Homes for Sale near Douglas High School

• 

  

  

  /28

  $430,000

  • Land
  • 7 Acres
  • $58,108 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
• 

  Explore Douglas High School

• 

  

  

  /14

  $149,900

  • Land
  • 2.03 Acres
  • $73,842 per Acre

  0 Reston Rd, Roseburg, OR 97471

  Rare opportunity here! +2 acres of flat land in the heart of Tenmile. Almost completely fenced. Beautiful panoramic views of the valley and mountains. Come see today before its gone!

  

  Ashton Faas

  Different Better Real Estate

  (458) 216-5628

  

  0 Reston Rd, Roseburg, OR 97471
• 

  

  

  /48

  $799,500

  • 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

  

  Ashton Faas

  Different Better Real Estate

  (458) 232-3589

  

  635 Wil Way, Winston, OR 97496
• 

  

  

  /46

  $479,900

  • 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

  (458) 237-8628

  

  13224 Lookingglass Rd, Winston, OR 97496
• 

  

  

  /42

  $179,900

  • 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
• 

  

  /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

  $230,000

  • Land
  • 4.26 Acres
  • $53,991 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
• 

  

  /15

  $230,000

  • Land
  • 3.14 Acres
  • $73,248 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
• 

  

  /48

  $698,000

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

  941 Colonial Rd, Roseburg, OR 97471

  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 bathroom. Step outside to a fully fenced

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  941 Colonial Rd, Roseburg, OR 97471
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  /47

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  621 SE Rose Ridge Dr, Winston, OR 97496

  Welcome to 621 SE Rose Ridge Dr in Winston’s desirable Orchard View neighborhood—a beautifully maintained single-level home built in 2020. This 3-bedroom, 2-bath home offers approximately 1,620 sq ft of thoughtfully designed living space on a landscaped 6,534 sq ft lot. The open-concept great room features vaulted ceilings, while the gourmet kitchen includes solid surface countertops, a stainless

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  621 SE Rose Ridge Dr, Winston, OR 97496
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  /37

  $400,000

  • 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-kept 55+ community with low space rent, offering an ideal mix of comfort and convenience. The property includes a recently built carport, two storage sheds, and a beautifully landscaped yard that enhances its curb appeal. With a roof that’s just 5 years old and a brand-new HVAC system

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  111 Sharway Ln, Winston, OR 97496
• 

  

  /47

  $465,000

  • 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
• 

  

  /20

  $600,000

  • 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
• 

  

  /46

  $825,000

  • 3 Beds
  • 2 Baths
  • 2,062 Sq Ft

  1620 Touchstone Ln, Roseburg, OR 97471

  Tucked at the base of the Callahan Mountains and set at the end of a quiet road, this 30-plus-acre working ranch offers a perfect blend of function, beauty, and privacy. Located just a short drive to both Roseburg and Winston, Oregon. The property offers a perfect mix of wooded areas and lush pastures, ideal for grazing and fattening livestock. Fully fenced and cross-fenced, with a year-round

  Laura Lynn Walker Oregon Life Homes

  

  1620 Touchstone Ln, Roseburg, OR 97471
• 

  

  /43

  $699,000

  • 4 Beds
  • 5 Baths
  • 3,158 Sq Ft

  1191 Coos Bay Wagon Rd, Roseburg, OR 97471

  Step into a slice of history with this stunning 3,680 sqft, 4-bedroom, 5-bathroom farmhouse, complete with two bonus rooms. One is located upstairs alongside the bedrooms, while the other is a spacious main-level room featuring a separate entrance and elegant wood beams. Nestled on 9.73 acres, this property boasts endless charm and opportunities, including a unique 4,636 sqft red cedar Octagon

  Michelle Kohlhoff Sundance Realty LLC

  

  1191 Coos Bay Wagon Rd, Roseburg, OR 97471
• 

  

  /29

  $774,500

  • 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
• 

  

  /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
• 

  

  /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. 2 - 1200 gallon holding tanks. New water softener. Year-round creek. Large drive-thru shop with 3 - 12ft doors and 3 stall barn. Huge metal building for many uses. Plus, 2 sheds and 1 fort. Lots of room for animals and toys!

