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.
Rehab existing manufactured home or replace with a modern new one overlooking some beautiful territorial views. 15 minutes to the casino & 12 to I-5. Room for the boat, RV, camper, or work equipment. See Instructions.
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!
Fixer opportunity in the heart of Riddle! This 2-bedroom, 1-bath home sits on a generously sized lot with a spacious backyard. Making it ideal for gardening, entertaining, or future improvements. The property includes a parking pad and a looped driveway, offering convenient access. This home is ready for your vision and updates, making it a great opportunity for investors, flippers, or buyers looking to build sweat equity. Located near the local mill and railroad, the property offers a unique setting with close proximity to town amenities. Bring your tools and imagination
Stunning custom-built home completed in 2023, perfectly situated on 5.16 private acres with breathtaking river and surrounding mountain views. Designed to impress, this home features soaring vaulted ceilings and expansive windows that flood the space with natural light while showcasing the incredible scenery. The thoughtfully designed interior offers a blend of luxury vinyl plank, tile, and carpet flooring throughout. The kitchen is a true centerpiece, complete with stainless steel appliances, quartz countertops, and a spacious pantry—ideal for both everyday living and entertaining. The flexible floor plan includes two bedrooms on the main level connected by a convenient Jack-and-Jill bathroom, while the upper-level loft bedroom features its own private bathroom—perfect for a primary suite, guest retreat, or additional living space. Adding even more versatility, the property includes a separate 1-bedroom apartment above the 2-car garage—ideal for guests, extended living, or potential rental income. Enjoy the outdoors with RV parking and hookups, plus a private walking path that leads you down to the river—creating your own peaceful retreat right at home.
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!
Spacious and full of character, this 4-bedroom, 2-bath, 2,232 sq ft two-story home offers a functional and inviting layout in a great neighborhood near schools, parks, the local library, and the community center, offering small-town comfort with everything you need close by. The main level features a generous living room and a convenient downstairs bedroom, perfect for guests or a home office and a well-appointed kitchen featuring a pantry and ample space for everyday living and entertaining. Upstairs you’ll find the large primary suite with built-ins, along with two additional guest bedrooms. Both bathrooms include a walk-in shower and separate tub, offering comfort and flexibility. Ceiling fans throughout the home add comfort year-round. Outside, enjoy a fully fenced yard with attractive landscaping, a covered patio ideal for outdoor gatherings, and a two-car garage. This home combines space, charm, and location — a must-see!
TWO HOMES FOR THE PRICE OF ONE! — A RARE RETREAT WITH EXCEPTIONAL VALUE!! 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.
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.
Just 11 miles from I-5 you can enjoy off grid living boasting solar power with propane generator back-up, water rights from the river, fenced and gated with garden area and fruit trees all on 23 acres. As you arrive home you will step into your own tranquil oasis. This property has much to offer. Two bedrooms and two bathrooms, stainless appliances, granite countertops throughout, vaulted ceiling in living room and kitchen. Primary suite has walk in closet and walk-in shower in bathroom. The second bath gives you a tub shower combination. Certified wood stove will keep you warm on those chilly nights. Propane powered lights in the home help to reduce the electrical consumption. Step outside and you have a workshop that gives you a covered area to park your car (26x30), a large enclosed shop (20x30), and the storage room (12x30) that houses the generator and solar components. On the other side of the house you have a 24X32 auxiliary building that boasts overhead doors that let in the sounds of the river below. Rock fireplace, wood fired pizza oven, sink and counters, all set up for you to host family and friends to watch your favorite game on tv. Have a hobby? This space will give you plenty of room to enjoy it too. Great river bottom soil to grow your garden. A variety of grapes, berries, olives and fruit trees are planted, ready for your table. County has issued the permit to add 10 spaces for dry camping lots if you want to add a little income. You will have your own swimming hole and can fish off your own riverbank. Make your appointment today to come listen to the river and enjoy the comfort of owning this one of a kind riverfront home.
Tucked away at the end of a quiet dead-end road, this 21.32-acre property offers the perfect blend of privacy, space, and stunning natural beauty. The 3-bedroom, 2-bath home features 1,652 sq ft of comfortable living space with tile and wood flooring throughout. A brand new roof and a recently installed pellet stove ensure peace of mind and cozy winters. The home includes a dedicated laundry room and a spacious 768 sq ft attached garage, perfect for storage or hobbies. Outside, enjoy panoramic views, direct access to public BLM land, and a private motocross track ready to be revived for adventure and fun. With low property taxes and endless potential, this property is ideal for outdoor lovers, hobby farmers, or anyone seeking a peaceful rural retreat with room to roam
Concessions available!! Seller is open to negotiating concessions for interest rate buy down!! Seller is open to contributing to closing costs!! Almost 5 Acres outside of Riddle Oregon! NEW EVERYTHING!! This completely remodeled 3-bedroom 2-bathroom home offers over 2,000 sq. ft. 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.
New market new price No issues with this home but past market slow down. VERY MOTIVATED SELLERS! Let's make a deal! What do you need to take this fabulous place and make it your own? New price and new opportunity for you- this home/property is stellar. Additional new landscaping just completed! Great mini Hobby farm-Only about 2 miles from Canyonville! This lovely Property in Riddle offers you an upgraded 3 bd, 2ba stick built home with views, covered patios open areas. Fenced and x-fenced with dog run. Barn is currently garage w/ attached carports plus workshop, or convert back to 3 stall capacity w/ shop. Additional large covered RV metal hut w/ power/dump; storage shed and upscale chicken coop. Views out every window, fire defensible landscape, pasture area with level to sloped land. Seller installed addl water pressure equip for city water. Home offers open kitchen with propane stove, eat at bar, many lovely cabinets; separate laundry rm, lg primary/ additional 2 roomy bedrooms. Living rm is spacious with views and a highly efficient pellet stove professionally installed with thermostat to maintain lower cost heat even while you are away. Septic pumped and inspected; home inspection complete and clear; hvac inspected/maintained and upgraded. Ready for you to move right in! Located in USDA approved area. this Move in ready property is just waiting for you!
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.
Make this adorable unit your own. New porches on front and back of unit. ADA Accessible features in the bathroom; Minutes from Dollar General, the post office and other amenities. Partially furnished; Decor NOT included; Located in Old Hotel Trailer Park; Buyer to do own due diligence regarding all aspects of this property. Buyer must be park approved. Please do not disturb the tenants.
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.
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!
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.

Riddle is located in Oregon. Riddle, Oregon has a population of 1,072. Riddle is less family-centric than the surrounding county with 20.13% of the households containing married families with children. The county average for households married with children is 22.52%.
The median household income in Riddle, Oregon is $55,592. The median household income for the surrounding county is $52,479 compared to the national median of $69,021. The median age of people living in Riddle is 35.5 years.
The average high temperature in July is 85.2 degrees, with an average low temperature in January of 36.1 degrees. The average rainfall is approximately 34.9 inches per year, with 2.3 inches of snow per year.