seclusion while remaining close to it all - Sunriver Resort, Mt. Bachelor, trails, lakes, the Deschutes River & Bend. An open floor plan & a spacious loft, ideal for a home office, flex space, or a kids' playroom. The private primary suite upstairs offers a large walk-in closet, easy access to the spacious laundry room & a fireplace for cozy ambiance. Recent upgrades include ductless heating & A/C, updated countertops, new flooring & a refreshed tile shower. The detached garage is a dream for the hobby gardener, complete with vegetable-starting rooms, a bonus includes a Honda four-wheeler with a blade for snow removal. The property itself feels like a sanctuary, welcoming abundant wildlife, making the greenhouse the perfect place to nurture your plants

55065 Marten Lane, Bend

Listing courtesy of Cascade Hasson SIR.

$1,425,000
3 Beds 2 Baths 220212910 MLS
Step onto nine acres of pure Central Oregon lifestyle where wide open sky, Cascade Mountain views and direct access to BLM land make every day feel like a private retreat. This warm log home invites you out onto a wraparound deck that overlooks lush, thoughtfully landscaped front and back yard spaces with a tranquil water feature. Inside, the great room, kitchen and dining area center around rich woodwork and a cozy fireplace, while the upper level primary suite offers a generous bath, walk in closet and its own private patio for sunrise coffee or stargazing at night. An RV shop with attached office or studio space gives you room for projects and toys. Horse lovers will value the well set up barn with stalls and tack room, plus a round pen, and a greenhouse ready for your gardening season. This is the kind of property that lets you work, ride and relax without ever wanting to leave home.

18070 Cascade Estates Drive, Bend

Listing courtesy of eXp Realty, LLC.

$1,150,000
4 Beds 4 Baths 220212403 MLS
Price Reduced $49,000 Peaceful Rural living on 6.73 acres of beautiful, underground irrigated pasture and some amazing mountain and meadow views during all seasons, in the eastern outskirts of Bend! This inviting 2,825 sq. ft. home offers 4 bedrooms, 2.5 baths, with so much charm. Enjoy cooking meals while looking out over your private Oasis. Keep yourself warm or curl up by the wood, propane or pellet stoves throughout the house. Primary suite is on the lower level, along with a flex spaces. Remaining rooms are upstairs, accompanied by an additional living / family area. Property features include 2-3 car garage with workspace, Covered wrap around deck, beautiful low-maintenance landscaping, a beautiful pond / private swimming hole. amazing rock outcropping, 30x60 heated shop, with 10'&14' tall doors, a full bathroom along with 3 full RV hookups available for use, also many areas for additional parking and storage. All this and only 4 miles from St. Charles Hospital and shopping!

62262 Chickadee Lane, Bend

Listing courtesy of La Pine Realty.

$2,035,000
4 Beds 4 Baths 220212242 MLS
Stunning Craftsman style home in the heart of downtown Bend, blending timeless architecture with elevated modern living. This 3-bedroom, 2.5-bath residence offers premium finishes, engineered hardwood flooring, custom fir trim & doors, and warm living space centered around a wood-burning fireplace. The gourmet kitchen features mahogany cabinetry, JennAir range with downdraft, wall oven & instant hot water. Thoughtfully designed for both comfort & functionality. Upstairs includes a versatile family lounge, linen storage, & serene primary suite with private deck, dual vanities, and tiled glass shower. Comfort features include gas furnace, heat pump, central AC, tankless Navien heater, and ceiling fans throughout. Beautifully designed ADU adds an additional bedroom, bath, and mini-split system. Outside, enjoy a covered front porch, two-car garage, and mature landscaping with fruit bearing trees. A rare blend of exceptional craftsmanship & comfort steps from all downtown has to offer.

314 NW Georgia Avenue, Bend

Listing courtesy of RE/MAX Key Properties.

$799,900
4 Beds 4 Baths 220211774 MLS
Some properties fit neatly into a category. This one doesn't. At first glance, it's a beautifully updated 2,343 sqft single-level Craftsman. Look a little closer, and you'll discover what makes this property so different: a detached 1,008 sqft flex building that completely changes what's possible. Workshop. Home gym. Golf simulator. Home business. Boat and toy storage. Guest overflow. Creative studio. Whatever your life needs next, you've already got the space. Inside, the great room layout, remodeled kitchen, updated lighting, and one of River Meadows' few grandfathered fenced yards make everyday living easy. Outside, protected open space creates the kind of privacy that's increasingly hard to find. River Meadows owners enjoy private docks, boat launch, pool, pickleball and tennis courts, paved trails, RV and boat storage, clubhouse, and a lifestyle that's hard to match. More than a house. A property built for possibilities. Now offered at $799,900.

55815 Lost Rider Loop, Bend

Listing courtesy of Cascade Hasson SIR.

