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$550,000
4 Beds 2 Baths 182693375 MLS
Welcome to your dream country retreat where timeless charm meets modern luxury, this stunningly remodeled country estate offers the perfect blend of comfort, functionality, and natural beauty. Set on just over 3 flat, fully usable acres behind a secure gated entry, this property delivers exceptional privacy, seclusion, and breathtaking panoramic mountain views—plus creek frontage for a serene, picturesque setting. Inside, tasteful updates preserve the home’s original character while elevating everyday living. The main floor features a primary suite with a luxurious bathroom, offering a peaceful escape at the end of the day. The beautifully renovated kitchen boasts recessed lighting, ample cabinetry, and a seamless layout for both everyday meals and entertaining. Step down into the inviting living room, where log beams and a striking rock fireplace create a warm and rustic ambiance—perfect for cozy evenings with loved ones. Step outside to explore everything this incredible property has to offer: detached 2-car garage, HUGE shop for all your projects and storage needs, hay barn, pole barn, chicken coop, and tool shed—ideal for hobby farming or full-scale homesteading The land is fenced and flat, making it perfect for livestock, pets, gardening, or simply enjoying the expansive open space. After a day of country living, unwind in the covered hot tub area while soaking in the tranquil sounds of nature. Whether you’re looking for a private retreat, a working homestead, or the best of both worlds, this remarkable property delivers it all.

3450 SHOESTRING RD, Riddle

$506,000
4 Beds 2 Baths 203028965 MLS
Restored Victorian, .89 Acre Lot! Located in the charming small town of Riddle, this home has been extensively restored over the last 5 years and is in excellent condition inside and out. Move in Ready NOW! It is the historic John Bouseman Riddle House, built in 1894 by Mr Riddle, the town founder and successful entrepreneur in Southern Oregon. There are 3 very large outbuildings, including a 20x24 detached 2 car garage, 30x45 4 car garage/shop, and 18x45 RV garage! Park 6 cars and RV or boat. There is additional parking pad behind the shops and tons of parking in the driveway. Located on nearly 1 acre, the lot is level, fenced and fully usable. The views from nearly every window and the large porches overlook the hills and pastures of the Cow Creek Valley. 9'-4" ceilings on the main level, 9' ceilings upstairs, 4 big bedrooms with very large closets and 1 full bath are all upstairs. The Main level has the formal parlor, large dining room, kitchen with eating area, spacious den, full bath, laundry, and 8x11 Sunroom (not included in total SF). The large den on the main level has an attached bath and could be a primary bedroom (or 5th bedroom) on the Main level. There is also a cement basement, 13x19 and bone dry. The home boasts all the Queen Anne style of the era - large porches front and back, oval attic window, gingerbread trim, wood floors throughout, etc. Among the many upgrades: New HVAC system, Extensive Electrical and Plumbing Replacement, Sewer line, new paint inside & out (by LBP certified painter), Original Fir floors restored, new kitchen & appliances, bathroom remodels, extensive landscaping and property clearing & fencing, and so much more. It is so difficult to find a Victorian home restored, not remodeled. This property has potential as a Wedding Venue, Bed and Breakfast, Small Business home base, or just lovely small town home. Call to visit this charming, classic home today. Seller is Listing Agent

221 MAIN ST, Riddle

$482,000
1 Beds 1 Baths 667497605 MLS
Incredible off-grid opportunity on 143 acres outside of Riddle, OREGON! Enjoy approximately 1 mile of Cow Creek frontage—home to bass, steelhead, trout, and a rich variety of other aquatic wildlife. Multiple seasonal creeks, an old pond, and stunning natural swimming holes in Cow Creek make it perfect for outdoor recreations like kayaking, fishing, gold panning, or simply relaxing by the water. The land includes merchantable timber, multiple structures, and ample space for RVs, campsites, and a future homesite. Deer, Elk, your occasional friendly Bear and many other animals roam the forest around. This one-of-a-kind property also features a cozy 1-bedroom, 1-bath rustic caretaker’s cabin with spring water and a septic system already in place (though the conditions are unknown). Whether you’re looking for a private homestead, a recreational retreat, or a property with income potential, this expansive slice of southern Oregon offers endless possibilities. Off-grid living with pure beauty and privacy, yet just a short drive from amenities in Riddle, Canyonville, and Myrtle Creek. Don’t miss this unique chance to own a truly special piece of land on the beautiful Cow Creek River. Please do not disturb caretaker or wonder onto private property without permission. Buyer to do their due diligence on all aspects of the property.

