5-Bedroom Homes for Sale in Bend, OR

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  /55

  $889,900 Open House 8/31

  • 5 Beds
  • 3 Baths
  • 3,403 Sq Ft

  54811 Lonesome Pine Rd, Bend, OR 97707

  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

  Derek Manasco Real Broker

  54811 Lonesome Pine Rd, Bend, OR 97707
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• 

  

  

  /53

  $6,400,000

  • 5 Beds
  • 5.5 Baths
  • 6,772 Sq Ft

  18780 Macalpine Loop, Bend, OR 97702

  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

  Jennifer Schaake Cascade Hasson SIR

  18780 Macalpine Loop, Bend, OR 97702
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  /89

  $7,250,000

  • 5 Beds
  • 10 Baths
  • 12,475 Sq Ft

  18665 Macalpine Loop, Bend, OR 97702

  This elegant and luxurious private estate in The Highlands of Bend, Oregon is an architectural treat designed by renowned Harrison Design. Thoughtfully curated with no expense spared, the level of customization throughout the home and property is unlike any other. Details range from the hand selected stone from Jerusalem to the hand-blown Murano chandeliers; the level of detail continues in every

  Stephanie Ruiz Cascade Hasson SIR

  18665 Macalpine Loop, Bend, OR 97702
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  /44

  $721,000

  • 5 Beds
  • 2.5 Baths
  • 3,220 Sq Ft

  21176 Desert Skies Place, Bend, OR 97702

  Welcome to this spacious and beautifully updated home, filled with natural light and designed for comfortable living. The main floor features a versatile fifth bedroom or home office, along with a convenient half bath—perfect for guests or remote work. The large, open-concept living area flows seamlessly into the kitchen, where you'll find a center island ideal for gatherings, meal prep, or

  Jodell Born Cascade Hasson SIR

  21176 Desert Skies Place, Bend, OR 97702
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  /44

  $749,900

  • 5 Beds
  • 3 Baths
  • 2,234 Sq Ft

  61364 SE Matthew St, Bend, OR 97702

  Better than new in Arena Acres! Tucked on a quiet street in the desirable SE Bend enclave, this energy-efficient home offers solar panels, an EV charger, and a versatile layout. The 2021-built Timberline floorplan features 5 bedrooms and 3 full baths, including a convenient main-level bedroom and full bath - ideal for guests or multigenerational living. The open concept great room features a

  Brook Gardner Stellar Realty Northwest

  61364 SE Matthew St, Bend, OR 97702
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  /60

  $924,900 Open Sat 11:30AM - 2PM

  • 5 Beds
  • 3 Baths
  • 2,899 Sq Ft

  2044 NE Cradle Mountain Way, Bend, OR 97701

  weather and sunsets from your easy to maintain and large backyard with direct accessto the canal trails and a short walk to Pine Nursery Park. The custom pergola and concrete patioare designed to create a warm and inviting entertainment area. The mature trees lining the vinylfence give you all the privacy you need. This house is perfect for growing families who arelooking for a

  maryselhms stratton dahlke Stellar Realty Northwest

  2044 NE Cradle Mountain Way, Bend, OR 97701
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  /57

  $999,900

  • 5 Beds
  • 3.5 Baths
  • 3,270 Sq Ft

  19692 Aspen Ridge Dr, Bend, OR 97702

  Two Primary Bedrooms. Don't miss the value in this stunning five bedroom SW Bend home with private downstairs office and spacious upstairs loft. Located directly across the street from Aspen Rim's coveted ''Central Park'', which includes a private community pool, covered pavilion with fireplace and wonderful playground. There is additional community common space behind the subject property for

  Matt Robinson The Agency Bend

  19692 Aspen Ridge Dr, Bend, OR 97702
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  /120

  $9,800,000

  • 7 Beds
  • 8.5 Baths
  • 10,771 Sq Ft

  65930 Mariposa Ln, Bend, OR 97703

  An architectural masterpiece in Bend's coveted Golden Triangle. Set on 9.77 private acres behind custom gates, this Northwest style estate by Norman Building & Design offers sweeping Cascade Mountain views. Walls of glass frame the high desert, anchored by a grand stone fireplace & massive beams. Chef's kitchen w/ slab granite & sculptural hood opens to dining & copper-topped wine bar. Steps lead

