500 Winston Section Rd, Winston, OR 97496
Property image
Property image
SOLD
JUN 30, 2026

$707,500

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 3,746 sqft (on 1.12 acres)

500 Winston Section Rd, Winston, OR 97496

Est. Refi. Payment $4,149/mo*
Refinance Your Home
Currently Off Market - Sold Jun 30, 2026 for $712,000 (8% below list price)

Home Value

Trulia Estimate
$708K
Since last month
Decreased$3K (-0.5%)
Since last year
Increased$46K (+6.9%)
Since last sale
Decreased$4K (-0.6%)
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 +102% in the last 10 years
MonthEstimated value
2026
September 2026$708K
August 2026$708K
July 2026$711K
June 2026$767K
May 2026$770K
April 2026$659K
March 2026$651K
February 2026$643K
January 2026$640K
2025
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
120 Sundance Ct, Roseburg, OR
0.81
Single-Family Home
$530,000
12/03/25
4
2
2,026
10 SE Kegler Ave, Winston, OR
0.55
Single-Family Home
$275,000
06/24/26
3
1
1,434
360 NE Rose Ridge Dr, Winston, OR
0.43
Single-Family Home
$379,000
12/18/25
3
2
1,554
250 Logan St, Winston, OR
0.49
Single-Family Home
$429,900
05/15/26
3
2
1,564
260 SE Logan St, Winston, OR
0.50
Single-Family Home
$420,000
08/07/26
3
2
1,629
308 Helweg Rd, Winston, OR
0.48
Single-Family Home
$361,000
08/07/26
3
2
2,026
202 NE Plum Ridge Dr, Winston, OR
0.42
Single-Family Home
$310,000
07/13/26
3
2
1,343

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
482 Winston Section Rd, Winston, OR 97496
0.03
$701,000
4
3
3,241
Off Market
668 Winston Section Rd, Winston, OR 97496
0.15
$550,600
3
1
2,403
Off Market
Winston Section Rd, Winston, OR 97496
0.20
-
-
-
-
Off Market
186 Barnes Rd, Winston, OR 97496
0.36
$216,800
3
1
875
Off Market
205 SE Lebleu Ln, Winston, OR 97496
0.39
$375,000
4
3
1,740
Off Market
235 SE Lebleu Ln, Winston, OR 97496
0.39
$340,800
3
3
1,743
Off Market
263 NE Brosi Orchard Rd, Winston, OR 97496
0.39
$736,400
4
2
2,358
Off Market
185 SE Lebleu Ln, Winston, OR 97496
0.40
$329,900
3
2
1,257
For Sale
249 NE Plum Ridge Dr, Winston, OR 97496
0.40
$333,700
4
2
1,526
Off Market
226 NE Plum Ridge Dr, Winston, OR 97496
0.40
$320,900
3
2
1,231
Off Market
209 NE Rose Ridge Dr, Winston, OR 97496
0.40
$365,000
3
2
1,682
Recently Sold

Local Information

  • Map ViewExplore the area around 500 Winston Section Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1910
1.12 acre lot
3,746 sqft
$190/sqft
Garage

About this House

Step back in time without sacrificing modern convenience in this breathtaking 1910 Craftsman home. Nestled among lush orchards & located directly next door to the iconic Brosi Farmstand & Bakery, this estate offers a lifestyle defined by heritage, craftsmanship, & natural beauty. Every inch of this well-maintained home celebrates the Craftsman era, featuring original woodwork, hardwood floors, hand-troweled ceilings, & period light fixtures. The grand entrance features front sitting rooms on both sides, one with a fireplace. Off the hallway is a cozy library/TV room with a fireplace & charming window seat. Choose between the formal dining room for elegant gatherings or the secondary sunlit dining space for casual mornings. The spacious kitchen features a center island & flows into the laundry room equipped with folding station, sink, & outdoor access. The home offers 4 bedrooms & 2 bathrooms, including a primary bedroom with its own fireplace. Upstairs has a large open landing that leads to a secondary sitting room with private balcony overlooking the front yard & orchards. There’s a dedicated office with serene mountain & orchard views. The grounds are designed for both utility & grand-scale entertaining with a historic barn repurposed for weddings, parties, or a gallery. The 3-car garage & ADU includes an attached guest suite, perfect for a high-end Airbnb or multi-generational living. Also included are a large garden shed, storage shed, & woodshed. A circle drive provides ample parking, with gated entrances (one automatic) for secure backyard access. Landscaping includes a built-in sprinkler system & features flower gardens, a tranquil fountain, grape arbor, & boasts 2 apple, 2 cherry, & 1 walnut tree. Relax on the spacious front porch or enjoy the screened-in back porch for bug-free summer evenings. Experience the legacy of one of the area's most distinguished historical homes-offering all the charm of the past without the restrictions of a historical registry.
500 Winston Section Rd, Winston, OR 97496 is a 4 bedroom, 2 bathroom, 3,746 sqft single-family home built in 1910. It last sold for $712,000 on Jun 30, 2026 (8% below the $775,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $707,500, with a rent estimate of $2,595/month.
Last check for updates: about 13 hours ago
Listed by Cindy Beach, (949) 533-9190
The Neil Company Real Estate
Bought with: Cindy Beach, (949) 533-9190, The Neil Company Real Estate
Source: RMLS (OR), MLS#668322333

