Homes for Sale near Desert Sky Montessori

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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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  /63

  $3,185,000

  • 3 Beds
  • 5 Baths
  • 5,095 Sq Ft

  247 NW Scenic Heights Dr, Bend, OR 97701

  Nestled along the beautiful Deschutes in the heart of Bend, this majestic home features a serene setting yet close to all Bend has to offer. The custom, main level living masterpiece is a rare gem, thoughtfully designed & meticulously crafted. A dramatic cascading water feature guides you to the grand entry bridge. Enter to vaulted ceilings accented with log posts & rich wood finishes, creating a

  Jared Chase Cascade Hasson SIR

  247 NW Scenic Heights Dr, Bend, OR 97701
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  /34

  $769,000

  • 4 Beds
  • 2 Baths
  • 1,870 Sq Ft

  61556 Twin Lakes Loop, Bend, OR 97702

  This lovingly updated single-level home sits on nearly half an acre in a quiet SE Bend neighborhood, offering a rare blend of space, comfort, and flexibility. Enjoy a brand-new kitchen with sleek quartz countertops, new cabinetry, and modern appliances - perfect for everyday living or entertaining. Gorgeous new wood floors run throughout the home, and both bathrooms have been stylishly remodeled

  Carol Tobey Harcourts The Garner Group Real Estate

  61556 Twin Lakes Loop, Bend, OR 97702
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  /77

  $899,000

  • 4 Beds
  • 3 Baths
  • 2,142 Sq Ft

  545 NE Irving Ave, Bend, OR 97701

  This unique single-family property offers exceptional versatility with three separate dwelling units, ideal for multi-generational living or rental income. Situated on a spacious quarter-acre lot, the home features beautifully landscaped and fenced yards, mature trees, and direct access to Bend's iconic and sought after Juniper Park. The ADU located at the back of the property was completed in

  Grant Ludwick The Agency Bend

  545 NE Irving Ave, Bend, OR 97701
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  /55

  $1,299,000

  • 4 Beds
  • 3 Baths
  • 3,475 Sq Ft

  3143 NW Craftsman Dr, Bend, OR 97701

  Located in the desirable Awbrey Butte community in Bend's sought-after west side, this stunning home offers incredible Northerly and Easterly views from two expansive decks. Inside, discover four bedrooms, an office, a spacious living room, plus two versatile bonus rooms—ideal for work, play, and relaxation. Enjoy cozy evenings by the fireplace and retreat to a luxurious master suite featuring

  EMILY ARONSON Coldwell Banker Bain

  3143 NW Craftsman Dr, Bend, OR 97701
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  /100

  $2,695,000

  • 4 Beds
  • 6 Baths
  • 4,549 Sq Ft

  1748 NW Farewell Dr, Bend, OR 97701

  Capturing unobstructed Cascade Mountain views from premier 1.13 acre setting atop Awbrey Butte, this custom home showcases the incredible views from nearly every room & refined indoor-outdoor living. A cascading waterfall and gated front courtyard set a dramatic tone leading into the vaulted great room w/exposed beams & windows framing the majestic views, the adjacent dining room and nearby

  Ron and Lisa Cole Berkshire Hathaway HomeService

  1748 NW Farewell Dr, Bend, OR 97701
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  /34

  $1,250,000

  • 3 Beds
  • 2 Baths
  • 1,359 Sq Ft

  2640 NE 8th St, Bend, OR 97701

  Development opportunity in an established neighborhood, near Hollinshead Park, medical, commute access and Bend amenities. 1.13 acres offers many options and a preliminary plan is available. Potential to remodel existing 3 bedroom/2 bath, one-level home. Please contact listing agent for a complete packet of information and more details.

  Heather Osgood Windermere Realty Trust

  2640 NE 8th St, Bend, OR 97701
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  /27

  $950,000

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft

  295 NW Jefferson Place, Bend, OR 97701

  Incredible investment opportunity in the heart of Bend! This centrally located home features a rare, transferable short-term rental permit, offering a unique blend for personal use and income potential. Just steps to the Deschutes River, Old Mill District and Downtown Bend, this property is ideally situated for vacationers and owners alike. With a proven track record of strong rental income, this

