Deschutes County OR Homes for Sale with In-Law Suite

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  $2,700,000

  • 5 Beds
  • 5.5 Baths
  • 6,146 Sq Ft

  70030 Annies Dr, Sisters, OR 97759

  Thoughtfully crafted custom home set on a private 2-acre parcel. Ten homesites within an 110-acre wildlife preserve, showcasing sweeping panoramic views of the high desert and the Blue Mountains. A striking Timber-Framed entry opens to a grand great room with soaring cathedral trusses. The gourmet kitchen blends elegance and function with an oversized island, granite countertops, knotty alder

  Connie Mitchell Stellar Realty Northwest

  70030 Annies Dr, Sisters, OR 97759
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  /39

  $1,599,000

  • 4 Beds
  • 3.5 Baths
  • 2,817 Sq Ft

  58026 Kinglet Rd, Bend, OR 97707

  Discover your ultimate retreat in the heart of Sunriver. This stunning Northwest lodge-style home offers 4 spacious bedrooms, including two luxurious primary suites conveniently located on the main level. The chef's kitchen is designed for culinary excellence, while the oversized three-car garage provides ample space for vehicles and gear. Timber and stone accents throughout create a warm,

  Tim Kerns Cascade Hasson SIR

  58026 Kinglet Rd, Bend, OR 97707
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  /50

  $2,650,000

  • 4 Beds
  • 4.5 Baths
  • 5,104 Sq Ft

  23126 Switchback Ct, Bend, OR 97701

  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

  Stephanie Ruiz Cascade Hasson SIR

  23126 Switchback Ct, Bend, OR 97701
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  /20

  $275,000

  • 1 Bed
  • 2 Baths
  • 816 Sq Ft

  18575 SW Century Dr Unit 1913/1914, Bend, OR 97702

  Welcome to The Inn at the Seventh Mountain Resort, your perfect basecamp for Mt. Bachelor and all that Central Oregon has to offer. This ground floor condo unit features newer stainless steel appliances, fresh interior paint throughout, and a pull-out sofa, creating a stylish and comfortable retreat. Designed for flexibility and maximized space, the layout includes two queen closet pull-out beds

  Christie Glennon Pinnick Knightsbridge International

  18575 SW Century Dr Unit 1913/1914, Bend, OR 97702
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  /65

  $1,799,999

  • 4 Beds
  • 3.5 Baths
  • 4,036 Sq Ft

  22887 Ghost Tree Ln, Bend, OR 97701

  Experience luxury living at Pronghorn with breathtaking Cascade Mountain views overlooking the 17th fairway. This refined residence features a grand stone fireplace, inviting courtyard, and a temperature-controlled wine cellar. A private guest house offers ideal separation for visitors. Enjoy a 2-car garage plus dedicated golf cart bay. Eligible for short-term rental. A Premier Club membership

  Bethany Moore Knightsbridge International

  22887 Ghost Tree Ln, Bend, OR 97701
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  /70

  $1,174,000

  • 4 Beds
  • 3.5 Baths
  • 4,158 Sq Ft

  16864 Covina Rd, Bend, OR 97707

  This custom mountain home is an outdoor paradise. The original structure features beautifully hand-scribed, notched, and hand-hewn logs. Inside, an open floor plan and vaulted ceilings welcome you. 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

  Megan Power Cascade Hasson SIR

  16864 Covina Rd, Bend, OR 97707
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  /53

  $1,550,000

  • 3 Beds
  • 3 Baths
  • 1,420 Sq Ft

  827 NW Delaware Ave, Bend, OR 97701

  Own a slice of Bend's hippest real estate location with this historic home and ADU located in the heart of it all! 1/4 mile from Miller's Landing and the Deschutes River and a stone's throw from the vibrant Box Factory, thriving downtown, and iconic Old Mill. The renovated home lives large with a primary plus second bedroom, open living area, 2025 updated kitchen, dining, and full bath while

