Damonian Pike

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Listing provided courtesy of Platinum Realty- MLS# 452974190MLS Provider

381 SE GREGORY DRWinston, OR 97496

Single Family · 2 Beds · 1 Full Bath · 1,323 Sq. ft. | 0.61 Acres
$205,000 Active

381 SE GREGORY DR Overview

Time on Site:
28 days
Visits:
0

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!

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381 SE GREGORY DR Facts & Features

  • Type Single Family
  • Sq. ft. 1,323
  • Price/Sq.ft. $155
  • Lot 0.61 Acres

Details

General

School Information

  • Elementary School: McGovern
  • Middle Or Junior School: Winston
  • High School: Douglas

Building Information

  • Year Built: 1948

Location/Region

  • Country: US
  • County Or Parish: Douglas
  • MLS Area Major: 257 - Douglas Co: Winston/southwest of Roseburg

Tax Information

  • Tax Annual Amount: 3080.84
  • Tax Year: 2025

General Information

  • Disclosures: Disclosure
  • Listing Terms: Cash,Conventional,Rehab
  • Parcel Number: R53183
  • Property Condition: Resale
  • Property Sub Type: Single Family Residence
  • Property Type: Residential

Interior

Parking Information

  • Garage Spaces: 0

Beds/Baths

  • Bathrooms Full: 1
  • Bathrooms Partial: 0
  • Bathrooms Total: 1
  • Bedrooms Total: 2

Building Interior

  • Building Area Total: 1323.0

General Information

  • Basement: Crawl Space
  • Fireplace Features: Insert,Wood Burning
  • Heating: Floor Furnace
  • Stories: 1

Exterior

Parking Information

  • Parking Features: Driveway,Off Street
  • Parking Total: 0

Lot Information

  • Lot Size Acres: 0.61
  • Lot Size Square Feet: 26571.0
  • Water Source: Public Water

Building Exterior/Construction

  • Architectural Style: 1 Story
  • Roof: Shingle

General Information

  • Sewer: Public Sewer

381 SE GREGORY DR Neighborhood

Community

97496 (Winston) Demographics

43
Median Age
88
Population Density (per sq. mile)
29%
College Educated
$46,488
Estimated Median Income
1,925
Estimated Total Home Owners
1,042
Estimated Total Renters
65% / 35%
Estimated Owner / Renter Divide
3
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

381 SE GREGORY DR Market Data

Based on the last 30 days in this zip code

$409,377
Average List Price
$247
Average Price per Square Foot
5
Properties Sold
133
Average Days on Market
57
Properties for Sale
Calculations provided by Reliance Network

381 SE GREGORY DR History

Date Event Value Agent
6/1/2026Source: Regional MLS Added to Database
June 01, 2026