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$509,000

Nestled among the trees on five private acres in Riddle, this distinctive 3-bedroom, 2.5-bath home with a versatile flex room offers the peace and seclusion of country living while remaining conveniently accessible. Beautiful territorial and mountain views and a wooded setting create a wonderful sense of privacy.Step inside to an impressive great room featuring soaring vaulted ceilings, walls of windows and a dramatic floor-to-ceiling stone hearth & pellet stove—the perfect centerpiece for cozy evenings at home. Abundant natural light and views of the surrounding landscape bring the outdoors in. The spacious kitchen offers extensive cabinetry, stone countertops and generous workspace, while the flex room provides options for a home office, media room, gym or hobby space.The primary suite features a spacious ensuite with dual sinks, jetted soaking tub, separate tiled shower and large walk-in closet with built-in storage. Two additional bedrooms, another full bath, half bath, dedicated laundry and abundant storage add functionality.Outside, an expansive deck overlooking the trees and surrounding hills creates an inviting space for outdoor dining, entertaining or simply enjoying the peaceful setting. A two-car garage and plenty of additional parking provide room for vehicles, guests and more.A unique property offering acreage, privacy, views and versatile living. Just minutes from I-5.

3 Beds ⋅ 2 Baths ⋅ 221026271 MLS

Nestled among the trees on five private acres in Riddle, this distinctive 3-bedroom, 2.5-bath home with a versatile flex room offers the peace and seclusion of country living while remaining conveniently accessible. Beautiful territorial and mountain views and a wooded setting create a wonderful sense of privacy.Step inside to an impressive great room featuring soaring vaulted ceilings, walls of windows and a dramatic floor-to-ceiling stone hearth & pellet stove—the perfect centerpiece for cozy evenings at home. Abundant natural light and views of the surrounding landscape bring the outdoors in. The spacious kitchen offers extensive cabinetry, stone countertops and generous workspace, while the flex room provides options for a home office, media room, gym or hobby space.The primary suite features a spacious ensuite with dual sinks, jetted soaking tub, separate tiled shower and large walk-in closet with built-in storage. Two additional bedrooms, another full bath, half bath, dedicated laundry and abundant storage add functionality.Outside, an expansive deck overlooking the trees and surrounding hills creates an inviting space for outdoor dining, entertaining or simply enjoying the peaceful setting. A two-car garage and plenty of additional parking provide room for vehicles, guests and more.A unique property offering acreage, privacy, views and versatile living. Just minutes from I-5.

1265 EVERGREEN RIDGE RD, Riddle

$265,000

Exceptional opportunity to own more than 35 acres of flat, fully usable land featuring fertile river loam soils and a convenient location just minutes from Interstate 5. Rich in agricultural potential, this versatile property is fully fenced and ready for a wide range of farming, livestock, or hobby agriculture pursuits. Historically, the property's Douglas fir trees have played and important role in supplying premium seedlings to local forest lands throughout the county, with the parent trees still remaining on-site - a unique and valuable legacy feature. Tucked toward the back of the property, the appoved Non-Farm Dwelling homesite offers outstanding privacy, peaceful surroundings, and sweeping valley views, creating the perfect setting for your future dream home. Additional improvements include approved septic through Douglas County Onsite and power available at the property line, making development even more convenient. Whether you're envisioning as private rural estate, working farm, or investment in productive land, this remarkable property combines natural beauty, usability, and opportunity in one exceptional package.

227023093 MLS

Exceptional opportunity to own more than 35 acres of flat, fully usable land featuring fertile river loam soils and a convenient location just minutes from Interstate 5. Rich in agricultural potential, this versatile property is fully fenced and ready for a wide range of farming, livestock, or hobby agriculture pursuits. Historically, the property's Douglas fir trees have played and important role in supplying premium seedlings to local forest lands throughout the county, with the parent trees still remaining on-site - a unique and valuable legacy feature. Tucked toward the back of the property, the appoved Non-Farm Dwelling homesite offers outstanding privacy, peaceful surroundings, and sweeping valley views, creating the perfect setting for your future dream home. Additional improvements include approved septic through Douglas County Onsite and power available at the property line, making development even more convenient. Whether you're envisioning as private rural estate, working farm, or investment in productive land, this remarkable property combines natural beauty, usability, and opportunity in one exceptional package.