  Molly Brundage Stellar Realty Northwest

  827 NW Delaware Ave, Bend, OR 97701
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  /33

  $644,900

  • 3 Beds
  • 3 Baths
  • 2,280 Sq Ft

  51375 Al-Jean Rd, La Pine, OR 97739

  Just waiting to be yours this retreat is nestled on 2.5 treed acres, with a modern 2280 sq ft home. Not just a spacious home with 3 well-appointed bedrooms and 3 baths, but also an office space for the professional who seeks tranquility while working from home. The home's layout is designed for multigenerational living, featuring two primary bedrooms, one of which offers a cozy sitting room and a

  Thesa Chambers Ninebark Real Estate

  51375 Al-Jean Rd, La Pine, OR 97739
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  /56

  $1,650,000

  • 4 Beds
  • 3 Baths
  • 3,958 Sq Ft

  21115 Young Ave, Bend, OR 97703

  Experience the best of Central Oregon living on this 21-acre estate just minutes from Tumalo and Bend. The 2,558 sq ft Hi Line home (built in 2018) features two spacious primary suites and a refined, comfortable design throughout. A decommissioned 1940s, 2-bedroom home offers excellent potential for repurposing. The property includes 16 acres of irrigation rights, a pond, and a greenhouse with

  Jamie Steiner Realty One Group Discovery

  21115 Young Ave, Bend, OR 97703
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  /39

  $1,349,000

  • 5 Beds
  • 3.5 Baths
  • 3,016 Sq Ft

  16775 Pony Express Way, Bend, OR 97707

  Escape to this stunning riverfront retreat in the sought-after River Meadows Estates, just south of Sunriver! Nestled along the banks of the Deschutes River, this spacious 5-bedroom, 3.5-bathroom home is the perfect getaway. With a huge bunk room, there's plenty of space for family and friends.Enjoy the private hot tub, expansive outdoor living areas, and breathtaking river views. As part of

  Eleanor Anderson Cascade Hasson SIR

  16775 Pony Express Way, Bend, OR 97707
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  /44

  $1,650,000

  • 3 Beds
  • 4 Baths
  • 2,660 Sq Ft

  18495 Crawford Trail, Sisters, OR 97759

  Nestled on the canyon rim, this 20 acre property in the Sisters School District offers a unique custom home built from 100-year-old reclaimed timbers that showcases exceptional craftsmanship in every detail. Centered on a chef's kitchen opening to a grand living room featuring a dramatic floor-to-ceiling stone fireplace. Main level includes a primary suite, office and additional bedroom with 1⁄2

  Jennifer Jacobsen Ninebark Real Estate

  

  18495 Crawford Trail, Sisters, OR 97759
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  $1,499,000

  • 4 Beds
  • 5 Baths
  • 3,895 Sq Ft

  16923 Royal Coachman Dr, Sisters, OR 97759

  Come see this gracious, spacious one-owner home built by Johnannesen located in (115 homesites) prestigious, private, gated, Aspen Lakes in Sisters, Oregon. The ease of this single-level custom-designed floor plan lends itself to accommodating a caretaker/family member as there is a privately situated separate entrance; set up for kitchenette. Each bdrm has own bathrm. 4th bdrm w/own bathrm used

  Catherine Black Stellar Realty Northwest

  16923 Royal Coachman Dr, Sisters, OR 97759
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  $1,649,000

  • 5 Beds
  • 4 Baths
  • 3,946 Sq Ft

  65365 Concorde Ln, Bend, OR 97703

  Welcome to your private retreat in the heart of Tumalo! This fully renovated 5-bedroom, 4-bathroom home on nearly 6.5 acres offers the perfect blend of modern comfort and farmhouse charm. Expansive windows frame mountain vistas and pastoral scenery, while a tranquil pond enhances the natural setting. Inside, you'll find radiant heat floors, designer finishes, luxurious owners quarters with

  Michelle McDevitt eXp Realty, LLC

  65365 Concorde Ln, Bend, OR 97703
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  /86

  $3,959,000

  • 5 Beds
  • 5 Baths
  • 6,654 Sq Ft

  11698 Pinedale Ln, Terrebonne, OR 97760

  I am Painted Rock.Nestled w/in the exclusive Ranch at the Canyons, I was created to honor both nature's grandeur & the bonds of family. Cradled by 2.5 miles of private Crooked River frontage, framed by the timeless cliffs of Smith Rock, I offer a sense of peace that few places can match—just 20 minutes from Redmond Airport, yet worlds away in spirit.I've been home to two families—each one

