27

Homes for Sale near Oregon Challenge High School

Section Image
  • /47

    $9,999,000

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

    62265 Dodds Rd, Bend, OR 97701

    Withdraw into complete privacy at this state-of-the-art sanctuary, truly in a league of its own. The main residence is perfectly positioned on a rise overlooking a meadow, with the full Cascade Mountain range front and center. An abundance of windows brings daylight deep into the home, creating a calming connection to nature. A sampling of curated accommodations includes a cantina with built-in

    Jen Bowen Coldwell Banker Bain

    62265 Dodds Rd, Bend, OR 97701
  • /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
  • /42

    $2,300,000

    • 3 Beds
    • 2.5 Baths
    • 4,183 Sq Ft

    24585 Dodds Rd, Bend, OR 97701

    Looking for a ranch/home where the elk roam, where you can grow your own hay, and have plenty of room for animals and hobbies? Then look no further, this beautiful updated ranch and home on 59.53 acres with 38.4 acres of irrigation rights has all of that and more. This peaceful property backs to BLM (Badlands) and has been well maintained and updated. A few of the updates include: new tile, new

    Traci Utterback Coldwell Banker Sun Country

    24585 Dodds Rd, Bend, OR 97701
  • /77

    $2,400,000

    • 3 Beds
    • 2.5 Baths
    • 5,335 Sq Ft

    24585 Dodds Rd, Bend, OR 97701

    Looking for a ranch/home where the elk roam, where you can grow your own hay, and have plenty of room for animals & hobbies? Then look no further, this beautiful updated ranch and home on 59.53 acres w/ 38.4 acres of irrigation rights has all of that and more. This peaceful property backs to BLM (Badlands) & has been well maintained & updated. A few of the updates include: new tile, new kitchen

    Jodi Husband Coldwell Banker Sun Country

    24585 Dodds Rd, Bend, OR 97701
  • /46

    $2,499,000

    • 3 Beds
    • 2.5 Baths
    • 2,498 Sq Ft

    61490 Cougar, Bend, OR 97701

    Welcome to your dream property! This charming 2003 home offers 2498 sq ft of living space with 3 bdrms (media room to be 3rd bedroom) & 2.5 baths. Enjoy the beautiful landscaped yard on 39-acre fully fenced farm, complete with 36 acres of irrigated land with pivot system. Ideal for equestrian enthusiasts, property features top-notch 100x80 metal barn with 8 stalls + water & power, multiple tack

    Lavonne Broadbent Bend Premier Real Estate LLC

    61490 Cougar, Bend, OR 97701
  • /59

    $1,679,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3 Baths
    • 3,728 Sq Ft

    60340 Arnold Market Rd, Bend, OR 97702

    This beautifully renovated contemporary retreat on 5 serene acres is complete with a detached studio, horse barn & greenhouse. The spacious great room is a show stopper with vaulted ceilings, exposed beams & walls of windows. The gorgeous kitchen features a Liebherr wine fridge, top of the line Dacor appliances & waterfall island. The main floor primary suite offers a fabulous bath with walk-in

    Laura Blossey Avenir Realty

    60340 Arnold Market Rd, Bend, OR 97702
  • /68

    $1,499,000

    • 4 Beds
    • 2.5 Baths
    • 2,538 Sq Ft

    60980 Kramer Ln, Bend, OR 97702

    Embrace the Central Oregon lifestyle with this beautiful home on nearly 10 acres, featuring stunning Cascade Mountain views. The wraparound covered deck and paver patio provide perfect spaces to relax and take in the scenery. The home offers spacious and functional layout with 3 bedrooms, 3 baths, bonus room, and an office that could easily serve as 4th bedroom. The bright, open kitchen includes

    Patrick Leiser eXp Realty, LLC

    60980 Kramer Ln, Bend, OR 97702
  • /32

    $1,575,000

    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft

    23456 Highway 20, Bend, OR 97701

    Motivated seller with very quiet and amazing property offering 105.21 acres with 36 acres of Central Oregon Irrigation is the perfect place to call home. Nicely updated 3 bd/2 ba, 1672 sqft home is complete with a new roofer, fully remodeled bathroom with tile shower, new quartz counter tops, cabinets, and flooring in the kitchen. This property is perfect for a farm with its 6 acre pond, 4200

    Christie Glennon Pinnick Knightsbridge International

    23456 Highway 20, Bend, OR 97701
  • /36

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

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

    23363 Butterfield Trail, Bend, OR 97702

    OPEN SAT 4/26 from 12-2 - Tucked away in a peaceful pocket of SE Bend, this traditional-style gem is full of potential and ready for its next chapter. Owned by just 1 family, this homestead offers flexible living with a main-level bonus room—perfect as a fourth bedroom, home office, or extra hangout spot.Outside, the real fun begins: a massive 1,280 sq ft shop is ready for all your hobbies, gear,

    Janine Ward Keller Williams Realty C.O.

