3,374

Douglas, OR Homes in ZIP Code 97496

Section Image Section Image
  • /15

    $230,000

    • Land
    • 3.14 Acres
    • $73,248 per Acre

    0 Wil Way Unit 24278136, Winston, OR 97496

    Great investment opportunity! This property features astounding views of Abacela Vineyards and the surrounding valleys. Currently no HOA or CC&Rs! Property has already been approved to be partitioned as a larger parcel or a over a dozen lot subdivision! Utilities conveniently are available nearby ready to be connected. The other parcel is also listed separately. Or both properties are available

    Agent Photo

    Ashton Faas

    Different Better Real Estate

    (458) 224-5797

    0 Wil Way Unit 24278136, 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
  • /48

    $640,000 Sold Aug 08, 2025

    • 1,920 Sq Ft
    • $333/SF
    • 45 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2008

    1950 Byron Creek Rd, Winston, OR 97496

    End of the road Privacy on 12+ acres. This one has it all and borders BLM! This 2008, 1920sft, custom, stickbuilt home is 1-level with gorgeous kitchen, custom cabinets, hardwood floors & granite countertops + pantry. The soaring ceilings add to the appeal. 4 spacious bedrooms. Covered patio for outdoor barbecues. Comes with a 1500 sq ft shop is 50 x 30 with 16' eaves, a break room and full bath!

    Veronica Gillespie eXp Realty, LLC

    1950 Byron Creek Rd, Winston, OR 97496
    • /44

      Not Listed For Sale

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

      127 Country Side Ln, Winston, OR 97496

      127 Country Side Ln, Winston, OR 97496
  • /28

    $430,000

    • Land
    • 7 Acres
    • $58,108 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
  • /41

    $650,000 Sold Aug 08, 2025

    • 2,600 Sq Ft
    • $250/SF
    • 89 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2016

    1260 Ireland Rd, Winston, OR 97496

    Country Retreat on 10.02 acres. The Perfect blend of luxury and privacy in southern Oregon. This custom built 2600 square ft. home offers 3 bedrooms and 2 bathrooms. Step inside to an inviting open floor plan featuring vaulted ceilings and elegant finishes. The gourmet kitchen is a chef's dream, complete with premium appliances, custom cabinets and s spacious island perfect for hosting. The

    Daniel Siler Engel & Volkers West Portland

    1260 Ireland Rd, 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
  • /39

    $439,000

    • 3 Beds
    • 2 Baths
    • 1,310 Sq Ft

    441 NW Galaxy Dr, Winston, OR 97496

    Finished heated shop • Finished heated/cooled garage • Stunning views • Beautiful home overlooking the city w/panoramic views of surrounding mountains and valleys. Multiple decks and thoughtfully designated outdoor spaces for entertaining or relaxation. Fully finished and heated shop w/ vaulted ceilings, skylight and wood beams seamlessly attached to the fully finished heated/cooled garage

    Agent Photo

    Nichole Sharman

    Works Real Estate

    (458) 854-7182

    441 NW Galaxy Dr, Winston, OR 97496
  • /7

    $150,000 Sold Aug 08, 2025

    • Land
    • 33 Acres
    • $4,582 per Acre
    • 89 Days On Market

    0 Ireland Rd, Winston, OR 97496

    Fantastic opportunity to create your own private oasis. This private property is situated up in the hills of Winston with great views of the valley. 2 potential building sites for you to choose from. Additionally, there is marketable timber as well. You don't want to miss out on this great opportunity!

    Daniel Siler Engel & Volkers West Portland

    0 Ireland Rd, Winston, OR 97496
    • /32

      Est $379,642 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
  • /45

    $780,000

    • 4 Beds
    • 3.5 Baths
    • 3,072 Sq Ft

    635 Wil Way, Winston, OR 97496

    One of a kind property that is a true gem. Panoramic views of the Abacela Vineyards, the Wildlife Safari, the beautiful city, and the stunning valleys. While being tucked away at the end of the road for extra privacy. Nestled on over 20 acres, this parcel adjoins the Wildlife Safari. Imagine watching exotic animals from your back yard! The home is a gorgeous 2019 build featuing many high quality

    Agent Photo

    Ashton Faas

    Different Better Real Estate

    (458) 232-3589

    635 Wil Way, Winston, OR 97496
  • /9

    $130,000 Sold Jul 31, 2025

    • 1,012 Sq Ft
    • $128/SF
    • 178 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1953

    250 SW Ford Ave, Winston, OR 97496

    Newer Roof nice sized lot in an established neighborhood in Winston, OR. This Home is looking for a craftsman to turn it into its better self. The house is very Livable but non-permitted work has been done. "NOT FINACEABLE" with traditional terms, maybe a hard money loan. Call today for an appointment to visit with your investor or contractor.

    Dawn Trapalis Harcourts Integrity Team Real Estate Services, LLC.

