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View PropertiesAs of Apr, 27 2026
Rabbu ROI Score
Winchester offers attractive short-term rental potential, with a balance of healthy demand and revenue relative to property values.
Winchester, TN sits at the crossroads of lake-country recreation and rural affordability, drawing visitors who gravitate toward outdoor amenities—66% of listings highlight lake access, and 34% are waterfront. With 61 active Airbnb listings and an average annual revenue of $38,486, the market is still small enough that well-positioned properties can stand out. An ROI score of 55 out of 100 reflects solid revenue relative to home prices, though below-average occupancy (19% vs. the 29% Tennessee state average) means income is concentrated in peak summer months rather than spread evenly year-round.
According to Rabbu market data, the Winchester short-term rental market shows:
| Metric | Context | Value |
|---|---|---|
| Active Airbnb Listings | As of Apr, 27 2026 | 61 |
| Average Daily Rate (ADR) | vs. $309 state avg. | $264 |
| Average Occupancy Rate | vs. 29% state avg. | 19% |
| RevPAN | ADR * Occupancy Rate | $50 |
| Average Monthly Revenue | Historical 12-month average | $3,207 |
| Average Annual Revenue | Historical 12-month average | $38,486 |
Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Mar, 17 2026.
Winchester appeals to investors seeking relatively affordable Tennessee lake-country properties where larger homes can generate meaningful revenue during a concentrated peak season.
Key investment factors
"Winchester presents a moderate opportunity best suited for investors who can tolerate pronounced seasonality. Revenue swings from roughly $1,048 in January to $5,911 in July, meaning roughly half of annual income arrives between June and September. The market's ROI score of 55 reflects an average revenue-to-price ratio and above-average growth, tempered by below-average occupancy stability and a supply-demand balance that bears watching as listings continue to proliferate. Investors who target larger, amenity-rich lakefront properties will be best positioned to capture the premium end of the market."
— Rabbu Market Analysis Team
Winchester's revenue cycle is sharply seasonal: July leads at $5,911, nearly six times the January low of $1,048. The June–August window accounts for the bulk of annual income, while a modest shoulder season in September–October ($3,521–$3,551) provides some additional cushion before winter softness sets in.
| Month | Trend | Revenue |
|---|---|---|
| January |
|
$1,048 |
| February |
|
$1,190 |
| March |
|
$2,495 |
| April |
|
$2,571 |
| May |
|
$3,370 |
| June |
|
$5,126 |
| July |
|
$5,911 |
| August |
|
$5,173 |
| September |
|
$3,521 |
| October |
|
$3,551 |
| November |
|
$2,465 |
| December |
|
$2,062 |
Four-bedroom homes dominate supply with 20 listings, followed closely by 3-bedrooms at 17. Two-bedroom properties are notably scarce with just 7 listings, though their low occupancy and revenue suggest limited demand for smaller units in this lake-driven market rather than an underserved niche.
| Size | Trend | Value |
|---|---|---|
| 2 bedrooms |
|
7 |
| 3 bedrooms |
|
17 |
| 4 bedrooms |
|
20 |
| 5 bedrooms |
|
9 |
| 6+ bedrooms |
|
6 |
ADR scales steeply with size in Winchester—from $118 for 2-bedroom units up to $555 for 6+ bedrooms. The jump from 4-bedroom ($241) to 5-bedroom ($338) represents a meaningful premium that, combined with higher occupancy at the 5-bedroom tier, makes mid-large properties particularly compelling on a per-night basis.
| Size | Trend | Value |
|---|---|---|
| 2 bedrooms |
|
$118 |
| 3 bedrooms |
|
$230 |
| 4 bedrooms |
|
$241 |
| 5 bedrooms |
|
$338 |
| 6+ bedrooms |
|
$555 |
RevPAN climbs sharply with bedroom count, from just $14 for 2-bedrooms to $117 for 6+ bedroom properties. Five-bedroom listings deliver $91 in RevPAN—roughly double the 4-bedroom figure of $46—highlighting how larger, group-friendly properties extract significantly more revenue per available night.
| Size | Trend | Value |
|---|---|---|
| 2 bedrooms |
|
$14 |
| 3 bedrooms |
|
$40 |
| 4 bedrooms |
|
$46 |
| 5 bedrooms |
|
$91 |
| 6+ bedrooms |
|
$117 |
Five-bedroom properties lead occupancy at 27%, well above the market average of 19%, suggesting strong group-travel demand. Smaller 2-bedroom units lag at just 12%, indicating that Winchester's appeal is centered on larger gatherings rather than couples or solo travelers seeking weekend getaways.