  Karen Malanga RE/MAX Key Properties

  11698 Pinedale Ln, Terrebonne, OR 97760
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  $5,545,000

  • 5 Beds
  • 5 Baths
  • 3,034 Sq Ft

  66505 Gerking Market Rd, Bend, OR 97703

  A truly remarkable property that could be the daydream of any horse enthusiast, Horseman's Dream of Central Oregon, is as advertised. This 35.21± acre estate backs up to Bureau of Land Management (BLM) land in one of Oregon's most desirable rural areas, Tumalo.This property is designed to leave nothing to be desired, boasting a luxurious 3,000± square foot, five-bedroom, five-bathroom home with a

  Alex Robertson Fay Ranches, Inc

  

  66505 Gerking Market Rd, Bend, OR 97703
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  /56

  $1,159,000

  • 3 Beds
  • 3.5 Baths
  • 2,536 Sq Ft

  893 Highland View Loop, Redmond, OR 97756

  SCAN COVER PHOTO QR CODE FOR BUILD INFO! Eagle Crest W Ridge home harmonizes with the high desert using concepts from the SW, Mediterranean, and Scandinavian Hygge, with super energy-efficient, passive-solar features and fire-resistant block walls for all-season comfort and safety. Insulated to 2x the International Energy Conservation Code, it has 3 bedrooms/en suites on separate levels with

  Jennifer McCrystal Stellar Realty Northwest

  893 Highland View Loop, Redmond, OR 97756
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  /56

  $824,000

  • 4 Beds
  • 3.5 Baths
  • 3,120 Sq Ft

  1927 Mountain Quail Dr, Redmond, OR 97756

  Presenting a truly custom, single-owner home on the resort side of Eagle Crest. Enjoy roomto spread out over 3,120 sqft with living spaces on both floors, 4 beds and 3.5 baths. Youwill be greeted by soaring ceilings in the great room with a wall of windows to take in theviews of the Cascade Mountains and golf course. Ideal for multigenerational living with twoprimary suites,

  Caitlin Ducsik Windermere Realty Trust

  1927 Mountain Quail Dr, Redmond, OR 97756
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  /48

  $9,750,000

  • 8 Beds
  • 10 Baths
  • 9,050 Sq Ft

  16465 Suntree Ln, Sisters, OR 97759

  Welcome to 16465 Suntree Lane, a rare legacy estate set on 67 acres within the Deschutes Land Trust preserve in Sisters, Oregon. Just minutes from the Sisters Airport and downtown Sisters, this exceptional property includes three distinct residences, breathtaking Cascade Mountain views, and direct access to private land for wildlife viewing and fly fishing. The primary residence, approximately

  Sam Real Engel & Volkers Portland Rose City

  

  16465 Suntree Ln, Sisters, OR 97759
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  /44

  $1,950,000

  • 4 Beds
  • 4.5 Baths
  • 2,420 Sq Ft

  19476 SW Century Dr, Bend, OR 97702

  Luxury Mt. Modern living awaits with this custom home thoughtfully designed to blend contemporary architecture with the natural beauty of the High Desert surroundings. Featuring a unique mix of barn wood, oxidized metals, weathered steel accents and vaulted ceilings, this home offers a warm yet sophisticated atmosphere. This 3 bed/3.5 bath home encompasses a chef's kitchen equipped with

  Scott Hawes Fay Ranches, Inc

  

  19476 SW Century Dr, Bend, OR 97702
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  /48

  $3,300,000

  • 3 Beds
  • 2.5 Baths
  • 3,375 Sq Ft

  21060 Knott Rd, Bend, OR 97702

  Modern Central Oregon Escape on 4.8 Acres – Development Potential & Income-Producing Extras. Discover the perfect blend of style, function, and opportunity in this striking 3,361 sq ft modern home, perched upon 4.8 acres with development potential. Built in 2018, this 3-bedroom + office, 2.5-bath residence showcases sleek concrete floors, soaring ceilings, and walls of windows that flood the home

