For SaleRisky Deal4 days on market

5585 Trailwinds Dr APT 324

5585 Trailwinds Dr APT 324, Fort Myers, FL 33907, Fort Myers, FL 33907
$179,000

Listing Price

Property image 1
5585 Trailwinds Dr APT 324, Fort Myers, FL 33907
Loc: Fort Myers, FL
Days Listed
4
Tax Assessed
$188k
Lot Size
7,658 sqft
Type
condo

More Than Just a Property

We believe a home extends beyond its walls. That's why we help you explore the pulse of the community—from top-rated schools to essential emergency services. Your safety, well-being, and connection to the neighborhood matter to us.

4.9
Safety Score
A+
Schools

Nearby Schools

Educational options and performance ratings in the area.

5

Villas Elementary School

PK-5
0.4 mi away
7

Cypress Lake Middle School

6-8
3 mi away
2

South Fort Myers High School

9-12
2.4 mi away

Property Overview

No property narrative or remarks were supplied in the source listing records. Underwriting and financial metrics are calculated directly from public record data and MLS attributes.

Features & Amenities

Condominium1985Central, ElectricCentral Air, Electric1 Carport space$9,355 annually5 Days$151

Haven AI Verdict

Recommendation
Risky
Confidence Score: 1/10
Exercise caution due to potential market volatility.
Cap Rate
5.36%
Total ROI
75.3%
Cash Flow
$-129/mo
DSCR
0.86
Was this AI Verdict accurate?

Data provided by Haven AI. Disclaimer

Haven AI

Property yields an estimated $-129/mo net cash flow with a 5.4% cap rate. Underwriting indicates risky fundamentals for long-term hold.

Strengths
  • Prime residential location in Fort Myers, FL
  • Long-term capital appreciation corridor
Considerations
  • Verify historical operating expenses and local tax assessment
  • Confirm current lease terms and tenant estoppel certificates

10-Year Price Projection

Price & Tax History

Price History

DateEventPricePrice/sqft
2026-09-10Listed for sale$179,000$151
2002-03-13Sold$125,000$105
2000-05-02Sold$83,900$71

Tax History

YearProperty TaxTax Assessment
2025$2,248.46$152,271
2024$2,355.15$138,428
2023$2,171.36$125,844
2022$1,743.81$114,404
2021$1,492.48$104,004
2020$1,653.06$112,243
2019$1,784.3$120,318
2018$1,784.3$120,318
2017$1,760.32$121,933
2016$1,729.75$110,908
2015$1,606.52$97,900
2014$1,477.74$85,900
2013$1,291.49$91,900
2012$1,078.16$72,400
2011$945.6$58,300
2010$1,284.44$77,500
2009$1,537.76$97,240
2008$2,155.76$143,200
2007$2,368.79$156,100
2006$2,149.98$136,300
2004$1,917.48$104,000
2003$1,991.87$104,000
2002$1,655.84$85,000
2000$0$64,000
Nathaniel Pitchon-Getzels Logo
Getzels Group
Haven Team
CalRE #01884947
Call / Text
818.535.5337

Property Specs

Beds
3
Baths
2
Sq Ft
1,187
Address-Level Value-Add Underwriting

ARV, Rehab & Maximum Allowable Offer (MAO)

Model contractor scopes, estimated after-repair value (ARV) projections, and determine your purchase price ceiling to protect target margins.

Modeled value-add projection (+18% baseline) for 3b/2ba in Fort Myers
+18% vs. list
$
$53,415
75% Rule
Maximum Allowable Offer (MAO)
$105,000

Calculated as (75% × $211,220) − $53,415

Asking Price is $74,000 (41.3%) Above MAO
To achieve your target margin of 25%, submit an initial counteroffer closer to $105,000 based on $53,415 in required updates.
Current Asking Price:$179,000
Estimated ARV:$211,220
Estimated Renovation:$53,415
All-In Capital Basis (MAO + Rehab):$158,415
Projected Equity Margin:+$52,805
Institutional Underwriting Ledger

Investment Numbers & Operating Model

Standardized cash flow underwriting modeled with state tax schedules, regional insurance hazard risk, and disciplined operating reserves.

Data Provenance:[Observed] List Price: $179,000[Estimated] Rent: $1,432/mo[Estimated] Tax Rate: 0.98% (FL)[Estimated] Hazard Ins: $150/mo[Defaulted] Reserves: 23% OpEx Baseline
Haven ScoreRisky
1/ 10

Multi-factor yield grade

Cap Rate (Unleveraged)
5.36%

NOI: $9,593/yr

Cash-on-Cash Yield
-3.8%

On $41,170 invested

DSCR Ratio
0.86x

Negative debt coverage

5-Yr Leveraged ROI
+75.3%

Equity + cumulative cash

Financing Scenario Controls
Adjust down payment & rates to model your personalized return

Monthly Cash Flow Breakdown

Monthly Operating Deductions
[Estimated]Property Taxes (0.98% of basis)-$153/mo
[Estimated]Homeowner / Hazard Insurance-$150/mo
[Defaulted]Vacancy Reserve (5% of rent)-$72/mo
[Defaulted]Repairs & Maintenance (10% of rent)-$143/mo
[Defaulted]Property Management (8% of rent)-$115/mo
Total Pure Operating Expenses-$633/mo
Net Investor Cash Flow
Gross Scheduled Rent+$1,432/mo
Less: Operating Expenses-$633/mo
Net Operating Income (NOI)+$799/mo
Less: Debt Service (30yr @ 6.75%)-$929/mo
Net Cash Flow
$-129/mo
$-1,552/year
Underwrite with Acquisition CalculatorsTransfer this property's exact numbers into dedicated underwriting tools:

Similar Properties Nearby

Explore other investment opportunities in Fort Myers.