    23363 Butterfield Trail, Bend, OR 97702
  • /60

    $1,249,000

    • 4 Beds
    • 3 Baths
    • 2,777 Sq Ft

    60575 Ward Rd, Bend, OR 97702

    Embrace the tranquility and endless possibilities of country living in this impressive 2,800 sq ft home, perfectly situated on 10 sprawling acres. Dual primary suites offer luxurious privacy, a dedicated home office for seamless remote work, and a vast 3,000 sq ft shop ready for any hobby or project. Enjoy fresh eggs from your own chicken coop, cultivate your green thumb in the fenced garden, and

    Nick Wilhite The Agency Bend

    60575 Ward Rd, Bend, OR 97702
  • /33

    $849,900 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,586 Sq Ft

    23271 Butterfield Trail, Bend, OR 97702

    Escape the hustle and bustle of city life and discover this peaceful retreat nestled in Conestoga Hills, just east of Bend. Set on approximately 4.32 +/- acres, this property offers ample space for RV parking and the opportunity to build the dream shop you've always wanted. Pride of ownership shines throughout, with thoughtful updates including custom knotty alder cabinets, quartz and granite

    Jordan Ries Assist 2 Sell Buyers & Seller

    23271 Butterfield Trail, Bend, OR 97702
  • /76

    $1,199,990

    • 3 Beds
    • 2 Baths
    • 1,645 Sq Ft

    22540 Rickard Rd, Bend, OR 97702

    Single level double primary home w/spacious great room layout on 4.92 acres of cross fenced land w/panoramic Cascade Mountain views, detached 3 car garage, 7200sf shop w/14' roll up doors, 3480sf Barn w/living space & 1 acre of COID irrigation. Upon entering the great room you are greeted by vaulted ceilings, an enormous kitchen w/island & expansive counters/storage, a generous dining area,

    Noah von Borstel Windermere Realty Trust

    22540 Rickard Rd, Bend, OR 97702
  • /67

    $1,249,000

    • 3 Beds
    • 2 Baths
    • 2,124 Sq Ft

    23364 Butterfield Trail, Bend, OR 97702

    Pride of ownership really shines through on this beautiful home in Bend! Meticulously cared for, this 3 bed, 2 bath home on 4.71 acres has been thoroughly updated since 2017. Step through the door, and into the light filled great room, complete with vaulted ceilings, gorgeous wood beams and stone fireplace. Kitchen features Jenn-Air appliances, large island with built-in fridge, mirrored slab

    Holly Wettig Bend Premier Real Estate LLC

    23364 Butterfield Trail, Bend, OR 97702
  • /77

    $2,400,000

    • 3 Beds
    • 2.5 Baths
    • 5,335 Sq Ft

    24585 Dodds Rd, Bend, OR 97701

    Looking for a ranch/home where the elk roam, where you can grow your own hay, and have plenty of room for animals and hobbies? Then look no further, this beautiful updated ranch and home on 59.53 acres with 38.4 acres of irrigation rights has all of that and more. This peaceful property backs to BLM (Badlands) and has been well maintained and updated. A few of the updates include: new tile, new

    Jodi Husband Coldwell Banker Sun Country

    24585 Dodds Rd, Bend, OR 97701
  • /21

    $699,900

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    62320 Byram Rd, Bend, OR 97701

    Enjoy peaceful rural living with the conveniences of town just 5 minutes away and access to public land at the end of the street! This meticulously maintained 1,764 square foot, single-level ranch-style home, landscaped and fenced features 3 bedrooms, 2 full bathrooms, a spacious living room with exposed wood beams, family room (flex space) with gas stove - perfect for Central Oregon winters,

    Lisa McCarthy RE/MAX Key Properties

    62320 Byram Rd, Bend, OR 97701
  • /100

    $2,850,000

    • 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
  • /16

    $550,000

    • Land
    • 18 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. Seller has received back results from soil tests that show there are more than one possible building envelope. This is the sucessful first step toward getting a Conditional Use Permit.

    Rayne Legras CONNECTED REAL ESTATE GROUP

    23755 Dodds Rd, Bend, OR 97701
  • /28

    $369,000

    • Land
    • 5 Acres
    • $71,512 per Acre

    23669 Dodds Rd, Bend, OR 97701

    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. First Step towards a Conditional Use Permit has been done! Soils have been tested and found to be low value. This property has the ability to be built on. Buyer to complete Conditional Use Permit application. Seller has

    Rayne Legras CONNECTED REAL ESTATE GROUP

    23669 Dodds Rd, Bend, OR 97701
  • /71

    $1,125,000 Open Sat 11AM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,839 Sq Ft

    23445 Butterfield Trail, Bend, OR 97702

    Discover serenity in this expansive property just east of Bend, offering 2,839 square feet of living space across 11.27 acres of land. The home features 4 bedrooms, 3 bathrooms, and 2 bonus rooms, providing space for comfortable living and flexibility for various needs. Convenience meets tranquility with a 3 garage, with attic storage, perfect for outdoor gear or hobbies. Enjoy the freedom of no