  Michelle Mills RE/MAX Key Properties

  295 NW Jefferson Place, Bend, OR 97701
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  /34

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 4,420 Sq Ft

  319 NW Flagline Dr, Bend, OR 97701

  NW Bend home in Skyliner Summit. Huge heated garage/shop with 10 foot overhead door, easily loads 4 cars plus. Additional 500 sq ft heated storage. Giant bonus rm w/bar & kitchen setup has separate entrance and has been Air BnB from time to time. Huge Cascade Mtn views. Corner Lot sits right next to one of the two large neighborhood parks. 79 Acres of common ground as well as a giant dog park at

  Dave Feagans Stellar Realty Northwest

  319 NW Flagline Dr, Bend, OR 97701
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  /38

  $599,000

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

  63366 Brody Ln, Bend, OR 97701

  Move in ready! New carpet, paint and fence stain. Refreshed and ready for its new owners! Welcome to this spacious, light and bright four bedroom home situated on a large corner lot - with RV parking! Fully updated two years ago this STR eligible home features quartz countertops in the kitchen, and updated bathrooms. All bedrooms, including primary suite, are located upstairs - one with peek-a

  Lisa Bowlin Harcourts The Garner Group Real Estate

  63366 Brody Ln, Bend, OR 97701
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  /54

  $799,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 1,812 Sq Ft

  626 NW Compass Ln, Bend, OR 97701

  NEW SELLER INCENTIVE OFFERED! Seller to contribute to secure a 2/1 interest rate buydown for a qualified buyer at closing! This NW Bend location could not be more perfect. With easy access to downtown, the river, and the west side, it's ideal as a full-time residence or a ''lock and leave'' retreat. Easterly views of the city and Deschutes River are just stunning. The open-concept main level

  Brian Ladd Cascade Hasson SIR

  626 NW Compass Ln, Bend, OR 97701
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  /47

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 2,424 Sq Ft

  1760 NW 12th St, Bend, OR 97701

  Incredible investment or multigenerational living opportunity on Bend's Westside! Nestled at the base of Awbrey Butte, this meticulously maintained property is just blocks from Newport Market and Downtown. The main home offers 1,824 SF of light-filled living space with engineered hardwood floors, granite countertops, A/C, updated lighting, and a private patio with fenced yard. A separate 600 SF,

  Mark Garcia Cascade Hasson SIR

  1760 NW 12th St, Bend, OR 97701
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  /54

  $1,800,000

  • 4 Beds
  • 4 Baths
  • 3,262 Sq Ft

  63220 Johnson Rd, Bend, OR 97703

  Experience the warmth of natural light, reclaimed regional wood, and panoramic Cascade Mountain views in this one-of-a-kind architectural home on over 3 fully fenced, gated acres in NW Bend. Tucked among the pines with a massive pull-through driveway, this private estate features split-level living, spacious rooms, updated bathrooms, and a newer roof. Enjoy vast outdoor living spaces with

  Tammy Caruso eXp Realty, LLC

  63220 Johnson Rd, Bend, OR 97703
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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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  /26

  $1,275,000

  • Land
  • 2.52 Acres
  • $505,952 per Acre

  62947 Levins Ln, Bend, OR 97703

  Situated in the highly sought-after Skyline Ranch neighborhood, this exceptional 2.5-acre lot offers the ideal balance of seclusion and accessibility. Experience the peaceful charm of country living with stunning Cascade Mountain views, all while being just minutes from town conveniences. This is your chance to build the home of your dreams on the desirable west side. With Shevlin Park nearby,

  Grace Gerdes Keller Williams Realty Central Oregon

  62947 Levins Ln, Bend, OR 97703
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  /53

  $1,075,000

  • 3 Beds
  • 3 Baths
  • 2,227 Sq Ft

  2244 NW 2nd St, Bend, OR 97701

  New price plus at $25K credit for buyer! Stunning single level home on .34 acre lot in River West with views overlooking the Old Mill and the Deschutes River is a slice of paradise in the heart of Bend. This fully remodeled, energy efficient home has charm galore with 3 beautiful bedrooms, 3 full baths, plus an office/flex space off the primary suite. Step outside and discover the garden of your

  Sarah Rucker eXp Realty, LLC

  2244 NW 2nd St, Bend, OR 97701
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  /28

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  21291 Keyte Rd, Bend, OR 97701

  Short-term Rental Eligible! This beautifully updated single-level home offers the perfect blend of comfort, style, and functionality. The light-filled layout features vaulted ceilings, new lighting fixtures, and fresh interior paint for a bright, modern feel. A cozy family room just off the kitchen includes a newly installed wood stove—ideal for chilly evenings. The kitchen is both stylish and