5925 COW CREEK RD, Riddle

$449,000
154695292 MLS
TWO HOMES FOR THE PRICE OF ONE! — A RARE RETREAT WITH EXCEPTIONAL VALUE!!BOM at no fault of the home. Nestled among serene mountain views and surrounded by fresh air, privacy, and natural beauty, this remarkable property offers an opportunity that is truly hard to find: two fully functional homes, each with its own character, comfort, and generous living space. Whether you’re seeking a multi-generational living setup, rental income potential, or simply room to spread out, this property delivers versatility without compromise.From the moment you arrive, the setting feels peaceful and inviting. Mature trees, open sky, and the quiet of nature create a sense of retreat, while thoughtful upgrades and abundant storage make everyday living effortless. Buyers are encouraged to conduct their own due diligence regarding all aspects of the property. While information is considered reliable, it is not guaranteed. Some furnishings in both homes may be negotiable. I have attached a outline on both living areas for your convince, just ask your Realtor to print you out a copy. Interior photos are mostly of the Pole Barn and just a couple of the front house. More photos will be added as soon as possible.

795 E ST, Riddle

$430,000
3 Beds 1 Baths 691373860 MLS
Escape to your own private retreat on 40 fully fenced acres with water rights, a charming 3-bedroom, 1.5-bath home, and a spacious shop perfect for hobbies, storage, or equipment. This beautiful property offers a blend of functionality and rural tranquility, ideal for those seeking space, privacy, and productivity.Enjoy the established orchard, ready to provide seasonal harvests, and plenty of room for livestock, gardening, or expanding your agricultural vision. The home features comfortable living spaces, practical updates, and country charm throughout.With water rights in place, you’ll have reliable access for irrigation and future projects. The property is fenced and cross-fenced, making it ready for animals or secure farming use. Whether you’re dreaming of a homestead, hobby farm, or simply a peaceful getaway, this property has it all. Beautiful lane creek flows through the property and there is merchantable timber throughout the 40 acres!

2100 BOYER RD, Riddle

$390,000
3 Beds 2 Baths 160687794 MLS
Come home to your own piece of paradise. This home will give you the feeling of being secluded in the country all while only being minutes from town. This home has a one car attached garage with a carport that can be accessed from either bedroom number 2 or from the driveway. There is also a 30x40 shop that is enclosed on one half with a wood stove, while the other side is open. The primary bedroom offers French doors that lead out to a deck that is already wired for a hot tub. The sliding glass door off of the dining room leads out to a covered deck for your enjoyment. This home is a must see. Please do not drive by and try to see without an agent and an appointment. The home is not visible from the road

1400 CANYONVILLE RIDDLE RD, Riddle

$360,000
3 Beds 1 Baths 180305807 MLS
Welcome to 214 Faver Dr—your peaceful country retreat just minutes from town. Set on a level 1.49-acre parcel, this single-level 3-bedroom home offers open views of the surrounding valley and hills. The comfortable floor plan features a bright living area with large windows, an inviting kitchen with adjoining dining space, and three well-sized bedrooms. Thoughtful updates blend warmth and practicality, with efficient heating and easy-care finishes throughout.Step outside to enjoy wide-open space and endless possibilities. The wrap-around deck is perfect for morning coffee, relaxing afternoons, or outdoor entertaining while taking in sweeping countryside views. The fully fenced yard includes a separate dog run, chicken coop, and small outbuildings, enclosed with power. There’s also a steel RV structure with 50-amp power and plenty of room for parking or equipment. The double car garage offers additional storage and a work-shop room. This property is set up for country living with room for animals, gardening, and recreation. It includes a septic system and three wells, one domestic well with a uv light water filtration system and two unused irrigation wells, providing additional watering opportunities for land and livestock. Located near Glenbrook Loop and Council Creek, this home combines the quiet of rural life with the convenience of easy access to I-5, schools, and downtown Riddle. Whether you’re looking for a full-time home, hobby farm, or weekend getaway, 214 Faver Dr delivers comfort, functionality, and natural beauty.Enjoy Oregon living at its best—open skies, usable land, and a home that welcomes you with simplicity and charm.

