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$1,499,000
4 Beds 4 Baths 220219839 MLS
NEW PRICE!! HUGE VALUE! The easiest acreage you'll ever own. Just three songs from Bend, this private estate captures breathtaking Cascade Mountain views, 2.25 acres of deeded COID water rights, and six months of canal-front living where wildlife thrives & every season feels extraordinary. Beautifully landscaped grounds & a wraparound deck invite you to slow down & savor the setting. Inside, the custom home features a chef's kitchen w/ stainless steel appliances, double ovens, custom cabinetry, & a striking reclaimed Sequoia redwood island. The great room is anchored by a dramatic floor-to-ceiling stone fireplace w/ a rare 1,000-year-old Juniper mantle. Upstairs offers 3 bdrms, including a spacious prmry ste + a large recreation room with projector, pool table, wet bar, and beverage fridge. A 1,200 sq. ft. shop with a furnished 480 sq. ft. guest quarters, new well (2023), EFU zoning, underground sprinklers, and endless possibilities complete this exceptional Central Oregon retreat.

24442 Dodds Road, Bend

Listing courtesy of Cascade Hasson SIR.

$8,750,000
5 Beds 8 Baths 220219311 MLS
Ten acres inside the gates of The Highlands at Broken Top, where Cascade mountain views frame every west-facing room & privacy is absolute. This estate was designed to host a life at full scale. A great room with vaulted timber beam ceilings & wood-burning fireplace opens to a main kitchen with onyx backlit backsplash & full prep kitchen. The main-level primary suite offers an infrared sauna, steam shower, fireplace, dual closets, & private patio, alongside three additional ensuite bedrooms, guest quarters, & a private office. The lower level adds a golf simulator, gym, and flex game room. Outside, a solar-heated saltwater pool & spa, outdoor kitchen, Alfa pizza oven, bocce court, gas firepits, & wood-burning fireplace with surround sound. The pool house with wet bar, & pass-through bar connects to heated RV/shop. Kitchen garden, greenhouse, & basketball court complete the grounds. Phil's Trail at the gate. One of a kind private homesites in The Highlands.

19100 Macalpine Loop, Bend

Listing courtesy of Cascade Hasson SIR.

$1,999,900
3 Beds 3 Baths 220217549 MLS
This exceptional, private single-level residence offers 3 BD/3 BA spread out across 2,844 SF and situated on 9 + acres, including a large pasture with a picturesque barn. Residents enjoy sweeping views along the Big Deschutes River as well as snow-capped Mt. Bachelor. The property is part of an exclusive community of 7 homes on a private lane, with protected marshlands ensuring ongoing scenic views. The property is unsurpassed when it comes to wildlife viewing, creating a harmonious balance between nature and tranquility. Bring your horses or alpacas, they will feel at home too. Inside this home, you will find no flaws! Inside, each room offers panoramic views, including the oversized primary suite with a Vermont Castings wood-burning fireplace, spacious sitting area & direct access to the backyard, river, & hot tub. The land is perfect for keeping animals, starting a garden, or embracing a small-scale homestead lifestyle. Let the photos do the talking as you discover this property.

55635 Gatehouse Lane, Bend

Listing courtesy of Cascade Hasson SIR.

$1,595,000
4 Beds 3 Baths 220216271 MLS
This contemporary farmhouse is the perfect setting for entertaining inside and out. Following an extensive 2021 expansion, more recent updates include a new roof, paved driveway, remodeled kitchen & bath, and complete landscaping. Step inside to a voluminous great room with vaulted ceilings and light-filled open space. At the home's hub, the remodeled kitchen transitions seamlessly to a secondary fireside living room. The main level offers 3 bedrooms - including a secluded guest wing or office - and the upper level is dedicated to the primary retreat featuring a gorgeous bath, generous walk-in closet and the Cascade Mountain and pastoral views also seen throughout the home. The 0.63-acre grounds have been developed for a fun, active lifestyle with a bocce court, hot tub, greenhouse & garden, and a fire pit along the serene canal. Backing to 20 acres which cannot be developed, the property offers the feel of a sprawling acreage. A 954 SF, 4-car garage completes this rare offering.

