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Homes for Sale near Highland Magnet School at Kenwood

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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
  • /34

    $999,999

    • 4 Beds
    • 3.5 Baths
    • 3,220 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
  • /38

    $599,000

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

    63366 Brody Ln, Bend, OR 97701

    Seller is offering One Year Home Warranty! 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

    Lisa Bowlin Harcourts The Garner Group Real Estate

    63366 Brody Ln, Bend, OR 97701
  • /54

    $799,000

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

    626 NW Compass Ln, Bend, OR 97701

    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 features expansive windows, a sleek kitchen with custom cabinetry, and a generous peninsula perfect for entertaining. A

    Brian Ladd Cascade Hasson SIR

    626 NW Compass Ln, Bend, OR 97701
  • /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
  • /43

    $899,000

    • 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
  • /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
  • /31

    $915,000

    • 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
  • /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
  • /24

    $439,000

    • 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
  • /27

    $620,000

    • 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

    Danielle Strome John L Scott Bend

    3151 NE Barrington Ct, Bend, OR 97701
  • /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
  • /78

    $1,299,999

    • 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
  • /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
  • /51

    $1,750,000

    • 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 2 BR/2 Bath home and freestanding 1BR / 1 bath 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

    Eleanor Anderson Cascade Hasson SIR

    1235 NW Hartford Ave, Bend, OR 97701
  • /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
  • /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
  • /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
  • /34

    $950,000

    • Land
    • 13 Acres
    • $74,161 per Acre

    19309 Buck Canyon Rd, Bend, OR 97702

    Discover a truly unparalleled opportunity to own nearly 13 acres of pristine land with panoramic views of the Cascade Mountains! Perched atop a dramatic rimrock ridge, this property boasts an elevated home-site that combines stunning scenery with ultimate privacy. Rarely does a property of this caliber come to market, offering the perfect blend of space, tranquility, and proximity to Bend's best

    Gregory Powell Keller Williams Realty Central Oregon

    19309 Buck Canyon Rd, Bend, OR 97702
  • /39

    $1,375,000

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

    62725 Eagle Rd, Bend, OR 97701

    WATER RIGHTS, CREEK, AND CHARACTER!! ATTENTION INVESTORS!! 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 privacy and shade, and there's even a whimsical treehouse, perfect for

    Danny Zook Co-Rep

    62725 Eagle Rd, Bend, OR 97701
  • /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
  • /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
  • /29

    $550,000

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

    3375 NE Crystal Springs Dr, Bend, OR 97701

    Huge Price Improvement! Best priced home in Mirada and the pool is open! Welcome to this inviting single-level home in one of Bend's most desirable communities. This neighborhood offers a park, playground, and swimming pool right outside your door, plus Pine Nursery Dog Park just minutes away—perfect for enjoying Central Oregon's active lifestyle.Inside, you'll find stylish high-end LVP

    Marcella Schoenberg John L Scott Bend

    3375 NE Crystal Springs Dr, Bend, OR 97701
  • /16

    $549,000

    • 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
  • /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
  • /31

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,252 Sq Ft

    60861 Cultus Dr, Bend, OR 97702

    Enjoy the breeze blowing through the ponderosas at the charming single-level on a peaceful cul-de-sac in SW Bend. This well-maintained home is ready for your personal touches with fresh interior paint, updated bathrooms, and newer roof. A cozy sunk-in living room with large picture window offers views of the spacious backyard. This prime SW Bend location is a perfect basecamp for all of your

    Molly Maphet RE/MAX Key Properties

    60861 Cultus Dr, Bend, OR 97702
  • /26

    $370,000

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft

    60960 Granite Dr, Bend, OR 97702

    SW Bend Under $400,000! This 3 bed, 2 bath manufactured home is the perfect opportunity to get you into homeownership in Bend! Great access to the Old mill, parkway, and shops, while still being nestled in the trees. The home offers primary bedroom separation, open kitchen/dining and living, and has back deck for entertaining and a detached single garage. Situated on approximately .22 acres and

    Mariah Luelling Stellar Realty Northwest

    60960 Granite Dr, Bend, OR 97702
  • /51

    $1,074,000

    • 4 Beds
    • 2.5 Baths
    • 2,372 Sq Ft

    2403 NW Brickyard St, Bend, OR 97701

    Stunning home in the highly desirable Shevlin Ridge neighborhood. The great room, complete with stone fireplace, creates an inviting atmosphere for family gatherings. The spacious kitchen features eating areas on either side with a layout that ensures effortless flow between cooking, dining, & entertaining. The main level primary suite with luxurious ensuite is the private retreat you've been

    Lisa Smith Harcourts The Garner Group Real Estate

    2403 NW Brickyard St, Bend, OR 97701
  • /12

    $350,000

    • Land
    • 0.49 Acre
    • $714,286 per Acre

    1159 NW Redfield Cir, Bend, OR 97701

    Awbrey Butte at its best! A beautiful corner with a sloped side to enhance views. This .49-acre lot is one of the largest in the neighborhood and offers easterly views of the Ochocos, Paulina, City, and Pilot Butte. The community also provides access to a park and tennis courts. Build your dream home in the premier neighborhood of Awbrey Butte, with utilities available at the property.

