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1056 S Yachtsman Dr
B+ Composite 75.04
Why this score? — see what drove the B+ grade

The composite is a weighted blend of 9 inputs, each scored 0–100. Each bar is that input's sub-score; the figure is the points it added to the 100-point composite (weight × sub-score).

  • Cash flow +30.0/30.0
  • ARV discount +12.5/15.0
  • 1% rule +10.0/10.0
  • DSCR +10.0/10.0
  • Schools +4.1/10.0
  • Livability +3.4/5.0
  • Rent growth +2.5/5.0
  • Condition / age +2.5/5.0
  • Appreciation +0.0/10.0

$1,150,000

1056 S Yachtsman Dr · Sanibel, FL 33957
3 bd · 2.0 ba · 1,682 sqft · SingleFamily public records · 110 Days on market
Built 1977 0.31 ac lot Est $1295k · 11% under $4/mo HOA

🖨 Deal sheet 📄 Offer letter ✓ Due diligence

Listing remarks MLS

Sanibel Island's desirable East End, ground level, canal home in Sanibel Estates. Enjoy entertaining in the welcoming living room. Create special meals in the remodeled kitchen boasting custom cabinetry, Silestone counters and stainless steel appliances. Dine with views of the sparkling pool, lush landscaping and canal. Adjourn then to your family room where you can relax from a day at the beach fishing, shelling or kayaking. The two-car garage is floored with travertine and under air. This home is perfectly situated for easy on/off the island and is only a short distance to breakfast, lunch, shopping and a homemade ice cream shoppe. Enjoy the historic lighthouse and fishing pier nearby. This would make a wonderful island home, private retreat or investment property.

Key facts

  • Scenic nature trails
  • Landscaped yard
  • Screened-in pool

Tags

SCREENED-IN POOLLANDSCAPED YARDSOUGHT-AFTER NEIGHBORHOODWORLD-RENOWNED BEACHESSCENIC NATURE TRAILSLOCAL SHOPS AND DINING

Property features AI

Finance

  • Other: Pets allowed
  • HOA & community: Homeowners association (annual fee $50); Community boat facilities

Exterior

  • Parking: Attached garage with 2 covered spaces
  • Security: Security/high-impact doors; Smoke detectors
  • Utilities: Public water; Public sewer; Cable available; Municipal irrigation
  • Home design: Single-story; Resale property; Entry at ground level; Faces west; Has a view; Waterfront with canal access; Lot with irregular shape and east exposure
  • Construction: Block, concrete and stucco construction; Tile roof
  • Exterior features: Deck; Fence; Screen-enclosed pool area; Private in-ground pool; Security/high-impact doors; Smoke detectors

Interior

  • Kitchen: Dishwasher; Range; Refrigerator; Freezer; Disposal
  • Flooring: Carpet; Tile
  • Bathrooms: 2 full bathrooms
  • Heating & cooling: Central heating (electric); Central air conditioning (electric); Ceiling fans
  • Interior features: Impact glass windows; Tray ceilings; Living/dining room; Separate shower (shower only); Split bedroom floor plan
  • Laundry & utility: Washer; Dryer

Neighborhood map

Property Rental comp Retail Transit Schools Stadiums Fortune 500 · Circle radius: 3.0 mi
Loading POIs…

What this means for you Summary

Snapshot

  • This is a 3-bed/2.0-bath single-family listed at $1.15M.

Deal economics

  • At list price, monthly cash flow is $7k ($80k/yr) — positive.
  • The deal already cash-flows at list — no discount required.
  • Meets the 1% rule at list price ($18k rent vs $1.15M).
  • Recommended offer: $1.05M (9.0% below list) — sets the bar for market timing.
  • Cap rate 13.7% vs local median 3.8% in Sanibel — top-decile yield for the area; either an underpriced asset or a hidden risk that comps aren't pricing in. Stress-test before assuming the spread holds.

Location & tenants

  • Location reads 67/100 on livability (#541 in FL) — a middle-class / working-renter tenant base. Strengths: schools A+, crime A+, employment A+; Watch: housing D+, amenities F, commute F.
  • Lee (suburban): math 47% / reading 50% proficiency, ranked #42 of 73 in FL (top 58%) — families likely to look elsewhere, expect single-tenant / working-renter base with shorter leases.
  • Market conditions: 526 active listings in the ZIP; 1 comparable units currently listed for rent nearby; 15,411 units permitted in Lee County in 2024 (4,686 in 5+ unit buildings).

