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Homes for Sale near Douglas High School

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  • /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
  • /15

    $200,000

    • Land
    • 3.14 Acres
    • $63,694 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
  • /46

    $543,000

    • 3 Beds
    • 2.5 Baths
    • 1,621 Sq Ft

    125 Eagle Dr, Roseburg, OR 97471

    If you are looking for a home with breathtaking views, then look no further. This property has breathtaking views of the mountains and valleys. Located in the high demand Diamond Height Estates, this property offers over 5 acres of land to make your own. As you pull, you will be greeted by the beautiful designed, craftsman home. Behind the home, there are new raised garden beds with smart

    Agent Photo

    Ashton Faas

    Different Better Real Estate

    (458) 254-5910

    125 Eagle Dr, Roseburg, OR 97471
  • /45

    $715,000

    • 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
  • /15

    $200,000

    • Land
    • 4.26 Acres
    • $46,948 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
  • /45

    $379,000

    • 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
  • /48

    $469,900 New Construction

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

    109 Citation Ct, Winston, OR 97496

    Welcome to 109 Citation Ct, a brand-new single-level home nestled in the highly sought-after Lookingglass Creek Estates subdivision in Winston, Oregon. This contemporary ranch-style residence offers 3 bedrooms, 2 bathrooms, and 1,770 sq. ft. of beautifully designed living space on a .20-acre lot with RV parking behind a private gate. Step inside to find luxury vinyl plank flooring, vaulted

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    109 Citation Ct, Winston, OR 97496
  • /36

    $439,000

    • 7 Beds
    • 4.5 Baths
    • 3,861 Sq Ft

    2414 Brockway Rd, Winston, OR 97496

    Opportunity awaits! Whether you’re a savvy investor seeking passive income, a large family looking for a multi-generational setup, or a single household wanting a home with the luxury of renting out additional units, this three-home property offers countless possibilities.Located on historic Brockway Road, the property spans .58 acres and is lined with mature trees and lush landscaping, creating

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    2414 Brockway Rd, Winston, OR 97496
  • /42

    $375,000 Open Fri 11AM - 3PM

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

    700 SE Tokay St, Winston, OR 97496

    Welcome to this inviting one level 3-bedroom, 2-bathroom home offering comfort, convenience, and modern touches throughout. Manicured front yard plus a manicured back yard that is completely fenced. 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

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    700 SE Tokay St, Winston, OR 97496
  • /27

    $429,000

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

    631 SE Rose Ridge Dr, Winston, OR 97496

    This is a gem! Single-level upgraded home built in 2020. This custom property combines quality construction with modern finishes throughout. Step inside to an open and inviting floor plan featuring vaulted living room and 9 foot ceilings, recessed lighting, ceiling fans, and a perfect blend of rich wood and stylish tile flooring in the main living areas and bathrooms. The entertainment center in

    Jacob Gilman The Neil Company Real Estate

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

    $489,900

    • 3 Beds
    • 2 Baths
    • 1,928 Sq Ft

    263 Wil Way, Winston, OR 97496

    Welcome to Your Like-New Custom Home in Winston, OR!Step inside this beautifully crafted home by Shelby & Miguelena Construction, where quality and thoughtful design shine through every detail. The open concept floor plan boasts soaring vaulted ceilings, stunning floors, and an inviting layout that flows seamlessly for both everyday living and entertaining. At the heart of the home, the gourmet

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    263 Wil Way, Winston, OR 97496
  • /48

    $650,000

    • 4 Beds
    • 2 Baths
    • 2,404 Sq Ft

    941 Colonial Rd, Roseburg, OR 97471

    Melrose! Shop! 5 acres! PRIVACY and VIEW! Charming single-level home with incredible views on 5 acres in Roseburg, OR! This 4-bed, 2-bath home features vaulted ceilings, an open layout, and tons of natural light. The kitchen has been updated with hickory cabinets, granite counters and a spacious layout with ample cabinet storage and eating bar. Primary suite includes walk-in closet and a private

    Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

    941 Colonial Rd, Roseburg, OR 97471
  • /43

    $734,000

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

    1068 Rice Creek Rd, Winston, OR 97496

    This gated, 8.52-acre property is fenced and cross-fenced, offering plenty of country living space. This beautiful ranch-style home features updates, a newer roof, and recent interior and exterior paint. The gourmet kitchen includes double ovens and a walk-in pantry. The large living room features a fireplace.The huge primary bedroom includes a walk-in closet and a two-headed shower. One of the

