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Homes for Sale near Oregon Challenge High School

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  • /106

    $1,875,000

    • 3 Beds
    • 2.5 Baths
    • 3,412 Sq Ft

    24585 Dodds Rd, Bend, OR 97701

    RARE HIGH DESERT SANCTUARY! This 59.53 acre ranch is a rare opportunity bordering 29,000 acres of BLM Badlands. Secure your harvest with 38.40 acres of irrigation rights, complete with updated pivots, a new irrigation pond liner, and a fresh pump. The land is perfectly suited for hay production or livestock, featuring 7 horse stalls, a massive hay barn, and updated fencing throughout. Beyond the

    Agent Photo

    Traci Utterback

    Coldwell Banker Sun Country

    24585 Dodds Rd, Bend, OR 97701
  • /43

    $2,625,000

    $125K PRICE DROP
    • 4 Beds
    • 6 Baths
    • 4,777 Sq Ft

    61445 Gosney Rd, Bend, OR 97702

    This breathtaking 4,777 sqft custom home in SE Bend offers awe-inspiring Cascade Mountain views, set on nearly 10 pristine acres with 3 acres of inground irrigation. The expansive open floor plan features soaring vaulted ceilings, rich wood accents, a massive gas fireplace, and custom built-ins. The chef's kitchen is a culinary masterpiece boasting a spacious island, stainless steel appliances,

    John Snippen RE/MAX Key Properties

    61445 Gosney Rd, Bend, OR 97702
  • /75

    $1,585,000

    $84K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,233 Sq Ft

    24442 Dodds Rd, Bend, OR 97701

    The easiest type of acreage. Sweeping Cascade Mtn. views and waterfront living at this private ESTATE w/ 2.25 acres of deeded COID rights plus a custom home. Just 3 songs from Bend. The cherished seasonal arrival of water makes this is canal-front living 6 mos a year; wildlife abounds. Thoughtfully landscaped grounds & a wraparound deck create a peaceful, immersive setting. Main lvl: kitchen

    Julie Reber Cascade Hasson SIR

    24442 Dodds Rd, Bend, OR 97701
  • /77

    $2,995,000

    $805K PRICE DROP
    • 3 Beds
    • 4.5 Baths
    • 5,400 Sq Ft

    23636 Ten Barr Trail, Bend, OR 97701

    Beth Dutton would live here! A rare opportunity to secure over 160 acres of private Central Oregon countryside, just beyond Bend's city limits--where space, water, and independence still matter. Surrounded by sweeping mountain views & uninterrupted skies, this estate offers a lvl of privacy + control that is increasingly rare, ideal for those who value long-term security, self-reliance & land

    Julie Reber Cascade Hasson SIR

    23636 Ten Barr Trail, Bend, OR 97701
  • /50

    $1,150,000

    • 3 Beds
    • 2.5 Baths
    • 2,758 Sq Ft

    60835 Jennings Rd, Bend, OR 97702

    Set on beautifully landscaped acreage in SE Bend, this exceptional equestrian estate blends refined country living with direct access to Central Oregon's outdoor lifestyle. The thoughtfully remodeled home features vaulted ceilings, abundant natural light, and a functional floor plan with a main-level primary suite, office, and two additional bedrooms, art studio, and flex room upstairs. The

    Brian Ladd Cascade Hasson SIR

    60835 Jennings Rd, Bend, OR 97702
  • /16

    $550,000

    • Land
    • 18.44 Acres
    • $29,826 per Acre

    23755 Dodds Rd, Bend, OR 97701

    Great piece of property in Deschutes County, super close to BLM. Irrigation rights for almost 17 acres. Central Oregon Irrigation. Check with county for uses on EFUAL. The path to a conditional use permit has been started. Soil Testing Done by local soil scientist. Possible owner carry.

