Riddle Homes for Sale

Welcome to Riddle, Oregon – a hidden gem nestled in the heart of Douglas County, where the charm of small-town living meets the beauty of the Pacific Northwest. With its breathtaking landscapes, friendly community, and a rich tapestry of outdoor adventures, Riddle offers a serene lifestyle that’s hard to resist.

Riddle is surrounded by lush forests and rolling hills, making it a paradise for nature enthusiasts. Whether you enjoy hiking, fishing, or simply soaking in the stunning views, the area provides an abundance of recreational opportunities. The nearby Umpqua River is perfect for kayaking and fishing, while the scenic trails invite you to explore the great outdoors.

The town itself boasts a close-knit community where neighbors become friends, and local shops and eateries showcase the warmth of small-town hospitality. Residents enjoy a slower pace of life, with the charm of historic buildings and the vibrant spirit of local events that bring everyone together.

For those considering a move, Riddle offers an array of homes for sale that cater to various lifestyles and budgets. From cozy single-family homes to spacious properties with sprawling yards, there’s something for everyone. Imagine waking up to the sounds of nature, sipping your morning coffee on a sunlit porch, and enjoying the tranquility that Riddle has to offer.

Whether you’re looking to settle down or find a peaceful retreat, Riddle, Oregon, invites you to explore its homes for sale and discover the perfect place to call home. Embrace the simplicity and beauty of life in this charming town – your dream home awaits!

Newest Riddle Homes for Sale

$299,900

3 Beds ⋅ 2 Baths ⋅ 579075438 MLS

Unbelievable! All NEW remodeled home at discounted price! New Roof, new electric, new electric panel, upgraded plumbing, appx 90% new drywall, new paint in/out; new flooring; new drywall, new dual pane/vinyl frame windows; upper bedrooms new heat; all new kitchen package-gas range/oven, dishwasher, garbage disposal, lg stainless sink, refrigerator, new storage cabinet that functions as pantry, new stainless range hood; rebuilt access landings; new vapor barrier; new ducting in crawlspace; All new main level bath, remodeled upper bath; new ceiling fans in most rooms. Throw in mud room that could dbl as office. Under stair storage w/motion light, new exterior lights. This home may be 99% new but the charm of the original build still remains- gingerbread architecture in/out. Locating home in front 1/3 of property gives you a backyard to enjoy. County/City maintained alley is easement to benefit the properties for access. Sale includes home warranty! Ask for amenities for additional extensive info! Located in a quiet small community you are only about 6 minutes to Canyonville, 5 min to I-5 north or south for additional amenities, recreation, medical and dental. At this low price this is a definite must see if you want to live in a nearly new home at a very competitive price!

222 W 1ST AVE, Riddle

$340,000

4 Beds ⋅ 2 Baths ⋅ 611217303 MLS

Welcome to this spacious 4-bedroom, 2-bath home in the heart of Riddle! Offering 2,232 square feet of living space, this well-maintained home features a functional floor plan with generous room sizes and plenty of storage and built-ins throughout. Upstairs you'll find the large primary suite, along with two additional guest bedrooms with built-ins in every room. Both bathrooms include a walk-in shower and separate tub. The main level features a large living room and a downstairs bedroom, perfect for an office or guests, and a thoughtfully designed kitchen featuring a pantry and plenty of space for everyday living and entertaining. The fully fenced yard provides privacy and room to relax, entertain or garden, while the covered patio creates the perfect space for year-round outdoor enjoyment. This home also offers a two-car garage with plenty of extra parking for an RV, boat, or just extra parking for guests. Conveniently located near schools, parks, and local amenities, this property offers the perfect blend of comfort, space, and small-town living. Don't miss the opportunity to make this wonderful home your own.

212 PARK ST, Riddle

$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

$285,000

3 Beds ⋅ 1 Baths ⋅ 114264188 MLS

Charming and move-in ready, this beautifully updated 3-bedroom, 1-bath home offers 816 square feet of comfortable living space with timeless character and modern updates. Original hardwood floors have been beautifully maintained, adding warmth and charm throughout the home.The updated galley kitchen features durable tile flooring, providing both style and functionality for everyday living. Thoughtful updates throughout make this home ready for its next owner to enjoy.Outside, you'll find exceptional storage and workspace, including an impressive 24' x 30' shop—perfect for hobbies, projects, parking, or extra storage. Two additional wood storage sheds (10' x 16' and 12' x 14') offer even more flexibility for tools, equipment, or seasonal items. Large driveway offers plenty of additional parking for rv or toysWhether you're looking for a cozy place to call home or a property with plenty of room for projects and storage, this well-maintained home is a must-see.

