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411 Woodland Dr, Winston, OR 97496

$699,500

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Property Description

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 property is well-equipped with a woodshed, large carport with multiple storage rooms, a fantastic finished shop, and covered RV parking with 50-amp hookup for guests or travel-ready adventure. Whether you're a family seeking space for kids to explore, or active retirees ready to lean into a slower, richer pace-this setting supports a life lived outside and connected to nature. The view, the land, and the lifestyle are all here-come make it yours.

411 Woodland Dr | MLS# 289799981

This single family home located at 411 Woodland Dr, Winston, OR 97496 is currently listed for sale with an asking price of $699,500. This property was built in 1968 and has 4 bedrooms and 2 full baths with 2240 sq. ft. Search Winston real estate on juliecarnagey.bendpremierrealestate.com today.

BEDS4 BATHS2 full SQUARE FEET2,240 MLS#289799981

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Property Features

Property Type: Residential - Single Family

Basement: Daylight

Cooling: Heat Pump

Fenced: Yes

Fireplaces: 2

Fuel Type: Electricity, Propane

Garage: 2

Heating: Heat Pump

Home Style: Daylight Ranch

Lot Size: 6.32 Acres

Roof Type: Composition

Stories: 2.0

Taxes: $2,448

Year Built: 1968

Square Feet: 2,240

Feature Descriptions

Bathroom: 1.0 (Lower), 1.0 (Main)

Body of Water: Lookingglass Creek

Days on Site: 158

Exterior: T-111 Siding

Exterior: Barn, Cross Fenced, Deck, Dog Run, Fenced, Free-Standing Hot Tub, Garden, Greenhouse, Outbuilding, Porch, Private Road, Raised Beds, RV Hookup, RV-Boat Storage, Tool Shed, Workshop

Fireplace: Pellet Stove, Stove, Wood Burning

Hot Tub: Yes

Hot Water: Propane

Interior: Ceiling Fan(s), High Speed Internet, Laundry, Vinyl Floor, Wall to Wall Carpet, Washer-Dryer

Kitchen: Dishwasher, Disposal, Free-Standing Range, Free-Standing Refrigerator, Microwave

Lot: Gentle Sloping, Level, Pasture, Private, Private Road

Parking Notes: Detached, ParkingPad, RVAccessParking

Sewer: Septic Tank, Standard Septic

Special View Info: Mountain, Vineyard

Square Footage: 1120 (Lower), 1120 (Main)

Water: Public Water

Waterfront: Creek

Local Schools

High School: Douglas

Middle School: Winston

Elementary School: Brockway

Listed By / Shown By

Listed By

Agency Name: RE/MAX Integrity
Agency Phone: 541-673-3272

Shown By

Agent Name: Julie Carnagey Broker
Agent Phone: (541) 410-8583
Agency Title: Bend Premier Real Estate

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Estimated Payment

$ 3,945.07 per month $3,537.05 Principal & Interest $204.00 Property Tax $204.02 Homeowner's Insurance

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411 Woodland Dr, Winston, OR 97496

$699,500

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/09/2026. The listing information on this page last changed on 04/09/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 04/09/2026 12:10:11 AM EST) or RMLS (last updated Thu 04/09/2026 12:05:22 AM EST) or COAR/MLSCO (last updated Thu 04/09/2026 12:01:24 AM EST). Real estate listings held by brokerage firms other than Bend Premier Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS of Portland, Oregon. Real estate listings held by other brokerage firms are marked with the RMLS logo, and detailed information about these properties includes the names of the listing brokers. Listing content is copyright © 2026 RMLS, Portland, Oregon. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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411 Woodland Dr, Winston, OR 97496

Property Description

411 Woodland Dr | MLS# 289799981

Property Features

Feature Descriptions

Local Schools

Listed By / Shown By

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411 Woodland Dr, Winston, OR 97496

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