    Heidi Wills The Group Real Estate

    23755 Dodds Rd, Bend, OR 97701
  • /20

    $650,000

    $48K PRICE DROP
    • Land
    • 10 Acres
    • $65,000 per Acre

    61590 Gribbling Rd, Bend, OR 97702

    Lot 1 is a Private and serene 10-acre parcel just minutes from Bend. This exceptional property offers paved road access, mature old-growth junipers, and both a small irrigation canal and the main COID canal. Multiple potential building envelopes provide flexibility, with current sites thoughtfully positioned to maximize privacy. Enjoy glimpses of the Cascade Mountains that enhance the setting.

    Dan Cook Berkshire Hathaway HomeService

    61590 Gribbling Rd, Bend, OR 97702
  • /22

    $640,000

    $145K PRICE DROP
    • Land
    • 17.08 Acres
    • $37,471 per Acre

    60148 Stirling Dr, Bend, OR 97702

    Elevated mountain view living with glorious sunrises and sunsets! Bring your vision, this 17.08-acre parcel is loaded with possibilities. Build-ready and offering an exceptional opportunity to create your ideal estate amid captivating mountain views. The required Conditional Use Permit for a single-family residence has been completed and approved, this valuable entitlement opens the door to a

    Jake Moorhead RE/MAX Key Properties

    60148 Stirling Dr, Bend, OR 97702
  • /130

    $2,329,000

    $110K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,910 Sq Ft

    61465 White Peaks Ct, Bend, OR 97702

    Multi-generational custom home on 2.61 private & elevated acres in Lane Knolls Estates. Completed in 2019, this luxuriously appointed home boasts a central open great room with massive vaulted ceilings and custom wood beam accents. Anchored by the home's chef kitchen with massive island, the great room is book-ended with a formal dining area/living room on the SE wing and a cozy family room

    Matt Robinson The Agency Bend

    61465 White Peaks Ct, Bend, OR 97702
  • /12

    $499,000

    $80K PRICE DROP
    • Land
    • 10 Acres
    • $49,900 per Acre

    61590 Gribbling Rd Unit Lot 2, Bend, OR 97702

    Lot 2 is a Private and serene 10-acre parcel just minutes from Bend. This exceptional property offers paved road access to driveway, mature old-growth junipers, and both a small irrigation canal and the main COID canal. Multiple potential building envelopes provide flexibility, with current sites thoughtfully positioned to maximize privacy. Enjoy glimpses of the Cascade Mountains that enhance the

    Dan Cook Berkshire Hathaway HomeService

    61590 Gribbling Rd Unit Lot 2, Bend, OR 97702
  • /56

    $1,325,500

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,549 Sq Ft

    22539 Martee Ln, Bend, OR 97701

    Minutes from downtown Bend, but it feels like you've escaped the world. Just over 2 fenced, irrigated acres with professional landscaping -- the kind of place you pull into after a long day and just exhale. The backyard was made for living -- private patio, hot tub, fire pit, water feature, and an outside bar. Inside, everything flows easily with an open floor plan, game room, and a big

    Carolyn Emick Duke Warner Realty ERA Powered

    22539 Martee Ln, Bend, OR 97701
  • /50

    $1,074,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    60965 Ward Rd, Bend, OR 97702

    Private, close in Acreage only 5 minutes to Bend! Serene and peaceful setting with great potential. Sitting on approx. 9.96 acres this home with wrap around porch is clean and well taken care of. The home has a living room and large family room on the lower level and 3 bedrooms on the second level. Two Shops with 5 bays plus the attached two care garage with tons of storage and work space. The 34

    James Kinney Engel & Voelkers Bend

    60965 Ward Rd, Bend, OR 97702
  • /17

    $698,000

    • Land
    • 9.7 Acres
    • $71,959 per Acre

    23055 Timland Ln, Bend, OR 97702

    Peace and privacy are a rare commodity for a place to build your new home just minutes from town. This is an opportunity to build a custom home with an ADU on almost 10 acres east of Bend with septic, Avion Water and 400 amp service already installed. Ready to build. It features an elevated building site with potential views and secure perimeter fencing. A rural setting for your dream refuge with