    Mark Morzov Cascade Hasson SIR

    23445 Butterfield Trail, Bend, OR 97702
  • /2

    $299,000

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    24945 Elk Ln, Bend, OR 97701

    A 1979 Manufacture home that was moved from another location to this 5+ acres 20 years ago. There is electricity to the property and a working septic with shared well on neighboring property. The Manufactured is a total fixer upper or tear down it has 2 bedrooms 2 bath. It has working wood stove and cadet heaters. Partially fenced. There is tenant on premise. Tenant has received notice to

    Carla Powell Powell Team Real Estate LLC

    24945 Elk Ln, Bend, OR 97701
  • /47

    $1,425,000

    • 3 Beds
    • 2.5 Baths
    • 3,584 Sq Ft

    60895 Jennings Rd, Bend, OR 97702

    Private, nearly 5 acres with contemporary single level living. and connected fully finished 3 car garage. Also a huge (48' x 44') Detached RV Garage with ADU and extra shop / toy space. (All one separate building fully insulated (3 individual bays) spaces, heated, and drywalled and individual roll up overhead doors plus man-doors. Pond and garden beds. Driveway has 2 entrances and one leads

    Dave Feagans Stellar Realty Northwest

    60895 Jennings Rd, Bend, OR 97702
  • /47

    $2,499,000

    • 3 Beds
    • 2.5 Baths
    • 2,498 Sq Ft

    61416 Cougar Trail, Bend, OR 97701

    Welcome to your dream property! This charming 2003 home offers 2498 sq ft of living space with 3 bdrms (media room to be 3rd bedroom) & 2.5 baths. Enjoy the beautiful landscaped yard on 39-acre fully fenced farm, complete with 36 acres of irrigated land with pivot system. Ideal for equestrian enthusiasts, property features top-notch 100x80 metal barn with 8 stalls + water & power, multiple tack

    Lavonne Broadbent Bend Premier Real Estate LLC

    61416 Cougar Trail, Bend, OR 97701
  • /30

    $150,000

    • Land
    • 0.52 Acre
    • $288,462 per Acre

    0 Canyon View Loop Unit Lot 168 220183840, 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 Coastal Sotheby's International Realty

    0 Canyon View Loop Unit Lot 168 220183840, Bend, OR 97701
  • /5

    $149,900

    • Land
    • 5 Acres
    • $27,862 per Acre

    60565 Diamond t Rd, Bend, OR 97702

    Welcome to 60565 Diamond T Road, Bend, OR - a blank canvas awaiting your vision in the tranquility of the high desert. This property offers a remarkable opportunity to create your weekend get away, amidst the natural beauty of Central Oregon.The property boasts a rich tapestry of native high desert flora, highlighted by juniper trees and sagebrush. The property consists of usable flat

    Corey Graves Keller Williams Realty C.O.

    60565 Diamond t Rd, Bend, OR 97702
  • /32

    $1,575,000

    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft

    23456 Highway 20, Bend, OR 97701

    Motivated seller with very quiet and amazing property offering 105.21 acres with 36 acres of Central Oregon Irrigation is the perfect place to call home. Nicely updated 3 bd/2 ba, 1672 sqft home is complete with a new roofer, fully remodeled bathroom with tile shower, new quartz counter tops, cabinets, and flooring in the kitchen. This property is perfect for a farm with its 6 acre pond, 4200

    Christie Glennon Pinnick Knightsbridge International

    23456 Highway 20, Bend, OR 97701
  • /13

    $1,200,000

    • Land
    • 39 Acres
    • $30,801 per Acre

    61955 Somerset Dr, Bend, OR 97702

    Sought after Cascade Mountain View acreage in Bend, Oregon. Gorgeous gentle rolling property. Truly a unique gem of a property. Privacy and Seclusion on 38.96 acres with 12.1 acres of COI irrigation water. Pond. North side borders the COI Canal. Natural tree coverage on much of the property. Only about a 5 minute drive to excellent shopping, including East Side Costco. Avion Domestic water and

    Mary Shrauger Mary Shrauger

    61955 Somerset Dr, Bend, OR 97702
  • /21

    $700,000

    • Land
    • 10 Acres
    • $70,000 per Acre

    61300 Badlands Ranch Dr, Bend, OR 97701

    Rare Opportunity in Badlands Ranch community! This stunning 10-acre lot with partial cascade mountain views. ready to build with all utilities in place, saving you time and money. Located on a private dead-end road, enjoy peace, privacy, and breathtaking surroundings. Great chance to own a piece of this sought after part of Central Oregon!

    John Ropp Windermere Realty Trust

    61300 Badlands Ranch Dr, Bend, OR 97701
How to Buy a Home How to Finance a Home How to Sell a Home