  Renee Kittrell Camerelle Real Estate LLC

  65930 Mariposa Ln, Bend, OR 97703
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  /72

  $759,900

  • 5 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  60488 Umatilla Cir, Bend, OR 97702

  Don't miss this beautiful 5 bed 2.5 bath home on a spacious .82 acre corner lot in desirable DRW. A primary suite conveniently located on the main level & 4 additional rooms upstairs, this home offers a functional layout perfect for families, guests, or home office needs. Step into the heart of the home—a newly remodeled kitchen featuring updated cabinets, counters & a sleek new sink. Bathrooms

  Taylor Gederos Knipe Realty ERA Powered

  60488 Umatilla Cir, Bend, OR 97702
• 

  /2

  $999,000

  • 6 Beds
  • 6 Baths
  • 3,076 Sq Ft

  1687 NE Lotus Dr, Bend, OR 97701

  Excellent Investment Opportunity! Nice triplex - desirable location! Near hospital / medical and shopping. All units have an attached garage and central A/C.

  Peggi Schoning Rogue Real Estate, LLC

  

  1687 NE Lotus Dr, Bend, OR 97701
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  /3

  $1,198,000

  • 8 Beds
  • 12 Baths
  • 4,532 Sq Ft

  1065 NE Purcell Blvd, Bend, OR 97701

  Quality-built 4Plex in great location! Nice details with fireplaces in living rooms, decks and separate gas and electric meters. One unit was completely remodeled. New roof completed in 2020. Each unit has an attached garage. New outside paint. Decks and water heaters have been replaced recently. Close to shopping and medical. Great tenants on month-to-month. All units have a Home Energy Score of

  Peggi Schoning Rogue Real Estate, LLC

  

  1065 NE Purcell Blvd, Bend, OR 97701
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  /98

  $9,500,000

  • 6 Beds
  • 6.5 Baths
  • 9,075 Sq Ft

  67480 Cloverdale Rd, Bend, OR 97703

  Owner will carry! Stunning 25.12-acre estate with unobstructed Cascade Mountain views and 11 acres of irrigation. The impressive 9,075 sqft 4-car garage home, offers 6 bedrooms, 6.5 bath and showcases granite kitchen counters, hardwood floors, and a soaring 30' VG cedar ceiling. Main-level primary suite includes a see-thru fireplace, spa-like bath with jetted tub. Features include a library,

  Christie Glennon Pinnick Knightsbridge International

  67480 Cloverdale Rd, Bend, OR 97703
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  /27

  $695,000

  • 5 Beds
  • 3 Baths
  • 2,601 Sq Ft

  19773 Astro Place, Bend, OR 97702

  Looking for a fantastic 5 bedroom 3 bath house in SW Bend, close to trails, the river and all Bend amenities? Look no further! The main level of this home features a convenient bedroom and full bathroom, great for guests or multi generational living. Enjoy two separate living areas downstairs, perfect for entertaining kids and adults alike. Upstairs, you'll find four additional bedrooms and a

  Rachel Greenwald-Rhoads Bend Premier Real Estate LLC

  19773 Astro Place, Bend, OR 97702
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  /106

  $3,550,000

  • 6 Beds
  • 7.5 Baths
  • 5,887 Sq Ft

  56399 Elk Run Dr Unit 420, Bend, OR 97707

  Experience lake views from this newly completed custom mountain-modern home in Caldera Springs! Designed for memorable gatherings, it features four ensuite bedrooms on the main level, a spacious great room, a gourmet kitchen with a butler's pantry, and a convenient laundry room. Upstairs, discover two additional ensuite bedrooms, bunk room and a versatile bonus room. Relax on the expansive