214 FAVER DR, Riddle

$322,000
3 Beds 2 Baths 283680888 MLS
Beautifull brand new 3-bedroom, 2-bath home with a 2-car garage offering modern style and comfortable living. The interior features recessed lighting and luxury vinyl plank flooring throughout. The bright, open living room flows seamlessly into the kitchen, which includes a butcher block island and stainless steel appliances—perfect for both everyday living and entertaining. The spacious primary bedroom features a walk-in closet and an attached bathroom with a walk-in shower. Enjoy relaxing on the inviting front porch, while the small back deck leads to a nicely sized, fully fenced backyard. The backyard is a blank canvas ready for your personal touches—whether you envision a garden, outdoor entertaining space, or play area. Conveniently located just moments from schools, parks, the community center, and the library, this move-in-ready home offers both comfort and convenience.

579 E 4TH AVE, Riddle

$310,000
3 Beds 2 Baths 511768560 MLS
Financing is available! Experience the beauty of country living w/this beautifully renovated, turnkey 3 bedroom, 2 bath home. Featuring new laminate & vinyl flooring throughout most of the house, fresh paint inside & out, this home is ready for you to move in! The open-concept design boasts vaulted ceilings & a great room w/ a cozy wood-burning stove. The kitchen, complete w/ a breakfast bar, flows seamlessly into a space that can serve as a formal dining room or an additional living area. The split floor plan offers a private primary suite w/ a double vanity, walk-in closet, & plenty of natural light. The home is equipped w/vinyl windows & maintained heat pump, w/ recent freon service in October 2024. Step outside to a brand-new 12x44 deck, perfect for entertaining or simply soaking in the stunning mountain & countryside views. Includes its very own greenhouse w/ separate power meter. Welcome home!

1330 GLENBROOK LOOP RD, Riddle

$292,637
4 Beds 2 Baths 205213801 MLS
Welcome to this delightful 4-bedroom, 2-bathroom home nestled in the peaceful town of Riddle, Oregon. This inviting property offers the perfect blend of comfort, functionality, and outdoor enjoyment—ideal for families, hobbyists, or anyone seeking a little extra room to breathe.Inside, you’ll find a quaint open floor plan that creates a seamless flow between the living, dining, and kitchen areas. Natural light fills the space, and the layout allows for both cozy gatherings and entertaining with ease. The kitchen opens into the main living area, creating an inviting central hub of the home.There are four well-sized bedrooms offering flexible space. Two full bathrooms provide convenience and privacy for everyone in the household.A major bonus is the converted garage, which now serves as additional living space—perfect for a family room, game room, home gym, or potential guest quarters. This added square footage brings flexibility and function to suit your lifestyle.Outdoors, this property truly shines. Enjoy the covered back patio, a peaceful spot for relaxing or hosting BBQs year-round. The fenced backyard features plenty of space for garden beds, ideal for growing your own vegetables, herbs, or flowers. For those with a green thumb or a passion for sustainability, this is a gardener’s dream.You’ll also find a dedicated workshop in the backyard—perfect for DIY projects, woodworking, or extra storage. Whether you’re a hobbyist or simply need a space to tinker and organize tools, this workshop is a fantastic addition.Call for your tour!