    Gary Everett RE/MAX Key Properties

    23055 Timland Ln, Bend, OR 97702
  • /55

    $2,300,000

    $195K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,498 Sq Ft

    61416 Cougar Trail, Bend, OR 97701

    This picturesque 39-acre farm offers a rare blend of income potential and peaceful country living. With 36 irrigated acres, including 31 acres of premium horse hay yielding 80-100 tons annually, the property is well established for agricultural success and supported by long-standing water rights and a canal running along the northern boundary. The main home features floor to ceiling windows

    Brian Ladd Cascade Hasson SIR

    61416 Cougar Trail, Bend, OR 97701
  • /18

    $650,000

    • Land
    • 10.08 Acres
    • $64,484 per Acre

    60840 Billadeau Rd, Bend, OR 97702

    Amazing 10-acre build-ready parcel on sought-after Billadeau Road! This exceptional property offers the perfect blend of privacy, space, and convenience in one of Southeast Bend's most desirable rural areas. Significant improvements have already been completed, including trenching, site prep, Avion water, and a power vault--saving you substantial development costs. Zoned for a home with potential

    Tiffany Paulin LivOregon Real Estate LLC

    60840 Billadeau Rd, Bend, OR 97702
  • /21

    $550,000

    • Land
    • 18.44 Acres
    • $29,826 per Acre

    23755 Dodds Rd, Bend, OR 97701

    Great piece of property in Deschutes County, super close to BLM. Irrigation rights for almost 17 acres. Central Oregon Irrigation. Check with county for uses on EFUAL. The road to a conditional use permit has been started on. Soil Testing Done by local soil scientist. Possible owner carry.

    Catherine Fisher Connected Real Estate Group

    23755 Dodds Rd, Bend, OR 97701
  • /50

    $1,495,000

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,613 Sq Ft

    23308 Chisholm Trail, Bend, OR 97702

    Exceptional acreage property featuring a massive heated shopâ€â€the ultimate space for hobbies, equipment, vehicles, storage, or a home-based business. Situated on 4.79 private acres in Conestoga Hills, this property offers the perfect blend of functionality and peaceful country living. The home features an updated kitchen with quartz countertops, stainless steel appliances, abundant storage,

    Lizabeth Shatterly Bend Premier Real Estate LLC

    23308 Chisholm Trail, Bend, OR 97702
  • /52

    $2,895,000

    • 3 Beds
    • 2 Baths
    • 2,459 Sq Ft

    23420 Bear Creek Rd, Bend, OR 97701

    A rare offering of quality and lifestyle, w/direct access to BLM, this 19.7 acre estate is within a short drive to the conveniences of NE Bend. The property features a light-filled 2,459 sq. ft. single level custom home + a lawfully established 1,304 sq. ft. second dwelling. The main residence showcases contemporary style with the timeless beauty of sand-in-place white oak floors, custom walnut

    Karin Johnson Coldwell Banker Bain

    23420 Bear Creek Rd, Bend, OR 97701
  • /69

    $1,169,000

    $26K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,360 Sq Ft

    22055 White Peaks Dr, Bend, OR 97702

    Enjoy peaceful acreage living just minutes from Bend. Situated on a private 2.67-acre parcel in the desirable Lane Knolls neighborhood, this property offers space, privacy, and direct access to a private trail system right outside your front door, connecting to nearby BLM land. The beautifully maintained grounds feature mature landscaping, expansive lawn areas, and plenty of room to build a

    Gregory Powell Keller Williams Realty Central Oregon

    22055 White Peaks Dr, Bend, OR 97702
  • /30

    $130,000

    • Land
    • 22,651 Sq Ft
    • $250,000 per Acre

    0 Canyon View Loop Unit Lot 168, Bend, OR 97701

    Embrace the Easterly views of the Powell Butte Mountains from this expansive & level 1/2+ acre homesite. Overlooking the #2 Fairway of the Nicklaus Golf Course, this lot is nestled w/in the Estates of Pronghorn, a private community offering the serene beauty & tranquility of Central Oregon. As a resident, you'll have access to unparalleled amenities at Juniper Preserve. Enjoy 36 holes of

    Betsey Leever Little Cascade Hasson SIR

    0 Canyon View Loop Unit Lot 168, Bend, OR 97701
  • /35

    $385,900

    $14K PRICE DROP
    • Land
    • 5.23 Acres
    • $73,786 per Acre

    0 Highway 20 Unit 296721434, Bend, OR 97702

    This stunning property is surrounded by the beauty of the Sisters Mountains with wide-open territorial views in every direction. A peaceful and picturesque setting perfect for your dream home, hobby farm, or retreat. Enjoy breathtaking sunrises and sunsets over the Cascade Range in a truly special location.