  Michael Sullivan Cascade Hasson SIR

  56399 Elk Run Dr Unit 420, Bend, OR 97707
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  /71

  $8,900,000

  • 6 Beds
  • 9 Baths
  • 9,770 Sq Ft

  18883 Sutherland Ct, Bend, OR 97702

  Experience privacy & elegance in this stunning Norman-built estate, nestled on 10.09 acres in the prestigious gated community of The Highlands at Broken Top. Thoughtfully designed w/ exquisite craftsmanship & high-end finishes throughout, this property offers the ultimate in Central Oregon living. The gourmet kitchen is a chef's dream, featuring veined slab granite, custom cherry wood cabinetry,

  Nicole Fitch John L Scott Bend

  18883 Sutherland Ct, Bend, OR 97702
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  /35

  $625,000

  • 5 Beds
  • 3 Baths
  • 2,506 Sq Ft

  61436 SE Colima St, Bend, OR 97702

  Back on the market at no fault of home or seller: your second chance! Nestled on a picturesque corner lot in the desirable Stone Creek neighborhood, you'll enjoy access to a community pool, park, and scenic walking trails. The flexible floor plan has a full bedroom and bath on the main level, ideal for guests, multi-generational living / office. Open-concept living/dining area flows seamlessly

  Haley Clifford Redfin

  61436 SE Colima St, Bend, OR 97702
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  /90

  $2,399,000

  • 5 Beds
  • 4 Baths
  • 4,157 Sq Ft

  24166 Dodds Rd, Bend, OR 97701

  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

  Tiffany Paulin LivOregon Real Estate LLC

  24166 Dodds Rd, Bend, OR 97701
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  /71

  $1,300,000 Open Sat 2PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 3,994 Sq Ft

  62466 Eagle Rd, Bend, OR 97701

  A multi-generational buyer's dream! This fully remodeled 3364sf main home features 2 primary suites, 2 additional bedrooms, 3 and a half baths, two living rooms, and additional bonus/office space. Also included is a detached permitted 630sf one bedroom ADU complete with full bath and its own courtyard/patio. Other notable amenities include an irrigation pond, 1280sf hobby barn, gated entry, wrap

  Sean Barton Cascade Hasson SIR

  62466 Eagle Rd, Bend, OR 97701
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  /37

  $1,250,000

  • 5 Beds
  • 5 Baths
  • 4,130 Sq Ft

  505 NW Flagline Dr, Bend, OR 97701

  Investor opportunity in prime Bend location with strong income and value-add potential for multiple income streams. This Skyliner Summit 4,130 sq. ft. 5BD/5BA home features a fully permitted lower-level unit with private entrance, wet bar, and W/D—ideal for rental income, multigenerational living, or house hacking. The main level includes a remodeled kitchen, primary suite, and office/optional

  Susanna Abrahamson Duke Warner Realty

  505 NW Flagline Dr, Bend, OR 97701
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  /43

  $950,000

  • 5 Beds
  • 4 Baths
  • 3,526 Sq Ft

  61266 Mount Vista Dr, Bend, OR 97702

  Enjoy this spacious and versatile home on a rare .47 ac lot w/in Bend city limits. The 4-bed, 3-bath main home features newly refinished hardwood floors, formal dining room, wood-burning fireplace & peekaboo mtn views upstairs. While the 1-bed/1-bath permitted additional living space above the garage offers flexibility for guests, rental income or multi-generational living. Recent updates

  Susanna Abrahamson Duke Warner Realty

  61266 Mount Vista Dr, Bend, OR 97702
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  /35

  $865,000

  • 5 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  20873 Greenmont Dr, Bend, OR 97702

  Welcome to your dream oasis—a stunning 5-bedroom, 3-bath home perfectly perched on a sprawling half-acre lot. As you approach, you're greeted by a meticulously landscaped front yard, featuring lush greenery and vibrant flowers that invite you into this enchanting retreat. This home has new solar panels, siding, front door, French doors, exterior lights, and so much more. Home is currently being

