381 SE Gregory Dr, Winston
$195,000
Save- Price per sqft
- $147.39
- Built in
- 1948
- Property size
- 1,323 sqft
- Lot size
- 26,572 sqft
- Property type
- Residential
- Days on market
- 93
Overview
Incredible and rare opportunity in Winston, Oregon! Developers, investors, and visionaries take notice. This charming 1940s 2-bedroom, 1-bath home is full of character and ready for its next chapter. With a little vision and elbow grease, this property offers endless possibilities.Situated on a spacious, level lot with mature greenery, the property presents potential for future development, including the possibility of 1–2 additional homes surrounding the existing residence (buyer to perform due diligence with local authorities). Whether you’re looking for a primary residence, rental property, fix-and-flip opportunity, or future development project, this property checks all the boxes.Located on a quiet street near the middle school, community center, and local park, you’ll appreciate the convenience of this desirable location while enjoying the peaceful neighborhood setting.Opportunities like this don’t come along often—bring your ideas and unlock the potential of this unique Winston property!
Details
Interior
- Fireplace description
- Insert, Wood Burning
- Cooling
- No
- Heating
- Yes
- Heating description
- Floor Furnace
Exterior and lot
- Lot size
- 26,572 sqft
- Architectural style
- One Story
- Roof
- Shingle
- View
- No
Utilities
- Sewer
- Public Sewer
- Water source
- Public Water
Parking
- Garage spaces
- 0
- Parking
- Driveway, Off Street
- Total parking
- 0
Schools
- High school
- Douglas
- Middle school
- Winston
- Elementary school
- McGovern
Location
- City
- Winston
- County
- Douglas
Taxes and dues
- Annual taxes
- $3,081 (2025)
Location
381 SE Gregory Dr, Winston, OR 97496

Monthly payment estimate
$1,295 /mo
- Principal and interest
- $1,038
- Property tax (2025)
- $257
- Total
- $1,295
Estimate only, and not an offer of credit. Assumes 20% down ($39,000) and a 30-year fixed rate at 7.00%. Property tax is the assessed annual amount from the listing, divided by twelve. Rates change daily. Insurance and mortgage insurance are not included. Speak to a lender for terms that apply to you.