CANYONVILLE-RIDDLE RD, Riddle

$17,900

Here's your chance to build your forever home in Riddle's upcoming subdivision! If you don't want to build, no worries! Manufactured homes are allowed as well! This property is in the path of development and may make an excellent investment for the future. This lot is the closest unit to the main street, therefore, not too much roadway would need to be in place. Utilities are also conveniently located at the end of the street ready to be connected to. Plus, this is a corner lot making it highly desirable. Gorgeous views of the city and surrounding valleys right from your front yard. Come view today as lots are limited!

362684096 MLS

Here's your chance to build your forever home in Riddle's upcoming subdivision! If you don't want to build, no worries! Manufactured homes are allowed as well! This property is in the path of development and may make an excellent investment for the future. This lot is the closest unit to the main street, therefore, not too much roadway would need to be in place. Utilities are also conveniently located at the end of the street ready to be connected to. Plus, this is a corner lot making it highly desirable. Gorgeous views of the city and surrounding valleys right from your front yard. Come view today as lots are limited!

CEDAR ST Unit #36, Riddle

$17,900

Here's your chance to build your forever home in Riddle's upcoming subdivision! If you don't want to build, no worries! Manufactured homes are allowed as well! This property is in the path of development and may make an excellent investment for the future. This lot is close to the main street, therefore, not too much roadway would be needed to be in place. Utilities are also conveniently located at the end of the street ready to be connected to. Astounding views of the city and surrounding valleys. Come view today as lots are limited!

363677387 MLS

Here's your chance to build your forever home in Riddle's upcoming subdivision! If you don't want to build, no worries! Manufactured homes are allowed as well! This property is in the path of development and may make an excellent investment for the future. This lot is close to the main street, therefore, not too much roadway would be needed to be in place. Utilities are also conveniently located at the end of the street ready to be connected to. Astounding views of the city and surrounding valleys. Come view today as lots are limited!

CEDAR ST Unit #35, Riddle

$590,000

A ONE-OF-A-KIND SOUTHERN OREGON RETREAT! Set on 1.38 peaceful acres, 1631 Glenbrook Loop Rd offers the perfect blend of privacy, space, character, and incredible amenities. With a sparkling in-ground gunite pool, large shop, RV parking, multiple outbuildings, and over 2,900 sq ft of functional living space, this property is designed for enjoying every season of life.Step inside and discover a home filled with character and personality, featuring beautiful crown molding, hardwood floors, fireplaces, built-ins, and unique details you simply don't find in newer construction. Specialized roll-out beds, ventilated produce shelving, and thoughtful touches throughout add charm and functionality without sacrificing comfort. The spacious kitchen offers abundant cabinetry, pantry storage, double ovens, and plenty of room to gather with family and friends.The finished attic and basement areas provide even more flexibility for guest space, hobbies, home offices, storage, recreation, or multigenerational living. Multiple gathering spaces make this home ideal for both everyday living and entertaining. Then step outside and discover what makes this property truly special. The private backyard oasis features a beautiful in-ground gunite pool, expansive patio areas, and mature landscaping, creating the perfect setting for summer entertaining or relaxing at home. The 1.38 acres give you room to spread out, while the large shop, RV parking, covered storage, and multiple outbuildings provide plenty of space for vehicles, equipment, hobbies, projects, and recreational toys. Space, privacy, a pool, a shop, acreage, and character—all in one incredible property. Connected to city water and offering the feel of a private country retreat, 1631 Glenbrook Loop Rd is a rare opportunity to enjoy a property that truly has it all. Come see the possibilities and fall in love with this unique Southern Oregon retreat!