  Janda Fleming Works Real Estate

  20873 Greenmont Dr, Bend, OR 97702
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  /95

  $2,195,000

  • 6 Beds
  • 6 Baths
  • 4,181 Sq Ft

  2580 N West Awbrey Point Cir Unit 1&2, Bend, OR 97703

  Welcome to 2580 NW Awbrey Point Circle Unit , a rare opportunity to own a beautifully designed two-unit property perched above the River's Edge Golf Course. With unobstructed views to the northeast, this home offers a peaceful, elevated perspective and flexible living options ideal for multigenerational families or offsetting your mortgage with rental income.The upper unit features 2,585 sq ft of

  Parker Vernon Cascade Hasson SIR

  2580 N West Awbrey Point Cir Unit 1&2, Bend, OR 97703
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  /85

  $2,300,000

  • 5 Beds
  • 3.5 Baths
  • 4,894 Sq Ft

  3374 NW Windwood Way, Bend, OR 97701

  This custom-designed mountain modern home offers the perfect blend of elegance and comfort. With views of the Cascade Range, this stunning property is an entertainer's dream. The main level of the home offers the primary suite along with 3 additional bedrooms, another 1.5 bathrooms, laundry plus the home office with custom built in's. The lower level of the home includes a full home gym with a

  Sarah Brown Cascade Hasson SIR

  3374 NW Windwood Way, Bend, OR 97701
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  /74

  $3,495,000

  • 5 Beds
  • 4.5 Baths
  • 3,733 Sq Ft

  61279 Gorge View St, Bend, OR 97702

  Set beautifully on a gentle curve of the formidable bedrock cliffs that sit high above the wild Deschutes River, this trio of homes has a total of 4702 sq feet of living space and rests on a beautifully manicured double lot. Enjoy 180-degree bird's-eye views of the Cascades, the striking tree-lined gorge below and the winding river that meanders through it all. The primary home is a main hub,

  Brian Ladd Cascade Hasson SIR

  61279 Gorge View St, Bend, OR 97702
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  /39

  $725,000

  • 6 Beds
  • 2 Baths
  • 2,168 Sq Ft

  20580 Klahani Dr, Bend, OR 97702

  Don't miss this must-see home in the established Tillicum Village neighborhood! Situated on a serene .61-acre lot, this spacious 6-bedroom home offers great potential for multigenerational living. Previously used as an adult foster care home, it features wider doors throughout, a wheel-in shower and plenty of bedrooms for flexible living options. Enjoy an updated kitchen and living space along

  Tim Davis Tim Davis Group Central Oregon

  20580 Klahani Dr, Bend, OR 97702
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  /75

  $1,850,000

  • 5 Beds
  • 4.5 Baths
  • 4,178 Sq Ft

  22122 Rickard Rd, Bend, OR 97702

  This stunning property offers nearly 10 acres of peaceful land just a mile from Bend, blending convenience with country freedom. The spacious 4,300 square-foot, three-level home features 4+ bedrooms, 5.5 baths, and a 4-car garage. Large windows showcase breathtaking Cascade Mountain views, while the open-concept living area with vaulted ceilings creates a bright and inviting space. The kitchen is

  Anthony Fletcher Big Block Premier

  22122 Rickard Rd, Bend, OR 97702
• 

  

  /32

  $2,499,000

  • 5 Beds
  • 3 Baths
  • 4,871 Sq Ft

  898 NW Riverside Blvd, Bend, OR 97701

  This inviting 5-bedroom, 3-bath home on a double lot in the historic district blends timeless elegance with modern convenience. It features original built-ins, spacious walk-in closets, and classic details that highlight its unique design. Located across from Drake Park, enjoy views of the lovely greens of summer, vivid colors of autumn, and snowy winter landscapes. Downtown dining, shopping and

  Greg Messick Realty Net of Central Oregon

  898 NW Riverside Blvd, Bend, OR 97701
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  /46

  $975,000

  • 5 Beds
  • 2 Baths
  • 2,326 Sq Ft

  63425 Deschutes Market Rd, Bend, OR 97701

  Minutes from town this 2.5-acre hobby farm presents a unique opportunity for those seeking a blend of rural charm and urban convenience, particularly appealing to hobbyists and animal enthusiasts.The centerpiece of this property is a beautifully updated home, designed for modern living. Key updates include a new HVAC system installed in 2020 and a septic system upgraded in 2018. There are several

