617 Front St Unit A52 Penthaus Week 32 · Key West, FL 33040

$59,000

2 bd · 2.0 ba · 1,120 sqft · SingleFamily · 75 Days on market

Built 1983 7,374 sqft lot $132/mo HOA · 4% of rent

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Why this score? — see what drove the D+ 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 +15.0/30.0
• ARV discount +7.5/15.0
• 1% rule +5.0/10.0
• DSCR +5.0/10.0
• Schools +4.6/10.0
• Livability +4.1/5.0
• Rent growth +3.6/5.0
• Condition / age +2.5/5.0
• Appreciation +0.0/10.0

Listing remarks

PENTHOUSE! Beautiful straight-on views of the Gulf, Pool, Beach, Sunsets, and Tiki Bar. Enjoy week 32 in this Timeless Timeshare and celebrate Lobster Week and the Rum Festival. The Galleon resort has Elevators, a rooftop deck, a gated parking garage, a sauna, an exercise room, and the Pirates Cove Cafe and Outdoor gas grills, which are located on the Marina side of the Galleon. Stay or rent it out! This unit's potential rental income ranges from $4,165 to $6,195 for the week. New 2026 furnishings! The penthouse has tall, vaulted ceilings and extra windows, allowing for natural light. This unit sleeps six with 2 beds, 2 baths, and a sleeper sofa. These photos are of a similar unit taken nex

Key facts

• Private balconies
• Jetted soaking tub
• Rooftop deck

Tags

• ROOFTOP DECK
• GATED PARKING GARAGE
• EXERCISE ROOM
• OUTDOOR GAS GRILLS
• PRIVATE BALCONIES
• JETTED SOAKING TUB

Property features AI

Finance

• Other: Located on a corner lot with paved city street frontage; Lot features include dead-end street, few trees, historic area, front and rear sprinklers; Waterfront with ocean front and ocean access
• Financial info: Unit is furnished
• HOA & community: Part of Galleon Resort HOA; Annual association fee; Association amenities include barbecue, beach access, cable TV, elevators, fitness center, gated access, grounds and structure maintenance, full-time management, marina, sauna, security, spa/hot tub, trash and water

Exterior

• Parking: Garage (1 space); Gated parking lot with unassigned spaces
• Security: 24-hour security; Gated with guard; Security gate; Closed-circuit cameras; Security lights; Smoke and carbon monoxide detectors; Fire alarm and sprinkler system
• Utilities: Public sewer; Water available and connected; Electricity available and connected; Natural gas available; Cable available and connected
• Home design: Timeshare property (attached unit); One-story layout; Entry at level 5; South-facing
• Construction: Built with block, concrete and stucco; Membrane and metal roofing
• Exterior features: Balcony; Courtyard; Outdoor shower; Impact windows; Storm shutters; Covered deck/patio

Interior

• Kitchen: Dishwasher; Disposal; Electric cooktop and electric oven/range; Microwave; Refrigerator; Ice maker (plumbed)
• Bedrooms: 2 bedrooms on the main level
• Flooring: Tile
• Bathrooms: 2 full bathrooms
• Heating & cooling: Central heating (electric); Central air conditioning
• Interior features: Breakfast bar and breakfast nook; Built-in features; Ceiling fans; Entrance foyer; His-and-hers closets; Open floor plan; Pantry; Primary bath with separate tub and shower; Wet bar
• Laundry & utility: In-unit laundry with stacked washer/dryer; Washer and dryer hookups (electric dryer hookup)

What this means for you Summary

Snapshot

• This is a 2-bed/2.0-bath single-family listed at $59k.

Deal economics

• At list price, monthly cash flow is $2k ($24k/yr) — positive.
• The deal already cash-flows at list — no discount required.
• Meets the 1% rule at list price ($3k rent vs $59k).
• Recommended offer: $55k (6.0% below list) — sets the bar for market timing.
• Cap rate 47.4% vs local median 0.8% in Key West — 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 82/100 on livability (#65 in FL, #1,123 nationally) — a professional / high-income tenant draw. Strengths: amenities A+, commute A+, employment A+; Watch: crime D+, cost of living F.
• Monroe (town): math 50% / reading 55% proficiency, ranked #23 of 73 in FL (top 32%) — acceptable for families but not a draw, mixed tenant base, ~2y average lease.
• Market conditions: Rents rising fast (+4.5%/yr); 496 active listings in the ZIP; solid renter incomes; 332 units permitted in Monroe County in 2024 (42 in 5+ unit buildings).
• This rent runs 45% of the median local income ($87k/yr) — at the standard rent-burdened threshold; future hikes will face affordability resistance.