    Joan Smith G. Stiles Realty

    1068 Rice Creek Rd, Winston, OR 97496
  • /48

    $464,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,067 Sq Ft

    165 Danielle Dr, Winston, OR 97496

    Welcome home! Enjoy the space and warmth of this Safari Estates custom home. Featuring over 2,000 sq ft of living space. 3 bedrooms 2.5 baths with an upstairs laundry room make this home a great family setup. There is an office/Den that also doubles as a 4th bedroom if needed. Dramatic entry way with open concept kitchen/familyroom is what separates this home from the others ! Outside you will

    Brent Yop Winston Realty & Insurance

    165 Danielle Dr, Winston, OR 97496
  • /35

    $495,000

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    800 Byron Creek Rd, Winston, OR 97496

    Welcome to this charming country home set on over 5 acres of flat, usable land with Firewise Certification for peace of mind. The well maintained 3 bedroom with 1.5 bathrooms. Home is move-in ready, some of the furniture can be included with the right offer. House has a heat pump, pellet stove, generator, flooring- all done in last 4 years. The propane 22k generator automatically powers the home

    Rebekah Sexauer eXp Realty, LLC

    800 Byron Creek Rd, Winston, OR 97496
  • /20

    $550,000

    • 3 Beds
    • 1.5 Baths
    • 2,026 Sq Ft

    308 Helweg Rd, Winston, OR 97496

    Prime 12.91-acre agricultural property zoned (FC) Exclusive Farm Use-Cropland with 10 acres of primary pond and supplemental river irrigation rights (priority date 1983). This land is perfectly positioned for a profitable homestead, organic farm, or u-pick business. Previously used for hay production and livestock, the soil and water offer a solid foundation for success. The existing home and

    Aaron Cherry Oregon Life Homes

    308 Helweg Rd, Winston, OR 97496
  • /48

    $474,900 Open House 11/09

    • 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

    Deleta Dickson eXp Realty, LLC

    13224 Lookingglass Rd, Winston, OR 97496
  • /48

    $454,000

    • 2 Beds
    • 1 Bath
    • 2,056 Sq Ft

    0 Rice Creek Rd, Winston, OR 97496

    100% off-grid living on your own 20-acre slice of paradise! Located within "The Ranch" - a close-knit homesteading community of like-minded landowners who each steward their own property while embracing a shared off-grid lifestyle. Just 25 minutes southwest of Winston, Oregon, this property is accessed via a gated 4-mile gravel road through BLM and private timberlands. The resilient home features

    Aaron Cherry Oregon Life Homes

    0 Rice Creek Rd, Winston, OR 97496
  • /25

    $695,000

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

    1090 E Willis Creek Rd, Winston, OR 97496

    Secluded private 2167 sq ft 3 br 2 bath contemporary home on 9.81 acres. Has open beam ceilings, wood stove, barn, wood shop, 2 gar garage. Garden area, city water, creek. Mostly level property. Charming kitchen with large pantry and skylight, ample dining room overlooking the garden and yard. Living room has bay window and room to entertain. Covered parking for boat or RV.

    Valynn Currie Currieco Real Estate

    1090 E Willis Creek Rd, Winston, OR 97496
  • /32

    $575,000

    • 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
  • /39

    $675,000

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft

    166 Whitson Ln, Myrtle Creek, OR 97457

    Stunning 126.67-Acre Property with Breathtaking Views and Two HomesThis exceptional 126.67-acre property offers unparalleled views of the picturesque Umpqua Valley and the scenic South Umpqua River below. The property is divided into two tax lots, each with its own unique appeal and potential.The first lot features a beautifully remodeled 3-bedroom, 2-bathroom home with 1,416 sq ft of living

    Theresa Montoya Vantage Point Brokers, LLC

    166 Whitson Ln, Myrtle Creek, OR 97457
  • /15

    $239,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    90 SE Darrell Ave, Winston, OR 97496

