# PIONEER Way, Winchester, OR 97495 > **TL;DR:** land, $165,000. > View. Est. $882/mo. Listed 711 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $165,000 | | Lot Size | 54,886 sqft (1.26 acres) | | Property Type | Land (Single Family Residence) | | Status | Active | | Days on Market | 711 | ## Why This Home Stands Out - **Views** - Valley ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $834 | | Estimated Insurance | $48 | | **Total** | **$882** | ## Nearby Schools - **Elementary:** Winchester - **Middle:** Joseph Lane - **High:** Roseburg ## Key Amenities - View ## Property Highlights - 1.26 acre lot ## Description ### Agent Description Opportunity awaits in Winchester! Build your private dream home on this fantastic 1.26-acre lot, perfectly situated in the heart of Winchester. Zoned RS, this property offers a versatile canvas with gently sloping terrain (no steep grades), currently featuring open grass, blackberries, and scattered trees. Adding to its charm and history, the property includes the Original Amacher Barn, built in 1935. This wood-build barn with a metal roof half, wood floor and concrete slab was originally used by the Amacher family for caring for sheep. Today, it offers exciting possibilities-buyers must perform due diligence on potential options such as converting the barn into a barndominium, adding an ADU, or incorporating it alongside a brand-new dream home. With its generous size, the land also offers plenty of room for a garden, hobby farm, or space for animals, making it an ideal spot for those seeking a balance of history, lifestyle, and future potential. Conveniently located off Hurricane Lane. Must park by Oak Tree. DO NOT park at the barn entrance or in front of any gates. DO NOT enter the barn without being accompanied by a licensed real estate agent. Buyer to perform due diligence on all aspects of the property. ## Location - **Address:** PIONEER Way, Winchester, OR 97495 - **County:** Douglas - **Coordinates:** 43.283341, -123.349101 - **Google Maps:** https://www.google.com/maps?q=43.283341,-123.349101 ## Listing Agent - **Name:** Amanda Legaspino - **Brokerage:** EXP REALTY LLC - **Phone:** 5419159815 - **Broker Phone:** (888) 814-9613 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/Page-Rd_Winchester_OR_97495_M27893-50311?f=listhub&s=RMLSOR&m=24035561&c=propsimple) ## Photos ![PIONEER Way - Photo 1](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f2505079022r.jpg) ![PIONEER Way - Photo 2](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f628537406r.jpg) ![PIONEER Way - Photo 3](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f2823800235r.jpg) ![PIONEER Way - Photo 4](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f977052351r.jpg) ![PIONEER Way - Photo 5](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f180092724r.jpg) ![PIONEER Way - Photo 6](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f3734616188r.jpg) ![PIONEER Way - Photo 7](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f2346296576r.jpg) ![PIONEER Way - Photo 8](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f3041845221r.jpg) ![PIONEER Way - Photo 9](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f4047364536r.jpg) ![PIONEER Way - Photo 10](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f2923563063r.jpg) ![PIONEER Way - Photo 11](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f63812799r.jpg) ![PIONEER Way - Photo 12](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f2031194814r.jpg) ![PIONEER Way - Photo 13](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f2682924405r.jpg) ![PIONEER Way - Photo 14](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f2636980509r.jpg) ![PIONEER Way - Photo 15](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f2129545218r.jpg) ![PIONEER Way - Photo 16](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f1059809264r.jpg) ![PIONEER Way - Photo 17](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f1152517933r.jpg) ![PIONEER Way - Photo 18](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f1585077633r.jpg) ![PIONEER Way - Photo 19](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f3550810229r.jpg) ![PIONEER Way - Photo 20](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f530389273r.jpg) ![PIONEER Way - Photo 21](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f4006508406r.jpg) ![PIONEER Way - Photo 22](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f4252599070r.jpg) ![PIONEER Way - Photo 23](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f4070884244r.jpg) ![PIONEER Way - Photo 24](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f3029368167r.jpg) ![PIONEER Way - Photo 25](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f2315029137r.jpg) ![PIONEER Way - Photo 26](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f983388354r.jpg) ![PIONEER Way - Photo 27](http://lh.rdcpix.com/84f5c52c3d856ad820eb36c3d9bbc612l-f1323483220r.jpg) --- **MLS#:** 24035561 | **Updated:** 2026-09-22 **Source:** listhub *Copyright © 2026 Regional Multiple Listing Services. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/pioneer-way-winchester-or-97495-24035561) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/pioneer-way-winchester-or-97495-24035561#listing", "url": "https://www.propertysimple.ai/listing/pioneer-way-winchester-or-97495-24035561", "name": "PIONEER Way, Winchester, OR 97495", "description": "Opportunity awaits in Winchester! Build your private dream home on this fantastic 1.26-acre lot, perfectly situated in the heart of Winchester. Zoned RS, this property offers a versatile canvas with gently sloping terrain (no steep grades), currently featuring open grass, blackberries, and scattered trees. 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