28

Winston, OR Homes for Sale with Garage

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  • /41

    $650,000

    • 3 Beds
    • 2 Baths
    • 2,600 Sq Ft

    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

    Agent Photo

    Daniel Siler

    Engel & Volkers West Portland

    (458) 232-4863

    1260 Ireland Rd, Winston, OR 97496
  • /37

    $410,000

    • 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
  • /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-maintained 55+ community with low space rent—offering the perfect blend of comfort and convenience. The home features a newly built carport, two storage sheds, and a nicely landscaped yard that adds great curb appeal. With a roof that's only 5 years old and a brand-new HVAC system installed

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    111 Sharway Ln, Winston, OR 97496
  • /46

    $469,900 New Construction

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

    113 Citation Ct, Winston, OR 97496

    Welcome to 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

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    113 Citation Ct, Winston, OR 97496
  • /48

    $670,000

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft

    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
  • /48

    $760,000 Open Thu 10AM - 5PM

    • 4 Beds
    • 2.5 Baths
    • 2,362 Sq Ft

    1068 Rice Creek Rd, Winston, OR 97496

    Gated 8.5 acres country living, fenced X Fenced, beautiful ranch style updated home. Newer roof, newer paint in and out, gourmet kitchen w/DBL ovens & cooking pantry, large living room with fireplace, huge primary bedroom with walk in closet 2 headed shower & 3 nice sized bedrooms, one bedroom can be use for office space. 36x40 Shop with office & 1/2 bath & extra garage with tool room. City

    Joan Smith G. Stiles Realty

    1068 Rice Creek Rd, Winston, OR 97496
  • /39

    $459,000

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

    13130 Lookingglass Rd, Winston, OR 97496

    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 attached garage and plenty of room for RV/Boat

    Sarah Sherman Sarah Sherman Real Estate

    13130 Lookingglass Rd, Winston, OR 97496
  • /32

    $590,000

    • 4 Beds
    • 3 Baths
    • 2,660 Sq Ft

    102 Sarah Bear Ln, Winston, OR 97496

    Stately quality 4 br 3 bath home, real wood floors, 2 gas fireplaces, central vac, top quality custom elegant crown molding. Formal dining, gourmet kitchen, over sized gazebo/pergola, colored stamped concrete, sprinkler system, fenced manicured private backyard with raised beds. Has new astro turf for low maintenance, covered patio. The gourmet kitchen has granite, pantry, new gas appliances,

    Valynn Currie Currieco Real Estate

    102 Sarah Bear Ln, Winston, OR 97496
  • /47

    $649,900

    • 4 Beds
    • 2.5 Baths
    • 2,144 Sq Ft

    490 Dawson Dr, Winston, OR 97496

    Escape to the privacy of Byron Creek Estates, where this beautiful 4-bedroom, 2.5-bath home sits on 5 serene acres just outside Winston! Thoughtfully designed with vaulted ceilings and abundant natural light, the home has a fresh interior, featuring new laminate flooring in the main living area, shampooed carpets, and new paint. The spacious master suite with vaulted ceilings upstairs is a

    Anthony Beckham Different Better Real Estate

    490 Dawson Dr, Winston, OR 97496
  • /48

    $565,000

    • 3 Beds
    • 2 Baths
    • 2,167 Sq Ft

    7941 Upper Olalla Rd, Winston, OR 97496

    Beautiful 5.01 acre property with 2007 rebuilt home! Lots of flat ground for vegetable/flower garden. Fenced and cross fenced. Good well and 2 - 1200 gallon holding tanks. Ultra violet filter and new water softener. Year-round creek. Large drive-thru shop with 3 - 12ft doors, 3 stall barn, and spring fed holding tanks plumbed to barn. Huge metal building for many uses. Plus, 2 sheds and 1 fort.

    Carol Williams The Neil Company Real Estate

    7941 Upper Olalla Rd, 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
  • /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
  • /3

    $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
  • /7

    $109,000

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

    409 NW Broc Dr, Winston, OR 97496

    Sizeable three bedroom two bath manufactured home with newer luxury vinyl Plank flooring, newer kitchen appliances and a great floor plan. Located in the well-maintained Rosewood Mobile Home Park.Desirable location, close to schools and a river park.

