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344 High Point Dr, Davenport, FL 33837, USA
Cash-flow positive, but the margin over debt service is thin.
Investment potential
Your scenario · adjust the levers below or open advanced settings to see how returns change
$42,412
$3,534/mo · at 74% occupancy & $226/night
$3,720
$310/mo after costs & mortgage
Cap rate
7%
Cash-on-cash
3.3%
DSCR
1.17
Confidence
Your assumptions
Revenue
$42,412/yr
Market avg: $42,412/yr · 74% occ · $226 ADR
Financing
$21,376/yr
Operating costs
$17,316/yr
How this property compares to similar short-term rentals nearby.
Comparable set · 50 properties
$145–$291
Median $226
33%–94%
Median 74%
$23.4K–$78.1K
Median $40.1K
174–365
Median 282
This property · $42.4K
Comparable properties (50)
Cash flow potential Medium · Appreciation potential Medium
365 days available · 301 days booked ·
365 days available · 216 days booked ·
365 days available · 240 days booked ·
365 days available · 266 days booked ·
281 days available · 246 days booked ·
225 days available · 206 days booked ·
365 days available · 264 days booked ·
233 days available · 190 days booked ·
327 days available · 249 days booked ·
307 days available · 216 days booked ·
297 days available · 235 days booked ·
274 days available · 187 days booked ·
275 days available · 229 days booked ·
297 days available · 220 days booked ·
235 days available · 211 days booked ·
323 days available · 168 days booked ·
320 days available · 210 days booked ·
365 days available · 230 days booked ·
322 days available · 191 days booked ·
335 days available · 193 days booked ·
261 days available · 209 days booked ·
216 days available · 151 days booked ·
247 days available · 197 days booked ·
343 days available · 182 days booked ·
282 days available · 164 days booked ·
275 days available · 222 days booked ·
235 days available · 190 days booked ·
267 days available · 174 days booked ·
244 days available · 161 days booked ·
250 days available · 160 days booked ·
310 days available · 222 days booked ·
253 days available · 189 days booked ·
334 days available · 202 days booked ·
257 days available · 165 days booked ·
264 days available · 228 days booked ·
210 days available · 170 days booked ·
288 days available · 190 days booked ·
311 days available · 246 days booked ·
282 days available · 173 days booked ·
342 days available · 201 days booked ·
358 days available · 162 days booked ·
263 days available · 135 days booked ·
318 days available · 146 days booked ·
219 days available · 187 days booked ·
346 days available · 206 days booked ·
283 days available · 141 days booked ·
174 days available · 113 days booked ·
251 days available · 89 days booked ·
270 days available · 114 days booked ·
189 days available · 127 days booked ·
Revenue and occupancy reflect Chalet's modeled estimates from observed booking activity for comparable active listings. Individual results vary with management, seasonality, and pricing.
Who this property is for
The same property is a great buy for one investor and a trap for another. Here's the honest read.
1031 / high-equity buyer
~$88.2K
Year-1 tax shield
Buying with cash or low leverage removes the debt-coverage problem entirely, so the thesis rests on appreciation plus a large first-year write-off. At roughly 25% of purchase price, the shield is substantial enough to carry the deal on its own.
Price-disciplined buyer
$419.1K
Break-even purchase price
The deal already breaks even at or above the Zestimate, so you don't need a discount to make the math work. Buy at asking and the numbers still hold — rare enough in Davenport to be worth moving on.
DSCR cash-flow buyer
1.17
DSCR at asking
The property covers its debt service at asking but sits below the 1.20 most lenders want to see, so expect a larger down payment or a rate buy-down to get it financed. There's no margin for a soft season.
For a buyer who materially participates and qualifies for the STR tax treatment.
$88.2K
Estimated first-year deduction · range $73.2K–$100.5K
Why this matters here
At a marginal bracket, this deduction can be worth $27.1K–$37.2K in estimated federal tax saved.
This only applies if you meet the IRS material-participation tests for short-term rentals and are not using a full-service property manager.
Estimate, subject to CPA review. Cost-segregation percentages shown here are illustrative and depend on an actual study of the property.
Some states do not conform to federal bonus depreciation, so your state may not allow the same first-year treatment shown above.
Chalet can introduce a cost-segregation partner — this is not tax, legal, or financial advice.
How cash-on-cash return moves with purchase price. The marked line is break-even (1.0 DSCR).
At this price: cash-on-cash +3.3%, DSCR 1.17, cash flow $3,720/yr
| Price vs asking | Price | Cash-on-cash | DSCR | Band |
|---|---|---|---|---|
| -25% | $267,750 | 10.1% | 1.57 | Positive |
| -22% | $278,460 | 9.1% | 1.51 | Positive |
| -15% | $303,450 | 7.0% | 1.38 | Positive |
| -8% | $328,440 | 5.2% | 1.28 | Positive |
| Asking | $357,000 | 3.3% | 1.17 | Positive |
| +8% | $385,560 | 1.7% | 1.09 | Positive |
| +15% | $410,550 | 0.4% | 1.02 | Positive |
Break-even price
$419,123
~-17% under Zestimate. Where this property reaches 1.0 DSCR and neutral cash flow.
Discount needed
−$62,123
The gap between asking and the price a cash-flow buyer can underwrite.
If refi to 5.5% in 24 mo
+$3,133/yr
Illustrative cash-flow improvement at asking price if rates fall. Planning figure, not a forecast.
Annual avg $3,534 · peaks at $4,132 in Jan
Annual avg 68% · peaks at 82% in Mar
$310/mo after all expenses
Cash to close
Down payment, closing costs, and furnishing
$103,530
Return on cash:20.8%
You qualify for STR financing
Your DSCR is 1.17 · lenders typically require 1.0+.
Get matched with 2–3 vetted STR lenders, free.
What the deal returns over the hold — including the tax shield, which is the whole point for an appreciation buyer.
Levered IRR
22.6%
over 5-yr hold, with tax shield
Equity multiple
2.3×
total proceeds vs. $103,530 invested
Projected value at exit
$455,633
year 5 · 5.0% annual appreciation
Tax shield contribution
+7.6 pts
of IRR comes from year-1 depreciation
| Year | Equity | Appreciation | Cumulative cash flow | Total value |
|---|---|---|---|---|
| Year 1 | $91,970 | $17,850 | $36,346 | $146,166 |
| Year 2 | $94,886 | $36,593 | $40,702 | $172,181 |
| Year 3 | $98,014 | $56,272 | $45,704 | $199,990 |
| Year 4 | $101,367 | $76,936 | $51,362 | $229,664 |
| Year 5 | $104,963 | $98,633 | $57,684 | $261,279 |
Projection, not a promise.
Assumes 5.0% annual appreciation, 1.5% rent growth (operating costs held flat), and that the property qualifies for short-term-rental tax treatment. The year-1 depreciation shield depends on a real cost-segregation study and your tax situation — consult a CPA.
Appreciation is the dominant driver of this return. When cash flow is negative, the deal depends on the property gaining value — it is not paying for itself from income.
Appreciation, rent growth, and financing rates are editable under Edit financials.
STR deals turn on local rules and demand that a generalist agent misses. Chalet matches you with a vetted Davenport agent who knows which properties actually cash flow — and which to avoid.
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Real Estate Investment Analysis & Market Insights
Disclaimer
This page and the data presented are for informational purposes only. The information provided should not be construed as financial, legal, or investment advice. Market conditions can change rapidly, and past performance does not guarantee future results. Always consult with qualified professionals before making investment decisions.
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