    Elizabeth Ueland Bend Premier Real Estate LLC

    1159 NW Redfield Cir, Bend, OR 97701
  • /55

    $1,425,000

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

    2656 NW Nordeen Way, Bend, OR 97703

    This NW Contemporary stunner blends custom craftsmanship with high-end upgrades in a prime NW Bend location. Lightly lived-in, amazing natural light and built as the personal residence of a top custom builder, this 3-bed, 2.5-bath home offers 2,633 sq ft of thoughtfully designed space. The expansive great room and chef's kitchen feature Thermidor Pro Series appliances, quartz countertops, and

    Micah Frazier eXp Realty, LLC

    2656 NW Nordeen Way, Bend, OR 97703
  • /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
  • /74

    $3,495,000

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

    61279 Gorge View St, Bend, OR 97702

    Set beautifully atop the cliffs of the Deschutes River, this multi-generational 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, with three bedrooms, a chef's kitchen, an

    Brian Ladd Cascade Hasson SIR

    61279 Gorge View St, Bend, OR 97702
  • /8

    $1,756,000

    • Land
    • 1.26 Acres
    • $1,393,651 per Acre

    63702 & 63720 Clausen Rd, Bend, OR 97701

    Unlock incredible potential with these two adjacent lots, totaling 1.26 acres and ideally located just off of Hwy 97, north of Bend's Golden Triangle. This area — a vibrant retail core strategically positioned between Bend, Redmond and Sisters — is a major Central Oregon trade hub, home to retail heavyweights like Target, Home Depot, and Trader's Joe's and primed for future development. The

    Ryan Amerongen RE/MAX Key Properties

    63702 & 63720 Clausen Rd, Bend, OR 97701
  • /30

    $1,865,000

    • 3 Beds
    • 2 Baths
    • 3,720 Sq Ft

    60642 Brookswood Blvd, Bend, OR 97702

    Tucked away on 11 private acres in SW Bend, this peaceful property is accessed by a winding drive through towering pines. The single level home offers a spacious, versatile layout with an open main living area, family room, upstairs bonus room perfect for a home office, and a stunning two-story sunroom that opens to a deck overlooking large pond. Natural light floods the space through abundant

    Korren Bower Cascade Hasson SIR

    60642 Brookswood Blvd, Bend, OR 97702
  • /23

    $415,000

    • 2 Beds
    • 1.5 Baths
    • 1,335 Sq Ft

    986 SE Centennial St, Bend, OR 97702

    Welcome to this delightful 2-bedroom, 1.5-bath townhome featuring a warm hardwood entry and a fully fenced yard—perfect for pets, play, or gardening. The spacious eat-in kitchen opens to a cozy living area, with easy access patio for seamless indoor-outdoor living. Enjoy the convenience of a ranch-style layout and the comfort of a home that's just a short walk to scenic Kiwanis Park. Only 7

    Shelly Rea Engel & Voelkers Bend

    986 SE Centennial St, Bend, OR 97702
  • /33

    $569,000 Open Sat 12PM - 2:30PM

    • 3 Beds
    • 2.5 Baths
    • 1,659 Sq Ft

    828 NE Robin Ct, Bend, OR 97701

    Welcome to this charming & energy-efficient 3-bed, 2.5-bath home in a quiet NE Bend cul-de-sac! Backs to private, undeveloped land for extra tranquility. Features engineered hardwood floors and mostly newer appliances including gas range, microwave & dishwasher in 2024 and new water heater & re-circ pump in 2025. Solar system & roof (2021) help offset energy costs, complemented by forced air gas

    Kenneth Roberts Stellar Realty Northwest

    828 NE Robin Ct, Bend, OR 97701
  • /44

    $1,499,900

    • 4 Beds
    • 4 Baths
    • 3,089 Sq Ft

    62720 NW Ridge Rock Ct, Bend, OR 97703

    Alluring 2500 sq. ft. Modern SINGLE LEVEL home + a 600 sq. ft. attached ADU opportunity! This NW Bend home shows like new, and offers a tremendous amount of natural light combined with modern amenities and colors. Peek-a-boo Cascade Mountain views are easily captured from the expansive amount of windows in the large Great Room. OWNER WILL CARRY AT 5.5%, TERMS ARE NEGOTIABLE. A mere 3 Minute Drive

    Greg Broderick Stellar Realty Northwest

    62720 NW Ridge Rock Ct, Bend, OR 97703
  • /55

    $2,675,000

    • 4 Beds
    • 3.5 Baths
    • 5,618 Sq Ft

    1359 NW Remarkable Dr, Bend, OR 97701

    VIEWS galore! This stunning contemporary Awbrey Butte home combines modern design with thoughtful functionality, offering ample space for daily living and entertaining. Enjoy unobstructed Cascade Mountain views from the west and north that fill the home with light and scenery. The main level showcases an expansive great room with formal/informal dining, multiple living areas, a custom

    Carol Tobey Harcourts The Garner Group Real Estate

    1359 NW Remarkable Dr, Bend, OR 97701
  • /36

    $2,000,000

    • Land
    • 10 Acres
    • $197,824 per Acre

    18715 Macalpine Loop Unit 37, Bend, OR 97702

    This 10.11 acre parcel is tucked in, away from the bustling of Skyline Ranch Road, with impressive mountain views! The Highlands at Broken Top is a stunning, exclusive and gated community bordering Tetherow and the Deschutes National Forest. Just moments from downtown Bend, these 500-acres possess around 50 homesites that wind through unmatched and diverse terrain, each being approximately 10

    Lori Coon Alleda Real Estate

    18715 Macalpine Loop Unit 37, Bend, OR 97702
  • /29

    $599,000

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

    2967 NE Marea Dr, Bend, OR 97701

    Welcome home to the vibrant Mirada community in NE Bend! Built in 2020 and meticulously maintained, this move-in-ready single-level home is being offered fully furnished even including a $20,000 saltwater hot tub with a 3-year warranty!Enjoy the bright, open floor plan with vaulted ceilings and large windows that fill the home with natural light. The interior features wood-look laminate

    Parker Vernon Cascade Hasson SIR

    2967 NE Marea Dr, Bend, OR 97701

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