  Jeanne Moir Stellar Realty Northwest

  63425 Deschutes Market Rd, Bend, OR 97701
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  /74

  $2,695,000

  • 5 Beds
  • 4.5 Baths
  • 4,103 Sq Ft

  56735 Nest Pine Dr, Bend, OR 97707

  Stunning golf course & water views, located behind the gates of Crosswater! Situated on a large .80 acre lot on the 12 fairway, this home offers privacy, luxury & spectacular views creating the perfect golf/mountain retreat. Open floorplan w/ main level living, highlighted by expansive wood windows throughout that frame the views. The large gourmet kitchen is equipped with high-end appliances & a

  Judi Hein Cascade Hasson SIR

  56735 Nest Pine Dr, Bend, OR 97707
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  /47

  $4,800,000

  • 5 Beds
  • 6 Baths
  • 6,321 Sq Ft

  62265 Dodds Rd, Bend, OR 97701

  AUCTION BIDDING OPEN. Bidding ends July 24th. Current High Bid $4.8M. Showings daily by appointment. The crown jewel of Central Oregon. Careful site planning and years of observation are reflected at every corner of this sophisticated property. The home overlooks lush pastures and ponds with the full Cascade Mountain range front and center. An abundance of windows brings daylight deep into the

  Jen Bowen Coldwell Banker Bain

  

  62265 Dodds Rd, Bend, OR 97701
• 

  

  /50

  $1,274,000

  • 5 Beds
  • 4 Baths
  • 3,500 Sq Ft

  512 NW Flagline Dr, Bend, OR 97701

  Located in the desirable Skyliner Summit neighborhood, this stunning home provides easy access to NW Crossing, Phil's Trail, and the Galveston corridor. Featuring 5 bedrooms, a dedicated office, and a bonus room, it offers versatile living space for work or relaxation. The main floor includes a spacious office, a great room with a gas fireplace, and a chef's kitchen with Quartz countertops, a

  Veronica Theriot RE/MAX Key Properties

  512 NW Flagline Dr, Bend, OR 97701
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  /68

  $3,995,000

  • 5 Beds
  • 5.5 Baths
  • 10,060 Sq Ft

  1746 NW Wild Rye Cir, Bend, OR 97703

  Step inside this remarkable home and be transported to Europe, where every corner tells a story of worldwide inspiration and craftsmanship from another era. With its meticulously curated design, this home offers an unparalleled sense of history and artistry. Perched above Awbrey Glen Golf Course, itboasts sweeping views of the Cascade Mountain Range. Inside you'll discover an expansive

  Colleen Peterson Engel & Voelkers Bend

  1746 NW Wild Rye Cir, Bend, OR 97703
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  /57

  $1,150,000 Open Sat 12PM - 3PM

  • 5 Beds
  • 3 Baths
  • 3,437 Sq Ft

  17138 Downey Rd, Bend, OR 97707

  This stunning custom home, located minutes from Sunriver Resort and en route to Mt. Bachelor and the Cascade Lakes, is a must see! Nestled on a spacious, private, landscaped lot just 1⁄2 mile from the Deschutes River, it's the perfect retreat for adventure and relaxation. Designed with entertaining, family gatherings and income potential in mind, this 5-bedroom home features an open living

  Angie Cox Knightsbridge International

  17138 Downey Rd, Bend, OR 97707
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  /49

  $2,649,000

  • 5 Beds
  • 5.5 Baths
  • 4,412 Sq Ft

  56634 Sunstone Loop Unit 146, Bend, OR 97707

  Timeless Caldera Springs design welcomes you with a grand, trussed entryway and stacked stone bases. The Great Room boasts stunning floor-to-ceiling windows offering panoramic views of the expansive common area. Rich, dark wood and massive stone fireplace evoke a Cascadian ambiance. Entertainers will delight in the spacious kitchen/dining area with a large center island, perfect for gatherings.