3 Beds ⋅ 2 Baths ⋅ 648289917 MLS

A ONE-OF-A-KIND SOUTHERN OREGON RETREAT! Set on 1.38 peaceful acres, 1631 Glenbrook Loop Rd offers the perfect blend of privacy, space, character, and incredible amenities. With a sparkling in-ground gunite pool, large shop, RV parking, multiple outbuildings, and over 2,900 sq ft of functional living space, this property is designed for enjoying every season of life.Step inside and discover a home filled with character and personality, featuring beautiful crown molding, hardwood floors, fireplaces, built-ins, and unique details you simply don't find in newer construction. Specialized roll-out beds, ventilated produce shelving, and thoughtful touches throughout add charm and functionality without sacrificing comfort. The spacious kitchen offers abundant cabinetry, pantry storage, double ovens, and plenty of room to gather with family and friends.The finished attic and basement areas provide even more flexibility for guest space, hobbies, home offices, storage, recreation, or multigenerational living. Multiple gathering spaces make this home ideal for both everyday living and entertaining. Then step outside and discover what makes this property truly special. The private backyard oasis features a beautiful in-ground gunite pool, expansive patio areas, and mature landscaping, creating the perfect setting for summer entertaining or relaxing at home. The 1.38 acres give you room to spread out, while the large shop, RV parking, covered storage, and multiple outbuildings provide plenty of space for vehicles, equipment, hobbies, projects, and recreational toys. Space, privacy, a pool, a shop, acreage, and character—all in one incredible property. Connected to city water and offering the feel of a private country retreat, 1631 Glenbrook Loop Rd is a rare opportunity to enjoy a property that truly has it all. Come see the possibilities and fall in love with this unique Southern Oregon retreat!

1631 GLENBROOK LOOP RD, Riddle

$1,650,000

Experience elevated country living at 1757 Riddle Bypass—an exceptional 42.48-acre estate offering luxury, privacy, and versatility. This stunning 3,884 sq ft custom cedar home showcases impeccable craftsmanship with rich woodwork, hardwood floors, soaring beamed ceilings, and an open-concept design filled with natural light.The gourmet kitchen is designed for both function and style, featuring granite countertops, a large island, and an eating bar—perfect for entertaining. The home also includes a spacious finished daylight basement offering incredible flexibility for additional bedrooms, a game room, or multi-generational living.Step outside to take in breathtaking panoramic views of the surrounding mountains and valley from the expansive deck with vaulted cedar ceilings—an ideal space to relax or host gatherings.This property is fully equipped for a variety of lifestyles and uses. Highlights include a 1,440 sq ft garage complete with a walk-in cooler, a 60x80 shop zoned light industrial with 3-phase power, engineered for a crane, and a half bath—perfect for business or hobby use. The land features an orchard with deer fencing, a designated fenced garden area, and four full RV hookups.Additional features include a built-in 9x9 safe for added security. Whether you’re seeking a private retreat, working property, or multi-use estate, this one-of-a-kind offering delivers unmatched potential in a beautiful rural setting.Call today for your private tour of this extraordinary property!

2 Beds ⋅ 3 Baths ⋅ 647409474 MLS

Experience elevated country living at 1757 Riddle Bypass—an exceptional 42.48-acre estate offering luxury, privacy, and versatility. This stunning 3,884 sq ft custom cedar home showcases impeccable craftsmanship with rich woodwork, hardwood floors, soaring beamed ceilings, and an open-concept design filled with natural light.The gourmet kitchen is designed for both function and style, featuring granite countertops, a large island, and an eating bar—perfect for entertaining. The home also includes a spacious finished daylight basement offering incredible flexibility for additional bedrooms, a game room, or multi-generational living.Step outside to take in breathtaking panoramic views of the surrounding mountains and valley from the expansive deck with vaulted cedar ceilings—an ideal space to relax or host gatherings.This property is fully equipped for a variety of lifestyles and uses. Highlights include a 1,440 sq ft garage complete with a walk-in cooler, a 60x80 shop zoned light industrial with 3-phase power, engineered for a crane, and a half bath—perfect for business or hobby use. The land features an orchard with deer fencing, a designated fenced garden area, and four full RV hookups.Additional features include a built-in 9x9 safe for added security. Whether you’re seeking a private retreat, working property, or multi-use estate, this one-of-a-kind offering delivers unmatched potential in a beautiful rural setting.Call today for your private tour of this extraordinary property!

