Winchester, TN · Live MLS

Winchester Homes for Sale

Every active home for sale in Winchester, TN — straight from the local Franklin County MLS and refreshed daily, not a stale portal feed. Filter by price, beds, or what matters most here (in-town or on the water, acreage, lake access), and I'll help you tour and negotiate the moment the right one lands.

Jon Smith · Orchard · 5.0 on Google (24 reviews) · RENE-certified negotiator

Search & filter Winchester listings →
200 listings found
129 Meredith Ln in Winchester home for salePending
$479,000
3.00 bd2.00 ba2,149 sqft
129 Meredith Ln
Winchester, TN 37398
na subdivision
512 Cline Ridge Rd in Winchester home for saleFor Sale
$499,999
3.00 bd2.00 ba1,388 sqft
512 Cline Ridge Rd
Winchester, TN 37398
Cline Ridge subdivision
221 Hammock Dr in Winchester home for saleFor Sale
$1,199,000
4.00 bd6.00 ba3,812 sqft
221 Hammock Dr
Winchester, TN 37398
Twin Creeks Village Phase V subdivision
109 Carter Farris Lane in Winchester home for saleFor Sale
$500,000
6.00 bd4.00 ba3,158 sqft
109 Carter Farris Lane
Winchester, TN 37398
None subdivision
342 Chase Cir in Winchester home for saleFor Sale
$359,900
2.00 bd2.00 ba1,801 sqft
342 Chase Cir
Winchester, TN 37398
Fox Run Ph II subdivision
314 4th Ave, NW in Winchester home for saleFor Sale
$450,000
3.00 bd3.00 ba2,629 sqft
314 4th Ave, NW
Winchester, TN 37398
n/a subdivision
466 Willow Oak Dr in Winchester home for saleFor Sale
$479,000
5.00 bd4.00 ba4,244 sqft
466 Willow Oak Dr
Winchester, TN 37398
Forest Lake Est subdivision
6933 Winchester Hwy in Winchester home for saleFor Sale
$399,900
5.00 bd3.00 ba2,632 sqft
6933 Winchester Hwy
Winchester, TN 37398
None subdivision
282 Owl Hollow Ln in Winchester home for saleFor Sale
$842,900
4.00 bd3.00 ba3,484 sqft
282 Owl Hollow Ln
Winchester, TN 37398
NA subdivision
1102 N High St in Winchester home for saleFor Sale
$224,900
3.00 bd2.00 ba1,353 sqft
1102 N High St
Winchester, TN 37398
none subdivision
131 Charlotte Dr in Winchester home for saleFor Sale
$349,999
3.00 bd2.00 ba1,548 sqft
131 Charlotte Dr
Winchester, TN 37398
Mountain View Est subdivision
92 Freeman Ct in Winchester home for saleFor Sale
$545,000
4.00 bd3.00 ba2,494 sqft
92 Freeman Ct
Winchester, TN 37398
Freeman Hills Ph 2 subdivision
22 Hammock Dr in Winchester home for saleFor Sale
$775,000
4.00 bd3.00 ba3,104 sqft
22 Hammock Dr
Winchester, TN 37398
Twin Creeks Village Ph III subdivision
204 Homeward Ave in Winchester home for saleFor Sale
$365,000
3.00 bd3.00 ba1,988 sqft
204 Homeward Ave
Winchester, TN 37398
Rogers Haven subdivision
210 Cascade Dr in Winchester home for saleFor Sale
$774,900
4.00 bd5.00 ba3,090 sqft
210 Cascade Dr
Winchester, TN 37398
Stone Field Heights subdivision
84 Meadowood Ln in Winchester home for saleFor Sale
$430,000
3.00 bd2.00 ba1,814 sqft
84 Meadowood Ln
Winchester, TN 37398
Meadow Wood Acres subdivision
6606 Old Tullahoma Rd in Winchester home for saleFor Sale
$359,000
3.00 bd2.00 ba1,972 sqft
6606 Old Tullahoma Rd
Winchester, TN 37398
NA subdivision
207 Melody Ln in Winchester home for saleFor Sale
$189,000
3.00 bd2.00 ba1,755 sqft
207 Melody Ln
Winchester, TN 37398
Rogers Haven subdivision
146 Holly Dr in Winchester home for salePending
$459,900
3.00 bd3.00 ba2,348 sqft
146 Holly Dr
Winchester, TN 37398
Holly Hill subdivision
136 Bay Cove Trl in Winchester home for saleFor Sale
$1,499,000
4.00 bd4.00 ba4,035 sqft
136 Bay Cove Trl
Winchester, TN 37398
Fanning Bend Ph I subdivision
105 W Paradise Dr in Winchester home for saleFor Sale
$799,900
4.00 bd4.00 ba4,400 sqft
105 W Paradise Dr
Winchester, TN 37398
Pine Bluff Cabin Site subdivision
3539 Liberty Rd in Winchester home for saleFor Sale
$1,849,999
6.00 bd4.00 ba3,617 sqft
3539 Liberty Rd
Winchester, TN 37398
N/A subdivision
356 Ridgecrest Dr in Winchester home for saleFor Sale
$685,700
4.00 bd4.00 ba3,705 sqft
356 Ridgecrest Dr
Winchester, TN 37398
Franklin Hills Ph Vi subdivision
383 Strawberry Dr in Winchester home for saleFor Sale
$296,000
3.00 bd2.00 ba1,296 sqft
383 Strawberry Dr
Winchester, TN 37398
Magnolia Est Ph II subdivision

Didn't find it? Try these

Quick routes to the searches Winchester buyers ask for most:

What your Winchester budget buys

General mid-2026 ranges — live pricing is in the grid above, and full trends live on the Winchester real estate overview. Because Winchester spans modest in-town houses and lakefront estates, a single citywide "average" hides more than it shows; compare within your band and your side of the in-town-vs-lake line.

