Homes for Sale in 97496

• 

  

  

  /28

  $350,000

  • Land
  • 7.4 Acres
  • $47,297 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
• 

  

  

  /15

  $185,000

  • Land
  • 3.14 Acres
  • $58,917 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
• 

  

  

  /15

  $185,000

  • Land
  • 4.26 Acres
  • $43,427 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
• 

  

  

  /45

  $689,900

  • 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
• 

  

  

  /45

  $66,000

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  125 SE Estate Loop, Winston, OR 97496

  Take in breathtaking views of Umpqua Valley and the surrounding mountains from this spacious manufactured home located in a welcoming 55+ community. Unwind on the large covered front porch. Featuring a metal roof, double-pane vinyl windows, and a sturdy concrete block foundation, this home offers lasting durability. Stay comfortable year-round with the newer heat pump installed in 2022.

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  125 SE Estate Loop, Winston, OR 97496
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  /42

  $375,000

  • 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
• 

  

  /46

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,447 Sq Ft

  645 SE Garden Way Dr, Winston, OR 97496

  Built in 2019, this well-maintained single-level home offers 3 bedrooms, 2 baths, and an open floor plan that feels bright and easy to live in. The contemporary layout features a vaulted living area, a kitchen with granite counters, island, and eat bar, plus central air for year-round comfort. The kitchen comes complete with the refrigerator and stove, which will stay with the home. Enjoy the

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  645 SE Garden Way Dr, Winston, OR 97496
• 

  

  /36

  $419,000

  • 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
• 

  

  /45

  $255,000

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

  308 NW Civil Bend Ave, Winston, OR 97496

  Welcome home to this 3-bedroom, 2-bath manufactured home on your own property in a quiet Winston neighborhood! Enjoy easy one-level living with laminate flooring throughout and vaulted ceilings that create an open, comfortable feel. The kitchen offers a pantry and built-in dishwasher for everyday convenience. Outside, you’ll find RV parking, a carport, a storage shed, and a fully fenced

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  308 NW Civil Bend Ave, 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
• 

  

  /23

  $55,000

  • 1 Bed
  • 1 Bath
  • 384 Sq Ft

  119 Oak Leaf Ln, Winston, OR 97496

  Affordable living in a quiet 55+ community! This cozy 1-bedroom, 1-bath manufactured home offers a functional layout and easy, low-maintenance living. The kitchen comes equipped with a free-standing range and refrigerator, both included in the sale. Located in a peaceful, well-kept neighborhood with a friendly community atmosphere. Conveniently situated near local amenities while maintaining a

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  119 Oak Leaf Ln, Winston, OR 97496
• 

  

  /7

  $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

  Greg Johnson G Stiles Realty

  1068 Rice Creek Rd, Winston, OR 97496
• 

  

  /48

  $469,000

  • 4 Beds
  • 2 Baths
  • 2,534 Sq Ft

  13224 Lookingglass Rd, Winston, OR 97496

  Experience 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 with beautiful

  Deleta Dickson eXp Realty, LLC

  

  13224 Lookingglass 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
• 

  

  /48

  $447,000

  • 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
• 

  

  /41

  $499,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,089 Sq Ft

  160 Wil Way, Winston, OR 97496

  New Home by JW Construction Inc.This beautiful one-level home offers just over 2,000 square feet with three bedrooms and two and a half bathrooms. The open great room features vaulted ceilings, luxury vinyl plank flooring, recessed lighting, and a gas fireplace. A large sliding door opens to an expansive deck, perfect for entertaining or relaxing. The kitchen is designed for both style and

  Tyler Head Turning Point Realty Group

  

  160 Wil Way, Winston, OR 97496
• 

  

  /20

  $475,000

  • 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
• 

  

  /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
• 

  

  /42

  $700,000

  • 2 Beds
  • 2.5 Baths
  • 2,304 Sq Ft

  9740 Upper Olalla Rd, Winston, OR 97496

  Country setting 29.80 acres, Chalet-style home, 2304 sqft , 2 BR ( could be 3 BR) 2.5 BA. LR has a fireplace with woodstove insert and massive natural stone chimney. Good size kitchen, laundry room with extra sink. Merchantable timber, access to Seneca timber and BLM land for horseback riding, mushroom hunting, ATV's and hiking. Beautiful mountain views, year-round Olalla Creek with water right

