Riddle Homes with Trees/Woods View

Welcome to Riddle, Oregon—a hidden gem nestled in the heart of Douglas County. This charming community offers a serene escape from the hustle and bustle of city life, surrounded by the breathtaking beauty of nature. Riddle is known for its lush landscapes, where towering trees and expansive woods create a tranquil backdrop for everyday living.

As you explore the area, you'll find homes that perfectly capture the essence of this picturesque setting. Many properties boast stunning views of the surrounding woodlands, providing a peaceful retreat right from your backyard. Imagine sipping your morning coffee on the porch while listening to the gentle rustle of leaves and the cheerful songs of local birds.

Riddle is not just about beautiful homes; it also offers a tight-knit community spirit that welcomes newcomers with open arms. With a rich history and a variety of local events, residents enjoy a lifestyle that balances the tranquility of rural living with the warmth of a close community. Outdoor enthusiasts will revel in the nearby hiking trails, fishing spots, and opportunities for wildlife observation, making it an ideal location for those who appreciate the great outdoors.

Whether you're looking to settle down in a cozy family home or seeking a peaceful retreat surrounded by nature, Riddle, Oregon, has something for everyone. Experience the charm and beauty of this enchanting town, where your dream home with a view of trees and woods awaits!

Newest Riddle Homes with Trees/Woods View

$775,000

4 Beds ⋅ 2 Baths ⋅ 203722712 MLS

Escape to your own private 7.22-acre retreat with gated entry, beautiful valley views, private beach and direct access to Cow Creek. This updated 4-bedroom, 2-bath home is surrounded by two irrigated pastures, mature woodland, and an incredible orchard featuring 70+ fruit and nut trees, berries, grapes, asparagus, and raised garden beds with drip irrigation. A spacious greenhouse, barn with hot and cold water, multiple outbuildings, chicken coop, RV hookup, and fenced pastures make this property ideal for hobby farming, homesteading, or simply enjoying peaceful country living. The detached garage includes a fully furnished 1-bedroom apartment with its own electric meter, full kitchen, laundry, covered deck, and ductless heating and cooling—perfect for guests or multi-generational living. Additional features include domestic and irrigation water rights from Cow Creek, a domestic water filtration and UV system, a 500-gallon propane system with tankless water heater, a 12kW backup generator, EV charging, and a new roof installed in 2025. A rare opportunity to enjoy privacy, self-sufficiency, and the beauty of Southern Oregon.

220 Faver DR, Riddle

$329,900

3 Beds ⋅ 2 Baths ⋅ 700952824 MLS

Opportunity, acreage, and future potential come together on this scenic 10.88-acre property just minutes from Canyonville. With two separate gated driveway entrances, RR-2 zoning, and a rare connection to city water, this property is the ideal setup for a future family compound or multigenerational living that is becoming increasingly difficult to find. The existing 3-bedroom, 2-bath home provides 1,080 SF of living space and offers a place to live, rent, or utilize while exploring the property's many possibilities. Surrounded by peaceful countryside and natural beauty, the setting is ideal for those seeking space, privacy, and room to create their vision. A major highlight is the acreage itself. With over 10 acres and RR-2 zoning, buyers may find opportunities for additional development, future homesites, multi-generational living arrangements, or other potential uses, subject to county approval. The dual gated entrances further enhance the property's versatility and long-term appeal. Whether you're looking for an investment opportunity, a private rural retreat, or land with room to expand, this property offers a rare combination of usable acreage, convenient access to Canyonville, and exciting future potential. Schedule your private tour today!