    David Moore Oregon Life Homes

    409 NW Broc Dr, Winston, OR 97496
  • /47

    $389,900

    • 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

    $399,000

    • 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
  • /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
  • /41

    $870,000

    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft

    375 Porter Creek Rd, Winston, OR 97496

    Discover the perfect blend of vineyard lifestyle and modern comfort in this beautifully updated 41-acre estate, nestled in the heart of Oregon’s Umpqua Valley AVA. Surrounded by timber, a year-round creek, and a seasonal pond, this scenic retreat offers privacy, natural beauty, and endless potential.At the heart of the property is a spacious 3,000 sq ft home featuring four large bedrooms and

    Lorrie Normann Triple Oaks Realty LLC

    375 Porter Creek Rd, Winston, OR 97496
  • /40

    $339,900

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

    401 Sunnyside Dr, Winston, OR 97496

    MOTIVATED SELLER! Bring all offers! 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

    Anthony Beckham Different Better Real Estate

    401 Sunnyside Dr, Winston, OR 97496
  • /39

    $345,000

    • 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
  • /29

    $279,400

    • 3 Beds
    • 1 Bath
    • 1,005 Sq Ft

    520 SE Dawna Ct, Winston, OR 97496

    Take advantage of a fantastic opportunity- sellers are offering a $7000 credit to the buyer, which can be used towards closing costs or even a rate buy-down! Conveniently located just a few blocks from Winston Middle School, this home offers 3 bedrooms, 1 bathroom and updates including laminate flooring throughout and a recent heating and air conditioning system. Outside offers an attached

    Ashley Oberman Oregon Life Homes

    520 SE Dawna Ct, Winston, OR 97496
  • /15

    $240,000

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    751 SE Meadowood Dr, Winston, OR 97496

    1995 Double-wide manufactured home on a good sized lot in Winston. Not perfect but a lot of home for the money. Central heat and air conditioning, carport and lots of room for a garden. A great home for the money. Affordable living, close to park and community center.

    Timothy A Smith RE/MAX Integrity

    751 SE Meadowood Dr, Winston, OR 97496
  • /32

    $489,000

    • 2 Beds
    • 2 Baths
    • 1,764 Sq Ft

    1941 Byron Creek Rd, Winston, OR 97496

    Come home to your own private escape hidden in the trees! Beautiful parklike setting with amazing views and end of the road privacy. Property features include a huge, large covered RV storage, detached guest quarters, a storeroom & workshop. The manufactured home was custom built for the current owners with many custom touches. An expansive deck is perfect for gatherings or taking in the amazing

    Andrew Stoner Roseburg Homes Realty

    1941 Byron Creek Rd, Winston, OR 97496
  • /9

    $150,000

    • 2 Beds
    • 1 Bath
    • 1,012 Sq Ft

    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
  • /38

    $774,900

    • 3 Beds
    • 2.5 Baths
    • 1,845 Sq Ft

    1470 E Willis Creek Rd, Winston, OR 97496

    Nestled on 90 acres of private land, this stunning 3-bedroom, 2.5-bath log home offers the perfect retreat for those seeking tranquility and connection with nature. The main home is a masterpiece of rustic craftsmanship, featuring soaring vaulted ceilings, and large windows that bathe the living spaces in natural light. A cozy wood stove anchors the open concept living and dining area, creating

    Rhonda Marshall Knipe Realty ERA Powered

    1470 E Willis Creek Rd, Winston, OR 97496
  • /31

    $344,500

    • 4 Beds
    • 2.5 Baths
    • 1,798 Sq Ft

    40 NW Cary St, Winston, OR 97496

    Completely updated Ranch style home entirely fenced corner lot in City limits of Winston. Property is landscaped and set up for automatic sprinklers and drip systems. Apple trees, grapes (arbor) and planter boxes . Dining/kitchen area has direct access to back patio with BBQ area and small shop. Certified Insert and 2010 Carrier HVAC. Oversize garage, Small shop, 50' RV parking with hookups, Dog

    Beverly Heyer Safari Village Real Estate

    40 NW Cary St, Winston, OR 97496
  • /43

    $310,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft

    200 SE Darrell Ave, Winston, OR 97496

    Welcome to your brand-new single level home! This beautifully designed residence features an open floor plan that seamlessly connects the spacious living, dining, and kitchen areas—perfect for both everyday living and entertaining. The kitchen features sleek quartz countertops, stainless steel appliances, and ample cabinetry. Luxury vinyl plank flooring flows throughout the main living spaces,

    Jennifer Kramer RE/MAX Integrity

    200 SE Darrell Ave, Winston, OR 97496
  • /48

    $749,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft

    411 Woodland Dr, Roseburg, OR 97471

    End of road privacy in a quiet setting, this great two-story ranch-style home offers an unparalleled lifestyle with breathtaking views of the renowned Abacela Vineyard! Imagine waking up every day to the gentle beauty of the surrounding landscape, where the flowing waters of Lookingglass Creek add to the peaceful ambiance. The property features creek frontage with coveted irrigation rights,

    Nataly Mattox RE/MAX Integrity

    411 Woodland Dr, Roseburg, OR 97471

Home Trends in Winston, OR

Housing Trends

Median Sale Price
$347,250
Median Single Family Sale Price
$353,000
Average Price Per Sq Ft
$246
Number of Homes for Sale
23
Last 12 months Home Sales
79
Months of Supply
3.50
Median List Price
$370,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
2%
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