2,536

Winston Homes

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  • /30

    $399,333 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,006 Sq Ft

    145 SE Lebleu Ln, Winston, OR 97496

    Beautifully designed contemporary home in the sought-after Plum Ridge neighborhood! Light and bright with soaring ceilings, this home features gorgeous vinyl flooring throughout, creating a cohesive and modern feel. The chef’s kitchen is complete with sleek granite countertops, stainless steel gas appliances, and a spacious island perfect for meal prep and entertaining. The adjacent dining area

    Agent Photo

    Nick Shivers

    KELLER WILLIAMS PORTLAND CENTRAL

    (458) 455-0940

    145 SE Lebleu Ln, Winston, OR 97496
  • /7

    $876 per month

    • 1 Bed
    • 1 Bath
    • Apartment for Rent

    189 NW Glenhart Ave, Winston, OR 97496

    Rick Rivera Rental Housing Deals

    189 NW Glenhart Ave, Winston, OR 97496
  • /19

    $1,050,000 Sold May 05, 2025

    • 7,486 Sq Ft
    • $140/SF
    • 25 Days On Market
    • Built 1966

    240 NW Civil Bend Ave, Winston, OR 97496

    High quality investment opportunity with excellent rental history and upside potential. 9 units total consisting of 2 duplexes built in approximately 1994, 2 updated duplexes built in 1966, a renovated large home built in 1953, and additional land to build at least another duplex. Recently asphalted driveway and ample off-street parking. Interior photos are from 2018 before tenants moved in to

    Jeff Boyter The Neil Company Real Estate

    240 NW Civil Bend Ave, Winston, OR 97496
    • /38

      Est $327,500 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft

      651 SE Thompson Ave, Winston, OR 97496

      651 SE Thompson Ave, Winston, OR 97496
  • /39

    $390,000

    • 3 Beds
    • 2 Baths
    • 1,558 Sq Ft

    401 Serengeti Dr, Winston, OR 97496

    Welcome to this corner lot in a newer, peaceful neighborhood in Winston. This lovely 3 bedroom, 2 bathroom home is well maintained and like new, having only had one previous owner. Wonderful for entertaining, the kitchen opens to the living room with its vaulted ceilings and a formal dining area. The covered patio and fenced in backyard are perfect for backyard BBQ’s and outdoor entertaining. The

    Linda Swift Berkshire Hathaway HomeServices Real Estate Professionals

    401 Serengeti Dr, Winston, OR 97496
  • /24

    $355,000 Sold Apr 30, 2025

    • 1,535 Sq Ft
    • $231/SF
    • 41 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    340 Sunnyside Dr, Winston, OR 97496

    Charming Updated Home in Winston, Oregon! Discover this beautifully updated one-level home in Winston! Featuring fresh interior paint, brand-new flooring, and modern kitchen appliances, this home is move-in ready and waiting for you. The vaulted ceilings create a spacious and airy feel, while the kitchen island adds style and functionality for cooking and entertaining. Enjoy outdoor living

    Aleaha Myers Kinected Realty LLC

    340 Sunnyside Dr, Winston, OR 97496
    • /37

      Est $381,725 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,594 Sq Ft

      124 Amhurst Ct, Winston, OR 97496

      124 Amhurst Ct, Winston, OR 97496
  • /47

    $335,000

    • 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

    $340,000 Sold Apr 30, 2025

    • 1,526 Sq Ft
    • $223/SF
    • 171 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2003

    249 NE Plum Ridge Dr, Winston, OR 97496

    Now available, 4-bedroom 2 bath one level home in Winston. This home sits on a corner lot, has full-length covered front porch with views of the valley. The interior has just been professionally painted and professionally cleaned. The open concept floorplan with laminate flooring throughout and vaulted ceiling gives a very spacious feel. The Master Suite with large walk-in closet, double sink,