BudgetWhat it typically buys in WinchesterNotes
Under $250KOlder and mid-century in-town homes on compact lots, some fixers, and the occasional condo — entry-level and investor range.Best value is usually a solid in-town house close to downtown and services; these move fastest, so set an alert.
$250K–$400KThe core of the market: updated 3-bed homes, newer construction in subdivisions, and homes with a little acreage.New-construction pockets (e.g. Stone Field Heights on city utilities) and lake-access communities start showing up here.
$400K–$700KLarger family and newer homes, real acreage, and lake-access properties near a community ramp — the lake premium begins.This is where in-town and lake budgets fork; the same dollar buys very differently on each side.
$700K+True dockable Tims Ford waterfront and estate homes, up well past a million dollars.Thinner, more seasonal inventory; the specific shoreline and dock matter more than any market-wide number.

Everyday in-town buyer activity clusters in the low-to-mid range, while the lake end stretches the top of the market well into seven figures. For a real number on your side of that line, I build the comp set rather than quoting a citywide median.

Where buyers look in Winchester

Downtown & in-town Winchester

County-seat homes close to the square, courthouse, schools district office, and everyday shopping — from starter houses to comfortable family homes. Newer in-town subdivisions like Stone Field Heights sit on city water, sewer, and gas. Browse all Winchester homes →

Tims Ford lake-access corridors

Communities minutes from the water with deeded access or a community ramp — Dripping Springs, Hopkins Point, gated Twin Creeks Village (marina, pools, clubhouse), and the newer Fanning Bend. Tims Ford lake homes →

Rural Franklin County near Winchester

Acreage, mini-farms, and country properties just outside the city core — room for a shop, a garden, or animals, often on well and septic. Franklin County real estate →

How I help you buy in Winchester, beyond the portal

The portals all show roughly the same feed. What they can't do is walk you through the in-town-vs-lake decision, read an older house, and protect you once you're under contract.

See it first

Real-time MLS alerts, plus a heads-up on coming-soon and off-market homes before they hit the portals.

Know the home

Winchester runs from mid-century in-town houses to lake properties. I read the older stock (roof, HVAC, and well/septic outside the city) and the lake-access diligence — what's true dockable waterfront vs. a community ramp, dock permits, TVA shoreline rules, and flood considerations.

Win the deal

RENE-certified negotiation for your bottom line — including second-home and lake buyers where comps are thin — plus local lender intros and inspections coordinated through closing. Reviews & results →

Winchester is a steady, not-frantic market: well-priced, move-in-ready in-town homes go under contract at a reasonable clip while ambitiously priced or dated ones sit, and inventory runs the full range from modest in-town houses to lakefront properties well past a million dollars. The two big data providers genuinely disagree on Winchester right now, so I keep the live count, median, and days-on-market in the MLS stat bar above and the trend read on the hub. For full price trends, the county-seat/economy picture, and how Winchester compares to the sister city up the highway, see the Winchester real estate overview and Franklin County real estate.

Winchester buyer FAQ

Is Winchester, TN a good place to buy a home?

For a lot of buyers, yes. Winchester is the county seat of Franklin County and the government, healthcare, and shopping hub for the whole area, and it sits right on the doorstep of Tims Ford Lake for boating, bass fishing, and Tims Ford State Park. It's affordable by Middle Tennessee standards, Tennessee has no state income tax, and the local tax bill is modest. Homes here are served by Franklin County Schools (the countywide district, not Tullahoma City Schools), so it's worth confirming the exact zone for any specific home. Whether it's the right fit comes down to your budget, whether you want to be in town or on the water, and your school priorities — happy to walk through the tradeoffs.

What is the average home price in Winchester, TN?

It genuinely depends who you ask right now — the major data providers disagree on Winchester, and a single citywide "average" is close to useless here because it mixes modest in-town houses with lakefront estates that run past a million dollars. Rather than quote a number that hides your reality, I keep the live median and days-on-market in the MLS stat bar at the top of this page, and I pull real, comparable sold prices for the specific area, price band, and side of the in-town-vs-lake line you're considering. For the fuller market read, see the Winchester real estate overview — the comps for your search matter far more than any citywide figure.

How do Tims Ford Lake homes compare to in-town Winchester?

They behave like two different markets. In-town Winchester is the more affordable and more predictable side — established neighborhoods close to downtown, the schools, and services. Tims Ford homes generally carry a premium, but how much depends on the kind of access: true dockable waterfront sits at the top (well into seven figures), lake-view and community-ramp homes below that, and simple lake-access communities lower still. Lake inventory is also thinner and more seasonal. Compare within the right bucket, waterfront to waterfront and in-town to in-town, which is exactly the comp work I do before you offer. The full lake picture lives on my Tims Ford Lake guide.

Ready to see Winchester homes in person?

Send me your must-haves — in town or on the lake — and I'll set up a live search, plus first dibs on new listings before they spread to the portals. No pressure, no obligation.

Free Access

Register to see all home photos. The home's details stay open while you decide.

Log inRegister