# 8690 LOOKINGGLASS Rd, Roseburg, OR 97471 > **TL;DR:** commercial, $3,500,000 ($2333/sqft), built 1957, 1,500 sqft. > Waterfront, A/C. Est. $18,719/mo. Listed 324 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $3,500,000 | | Price/sqft | $2333 | | Square Feet | 1,500 | | Year Built | 1957 | | Lot Size | 6,226,466 sqft (142.94 acres) | | Stories | 1 | | Property Type | Commercial (Other) | | Status | Active | | Days on Market | 324 | ## Why This Home Stands Out - **Waterfront** - Waterfront location listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $17,698 | | Estimated Insurance | $1,021 | | **Total** | **$18,719** | ## Key Amenities - Waterfront - A/C ## Property Highlights - Built in 1957 - 142.94 acre lot - Waterfront ## Description ### Agent Description Welcome to Lookingglass Vineyard, a remarkable 142.94-acre estate nestled in the highly sought-after South Valley Wine Loop of the renowned Umpqua Valley AVA. This established and producing vineyard features 99.94+/- acres planted in Pinot Noir and an additional 1/2-acre parcel with other select varietals, offering an exceptional opportunity for both lifestyle and investment. The vineyard is fully equipped with drip irrigation, steel end posts, and wind machines, ensuring optimal fruit quality and efficiency. The property also includes a historic barn, large shop, oversized detached two-car garage, and a storage building, all set behind a gated entrance for privacy and security. Irrigation rights are in place, further enhancing the value and sustainability of this exceptional property. At the heart of the estate sits a charming 3-bedroom, 2-bathroom, 1,500 sq. ft. home-ideal as an on-site caretaker's residence or a successful Airbnb as it has been used in the past. The home enjoys peaceful vineyard views and easy access to all operational facilities. This property represents a rare opportunity to own one of the Umpqua Valley's notable vineyard estates-combining income potential, scenic beauty, and a true Oregon wine country lifestyle. Call for your private tour today... ## Location - **Address:** 8690 LOOKINGGLASS Rd, Roseburg, OR 97471 - **County:** Douglas - **Coordinates:** 43.162718, -123.473239 - **Google Maps:** https://www.google.com/maps?q=43.162718,-123.473239 ## Listing Agent - **Name:** Jennifer Kramer - **Brokerage:** RE/MAX Integrity - **Phone:** 5415806767 - **Broker Phone:** (541) 673-3272 - **Listing URL:** [View original listing](https://listings.listhub.net/pages/RMLSOR/625344255/?channel=propsimple) ## Photos ![8690 LOOKINGGLASS Rd - Photo 1](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f2521713656r.jpg) ![8690 LOOKINGGLASS Rd - Photo 2](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f3850009298r.jpg) ![8690 LOOKINGGLASS Rd - Photo 3](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f38318871r.jpg) ![8690 LOOKINGGLASS Rd - Photo 4](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f2911006704r.jpg) ![8690 LOOKINGGLASS Rd - Photo 5](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f3076028091r.jpg) ![8690 LOOKINGGLASS Rd - Photo 6](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f386885862r.jpg) ![8690 LOOKINGGLASS Rd - Photo 7](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f3717173962r.jpg) ![8690 LOOKINGGLASS Rd - Photo 8](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f1652812447r.jpg) ![8690 LOOKINGGLASS Rd - Photo 9](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f4272219647r.jpg) ![8690 LOOKINGGLASS Rd - Photo 10](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f1157300284r.jpg) ![8690 LOOKINGGLASS Rd - Photo 11](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f118757775r.jpg) ![8690 LOOKINGGLASS Rd - Photo 12](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f875401502r.jpg) ![8690 LOOKINGGLASS Rd - Photo 13](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f3117767760r.jpg) ![8690 LOOKINGGLASS Rd - Photo 14](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f1545183871r.jpg) ![8690 LOOKINGGLASS Rd - Photo 15](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f2620929673r.jpg) ![8690 LOOKINGGLASS Rd - 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Photo 26](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f2701069253r.jpg) ![8690 LOOKINGGLASS Rd - Photo 27](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f2542467626r.jpg) ![8690 LOOKINGGLASS Rd - Photo 28](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f1065265682r.jpg) ![8690 LOOKINGGLASS Rd - Photo 29](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f2016815455r.jpg) ![8690 LOOKINGGLASS Rd - Photo 30](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f3064400056r.jpg) ![8690 LOOKINGGLASS Rd - Photo 31](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f798529267r.jpg) ![8690 LOOKINGGLASS Rd - Photo 32](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f3486799218r.jpg) ![8690 LOOKINGGLASS Rd - Photo 33](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f3786934608r.jpg) ![8690 LOOKINGGLASS Rd - Photo 34](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f4003962776r.jpg) ![8690 LOOKINGGLASS Rd - Photo 35](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f2280244231r.jpg) ![8690 LOOKINGGLASS Rd - Photo 36](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f4215742339r.jpg) ![8690 LOOKINGGLASS Rd - Photo 37](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f3316637394r.jpg) ![8690 LOOKINGGLASS Rd - Photo 38](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f2624586845r.jpg) ![8690 LOOKINGGLASS Rd - Photo 39](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f1807042799r.jpg) ![8690 LOOKINGGLASS Rd - Photo 40](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f3603673622r.jpg) ![8690 LOOKINGGLASS Rd - Photo 41](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f1119984035r.jpg) ![8690 LOOKINGGLASS Rd - Photo 42](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f3761378762r.jpg) ![8690 LOOKINGGLASS Rd - Photo 43](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f782680771r.jpg) ![8690 LOOKINGGLASS Rd - Photo 44](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f4034319355r.jpg) ![8690 LOOKINGGLASS Rd - Photo 45](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f4249977619r.jpg) ![8690 LOOKINGGLASS Rd - Photo 46](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f417889548r.jpg) ![8690 LOOKINGGLASS Rd - Photo 47](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f2721320287r.jpg) ![8690 LOOKINGGLASS Rd - Photo 48](http://lh.rdcpix.com/1ff9aeb29cb23953a7a9aee541d65855l-f1629634866r.jpg) --- **MLS#:** 625344255 | **Updated:** 2026-09-29 **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/8690-lookingglass-rd-roseburg-or-97471-25344255) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/8690-lookingglass-rd-roseburg-or-97471-25344255#listing", "url": "https://www.propertysimple.ai/listing/8690-lookingglass-rd-roseburg-or-97471-25344255", "name": "8690 LOOKINGGLASS Rd, Roseburg, OR 97471", "description": "Welcome to Lookingglass Vineyard, a remarkable 142.94-acre estate nestled in the highly sought-after South Valley Wine Loop of the renowned Umpqua Valley AVA. This established and producing vineyard features 99.94+/- acres planted in Pinot Noir and an additional 1/2-acre parcel with other select varietals, offering an exceptional opportunity for both lifestyle and investment. The vineyard is fully equipped with drip irrigation, steel end posts, and wind machines, ensuring optimal fruit quality and efficiency. The property also includes a historic barn, large shop, oversized detached two-car garage, and a storage building, all set behind a gated entrance for privacy and security. Irrigation rights are in place, further enhancing the value and sustainability of this exceptional property. At the heart of the estate sits a charming 3-bedroom, 2-bathroom, 1,500 sq. ft. home-ideal as an on-site caretaker's residence or a successful Airbnb as it has been used in the past. The home enjoys peaceful vineyard views and easy access to all operational facilities. This property represents a rare opportunity to own one of the Umpqua Valley's notable vineyard estates-combining income potential, scenic beauty, and a true Oregon wine country lifestyle. 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