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4269 Lamont Street, San Diego, CA, USA
Priced too high to cash-flow with a loan — an equity or tax play, not income.
Investment potential
Your scenario · adjust the levers below or open advanced settings to see how returns change
$106,959
$8,913/mo · at 55% occupancy & $652/night
-$17,222
-$1,435/mo after costs & mortgage
Cap rate
4.5%
Cash-on-cash
-5.2%
DSCR
0.76
Confidence
Your assumptions
Revenue
$106,959/yr
Market avg: $106,959/yr · 55% occ · $652 ADR
Financing
$71,350/yr
Operating costs
$52,832/yr
How this property compares to similar short-term rentals nearby.
Comparable set · 42 properties
$313–$1,020
Median $652
24%–86%
Median 55%
$59.3K–$187.0K
Median $100.5K
168–365
Median 283
This property · $107.0K
Comparable properties (42)
Cash flow potential Low · Appreciation potential Medium
349 days available · 225 days booked ·
365 days available · 275 days booked ·
284 days available · 165 days booked ·
284 days available · 163 days booked ·
305 days available · 190 days booked ·
243 days available · 154 days booked ·
263 days available · 131 days booked ·
278 days available · 161 days booked ·
209 days available · 164 days booked ·
289 days available · 144 days booked ·
196 days available · 135 days booked ·
365 days available · 128 days booked ·
168 days available · 116 days booked ·
306 days available · 218 days booked ·
365 days available · 207 days booked ·
251 days available · 127 days booked ·
312 days available · 189 days booked ·
334 days available · 184 days booked ·
299 days available · 182 days booked ·
295 days available · 144 days booked ·
275 days available · 154 days booked ·
326 days available · 188 days booked ·
251 days available · 172 days booked ·
268 days available · 119 days booked ·
282 days available · 183 days booked ·
279 days available · 145 days booked ·
277 days available · 147 days booked ·
276 days available · 156 days booked ·
365 days available · 202 days booked ·
291 days available · 133 days booked ·
326 days available · 164 days booked ·
277 days available · 142 days booked ·
339 days available · 174 days booked ·
183 days available · 140 days booked ·
181 days available · 135 days booked ·
239 days available · 98 days booked ·
202 days available · 163 days booked ·
295 days available · 117 days booked ·
206 days available · 139 days booked ·
269 days available · 137 days booked ·
303 days available · 160 days booked ·
287 days available · 92 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
~$294.3K
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
$904.0K
Break-even purchase price
Break-even is ~24% below the Zestimate, a discount sellers in San Diego rarely accept. Treat the number as a walk-away line rather than an opening offer.
DSCR cash-flow buyer
0.76
DSCR at asking
At asking price the property doesn't cover its own debt service, so it won't qualify for DSCR financing as modeled. If you need cash flow from day one, look at a mid-term-rental fallback or a different San Diego submarket.
For a buyer who materially participates and qualifies for the STR tax treatment.
$294.3K
Estimated first-year deduction · range $244.3K–$335.5K
Why this matters here
At a marginal bracket, this deduction can be worth $90.4K–$124.1K 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.
California does not conform to federal bonus depreciation, so your state tax treatment will differ from the federal figures 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 -5.2%, DSCR 0.76, cash flow -$17,222/yr
| Price vs asking | Price | Cash-on-cash | DSCR | Band |
|---|---|---|---|---|
| -25% | $893,700 | 0.2% | 1.01 | At break-even |
| -22% | $929,448 | -0.6% | 0.97 | Below break-even |
| -15% | $1,012,860 | -2.3% | 0.89 | Below break-even |
| -8% | $1,096,272 | -3.8% | 0.82 | Below break-even |
| Asking | $1,191,600 | -5.2% | 0.76 | Below break-even |
| +8% | $1,286,928 | -6.5% | 0.70 | Below break-even |
| +15% | $1,370,340 | -7.4% | 0.66 | Below break-even |
Break-even price
$903,972
~24% under Zestimate. Where this property reaches 1.0 DSCR and neutral cash flow.
Discount needed
−$287,628
The gap between asking and the price a cash-flow buyer can underwrite.
If refi to 5.5% in 24 mo
+$10,458/yr
Illustrative cash-flow improvement at asking price if rates fall. Planning figure, not a forecast.
Annual avg $8,913 · peaks at $12,208 in Jul
Annual avg 57% · peaks at 75% in Jul
−$1,435/mo after all expenses
Cash to close
Down payment, closing costs, and furnishing
$345,564
Return on cash:12.3%
DSCR below 1.0 — but you can still qualify
Your DSCR is 0.76 · 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
14.5%
over 5-yr hold, with tax shield
Equity multiple
1.8×
total proceeds vs. $345,564 invested
Projected value at exit
$1,520,817
year 5 · 5.0% annual appreciation
Tax shield contribution
+6.6 pts
of IRR comes from year-1 depreciation
| Year | Equity | Appreciation | Cumulative cash flow | Total value |
|---|---|---|---|---|
| Year 1 | $306,978 | $59,580 | $91,678 | $458,237 |
| Year 2 | $316,713 | $122,139 | $76,061 | $514,913 |
| Year 3 | $327,151 | $187,826 | $62,072 | $577,049 |
| Year 4 | $338,344 | $256,797 | $49,735 | $644,876 |
| Year 5 | $350,346 | $329,217 | $39,077 | $718,640 |
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 San Diego agent who knows which properties actually cash flow — and which to avoid.
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This analysis is generated by Chalet's Airbnb Calculator
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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.
4269 Lamont St, San Diego, CA 92109, USA
3 bed 2 bath 8 guests
Revenue
$80,849/yr
Daily Rate
$459
Occupancy
0.7%
4369 Lamont Street, San Diego, CA, USA
3 bed 2 bath 8 guests
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$80,636/yr
4069 Lamont St, San Diego, CA 92109, USA
3 bed 2 bath 8 guests
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$81,464/yr
4269 Lamont St, San Diego, CA 92109, USA
3 bed 2 bath 8 guests
Revenue
$80,849/yr
4269 Lamont St, San Diego, CA 92109, USA
3 bed 2 bath 8 guests
Revenue
$80,849/yr
4269 Lamont St, San Diego, CA 92109, USA
3 bed 2 bath 8 guests
Revenue
$77,944/yr
Daily Rate
$455
Occupancy
0.7%
Daily Rate
$468
Occupancy
0.6%
Daily Rate
$459
Occupancy
0.7%
Daily Rate
$459
Occupancy
0.7%
Daily Rate
$468
Occupancy
0.6%