Newest Homes for Sale in Winston, OR

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  /47

  $699,000

  • 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 3-bdrm, 2.5-bath log home offers the perfect retreat. Build a 2nd home? 3 tax lots. 80+5+5 acres each & one of the 5-acre lots is buildable. The main home is a masterpiece of rustic craftsmanship, featuring soaring vaulted ceilings, & lg windows that bathe the living spaces in natural light. Open concept living & dining area. The primary suite on the main

  Rhonda Marshall KNIPE REALTY ERA POWERED

  

  1470 E Willis Creek Rd, Winston, OR 97496
• Explore Winston

• 

  

  

  /31

  $285,000

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  271 NW Sherry St, Winston, OR 97496

  Beautifully Remodeled Home in Winston, Oregon!Conveniently located near shopping, Wildlife Safari, and plenty of outdoor activities including Ben Irving Reservoir, this charming 3-bedroom, 1-bath home has been tastefully updated throughout. Inside, you’ll find a bright, modern kitchen with ample storage and a spacious pantry, new flooring, fresh paint, and a brand-new roof. The primary bedroom

  Shae Ellison Platinum Realty

  

  271 NW Sherry St, Winston, OR 97496
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  /48

  $625,000

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

  624 Willis Creek Rd, Winston, OR 97496

  This rare riverfront horse property on the South Umpqua River is not to be missed! The home features a 600 sq. ft. deck overlooking the property and river, a centrally located wood stove that heats the entire house, and is tucked away off the road for privacy. Horse facilities include an arena, barn, multiple stalls, and pasture. Additional amenities include a greenhouse and a machine shed,

  Nancy Kruger Keller Williams Southern Oregon-Umpqua Valley

  

  624 Willis Creek Rd, Winston, OR 97496
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  /27

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 2,014 Sq Ft

  291 SE Shigley St, Winston, OR 97496

  Contemporary custom 2014 sq ft. tri level home on .21 acre level lot. Has 8x24 green house, deck, hot tub, new furnace, new solar system paid for. Range, refrigerator, dishwasher, freezer, washer dryer included. Quality built home, double garage, RV parking. Views of mountains. Park around the corner. Estate sale. Motivated seller. Needs cosmetics but excellent bones.

  Valynn Currie Currieco Real Estate

  

  291 SE Shigley St, Winston, OR 97496
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  /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
• 

  

  /17

  $302,500

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft

  600 SE Carrol St, Winston, OR 97496

  Charming, 3 bedroom, 2 bath home home. Large fenced corner lot. Come see it, you'll be pleased!

  Judith Zuver Winston Realty & Insurance

  

  600 SE Carrol St, Winston, OR 97496
• 

  

  /35

  $142,500

  • 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
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  /36

  $199,000

  • 3 Beds
  • 2 Baths
  • 1,156 Sq Ft

  301 NW Midway St, Winston, OR 97496

  AMAZING INVESTMENT OPPORTUNITY!!! Cosmetic fixer upper features 3 Bedrooms, 2 baths, 2 car garage, spacious lot nearly half an acre & fully fenced with outbuildings. Tons of parking for RV's, cars or other toys. Central heat, indoor laundry room & vinyl windows. Bring your tools, your ideas & your cash!!

  Tracy Grubbs eXp Realty, LLC

  

  301 NW Midway St, Winston, OR 97496
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  /49

  $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
• 

  

  /44

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,433 Sq Ft

  380 Sunnyside Dr, Winston, OR 97496

  Welcome home to this beautifully maintained, move-in ready 3-bedroom, 2-bath property featuring an open floor plan, vaulted ceilings, new LVP flooring, fresh paint, and plenty of storage. Located in a friendly, safe neighborhood with wonderful views. Enjoy the well-manicured, low-maintenance yard, private backyard, spacious deck, garden area, and greenhouse—perfect for families or retirees

  Brandy Holder Holder Realty

  380 Sunnyside Dr, 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
• 

  

  /25

  $249,000

  • 3 Beds
  • 1 Bath
  • 994 Sq Ft

  350 SE Park St, Winston, OR 97496

  Perfect home for a first-time buyer or an excellent investment opportunity! Situated on a large corner lot in a desirable neighborhood within walking distance to the city park. This move-in-ready home features beautiful kitchen cabinets and a versatile storage/she shed. Don’t miss out on this great opportunity!

