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Winston Homes for Sale

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  • /28

    $450,000

    • Land
    • 7 Acres
    • $60,811 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
  • /28

    $175,000

    • Land
    • 16 Acres
    • $10,938 per Acre

    0 Wil Way Unit 131979738, Winston, OR 97496

    One of a kind property bordering Wild life Safari! Imagine having zebras and other exotic animals right in your back yard! This property offers more than 16 acres that has already been approved for a subdivision. Lookout investors, great investment opportunity right here! 3 phase power available at the top of the hill along with connections to water and sewer. Best of all, no HOA or CC&Rs! To top

    Agent Photo

    Ashton Faas

    Different Better Real Estate

    (458) 888-8950

    0 Wil Way Unit 131979738, Winston, OR 97496
  • /15

    $240,000

    • Land
    • 4.26 Acres
    • $56,338 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
  • /15

    $240,000

    • Land
    • 3.14 Acres
    • $76,433 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
  • /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
  • /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
  • /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
  • /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 Open Sun 1PM - 3PM

    • 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
  • /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
  • /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
  • /22

    $169,000

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

    110 Anne Ave, Winston, OR 97496

    Beautiful custom 2018 manufactured home in Rosewood cooperative park! This home is a rare find, in a co-op park with low space rent of $449 which also includes water and sewer! Featuring an open floor plan, luxury vinyl plank flooring, kitchen with large island with granite, pantry with barn door slider, an oversized laundry room with custom built-in desk and laundry shute from bathroom, and with

    Kristin Fregoso RE/MAX Integrity

    110 Anne Ave, Winston, OR 97496
  • /19

    $60,000

    • 1 Bed
    • 1 Bath
    • 384 Sq Ft

    119 Oak Leaf Ln, Winston, OR 97496

    Small but mighty! This well-maintained 384 sq ft home, built in 2021, offers a comfortable and convenient living space in a peaceful 55+ community. Featuring laminate flooring throughout, the home includes a cozy bedroom and a bright, functional bathroom. Washer and dryer hookups are available for added convenience, and a private storage unit provides extra space for your belongings. Spacious

    Cindi Mills RE/MAX Integrity

    119 Oak Leaf Ln, Winston, OR 97496
  • /5

    $108,000

    • Land
    • 0.64 Acre
    • $168,750 per Acre

    873 SE Edgewood St, Winston, OR 97496

    0.64 Acre Buildable Lot zoned RR. Out of flood plain. At the end of a quiet dead St. Buyer to do all due diligence to verify buildability. Has not been septic approved.

    Nick Knight Knight Realty Group LLC

    873 SE Edgewood St, 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
  • /23

    $297,900

    • 3 Beds
    • 1 Bath
    • 1,668 Sq Ft

    551 NW T St, Winston, OR 97496

    Charming, beautifully updated, move-in-ready home in Winston! The perfect blend of turn key and affordability. Fresh, modern flooring, kitchen, bath, light fixtures and fun finishes give this home its clean aesthetic while the lovely fireplace and mid century details add warmth and character. New roof and so much more! Don’t miss this gem!

    Bob Lamonte Lamonte Real Estate Professionals

    551 NW T St, 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
  • /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
  • /35

    $18,000

    • Land
    • 0.14 Acre
    • $128,571 per Acre

    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
  • /14

    $199,999

    • 2 Beds
    • 1 Bath
    • 735 Sq Ft

    110 SE Darrell Ave, Winston, OR 97496

    YOU WON'T WANT TO MISS THIS OPPORTUNITY. Cute updated 2 bedroom home with small utility room. Kitchen with appliances. Updated hot water heater, flooring, interior and exterior paint. Living room offers gas heater and a front bonus area. Partially fenced yard with garden shed in back. Nice corner lot with driveway. Call for your showing today!

    Lacey Williams Trueblood Real Estate

    110 SE Darrell Ave, Winston, OR 97496
  • /4

    $225,000

    • Land
    • 0.71 Acre
    • $316,901 per Acre

    0 SE Gregory Dr, Winston, OR 97496

    Ready to go multifamily with construction plans. See attached plans for 3 triplex buildings. Utilities are to property line. Water & sewer available. Great opportunity for a hard to find multifamily property. CLA for more information

    Larry KW Alberts Keller Williams Realty Eugene and Springfield

    0 SE Gregory Dr, Winston, OR 97496
  • /16

    $850,000

    • Land
    • 38 Acres
    • $22,451 per Acre

    0 Danielle Dr Unit 122251646, Winston, OR 97496

    Prime development opportunity in Winston, Oregon! This expansive 38-acre property has potential for 90 buildable residential lots, perfect for a new housing community. Situated in a peaceful location with easy access to local amenities, this land offers a great investment potential for developers. Ideal for those looking to create a vibrant neighborhood in a growing area. Don’t miss out on this

    Jeremy Parmenter TLC Realty

    0 Danielle Dr Unit 122251646, Winston, OR 97496
  • /26

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,279 Sq Ft

    181 Lost Ln, Winston, OR 97496

    Your Dream Home Awaits in Winston, OR! Step right into comfort, style, and privacy with this stunning 2017 Fleetwood manufactured home that’s practically brand-new inside and out! Sitting on an expansive .46 acre lot with mature trees and timed irrigation, this gem offers the kind of peace and seclusion you’ll love—fully fenced with a 6ft. fence for true privacy and tucked away like your own