21483 Bunchgrass Court, Bend

Listing courtesy of Avenir Realty.

$774,000
3 Beds 2 Baths 220218192 MLS
Extensively remodeled and thoughtfully customized throughout, this exceptional single-level home offers a level of craftsmanship rarely found in its original construction. Knotty alder cabinetry, solid wood doors, granite counters, custom tile work, and a luxurious primary suite create a true custom-home feel on a peaceful .9-acre wooded setting just minutes from Bend. Beyond the home, a remarkable 28x48 shop with office space above provides endless possibilities for hobbies, vehicles, storage, business use, or creative pursuits. Greenhouse, raised garden beds, RV hookup, mature pines, and room to work, create, and unwind make this a rare Central Oregon property offering both privacy and versatility.

19206 Kiowa Road, Bend

Listing courtesy of Stellar Realty Northwest.

$299,990
2 Beds 2 Baths 220218162 MLS
Adorable condo in a prime location providing seamless access to Bend's leading outdoor recreation and vibrant lifestyle! Canal trail that connects to the Deschutes River Trail is across the street, very easy access to Old Mill. Close by is Tacos Pihuamo voted best taco food cart along with other great restaurants and shopping. Welcoming you into a nicely updated layout featuring new paint, new stainless appliances, new ceiling fan, fixtures in kitchen and bathrooms, newer carpet, luxury vinyl floors, and a custom mountain accent wall in living room. Peaceful courtyard centering the buildings right out front of this ground level condo, and fresh exterior paint on the entire complex. Laundry center in complex, onsite storage units in parking lot available for additional cost. Monthly HOA covers water, sewer, trash, snow removal, exterior maintenance, and dedicated covered parking spot #19. If you are looking for low-maintenance being close to amenities, this is the perfect spot.

1015 SE 4th Street #11 Unit #11, Bend

Listing courtesy of Stellar Realty Northwest.

$999,000
4 Beds 3 Baths 220217067 MLS
Perched above the city on Bend's coveted Northwest side, this exceptional residence captures breathtaking city views and the essence of refined Northwest living. Expansive windows frame Bend's sparkling lights while filling the home with natural light throughout the day. Rich hardwood floors flow through the main living spaces, adding warmth and timeless elegance to the thoughtfully designed layout. Generous areas for both everyday living and entertaining create a seamless blend of comfort and sophistication. A versatile office or craft room with a private entrance offers endless possibilities--ideal for a home business, studio, or creative retreat. Fenced garden area. The oversized triple-car garage provides abundant room for vehicles, storage, and all of your Central Oregon adventure gear. Ideally located just minutes from downtown Bend, dining, and world-class recreation, this home offers the perfect balance of privacy, convenience, and elevated Northwest lifestyle.

3130 NW Colonial Drive, Bend

Listing courtesy of Engel & Voelkers Bend.

$1,050,000
3 Beds 2 Baths 220215619 MLS
7.5 acres of irrigation included with two irrigation pods. Irrigation value alone adds significant long term upside and supports orchard, pasture, livestock or future landscaping for custom build. Parcel is nearly perfect square, flat and highly usable with strong homesite positioning for Cascade views. Ideal candidate for custom home build while retaining existing manufactured home as interim residence or potential replacement per county guidelines. Buyer to verify replacement dwelling options with Deschutes County. Private well and standard septic in place reduce development cost for future build. Fully fenced perimeter. Detached steel frame garage and separate workshop add functional utility. Strong opportunity for end user, investor or land banker seeking acreage close to Bend amenities.

64726 Horseman Lane, Bend

Listing courtesy of eXp Realty, LLC.

$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.

$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.

$1,850,000
2 Beds 2 Baths 220209932 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 peaceful rural lifestyle this Central Oregon gem offers space versatility and endless possibilities.

61140 Obernolte Road, Bend

Listing courtesy of Coldwell Banker Bain.

$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.

$875,000
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.

$2,989,000
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.

$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.

$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.

$1,240,000
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.

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