366 Oak Leaf Cir, Winchester TN 37398
AUCTION ON SAT., SEPT., 26TH AT 2 PM! This move in ready all brick home offers 3 bedrooms and 2 bathrooms on a secluded .61 +/- acre corner lot. The property features mature shade trees, a mini barn, a 2-car garage, and is just minutes from Tims Ford Lake & State Park, and local marinas. Whether you are looking for your next home, an investment opportunity, or a property with potential to flip/rent, this one is sure to check your boxes! This property will be selling at auction on September 26th at 2 PM. Bid in person or online from wherever you are, and don’t miss your chance to own this great
CloseDaily local analysis
Facts and context beyond the MLS description
The sections below combine this listing's current facts with locally retained inventory, sale, and location data. They are generated from the same MLS replica that powers the page, without an external data request during your visit.
Current market context
How this property compares in Winchester
This property is grouped with the current 3-bedroom homes in Winchester. The comparison uses 118 active or publicly marketable listings from the same local MLS source, filtered to the same bedroom group rather than mixing every home size together.
The property has been tracked for 0 days, while the current cohort averages 74 days on market. These figures are a point-in-time inventory comparison, not an appraisal or prediction; condition, lot, updates, exact location, and concessions can move an individual sale away from the city-level pattern.
Nearby closed sales
Recent sold homes near this property
The local sold-history cache contains 8 closed sales within approximately 1.25 miles during the last six months. The median recorded sold price in this nearby sample is $267,000, and the median is $208 per square foot where square footage was reported.
Nearby sales are useful context, but they are not automatically comparable: renovation level, acreage, water access, construction quality, financing, and seller concessions can materially change a result. A property-specific valuation should review the most similar homes and the full MLS record before drawing a conclusion.
| Address | Sold | Home | Sold price | Distance |
|---|---|---|---|---|
| 426 Maple Bend Rd | Sep 17, 2026 | 4 bd · 2,981 sqft | $615,000 | 0.4 mi |
| 206 Knott Rd | Sep 8, 2026 | 4 bd · 3,279 sqft | $755,000 | 0.4 mi |
| 0 Michelle Lane | Jun 22, 2026 | — | $75,000 | 0.5 mi |
| 0 Maple Bend Rd | Jun 17, 2026 | — | $126,000 | 0.5 mi |
| 638 Haddon Ln | May 29, 2026 | 3 bd · 1,247 sqft | $259,000 | 1.0 mi |
| 614 Haddon Ln | May 29, 2026 | 3 bd · 1,247 sqft | $259,000 | 1.0 mi |
| 614 Fairview Cir | Aug 7, 2026 | 3 bd · 1,412 sqft | $275,000 | 1.1 mi |
| 798 Haddon Ln | Sep 30, 2026 | 4 bd · 2,723 sqft | $650,000 | 1.1 mi |
MLS timeline
Price and status history
This timeline records the price and public status snapshots received by CloseDaily from the local MLS replica. It is retained separately from the current listing so later changes do not erase the earlier market history. Dates reflect when the source record changed or was first observed by the sync system.
- Active
Location reference points
How this address sits within the Winchester area
These distances are precomputed from the listing coordinates and a maintained set of regional landmarks; no mapping service is called when this page loads. Mileage is straight-line distance. Driving minutes are a planning estimate derived from that distance and should be checked against a live route before a showing or commute.
- Downtown Winchester4.0 miles straight-line · roughly 7 driving minutes
- Tims Ford Lake5.5 miles straight-line · roughly 10 driving minutes
- Downtown Tullahoma12.0 miles straight-line · roughly 21 driving minutes
- Arnold Air Force Base15.0 miles straight-line · roughly 27 driving minutes
- Downtown Manchester20.8 miles straight-line · roughly 37 driving minutes