565 SE Gregory Dr, Winston, OR 97496
Property image
Property image
OFF MARKET

$221,800

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,050 sqft

565 SE Gregory Dr, Winston, OR 97496

Est. Refi. Payment $1,352/mo*
Refinance Your Home
Currently Off Market - Sold Jan 1, 1995 for $70,000

Home Value

Trulia Estimate
$222K
Since last month
Decreased$9K (-3.8%)
Since last year
Decreased$7K (-3.2%)
Since last sale
Increased$153K (+218.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +70% in the last 10 years
MonthEstimated value
2026
August 2026$223K
August 2026$222K
July 2026$232K
June 2026$235K
May 2026$239K
April 2026$235K
March 2026$228K
February 2026$226K
January 2026$224K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
481 SE Gregory Dr, Winston, OR
0.08
Single-Family Home
$90,000
09/25/25
3
2
1,008
546 SE Gregory Dr, Winston, OR
0.04
Single-Family Home
$200,000
03/16/26
2
1
964
350 SE Park St, Winston, OR
0.16
Single-Family Home
$245,000
03/16/26
3
1
994
260 Ford St, Winston, OR
0.24
Single-Family Home
$289,900
01/27/26
3
1
1,180
260 SW Ford Ave, Winston, OR
0.24
Single-Family Home
$289,900
01/27/26
3
1
1,180
491 NW Douglas Blvd, Winston, OR
0.58
Single-Family Home
$110,000
04/13/26
3
1
1,152
211 SE Darrell Ave, Winston, OR
0.32
Single-Family Home
$127,000
07/27/26
2
1
996
595 SE Parkway Dr, Winston, OR
0.28
Single-Family Home
$355,000
09/18/25
3
2
1,348
110 SE Darrell Ave, Winston, OR
0.40
Single-Family Home
$183,300
04/08/26
2
1
735
120 SE Edwards Ave, Winston, OR
0.23
Single-Family Home
$315,000
02/27/26
3
2
1,421

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
562 SE Gregory Dr, Winston, OR 97496
0.03
$234,000
2
1
858
Off Market
545 SE Gregory Dr, Winston, OR 97496
0.02
$281,500
3
1
1,050
Off Market
247 SE Park St, Winston, OR 97496
0.05
-
3
2
1,188
Off Market
485-483 SE Gregory Dr, Winston, OR 97496
0.09
$297,700
4
2
1,832
Off Market
120 SE Park St, Winston, OR 97496
0.07
$350,300
3
2
1,456
Off Market
463 SE Gregory Dr, Winston, OR 97496
0.11
$153,000
2
2
1,130
Recently Sold
465 SE Gregory Dr, Winston, OR 97496
0.11
$319,700
3
2
1,620
Off Market
350 SE Park St, Winston, OR 97496
0.16
$245,000
3
1
994
Recently Sold
410 SE Darrell Ave, Winston, OR 97496
0.17
$293,300
3
1
1,184
Off Market
400 SE Darrell Ave, Winston, OR 97496
0.17
$284,800
3
1
1,200
Off Market
390 SE Gregory Dr, Winston, OR 97496
0.18
$245,900
2
1
762
Off Market
SE Thompson Ave, Winston, OR 97496
0.16
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 565 SE Gregory Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1978
1,050 sqft
$211/sqft
Garage

About this House

Investor opportunity! This property is being offered at Public Auction on 09-18-2019. Visit Auction.com now to view additional photos, Property Inspection Report with title information, plat maps and interior inspection reports when available. Auction.com is the nation's leading real estate transaction platform focused exclusively on the sale of residential foreclosure and bank-owned properties. The majority of these properties are priced below market value. Don't miss this special opportunity to buy homes at wholesale prices! In addition to this property, 17 other properties are scheduled for sale at this same Foreclosure Sale. In our online auctions and live Foreclosure Sales, Auction.com currently has 2 properties scheduled for sale in Douglas County and 229 throughout Oregon. All properties and sale details can be found with a simple search at Auction.com. Create a FREE account today to find more properties like this one, save searches of properties that meet your investment criteria and have the properties you're looking for emailed directly to you when posted in an upcoming sale event. To view the complete details of this exact property, click the Auction.com link below or paste the Property ID 2784762 into the search bar at Auction.com
565 SE Gregory Dr, Winston, OR 97496 is a 3 bedroom, 1 bathroom, 1,050 sqft single-family home built in 1978. It last sold for $70,000 on Jan 1, 1995. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $221,800, with a rent estimate of $1,732/month.

Home Details for 565 SE Gregory Dr

Interior Features

Heating & Cooling
Heating: BaseboardHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionExterior: OtherFoundation Type: Concrete
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1978Year Updated: 1978
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 7405 sqft

Price and Tax history

DateEventPrice
Sep 19, 2019
Source: Agent Provided
ListingRemoved
$127,756
Sep 18, 2019
Source: Agent Provided
PriceChange
$127,756
Price increased by 0%
Sep 17, 2019
Source: Agent Provided
PriceChange
$127,624
Price increased by 0%
Sep 14, 2019
Source: Agent Provided
PriceChange
$127,278
Price increased by 0%
Sep 11, 2019
Source: Agent Provided
PriceChange
$126,895
Price increased by 0%

Market trends in Winston

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
37
3MoM

Around this home

What Locals Say about Winston

At least 37 Trulia users voted on each feature.

  • 98 % Say yards are well-kept

  • 98 % Say it's dog friendly

  • 89 % Say parking is easy

  • 87 % Say car is needed

  • 76 % Say there's holiday spirit

  • 73 % Say kids play outside

  • 68 % Say there's wildlife

  • 67 % Say it's quiet

  • 62 % Say there are sidewalks

  • 60 % Say neighbors are friendly

  • 57 % Say they plan to stay for at least 5 years

  • 56 % Say it's walkable to grocery stores

  • 55 % Say it's walkable to restaurants

  • 53 % Say people would walk alone at night

  • 51 % Say streets are well-lit

  • 23 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Amy
    "I just moved here in December of 2018. So far, the neighbors are friendly, and the police frequently roam around town to show their presence. "
    1
    Flag
  • Trulia User
    "An alleged shooting happened recently on Jorgens street next door to a house pending sale. Otherwise for the most part not a bad neighborhood just a few bad houses. Drugs...."
    10
    Flag
  • Sissyboy2011
    "That there are thieves and tweekers everywhere. Watch out at the parks for needles and the streets. Lock up everything you keep outside including your vehicles. Kids bikes get stolen daily. most of the time WPD is running a skeleton crew. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 565 SE Gregory Dr

  • What is 565 SE Gregory Dr estimated to be worth?
    Trulia's estimated value for 565 SE Gregory Dr in Winston, OR is $221,800.
  • What is the price history for 565 SE Gregory Dr?
    565 SE Gregory Dr in Winston, OR last sold for $70,000 in January 1995.
  • Is Winston a buyer's or seller's market?
    Winston is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Winston?
    Residents describe Winston, OR as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Winston, OR.
  • How big is the lot at 565 SE Gregory Dr?
    The lot at 565 SE Gregory Dr in Winston, OR is about 0.17 acres (7,405 sq ft).
  • Does 565 SE Gregory Dr have a garage?
    Yes, 565 SE Gregory Dr in Winston, OR has a garage.

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