13

Winston, OR Homes for Sale under $400,000

Section Image Section Image
  • /28

    $375,000

    • Land
    • 7.4 Acres
    • $50,676 per Acre

    0 Wil Way Unit 24094727, Winston, OR 97496

    Rare investment opportunity! This property features astounding views of Abacela Vineyards and the surrounding valleys. Property has already been approved to be partitioned as either 2 larger parcels or a 28 lot subdivision! Currently no HOA or CC&Rs! Utilities conveniently are available nearby ready to be connected. The 2 parcels are also listed separately. Make an offer today before one or all

    Agent Photo

    Ashton Faas

    Different Better Real Estate

    (458) 310-3411

    0 Wil Way Unit 24094727, Winston, OR 97496
  • /37

    $390,000

    • 3 Beds
    • 2 Baths
    • 1,554 Sq Ft

    360 NE Rose Ridge Dr, Winston, OR 97496

    Beautiful 3BD/2BTH home in Winston’s sought-after Rolling Meadows neighborhood! Built by Avery Homes in 2021, this one-level residence feels "like new" and is completely move-in ready. Enjoy an open-concept layout with durable LVP flooring, quartz countertops, and a bright, spacious living area perfect for everyday activities and entertaining. Energy-efficient solar panels installed in July 2024

    Aaron Cherry Oregon Life Homes

    360 NE Rose Ridge Dr, Winston, OR 97496
  • /42

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    700 SE Tokay St, Winston, OR 97496

    Welcome to this inviting 3-bedroom, 2-bathroom home offering comfort, convenience, and modern touches throughout. The bright and open kitchen features stainless steel appliances and granite countertops, making meal prep a joy. Enjoy the ease of single-level living with a functional floor plan, perfect for both everyday life and entertaining. The fenced backyard provides a safe space for pets,

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    700 SE Tokay St, Winston, OR 97496
  • /47

    $399,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    621 SE Rose Ridge Dr, Winston, OR 97496

    Welcome to 621 SE Rose Ridge Dr in Winston’s desirable Orchard View neighborhood—a beautifully maintained single-level home built in 2020. This 3-bedroom, 2-bath home offers approximately 1,620 sq ft of thoughtfully designed living space on a landscaped 6,534 sq ft lot. The open-concept great room features vaulted ceilings, while the gourmet kitchen includes solid surface countertops, a stainless

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    621 SE Rose Ridge Dr, Winston, OR 97496
  • /47

    $367,500

    • 3 Beds
    • 1 Bath
    • 1,434 Sq Ft

    10 SE Kegler Ave, Winston, OR 97496

    Set on a full acre at the edge of town, this property blends flexibility, functionality, and a 1,200 sq ft shop that’s hard to ignore! The 3-bedroom, 1-bath home includes an oversized living room with exposed wood accents and rustic-style posts that bring a bit of texture and charm. Heating and cooling are handled with ductless systems, and there’s a gas fireplace to keep things cozy. The kitchen

    Anthony Beckham Different Better Real Estate

    10 SE Kegler Ave, Winston, OR 97496
  • /28

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,592 Sq Ft

    140 Teresa Ln, Winston, OR 97496

    This modern, beautiful home is located in the highly sought-after Winston neighborhood. The home has been recently remodeled down to the studs and includes brand new HVAC, new appliances, and new roof. Step inside to find luxury vinyl plank flooring, recessed lighting, and soaring vaulted ceilings, and an abundance of windows that create a spacious and inviting atmosphere. The open-concept

    Jason Mann J Mann Realty

    140 Teresa Ln, Winston, OR 97496
  • /39

    $300,000

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    617 Poison Oak Dr, Winston, OR 97496

    Escape to the country with this rustic home nestled on nearly 14 beautiful acres. Perfect for those dreaming of a mini-farm or simply wanting space for animals, and rural lifestyle. This property offers usable acreage mixed with stands of timber, seasonal creeks and endless potential. Surround yourself with sweeping mountain views and the serenity of nature, all while enjoying the freedom that