  Thuy Chrestenson KNIPE REALTY ERA POWERED

  

  9740 Upper Olalla Rd, Winston, OR 97496
• 

  

  /31

  $425,000

  • 2 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  270 Sabrina Ln, Winston, OR 97496

  Tucked away in the peaceful countryside of Douglas County, this unique 8-acre property offers the perfect blend of self-sufficiency, privacy, and convenience—just a 15-minute drive from Winston, Oregon. The two-story home features approximately 1,050 square feet of comfortable living space, surrounded by nature and open skies that create a true sense of seclusion.The land is thoughtfully equipped

  Robinson Parker Oregon Life Homes

  

  270 Sabrina Ln, Winston, OR 97496
• 

  

  /29

  $429,000

  • 3 Beds
  • 2.5 Baths
  • 1,874 Sq Ft

  241 SE Johnson St, Winston, OR 97496

  Almost-new two-story home offering 3 bedrooms, 2.1 baths, and 1,874 sq. ft. of comfortable living space, gently occupied for just two years. Enjoy both front and back porches—ideal for relaxing or entertaining. The kitchen features soft-close cabinets and a gas range, while the extra-large laundry/utility room adds everyday convenience. Additional features include ductless heating and A/C, a gas

  Mandy Parker Oregon Life Homes

  

  241 SE Johnson St, 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
• 

  

  /21

  $250,000

  • Land
  • 27.31 Acres
  • $9,154 per Acre

  0 E Willis Creek Rd, Winston, OR 97496

  27.31 acres to build your dream home either on top of the property or in the valley. City water is available, and other utilities are accessible via a recorded easement. In photos, red boundary lines are approximate and buyer is to perform due diligence. All showings are to be with a licensed realtor. Please make note that this property is a combination of only R66808 & R66885. 0 E. Willis Creek

  Art Dillahay Oregon Life Homes

  

  0 E Willis Creek Rd, Winston, OR 97496
• 

  

  /21

  $150,000

  • Land
  • 10.56 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

  $265,000

  • 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
• 

  

  /48

  $469,900

  • 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 Realty

  

  1941 Byron Creek Rd, Winston, OR 97496
• 

  

  /44

  $719,000

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft

  411 Woodland Dr, Roseburg, OR 97471

  Discover a lifestyle rooted in fresh air, room to roam, and time spent outside. This two-story ranch sits above sweeping views of Abacela Vineyard and offers Lookingglass Creek frontage with irrigation rights, K-line system, and pump already in place. Enjoy your own private swimming hole, raised-bed fenced garden, and greenhouse—perfect for growing, tinkering, and staying active year-round.The

  Nataly Mattox RE/MAX Integrity

  

  411 Woodland Dr, Roseburg, OR 97471
• 

  

  /15

  $229,000

  • 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
• 

  

  /20

  $80,000

  • Land
  • 0.12 Acre
  • $666,667 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
• 

  /2

  Call for Price

  • Land
  • 160 Acres

  0 Diamond Rock Rd Unit 727456026, Winston, OR 97496

  160± acre Diamond Rock Road Recreation and Timber Tract is located within Umpqua National Forest, six miles south of South Umpqua River community of Tiller, and two miles from Drew at County Road 1. Diamond Rock Road (FS3201 Road) provides access to Drew, and continues through the Tract south, to both private and USFS lands. The entire Tract was impacted by 2015 Stouts Fire, and was replanted

  John Rosenthal Realty Marketing / Northwest

  

  0 Diamond Rock Rd Unit 727456026, Winston, OR 97496
• 

  

  /47

  $268,000

  • 3 Beds
  • 2 Baths
  • 1,249 Sq Ft

  430 SE Carrol St, Winston, OR 97496

  Beautifully updated 3-bedroom, 2-bath Craftsman-style home situated on a corner lot in a charming small town. The home features a great open floor plan with a dedicated dining area, highlighted by a beautiful custom maple eating bar that adds unique character and warmth. The spacious living room showcases brand-new laminate flooring and a cozy pellet stove, providing comfort and relaxation during