Forward outlook

  • Local home prices are declining (-3.0%/yr); year-one equity from $8k of loan paydown is wiped out by about $34k of value loss. Plan a longer hold.
  • Lee County population projected at +44% by 2050 — long-run rental-demand tailwind backs the buy-and-hold thesis.
  • At projected returns (-3.0% appreciation + 3.0% rent growth), your $322k cash investment doubles in ~5 years — after that, you're playing with house money.

Negotiation context

  • It's been on market 110 days — a 9% lower offer ($1.05M) is reasonable based on typical stale-listing flexibility.
  • 4 sale attempts since 8y ago with the ask held roughly flat each time — persistent listings suggest the price (not the market) is what's stuck; bring a comps-based counter.
  • Current owner paid $840k; 37% above their basis — modest negotiation headroom, anchor on the comps not their cost.

Risks & watch-outs

  • Watch-outs: flood insurance adds $427/mo.
  • Climate carrying-cost: in FEMA flood zone AE (mandatory federal flood insurance); severe wind risk, 99% chance of damaging wind over 30y; extreme-heat days projected 7→26/yr by 2055 (HVAC capex compounding) — expect insurance premiums to compound above CPI over the hold.
Recommended offer $1,046,500 (9.0% below list)

Questions for the listing agent

  1. It's been on market 110 days. Have you received any prior offers? Is the seller open to a 9% concession, seller financing, or rate buy-down credit?
  2. Built in 1977 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
  3. What's the actual annual flood-insurance premium (NFIP or private), and is the property in a SFHA with mandatory coverage?
  4. What does the HOA fee cover, when was the last increase, and are there any pending special assessments or reserve-fund shortfalls?
  5. Why hasn't it sold? Are there any deal-killer items the seller is aware of (foundation, flood, title, zoning, code violations)?
  6. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
  7. Schools are A-rated — typically a magnet for longer-tenancy family renters. What's the average tenant stay here, and is there a school-zone premium baked into asking?
  8. What's the average days-on-market for RENTAL listings here right now (not sales)? A rising rental-DOM trend means longer vacancies and softer asking-rent achievability than the comps imply.
  9. What's the recent tenant-quality profile in this submarket — average credit score on applications, eviction rate, late-payment / NSF rate, and stable-employment percentage? A property-management company in the area should have these aggregated.
  10. How much new for-sale + rental construction is in the pipeline within 1–3 miles? Heavy new supply typically softens prices + rents 12–24 months out; constrained supply supports both.

Investment metrics

1% rule
1.58%
Cap rate
13.68%
Cash-on-cash
26.39%
DSCR
2.17
GRM
5.3

CMA / ARV

ARV (on-the-fly)
$1,295,140
Comps found
1
Show comp detail 1 sale within ~0.75 mi
Address Dist Beds/Ba Sqft Sold Price $/sf Match
1154 Harbor Cottage Ct 0.42mi 3/2.0 1,493 (-11%) 16mo $1,150,000 $770 49

Match score weights: distance 35% · size 25% · config 20% · recency 20%. Top-matched comps best support the ARV.

Projected returns pro-forma

-3.0% appreciation · 3.0% rent growth · sell at horizon

5-year hold
IRR
18.2%
Equity multiple
1.74×
Total profit
$237,643
Equity at exit
$171,469
10-year hold
IRR
26.6%
Equity multiple
3.34×
Total profit
$753,272
Equity at exit
$99,431

Cash invested: $322,000 (down + closing). Projections, not guarantees.

Landlord ↔ Tenant lean methodology

Overall (STATE)
87 Strongly Landlord-Friendly
State Florida
87 Strongly Landlord-Friendly · R+3
County
— inherits STATE
City
— inherits STATE
3-day pay-or-quit; preempts local rent control; landlord-friendly statutes. Court speed varies by county.

ZIP-level market 33957

Home prices YoY
-15.7%
Active inventory
526
Price-to-rent
5.3×

Monthly cashflow live

Estimated rent
$18,200 medium interval (Pro) →
Mortgage (P&I)
$6,031
Tax from tax record
$783 /mo · $9,392/yr
Insurance
$479
Flood insurance flood zone
−$427 /mo · $5,118/yr
HOA
$4
Vacancy / Maint / Mgmt
$3,822
Net cashflow
$6,655

Break-even live

Break-even rent $9,776
Max offer price $1,150,000
Occupancy floor 58%

UW: 25.0% down · 7.5% · 30yr · 1.5% tax · 5.0% vac · 8.0% maint · 8.0% mgmt

Financing live

Cash to close

Down payment
$287,500
Closing costs
$34,500
Reserves months
Total cash needed

Loan-product check · same deal, 3 products live

Conventional

25% down · 7.5% · 30yr

Down + closing
Monthly P&I
Monthly cashflow
DSCR
Eligible?

Personal DTI + credit; lowest rate.