    Bob Lamonte Lamonte Real Estate Professionals

    617 Poison Oak Dr, Winston, OR 97496
  • /45

    $329,900

    • 4 Beds
    • 2 Baths
    • 1,769 Sq Ft

    310 NW Lost Ln, Winston, OR 97496

    Freshly updated and move-in ready, this Winston home combines comfort, convenience, and charm in a desirable location. Featuring 4 bedrooms, 2 baths, and 1,769 sq ft of living space, this property sits on a corner lot along a tucked-away road, just a short stroll to Wildlife Safari and all the amenities Winston has to offer.Step inside to find a freshly painted interior, new carpeting, tile and

    Tammi Ellison eXp Realty, LLC

    310 NW Lost Ln, Winston, OR 97496
  • /27

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,421 Sq Ft

    120 SE Edwards Ave, Winston, OR 97496

    Welcome to this 3-bedroom, 2-bath single-level custom home. Thoughtfully designed with comfort and functionality in mind, this 1,421 sq ft residence offers a spacious open-concept layout, vaulted ceilings, and abundant natural light throughout. The kitchen features wood cabinetry, stainless steel appliances, and a breakfast bar perfect for casual meals or entertaining guests. The primary suite

    Jerry Norman Oregon Life Homes

    120 SE Edwards Ave, Winston, OR 97496
  • /17

    $339,000

    • 3 Beds
    • 2 Baths
    • 1,257 Sq Ft

    185 Lebleu Ln, Winston, OR 97496

    Recent Price Improvement! Solid 3 bed, 2 bath in Winston with a newer roof. Welcome home to this well maintained single-story home with a modern floorplan, featuring an inviting open-concept layout designed for both comfort and privacy. The spacious primary bedroom includes an attached bathroom, offering a private retreat. The living room features a gas fireplace, perfect for relaxing evenings.

    Kurt Delahooke Keller Williams Realty Eugene and Springfield

    185 Lebleu Ln, Winston, OR 97496
  • /47

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,374 Sq Ft

    231 NE Darrell Ave, Winston, OR 97496

    Great location with a custom built one level home located on .39 of an acre at the end of the road in Winston with City Services! Home built in 1981 with approximately 1,374 square feet, 3 bedrooms and 2 full bathrooms, primary bedroom and bathroom has a walk-in closet and slider door to deck, nice Kitchen with oodles of oak cabinets, lots of counter space, plus a pantry, Living room has

    Cynthia Johnson Johnson Group Real Estate, LLC

    231 NE Darrell Ave, Winston, OR 97496
  • /39

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,835 Sq Ft

    151 Sherry St, Winston, OR 97496

    Step into this charming 1965 Ranch-style home, nestled in a peaceful neighborhood on a generous double lot in the heart of Winston, Oregon. With 3 bedrooms, 1.5 bathrooms, and a large, fully fenced corner lot, this property offers both privacy and convenience. This home boasts ample storage space throughout, with built-in shelving and closets to keep your living areas tidy. The cozy and airy

    RaNae Sams Oregon Life Homes

    151 Sherry St, Winston, OR 97496
  • /23

    $325,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft

    119 Lebleu Ln, Winston, OR 97496

    New home under construction by Tabor Building. The "Pathfinder" floor plan features 1008 SF with 3 bedrooms, 2 baths, LVP flooring, and quartz countertops. Estimated completion 10/31/2025. Interior pictures of similar house.

    Benjamin Tatone Roseburg Homes Realty

    119 Lebleu Ln, Winston, OR 97496

Home Trends in Winston, OR

Housing Trends

Median Sale Price
$339,000
Median Single Family Sale Price
$340,000
Average Price Per Sq Ft
$235
Number of Homes for Sale
21
Last 12 months Home Sales
62
Months of Supply
4.10
Median List Price
$359,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-2%
How to Buy a Home How to Finance a Home How to Sell a Home