$2,300,000
4 Beds 3 Baths 220210434 MLS
This picturesque 39-acre farm offers a rare blend of income potential and peaceful country living. With 36 irrigated acres, including 31 acres of premium horse hay yielding 80-100 tons annually, the property is well established for agricultural success and supported by long-standing water rights and a canal running along the northern boundary. The main home features floor to ceiling windows framing sweeping views and a primary suite on the main level. Lovingly maintained grounds include gardens, fruit trees, and tranquil ponds that reflect the surrounding beauty. Equestrian facilities are exceptional with a 100x80 barn, stalls, tack rooms, office, paddocks, wash stations, and round pen. An established horse hotel and income-producing Airbnb add opportunity, while a spacious workshop, RV hookups, and irrigated pastures complete this offering. A rare chance to enjoy both beauty and business in one extraordinary estate.

61416 Cougar Trail, Bend

Listing courtesy of Cascade Hasson SIR.

$1,360,000
5 Beds 6 Baths 220210308 MLS
Prime turn-key, fully furnished mountain modern Short Term Rental Permitted home in exclusive Tetherow Resort, just voted the #1 Resort in the Pacific Northwest & Alaska by Conde Nast Traveler's 2025 Readers' Choice Awards! Easy stroll across the street to all the resort amenities including pool, fitness center, dining, golf, meeting facilities, & other resort amenities. Approved Nightly Rental STR! Owner use limited to 90 days a year, earn income the rest of the time! 4 bedrooms all w/en-suite baths, open great room layout, gourmet kitchen w/locally made hard surface counters & custom cabinetry. Vaulted ceilings, engineered hardwoods, & territorial views. Above the two-car garage is a self-contained ADU with bed, kitchen & full bath. Main home deck, ADU deck for BBQ, lower patio w/hot tub and fire pit, plus yard space. Near Phil's Trail with hundreds of miles of cycling; 18 minutes to Mt. Bachelor and 7 minutes to downtown Bend. Rare opportunity in Tetherow; don't miss this on

19120 Gateway Loop, Bend

Listing courtesy of Engel & Voelkers Bend.

$789,000
4 Beds 3 Baths 220209940 MLS
Rare opportunity to find a home in Three Rivers South on 2 acres with a 48' x 40' RV shop with lean-to, a full bathroom, loft and full RV hook ups. Enjoy growing your own vegetables in the green house that has water and power. The home was built in 2018. The inviting living room offers a cozy, more intimate setting w/gas fireplace. Laminate flooring throughout the main level. Nice kitchen with a pantry, stainless steel appliances, breakfast bar with granite counter tops. Dining area with access to a large, covered deck with surround sound, ceiling fan and custom built in tables. The primary is on the main floor with a large bathroom with dual sinks, soaking tub and walk in shower. 2 additional bedrooms upstairs and a bonus room. Enjoy the outdoor living space where you can relax in the hot tub and take in the stars or cozy up around the firepit.

55100 Tamarack Road, Bend

Listing courtesy of Cascade Hasson SIR.

$945,000
4 Beds 4 Baths 220209397 MLS
Set on 4.71 acres, this property offers not one but TWO separate homes - perfect for multi-generational living or rental income potential. While both homes could use some updating & TLC, they offer a rare opportunity to create your own country retreat with plenty of space and flexibility. The main home, built in 1990, welcomes you with a charming covered porch and features a spacious kitchen, dining area, living room, 3 bedrooms, 2 full baths, plus a primary suite with walk-in closet & bonus loft. The second home, built in 2004, showcases an expansive front deck, open floor plan, large primary suite, full kitchen, guest bath, and a 3-car garage with office & ample storage. Outside, enjoy a chicken coop, large corral, garden area, basketball court, and an 870 sqft garage/shop - plenty of room for animals, hobbies, and toys. Conveniently located between Bend & Sisters, just minutes from the Sisters Rodeo Grounds, this property is packed with potential.

67439 Hwy 20, Bend

Listing courtesy of Cascade Hasson SIR.

$1,195,000
3 Beds 2 Baths 220208193 MLS
Seize the chance to own four expansive buildable lots in the heart of Bend, each spanning over 6,000 sq. ft. The possibilities here are truly endless. Whether you envision creating a multi-home community, crafting custom residences, or keeping the lots together to enjoy the already established custom-built 2,006 sq. ft. home on a sprawling .64-acre parcel. Nestled in one of Bend's most coveted locations, you'll find yourself just minutes from the vibrant energy of downtown, the shops and dining of the Old Mill District, the scenic trails of Pilot Butte, and so much more. Blending a prime location with incredible untapped potential, opportunities like this in Bend are few and far between. Don't miss out on the chance to call it yours.

438 NE 9th Street, Bend

Listing courtesy of Premiere Property Group, LLC.

$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.

$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.

$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.

$1,999,000
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.

$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.

$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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