# 1185 Woolsey Road, Greeneville, TN 37745 > **TL;DR:** 3bd/5ba single family, $1,299,000 ($293/sqft), built 2011, 4,429 sqft. > Fireplace, Hardwood, A/C, 5-car garage. Est. $6,947/mo. Listed 107 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,299,000 | | Price/sqft | $293 | | Bedrooms | 3 | | Bathrooms | 5 full | | Square Feet | 4,429 | | Year Built | 2011 | | Lot Size | 544,500 sqft (12.50 acres) | | Stories | 2 | | Garage | 5-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 107 | ## Why This Home Stands Out - **Large Garage** - 5-car garage - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $6,568 | | Estimated Insurance | $379 | | **Total** | **$6,947** | ## Nearby Schools - **Elementary:** Baileyton - **Middle:** North Greene - **High:** North Greene ## Key Amenities - Fireplace - Hardwood - A/C - 5-car garage ## Property Highlights - Built in 2011 - 12.50 acre lot - 2 stories - Fireplace ## Description ### Agent Description Welcome to 1185 Woolsey Road, a stunning private country estate set on 12.5 rolling acres surrounded by the natural beauty of East Tennessee. Built in 2011 and offering over 4,000 finished square feet, this meticulously maintained residence combines timeless craftsmanship, modern comfort, and breathtaking mountain vistas in every direction. Step inside to discover a bright and spacious layout designed for both relaxation and entertaining. The home features 3 bedrooms and 5 bathrooms, including a fully finished in-law suite-perfect for extended family, guests, or private office space. Expansive living areas flow seamlessly from room to room, showcasing quality finishes, abundant natural light, and peaceful views of the surrounding landscape. Outdoors, the property truly shines. Enjoy over 100 fruit-bearing trees, open pastureland, and mature landscaping that creates a tranquil and self-sustaining environment. Two detached garages provide parking for up to five vehicles, offering ample space for hobbies, equipment, or additional storage. Whether you're sipping coffee on the porch or walking the property at sunset, the mountain backdrop delivers serenity and privacy that are simply unmatched. Buyer/ Buyers agent to verify all information. ## Location - **Address:** 1185 Woolsey Road, Greeneville, TN 37745 - **County:** Greene - **Neighborhood:** Not In Subdivision - **Coordinates:** 36.361647, -82.71314 - **Google Maps:** https://www.google.com/maps?q=36.361647,-82.71314 ## Listing Agent - **Name:** Graham Witherspoon · **License:** 347235 - **Brokerage:** eXp Realty LLC - **Broker Phone:** (888) 519-5113 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/1185-Woolsey-Rd_Greeneville_TN_37745_M79199-38776?f=listhub&s=TVARMLS&m=9998197&c=propsimple) ## Photos ![1185 Woolsey Road - Photo 1](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f4040313542r.jpg) ![1185 Woolsey Road - Photo 2](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2282004457r.jpg) ![1185 Woolsey Road - Photo 3](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f450495151r.jpg) ![1185 Woolsey Road - Photo 4](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f1195949428r.jpg) ![1185 Woolsey Road - Photo 5](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f4117361751r.jpg) ![1185 Woolsey Road - Photo 6](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2330992610r.jpg) ![1185 Woolsey Road - Photo 7](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f3721966604r.jpg) ![1185 Woolsey Road - Photo 8](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f1535009119r.jpg) ![1185 Woolsey Road - Photo 9](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2329393375r.jpg) ![1185 Woolsey Road - Photo 10](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f967806561r.jpg) ![1185 Woolsey Road - Photo 11](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f4168438763r.jpg) ![1185 Woolsey Road - Photo 12](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2433763955r.jpg) ![1185 Woolsey Road - Photo 13](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f3663232231r.jpg) ![1185 Woolsey Road - Photo 14](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f1909483213r.jpg) ![1185 Woolsey Road - Photo 15](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2430236910r.jpg) ![1185 Woolsey Road - Photo 16](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f3953987035r.jpg) ![1185 Woolsey Road - Photo 17](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f3229298756r.jpg) ![1185 Woolsey Road - Photo 18](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f3288075524r.jpg) ![1185 Woolsey Road - Photo 19](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f3240885680r.jpg) ![1185 Woolsey Road - Photo 20](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f3151582100r.jpg) ![1185 Woolsey Road - Photo 21](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2224600468r.jpg) ![1185 Woolsey Road - Photo 22](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2761351141r.jpg) ![1185 Woolsey Road - Photo 23](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f4057614684r.jpg) ![1185 Woolsey Road - Photo 24](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f1669780870r.jpg) ![1185 Woolsey Road - Photo 25](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f3403972736r.jpg) ![1185 Woolsey Road - Photo 