Enjoy peaceful living without giving up the convenience of being just minutes from downtown Jamestown, shopping, and conveniences. Tucked away on a quiet road and surrounded by the natural beauty of the Upper Cumberland, this inviting property is ideal for nature lovers, pet owners, first-time buyers, retirees, or anyone searching for a simpler lifestyle with room to breathe.
The 1.08-acre wooded setting provides privacy and plenty of outdoor space, while the fenced front yard offers a secure area for pets. Inside, the home's size helps keep maintenance and utility costs manageable. A full basement provides valuable additional space for storage, a workshop, hobbies, recreational use, or possible future expansion.
Recent improvements include a new roof installed in 2022, a newly constructed carport, front-yard fencing, and attractive landscaping.
Affordable, functional, and surrounded by the scenic beauty of Jamestown and the Upper Cumberland, this home is an opportunity to escape to the countryside.
Active
Price cut: $10K (7/14)
$185,000
106 Windcrest Dr, Jamestown, TN 38556
2beds
1,688sqft
Single Family Residence
Built in 1985
1.08 Acres Lot
$-- Zestimate®
$110/sqft
$-- HOA
What's special
Wooded acresQuiet settingFront yard fenceNewly built carport
- 134 days
- 365
- 24
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Margo Carroll 931-202-4438,
Weichert, Realtors-The Webb Agency 931-707-8787
Source: East Tennessee Realtors,MLS#: 1338254
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Microwave
Features
- Walk-In Closet(s), Eat-in Kitchen
- Windows: Drapes
- Basement: Unfinished
- Has fireplace: No
- Fireplace features: None
Interior area
- Total structure area: 1,688
- Total interior livable area: 1,688 sqft
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Off Street, Detached, Main Level
- Carport spaces: 1
Features
- Has view: Yes
- View description: Country Setting, Trees/Woods
Lot
- Size: 1.08 Acres
- Features: Private, Wooded
Details
- Parcel number: 044I C 03400 000
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cottage,Traditional
- Property subtype: Single Family Residence
Materials
- Wood Siding, Brick, Frame
Condition
- Year built: 1985
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & HOA
Community
- Security: Smoke Detector(s)
- Subdivision: Windcrest Hgts
Location
- Region: Jamestown
Financial & listing details
- Price per square foot: $110/sqft
- Tax assessed value: $54,300
- Annual tax amount: $183
- Date on market: 9/1/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/1/2026 | Listed for sale | $185,000$110/sqft |
Source: | ||
| 7/31/2026 | Pending sale | $185,000$110/sqft |
Source: | ||
| 7/14/2026 | Price change | $185,000-5.1%$110/sqft |
Source: | ||
| 7/8/2026 | Price change | $195,000-9.3%$116/sqft |
Source: | ||
| 6/24/2026 | Price change | $215,000-4.4%$127/sqft |
Source: | ||
| 4/25/2026 | Listed for sale | $225,000+36.4%$133/sqft |
Source: | ||
| 4/10/2025 | Sold | $165,000+0.1%$98/sqft |
Source: | ||
| 3/17/2025 | Pending sale | $164,900$98/sqft |
Source: | ||
| 2/4/2025 | Price change | $164,900-2.9%$98/sqft |
Source: | ||
| 11/20/2024 | Listed for sale | $169,900+254%$101/sqft |
Source: | ||
| 11/17/2020 | Sold | $48,000-19.9%$28/sqft |
Source: | ||
| 11/4/2020 | Pending sale | $59,900$35/sqft |
Source: Mitchell Real Estate & Auction #1133673 Report a problem | ||
| 10/22/2020 | Listed for sale | $59,900-33.4%$35/sqft |
Source: Mitchell Real Estate & Auction #1133673 Report a problem | ||
| 6/25/2008 | Sold | $90,000$53/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $183 | $13,575 |
| 2024 | $183 | $13,575 |
| 2023 | $183 +8.7% | $13,575 +53.8% |
| 2022 | $169 | $8,825 |
| 2021 | $169 | $8,825 |
| 2020 | $169 | $8,825 |
| 2019 | $169 | $8,825 |
| 2018 | $169 -0.3% | $8,825 +1.4% |
| 2017 | $169 -2.3% | $8,700 |
| 2016 | $173 +0.4% | $8,700 +0.2% |
| 2015 | $172 | $8,682 |
| 2014 | $172 | $8,682 |
| 2013 | $172 -0.3% | $8,682 |
| 2012 | $173 -7.7% | $8,682 -7.7% |
| 2011 | $187 | $9,410 |
| 2010 | $187 +48.5% | $9,410 |
| 2009 | $126 | $9,410 |
| 2008 | $126 | $9,410 |
| 2007 | $126 -28.7% | $9,410 |
| 2006 | $177 +1.6% | $9,410 +1.6% |
| 2005 | $174 | $9,260 |
| 2004 | $174 | $9,260 |
| 2002 | $174 | $9,260 |
| 2001 | -- | $9,260 -75% |
| 2000 | -- | $37,038 |
Find assessor info on the county website
Monthly payment
Est. payment

