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View PropertiesAs of Apr, 27 2026
Rabbu ROI Score
Winchester presents a competitive opportunity: investor interest and demand are strong, but higher prices or tighter competition may require more selective deal sourcing.
Winchester, CA is a small but growing short-term rental market with just 40 active Airbnb listings and an average annual revenue of $17,816. The market's ADR of $198 sits well below the California state average of $551, while occupancy at 32% also trails the 43% state benchmark. With average home values near $767K, investors will need to be highly selective in deal sourcing — though 4-bedroom properties stand out with significantly stronger revenue potential at $59,391 annually.
According to Rabbu market data, the Winchester short-term rental market shows:
| Metric | Context | Value |
|---|---|---|
| Active Airbnb Listings | As of Apr, 27 2026 | 40 |
| Average Daily Rate (ADR) | vs. $551 state avg. | $198 |
| Average Occupancy Rate | vs. 43% state avg. | 32% |
| RevPAN | ADR * Occupancy Rate | $63 |
| Average Monthly Revenue | Historical 12-month average | $1,484 |
| Average Annual Revenue | Historical 12-month average | $17,816 |
Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026.
Investors may consider Winchester for its low competition, suburban Southern California appeal, and outsized revenue potential in larger property configurations.
Key investment factors
"Winchester presents a competitive but narrow opportunity for STR investors willing to do their homework. The 43-out-of-100 ROI score reflects average revenue-to-price ratios and below-average occupancy stability, meaning cash flow won't come easy without the right property type and pricing strategy. Seasonality is pronounced — revenue swings from a $2,928 peak in April down to $953 in September — so operators should budget for lean summer and fall months. Larger 4-bedroom homes clearly outperform the rest of the market, making property selection the single biggest lever for success here."
— Rabbu Market Analysis Team
Winchester shows sharp seasonality, with April ($2,928) and March ($2,470) delivering the highest revenues while September ($953) and October ($967) mark the low points — a spread of nearly 3x between peak and trough. Investors should expect roughly five stronger months (February through April, plus November–December) and plan cash reserves for the quieter summer and early fall stretch.
| Month | Trend | Revenue |
|---|---|---|
| January |
|
$1,381 |
| February |
|
$1,747 |
| March |
|
$2,470 |
| April |
|
$2,928 |
| May |
|
$1,173 |
| June |
|
$1,023 |
| July |
|
$1,236 |
| August |
|
$1,240 |
| September |
|
$953 |
| October |
|
$967 |
| November |
|
$1,323 |
| December |
|
$1,369 |
One-bedroom units dominate Winchester's supply at 21 of 40 total listings, followed by 4-bedrooms (7) and 2-bedrooms (5), with no 3-bedroom inventory currently listed. The absence of 3-bedroom properties could represent a gap in the market worth exploring for investors looking to differentiate.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
21 |
| 2 bedrooms |
|
5 |
| 4 bedrooms |
|
7 |
ADR jumps significantly with size — from $69 for 1-bedrooms to $180 for 2-bedrooms and $388 for 4-bedroom properties. The steep premium for 4-bedroom listings suggests strong group or family demand willing to pay top dollar, though investors should weigh this against the higher acquisition and operating costs of larger homes.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$69 |
| 2 bedrooms |
|
$180 |
| 4 bedrooms |
|
$388 |
Four-bedroom properties deliver the highest RevPAN at $88, outpacing 2-bedrooms ($55) and 1-bedrooms ($26) by a wide margin. Despite lower occupancy, the premium nightly rates for larger homes more than compensate, making 4-bedroom configurations the most efficient revenue generators on a per-available-night basis.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$26 |
| 2 bedrooms |
|
$55 |
| 4 bedrooms |
|
$88 |
Occupancy decreases as property size increases: 1-bedrooms lead at 38%, 2-bedrooms come in at 31%, and 4-bedrooms sit at 23%. While smaller units stay fuller, the significantly higher ADR of larger properties means lower occupancy doesn't necessarily translate to weaker financial performance.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
38% |
| 2 bedrooms |
|
31% |
| 4 bedrooms |
|
23% |