  Nola Horton-Jones Cascade Hasson SIR

  56634 Sunstone Loop Unit 146, Bend, OR 97707
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  /29

  $649,000

  • 5 Beds
  • 3 Baths
  • 2,219 Sq Ft

  20552 SE Evian Ave, Bend, OR 97702

  Seller willing to contribute up to $10,000 towards buyers closing costs with an acceptable offer! This beautifully maintained home is truly turnkey. The kitchen features a large island, quartz countertops, ample cabinetry, a pantry, and is perfect for gatherings. Enjoy cozy evenings in the inviting living room next to the gas fireplace, perfect for entertaining & unwinding. Step outside to a

  Rachel Lemas Coldwell Banker Bain

  20552 SE Evian Ave, Bend, OR 97702
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  /68

  $2,900,000

  • 5 Beds
  • 6 Baths
  • 8,310 Sq Ft

  21955 Rickard Rd, Bend, OR 97702

  Seller is highly motivated! Make an offer! Welcome to a luxurious Central Oregon gated estate spanning 25.36 +/- acres, featuring an artesian irrigation well, 21.92 +/- irrigated acres and stunning views! Located in Bend, this exceptional property offers a custom 8,300 + sq. ft. main residence with 5 bedrooms, including two main-level primary suites, a gourmet kitchen, game room, office, workout

  Jordan Ries Assist 2 Sell Buyers & Seller

  21955 Rickard Rd, Bend, OR 97702
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  /64

  $9,750,000

  • 7 Beds
  • 9 Baths
  • 9,635 Sq Ft

  64095 Tamoli Ln, Bend, OR 97703

  Once in a lifetime opportunity to own a stunning 40 acre legacy estate that is just minutes to Bend and delivers an unrivaled Central Oregon living experience! Offering a park-like retreat with awe inspiring natural beauty and stunning views of the Cascade Mountain range. The entire property is landscaped with beautiful mature trees/plants and a large 2 acre stocked pond that attracts diverse and

  Karen Wilson Cascade Hasson SIR

  64095 Tamoli Ln, Bend, OR 97703
• 

  

  /11

  $10,500,000

  • 84 Beds
  • 42 Baths
  • 37,712 Sq Ft

  1280 NE Purcell (-1330) Bl, Bend, OR 97701

  Spring Pines ApartmentsThere are 42 two bedroom one bath apartments located in 6 buildings and 72 onsite parking spaces. The apartments were built in 1993 and have been well maintained. There is a manager's office and a laundry facility. Lower level apartments have washer/dryer hookups. Call Listing Broker for property information package including income and expense. Map 17-12-34 BA tax lots

  Gary Smith INVESTMENT REALTY, INC.

  

  1280 NE Purcell (-1330) Bl, Bend, OR 97701
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  /60

  $5,700,000

  • 6 Beds
  • 7.5 Baths
  • 7,304 Sq Ft

  20375 Sturgeon Rd, Bend, OR 97703

  Sweeping Cascade Mountain views await at this Tumalo estate offering privacy, pastoral vistas, and tranquility. Exquisite craftsmanship in over 7,300 sq. ft. of thoughtfully designed space with commanding views throughout. 6-bedroom suites, 7.5-baths, and plenty of space for family and friends including family room, den, media room, music room, formal dining area, and executive office. Fenced

  Jennifer Schaake Cascade Hasson SIR

  20375 Sturgeon Rd, Bend, OR 97703
• 

  

  /47

  $1,900,000

  • 5 Beds
  • 3.5 Baths
  • 2,170 Sq Ft

  1576 NW Awbrey Rd, Bend, OR 97701

  Welcome to this exceptional property for sale in Bend, Oregon, featuring not just one, but two charming homes. Built in 1926, this centrally located property is a true gem, offering easy access to the vibrant old town area and the picturesque Deschutes River. Nature enthusiasts will delight in the proximity to multiple river parks, providing endless opportunities for outdoor activities and

  Julieanne McCoy Coastal Sotheby's International Realty

  

  1576 NW Awbrey Rd, Bend, OR 97701

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