946 E 4TH AVE, 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

$625,000

3 Beds ⋅ 2 Baths ⋅ 648289917 MLS

Step into a piece of Americana at 1631 Glenbrook Loop Rd — a one-of-a-kind property believed to have roots as a classic Sears kit home, filled with timeless character, craftsmanship, and nostalgic charm rarely found today. Nestled on 1.38 peaceful acres in Southern Oregon, this unique property blends vintage details with functional living spaces and lifestyle amenities designed for enjoying every season of life.Inside, you’ll discover the warmth and personality that make historic homes so special, including crown molding in the inviting living room, fireplaces, hardwood floors, and thoughtful built-ins throughout. Unique features like specialized roll-out beds and ventilated produce shelving offer a glimpse into the home’s rich history while adding conversation-worthy charm. The spacious kitchen includes abundant cabinetry, pantry storage, double ovens, and room to gather with family and friends.With over 2,900 sq ft of functional living space including finished attic and basement areas, the home offers flexibility for hobbies, guests, offices, storage, or multigenerational living. Multiple gathering spaces create comfort and versatility while maintaining the home's original character.Step outside and enjoy your own private retreat with a sparkling in-ground gunite pool, expansive patio areas, mature landscaping, and usable acreage. The large shop, RV parking, covered storage, and multiple outbuildings provide exceptional flexibility for projects, equipment, hobbies, or recreational toys.Connected to city water while still offering the feel of peaceful country living, this property delivers the rare combination of history, functionality, privacy, and lifestyle. Homes with this kind of soul and story rarely come available. Come experience the charm and possibilities of 1631 Glenbrook Loop Rd.

1631 GLENBROOK LOOP RD, Riddle

$1,650,000

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

$386,000

2 Beds ⋅ 2 Baths ⋅ 657165350 MLS

Discover your ideal hobby farm retreat on this expansive 2.47-acre flat, usable property! Fully fenced with an automated gate, this gem boasts stunning mountain views and seasonal Cow Creek, enhancing its picturesque charm. Perfect for horses and fulfilling all your hobby farm dreams, the land features numerous outbuildings, grape stands, five black walnut trees, two flourishing plum trees, a delightful apple tree, and a pear tree. The property also features new vinyl and chain-link fencing, a convenient dog yard located near the house, a sturdy reinforced bridge, a cozy chicken coop, various practical sheds, and a spacious carport/shop area equipped with a solid concrete floor and upgraded electrical systems. The beautifully updated home is equally impressive, featuring a new roof, double-pane windows, siding, and exterior paint all installed in 2019. Enjoy year-round comfort with a modern central air heat pump and upgraded windows. For ultimate peace of mind, a brand new high-end propane generator ensures uninterrupted power. Inside, the gorgeously remodeled kitchen shines, featuring a skylight, updated appliances, a double oven, sleek granite countertops, and beautiful custom soft-close cabinets. High-end waterproof luxury plank flooring flows seamlessly throughout. The guest bathroom features an easy-access walk-in tub, while the primary bedroom en-suite offers a luxurious remodel, complete with a spacious walk-in shower and a generous walk-in closet. With ample space for gardening and animals, the possibilities are truly endless. Don't miss this exceptional opportunity at all this value!

238 BALL LN, Riddle

$435,000

3 Beds ⋅ 2 Baths ⋅ 428246472 MLS

Exceptional Value—Priced to Sell! Motivated Sellers! This is your opportunity to own a beautifully maintained mini hobby farm at an incredible value. The previous sale did not close through no fault of the home, creating a second chance for a fortunate buyer. With motivated sellers and a move-in-ready property, now is the time to make your offer before someone else does. Located just 2 miles from Canyonville in the peaceful community of Riddle, this exceptional 4.48-acre property offers the perfect blend of country living, modern upgrades, and breathtaking views. Recently enhanced with new landscaping, the property is ready to impress from the moment you arrive.The upgraded 3-bedroom, 2-bath stick-built home has been meticulously cared for and is truly move-in ready. Enjoy expansive views from nearly every window, spacious covered deck for year-round outdoor living, and an inviting open floor plan designed for comfort and functionality. The kitchen features abundant cabinetry, an eat-at breakfast bar, and a propane range, making it ideal for everyday living and entertaining. The spacious living room showcases stunning views and a professionally installed, highly efficient pellet stove with thermostat, providing economical, dependable heat—even while you're away. A separate laundry room, generous primary w/en-suite, + 2 addl. roomy bdrms complete the home's comfortable layout.Outside, you'll find everything needed for your hobby farm or recreational lifestyle. The property is fenced and cross-fenced, includes a dog run,+ features a versatile barn currently used as a garage with attached carports and workshop but room for 3 stalls. There's a lg covered metal RV hut with power/dump hookup, a storage shed, and an attractive, upgraded chicken coop.The gently sloping to level acreage offers usable pasture, fire-defensible landscaping, and panoramic views in every direction! Schedule your showing now or call for more info

375 JORDAN CREEK RD, Riddle

$482,500

3 Beds ⋅ 2 Baths ⋅ 727657933 MLS

Seller is offering to contribute for buyers interest rate buy down!! Seller is offering to contribute towards buyers closing costs!! Almost 5 Acres outside of Riddle Oregon! NEW EVERYTHING!! This completely remodeled stick built home with 3-bedroom 2-bathroom home offers 2349 sqft of beautifully updated living space, featuring brand-new flooring, fixtures and finishes throughout. The spacious open floor plan flows seamlessly, creating a bright and inviting atmosphere. An office space provides the perfect spot for remote work, while the laundry room adds everyday convenience. The extra bonus room can easily serve as a fourth bedroom, hobby area, or organized storage. Enjoy the outdoors on the expansive covered deck, perfect for entertaining, or relax on the private decks off both bedrooms to soak in the peaceful scenery. With plenty of room for gardening, recreation, or even small animals, this property offers a perfect blend of modern comfort and country charm—ready for you to move in and make it your own.

181 OAK HOLLOW LN, 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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The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.