    Rachel Ball Triple Oaks Realty LLC

    181 Lost Ln, 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
  • /32

    $59,000

    • Land
    • 0.18 Acre
    • $327,778 per Acre

    105 Lebleu Ln, Winston, OR 97496

    Seller willing to owner carry. US Bank offers both lot and constructions loan. Discover the perfect canvas for your dream home at 105 SE Lebleu, a buildable lot nestled on the fringe of a blossoming neighborhood. Embrace the opportunity to create a bespoke living space surrounded by the tranquil beauty of orchards, farms, and the majestic mountains beyond. Don't miss the chance to claim this

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    105 Lebleu Ln, 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
  • /6

    $39,900

    • Land
    • 0.42 Acre
    • $95,000 per Acre

    0 NW Galaxy Dr, Winston, OR 97496

    Winston residential building lot. Fully developed street with nice homes. Cul-de-sac location. Covenants allow for stick built single-family or duplex.

    Benjamin Tatone Roseburg Homes Realty

    0 NW Galaxy Dr, Winston, OR 97496
  • /10

    $1,500,000

    • Land
    • 4.54 Acres
    • $330,396 per Acre

    140 NW Lost Ln, Winston, OR 97496

    2 Tax Lots (4.54 ac.) With collaborative effort of the City of Winston, this property has undergone the design process to include an 80 Unit multi-family apartment complex, detached garage structures on-site leasing office, Ramadas, swimming pool, sand volleyball pit and kids playground. In addition documents for a 20 unit short stay building are in process and nearly complete. Should you choose

    Beverly Heyer Safari Village Real Estate

    140 NW Lost Ln, Winston, OR 97496
  • /12

    $54,995

    • Land
    • 0.22 Acre
    • $249,977 per Acre

    2700 Brockway Rd, Winston, OR 97496

    End of road privacy and stunning views of the surrounding countryside, including gorgeous Abacela Winery and Vineyard! Build your dream home in the elegant Safari Estates on this larger 0.22 acres parcel. Surrounded by beautiful home and exceptional scenery and only minutes away to Wildlife Safari and downtown Winston! Easy freeway access with close proximity to hospitals and medical facilities

    David Platz The Neil Company Real Estate

    2700 Brockway Rd, Winston, OR 97496
  • /8

    $590,000

    • Land
    • 4.77 Acres
    • $123,690 per Acre

    350 View Point Terrace, Winston, OR 97496

    Excellent investment opportunity! 31 platted lots prime for development in the growth seeking city of Winston! This early 1980's subdivision is prominently located next to a newer construction community to strengthen the potential development value. Pacific Power just confirmed power is available! Call Winston city manager with all your building/development questions as he will accommodate all

    Michael Fischer Oregon Life Homes

    350 View Point Terrace, Winston, OR 97496
  • /4

    $2,000,000

    • 4 Beds
    • 2 Baths
    • 1,992 Sq Ft

    80 NW Lost Ln, Winston, OR 97496

    Great Property for future Developing. 2007 Manufactured Home on .68 of a Ac. City Water and Sewer.

    Dawn Trapalis Harcourts Integrity Team Real Estate Services, LLC.

    80 NW Lost Ln, 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

Frequently Asked Questions Why Live in Winston

Is Winston a good place to live?
Winston is a good place to live. Winston is considered car-dependent and somewhat bikeable. Winston has 1 park for recreational activities. It has a median age of 43. The average household income is $66,222 which is below the national average. College graduates make up 13.7% of residents. A majority of residents in Winston are home owners, with 31.2% of residents renting and 68.8% of residents owning their home. A local real estate agent serving Winston can help you decide if this neighborhood is the right one for you. Learn more on our Winston neighborhood guide.
Is Winston, OR a safe neighborhood?
Winston, OR is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Winston?
The median home price in Winston is $359,900. If you put a 20% down payment of $72,000 and had a 30-year fixed mortgage with an interest rate of 6.81%, your estimated principal and interest payment would be $1,880 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $81K a year to afford the median home price in Winston. The average household income in Winston is $66K.
What are the best public schools in Winston?
The best public schools that serve Winston are:
What are the most popular zip codes in Winston, Winston, OR?
The most popular zip codes in Winston, Winston, OR include 97471, 97470, 97457, 97479 and 97496.
What are the most popular neighborhoods near Winston, Winston, OR?
The most popular neighborhoods near Winston, Winston, OR are Dillard, Green, Lookingglass, West Harvard and Hucrest.
Are home prices dropping in Winston?
Yes, home prices in Winston are down 2% in the last 12 months.

Home Trends in Winston, OR

Housing Trends

Median Sale Price
$345,000
Median Single Family Sale Price
$345,000
Average Price Per Sq Ft
$228
Number of Homes for Sale
18
Last 12 months Home Sales
72
Months of Supply
3.00
Median List Price
$359,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
1%
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