Are yards well-kept in Winston, OR?

As of early 2026, 98% of users say yards are well-kept

Is Winston, OR dog-friendly?

As of early 2026, 98% of users say it's dog friendly

Is parking easy in Winston, OR?

As of early 2026, 89% of users say parking is easy

Is a car needed in Winston, OR?

As of early 2026, 87% of users say car is needed

Does Winston, OR show holiday spirit?

As of early 2026, 76% of users say there's holiday spirit

Do kids play outside in Winston, OR?

As of early 2026, 73% of users say kids play outside

Is there wildlife in Winston, OR?

As of early 2026, 68% of users say there's wildlife

Is Winston, OR quiet?

As of early 2026, 67% of users say it's quiet

Does Winston, OR have sidewalks?

As of early 2026, 62% of users say there are sidewalks

Are neighbors friendly in Winston, OR?

As of early 2026, 60% of users say neighbors are friendly

Do residents of Winston, OR plan to stay at least 5 years?

As of early 2026, 57% of users say they plan to stay for at least 5 years

Is Winston, OR walkable to grocery stores?

As of early 2026, 56% of users say it's walkable to grocery stores

Is Winston, OR walkable to restaurants?

As of early 2026, 55% of users say it's walkable to restaurants

Would people walk alone at night in Winston, OR?

As of early 2026, 53% of users say people would walk alone at night

Are the streets well-lit in Winston, OR?

As of early 2026, 51% of users say streets are well-lit

Are there community events in Winston, OR?

As of early 2026, 23% of users say there are community events

What is SE Darrell Ave estimated to be worth?

Trulia's estimated value for SE Darrell Ave in Winston, OR is $285,200 .

What is the price history for SE Darrell Ave?

SE Darrell Ave in Winston, OR last sold for $85,000 in May 2008.

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 SE Darrell Ave?

The lot at SE Darrell Ave in Winston, OR is about 0.30 acres (13,068 sq ft).

OFF MARKET

SE Darrell Ave
Winston, OR 97496

Studio

$285,200

Trulia Estimate

as of Aug 23, 2026

Est. Refi. Payment $1,660/mo*

Refinance Your Home

$285,200

Trulia Estimate

as of Aug 23, 2026

Est. Refi. Payment $1,660/mo*

Refinance Your Home

Studio

(on 0.30 acres)

Home Value

Trulia Estimate

$285K

Since last month

$23K (-7.6%)

Since last year

$40K (-12.6%)

Since last sale

$196K (+230.7%)

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 +456% in the last 10 years

Month	Estimated value
2026
August 2026	$281K
July 2026	$304K
June 2026	$298K
May 2026	$301K
April 2026	$296K
March 2026	$280K
February 2026	$297K
January 2026	$292K
2025
December 2025	$323K
November 2025	$319K
October 2025	$322K
September 2025	$323K
August 2025	$322K
July 2025	$329K
June 2025	$328K
May 2025	$327K
April 2025	$313K
March 2025	$309K
February 2025	$296K
January 2025	$306K
2024
December 2024	$303K
November 2024	$307K
October 2024	$304K
September 2024	$308K
August 2024	$306K
July 2024	$298K
June 2024	$300K
May 2024	$299K
April 2024	$303K
March 2024	$304K
February 2024	$305K
January 2024	$302K
2023
December 2023	$302K
November 2023	$301K
October 2023	$302K
September 2023	$301K
August 2023	$299K
July 2023	$298K
June 2023	$300K
May 2023	$299K
April 2023	$298K
2022
April 2022	$335K
February 2022	$339K
2021
August 2021	$48K
July 2021	$49K
June 2021	$49K
May 2021	$49K
April 2021	$49K
March 2021	$50K
February 2021	$51K