Home Details for 500 Winston Section Rd

Active Status

MLS Status: Sold

Interior Features

Interior Details
Basement: Daylight,Full,OtherNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 3746 Square Feet
Appliances & Utilities
Utilities: Cable ConnectedAppliances: Dishwasher, Disposal, Free-Standing Gas Range, Free-Standing Refrigerator, Instant Hot Water, Range Hood, Stainless Steel Appliance(s), Electric Water HeaterDishwasherDisposalLaundry: Laundry Room
Heating & Cooling
Heating: Forced AirNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 3Fireplace: Gas, Wood BurningHas a Fireplace
Gas & Electric
Gas: Gas Hookup, Gas
Windows, Doors, Floors & Walls
Window: Storm Window(s), Wood FramesFlooring: Hardwood, Vinyl, Wall to Wall Carpet, Wood
Levels, Entrance, & Accessibility
Stories: 3Levels: TwoFloors: Hardwood, Vinyl, Wall To Wall Carpet, Wood
View
Has a ViewView: Mountain(s), Trees/Woods

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: PorchFencing: FencedOther Structures: Barn, GasHookup, GuestQuarters, ToolShed, SeparateLivingQuartersApartmentAuxLivingUnitExterior: Garden, Gas Hookup, YardFoundation: Concrete PerimeterGarden
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 3Parking: Driveway,Off Street,Garage Door Opener,Detached
Frontage
Road Surface Type: Paved
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 7

Property Information

Year Built
Year Built: 1910
Property Type / Style
Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceArchitecture: Craftsman
Building
Construction Materials: Lap Siding, Shingle SidingNot a New ConstructionNot Attached Property
Property Information
Condition: ResaleParcel Number: R38697

Price & Status

Price
List Price: $775,000Price Per Sqft: $190/sqft
Status Change & Dates
Off Market Date: Thu May 07 2026

Location

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

Building

Building Area
Building Area: 3746 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.12 Acres

Offer

Listing Terms: Cash, Conventional, Other

Miscellaneous

BasementMls Number: 668322333

Price and Tax history

DateEventPrice
Jun 30, 2026
Source: RMLS (OR) #668322333
Sold
$712,000
May 8, 2026
Source: RMLS (OR) #668322333
Pending
$775,000
Apr 30, 2026
Source: RMLS (OR) #668322333
Listed For Sale
$775,000
Dec 6, 2023
Source: RMLS (OR) #22612551
Sold
$625,000
Oct 19, 2023
Source: RMLS (OR) #22612551
Pending
$650,000

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

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 2026-09-14 00:49:06 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.

Frequently asked questions about 500 Winston Section Rd

  • What is 500 Winston Section Rd estimated to be worth?
    Trulia's estimated value for 500 Winston Section Rd is $707,500.
  • What is the price history for 500 Winston Section Rd?
    500 Winston Section Rd last sold for $712,000 in June 2026.
  • 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.
  • Does 500 Winston Section Rd have laundry facilities?
    Yes, 500 Winston Section Rd has laundry facilities.
  • Does 500 Winston Section Rd have a yard?
    Yes, 500 Winston Section Rd has a yard.

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