  Carol Williams The Neil Company Real Estate

  

  7941 Upper Olalla Rd, Winston, OR 97496
• 

  

  /32

  $499,500

  • 3 Beds
  • 2 Baths
  • 2,186 Sq Ft

  240 Wil Way, Winston, OR 97496

  Welcome to the highly desirable neighborhood of Safari Estates. This custom built 3-bedroom, 2 bath home offers stunning views of the rolling forested hills and is in the heart of wine country. The expansive living room is flooded with natural light, showcasing the breathtaking views through large windows that seamlessly connect the indoors to the outdoor patio space. The open-concept with

  Jacob Sanchez Next Generation Real Estate LLC

  

  240 Wil Way, Winston, OR 97496
• 

  

  /29

  $147,000

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  140 NW Bree Dr, Winston, OR 97496

  This beautifully maintained 3-bedroom, 2-bath home offers a bright and inviting open floor plan with a split-bedroom layout for added privacy. The master suite features a generous walk-in closet and an en-suite bathroom, creating a comfortable retreat. Enjoy durable Luxury Vinyl Plank (LVP) flooring throughout, vaulted ceilings, and newer double-pane vinyl windows that fill the home with natural

  Darla Duke Lamonte Real Estate Professionals

  

  140 NW Bree Dr, Winston, OR 97496
• 

  /2

  $125,000

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  320 5th St, Winston, OR 97496

  The perfect large, level lot to build your home or place a manufactured home on. Just outside of Winston in Dillard. This .36 lot is all flat and usable with city services already on lot. Currently there's a MFH which is of 'no value' on property. This is an Estate sale, so it is being sold "As is" Estate will do no repairs. Bring us an offer.

  Beverly Beier G. Stiles Realty

  

  320 5th St, Winston, OR 97496
• 

  

  /8

  $2,500,000

  • Land
  • 15 Acres
  • $166,113 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
• 

  

  /10

  $350,000

  • 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

  Jerry Norman Oregon Life Homes

  

  120 SE Edwards Ave, Winston, OR 97496
• 

  

  /48

  $399,000

  • 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 Sundance Realty LLC

  

  1052 Reston Rd, Roseburg, OR 97471
• 

  

  /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
• 

  

  /34

  $278,000

  • 3 Beds
  • 1 Bath
  • 1,085 Sq Ft

  224 5th St, Winston, OR 97496

  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 inside to find

  Terri LeVasseur J Mann Realty

  

  224 5th St, Winston, OR 97496
• 

  

  /20

  $328,500

  • 3 Beds
  • 2 Baths
  • 1,678 Sq Ft

  120 SW Brantley Dr, Winston, OR 97496

  Charming 3 bedroom, 2 bath home with attached 2 car garage & multiple outbuildings. Large cement patio with lots of outdoor living area. Sits on a large lot, (over 3/5ths of an acre) with lots of fruit trees & room to roam! Must see to appreciate this lovely home!

  Judith Zuver Winston Realty & Insurance

  

  120 SW Brantley Dr, Winston, OR 97496
• 

  

  /39

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,310 Sq Ft

  441 NW Galaxy Dr, Winston, OR 97496

  Beautiful home overlooking the city w/panoramic views of surrounding mountains and valleys. Feels like a private oasis with multiple decks and thoughtfully designated areas for entertaining or relaxation. Enhancing the homes appeal, is a fully finished and heated shop w/ vaulted ceilings, skylight and wood beams seamlessly attached to the garage. The garage is also fully finished w/ heating &

  Nichole Sharman Works Real Estate

  

  441 NW Galaxy Dr, Winston, OR 97496
• 

  

  /6

  $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
• 

  

  /25

  $750,000

  • 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
• 

  

  /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

  $377,500

  • 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
• 

  

  /48

  $749,000

  • 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
• 

  

  /28

  $395,000

  • 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
• 

  

  /5

  $92,000

  • Land
  • 0.64 Acre
  • $143,750 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
• 

  

  /41

  $870,000

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

  375 Porter Creek Rd, Winston, OR 97496

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

  Lorrie Normann Triple Oaks Realty LLC

  

  375 Porter Creek Rd, Winston, OR 97496
• 

  

  /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

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