    Heather Randall eXp Realty, LLC

    0 Highway 20 Unit 296721434, Bend, OR 97702
  • /62

    $1,999,000

    $501K PRICE DROP
    • 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
  • /28

    $350,000

    • Land
    • 5.16 Acres
    • $67,829 per Acre

    23669 Dodds Rd, Bend, OR 97701

    Well located Central Oregon property. Just south of Bend off Hwy 20. Irrigation for 3+ acres. Zoned EFUAL Deschutes county. Had a home on at one time and buyer due diligence for build-ability. Seller was told at one time that it was possible. Seller has received results of poor soils test and Conditional Use Permit is now possible!!! Possible owner carry.

    Heidi Wills The Group Real Estate

    23669 Dodds Rd, Bend, OR 97701
  • /56

    $695,000

    $55K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,308 Sq Ft

    22305 Neff Rd, Bend, OR 97701

    Enjoy the best of close-to-town acreage at 22305 Neff Rd. Set on 5.42 acres with 1 acre of irrigation, this 2,308 SF home offers a flexible layout with 4 bedrooms and 2 baths. The main level features a bright living area with fireplace, kitchen, two bedrooms, full bath, and a deck overlooking the pasture. The lower level includes a spacious bonus room with sliding glass door to the backyard, plus

    Johnny Champa Cascade Hasson SIR

    22305 Neff Rd, Bend, OR 97701
  • /46

    $1,095,000

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft

    62765 Stenkamp Rd, Bend, OR 97701

    Welcome to your own private country retreat! Nestled on 34.8 peaceful acres, this inviting 3-bedroom, 2-bath home offers 1,782 square feet of comfortable living space surrounded by the beauty of nature. Built in 1994, the home provides a warm and welcoming atmosphere with plenty of room to relax and enjoy the tranquil setting. A spacious covered patio overlooks the large irrigation pond, creating

    Ben Shank John L Scott Bend

    62765 Stenkamp Rd, Bend, OR 97701
  • /44

    $639,000

    • 3 Beds
    • 2 Baths
    • 1,794 Sq Ft

    62362 Powell Butte Hwy, Bend, OR 97701

    Enjoy the perfect blend of country freedom and city convenience on this stunning 1.69-acre property surrounded by open space. This beautifully updated 3-bedroom, 2-bathroom home features a versatileadditional room--ideal for a home office, hobby room, or 4th bedroom. Step inside to a thoughtful floor plan designed for effortless living, complete with good separation from the primary suite to

    Brook Criazzo Stellar Realty Northwest

    62362 Powell Butte Hwy, Bend, OR 97701
  • /18

    $1,495,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,368 Sq Ft

    61160 Obernolte Rd, Bend, OR 97701

    The value is in the land and location . Build your dream ranch here adjacent to 29,301 acres Badlands Wilderness. Beautiful snow capped mountain views from your new home building site. The current home has recent upgrades and is livable while you build. The huge garage has an upstairs unfinished living quarters. Included are 60.5 acres water rights, an 8 tower center pivot and 35 section wheel

    Jim Floyd First Oregon Properties LLC

    61160 Obernolte Rd, Bend, OR 97701
  • /4

    $18,000

    $5K PRICE DROP
    • Land
    • 10 Acres
    • $1,800 per Acre

    0 Fort Rock Rd Unit 220212779, Bend, OR 97701

    Spacious and beautiful flat acreage ideal for off-grid camping, horse back riding (so many trails!), and great weekend getaways that are not too far from the city. Take in the panoramic views of the high desert landscape, peaceful seclusion from life's worries, and endless outdoor recreational opportunities! This property corners to over 84,000 acres of BLM land, setting you up for the most ideal