  Kim Kelleher Cascade Hasson Sotheby's International Realty

  

  21060 Knott Rd, Bend, OR 97702
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  /70

  $939,500

  • 5 Beds
  • 4 Baths
  • 4,004 Sq Ft

  14590 Mountain View Loop Unit 199, Sisters, OR 97759

  Sitting on a perfectly maintained 1.15-acre corner lot accented with mature Ponderosa Pines, this beautiful home offers flexible living and newly updated features. Primary bedroom, bathroom and guest bathroom recently remodeled with stunning modern finishes such as radiant floors, tile steam shower, beautiful tile floors, smart LED vanity mirror and soaking tub. The light and bright kitchen

  Ross Kennedy Stellar Realty Northwest

  14590 Mountain View Loop Unit 199, Sisters, OR 97759
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  /54

  $1,300,000

  • 4 Beds
  • 3 Baths
  • 2,875 Sq Ft

  19189 Dayton Rd, Bend, OR 97701

  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

  Jennifer Schaake Cascade Hasson SIR

  19189 Dayton Rd, Bend, OR 97701
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  /19

  $1,099,000

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  1650 NW 5th St, Bend, OR 97703

  Perfect Westside home close to downtown with a highly coveted short term rental permit! Main level features a spacious primary suite with laundry and a guest bedroomwith full bath. Well equipped, spacious kitchen, and living room with a cozy gas fireplace. Downstairs features a large second primary suite, living area, kitchenette andlaundry, private entrance and patio . Other features

  Natalie Nolte Engel & Voelkers Bend

  1650 NW 5th St, Bend, OR 97703
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  /48

  $1,999,999

  • 3 Beds
  • 2.5 Baths
  • 2,756 Sq Ft

  6150 NW Kingwood Ave, Redmond, OR 97756

  Income producing ranch w/dual living! This extraordinary property blends modern amenities w/rustic charm, set on a sprawling 10.16 acres & featuring TWO Homes! The estate offers breathtaking views of 4 majestic nearby mountains & includes 4.83 acres of COID Irrigation, w/rare easement granting 24/7 access to water. The primary residence is a custom-built masterpiece w/spacious, thoughtfully

  Lindsay Taylor Keller Williams Realty Portland Elite

  

  6150 NW Kingwood Ave, Redmond, OR 97756
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  /17

  $2,995,000 New Construction

  • 5 Beds
  • 6 Baths
  • 4,695 Sq Ft

  17785 Everwild Cir Unit 447, Bend, OR 97707

  Yet another one-of-a-kind custom Olsen Brothers dream home in the Pacific Northwest's most awe-inspiring alpine setting of Cadera Springs. This could be yours. Experience and explore lakes, streams and trails from your level .41-acre land with Southern exposure which borders the natural beauty of a forever protected 220-acre Wildlife Forest Preserve where herds of elk are frequently spotted.

  Debra Mortimore Sunriver Realty

  17785 Everwild Cir Unit 447, Bend, OR 97707
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  $1,499,000 New Construction

  • 4 Beds
  • 3 Baths
  • 3,737 Sq Ft

  7780 SW Wickiup Ave, Redmond, OR 97756

  Presenting a unique opportunity for those seeking discerning new construction with hard-to-find privacy engulfed in views of Cline Butte with a backdrop of the Cascades! This flat, usable 5 ac. parcel boasts a newly constructed single level home with 4+ car garage and guest quarters above offering multi-generational living, separate work space or income potential. Elevated finishes grace the

  Molly Brundage Stellar Realty Northwest

  7780 SW Wickiup Ave, Redmond, OR 97756
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  /40

  $989,000 New Construction

  • 4 Beds
  • 4 Baths
  • 1,977 Sq Ft

  18 SW Roosevelt Ave Unit 4, Bend, OR 97702

  Pre-sale this brand new construction just blocks from the Old Mill District, Deschutes River trails, and some of Bend's best dining and entertainment. This 3 bed, 3 bath 1,380 SF home is paired with a fully independent 1 bed, 1 bath 597 SF ADU. Whether you're hosting extended family, housing a tenant to offset your mortgage, or creating a dedicated work-from-home retreat, the ADU makes this one