  Carin Jackson Engel & Voelkers Bend

  21291 Keyte Rd, Bend, OR 97701
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  /31

  $949,000

  • 3 Beds
  • 2.5 Baths
  • 2,347 Sq Ft

  2952 NW Fairway Heights Dr, Bend, OR 97703

  Meticulously maintained single level home sitting on the 3rd Fairway of the River's Edge Golf Course in Bend desirable westside on a spacious .36 acre lot. This 3 bedroom, 2 and a half bath home with a large office has been well cared for over the years. New trex offers a tremendous atmosphere for peaceful central Oregon outdoor living. Floorplan is well situated with main bedroom and office

  Chris Goffrier Cascade Hasson SIR

  2952 NW Fairway Heights Dr, Bend, OR 97703
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  /41

  $1,340,000

  • 3 Beds
  • 2.5 Baths
  • 2,314 Sq Ft

  1047 NW Milton Ct, Bend, OR 97701

  Hard to find - .79 acre flat lot on Awbrey Butte on cul-de-sac with single level home. 1,600 sf 4 car garage. Adjacent to Summit park with grass, picnic table, courts and basketball. Traditional 2,314 single level home with 3 bedrooms and 3 baths. Guest suite that can be closed for privacy. Paver patio, garden room and beautiful natural rock outcropping. Great light and flow in this spacious

  Stacey Nyman Cascade Hasson SIR

  1047 NW Milton Ct, Bend, OR 97701
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  /24

  $449,000

  • 3 Beds
  • 2.5 Baths
  • 1,290 Sq Ft

  61707 Tulip Way, Bend, OR 97702

  MOTIVATED SELLER! Charming SE Bend townhome in serene Gardenside neighborhood! Own a slice of Bend in this beautifully maintained townhome tucked away in the peaceful Gardenside community. Whether you're looking for a full-time residence, a low-maintenance second home, or a turn-key investment property, this hidden gem offers it all.The main level features open concept living with a gas

  Leslie Betcher Stellar Realty Northwest

  61707 Tulip Way, Bend, OR 97702
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  /27

  $650,000

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft

  3151 NE Barrington Ct, Bend, OR 97701

  Impeccably Maintained Home on a Quiet Cul-de-Sac - This beautifully cared-for 3-bedroom, 2.5-bath home offers the perfect blend of comfort, functionality, and convenience. The spacious kitchen flows into a cozy family room and a sunlit breakfast nook—ideal for both daily living and entertaining. Formal living and dining rooms have vaulted ceilings, creating a bright and inviting atmosphere.Set on

  Danielle Strome John L Scott Bend

  3151 NE Barrington Ct, Bend, OR 97701
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  /47

  $1,239,900

  • 3 Beds
  • 2.5 Baths
  • 2,624 Sq Ft

  195 SE Roosevelt Ave, Bend, OR 97702

  These 2 tax lots need to be sold together, due to all the utilities being tied to the house. There's really nothing like this on the market! Great location close to old mill district, There is a 1930's house on 1 lot, with a ADU above the storage building, and a 1940's 1830 sq ft shop on the other! Th owner of Pinewood appliance lived in the house, the ADU was rented to the same tenant for over

  maryselhms stratton dahlke Stellar Realty Northwest

  195 SE Roosevelt Ave, Bend, OR 97702
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  /78

  $1,335,500

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  636 NW Portland Ave, Bend, OR 97703

  Step into a striking architectural masterpiece just blocks from downtown Bend, Newport Market, Drake Park, and the vibrant Galveston corridor—designed for those who appreciate both urban energy and natural beauty. This modern-industrial home blends concrete, stone, and wood, creating a harmonious mix of form and function. Inside, the open-concept layout showcases clean lines and premium finishes,

  Ryan Endries Duke Warner Realty

  636 NW Portland Ave, Bend, OR 97703
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  /32

  $797,000

  • 3 Beds
  • 3 Baths
  • 1,719 Sq Ft

  19717 SW Mount Bachelor Dr Unit 605, Bend, OR 97702

  Welcome to Bend's finest destination resort - Mt Bachelor Village - located on the desirable west side along the Deschutes River and the River Trail. Own this turn-key, fully furnished, upper level, 3- bedroom condominium with garage. Live here, vacation here and/or rent it out - nightly rentals are permitted. All bedrooms are private en-suites. One en-suite bedroom has a mini-fridge, its own