    Kara Becker Root & Branch Realty Group

    0 Fort Rock Rd Unit 220212779, Bend, OR 97701
  • /67

    $1,899,000

    • 4 Beds
    • 3.5 Baths
    • 4,360 Sq Ft

    24605 Dodds Rd, Bend, OR 97701

    Tucked beneath the Cascade Mountains with DIRECT access to over 29,000 acres of BLM to ride, hike and explore. This 36.16-acre Central Oregon ranch features a welcoming 4,360 sq. ft. 4 bdrm, 3.5 bath plus an office and bonus room blending recreation, versatility, and country living. Equestrian amenities includes 16 oversized stalls, indoor and outdoor arenas, tack room, wash stall, a viewing room

    Courtney Perkey RE/MAX Key Properties

    24605 Dodds Rd, Bend, OR 97701
  • /22

    $350,000

    $19K PRICE DROP
    • Land
    • 5.16 Acres
    • $67,829 per Acre

    23669 Dodds Rd, Bend, OR 97701

    Well located Central Oregon property. Just south of Bend off Hwy 20. Irrigation for 3+ acres. Zoned EFUAL Deschutes county. Had a home on at one time and buyer due diligence for build-ability. Seller was told at one time that it was possible. Seller has received results of poor soils test and Conditional Use Permit is now possible!!! Possible owner carry.

    Catherine Fisher Connected Real Estate Group

    23669 Dodds Rd, Bend, OR 97701
  • /39

    $1,850,000

    • 2 Beds
    • 1.5 Baths
    • 1,944 Sq Ft

    61140 Obernolte Rd, Bend, OR 97701

    This private ranch property blends natural beauty with practical amenities across 84.93 acres, with 48 acres of COID irrigation. With direct access to public lands, outdoor adventure is right at your doorstep. The home welcomes you with a spacious great room, a floor to ceiling stone fireplace, a sunlit dining area, and sweeping views of the surrounding landscape. The updated kitchen includes an

    Karin Johnson Coldwell Banker Bain

    61140 Obernolte Rd, Bend, OR 97701
  • /25

    $475,000

    $124K PRICE DROP
    • Land
    • 4.81 Acres
    • $98,753 per Acre

    0 Tumalo Reservoir Rd Unit 220207981, Bend, OR 97701

    Prime 4.81-Acre Parcel in Desirable West Tumalo. This rare 4.81-acre property offers the perfect blend of privacy, space, and convenience in highly sought-after West Tumalo. With peekaboo mountain views from the 2nd floor and direct access across the street to BLM and Deschutes National Forest. Enjoy hiking, biking, and horseback riding right from your front door. Build your dream home surrounded

    Jj Jones RE/MAX Key Properties

    0 Tumalo Reservoir Rd Unit 220207981, Bend, OR 97701
  • /63

    $1,299,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,634 Sq Ft

    62111 Cody Rd, Bend, OR 97701

    Private 5-acre horse property minutes from Bend. Park-like setting with pond and irrigated pastures. Extensive updates include custom cabinetry, granite countertops, and a 36'' Bertazzoni range with pot filler. Open-beam great room, wood-burning stone fireplace, refinished hardwood floors, and radiant floor heating in the primary bath. Equestrian amenities include a 4-stall barn, tack room, hay

    Otis Craig Bend Premier Real Estate LLC

    62111 Cody Rd, Bend, OR 97701
  • /41

    $675,000

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft

    24893 Elk Ln, Bend, OR 97701

    Nestled on over 5 acres, you will find this spacious single-level home with vaulted ceilings, large great room, landscaped, private well, fencing. The exterior was freshly painted and carpets professionally cleaned in July 2026. The home's interior was previously upgraded with premium laminate flooring in the kitchen, dining, and laundry room, real pine wood trim and pine solid core doors

    Will Florence Knightsbridge International

    24893 Elk Ln, Bend, OR 97701
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