| Size | Trend | Value |
|---|---|---|
| 2 bedrooms |
|
12% |
| 3 bedrooms |
|
18% |
| 4 bedrooms |
|
19% |
| 5 bedrooms |
|
27% |
| 6+ bedrooms |
|
21% |
Monthly revenue ranges from $1,007 for 2-bedroom listings to $8,265 for 6+ bedrooms, with each step up in size delivering a meaningful income increase. The 5-bedroom tier at $5,581 per month offers a strong balance of revenue and likely lower acquisition costs compared to the largest homes.
| Size | Trend | Value |
|---|---|---|
| 2 bedrooms |
|
$1,007 |
| 3 bedrooms |
|
$2,596 |
| 4 bedrooms |
|
$3,503 |
| 5 bedrooms |
|
$5,581 |
| 6+ bedrooms |
|
$8,265 |
Annual revenue potential in Winchester scales dramatically: 6+ bedroom properties earn roughly $99,189 per year, more than eight times the $12,086 generated by 2-bedroom units. For investors targeting the strongest absolute returns, 5-bedroom homes at $66,973 annually represent a high-performing sweet spot before jumping to the highest-cost tier.
| Size | Trend | Value |
|---|---|---|
| 2 bedrooms |
|
$12,086 |
| 3 bedrooms |
|
$31,153 |
| 4 bedrooms |
|
$42,047 |
| 5 bedrooms |
|
$66,973 |
| 6+ bedrooms |
|
$99,189 |
Kitchens (100%), washers (98%), and parking (95%) are table stakes in Winchester, while lake access (66%) and BBQ grills (85%) reflect the market's outdoor, lakefront identity. Hot tubs (21%) and pools (18%) remain differentiators rather than expectations, offering hosts a way to stand out and potentially command higher nightly rates.
| Amenity | Trend | Value |
|---|---|---|
| Kitchen |
|
100% |
| Washer |
|
98% |
| Parking |
|
95% |
| Dryer |
|
93% |
| Self Check-in |
|
93% |
| BBQ Grill |
|
85% |
| Patio or Balcony |
|
66% |
| Lake Access |
|
66% |
| Outdoor Furniture |
|
51% |
| Workspace |
|
48% |
| Backyard |
|
46% |
| Waterfront |
|
34% |
| Hot Tub |
|
21% |
| Pool |
|
18% |
Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.
| Factor | Winchester Performance | Weight |
|---|---|---|
| Revenue-to-Price Ratio | Average | 40% |
| Occupancy Stability | Below average | 30% |
| Market Growth Trend | Above average | 15% |
| Supply/Demand Balance | Below average | 15% |
Winchester's ROI score of 55 out of 100 places it in the Attractive Opportunity band, signaling workable but not exceptional investment potential. The revenue-to-price ratio scores as average and market growth trend rates above average, which are encouraging signs. However, below-average occupancy stability and supply-demand balance warrant caution—pair this data with thorough local regulatory research and conservative cash-flow modeling before committing.
Understanding local STR regulations is essential before investing in Winchester. Here's the current regulatory landscape:
Short-term rental operators in Winchester, Tennessee may need to obtain permits or register with local authorities before listing a property. Investors should verify current requirements with the City of Winchester and Franklin County, as rules can change and may differ from state-level guidance.
Common restrictions in Tennessee's smaller markets can include occupancy limits tied to property size, minimum-stay requirements, noise ordinances, and parking mandates. HOA covenants or deed restrictions may apply to lakefront developments, so buyers should review community-level rules alongside municipal regulations before purchasing.
Tennessee requires collection of state and local sales tax as well as any applicable occupancy or tourism taxes on short-term rentals. Major booking platforms often remit some of these taxes automatically, but hosts should confirm which taxes are covered and file accordingly to stay compliant.
Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Winchester can provide current regulatory guidance.
Financing an Airbnb investment in Winchester requires lenders who understand STR income. Rabbu partner lenders offer:
"Listing supply grew 76% year over year, signaling rising investor interest that could pressure occupancy further if demand doesn't keep pace. Even so, the above-average market growth trend suggests bookings are trending upward, and summer months should continue anchoring revenue with ADRs already at $264. Over the next 12–18 months, expect occupancy to settle in the 18–22% range market-wide while ADR holds steady or edges up 1–3%, particularly for larger lakefront properties that command the strongest premiums. Investors entering now should model conservatively around current occupancy levels and treat any improvement as upside."
— Rabbu Market Analysis Team
Rabbu provides Airbnb and short-term rental market data and statistics across the United States. Our mission is to empower investors with accurate insights and easy-to-use tools, so they can confidently identify and act on the best opportunities in the Airbnb market.
Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Mar, 17 2026. Revenue projections are estimates based on comparable properties and do not guarantee future performance. Data reflects trailing 12-month averages and market conditions as of the dates noted; actual results will vary based on property quality, location, pricing, and management. Local regulations, tax requirements, and permit rules may change; investors should verify current requirements with Winchester and Franklin County authorities before purchasing.
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