Four-bedroom properties are the clear revenue leaders at $4,949 per month — roughly 3x the $1,651 earned by 2-bedrooms and over 8x the $585 from 1-bedroom listings. For investors prioritizing monthly cash flow, larger properties in Winchester offer a substantially different income profile than the smaller units that dominate supply.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$585 |
| 2 bedrooms |
|
$1,651 |
| 4 bedrooms |
|
$4,949 |
Annual revenue potential ranges from $7,020 for 1-bedroom units to $59,391 for 4-bedroom properties, with 2-bedrooms in between at $19,818. The 4-bedroom segment offers the strongest absolute return potential and may justify the higher home prices in Winchester, particularly for investors focused on maximizing gross revenue.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$7,020 |
| 2 bedrooms |
|
$19,818 |
| 4 bedrooms |
|
$59,391 |
Parking leads at 98% prevalence — nearly universal and likely essential in this suburban market — followed by a workspace (80%) and self check-in (75%). The high rates of kitchens (70%), laundry facilities (53%), and outdoor features like backyards (50%) and BBQ grills (48%) signal that guests expect a comfortable, home-like experience geared toward longer or family-oriented stays.
| Amenity | Trend | Value |
|---|---|---|
| Parking |
|
98% |
| Workspace |
|
80% |
| Self Check-in |
|
75% |
| Kitchen |
|
70% |
| Dryer |
|
53% |
| Washer |
|
53% |
| Backyard |
|
50% |
| Outdoor Furniture |
|
50% |
| BBQ Grill |
|
48% |
| Patio or Balcony |
|
43% |
| Pets |
|
30% |
| Hot Tub |
|
28% |
| Pool |
|
25% |
| EV Charger |
|
8% |
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 | Average | 15% |
| Supply/Demand Balance | Average | 15% |
Winchester's ROI Score of 43 out of 100 places it in the 'Competitive Opportunity' band, meaning the market has real potential but demands careful property selection and pricing discipline. The score reflects average revenue-to-price ratios and market growth trends, tempered by below-average occupancy stability — a signal that income can fluctuate meaningfully across seasons. Investors should pair this data with thorough local regulatory research and focus on property types (particularly 4-bedrooms) that have demonstrated stronger per-night revenue performance.
Understanding local STR regulations is essential before investing in Winchester. Here's the current regulatory landscape:
Short-term rental operators in Winchester, which falls within Riverside County, California, should verify whether a local STR permit or business license is required before listing a property. Investors are encouraged to check directly with the County of Riverside planning department for the most current registration requirements.
Common restrictions that may apply include occupancy limits based on property size, minimum stay requirements, noise ordinances, and designated parking rules. HOA restrictions are also prevalent in many Winchester communities and can prohibit or limit short-term rentals, so reviewing CC&Rs before purchasing is essential.
California requires short-term rental hosts to collect and remit Transient Occupancy Tax (TOT), and Riverside County may impose additional local lodging taxes. Many booking platforms handle tax collection automatically, but hosts should confirm compliance with both state and county obligations.
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:
"Over the next 12–18 months, Winchester's STR market is likely to remain a niche opportunity rather than a high-volume play. Seasonal patterns show spring as the clear demand driver — April peaked at $2,928 in average monthly revenue — suggesting revenue could concentrate in a relatively narrow window. Occupancy may hover around 30–35%, and ADR could see modest gains of 1–3% if supply growth stays moderate. Investors targeting larger properties should watch whether the 100% year-over-year listing growth introduces meaningful competition or simply reflects an emerging market finding its footing."
— 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 Apr, 27 2026. Revenue projections are estimates based on comparable properties and do not guarantee future performance. Data reflects trailing 12-month averages and may not capture very recent market shifts. Local regulations, HOA rules, and tax requirements vary and should be independently verified before investing.
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