2263 CANYONVILLE RIDDLE RD, Riddle

$789,900

4 Beds ⋅ 3 Baths ⋅ 796431730 MLS

WOW! One-of-a-kind riverfront home completed in 2024 and set on 5.16 private acres, this custom-built property offers stunning river & mountain views, river access, and exceptional flexibility. Expansive windows and vaulted ceilings fill the home with natural light while framing the surrounding landscape. A bi-parting multi-slide door opens from the living area and kitchen to a spacious deck, creating seamless indoor-outdoor living. Designed for comfort and function, the home features knotty pine accents, a custom oversized rustic-style ceiling fan, kitchen display ledges, and integrated storage maximizing every square foot. Quartz countertops, stainless steel appliances, a spacious pantry, pellet stove, and a blend of luxury vinyl plank, tile, and carpet complete the open design. The floor plan includes two main-level bedrooms with a Jack-and-Jill bath w/ walk-in tile shower, while the upper-level primary suite offers a private bath and view deck. A fully equipped 1-bedroom apartment above the detached 2-car garage includes a full bath with marble counters, kitchenette, and dual refrigerators—ideal for multigenerational living, guests, or income potential. The large shop includes a full bath, pellet stove, 220V power, and washer/dryer hookups. Infrastructure includes brand-new septic, private well, Starlink internet, and a whole-house generator plug. Outside features RV parking and hookups, a private road to the river area, and an outdoor space prepped for a wood-fired pizza oven. A breezeway between home and garage provides covered parking with river views, while gas plumbing and hot tub hookups are in place. Enjoy the river, entertain on the deck, or take in wildlife and the occasional passing train. Properties combining newer construction, acreage, river access, views, and multigenerational living are increasingly rare. With custom craftsmanship, flexible spaces, and thoughtful design throughout, this is truly a one-of-a-kind offering. Schedule your tour today!

3716 WEAVER RD, Riddle

$649,000

2 Beds ⋅ 2 Baths ⋅ 258104904 MLS

Nestled along the banks of Cow Creek, this private 23-acre retreat offers the perfect blend of modern comfort and natural beauty. Built in 2019, this custom single-level home features 2 bedrooms, 2 bathrooms, vaulted ceilings, luxury vinyl plank flooring, granite countertops, and a cozy wood stove. Large windows and sliding doors invite the outdoors in, showcasing peaceful views of the river, mountains, and surrounding woods. Enjoy year-round relaxation from the covered deck overlooking the property's park-like setting. The gated acreage includes a detached garage, RV parking, workshop, garden area, outbuildings, and ample space for recreation, hobbies, or a self-sufficient lifestyle. Additional features include a mini-split heating and cooling system, tankless water heater, private water source, and high-speed internet availability. Conveniently located with paved road access while offering exceptional privacy and direct Cow Creek frontage. A rare opportunity to own a scenic Southern Oregon getaway. Approved for the addition of 10 campsites on the property.

4696 COW CREEK RD, Riddle

$190,000

294019797 MLS

Five acres with timber and all utilities connected. Nestled on a private road in Riddle. Two mobiles on site are of no value. Bring in your new mobile or build your dream home. Hunt the forested acreage. Relax and enjoy nature. Great views.

158 HOMESTAKE LN, Riddle

$630,000

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

$36,900

594381467 MLS

Beautiful sloping hill by the city of Riddle water tower. Buyer to do own due dilligence

NORTH CT, Riddle

$169,900

471745961 MLS

Lots to be sold as one 10 acre parcel. City of Riddle has recorded area as a future residential subdivision. Great opportunity for a developer to water and sewer are in the region. Buyer to do own due diligence.

SECOND AVE, Riddle

$675,000

3 Beds ⋅ 2 Baths ⋅ 403982759 MLS

This beautiful log home features soaring ceilings and large windows, along with French doors that open to a spacious wrap-around deck, providing stunning views of the creek and surrounding mountains. The property is very private, secluded, and gated. The open concept design is perfect for entertaining guests. A massive rock fireplace will keep you warm on cool winter evenings. Conveniently located one mile from I-5, and easy access to 7 Feather Casino and Resort, which offers entertainment and a variety of dining options. The home boasts approximately 700-800 feet of pristine Cow Creek frontage, ideal for swimming and fishing for salmon, bass, and trout. Additionally, there is a bonus room off the garage with a fish cleaning station. The property includes water rights for both irrigation and domestic use.There are four large shops with dimensions of 24x60, 24x12, 36x24, and 36X34 with matted stalls for animals. This one-of-a-kind home is sure to impress, so be sure to schedule your viewing today! The prior sale failure was not due to the home or property.

1138 YOKUM RD, Riddle

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