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

FOR SALE

NEW - 3 HRS AGO

0.33 ACRES

261 SE Darrell Ave
Winston, OR 97496

2 Beds
1 Bath
1,080 sqft (on 0.33 acres)

$285,000

Est. Mortgage $1,688/mo*

Get Pre-Qualified

$285,000

Est. Mortgage $1,688/mo*

Get Pre-Qualified

2 Beds

1 Bath

1,080 sqft

(on 0.33 acres)

Home Highlights

Parking

Open Parking

Climate Control

Heating & Cooling

Price/Sqft

$264

Listed

Less than a day ago

Local Information

Map ViewExplore the area around 261 SE Darrell Ave.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

About this House

Wonderful little cottage for the first time home buyer or the investor needing one more rental in there portfolio. This home is located on a double lot. Per city of Winston, lot is dividable. Build an additional house on its own lot, or leave it as-is and build an ADU or shop in your backyard. Come check this out and make your appointment today.

Last check for updates: about 4 hours ago

Listing courtesy of Angel Smith, (541) 680-4553

Trueblood Real Estate

Source: RMLS (OR), MLS#502775184

Home Details for 261 SE Darrell Ave

Active Status
MLS Status: Active

Interior Features
Interior Details Basement: Crawl SpaceNumber of Rooms: 4Types of Rooms: Master Bedroom, Bedroom 2, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 1080 Square Feet
Appliances & Utilities Utilities: Cable Connected, Other Internet ServiceAppliances: Dishwasher, Free-Standing Range, Electric Water HeaterDishwasher
Heating & Cooling Heating: Forced AirHas CoolingAir Conditioning: Heat PumpHas HeatingHeating Fuel: Forced Air
Gas & Electric Gas: Gas
Windows, Doors, Floors & Walls Window: Aluminum FramesFlooring: Luxury Vinyl Plank
Levels, Entrance, & Accessibility Stories: 1Levels: OneFloors: Luxury Vinyl Plank
View Has a ViewView: City

Exterior Features
Exterior Home Features Exterior: YardFoundation: Pillar/Post/Pier, Stem Wall
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking: Driveway
Frontage Road Surface Type: Dirt, Paved
Water & Sewer Sewer: Public Sewer

Days on Market
Days on Market: <1 day on Trulia

Property Information
Year Built Year Built: 1990
Property Type / Style Property Type: ResidentialProperty Subtype: Residential, Single Family Residence
Building Construction Materials: OtherNot a New ConstructionNot Attached Property
Property Information Condition: ResaleParcel Number: R58790

Price & Status
Price List Price: $285,000Price Per Sqft: $264

Location
Direction & Address City: Winston
School Information Elementary School: McgovernJr High / Middle School: WinstonHigh School: Douglas

Agent Information
Listing Agent Listing ID: 502775184

Building
Building Area Building Area: 1080 Square Feet

Community
Not Senior Community

HOA
No HOA

Lot Information
Lot Area: 0.33 acres

Offer
Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous
Mls Number: 502775184

Market trends in Winston

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

Price History for 261 SE Darrell Ave

Date	Price	Event	Source
08/03/2026	$285,000	Listed For Sale	RMLS (OR) #502775184

10/06/2022	$175,000	Sold	RMLS (OR) #22167605
Recording Date 10/06/2022 County Transfer Tax N/A Total Transfer Tax N/A
09/14/2022	$175,000	Pending	RMLS (OR) #22167605

08/04/2022	$175,000	PriceChange	RMLS (OR) #22167605
Price Change $10,000 (-5%)
07/28/2022	$185,000	PriceChange	RMLS (OR) #22167605
Price Change $15,000 (-8%)
07/13/2022	$200,000	Listed For Sale	RMLS (OR) #22167605

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Property Tax and Assessment

Year	2023
Tax
Assessment	$994

Home facts updated by county records

Comparable Sales for 261 SE Darrell Ave

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
381 SE Gregory Dr, Winston, OR	0.14	Single-Family Home	$209,800	01/28/26	2	1	1,323
71 SE Ronald St, Winston, OR	0.22	Single-Family Home	$120,000	11/21/25	2	1	939
50 NE Ronald St, Winston, OR	0.32	Single-Family Home	$185,000	10/06/25	3	1	1,104
110 SE Darrell Ave, Winston, OR	0.13	Single-Family Home	$183,300	04/08/26	2	1	735
31 SE Darrell Ave, Winston, OR	0.21	Single-Family Home	$148,000	03/19/26	1	1	978
350 SE Park St, Winston, OR	0.19	Single-Family Home	$245,000	03/16/26	3	1	994
40 SW Tower St, Winston, OR	0.40	Single-Family Home	$143,000	08/21/25	3	1	864

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

OFF MARKET
Est. $295,800
3 bd
2 ba
1,316 sqft
200 SE Darrell Ave,
Winston, OR 97496
RE/MAX Integrity, Sold
SOLD
MAR 27, 2026
$250,000
3 bd
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Winston, OR 97496
Stellar Realty Northwest, Sold
FOR SALE
$270,000
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Keller Williams Realty Eugene and Springfield, Active
SOLD
NOV 20, 2025
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Winston, OR 97496
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OFF MARKET
Est. $300,000
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RE/MAX Integrity, Sold
FOR SALE
0.37 ACRES
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Currieco Real Estate, Active
OFF MARKET
Est. $316,300
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Keller Williams Southern Oregon-Umpqua Valley, Sold
OFF MARKET
Est. $233,700
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Keller Williams Southern Oregon-Umpqua Valley, Sold
OFF MARKET
Est. $183,600
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Winston, OR 97496
The Neil Company Real Estate, Sold
FOR SALE
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Keller Williams Southern Oregon-Umpqua Valley, Active
OFF MARKET
Est. $249,500
2 bd
1 ba
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Winston, OR 97496
Rogue Real Estate, LLC, Sold

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 261 SE Darrell Ave.

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

Angel Smith, Trueblood Real Estate

Agent Phone: (541) 680-4553

The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS™ of Portland, Oregon. Real estate listings held by brokerage firms other than Zillow, Inc. are marked with the RMLS™ logo, and detailed information about these properties includes the names of the listing brokers. Listing content is copyright © 2026 RMLS™, Portland, Oregon. This content last updated on 2026-08-03 08:29:03 PDT. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. All information provided is deemed reliable but is not guaranteed and should be independently verified.

261 SE Darrell Ave, Winston, OR 97496 is a 2 bedroom, 1 bathroom, 1,080 sqft single-family home built in 1990. This property is currently available for sale and was listed by RMLS (OR) on Aug 3, 2026. The MLS # for this home is MLS# 502775184.

261 SE Darrell Ave Winston, OR 97496

$285,000

$285,000

Home Highlights

Local Information

About this House

Home Details for 261 SE Darrell Ave

Active Status

Interior Features

Exterior Features

Days on Market

Property Information

Price & Status

Location

Agent Information

Building

Community

HOA

Lot Information

Offer

Miscellaneous

Market trends in Winston

Price History for 261 SE Darrell Ave

Similar Homes You May Like

New Listings near 261 SE Darrell Ave

Property Tax and Assessment

Comparable Sales for 261 SE Darrell Ave

Nearby homes

Additional Cost

Assigned Schools

What Locals Say about Winston

LGBTQ Local Legal Protections

Housing

Employment

Public accommodations

261 SE Darrell Ave
Winston, OR 97496