Homes for Sale near Douglas High School

• 

  

  

  /41

  $675,000

  • 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

  

  Daniel Siler

  Engel & Volkers West Portland

  (458) 232-4863

  

  1260 Ireland Rd, Winston, OR 97496
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  /7

  $325,000

  • Land
  • 33 Acres
  • $9,927 per Acre

  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

  (458) 218-8471

  

  0 Ireland Rd, Winston, OR 97496
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  /47

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  100 Crater Rd, Camas Valley, OR 97416

  Immaculate newer 3bd/2bth home on 5+ acres only 15 mins to town! The best combination of country living and convenient proximity to amenities. Stunning views out your windows of the beautiful Olalla Valley! All kitchen appliances + washer/dryer included. Home is served by an excellent 9.1 average GPM private well and gravity flow standard septic system. With over 3.5 acres of gentle sloping

  Aaron Cherry Oregon Life Homes

  

  100 Crater Rd, Camas Valley, OR 97416
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  /35

  $18,500

  • Land
  • 0.14 Acre
  • $132,143 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
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  /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
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  /48

  $464,000 Open Sat 3PM - 5PM

  • 3 Beds
  • 2 Baths
  • 1,393 Sq Ft

  7950 Upper Olalla Rd, Winston, OR 97496

  Escape to your own private slice of country paradise! Nestled on 3.3 acres with creek frontage with water rights. This well-cared-for 3-bedroom, 2-bath home is ready for your animals, garden, and more. Enjoy peaceful mornings on the covered deck, where the Main bedroom offers sliding-door access and tranquil views of the creek.This property has it all — a barn, detached garage, paved looped

  Rachel Sturdevant eXp Realty, LLC

  

  7950 Upper Olalla Rd, Winston, OR 97496
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  /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
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  /32

  $609,000

  • 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
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  /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
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  /39

  $749,000

  • 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
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  /48

  $625,000

  • 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
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  /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
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  /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
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  /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
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  /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
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  /42

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  425 Moon Hill Rd, Tenmile, OR 97481

  "Charming 3 bed, 2 bath Good Cents home on 2.21 acres of beautiful cleared land in Tenmile, OR. This 1352 sq ft manufactured home features vaulted ceilings, nice kitchen with ample cabinets, and master bedroom with private bathroom & walk-in closet. A few updates, like floors and new carpet. Bathrooms feature skylights for natural light. Recently painted and new roof within the last 2 years.

  Zach Field Keller Williams Southern Oregon-Umpqua Valley

  

  425 Moon Hill Rd, Tenmile, OR 97481
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  /40

  $248,800

  • 2 Beds
  • 2 Baths
  • 850 Sq Ft

  227 Cobb St, Dillard, OR 97432

  Completely updated single level home. This home has been refinished from the studs out, including updated electrical and plumbing and new surfaces. Recent upgrades include the roof, siding, windows, doors, flooring, all kitchen components including appliances, as well as HVAC equipment. Property includes driveway on the left of the house. Move-in ready and neat as a pin!

  Benjamin Tatone Roseburg Homes Realty

  

  227 Cobb St, Dillard, OR 97432
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  /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
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  /46

  $285,900

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  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

  

  400 SE Darrell Ave, Winston, OR 97496
• 

  

  /29

  $376,000

  • 2 Beds
  • 1.5 Baths
  • 1,224 Sq Ft

  6149 Coos Bay Wagon Rd, Roseburg, OR 97471

  Just What You've Been Looking For!!! Home with a little space, no close neighbors, except the pastured horses next door. This 2 bedroom, 1 1/2 bath home sits at the back of the property allowing lots of privacy. Large pasture in the front, a cute little green house & chicken coop, which needs a little work before you bring your feathered friends. Oversized detached carport with an attached bonus

  Lisa Carter Oregon Life Homes

  

  6149 Coos Bay Wagon Rd, Roseburg, OR 97471
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  /27

  $329,500

  • 4 Beds
  • 2 Baths
  • 1,769 Sq Ft

  310 NW Lost Ln, Winston, OR 97496

  Spacious 4 bedroom home with exceptional quiet peaceful views from the covered deck..Large living room and spacious dining area leading to deck. Lots of extra storage access in basement area with outside access. Master B/D has bath with shower and specious closets. Tandem parking for 4 vehicles and off street parking. Manicured front and side yard and fenced back yard with deck access.

  Beverly Heyer Safari Village Real Estate

  

  310 NW Lost Ln, Winston, OR 97496
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  /5

  $120,000

  • 2 Beds
  • 1 Bath
  • 910 Sq Ft

  234 Reston Ave, Winston, OR 97496

  2 bedroom, 1 bath on 0.19 acre with a nice fenced yard, front and back covered decks, outbuildings, and metal roof.