26](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f341263063r.jpg) ![1185 Woolsey Road - Photo 27](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f1430850848r.jpg) ![1185 Woolsey Road - Photo 28](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f1229170989r.jpg) ![1185 Woolsey Road - Photo 29](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2177649389r.jpg) ![1185 Woolsey Road - Photo 30](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f1608357324r.jpg) ![1185 Woolsey Road - Photo 31](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f842695497r.jpg) ![1185 Woolsey Road - Photo 32](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2202829300r.jpg) ![1185 Woolsey Road - Photo 33](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f169810501r.jpg) ![1185 Woolsey Road - Photo 34](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f1899187225r.jpg) ![1185 Woolsey Road - Photo 35](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f3152822633r.jpg) ![1185 Woolsey Road - Photo 36](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f1018710909r.jpg) ![1185 Woolsey Road - Photo 37](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f3191182631r.jpg) ![1185 Woolsey Road - Photo 38](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f540535884r.jpg) ![1185 Woolsey Road - Photo 39](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f942616137r.jpg) ![1185 Woolsey Road - Photo 40](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f1587363259r.jpg) ![1185 Woolsey Road - Photo 41](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2765746557r.jpg) ![1185 Woolsey Road - Photo 42](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2248203525r.jpg) ![1185 Woolsey Road - Photo 43](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f523884954r.jpg) ![1185 Woolsey Road - Photo 44](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f4095842494r.jpg) ![1185 Woolsey Road - Photo 45](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2996602959r.jpg) ![1185 Woolsey Road - Photo 46](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f3948092534r.jpg) ![1185 Woolsey Road - Photo 47](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f963845437r.jpg) ![1185 Woolsey Road - Photo 48](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f961545076r.jpg) ![1185 Woolsey Road - Photo 49](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f3265984044r.jpg) ![1185 Woolsey Road - Photo 50](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2208559395r.jpg) ![1185 Woolsey Road - Photo 51](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f233649509r.jpg) ![1185 Woolsey Road - Photo 52](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2276356751r.jpg) ![1185 Woolsey Road - Photo 53](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2908536313r.jpg) ![1185 Woolsey Road - Photo 54](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f900350422r.jpg) ![1185 Woolsey Road - Photo 55](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f1619985617r.jpg) ![1185 Woolsey Road - Photo 56](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f425066360r.jpg) ![1185 Woolsey Road - Photo 57](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2362753462r.jpg) ![1185 Woolsey Road - Photo 58](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f3058753936r.jpg) ![1185 Woolsey Road - Photo 59](http://lh.rdcpix.com/a71845072627cbb6484ae8feca78214cl-f2363535122r.jpg) --- **MLS#:** 9998197 | **Updated:** 2026-10-28 **Source:** listhub *Copyright © 2026 Tennessee Virginia Regional Multiple Listing Service. 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://staging.propertysimple.ai/listing/1185-woolsey-road-greeneville-tn-37745-d6e87596882741fd83a3b7fdb5d070e5) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/1185-woolsey-road-greeneville-tn-37745-d6e87596882741fd83a3b7fdb5d070e5#listing", "url": "https://staging.propertysimple.ai/listing/1185-woolsey-road-greeneville-tn-37745-d6e87596882741fd83a3b7fdb5d070e5", "name": "1185 Woolsey Road, Greeneville, TN 37745", "description": "Welcome to 1185 Woolsey Road, a stunning private country estate set on 12.5 rolling acres surrounded by the natural beauty of East Tennessee. Built in 2011 and offering over 4,000 finished square feet, this meticulously maintained residence combines timeless craftsmanship, modern comfort, and breathtaking mountain vistas in every direction. Step inside to discover a bright and spacious layout designed for both relaxation and entertaining. The home features 3 bedrooms and 5 bathrooms, including a fully finished in-law suite-perfect for extended family, guests, or private office space. Expansive living areas flow seamlessly from room to room, showcasing quality finishes, abundant natural light, and peaceful views of the surrounding landscape. Outdoors, the property truly shines. Enjoy over 100 fruit-bearing trees, open pastureland, and mature landscaping that creates a tranquil and self-sustaining environment. Two detached garages provide parking for up to five vehicles, offering ample space for hobbies, equipment, or additional storage. Whether you're sipping coffee on the porch or walking the property at sunset, the mountain backdrop delivers serenity and privacy that are simply unmatched. 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