DSCR

20% down · 8.5% · 30yr

Down + closing
Monthly P&I
Monthly cashflow
DSCR
Eligible?

No personal income docs; deal must DSCR.

Hard money

10% down · 12.0% · 12mo

Down + closing
Monthly P&I
Monthly cashflow
DSCR
Eligible?

Short-term bridge; refi at stabilization.

Rent comps 1 comps

AddressBedsBaths SqftRent$/sqft DOM Units Dist
424 Lagoon Dr Sanibel, FL 3.0 2.0 1704 $18,200 $10.68 24d 1 0.32mi

HOA detail

Monthly dues
$4 · $48/yr
Likely covers
landscapingpool

Listing history 23 events

  1. 2026-06-17
    days on market $1,150,000 Active 110 DOM
  2. 2026-06-16
    days on market $1,150,000 Active 109 DOM
  3. 2026-06-15
    days on market $1,150,000 Active 108 DOM
  4. 2026-06-13
    days on market $1,150,000 Active 106 DOM
  5. 2026-06-10
    days on market $1,150,000 Active 103 DOM
  6. 2026-06-09
    days on market $1,150,000 Active 102 DOM
  7. 2026-06-07
    days on market $1,150,000 Active 100 DOM
  8. 2026-06-02
    days on market $1,150,000 Active 95 DOM
  9. 2026-06-01
    days on market $1,150,000 Active 94 DOM
  10. 2026-06-01
    days on market $1,150,000 Active 93 DOM
  11. 2026-02-26
    listed $1,150,000 Active
  12. 2025-07-26
    historical
  13. 2025-02-04
    listed $1,199,000 Active
  14. 2020-07-10
    soldstatus $840,000
  15. 2020-07-08
    soldstatus $840,000 Closed 777-char remark
    Show marketing remark (777 chars)

    Sanibel Island's desirable East End, ground level, canal home in Sanibel Estates. Enjoy entertaining in the welcoming living room. Create special meals in the remodeled kitchen boasting custom cabinetry, Silestone counters and stainless steel appliances. Dine with views of the sparkling pool, lush landscaping and canal. Adjourn then to your family room where you can relax from a day at the beach fishing, shelling or kayaking. The two-car garage is floored with travertine and under air. This home is perfectly situated for easy on/off the island and is only a short distance to breakfast, lunch, shopping and a homemade ice cream shoppe. Enjoy the historic lighthouse and fishing pier nearby. This would make a wonderful island home, private retreat or investment property.

  16. 2020-03-02
    status Pending 777-char remark
    Show marketing remark (777 chars)

    Sanibel Island's desirable East End, ground level, canal home in Sanibel Estates. Enjoy entertaining in the welcoming living room. Create special meals in the remodeled kitchen boasting custom cabinetry, Silestone counters and stainless steel appliances. Dine with views of the sparkling pool, lush landscaping and canal. Adjourn then to your family room where you can relax from a day at the beach fishing, shelling or kayaking. The two-car garage is floored with travertine and under air. This home is perfectly situated for easy on/off the island and is only a short distance to breakfast, lunch, shopping and a homemade ice cream shoppe. Enjoy the historic lighthouse and fishing pier nearby. This would make a wonderful island home, private retreat or investment property.

  17. 2019-12-01
    listed $879,000 Active 777-char remark
    Show marketing remark (777 chars)

    Sanibel Island's desirable East End, ground level, canal home in Sanibel Estates. Enjoy entertaining in the welcoming living room. Create special meals in the remodeled kitchen boasting custom cabinetry, Silestone counters and stainless steel appliances. Dine with views of the sparkling pool, lush landscaping and canal. Adjourn then to your family room where you can relax from a day at the beach fishing, shelling or kayaking. The two-car garage is floored with travertine and under air. This home is perfectly situated for easy on/off the island and is only a short distance to breakfast, lunch, shopping and a homemade ice cream shoppe. Enjoy the historic lighthouse and fishing pier nearby. This would make a wonderful island home, private retreat or investment property.

  18. 2019-05-31
    historical
  19. 2019-04-24
    price $875,000
  20. 2019-02-18
    price $879,000
  21. 2018-11-15
    listed $899,000 Active
  22. 2001-01-23
    soldstatus $477,000
  23. 1994-12-02
    soldstatus $250,000

ⓘ Source: listings_history table (triggers on properties + properties_extension) + one-shot backfill from property_details.listing_events for pre-trigger history.

Tax reassessment forecast FL · Resets to sale price

Current annual tax
$9,392 · $783/mo
Projected year-2 tax
$9,545 · $795/mo
Expected delta
+$153/yr (+$13/mo · 1.6%)

ⓘ Screening estimate from a state-policy table — verify with the county assessor before closing.