    250 SW Ford Ave, Winston, OR 97496
    • /28

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,536 Sq Ft

      164 Country Side Ln, Winston, OR 97496

      164 Country Side Ln, Winston, OR 97496
  • /46

    $479,900

    • 4 Beds
    • 2 Baths
    • 2,534 Sq Ft

    13224 Lookingglass Rd, Winston, OR 97496

    Experience the unique allure of this beautifully updated, original homestead farmhouse nestled in Safari Estates. Thoughtful remodel and tasteful updates have modernized this 1900-built farmhouse, preserving its character while enhancing comfort. With 2,516 sq ft of living space, four bedrooms, and two full baths, this home blends historic charm with modern comfort. The kitchen has been remodeled

    Agent Photo

    Deleta Dickson

    eXp Realty, LLC

    (458) 237-8628

    13224 Lookingglass Rd, Winston, OR 97496
  • /48

    $418,000 Sold Jul 25, 2025

    • 1,808 Sq Ft
    • $231/SF
    • 10 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1986

    235 NE Main St, Winston, OR 97496

    Welcome to your dream home! This stunning 4-bedroom, 2.5-bath house is nestled on a picturesque piece of property, with valley and mountain views! The home features spacious and airy living areas bathed in natural sunlight, a cozy new wood burning stove perfect for chilly evenings, and an open eat-in kitchen with granite countertops and ample storage. The expansive 21x19 4th bedroom with private

    Julie Bancroft The Neil Company Real Estate

    235 NE Main St, Winston, OR 97496
    • /28

      Est $422,569 Not Listed For Sale

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

      118 Watusi Ct, Winston, OR 97496

      118 Watusi Ct, Winston, OR 97496
  • /15

    $230,000

    • Land
    • 4.26 Acres
    • $53,991 per Acre

    0 Wil Way Unit 24292479, Winston, OR 97496

    Unique investment opportunity! This property features astounding views of Abacela Vineyards and the surrounding valleys. Currently no HOA or CC&Rs! Property has already been approved to be partitioned as a larger parcel or a over a dozen lot subdivision! Utilities conveniently are available nearby ready to be connected. The other parcel is also listed separately. Or both properties are available

    Agent Photo

    Ashton Faas

    Different Better Real Estate

    (458) 217-1693

    0 Wil Way Unit 24292479, Winston, OR 97496
  • /35

    $17,000 Sold Jul 23, 2025

    • Land
    • 0.14 Acre
    • $121,429 per Acre
    • 172 Days On Market

    111 SE Lebleu Ln, Winston, OR 97496

    Opportunity awaits at 111 Lebleu, a beautiful lot with breathtaking views! This property offers a unique setting for building your dream home with panoramic vistas. The gentle slope provides the perfect canvas for a custom-designed home that maximizes both the views and the natural landscape.US Bank is offering both lot and construction loans, making this an excellent option for those ready to

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    111 SE Lebleu Ln, Winston, OR 97496
    • /32

      Est $821,000 Not Listed For Sale

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

      350 Woodland Dr, Winston, OR 97496

      350 Woodland Dr, Winston, OR 97496
  • /21

    $359,000

    • 3 Beds
    • 2 Baths
    • 1,348 Sq Ft

    595 SE Parkway Dr, Winston, OR 97496

    Exquisitely clean and well-maintained single-level home in desired Winston neighborhood close to schools and parks. Very sharp, low-maintenance landscaping with small grassy area in the back and mature shrubs and perennials throughout the property. This home was built in 1996 but looks almost brand new. Offering 3 bedrooms, 2 full bathrooms, vaulted living room, vinyl windows, dark wood laminate

    Jacob Gilman The Neil Company Real Estate

    595 SE Parkway Dr, Winston, OR 97496
  • /46

    $290,000 Sold Jul 18, 2025

    • 1,200 Sq Ft
    • $242/SF
    • 36 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1940

    400 SE Darrell Ave, Winston, OR 97496

    Charming 3-Bedroom Home with Open Floor Plan & Private Outdoor Oasis!Welcome to this delightful 3-bedroom, 1-bath home offering 1,200 sq ft of comfortable, single-level living with an open floor plan that feels bright, spacious, and welcoming. The layout is accessible for most needs, making daily living simple and convenient.The third bedroom is currently open without a door—ideal for a home

    Sabrina Calleen Fathom Realty Oregon, LLC

    400 SE Darrell Ave, Winston, OR 97496
    • /21

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 924 Sq Ft

      124 SE Estate Loop, Winston, OR 97496

      124 SE Estate Loop, Winston, OR 97496
  • /47

    $325,000

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

    465 SE Gregory Dr, Winston, OR 97496

    Welcome to this inviting single-level home in Winston, Oregon! Built in 2021, this 3-bedroom, 2-bathroom residence offers 1,620 square feet of bright, open living space. The spacious living room seamlessly connects to a dining area and well-equipped kitchen with a center island, pantry, and all major appliances—perfect for entertaining or everyday comfort. Step through double doors to enjoy a

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    465 SE Gregory Dr, Winston, OR 97496
  • /35

    $465,000 Sold Jul 15, 2025

    • 1,754 Sq Ft
    • $265/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1965

    271 Woodland Dr, Winston, OR 97496

    Check out this quiet & peaceful 3 bedroom, 2 bath, 1754 square foot home. The kitchen has Corian countertops, backsplash and island. Newer stainless steel appliances. Cabinets have pull-outs for easy access. Pantry in kitchen. The kitchen flows into the dining area. Living room has fireplace and slider to deck. Lots of double-pane vinyl windows to enjoy the outdoors. Potential for two primary

