Jeremy Slyh

339 Pioneer Way

Winchester, OR
$ 485,000 Beds 3 Baths 2.5 Sq 2,072
Monthly Estimate* How much can I afford?

Welcome to this beautifully updated residence in one of Winchester's sought-after neighborhoods. Nestled on a quiet, dead-end street with a welcoming atmosphere, this home offers the perfect blend of comfort, style, and convenience. Filled with natural light from expansive windows, the thoughtfully designed floor plan features 3 spacious bedrooms, including a luxurious primary suite with a stunning walk-in closet complete with custom built-in storage and a dedicated vanity. Quartz countertops, tiled showers, and tasteful updates throughout create a fresh, modern feel. Designed for today's lifestyle, the home also offers a versatile bonus room with French doors—ideal as a home office or potential 4th bedroom. Plus an additional flex space - perfect for a family room, game room, or media room. The well-appointed kitchen features abundant cabinetry and two pantry/storage closets. The layout of the home and living spaces, make entertaining effortless. Additional storage includes a coat closet, oversized linen closet, utility/storage room, and generous cabinetry in the laundry room. Step outside to enjoy the spacious front and backyard, offering plenty of room for gatherings, play, or simply relaxing. The garage features an epoxy-coated floor, and the attached shop provides additional workspace with a bank of cabinets or the potential to convert into a covered carport. Large driveway that can easily fit 6 vehicles. Ideal location--less than five minutes from I-5, approx 10 minutes to Umpqua Community College, and less than 1 mile from the beautiful North Umpqua River, where swimming, rafting, kayaking, and fishing can be enjoyed all summer long. If you have been searching for a move-in-ready home in a peaceful, established neighborhood with room to entertain and an unbeatable location, this Winchester gem is one you won't want to miss! Current mortgage may be assumable with a 4.25% interest rate. Motivated sellers - please bring ALL offers! Agent is owner.

Active

  • Price
  • $ 485,000
  • City
  • Winchester
  • Bedrooms
  • 3
  • Full Bathrooms
  • 2
  • County
  • DOUGLAS
  • Half Bathrooms
  • 1
  • Area
  • 251
  • Lot Size
  • 0.25 Acres
  • Zip
  • 97495
  • Sqr Footage
  • 2,072
  • Year Built
  • 1977
  • Taxes
  • $ 2759
  • Style
  • Stories1,Ranch
  • MLS#
  • 176433898
Listed By: eXp Realty, LLC - 541-915-9815
Data Source: Regional Multiple Listing Service (RMLSOR)

Features

General

Sewer PublicSewer
Heating HeatPump
Cooling HeatPump
Roof Composition
Appliances Dishwasher,Disposal,FreeStandingRange,Microwave,Pantry,PlumbedForIceMaker,RangeHood
Garage Spaces 1.0
Architectural Style Stories1,Ranch
Security Features SecurityLights
Year Built 1977
Stories Count 1
Property Subtype SingleFamilyResidence
Tax Year 2025
Parcel Number R29108
Accessibility GarageonMain,OneLevel
County Douglas
Property Type Residential
HOA No
Subdivision Name RY WINCHESTER AREA (NON-RIVER)
Full Baths 2
Status Active
Directions Stephens / 99,Turn East on Pioneer Way
High School Roseburg
City Winchester
Disclosures Disclosure
MLS Area _251
Lot Size Square Feet 10890.0
Listing Terms Cash,Conventional,FHA,Other,USDALoan,VALoan
Elementary School Winchester
Tax Annual Amount 2759.47
Middle/Junior High School Joseph Lane
Property Condition UpdatedRemodeled
Standard Status Active
Accessory Dwelling Unit Y/N No
ViewDescription Territorial,Valley
Legal Description PIONEER HEIGHTS,LOT PT 2,ACRES 0.23
AttributionContact 541-915-9815
SeniorCommunityYn False
ADU False

Interior Features

Interior Amenities CeilingFan,LaminateFlooring,Laundry,Quartz
Basement CrawlSpace
Total Fireplaces 1
Fireplace Features WoodBurning
Hot Water Electricity
Window Features VinylFrames
Total Bathrooms 2.1
FuelDescription Electricity
Total Bedrooms 3
Total Baths 3
1/2 Baths 1

Exterior Features

Exterior Amenities Fenced,Patio,PublicRoad,SecurityLights,StormDoor,ToolShed,Workshop,Yard
Parking Features Driveway,OffStreet
Lot Features Level,PublicRoad
Water Source PublicWater
Total Parking 1.0
Garage Type Attached
Exterior Description LapSiding
Foundation Details Block
Building Area Total 2072.0
Lot Dimensions 100x110
Lot Size Acres 0.25
Road Surface Type Paved

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Hillsboro, OR office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Winchester Elementary School
Middle School Joseph Lane Middle School
High School Roseburg High School

Price History

7/21/2026 Listed $485,000

Property vs Zip Code Average in 97495

Price
AVG $580K
$490K
Taxes
AVG $3,152
$2,759
Year Built
AVG 1990
1977
Visits
AVG 40
18
Data Provided by Inside Real Estate®

Areas That We Cover

339 Pioneer Way Winchester, OR is a Single Family Home for sale at $485000 with 2072 sqft and a lot size of 0.25 Acres Acre(s). 339 Pioneer Way Winchester has 3 bedrooms, 2 baths and was built in 1977. The property's zip code is 97495 which is in Winchester, OR

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Jeremy Slyh

Jeremy Slyh

971-297-3357

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