  Jenn Redd Varsity Real Estate

  18 SW Roosevelt Ave Unit 4, Bend, OR 97702
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  $739,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,195 Sq Ft

  940 NE Norton Ave Unit Lot 4, Bend, OR 97701

  Dual living, endless possibilities. This award-winning floorplan delivers 1,200 combined square feet across two private residences: a 1-bed primary home plus a lofted 1-bed ADU with separate entrance. Comparable units in this development rent between $2,150-2,500 each. Rent both and gross $4,300-$5,000/month, with projected cap rates of 5-6%. An attractive entry point for first-time investors

  Jenn Redd Varsity Real Estate

  940 NE Norton Ave Unit Lot 4, Bend, OR 97701
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  /14

  $654,900 New Construction

  • 4 Beds
  • 3 Baths
  • 2,317 Sq Ft

  Cameron Plan at Dry Canyon - The Summit Collection, Redmond, OR 97756

  This one-story residence is a Next Gen home design that is great for everyone, with an attached suite that features its own kitchenette, living room, bedroom, bathroom and private entrance. In the main home is an open living area with a back patio attached, as well as three additional bedrooms, including the owner’s suite.

  Lennar Builder

  2789 NW 25th St Unit 39148919, Redmond, OR 97756
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  $565,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,371 Sq Ft

  988 E Black Butte Ave Unit 30, Sisters, OR 97759

  Brand new custom-built home within walking distance of downtown Sisters. Huge value-add potential!! ~500 sqft vaulted attic above garage could be converted into additional living space/square footage! This thoughtfully designed property features two primary suites (one on the main level and one upstairs) offering flexibility for multi-generational living or guests. Enjoy an open, light-filled

  Joey Morgan eXp Realty, LLC

  988 E Black Butte Ave Unit 30, Sisters, OR 97759
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  /43

  $1,899,000 New Construction

  • 4 Beds
  • 4 Baths
  • 3,093 Sq Ft

  3118 NW Crossing Dr, Bend, OR 97703

  Step into this stunning, single-story contemporary farmhouse in Discovery West. Built by BendTrend Homes and thoughtfully designed, this home masterfully blends nature, quality, and functionality with an air of elegance. Spanning 3,093 square feet, the open-plan layout offers 4 bedrooms, 4 bathrooms, a den, and a 3-car garage with an RV/Sprinter bay with 11 ft door. The home stands out with its

  Molly Brundage Stellar Realty Northwest

  3118 NW Crossing Dr, Bend, OR 97703
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  /14

  $1,540,000 New Construction

  • 3 Beds
  • 3 Baths
  • 2,571 Sq Ft

  1307 NW Ochoa Dr, Bend, OR 97703

  MOVE-IN READY home site 02, nestled under a canopy of Ponderosa Pines is the Signature community of Pahlisch Homes, Collier. Home backs green space making the feeling here of peace and serenity. Situated less than a mile from the shops and restaurants at Northwest Crossing and nearby parks and schools you are close to all the happenings in northwest Bend. Enjoy having all the trails right outside

  Jennifer Dorsey Pahlisch Real Estate, Inc.

  1307 NW Ochoa Dr, Bend, OR 97703
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  /16

  $1,850,000 New Construction

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

  1355 NW Ochoa Dr, Bend, OR 97703

  MOVE-IN READY home site 10, nestled under a canopy of Ponderosa Pines is the Signature community of Pahlisch Homes, Collier. Home site has a very private backyard with deck and the feeling here is one of peace and serenity. Situated less than a mile from the shops and restaurants at Northwest Crossing and nearby parks and schools you are close to all the happenings in northwest Bend. Enjoy having

  Jennifer Dorsey Pahlisch Real Estate, Inc.

  1355 NW Ochoa Dr, Bend, OR 97703

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