  Catherine Beaton Stellar Realty Northwest

  19717 SW Mount Bachelor Dr Unit 605, Bend, OR 97702
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  /51

  $1,788,000

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft

  1235 NW Hartford Ave, Bend, OR 97701

  An impeccable rehab on a quiet street, this single level mill house has it all in the heart of the River West Galveston Corridor. The professionally designed 3BR home and freestanding 1BR ADU on an oversized 8,276 sf lot allow for main house expansion, more ADUs, or keep the giant private yard. Whatever you decide, this rare find promises plenty of future appreciation. Enjoy the cozy fireplace,

  Eleanor Anderson Cascade Hasson SIR

  1235 NW Hartford Ave, Bend, OR 97701
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  /64

  $840,000

  • 5 Beds
  • 3 Baths
  • 2,223 Sq Ft

  20452 SE Senden Ln, Bend, OR 97702

  Welcome to this spacious and energy-efficient 5-bedroom, 3-bathroom home, with a 3 car garage,offering 2,223SF of thoughtfully designed living space on a fully fenced 0.20-acre corner lot. Builtin 2022 and meticulously maintained, this two-story home is loaded with upgrades that make it trulystand out. It also has the highest possible energy score due to the 12kW solar panel array.

  Jennifer Burkett Bend Premier Real Estate LLC

  20452 SE Senden Ln, 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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  /23

  $675,000

  • Land
  • 1.13 Acres
  • $597,345 per Acre

  3399 NW Greenleaf Way, Bend, OR 97701

  Welcome to North Rim, a premier gated community in West Bend. This 1.13-acre lot is a hidden gem, offering stunning Cascade Mountain views and a serene, wooded, park-like setting. The gently sloping topography provides varied building options, perfect for designing your dream home. Enjoy exclusive amenities including tennis, pickleball, walking trails, and access to the Deschutes River trail.

  Brian Ladd Cascade Hasson SIR

  3399 NW Greenleaf Way, Bend, OR 97701
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  /52

  $1,799,000

  • 6 Beds
  • 4.5 Baths
  • 5,415 Sq Ft

  2861 NW Perlette Ln, Bend, OR 97703

  Come experience all that Bend has to offer from this expansive retreat in The Reserve at Broken Top. Nestled in the pine trees on a spacious lot providing peaceful outdoor spaces with waterfall features and trail access out the back door, this custom Pacwest Builders home has a versatile layout for comfortable living and easy entertaining. Quality timeless finishes are coupled with numerous

  Ryan Bak Knightsbridge International

  2861 NW Perlette Ln, Bend, OR 97703
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  /34

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 1,807 Sq Ft

  2341 NW Debron Ln, Bend, OR 97709

  Situated in the desirable NW Bend neighborhood, this thoughtfully designed Pahlisch home offers aseamless blend of comfort, style, and functionality. The open-concept great room features a strikingstone gas fireplace, creating a warm and inviting focal point. The kitchen connects effortlessly tothe patio—ideal for both everyday living and entertaining. Outfitted with solid-surface

  Kelly Johnson Bend Premier Real Estate LLC

  2341 NW Debron Ln, Bend, OR 97709
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  /89

  $1,499,000

  • 5 Beds
  • 4 Baths
  • 2,024 Sq Ft

  62725 Eagle Rd, Bend, OR 97701

  WATER RIGHTS, CREEK, AND CHARACTER!!ATTENTION INVESTORS!!THIS IS A MUST SEE, to really enjoy and see potential this place has. This rare 1.58 acre lot in Bend is full of charm, natural beauty, and endless potential. With valuable water rights and a seasonal creek meandering through the property, it offers both practicality and serenity. The land is rich with character-mature trees provide

  Brenda Wicks Central Oregon Real Estate Pro

  62725 Eagle Rd, Bend, OR 97701
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  /26

  $875,000

  • 3 Beds
  • 2.5 Baths
  • 2,788 Sq Ft

  20921 Sage Creek Dr, Bend, OR 97702

  Elegant 3 bed, 2.5 bath home in SE Bend's Ridgewater II. Main-level primary suite, Brazilian Cherry hardwoods in main living areas. Bonus room above garage offers versatile space. Office with French doors and closet can serve as 4th bedroom. Newer exterior paint, Trex deck with pergola, mature landscaping with apple, plum and cherry trees. Includes potting shed, tool shed, and 8x12 greenhouse.