    Patti Archambault All-Pro Realty Advisors, LLC

    249 NE Plum Ridge Dr, Winston, OR 97496
    • /32

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,152 Sq Ft

      125 SE Estate Loop, Winston, OR 97496

      125 SE Estate Loop, Winston, OR 97496
  • /35

    $465,000

    • 3 Beds
    • 3 Baths
    • 1,636 Sq Ft

    13130 Lookingglass Rd, Winston, OR 97496

    Check back for open house time this weekend. Single level home built in 2022 on .76 acre. 3 bedroom, 3 full bath and 1636 SF. Kitchen features large island w/ breakfast bar, stainless appliances and panty. Living room has wood burning stove with tile hearth surround. Laminate wood floors throughout. Forced air gas heat and central AC. Covered front porch, back patio and 10x20 tool shed. 2 car

    Sarah Sherman Sarah Sherman Real Estate

    13130 Lookingglass Rd, Winston, OR 97496
  • /23

    $467,000 Sold Apr 25, 2025

    • 2,037 Sq Ft
    • $229/SF
    • 27 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2017

    295 Wil Way, Winston, OR 97496

    A beautiful home currently available in Safari Estates. This custom-built home, constructed by Shelby & Miguelena Construction, offers an open-concept living space with 2025 square feet, 4 generous bedrooms, and 2 luxurious baths. The expansive great room features LVP flooring, and the 2-car garage includes a convenient RV space next to it. The kitchen and baths showcase elegant granite counters,

    Shahalie Evans Assist 2 Sell-Buyers & Sellers

    295 Wil Way, Winston, OR 97496
    • /17

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,080 Sq Ft

      123 Twin Oaks Loop, Winston, OR 97496

      123 Twin Oaks Loop, Winston, OR 97496
  • /5

    $359,000

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

    185 Lebleu Ln, Winston, OR 97496

    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. Step outside to enjoy unrestricted views of nature from the backyard,

    Kurt Delahooke Keller Williams Realty Eugene and Springfield

    185 Lebleu Ln, Winston, OR 97496
  • /29

    $338,000 Sold Apr 24, 2025

    • 1,250 Sq Ft
    • $270/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2015

    750 SE Tokay St, Winston, OR 97496

    This modern starter home or investment property is the perfect blend of style, function, and low-maintenance living. Recently rented at $1900 per month, it’s a great opportunity for first-time buyers or investors looking for a hassle-free addition to their portfolio. The home features a sleek kitchen with granite countertops, stainless steel appliances, and a contemporary mix of carpet and dark

    Nataly Mattox RE/MAX Integrity

    750 SE Tokay St, Winston, OR 97496
    • /24

      Est $455,119 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,756 Sq Ft

      405 Serengeti Dr, Winston, OR 97496

      405 Serengeti Dr, Winston, OR 97496
  • /32

    $499,500

    • 3 Beds
    • 2 Baths
    • 2,186 Sq Ft

    240 Wil Way, Winston, OR 97496

    Welcome to the highly desirable neighborhood of Safari Estates. This custom built 3-bedroom, 2 bath home offers stunning views of the rolling forested hills and is in the heart of wine country. The expansive living room is flooded with natural light, showcasing the breathtaking views through large windows that seamlessly connect the indoors to the outdoor patio space. The open-concept with

    Jacob Sanchez Next Generation Real Estate LLC

    240 Wil Way, Winston, OR 97496
  • /20

    $125,000 Sold Apr 23, 2025

    • 924 Sq Ft
    • $135/SF
    • 17 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1988

    870 SE Thompson Ave, Winston, OR 97496

    Charming single-level home on a .17-acre lot, located in the quiet town of Winston! Enjoy 2 nice size bedrooms and an updated bathroom. Living area is light and bright with huge windows. Efficient kitchen features tons of storage and a new range and hood fan. Large driveway is great for guests and RV parking. Property includes a large storage room, and a separate storage shed. The backyard is

    JENNIFER COOK Berkshire Hathaway HomeServices NW Real Estate

    870 SE Thompson Ave, Winston, OR 97496
    • /32

      Est $375,890 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,586 Sq Ft

      220 NE Rose Ridge Dr, Winston, OR 97496

      220 NE Rose Ridge Dr, Winston, OR 97496
  • /40

    $349,900

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

    401 Sunnyside Dr, Winston, OR 97496

    Step into this charming 3-bedroom, 2-bathroom home, built in 2004, and perfectly situated on a quiet dead-end street on the outskirts of Winston—just moments from fresh fruits and vegetables at Brosi Sugartree Farms! This well-maintained, move-in-ready home boasts vaulted ceilings, warm laminate floors, and large windows that fill the living and dining areas with natural light and scenic views.