  John McVeigh The Neil Company Real Estate

  

  234 Reston Ave, Winston, OR 97496
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  /45

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,005 Sq Ft

  400 NW Susan Ave, Winston, OR 97496

  Charming and remodeled, this cozy 3-bedroom, 2-bath home offers comfortable single-level living on a quiet corner lot. Enjoy updates throughout, including a composition roof, ductless heat pump, and updated flooring—all installed in 2020. The open and functional layout is complemented by an attached 1-car garage for convenience. Step outside to a fully fenced backyard featuring a storage shed,

  Shane Mast Oregon Life Homes

  

  400 NW Susan Ave, Winston, OR 97496
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  /43

  $185,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  600 SE Edgewood St, Winston, OR 97496

  This 1970 manufactured home sits on a spacious 0.43-acre lot, offering plenty of room to enjoy the outdoors. Featuring a durable metal roof, covered porches, and a carport with an attached tool shed, this property is well-equipped for both convenience and functionality. Additional highlights include a parking pad, multiple outbuildings, and fruit trees, all within a fully fenced yard for added

  Elisa Doudna Pacific Properties

  

  600 SE Edgewood St, Winston, OR 97496
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  /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 towering 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

  Lorrie Normann Triple Oaks Realty LLC

  

  375 Porter Creek Rd, Winston, OR 97496
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  /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
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  /16

  $2,599,000

  • Land
  • 325 Acres
  • $8,006 per Acre

  5961 Lookingglass Rd Unit 8, Roseburg, OR 97471

  Prime horse property! Rare opportunity to purchase 300+ acres in highly sought-after Lookingglass Valley. Quiet and peaceful prime grazing land with rich soil, perfect for cattle or horses. Formerly registered short horn ranch. Pasture currently leased for the season. 2 ponds, 1 is lower during the summer months. Manufactured home can be renovated or replaced with a beautiful custom ranch home. 2

  Melony Marsh All-Pro Realty Advisors, LLC

  

  5961 Lookingglass Rd Unit 8, Roseburg, OR 97471
• 

  

  /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

  $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
• 

  

  /47

  $395,000

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

  2721 Reston Rd, Roseburg, OR 97471

  If you're looking to be just on the outskirts of town and feel like you have total privacy, come see 2721 Reston Rd! It has two tax lots equaling 15 acres, gated driveway, detached oversized 2 car garage with shop, a 3/4 wrap around Trex decking with breathtaking views of Bushnell Rock. Leaf guard on gutters. This property backs up to BLM land, a great place for an avid hunter. This 1996

  Hannah Kelsey Alpine Real Estate 1, LLC

  

  2721 Reston Rd, Roseburg, OR 97471
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  /21

  $150,000

  • Land
  • 11 Acres
  • $14,205 per Acre

  3541 Willis Creek Rd, Winston, OR 97496

  10.56 Acres Bordering Public Land Nestled at 3541 Willis Creek Rd, this 10.56-acre property offers a rare chance to own a slice of Oregon's natural beauty. With a newly cut-in road leading to a potential home site, you'll enjoy a stunning view of the valley-a perfect backdrop for your future home. The essentials are already in place: Community water with a meter installed near the south end

  Cliff Farley Mossy Oak Properties Oregon Field and Stream Realty

  3541 Willis Creek Rd, Winston, OR 97496
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  /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
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  /30

  $280,000

  • 3 Beds
  • 1 Bath
  • 1,005 Sq Ft

  520 SE Dawna Ct, Winston, OR 97496

  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 garage, fully fenced back yard as well as side parking. Ready for its new owners, call for an appointment to view!

  Ashley Oberman Oregon Life Homes

  

  520 SE Dawna Ct, Winston, OR 97496
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  /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
• 

  

  /35

  $294,900

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  401 SE Park St, Winston, OR 97496

  Charming Home with Modern Updates & Great Outdoor Space! Discover this clean and inviting move-in ready home featuring a classic dining room, an engaging living room with beautiful laminate flooring, and an updated kitchen equipped with hickory cabinets, Corian countertops, and built-in appliances. The home also comes with a washer & dryer, plus a gas tankless water heater for energy efficiency.

  Anthony Beckham Different Better Real Estate

  

  401 SE Park St, Winston, OR 97496
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  /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
• 

  

  /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
• 

  

  /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

  $1,250,000

  • Land
  • 38 Acres
  • $33,016 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
• 

  

  /28

  $285,000

  • Land
  • 16 Acres
  • $17,812 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

  Ashton Faas Different Better Real Estate

  

  0 Wil Way Unit 131979738, Winston, OR 97496

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