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

$277,000

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,000 sqft

60 SE Gregory Dr, Winston, OR 97496

Est. Refi. Payment $1,632/mo*
Refinance Your Home
Currently Off Market - Sold Oct 19, 2021 for $240,000

Home Value

Trulia Estimate
$277K
Since last month
Decreased$3K (-1.1%)
Since last year
Decreased$3K (-1%)
Since last sale
Increased$38K (+15.8%)
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 +114% in the last 10 years
MonthEstimated value
2026
August 2026$278K
August 2026$278K
July 2026$281K
June 2026$283K
May 2026$285K
April 2026$281K
March 2026$281K
February 2026$280K
January 2026$278K
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
50 NE Ronald St, Winston, OR
0.23
Single-Family Home
$185,000
10/06/25
3
1
1,104
350 SE Park St, Winston, OR
0.44
Single-Family Home
$245,000
03/16/26
3
1
994
50 NE Brosi Orchard Rd, Winston, OR
0.36
Single-Family Home
$225,000
12/23/25
2
1
1,031
271 NW Sherry St, Winston, OR
0.36
Single-Family Home
$285,000
03/13/26
3
1
1,260
260 SW Ford Ave, Winston, OR
0.38
Single-Family Home
$289,900
01/27/26
3
1
1,180
260 Ford St, Winston, OR
0.39
Single-Family Home
$289,900
01/27/26
3
1
1,180
110 SE Darrell Ave, Winston, OR
0.16
Single-Family Home
$183,300
04/08/26
2
1
735
68 NW Rose St, Winston, OR
0.18
Single-Family Home
$300,000
01/09/26
4
2
1,288
211 SE Darrell Ave, Winston, OR
0.19
Single-Family Home
$127,000
07/27/26
2
1
996
71 SE Ronald St, Winston, OR
0.24
Single-Family Home
$120,000
11/21/25
2
1
939

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
53 SE Darrell Ave, Winston, OR 97496
0.09
-
4
2
1,608
Off Market
10 NE Gregory Dr, Winston, OR 97496
0.07
$294,900
3
2
1,556
Off Market
31 SE Darrell Ave, Winston, OR 97496
0.09
$148,000
1
1
978
Recently Sold
51 SE Darrell Ave, Winston, OR 97496
0.09
-
3
1
1,100
Off Market
111 NE Baker St, Winston, OR 97496
0.07
$142,300
-
-
-
Off Market
71 SE Darrell Ave, Winston, OR 97496
0.11
$291,800
3
1
1,475
Off Market
SE Darrell Ave, Winston, OR 97496
0.09
$332,400
3
2
1,323
Off Market
76 SE Darrell Ave, Winston, OR 97496
0.13
$329,900
3
2
1,318
For Sale
241 SE Gregory Dr, Winston, OR 97496
0.17
$81,900
-
-
-
Off Market
30 SE Darrell Ave, Winston, OR 97496
0.13
$321,400
3
1
1,180
Off Market
90 SE Darrell Ave, Winston, OR 97496
0.15
$215,000
2
2
924
For Sale
11 NE Hillside Ave, Winston, OR 97496
0.11
$228,000
2
1
866
Off Market

Local Information

  • Map ViewExplore the area around 60 SE Gregory Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1993
Living Area
1,000 sqft
Price/Sqft
$277
Parking
Garage

About this House

It's a perfect starter home that has a lot to offer. This 3 BR, 1 BA house is close to schools, shopping and downtown Winston. It has a large fenced yard that has a stone fire pit, and a patio for outdoor entertaining. Nice size garage with plenty of room for RV parking.
60 SE Gregory Dr, Winston, OR 97496 is a 3 bedroom, 1 bathroom, 1,000 sqft single-family home built in 1993. It last sold for $240,000 on Oct 19, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $277,000, with a rent estimate of $1,631/month.

Home Details for 60 SE Gregory Dr

Interior Features

Heating & Cooling
Heating: Baseboard, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile
Interior Details
Types of Rooms: Pantry
Appliances & Utilities
DishwasherRefrigerator

Exterior Features

Exterior Home Features
Roof: OtherExterior: WoodFoundation Type: Concrete
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1993Year Updated: 1993
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 9147 sqft

Price and Tax history

DateEventPrice
Oct 19, 2021
Source: RMLS (OR) #21183160
Sold
$240,000
Aug 30, 2021
Source: RMLS (OR) #21183160
Pending
$245,000
Aug 20, 2021
Source: BHHS broker feed #21183160
PriceChange
$245,000
Price decreased by 2%
Aug 13, 2021
Source: Berkshire Hathaway HomeServices #21183160
PendingToActive
$250,000
Jul 29, 2021
Source: Berkshire Hathaway HomeServices #21183160
Pending
$250,000

Market trends in Winston

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
40
1MoM

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 60 SE Gregory Dr

  • What is 60 SE Gregory Dr estimated to be worth?
    Trulia's estimated value for 60 SE Gregory Dr in Winston, OR is $277,000.
  • What is the price history for 60 SE Gregory Dr?
    60 SE Gregory Dr in Winston, OR last sold for $240,000 in October 2021.
  • 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 60 SE Gregory Dr?
    The lot at 60 SE Gregory Dr in Winston, OR is about 0.21 acres (9,148 sq ft).
  • Does 60 SE Gregory Dr have a garage?
    Yes, 60 SE Gregory Dr in Winston, OR has a garage.

Apartments for Rent

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