    Anthony Beckham Different Better Real Estate

    401 Sunnyside Dr, Winston, OR 97496
  • /35

    $289,000 Sold Apr 17, 2025

    • 1,395 Sq Ft
    • $207/SF
    • 22 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1977

    250 NW Glenhart Ave, Winston, OR 97496

    Darling home in very good condition. Kitchen is bright and open with granite counters, and a newer sink and faucet. The range and fridge are included in sale. The dining room features a glass sliding door to access the back yard. The living room is roomys a big picture window. Three bedrooms and a Jack n Jill bath with door to hall and master bedroom. Everything is very nicely maintained and

    Marilyn Kittelman Cutting Edge Real Estate

    250 NW Glenhart Ave, Winston, OR 97496
    • /28

      Est $416,918 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,688 Sq Ft

      118 Watusi Ct, Winston, OR 97496

      118 Watusi Ct, Winston, OR 97496
  • /39

    $350,000

    • 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
  • /48

    $469,900 Sold Apr 16, 2025

    • 1,679 Sq Ft
    • $280/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    117 Citation Ct, Winston, OR 97496

    Brand-new construction in the desirable Lookingglass Creek Estates subdivision! This thoughtfully designed home features an open floor plan with high-end finishes throughout. The kitchen boasts beautiful soft-close cabinets, quartz countertops, a pantry, and waterproof luxury vinyl plank flooring. The spacious primary suite offers a walk-in closet, double sinks, and an ensuite with a step-in

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    117 Citation Ct, Winston, OR 97496
    • /32

      Est $825,000 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,052 Sq Ft

      350 Woodland Dr, Winston, OR 97496

      350 Woodland Dr, Winston, OR 97496
  • /36

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,468 Sq Ft

    765 SE Lanola St, Winston, OR 97496

    Home Tour Video: . Back on Market at NO fault to home-buyers financing fell through**. Stunning one-level home in a tidy & newly established neighborhood on a desirable corner lot with views of the valley & surrounding mountains! Within a mile of the well known & beloved Brosi Sugartree Farms where you can savor fresh delicious produce, partake in seasonal festivities, & so much more! Featuring

    Shuray Bagley Oregon Life Homes

    765 SE Lanola St, Winston, OR 97496
  • /29

    $309,000 Sold Apr 11, 2025

    • 1,728 Sq Ft
    • $179/SF
    • 104 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1997

    241 Timothy Ave, Winston, OR 97496

    Looking for a home that combines space, functionality, and convenience? This generously sized manufactured home is the perfect blend of comfort and practicality. Featuring both a living room and a family room, the great room concept creates a seamless flow for entertaining or relaxing. The kitchen stands out with its central island, ideal for meal prep, casual dining, or gathering with loved

    Nataly Mattox RE/MAX Integrity

    241 Timothy Ave, Winston, OR 97496
    • /39

      Est $343,076 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,466 Sq Ft

      213 NE Plum Ridge Dr, Winston, OR 97496

      213 NE Plum Ridge Dr, Winston, OR 97496
  • /22

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft

    139 Teresa Ln, Winston, OR 97496

    Come take a look at your beautiful new forever home in this established neighborhood. Newer build in 2017 with many amenities. Kitchen boasting all stainless-steel appliances with a wonderful gas stove for the cook in the family, down to the granite countertop and eat in island great for entertaining with its open concept. Spacious master bedroom with a walk-in closet and granite vanity in the

    Angel Smith Trueblood Real Estate

    139 Teresa Ln, Winston, OR 97496
  • /27

    $259,900 Sold Apr 01, 2025

    • 1,088 Sq Ft
    • $239/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1994

    415 NW Apollo Ct, Winston, OR 97496

    Great home ready for a little TLC for a lot of sweat equity! This sweet little 3 bed/1bath house on a quiet cut-de-sac is perfect for your personal touch and upgrades. Backyard and deck offer lovely views of the valley. The 2 car garage in addition to the double deep driveway provides ample parking. Don’t miss this diamond in the rough with so much potential!