  Michael Brown Oregon Life Homes

  

  350 SE Park St, Winston, OR 97496
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  /38

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  210 NW Timothy Ave, Winston, OR 97496

  Extremely nice 1999 triple-wide on a beautiful corner lot. Features 3 bedrooms, 2 baths with a large kitchen, living, and family rooms. There is also a gas fireplace, new heat pump, and an extra large 2-car garage. Outside has a covered deck, patio, mature landscaping, and fenced yard with sprinkler and drip system.

  John McVeigh The Neil Company Real Estate

  

  210 NW Timothy Ave, Winston, OR 97496
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  /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
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  /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
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  /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
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  /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
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  /48

  $459,000

  • 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
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  /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
• 

  

  /48

  $469,900 Open Fri 11AM - 3PM

  • 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
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  /41

  $525,000 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
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  /41

  $525,000 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
• 

  

  /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
• 

  

  /21

  $137,000

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

  180 Twin Oaks Loop, Winston, OR 97496

  application and park requirements, No other fees to HOA except basic space rent 604$+121$ w/s/g Property Listing: 180 Twin Oaks Loop, Winston, OR Renovated 3-Bedroom,2-Bathroom Double Wide in 55+ Community Welcome to this beautifully renovated 3-bedroom, 2-bathroom home located in the sought-after Twin Oaks Mobile Park Estates, a quiet and well-maintained 55+ community in Winston, OR. This

  Raymond Coburn eXp Realty, LLC

  

  180 Twin Oaks Loop, 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
• 

  

  /18

  $199,000

  • Land
  • 0.97 Acre
  • $205,155 per Acre

  740 Ireland Rd, Winston, OR 97496

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

  Adrienne Fotopoulos North County Realty

  

  740 Ireland Rd, Winston, OR 97496
• 

  

  /17

  $95,000

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

  241 Twin Oaks Loop, Winston, OR 97496

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

  Roger Snyder Berkshire Hathaway HomeServices Real Estate Professionals

  

  241 Twin Oaks Loop, Winston, OR 97496
• 

  /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
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  /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
• 

  

  /35

  $405,000

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

  364 NW Teal St, Winston, OR 97496

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

  Joe Hajos Berkshire Hathaway HomeServices Real Estate Professionals

  

  364 NW Teal St, Winston, OR 97496
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  /39

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  617 Poison Oak Dr, Winston, OR 97496

  Escape to the country with this rustic home nestled on nearly 14 beautiful acres. Perfect for those dreaming of a mini-farm or simply wanting space for animals, and rural lifestyle. This property offers usable acreage mixed with stands of timber, seasonal creeks and endless potential. Surround yourself with sweeping mountain views and the serenity of nature, all while enjoying the freedom that

  Bob Lamonte Lamonte Real Estate Professionals

  

  617 Poison Oak Dr, Winston, OR 97496
• 

  

  /10

  $159,000

  • 2 Beds
  • 1 Bath
  • 550 Sq Ft

  9643 Old Highway 99 S, Winston, OR 97496

  NOW REDUCED $40000, 1.04 Acre, 550 sq ft block house, 2 septic's, 2 20'x 40' concrete slabs, city water, Corner lot, price reflex condition. bring hammer and nails. used for storage. new upgraded power box on pole for easy connect Bring your 5th wheel while you restore or build new. Flat easy in and out, backs up to Umpqua River (200 ft frontage) with deeded water rights. great possibilities here

  Beverly Walters Gold Standard Realty

  

  9643 Old Highway 99 S, Winston, OR 97496
• 

  

  /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
• 

  

  /10

  $249,500

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

  0 SW Main St, Winston, OR 97496

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

  Jody Tatone RE/MAX Integrity

  

  0 SW Main St, Winston, OR 97496
• 

  

  /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
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  /8

  $2,125,000

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

  215 Parkinson Rd, Winston, OR 97496

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

  Nick Knight Knight Realty Group LLC

  

  215 Parkinson Rd, Winston, OR 97496
• 

  

  /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
• 

  

  /48

  $474,900

  • 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
• 

  

  /27

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,421 Sq Ft

  120 SE Edwards Ave, Winston, OR 97496

  Welcome to this 3-bedroom, 2-bath single-level custom home. Thoughtfully designed with comfort and functionality in mind, this 1,421 sq ft residence offers a spacious open-concept layout, vaulted ceilings, and abundant natural light throughout. The kitchen features wood cabinetry, stainless steel appliances, and a breakfast bar perfect for casual meals or entertaining guests. The primary suite is

  Jerry Norman Oregon Life Homes

  

  120 SE Edwards Ave, Winston, OR 97496
• 

  

  /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

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