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
211 SE Darrell Ave, Winston, OR	0.01	Single-Family Home	$127,000	07/27/26	2	1	996
71 SE Ronald St, Winston, OR	0.18	Single-Family Home	$120,000	11/21/25	2	1	939
481 SE Gregory Dr, Winston, OR	0.26	Single-Family Home	$90,000	09/25/25	3	2	1,008
31 SE Darrell Ave, Winston, OR	0.15	Single-Family Home	$148,000	03/19/26	1	1	978
50 NE Ronald St, Winston, OR	0.26	Single-Family Home	$185,000	10/06/25	3	1	1,104
190 SE Darrell Ave, Winston, OR	0.02	Single-Family Home	$310,000	11/20/25	3	3	1,355
110 SE Darrell Ave, Winston, OR	0.07	Single-Family Home	$183,300	04/08/26	2	1	735
350 SE Tokay St, Winston, OR	0.17	Single-Family Home	$225,000	05/18/26	3	2	1,431
200 SE Darrell Ave, Winston, OR	0.02	Single-Family Home	$299,000	08/27/25	3	2	1,316
451 NE Lillie Ave, Winston, OR	0.52	Single-Family Home	$100,000	02/27/26	2	1	1,064

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
190 SE Darrell Ave, Winston, OR 97496	0.02	$310,000	3	2	1,355	Recently Sold
200 SE Darrell Ave, Winston, OR 97496	0.02	$294,200	3	2	1,316	Off Market
180 SE Darrell Ave, Winston, OR 97496	0.02	$300,200	3	2	1,318	Off Market
189 SE Darrell Ave, Winston, OR 97496	0.02	$317,200	3	2	1,323	Off Market
170 SE Darrell Ave, Winston, OR 97496	0.04	$173,200	2	1	1,158	Off Market
221 SE Robinson St, Winston, OR 97496	0.05	$286,800	4	2	1,328	Off Market
160 SE Darrell Ave, Winston, OR 97496	0.06	$229,500	3	1	1,310	Off Market
261 SE Darrell Ave, Winston, OR 97496	0.07	$285,000	2	1	1,080	For Sale
110 SE Darrell Ave, Winston, OR 97496	0.07	$183,300	2	1	735	Recently Sold
90 SE Darrell Ave, Winston, OR 97496	0.08	$215,000	2	2	924	For Sale
271 SE Robinson St, Winston, OR 97496	0.09	$50,000	-	-	-	Recently Sold
76 SE Darrell Ave, Winston, OR 97496	0.09	$329,900	3	2	1,318	For Sale

Local Information

Map ViewExplore the area around SE Darrell Ave.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Lot Size

0.3 acres

About this House

Two buildable lots in Winston. Great opportunity for an investor to build rentals. All utilities are available. Sewer and water to the lots. Each lot is .15 acres.

SE Darrell Ave, Winston, OR 97496 is a studio single-family home. It last sold for $85,000 on May 15, 2008. It is currently off market. The Trulia Estimate is $285,200, with a rent estimate of $1,609/month.

Home Details for SE Darrell Ave

Interior Features
Heating & Cooling Heating: Electric, GasHeating Fuel: Electric
Appliances & Utilities Cable Ready

Property Information
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 0.30 acres

Price and Tax history

Date	Event	Price
Jul 11, 2022 Source: RMLS (OR) #15084186	Pending	$47,500
Apr 30, 2022 Source: RMLS (OR) #15084186	Listed For Sale	$47,500
Jan 20, 2021 Source: RMLS (OR)	ListingRemoved
Jan 1, 2021 Source: Agent Provided	PriceChange	$52,500 Price decreased by 4%
Jan 13, 2020 Source: Agent Provided	PriceChange	$54,900 Price decreased by 8%
Jun 11, 2018 Source: Agent Provided	Listed For Sale	$59,900
Apr 13, 2017 Source: Agent Provided	ListingRemoved	$64,900
Jun 13, 2016 Source: Agent Provided	Listed For Sale	$64,900
Oct 27, 2015 Source: Agent Provided	ListingRemoved	$64,900
May 20, 2015 Source: Agent Provided	Listed For Sale	$64,900
May 15, 2008 Source: N/A	Sold	$85,000

Additional Cost

Market trends in Winston

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Around this home

Brockway Elementary School
PK-2
Public
224 Students
Winston-Dillard School District 116
NA
GreatSchools Rating
Parent Rating Average
Test scores at this school are above the state average.
Other Review
8y ago
1 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
Resident
7y ago
"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
Resident
7y ago
"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
Resident
7y ago
"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 SE Darrell Ave

What is SE Darrell Ave estimated to be worth?
Trulia's estimated value for SE Darrell Ave in Winston, OR is $285,200.
What is the price history for SE Darrell Ave?
SE Darrell Ave in Winston, OR last sold for $85,000 in May 2008.
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 SE Darrell Ave?
The lot at SE Darrell Ave in Winston, OR is about 0.30 acres (13,068 sq ft).