    This charming 2-bedroom, 2-bathroom manufactured home in Winston, Oregon offers comfortable, modern living in a convenient location close to shopping, dining and other local amenities. Nestled on its own land, this home combines privacy with easy access to town.Inside, you’ll love the open-design floor plan that creates a bright, spacious feel throughout the living room, dining area and

    Rebekah Sexauer eXp Realty, LLC

    90 SE Darrell Ave, Winston, OR 97496
  • /46

    $389,900

    • 3 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    890 SE Thompson Ave, Winston, OR 97496

    You won't want to miss this beautifully maintained 3-bedroom, 2.5-bath Hi line home in Winston. Built in 2016, offering over 1,700 sq ft of thoughtfully designed living space. The open and functional layout includes a main-floor bonus room—perfect for a home office, playroom, or guest retreat—while abundant natural light fills the living areas, creating a warm and inviting atmosphere. The kitchen

    Anthony Beckham Different Better Real Estate

    890 SE Thompson Ave, Winston, OR 97496
  • /38

    $495,000

    • 4 Beds
    • 2 Baths
    • 1,782 Sq Ft

    222 E Willis Creek Rd, Winston, OR 97496

    Discover the ultimate homesteading dream with this well cared-for property. A tranquil creek winds through your private 20.95 acres, providing the soothing soundtrack for a life of serenity. Wildlife abounds including elk, deer, turkeys and a chorus of varied songbirds. The charming, remodeled home offers inspiring mountain and valley views from nearly every window. All appliances are included,

    Kelly Forney Oregon Life Homes

    222 E Willis Creek Rd, Winston, OR 97496
  • /10

    $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
  • /23

    $100,000

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

    124 Country Side Ln, Winston, OR 97496

    Welcome home to this charming home located in a beautifully maintained 55+ community! With 3 bedrooms, 2 baths, and 1,296 sq. ft. of inviting living space, this home features vaulted ceilings, a bright open layout, and a manicured corner lot. The walk-through kitchen includes a breakfast bar, built-in microwave, stove, refrigerator, and a brand-new dishwasher. The spacious primary suite offers

    Jason Mann J Mann Realty

    124 Country Side Ln, Winston, OR 97496
  • /6

    $137,000

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

    180 Twin Oaks Loop, Winston, OR 97496

    application and park requirements, thank you Property Listing: 180 Twin Oaks Loop, Winston, OR Renovated 3-Bedroom, 2-Bathroom Double Wide in 55+ Community Welcome to this beautifully renovated 3-bedroom, 2-bathroom home located in the sought-after Twin Oaks Mobile Park Estates, a quiet and well-maintained 55+ community in Winston, OR. This charming, split-concept double-wide offers both comfort

    Raymond Coburn eXp Realty, LLC

    180 Twin Oaks Loop, Winston, OR 97496
  • /20

    $89,000

    • Land
    • 0.12 Acre
    • $741,667 per Acre

    271 SE Robinson St, Winston, OR 97496

    Build Your Dream Home on This Prime Lot!Nice Lot – Prime Location – All Utilities – Investment Opportunity!Discover the perfect canvas for your future home. This spacious lot comes with full utilities—water, electricity, and sewer—ready for you to build. Nestled in a good location, it’s ideal for families, investors, or anyone looking to live in town. Don’t miss out on this incredible

    Kayla Wehe Lamonte Real Estate Professionals

    271 SE Robinson St, Winston, OR 97496
  • /18

    $239,000

    • Land
    • 0.97 Acre
    • $246,392 per Acre

    740 Ireland Rd, Winston, OR 97496

    Country living at its finest! Septic, well, power installed and ready for use. Property also includes a 30x40 carport/RV cover with an enclosed 16x30 shop area and a partially finished 13x32 shed that could be finished into living area! Large pump house with roll up door for extra storage and plenty of room for a garden or a new home!

    Adrienne Fotopoulos North County Realty

    740 Ireland Rd, Winston, OR 97496
  • /17

    $95,000

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

    241 Twin Oaks Loop, Winston, OR 97496

    NICE GOLDEN WEST MANUFACTURED HOME IN A 55+ PARK. HOME BUILT IN 1998. THREE BR, 2 BATH, WITH A CARPORT, STORAGE SHED/SHOP AND A RAMP FOR EASY ACCESS TO HOME. APPLIANCES IN HOME ARE INCLUDED. SPACE RENT OF $725/MO INCLUDES WATER, GARBAGE, & SEWER.COME SEE AND MAKE THIS YOUR NEW HOME.