Forward outlook

• Local home prices are declining (-3.0%/yr); year-one equity from $408 of loan paydown is wiped out by about $2k of value loss. Plan a longer hold.
• Monroe County population projected at +28% by 2050 — long-run rental-demand tailwind backs the buy-and-hold thesis.
• At projected returns (-3.0% appreciation + 4.5% rent growth), your $17k cash investment doubles in ~1 year — after that, you're playing with house money.

Negotiation context

• It's been on market 75 days — a 6% lower offer ($55k) is reasonable based on typical stale-listing flexibility.

Recommended offer $55,460 (6.0% below list)

Questions for the listing agent

1. It's been on market 75 days. Have you received any prior offers? Is the seller open to a 6% concession, seller financing, or rate buy-down credit?
2. What does the HOA fee cover, when was the last increase, and are there any pending special assessments or reserve-fund shortfalls?
3. Why hasn't it sold? Are there any deal-killer items the seller is aware of (foundation, flood, title, zoning, code violations)?
4. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
5. Schools are B-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?
6. Crime grade is D in this area — have there been break-ins, vandalism, or insurance claims at this property in the last 3 years? What carrier currently insures it and at what premium?
7. The area grade is low — what's the realistic commute time and amenity access for the typical tenant pool here? Any planned neighborhood developments (good or bad) we should know about?
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: 5.49% ✓
• Cap rate: 47.38%
• Cash-on-cash: 146.74%
• DSCR: 7.53
• GRM: 1.5

CMA / ARV

• ARV (on-the-fly): $1,324,960
• Comps found: 12

Show comp detail 12 sales within ~0.75 mi

Address	Dist	Beds/Ba	Sqft	Sold	Price	$/sf	Match
617 Front St Unit B-41 Week 28	0.02mi	2/2.0	1,120 (0%)	0mo	$20,000	$18	99
710 William St	0.65mi	2/2.5	1,120 (0%)	12mo	$1,325,000	$1,183	57
515 Petronia St	0.65mi	2/2.0	1,200 (+7%)	3mo	$1,400,000	$1,167	56
618 Mickens Ln	0.61mi	2/2.5	1,056 (-6%)	6mo	$800,000	$758	55
709 Frances St	0.70mi	1/1.5 (-1)	1,095 (-2%)	3mo	$875,000	$799	54
716 Elizabeth St	0.61mi	3/2.0 (+1)	1,049 (-6%)	9mo	$875,000	$834	49
819 Elizabeth St	0.69mi	2/2.0	1,025 (-8%)	9mo	$1,525,000	$1,488	46
1120 Stump Ln	0.63mi	2/2.0	952 (-15%)	1mo	$1,135,000	$1,192	45
626 Canfield Ln	0.59mi	3/2.0 (+1)	1,223 (+9%)	9mo	$2,600,000	$2,126	45
11 Lowes Ln	0.55mi	3/3.0 (+1)	1,203 (+7%)	13mo	$2,400,000	$1,995	43
715 Chapman Ln	0.71mi	1/2.0 (-1)	1,212 (+8%)	8mo	$1,700,000	$1,403	42
705 Chapman Ln	0.69mi	3/1.0 (+1)	1,231 (+10%)	2mo	$1,100,000	$894	40

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 · 4.52% rent growth · sell at horizon

5-year hold

• IRR: —
• Equity multiple: 8.52×
• Total profit: $124,259
• Equity at exit: $8,797

10-year hold

• IRR: —
• Equity multiple: 18.90×
• Total profit: $295,693
• Equity at exit: $5,101

Cash invested: $16,520 (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.

