Homes for Sale near Douglas High School

• 

  

  

  /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

  

  Ashton Faas

  Different Better Real Estate

  (458) 224-5797

  

  0 Wil Way Unit 24278136, Winston, OR 97496
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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

  

  Ashton Faas

  Different Better Real Estate

  (458) 310-3411

  

  0 Wil Way Unit 24094727, Winston, OR 97496
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  /42

  $203,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  12177 Old Highway 99 S, Myrtle Creek, OR 97457

  One of a kind riverfront property that has so much to offer with private access to the river for all your summer fun. Don't forget that it comes with acreage! This property has so much potential for someone to make it their own. Mostly all fenced as well. The home has had some updating done. Best of all, appliances are included. Come see today before its gone!

  

  Ashton Faas

  Different Better Real Estate

  (458) 854-6220

  

  12177 Old Highway 99 S, Myrtle Creek, OR 97457
• 

  

  

  /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

  

  Daniel Siler

  Engel & Volkers West Portland

  (458) 232-4863

  

  1260 Ireland Rd, Winston, OR 97496
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  /7

  $299,000

  • Land
  • 33 Acres
  • $9,133 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
• 

  

  /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

  

  Ashton Faas

  Different Better Real Estate

  (458) 888-8950

  

  0 Wil Way Unit 131979738, Winston, OR 97496
• 

  

  /43

  $83,900

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft

  142 Charlene Ln, Tenmile, OR 97481

  This property offers a lot of bang for your buck! Remodeled top to bottom. New flooring makes the home has a nice new feeling. Multiple outbuildings to work out of or to meet your storage needs. Beautiful original wood cabinetry and inserts throughout the home. Cozy up next to the toasty wood stove. Nice sun room attatched to sit in and work out of. Schedule a tour today before its gone!

  

  Ashton Faas

  Different Better Real Estate

  (458) 230-8701

  

  142 Charlene Ln, Tenmile, OR 97481
• 

  

  /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

  

  Ashton Faas

  Different Better Real Estate

  (458) 217-1693

  

  0 Wil Way Unit 24292479, Winston, OR 97496
• 

  

  /48

  $470,000

  • 4 Beds
  • 2 Baths
  • 2,465 Sq Ft

  5771 Strickland Canyon Rd, Tenmile, OR 97481

  Set in a quiet rural setting surrounded by trees, this 4-bedroom, 2-bath country home offers timeless charm, plenty of elbow room, and the freedom of country living. The 1.7 acres are fullyfenced, gated, and flat usable ground—perfect for gardening, animals, or expanding your homestead. The 13.5 Gallon per minute well provides ample water. Water rights are also availablethrough the Olalla Water

  J. Ryan Smith Berkshire Hathaway HomeServices Real Estate Professionals

  

  5771 Strickland Canyon Rd, Tenmile, OR 97481
• 

  

  /48

  $675,000

  • 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 House 6/26

  • 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
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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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  /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
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  /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
• 

  

  /39

  $699,000

  • 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
• 

  

  /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
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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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /45

  $695,000

  • 4 Beds
  • 2 Baths
  • 2,225 Sq Ft

  982 Reston Rd, Roseburg, OR 97471

  Welcome to your idyllic farmstead! This extraordinary 31-acre property features a flourishing orchard, a large fenced garden, and a year-round creek, creating a haven for sustainable living. Nestled in a tranquil rural setting with beautiful mountain views, yet conveniently close to town and in a warm, welcoming community, this is the perfect balance. Abundant wildlife graces the landscape,

  Adam Joyce Value Home Realty

  

  982 Reston Rd, Roseburg, OR 97471
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /48

  $419,900

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

  1052 Reston Rd, Roseburg, OR 97471

  Upgraded Country Home with Views, Shop & More! This beautifully updated 3-bed, 2-bath country home offers modern comfort in a peaceful rural setting with stunning mountain views. Inside, enjoy high ceilings in the open living area, fresh flooring, updated fixtures, quartz countertops, and a seamless layout perfect for everyday living or entertaining. Major upgrades include a new roof, siding,

  Michelle Kohlhoff RE/MAX Integrity

  

  1052 Reston Rd, Roseburg, OR 97471
• 

  

  /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
• 

  

  /40

  $349,000

  • 3 Beds
  • 1.5 Baths
  • 1,782 Sq Ft

  5189 Strickland Canyon Rd, Roseburg, OR 97471

  The pasture is green and lush and ready for your horse, cow or other livestock. They can spend nights in one of the four stalls in the 36' x 36' barn which also has hay storage and a large tack room with electricity. There is room to park vehicles inside of the 60' x 40' garage/shop which also has a complete enclosed office or storage, a big room used for chickens and a third shop room. The

  Marilyn Kittelman Cutting Edge Real Estate

  

  5189 Strickland Canyon Rd, Roseburg, OR 97471
• 

  

  /13

  $76,000

  • 2 Beds
  • 1 Bath
  • 1,232 Sq Ft

  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
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  /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
• 

  

  /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
• 

  

  /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

  $344,900

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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

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