  Elena Mackey eXp Realty, LLC

  

  430 SE Carrol St, Winston, OR 97496
• 

  

  /37

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft

  110 Teresa Ln, Winston, OR 97496

  Welcome home to this beautifully maintained single-level residence in the sought-after Creekside Meadows neighborhood of Winston. Built in 2018, this light-filled 3-bedroom, 2-bath home offers 1,290 square feet of thoughtfully designed living space with an open, easy-flow floor plan ideal for both everyday living and entertaining. Vinyl flooring runs throughout the home, complementing the modern

  TAYLOR CAMPBELL Urban Pacific Real Estate

  

  110 Teresa Ln, Winston, OR 97496
• 

  

  /32

  $275,000

  • Land
  • 14.5 Acres
  • $18,966 per Acre

  0 Old Highway 99 S, Myrtle Creek, OR 97457

  Discover a rare opportunity to own 14.5 acres of picturesque farm and agricultural land along the beautiful South Umpqua River. This gently sloping pasture offers a stunning blend of open green pasture, mature trees, and river front, creating a peaceful and scenic setting in every direction.Enjoy sweeping views of the surrounding mountains, tranquil river frontage, and lush countryside—an ideal

  Christina Castle-Rey Hybrid Real Estate

  

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

  

  /35

  $139,900

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

  112 Twin Oaks Loop, Winston, OR 97496

  WOW! BRAND NEW 2025 manufactured home in the tidy senior living 55+ Twin Oaks community! This 3-bed, 2-bath home features an open floor plan with a large kitchen island, stainless steel appliances, and modern finishes throughout. The primary suite includes double sinks and a walk-in shower. Covered carport and storage shed add convenience. Space rent $725/month and includes water, sewer, and

  Anthony Beckham Different Better Real Estate

  

  112 Twin Oaks Loop, Winston, OR 97496
• 

  

  /23

  $99,500

  • 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

  $139,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  491 NW Douglas Blvd, Winston, OR 97496

  This commercially zoned home and shop is in a very high traffic location and is ready for your business! This is a very busy part of Winston and Douglas St turns into Hwy 42. The home is a fixer upper with some areas gutted. There is a nice shop with an adjustable crane/hoist inside. Live where you work on this piece of level commercial property!

  Jennifer Kramer RE/MAX Integrity

  

  491 NW Douglas Blvd, Winston, OR 97496
• 

  

  /18

  $272,000

  • 3 Beds
  • 2 Baths
  • 1,835 Sq Ft

  151 Sherry St, Winston, OR 97496

  Charming 3 bedroom (possibly 4 bedroom), 2 bath home with lots of storage & room to roam! Large, fenced corner lot & covered patio for outdoor enjoyment. With a little TLC, this home could sparkle again.

  Judith Zuver Winston Realty & Insurance

  

  151 Sherry St, Winston, OR 97496
• 

  

  /32

  $59,000

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

  105 Lebleu Ln, Winston, OR 97496

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

  Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

  

  105 Lebleu Ln, Winston, OR 97496
• 

  

  /16

  $850,000

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

  0 Danielle Dr Unit 122251646, Winston, OR 97496

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

  Jeremy Parmenter TLC Realty

  

  0 Danielle Dr Unit 122251646, Winston, OR 97496
• 

  

  /41

  $499,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,999 Sq Ft

  150 Wil Way, Winston, OR 97496

  New Home by JW Construction Inc.This beautifully crafted 2,143 sq ft home offers 3 bedrooms and 2 1/2 bathrooms with a thoughtful layout and excellent separation of space. Set on a low-maintenance lot with views of trees and the surrounding mountains, 140 Wil Way combines modern design with comfort and convenience.The open-concept main level features high ceilings, recessed lighting, and luxury

  Tyler Head Turning Point Realty Group

  

  150 Wil Way, Winston, OR 97496

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