    Patrice Glasscock Walt Gayner Real Estate

    271 Woodland Dr, Winston, OR 97496
    • /39

      Est $353,447 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
  • /47

    $399,900

    • 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
  • /30

    $99,900 Sold Jul 14, 2025

    • 1,188 Sq Ft
    • $84/SF
    • 34 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2005

    311 Bremner Ln, Winston, OR 97496

    Welcome to this well-maintained 2005 double-wide manufactured home, offering 2 bedrooms, 2 bathrooms, and 1,188 square feet of comfortable living space. The open-concept kitchen features generous cabinetry, a spacious pantry, and direct access to a convenient laundry room with another pantry. Situated in the Bremner Hills Co-op Community, the association must approve prospective buyers. Enjoy the

    Cindi Mills RE/MAX Integrity

    311 Bremner Ln, 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
  • /37

    $400,000

    • 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
  • /47

    $358,400 Sold Jul 11, 2025

    • 1,250 Sq Ft
    • $287/SF
    • 224 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2020

    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
    • /27

      Est $373,471 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,260 Sq Ft

      139 Teresa Ln, Winston, OR 97496

      139 Teresa Ln, Winston, OR 97496
  • /31

    $59,000

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    111 Sharway Ln, Winston, OR 97496

    This charming 2-bedroom, 1-bath manufactured home is fully furnished and move-in ready, located in a well-kept 55+ community with low space rent, offering an ideal mix of comfort and convenience. The property includes a recently built carport, two storage sheds, and a beautifully landscaped yard that enhances its curb appeal. With a roof that’s just 5 years old and a brand-new HVAC system

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    111 Sharway Ln, Winston, OR 97496
  • /31

    $79,000 Sold Jul 10, 2025

    • 1,300 Sq Ft
    • $61/SF
    • 28 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1999

    155 NW Broc Dr, Winston, OR 97496

    Affordable Living in an All-Age Community – Low Space Rent!Welcome home to this charming 3-bedroom, 2-bath manufactured home located in a welcoming all-age community with an incredibly low space rent of just $449/month!Step inside to find a comfortable layout, and enjoy peace of mind knowing the roof is only about a year old. Outside, you'll love the spacious yard featuring pear and plum trees.

    Rachel Sturdevant eXp Realty, LLC

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

      Not Listed For Sale

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

      Unlisted Address

      Unlisted Address
  • /46

    $469,900 Pending

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

    113 Citation Ct, Winston, OR 97496

    Welcome to 113 Citation Ct, Winston, OR 97496! This brand-new home in the desirable Lookingglass Creek Estates offers modern style and quality craftsmanship throughout. Enjoy a bright, open layout with vaulted ceilings and upscale finishes, including soft-close cabinetry, sleek quartz countertops, a spacious pantry, and durable luxury vinyl plank flooring. The private primary suite features a

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    113 Citation Ct, Winston, OR 97496
  • /13

    $93,000 Sold Jul 10, 2025

    • 1,232 Sq Ft
    • $75/SF
    • 46 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1946

    509 Dyke Rd, Dillard, OR 97432

    Home in need of some love but set on a very large 1.16 acre lot, near Forest products plant and a short walk to the South Umpqua River. 1232 SF 2 bed/ 1 bath home. With a bit of skill with tools, and some vision, this property could be nicely restored. Don't miss the opportunity.Highest and best has been called on this property with multiple offers.“Chase Employees: Please see the Chase

    Mark Townsend Keller Williams Southern Oregon-Umpqua Valley

    509 Dyke Rd, Dillard, OR 97432
    • /41

      Est $446,859 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,730 Sq Ft

      430 Serengeti Dr, Winston, OR 97496

      430 Serengeti Dr, Winston, OR 97496
  • /35

    $220,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    141 5th St, Winston, OR 97496

    Charming and cozy 3-bedroom, 1-bath home with a clean interior and a well-designed layout. The inviting living spaces offer warmth and comfort. The kitchen and dining combo are a perfect area to gather at. Step outside to a back deck, great for entertaining. Includes tool and storage shed for added convenience.

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    141 5th St, Winston, OR 97496
  • /28

    $219,500 Sold Jul 09, 2025

    • 1,152 Sq Ft
    • $191/SF
    • 7 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1951

    161 1st St, Dillard, OR 97432

    This charming home is ready to make your own! Bright natural light pours in through large windows creating a warm and inviting atmosphere. Just off of the kitchen, a cozy dining area with a bay window offers the perfect spot to gather. Enjoy the convenience of an indoor laundry room, plus a workshop area and a spacious backyard with plenty of room to roam, garden, or entertain. Whether you are a

    Najla Slater Berkshire Hathaway HomeServices Real Estate Professionals

    161 1st St, Dillard, OR 97432
    • /16

      Est $313,540 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,292 Sq Ft

      1420 Winston Section Rd, Winston, OR 97496

      1420 Winston Section Rd, Winston, OR 97496

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home