1757 RIDDLE BY PASS RD, Riddle

$630,000

Perched atop the mountain, this private 40.1-acre retreat offers peace, seclusion, and stunning views. The 3-bedroom, 2-bath, 1,620 sq. ft. home blends comfort and functionality with laminate flooring and vaulted ceilings throughout. The spacious primary suite features an attached office, walk-in closet, walk-in shower, and a relaxing soaking tub. The open kitchen includes a breakfast bar, center island, and abundant cabinet and counter space, while the separate laundry room adds convenience to everyday living. Enjoy outdoor living year-round on the large covered back patio—complete with a wood stove and hot tub—or take in the panoramic scenery from the spacious covered front deck. Practical amenities include city water, a septic system, fenced yard area, raised garden beds, greenhouse, tool shed, and RV parking located midway up the long, graveled driveway. The oversized detached 3-car garage offers ample space for vehicles, storage, or a workshop. This exceptional property combines comfort, privacy, and mountain living at its best. Call to schedule your private showing today! NOT A DRIVE-BY.

3 Beds ⋅ 2 Baths ⋅ 453960100 MLS

Perched atop the mountain, this private 40.1-acre retreat offers peace, seclusion, and stunning views. The 3-bedroom, 2-bath, 1,620 sq. ft. home blends comfort and functionality with laminate flooring and vaulted ceilings throughout. The spacious primary suite features an attached office, walk-in closet, walk-in shower, and a relaxing soaking tub. The open kitchen includes a breakfast bar, center island, and abundant cabinet and counter space, while the separate laundry room adds convenience to everyday living. Enjoy outdoor living year-round on the large covered back patio—complete with a wood stove and hot tub—or take in the panoramic scenery from the spacious covered front deck. Practical amenities include city water, a septic system, fenced yard area, raised garden beds, greenhouse, tool shed, and RV parking located midway up the long, graveled driveway. The oversized detached 3-car garage offers ample space for vehicles, storage, or a workshop. This exceptional property combines comfort, privacy, and mountain living at its best. Call to schedule your private showing today! NOT A DRIVE-BY.

1320 SHOESTRING RD, Riddle

$394,900

Charming Riddle Farm! 1922 Water rights! Approximately 1,500ft of Cow Creek frontage. Farmhouse has had some updating and features two bedrooms and one bath. Large oversized room upstairs not in sq. footage. Newer greenhouses for all your growing needs or start a small farming business. Pellet stove is certified. Public water. Septic system. RV parking. Showing by appointment only!

2 Beds ⋅ 1 Baths ⋅ 345088697 MLS

Charming Riddle Farm! 1922 Water rights! Approximately 1,500ft of Cow Creek frontage. Farmhouse has had some updating and features two bedrooms and one bath. Large oversized room upstairs not in sq. footage. Newer greenhouses for all your growing needs or start a small farming business. Pellet stove is certified. Public water. Septic system. RV parking. Showing by appointment only!

4359 CANYONVILLE RIDDLE RD, Riddle

$290,000

Come check out this charming home, surrounded by the beauty of the mountains.This 1344 sf, 3 bed 2 bath home is set on 2.5 level acres, Property has a septic tank w/public water, Fenced, there is plenty of room for a garden, or room to let your animals run.

3 Beds ⋅ 2 Baths ⋅ 24174553 MLS

Come check out this charming home, surrounded by the beauty of the mountains.This 1344 sf, 3 bed 2 bath home is set on 2.5 level acres, Property has a septic tank w/public water, Fenced, there is plenty of room for a garden, or room to let your animals run.

449 EVERGREEN RIDGE RD, Riddle