    Bob Lamonte Lamonte Real Estate Professionals

    415 NW Apollo Ct, Winston, OR 97496
    • /25

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft

      124 NW Bree Dr, Winston, OR 97496

      124 NW Bree Dr, Winston, OR 97496
  • /35

    $469,000

    • 4 Beds
    • 2 Baths
    • 1,994 Sq Ft

    197 Wil Way, Winston, OR 97496

    Don't miss this beautifully maintained Custom one level home with 4 bedrooms and 2 bath in Safari Estates. Vaulted ceilings in living room and beautiful mountain east views. Floor plan is open with plenty of natural light. Gas fireplace for those cozy days in the living room. Laminate flooring through out living space with carpet in bedrooms for warmth. Tile flooring in bathrooms with tile shower

    Nancy Wood Oregon Life Homes

    197 Wil Way, Winston, OR 97496
  • /15

    $185,000 Sold Apr 01, 2025

    • 1,180 Sq Ft
    • $157/SF
    • 33 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1953

    260 SW Ford Ave, Winston, OR 97496

    Great investment property! 3 Bedroom/1 Bath with family room, mini-split ductless HVAC system, newer roof on home, large fenced front and back yards, and double-pane vinyl windows. This home has been mostly painted inside and outside but needs some touch-up. New carpet is in home but installation needs to be completed. Some additional work is needed to make this a perfect starter home.

    Debra Moore Currieco Real Estate

    260 SW Ford Ave, Winston, OR 97496
    • /47

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft

      258 NW Bree Dr, Winston, OR 97496

      258 NW Bree Dr, Winston, OR 97496
  • /46

    $469,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft

    113 Citation Ct, Winston, OR 97496

    Brand new construction in the sought-after Lookingglass Creek Estates! This beautifully crafted home showcases a bright, open layout with soaring vaulted ceilings and upscale finishes throughout. The kitchen features soft-close cabinetry, sleek quartz countertops, a spacious pantry, and durable luxury vinyl plank flooring. The primary suite is a private retreat with a walk-in closet, double

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    113 Citation Ct, Winston, OR 97496
  • /22

    $112,000 Sold Apr 01, 2025

    • 1,300 Sq Ft
    • $86/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1999

    338 NW Broc Dr, Winston, OR 97496

    Discover the perfect blend of style and comfort in this tastefully remodeled home, situated in an all-age community park with affordable rent! This three-bedroom, two-bathroom home has been meticulously updated by a retired custom home designer and builder, showcasing custom standards throughout.The residence features new waterproof engineered wood flooring across most areas, with plush carpeting

    Rachel Sturdevant eXp Realty, LLC

    338 NW Broc Dr, Winston, OR 97496
    • /32

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,512 Sq Ft

      Unlisted Address

      Unlisted Address
  • /47

    $349,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,250 Sq Ft

    149 Teresa Ln, Winston, OR 97496

    Adorable newer home situated on a quiet street in Winston with mountain views. This home features laminate flooring flowing throughout the main living area, energy efficient mini splits, and an open floor plan. The kitchen includes stainless steel appliances, granite counter tops, and a large island. The primary suite has plush carpet, full bathroom with walk-in shower and granite counter tops.

    Jennifer Kramer RE/MAX Integrity

    149 Teresa Ln, Winston, OR 97496
  • /14

    $222,000 Sold Mar 21, 2025

    • 752 Sq Ft
    • $295/SF
    • 7 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1952

    111 SE Grape Ave, Winston, OR 97496

    Cute bungalow on a HUGE lot has been completely updated and is ready for a new owner. Thoughtful updates make this house live larger than its size. Vaulted ceilings, LVT flooring, new kitchen, and new fixtures throughout make this a low maintenance, turn-key home for your buyers. There is enough room on this lot to possibly build an ADU or a second home and make this the ADU. Buyer to do due

    Stephen Erving Premiere Property Group, LLC

    111 SE Grape Ave, Winston, OR 97496
    • /32

      Est $343,188 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft

      165 Teresa Ct, Winston, OR 97496

      165 Teresa Ct, Winston, OR 97496

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winston, OR

Housing Trends

Median Sale Price
$345,000
Median Single Family Sale Price
$349,650
Average Price Per Sq Ft
$227
Number of Homes for Sale
20
Last 12 months Home Sales
81
Months of Supply
3.00
Median List Price
$362,450
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
3%
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