Apartments for Rent

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$1,195/mo
2 bd
1 ba
104 & 114 Chandler Dr #114,
Roseburg, OR 97471
PET FRIENDLY
$1,700/mo
2 bd
1 ba
1883 & 1885 SW Green Ave,
Roseburg, OR 97471
APPLY INSTANTLY
PET FRIENDLY
$1,750/mo
3 bd
2 ba
133 Rolling Hills Rd #133,
Roseburg, OR 97471
$1,295/mo
2 bd
1 ba
1959 Green Ave #1961,
Roseburg, OR 97471
See more homes for rent in
Winston
Take a look

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Off Market Homes Near SE Darrell Ave

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SOLD
AUG 21, 2026
$355,000
3 bd
4 ba
1,800 sqft
13471 Old Highway 99 S,
Myrtle Creek, OR 97457
Winston Realty & Insurance, Sold
SOLD
AUG 21, 2026
$270,000
3 bd
1 ba
1,080 sqft
1976 Burdette Dr,
Roseburg, OR 97471
eXp Realty, LLC, Sold
SOLD
AUG 14, 2026
$305,000
3 bd
1 ba
1,280 sqft
2167 Jackie Ave,
Roseburg, OR 97471
United Real Estate Properties, Sold
SOLD
AUG 11, 2026
$280,000
4 bd
3 ba
2,270 sqft
150 SW Brantley Dr,
Winston, OR 97496
Trueblood Real Estate, Sold
SOLD
AUG 11, 2026
$333,500
3 bd
2 ba
1,924 sqft
482 Highland Vista Ln,
Roseburg, OR 97471
RE/MAX Integrity, Sold
SOLD
AUG 10, 2026
$295,000
NW Brockway Rd,
Winston, OR 97496
The Neil Company Real Estate, Sold
SOLD
AUG 7, 2026
$395,000
3 bd
2 ba
1,560 sqft
601 SE Rose Ridge Dr,
Winston, OR 97496
Platinum Realty, Sold
SOLD
AUG 7, 2026
$361,000
3 bd
1 ba
2,026 sqft
308 Helweg Rd,
Winston, OR 97496
Oregon Life Homes, Sold
SOLD
AUG 7, 2026
$420,000
3 bd
2 ba
1,629 sqft
260 SE Logan St,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Sold
SOLD
AUG 6, 2026
$380,000
5 bd
2 ba
2,058 sqft
1997 Castle Ave,
Roseburg, OR 97471
Keller Williams Southern Oregon-Umpqua Valley, Sold
See more homes for sale in
Winston
Take a look

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Homes for sale near SE Darrell Ave

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0.33 ACRES
$285,000
2 bd
1 ba
1,080 sqft
261 SE Darrell Ave,
Winston, OR 97496
Trueblood Real Estate, Active
0.37 ACRES
$309,900
3 bd
1 ba
960 sqft
351 SE Darrell Ave,
Winston, OR 97496
Currieco Real Estate, Active
$270,000
3 bd
1 ba
1,000 sqft
340 SE Darrell Ave,
Winston, OR 97496
Keller Williams Realty Eugene and Springfield, Active
0.61 ACRES
$195,000
2 bd
1 ba
1,323 sqft
381 SE Gregory Dr,
Winston, OR 97496
Platinum Realty, Active
0.74 ACRES
$459,000
3 bd
1 ba
1,250 sqft
311 SE Grape Ave,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Active
0.3 ACRES
$439,900
3 bd
2 ba
1,442 sqft
535 SE Parkway Dr,
Winston, OR 97496
RE/MAX Integrity, Active
$364,900
3 bd
1 ba
1,440 sqft
10 SW Peach Ln,
Winston, OR 97496
Stellar Realty Northwest, Active
$299,000
3 bd
1 ba
1,348 sqft
101 SW Peach Ln,
Winston, OR 97496
Berkshire Hathaway HomeServices Real Estate Professionals, Active
$399,000
3 bd
2 ba
1,498 sqft
675 SE Brush Ct,
Winston, OR 97496
J Mann Realty, Active
$409,900
3 bd
2 ba
1,680 sqft
623 SE Garden Way Dr,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Active
See more homes for sale in
Winston
Take a look

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SE Darrell Ave
Winston, OR 97496

$285,200

$285,200