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

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200 listings found
71 David Crockett Hwy in Winchester home for saleFor Sale
$445,000
5.00 bd3.00 ba2,420 sqft
71 David Crockett Hwy
Winchester, TN 37398
NA subdivision
318 N Porter St in Winchester home for saleFor Sale
$2,119,040
4.00 bd6.00 ba6,160 sqft
318 N Porter St
Winchester, TN 37398
Landings subdivision
44 Houghton Dr in Winchester home for saleFor Sale
$399,900
4.00 bd4.00 ba2,197 sqft
44 Houghton Dr
Winchester, TN 37398
Houghton-Hill subdivision
615 Lakeview Way in Winchester home for saleFor Sale
$475,000
3.00 bd3.00 ba3,067 sqft
615 Lakeview Way
Winchester, TN 37398
Holly Hill subdivision
61 Joy Cir in Winchester home for saleFor Sale
$1,399,900
6.00 bd6.00 ba6,176 sqft
61 Joy Cir
Winchester, TN 37398
Fanning Bend subdivision
18 Shady Cove Ln in Winchester home for saleFor Sale
$545,000
3.00 bd2.00 ba1,788 sqft
18 Shady Cove Ln
Winchester, TN 37398
Hopkins Point Ph II subdivision
173 Country Club Ter in Winchester home for saleFor Sale
$324,000
3.00 bd3.00 ba2,047 sqft
173 Country Club Ter
Winchester, TN 37398
Country Club Add subdivision
208 Lillian St in Winchester home for saleFor Sale
$209,900
3.00 bd1.00 ba1,326 sqft
208 Lillian St
Winchester, TN 37398
N/A subdivision
267 Brookfield Cir in Winchester home for salePending
$344,900
3.00 bd2.00 ba1,338 sqft
267 Brookfield Cir
Winchester, TN 37398
Northpoint Phase 1 subdivision
253 Brookfield Cir in Winchester home for saleFor Sale
$344,900
3.00 bd2.00 ba1,300 sqft
253 Brookfield Cir
Winchester, TN 37398
Northpoint phase 1 subdivision
59 Turtle Ct in Winchester home for saleFor Sale
$695,900
4.00 bd4.00 ba2,560 sqft
59 Turtle Ct
Winchester, TN 37398
Twin Creeks Village Phase V subdivision
90 Wildwood Ct in Winchester home for salePending
$1,275,000
3.00 bd2.00 ba2,184 sqft
90 Wildwood Ct
Winchester, TN 37398
Robinson Hollow Cabin Site subdivision
1508 Clark St in Winchester home for saleFor Sale
$213,999
3.00 bd2.00 ba1,104 sqft
1508 Clark St
Winchester, TN 37398
Sipes III subdivision
1485 Water Tank Rd in Winchester home for saleFor Sale
$1,475,000
3.00 bd5.00 ba6,300 sqft
1485 Water Tank Rd
Winchester, TN 37398
n/a subdivision
205 Houghton Dr in Winchester home for saleFor Sale
$349,900
4.00 bd3.00 ba2,640 sqft
205 Houghton Dr
Winchester, TN 37398
Houghton-Hill subdivision
798 Haddon Ln in Winchester home for saleFor Sale
$650,000
4.00 bd4.00 ba2,723 sqft
798 Haddon Ln
Winchester, TN 37398
Metcalf Crossings subdivision
323 Sunset Cove Ln in Winchester home for salePending
$2,999,999
3.00 bd5.00 ba4,637 sqft
323 Sunset Cove Ln
Winchester, TN 37398
NA subdivision
23 Woods Edge Rd in Winchester home for saleFor Sale
$298,000
3.00 bd2.00 ba1,400 sqft
23 Woods Edge Rd
Winchester, TN 37398
Country Estates subdivision
30 W Paradise Dr in Winchester home for salePending
$299,900
3.00 bd2.00 ba1,798 sqft
30 W Paradise Dr
Winchester, TN 37398
Pine Bluff Cabin Site subdivision
102 Oak Park in Winchester home for saleFor Sale
$269,900
2.00 bd1.00 ba1,373 sqft
102 Oak Park
Winchester, TN 37398
Oak Park subdivision
61 Brookfield Cir in Winchester home for saleFor Sale
$340,000
3.00 bd2.00 ba2,038 sqft
61 Brookfield Cir
Winchester, TN 37398
North Point Ph I subdivision
153 Cascade Dr in Winchester home for saleFor Sale
$774,900
3.00 bd4.00 ba3,241 sqft
153 Cascade Dr
Winchester, TN 37398
Stone Field Heights Ph I subdivision
794 River Watch Way in Winchester home for saleFor Sale
$584,000
3.00 bd2.00 ba1,909 sqft
794 River Watch Way
Winchester, TN 37398
Twin Creeks Village Ph Xiii subdivision
3896 Lynchburg Rd in Winchester home for saleFor Sale
$369,000
3.00 bd2.00 ba1,509 sqft
3896 Lynchburg Rd
Winchester, TN 37398
Kolba Acres Ph I subdivision

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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.

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