631 E 4TH AVE, Riddle

$275,000
2 Beds 1 Baths 652390173 MLS
A Sweet and Simple ranch-style home on a gorgeous 1.35-acre parcel in a peaceful country setting. The living room features hardwood floors and a toasty wood stove insert with an attractive stone backdrop that brings character to the room. The large, open kitchen includes quality cabinets and a pleasant workspace. 2 Bedrooms plus a large family room that could be made into Primary suite, and the sunroom off of the primary bedroom make this a sizable home at this price! Out back, the covered deck and covered brick patio overlook a large level yard with mature trees and the neighboring pasture that stretches afar. Exterior improvements include a chicken coop, raised garden beds, a barn for animals, a greenhouse, and a separate workshop for projects or storage. This property is worth a look, so make your appointment today to see it!

3161 GLENBROOK LOOP RD, Riddle

$270,000
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

$260,000
3 Beds 1 Baths 623841764 MLS
Welcome to small-town living at its finest! This charming 3-bedroom, 1-bath home offers comfort, style, and functionality all in one inviting package. The beautifully remodeled kitchen is designed to fit today’s modern lifestyle, featuring updated finishes and a welcoming space perfect for cooking and gathering. The remodeled bathroom adds a fresh, updated feel, while the home’s heat and air conditioning provide year-round comfort. Outside, you’ll love the fenced backyard with beautiful landscaping, creating a peaceful setting for relaxing, entertaining, or gardening. A detached tool shed offers extra storage and workspace, and the one-car garage includes a built-in bench and cabinets for added convenience. With a gas furnace and thoughtful updates throughout, this cozy home is ready for you to move in and enjoy the charm of small-town living.

247 OAK ST, Riddle

$260,000
595297034 MLS
An exceptional opportunity to own 165 acres of Farm/Forest land at one of Douglas County's most unique river confluences—where Cow Creek meets the South Umpqua River near Riddle. This remarkable property offers approximately 2/3 mile of combined river and creek frontage, creating a rare blend of natural beauty, privacy, and recreational value. One of the property's standout features is a level, open area with excellent potential for a future homesite, hunting cabin, or tiny house retreat (subject to county approvals). Conveniently located near available utilities, this site offers an attractive balance of rural seclusion and practical accessibility.Currently enjoyed as a recreational retreat, the land provides outstanding fishing, wildlife viewing, hunting, and outdoor adventure. The property is home to abundant wildlife, including deer, bear, cougar, and bobcat, making it an ideal destination for sportsmen, outdoor enthusiasts, or those seeking a private escape. The extensive river and creek frontage offers peaceful settings, scenic views, and exceptional fish and wildlife habitat. With expansive acreage and Farm/Forest zoning, this property presents a wide range of possibilities, including timber management, agricultural pursuits, recreation, a private legacy property, or future development potential where permitted. Rarely does a property combine significant water frontage, sloped wooded acreage, a potential building site, nearby utilities, and such an exceptional location. Whether you're envisioning a weekend getaway, hunting basecamp, or a place to build your Oregon dream, this is a truly one-of-a-kind offering.

1263 YOKUM RD, Riddle

$237,600
3 Beds 2 Baths 639454370 MLS
Tucked away at the end of the road, this 3-bedroom, 2-bath home offers privacy that’s hard to come by at this price point. With an oversized attached garage and a large private backyard with views of neighboring farms, all at an unbeatable price, you won't want to miss out on this one! Built in 2002 and freshly updated with new interior paint and carpet, it’s a solid, move-in-ready place with room to spread out inside and out. The home sits on a nearly quarter-acre lot and welcomes you with a covered front porch. Inside, vaulted ceilings give the main living space a more open feel, and you'll appreciate the open concept floor plan. The kitchen and dining area flow together, with good natural light and direct access to the backyard. All appliances included! All three bedrooms are comfortably sized, and the primary suite includes a roomy bathroom with a walk-in shower. Out back, the large fenced yard offers privacy, open sky, and views of the neighboring farm. There’s plenty of room for pets, gardens, or simply enjoying the quiet. Parking won’t be an issue either, with plenty of space on the property and room for RV parking. One of the standout features is the oversized attached garage with 729 square feet of space that’s ready for projects, storage, or all the toys that never quite fit anywhere else. The perfect space for your hobbies, toys, or workshop! The property also features a garden shed and a small covered outbuilding for storage or animals. Located in the small town of Riddle, Oregon, you get affordable living with convenient access to I-5 and nearby Roseburg. Quiet, practical, and refreshed where it counts, this is a home that makes sense across the board. Schedule your private tour today!

