Step back in time without sacrificing modern convenience in this breathtaking 1910 Craftsman home. Nestled among lush orchards & located directly next door to the iconic Brosi Farmstand & Bakery, this estate offers a lifestyle defined by heritage, craftsmanship, & natural beauty. Every inch of this well-maintained home celebrates the Craftsman era, featuring original woodwork, hardwood floors, hand-troweled ceilings, & period light fixtures. The grand entrance features front sitting rooms on both sides, one with a fireplace. Off the hallway is a cozy library/TV room with a fireplace & charming window seat. Choose between the formal dining room for elegant gatherings or the secondary sunlit dining space for casual mornings. The spacious kitchen features a center island & flows into the laundry room equipped with folding station, sink, & outdoor access. The home offers 4 bedrooms & 2 bathrooms, including a primary bedroom with its own fireplace. Upstairs has a large open landing that leads to a secondary sitting room with private balcony overlooking the front yard & orchards. There's a dedicated office with serene mountain & orchard views. The grounds are designed for both utility & grand-scale entertaining with a historic barn repurposed for weddings, parties, or a gallery. The 3-car garage & ADU includes an attached guest suite, perfect for a high-end Airbnb or multi-generational living. Also included are a large garden shed, storage shed, & woodshed. A circle drive provides ample parking, with gated entrances (one automatic) for secure backyard access. Landscaping includes a built-in sprinkler system & features flower gardens, a tranquil fountain, grape arbor, & boasts 2 apple, 2 cherry, & 1 walnut tree. Relax on the spacious front porch or enjoy the screened-in back porch for bug-free summer evenings. Experience the legacy of one of the area's most distinguished historical homes-offering all the charm of the past without the restrictions of a historical registry.
Listed By
Agency Name: The Neil Company Real Estate
Agency Phone: 541-673-4417
Shown By
Agent Name: Julie Carnagey Broker
Agent Phone: (541) 410-8583
Agency Title: Bend Premier Real Estate
Estimated Payment
$ 4,485.53 per month $3,918.82 Principal & Interest $340.67 Property Tax $226.04 Homeowner's InsuranceSend an email with a link to
500 Winston Section Rd, Winston, OR 97496.
Contact an agent to learn more about
500 Winston Section Rd, Winston, OR 97496.
Thank you for your inquiry! As a thank you, we have a Special Mortgage Offer for You.
We would like to provide you a free, no-obligation, home loan pre-approval review.
Enter your mobile number below to have the property address and page url texted to your phone.
If you're searching for your next home, or just curious about the market there is no better tool to help you quickly find homes that meet your needs and wants.
500 Winston Section Rd | MLS# 668322333
This single family home located at 500 Winston Section Rd, Winston, OR 97496 is currently listed for sale with an asking price of $775,000. This property was built in 1910 and has 4 bedrooms and 2 full baths with 3746 sq. ft. Search Winston real estate on juliecarnagey.bendpremierrealestate.com today.