Methodology + full state rankings →

ZIP-level market 33040

• Rents YoY: 4.5%
• Active inventory: 496
• Price-to-rent: 1.5×

Monthly cashflow live

• Estimated rent: $3,240 medium
• Mortgage (P&I): −$309
• Tax est. 1.5%: −$74 /mo · $885/yr
• Insurance: −$25
• HOA: −$132
• Vacancy / Maint / Mgmt: −$680
• Net cashflow: $2,020

Break-even live

Break-even rent $683

Max offer price $59,000

Occupancy floor 33%

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: $14,750
• Closing costs: $1,770
• Reserves months: —
• Total cash needed: —

HOA detail

• Monthly dues: $132 · $1,584/yr
• Likely covers: gaspoolsecurity

Listing history 18 events

1. 2026-06-19
   days on market $59,000 Active 75 DOM
2. 2026-06-18
   days on market $59,000 Active 74 DOM
3. 2026-06-17
   days on market $59,000 Active 73 DOM
4. 2026-06-16
   days on market $59,000 Active 72 DOM
5. 2026-06-15
   days on market $59,000 Active 71 DOM
6. 2026-06-14
   days on market $59,000 Active 69 DOM
7. 2026-06-13
   days on market $59,000 Active 68 DOM
8. 2026-06-10
   days on market $59,000 Active 66 DOM
9. 2026-06-09
   days on market $59,000 Active 65 DOM
10. 2026-06-08
    days on market $59,000 Active 64 DOM
11. 2026-06-07
    days on market $59,000 Active 63 DOM
12. 2026-06-05
    days on market $59,000 Active 60 DOM
13. 2026-06-03
    days on market $59,000 Active 59 DOM
14. 2026-06-02
    days on market $59,000 Active 58 DOM
15. 2026-06-01
    days on market $59,000 Active 57 DOM
16. 2026-05-31
    days on market $59,000 Active 56 DOM
17. 2026-05-30
    days on market $59,000 Active 55 DOM
18. 2026-04-05
    listed $59,000 Active

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

Taxation est. · year 1

• Rental income: $38,883
• − Mortgage interest: −$3,305
• − Property taxes: −$885
• − Insurance: −$295
• − Repairs & maintenance: −$3,111
• − Management: −$3,111
• − HOA: −$1,584
• − Depreciation: −$1,716
• Taxable income: $24,877
• Est. tax owed @ 24.0%: −$5,970
• After-tax cash flow: $18,270/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: Monroe
• NCES district ID: 1201320
• Math proficiency: 50% ▼ -14.00%
• Reading proficiency: 55% ▼ -6.00%
• Median HH income: $56,955
• Composite: 45.51/100
• National rank: #2608
• State rank: #23 of 73 in FL

Livability — Key West

• Score: 82/100
• State rank: #65
• US rank: #1123

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

• Census place: Key West, FL
• County: Monroe County · 66,185 people
• City population: 35,429
• Metro: Key West, FL
• Population (ZIP): 35,429
• Household income: $86,586
• Rent vs Own: 49.8% rent · 50.2% own
• Severe rent burden: 2502.0

Population outlook (Monroe County) Hauer SSP2

• Today (2025): 90,706 people
• By 2030: 96,308 · +6.2%
• By 2040: 106,565 · +17.5%
• By 2050: 116,500 · +28.4%
• By 2075: 141,423 · +55.9%
• By 2100: 151,947 · +67.5%

Race, ethnicity, and origin ACS 2023

• Neighborhood character: Diverse neighborhood (Simpson 0.61)
• Race & ethnicity: White 56% Hispanic / Latino 26% Two or more races 16% Black 12% Asian 2%
• Hispanic origin (detail): Mexican 2% Puerto Rican 2% Cuban 14%
• Common ancestry: Hispanic 6% Romanian 2% Scotch-Irish 2%
• Foreign-born: 22% · Canada, Dominican Republic
• Languages at home: 76% English-only · Spanish 17% French/Haitian/Cajun 2% Russian/Polish/Slavic 2%

Political lean MEDSL · Monroe

• 2024 margin: R (+18.3) · D 40.5% · R 58.8%
• 2008→2024 swing: -23.2pp toward R · 2008: 4.9pp · 2024: -18.3pp
• All cycles: 2024: R+18.3 2020: R+7.9 2016: R+6.9 2012: D+0.4 2008: D+4.9

Not yet ingested

• Civics: —

Market trends

• HPI YoY: ▼ -814.48%
• Current HPI: 168.5706
• Rent YoY: ▲ 4.52%
• Metro: Key West, FL
• State GDP YoY: ▲ 3.28%
• F500 in state: 36

Industry mix (Fortune 500 HQ in FL)

Industry	F500 HQs	Revenue
▸Industrial Technology	2	$29B
▸Insurance	2	$17B
▸Retail	1	$60B
▸Technology Distribution	1	$58B
▸Homebuilding	1	$35B
▸Technology Manufacturing	1	$35B

Price history

1 event — show timeline

• 2026-04-05 Listed $59,000 SCMLS