105 I ST, Riddle

$220,000
683814816 MLS
Incredible opportunity just waiting for your business! Previously occupied as a bank. Completely set up for another bank to come in. There is NO bank currently in this town and the people would love to have one. A perfect spot for your growing business! Restaurant, store, bank, construction company, timber company! So many possibilities. The building has space to grow. Possible second story could be added. Owner is open to offers for lease, purchase or even trades. Key Property features: Spacious Interior: Spread across 3,600 square feet, the building is designed for efficiency and comfort. The layout includes two well-appointed bathrooms, a functional kitchen/break room area, and a versatile basement ideal for storage or additional workspace. Modern Upgrades: Enjoy the benefits of recent renovations that have enhanced the building’s aesthetic and operational functionality. The space is ready for immediate use or can be easily adapted to suit various business needs. Prime Location: Situated on Main St. with high visibility and accessibility to the town, this property offers significant potential for various commercial ventures.

315 MAIN ST, Riddle

$196,000
408803809 MLS
Unique opportunity to own a versatile church property in the heart of Riddle, Oregon. This offering includes two separate buildings with a large paved parking lot for convenient access and ample guest or congregation parking.Main Church Building: Thoughtfully designed with a traditional church layout, including a welcoming sanctuary space and private office. Ideal for worship services, community gatherings, or repurposing for other uses.Second Building: A spacious open-concept structure featuring two restrooms and a full kitchen, offering endless potential for events, classrooms, daycare, or multi-purpose ministry use.Whether you're looking to continue as a place of worship or transform the space for community, commercial, or residential purposes, this property offers flexibility and charm in a peaceful small-town setting.

135 D ST, Riddle

$190,000
2 Beds 1 Baths 659829704 MLS
Discover this rare opportunity: over 2.5 acres of croppable land waiting to fulfill its potential. The modest home—vacant for approximately five years—offers hardwood floors throughout, a surprisingly sturdy metal roof, and a new living room window, providing a strong foundation.A private well (installed shortly after 2014) is in place for irrigation, though not currently plumbed to the home, opening possibilities for farming or landscaping. The wrap-around driveway, while overgrown, is partially usable and fixable with minimal work. Electrical service is currently nonfunctional, signaling the need for a full system overhaul. Per seller, the plumbing remains intact. The property is sold strictly “as-is”; no repairs will be made. Buyer to complete all due diligence.Whether you’re envisioning productive farmland, a rental flip, or long-term development, this property has vision—and value. Don’t miss out—reach out today to seize this investment-ready diamond in the rough. The unfinished basement is 800sq ft.

871 GLENBROOK LOOP RD, Riddle

$135,000
548243938 MLS
This is your opportunity to own two homes on one property!! Investors delight for rental cashflow or extended family home seekers! Centrally located in the heart of small-town Riddle just minutes from I5 and close to 7 Feathers Casino. Walking distance to elementary school, high school, post office, convenience store, bakery, etc. Each home is a 1 bedroom, 1 bathroom home- with individual power and water meters. Property is being sold as is. Neighborhood improvements (in construction) include a Riddle Activity Center: A comprehensive recreation and resiliency center in Southern Douglas County where community members will gather to improve their health, be active, have fun, and access essential services. Key program goals include Athletic courts, fitness center, indoor walking track, outdoor event spaces, concessions stand, emergency & disaster response, community and cultural enrichment, meeting & event rooms, community kitchen, dining hall, community theatre & music programs, community cafe, STEM events & programming, athletic tournaments, sporting events, childcare, pre-school, afterschool and summer programs, medical, dental and mental health care and more! Enjoy small town living at its finest while close to all the local amenities such a newer Grocery Outlet, Starbucks, Tractor Supply and new EV Charging station. Take advantage this rare dual-home opportunity—schedule your showing today!

215 E 2ND AVE, Riddle

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