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$850,000
4 Beds 2 Baths 220214174 MLS
Amazing opportunity to own a beautiful home on acreage in Tumalo! Back on the market with a new price! Contingent offer fell through at no fault of the sellers. Now priced $125,000 below its appraised value. This private 1.52-acre property offers the perfect blend of country living and convenience with senior water rights through the Swalley Irrigation District. The 4-bedroom, 2-bathroom home features vaulted ceilings, an open-concept layout, waterproof plank flooring, quartz countertops, stainless steel appliances, and a spacious primary suite with dual vanities, dual closets, and a soaking tub. Enjoy mature plum and crabapple trees, two fenced pastures, a wraparound deck, and room for animals, gardening, and all your Central Oregon hobbies. New septic installed November 2025. Seller also offers a professionally engineered 30'x30'x16' pole barn plans with certified stamped plans if desired.

20275 Rogers Road, Bend

Listing courtesy of Stellar Realty Northwest.

$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.

$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.

$1,399,000
4 Beds 4 Baths 220211137 MLS
Tucked along a private lane between Bend and Sisters, this exceptional 9.47-acre property captures sweeping territorial views and the charm of a timeless custom home built in 1990. Inside, soaring cedar tongue-and-groove ceilings with striking rough-hewn beams create a warm, inviting atmosphere, while wood-wrapped windows beautifully frame the surrounding landscape. Fresh interior paint throughout enhances the home's light, bright, and move-in-ready appeal. Ideal for those who desire peaceful country living without extensive upkeep, the property offers established gardens, space for chickens, and endless potential to bring your vision to life. A strong-producing well supplies domestic water and is approved for irrigation use. The thoughtfully designed floor plan features a main-level primary suite for added convenience. Upstairs, two additional bedrooms, a full bath, and a flexible bonus space provide options for a home office, den, or fitness area.

66001 Waldron Trail, Bend

Listing courtesy of Cascade Hasson SIR.

$1,850,000
2 Beds 2 Baths 220209933 MLS
This private ranch property blends natural beauty with practical amenities across 84.93 acres, with 48 acres of COID irrigation. With direct access to public lands, outdoor adventure is right at your doorstep. The home welcomes you with a spacious great room, a floor to ceiling stone fireplace, a sunlit dining area, and sweeping views of the surrounding landscape. The updated kitchen includes an island cooktop and pantry, perfect for culinary enthusiasts. Equestrian lovers will appreciate the 5,040 sq. ft. hay barn, easily adaptable to horse stalls or an indoor arena. Additional structures include a dedicated water storage building and a finished 575 sq. ft. space with a bath—ideal for ranch help, creative projects, or a private studio. Efficient irrigation is ensured with two pivots, making land management a breeze. Whether you are seeking a working ranch, a hobby farm, or a peaceful rural lifestyle, this Central Oregon gem offers space, versatility, and endless possibilities.

61140 Obernolte Road, Bend

Listing courtesy of Coldwell Banker Bain.

$2,300,000
4 Beds 3 Baths 220210435 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.

$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.

$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.

$400,000
3 Beds 2 Baths 220208833 MLS
A 3 bedroom, 2 bathroom (& bonus flex area) 1,539 sqft manufactured home on .89 acres with .87 acres of Arnold irrigation. Your new home is waiting! Wonderful opportunity for homesteaders looking to grow their own food. Perfect amount of outdoor space for gardens, animals, and even horses! Fenced back yard, in ground sprinklers, and fenced pasture. 609 sq. ft. shop and garden shed. Roomy enough for RV and toys. Half an hour drive to Mount Bachelor, 15 minutes to Sunriver. Home does need a little TLC but is move in ready. All information provided is deemed reliable but is not guaranteed and should be independently verified. Buyer is advised to independently verify the accuracy of all information, including but not limited to square footage, permits, zoning, and any other property details or information of concern. Home being sold as-is. Bring offers!!

19218 Shoshone Road, Bend

Listing courtesy of HomeSmart Realty Pros.

$11,900,000
3 Beds 3 Baths 220207865 MLS
This +/- 118 acre property located less than 20 minutes north of Bend, Oregon straddles the rugged Deschutes River canyon for over a half mile. The house is perched on the edge of the river canyon in a prime location to capture river, forest, and unobstructed canyon and cascade mountain views from Mt Bachelor to Mt Jefferson. Built in 1973, the house serves as a place holder for this spectacular homesite as current restrictions would not allow construction perched on the rim today. The song of small rapids below adds to the ambiance. On the north end of the property the sheer canyon walls open, providing access to the river for swimming, fishing, floating or just chilling by the water. Ownership of both sides of the canyon protects the breathtaking view from external encroachment. Redmond Airport is only 18 minutes away. The property may qualify for a land partition and CUP(s) for additional dwellings. Buyer to do all due diligence with Deschutes County and other land use agencies.

65255 Swalley Road, Bend

Listing courtesy of Land and Wildlife LLC.

$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.

$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.

$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.

$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.

$1,550,000
3 Beds 3 Baths 220194374 MLS
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!

22333 Nelson Road, Bend

Listing courtesy of Cascade Hasson SIR.

$1,550,000
3 Beds 3 Baths 220194359 MLS
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/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 and staff breakroom and bathroom.This equestrian estate has unmatched access for equestrian enthusiasts while combining luxury,lifestyle,and all the outdoor recreation that Bend has to offer!

22333 Nelson Road, Bend

Listing courtesy of Cascade Hasson SIR.

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