  Justin Lavik Cascade Hasson SIR

  20921 Sage Creek 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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  /43

  $629,999

  • 4 Beds
  • 2 Baths
  • 1,858 Sq Ft

  20881 Top Knot Ln, Bend, OR 97701

  Step into this beautifully updated and meticulously maintained home! In recent years, the owners have made thoughtful enhancements, including new light fixtures, fresh interior paint, new carpet, and custom-built cabinets in the primary closet. Vaulted ceilings and natural light create a warm, inviting space, enhanced by a cozy gas fireplace in the living room. The open floor plan leads to a

  Paris Bassett Engel & Voelkers Bend

  20881 Top Knot Ln, Bend, OR 97701
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  /30

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  3375 NE Crystal Springs Dr, Bend, OR 97701

  Best priced home in Mirada and the pool is open! This stunning single level perfectly blends style, comfort, and functionality. Step inside to find elegant quartz counter tops through out and full tile backsplash that elevate the heart of the home, complimented by beautiful LVP flooring in the dining, kitchen and living area. New carpet and pad in the bedrooms. Vaulted ceilings add a sense of

  Marcella Schoenberg John L Scott Bend

  3375 NE Crystal Springs Dr, Bend, OR 97701
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  /32

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 1,759 Sq Ft

  63373 N West Milestone Dr, Bend, OR 97703

  Certified Earth Advantage Frank Lloyd Wright inspired home in NW Bend with 3 beds, 2.5 baths, and 1,759 sq ft. Main entrance with birch wood floors, coat closet, large windows, and built-in bench. Great room with gas fireplace, sliding glass door, TV mount, and Honeywell Wi-Fi thermostat. Kitchen offers Stainless steel appliances, knotty alder cabinets, pantry, and natural light. Laundry with

  Stacey Sebastian Sunny in Bend 1% Realty

  63373 N West Milestone Dr, Bend, OR 97703
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  /27

  $1,750,000

  • 4 Beds
  • 3.5 Baths
  • 3,195 Sq Ft

  2354 NW Drouillard Ave, Bend, OR 97703

  This stunning 4-bedroom, 3.5-bath home with dedicated office space, is located in the coveted Northwest Crossing neighborhood. This residence blends luxury and modern comfort with high-end finishes. The open-concept gourmet kitchen and sleek designer bathrooms showcase meticulous attention to detail, while expansive windows flood the home with natural light, highlighting the thoughtful layout and

  Rebecca Peterson Ryan Realty LLC

  2354 NW Drouillard Ave, Bend, OR 97703
• 

  

  /16

  $565,000

  • 3 Beds
  • 2 Baths
  • 1,917 Sq Ft

  21218 Darby Ct, Bend, OR 97702

  Discover this charming single-level 3-bedroom, 2-bathroom home in a prime location. You can enjoy low maintenance living with a small easy to maintain yard while being just around the corner from a neighborhood park. Conveniently located near the hospital, this home is perfect for healthcare professionals or those seeking quick medical access. Move-in ready with a bright, open floor plan and

  Julie Carnagey Bend Premier Real Estate LLC

  21218 Darby Ct, Bend, OR 97702
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  /73

  $1,375,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,533 Sq Ft

  62636 NW Mt Thielsen Dr, Bend, OR 97703

  Located on a desirable corner lot in Bend's sought-after westside, this bright and open single-story home features a vaulted ceiling great room filled with natural light, a chef's kichen perect for cooking and entertaining, and a dedicated office space. The three-car garage includes an RV bay for extra storage, while the outdoor patio offers the perfect spot to take in stunning mountain views.

  Carrie Larsen Harcourts The Garner Group Real Estate

  62636 NW Mt Thielsen Dr, Bend, OR 97703
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  /62

  $2,395,000

  • 4 Beds
  • 3.5 Baths
  • 3,476 Sq Ft

  19445 Randall Ct, Bend, OR 97702

  Situated at the end of a private cul-de-sac and backing to common area in Tetherow, this is an incredibly well-appointed and immaculately maintained Bend Trend custom home. The floorplan features a primary suite, guest suite, and office on the main floor, w/2 bedrooms and loft w/deck upstairs. Luxury appointments include shiplap ceiling in the great room, kitchen designed for entertaining w/2

  Jordan Grandlund Cascade Hasson SIR

  19445 Randall Ct, Bend, OR 97702

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