    Roger Snyder Berkshire Hathaway HomeServices Real Estate Professionals

    241 Twin Oaks Loop, Winston, OR 97496
  • /35

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft

    364 NW Teal St, Winston, OR 97496

    Welcome to this move-in ready, well-maintained one-level home in a highly desirable subdivision on the outskirts of Winston. Featuring 3 bedrooms, 2 bathrooms and dedicated home office. This property offers both comfort and convenience. Open floorplan with master suite privately positioned at the opposite end of the house for added tranquility. 3-car attached garage provides ample storage and

    Joe Hajos Berkshire Hathaway HomeServices Real Estate Professionals

    364 NW Teal St, Winston, OR 97496
  • /39

    $275,000

    • 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

    $319,900

    • 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
  • /8

    $199,000

    • 2 Beds
    • 1 Bath
    • 550 Sq Ft

    9643 Old Highway 99 S, Winston, OR 97496

    Zoned R5 1.04 Acre, 550 sq ft block house, 2 septic's, 2 20'x 40' concrete slabs, city water, Corner lot, price reflex condition. bring hammer and nails. used for storage. new upgraded power box on pole for easy connect Bring your 5th wheel while you restore or build new. Flat easy in and out, backs up to Umpqua River (200 ft frontage) with deeded water rights. great possibilities here

    Beverly Walters Gold Standard Realty

    9643 Old Highway 99 S, Winston, OR 97496
  • /10

    $249,500

    • Land
    • 0.45 Acre
    • $554,444 per Acre

    0 SW Main St, Winston, OR 97496

    Looking for a retail, office or hospitality location in Winston? This lot is strategically located near the intersection of Hwy 42 & Hwy 99 with easy access to I-5 and on the route to Oregon's coastal destinations! This lot is the best that Winston has to offer...

    Jody Tatone RE/MAX Integrity

    0 SW Main St, Winston, OR 97496
  • /8

    $2,125,000

    • Land
    • 15.05 Acres
    • $141,196 per Acre

    215 Parkinson Rd, Winston, OR 97496

    Lovely acreage on South Umpqua River. Zoned agriculture. Water rights from 1953. 44x60 barn has been partially renovated. Running water at barn. Use your imagination on the uses for this wonderful acreage on the river. Buyer to do all due diligence regarding every aspect of the property. Seller makes no disclosures.

    Nick Knight Knight Realty Group LLC

    215 Parkinson Rd, 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 is

    Jerry Norman Oregon Life Homes

    120 SE Edwards Ave, Winston, OR 97496
  • /34

    $264,100

    • 3 Beds
    • 1 Bath
    • 1,085 Sq Ft

    224 5th St, Winston, OR 97496

    MOTIVATED SELLER!! Charming 3-Bedroom Home on Oversized Lot – Perfect for Entertaining! Discover comfort and charm in this updated 3-bedroom, 1-bath home situated on an expansive .36-acre lot with a spacious backyard designed for entertaining, you’ll love spending time outdoors under the beautiful custom built covered porch—perfect for enjoying your morning coffee or relaxing in the evening. Step

    Terri LeVasseur J Mann Realty

    224 5th St, Winston, OR 97496
  • /28

    $768,000

    • 3 Beds
    • 2 Baths
    • 2,070 Sq Ft

    264 Mattie K Ln, Roseburg, OR 97471

    This lovely 3-bedroom, 2-bath, 2,070 sq ft home in Lookingglass, Oregon, sits at the end of a private drive on 1.69 acres of peaceful, wooded land filled with tall pines and firs. Built in 2009, it offers an abundance of natural light through large windows and includes ceiling fans in every room for year-round comfort. The property is ideal for a mini farm, featuring a fenced, irrigated garden

    Greg Messick RealtyNET, LLC

    264 Mattie K Ln, Roseburg, OR 97471
  • /12

    $339,000

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

    185 Lebleu Ln, Winston, OR 97496

    Solid home in Winston with a newer roof and open concept floorplan. Welcome home to this well maintained single-story home with a modern layout, 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

    Kurt Delahooke Keller Williams Realty Eugene and Springfield

    185 Lebleu Ln, Winston, OR 97496

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