Climate risk First Street

  • 🌊 Flood 9/10 Extreme FEMA zone AE · 99% chance over 30 yrs
  • 🔥 Wildfire 1/10 Low
  • 🌡 Heat 10/10 Extreme 7 d/yr ≥113°F today · 26 d/yr by 30 yrs out
  • 💨 Wind 10/10 Extreme 99% chance of damaging wind over 30 yrs
  • 🫁 Air quality 2/10 Low 1 unhealthy d/yr today · 1 by 30 yrs out

Nearby sold comps map

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Walkable amenities ~0.75 mi

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Taxation est. · year 1

Rental income
$218,400
− Mortgage interest
−$64,418
− Property taxes
−$9,392
− Insurance
−$10,868
− Repairs & maintenance
−$17,472
− Management
−$17,472
− HOA
−$48
− Depreciation
−$33,455
Taxable income
$65,275
combined federal + state — saved on this device
Est. tax owed @ 24.0%
−$15,666
After-tax cash flow
$64,193/yr

For passive investors: Depreciation is non-cash, so a rental often shows a tax loss while cash-flowing — sheltering income. Rental losses are passive: they offset passive income freely, and up to $25,000/yr can offset ordinary (W-2) income if you actively participate and your MAGI is under $100k (phasing out to $0 by $150k); unused losses carry forward. On sale, claimed depreciation is recaptured at up to 25%, and gains may owe capital-gains tax (a 1031 exchange can defer both). Figures are a year-1 estimate at your 24.0% rate — not tax advice; consult a CPA.

Schools (NCES district)

District
Lee
NCES district ID
1201080
Math proficiency
47% ▼ -11.00%
Reading proficiency
50% ▼ -4.00%
Median HH income
$49,518
Composite
41.49/100
National rank
#3458
State rank
#42 of 73 in FL

Livability — Sanibel

Score
67/100
State rank
#541
US rank
#10166

Category grades

Amenities F Commute F Cost of living F Crime A+ Employment A+ Housing D+ Health & safety D- User ratings A+

Schools grade is shown separately in the Schools card above.

Census & demographics

Census place
Sanibel, FL
City population
6,402
Population (ZIP)
6,402

Population outlook (Lee County) Hauer SSP2

Today (2025)
871,946 people
By 2030
955,468 · +9.6%
By 2040
1,113,587 · +27.7%
By 2050
1,256,891 · +44.1%
By 2075
1,560,270 · +78.9%
By 2100
1,726,848 · +98.0%

Race, ethnicity, and origin ACS 2023

Neighborhood character
Predominantly White (95%)
Race & ethnicity
White 95% Two or more races 2% Asian 1%
Common ancestry
Italian 4% Romanian 4% Slovak 2%
Foreign-born
5% · Canada, China
Languages at home
96% English-only · German/W. Germanic 1% Spanish 1% French/Haitian/Cajun 1%

Political lean MEDSL · Lee

2024 margin
Strong R (+28.4) · D 35.5% · R 63.9%
2008→2024 swing
-18.0pp toward R · 2008: -10.4pp · 2024: -28.4pp
All cycles
2024: R+28.4 2020: R+19.2 2016: R+20.4 2012: R+16.6 2008: R+10.4

Not yet ingested

Civics

Market trends

HPI YoY
▼ -93.08%
Current HPI
501.0
Rent YoY
Metro
State GDP YoY
▲ 3.28%
F500 in state
36

Industry mix (Fortune 500 HQ in FL)

Industry F500 HQs Revenue

Price history

+360.0% since first listed
13 events — show timeline
  • 2026-02-26 Listed $1,150,000 FORTMLS
  • 2025-07-26 Listing Removed FORTMLS
  • 2025-02-04 Listed $1,199,000 FORTMLS
  • 2020-07-10 Sold (Public Records) $840,000 Public Records
  • 2020-07-08 Sold (MLS) $840,000 FORTMLS
  • 2020-03-02 Pending FORTMLS
  • 2019-12-01 Listed $879,000 FORTMLS
  • 2019-05-31 Listing Removed FORTMLS
  • 2019-04-24 Price Changed $875,000 FORTMLS
  • 2019-02-18 Price Changed $879,000 FORTMLS
  • 2018-11-15 Listed $899,000 FORTMLS
  • 2001-01-23 Sold (Public Records) $477,000 Public Records
  • 1994-12-02 Sold (Public Records) $250,000 Public Records

Property tax history

+3.4%/yr

Latest (2025): $9,392 · +4.6% YoY. Source: county tax records.

Cash-flow waterfall

monthly

Sold comps — $/sqft

last 12 mo · ≤1 mi

Loading sold comps…