
111 Anglers Way, Islamorada FL 33036, ISLAMORADA, FL, 33036
Active320 days on marketListed Sep 23, 2025MLS #A11880379
About this home
111 Anglers Way, Islamorada FL 33036
Your dream getaway in the heart of the Florida Keys! This light-filled, spacious 2br/2bth home is located in the highly sought-after Angler's Reef community in Islamorada. Fully furnished, tastefully decorated and turnkey, this well-maintained property is perfect for ocean lovers or savvy investors alike. With over 12 years in a successful vacation rental program and an active vacation rental license, this home offers immediate income potential. Just bring your suitcase and start enjoying or earning from day one! Oceanfront community pool and marina, two private sandy beaches, gated community, pet friendly and direct ocean access. As a personal tropical retreat or a high-performing investment property, this home has it all. Don’t miss your chance to own a piece of paradise!
Facts & features
The home at a glance
2
Bedrooms
2.5
Bathrooms
1,376
Sqft
2007
Year built
$872
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$8,499 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$8,499/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs Islamorada actives
$872 vs $1,593
Days on market
320 vs 83 typical
Where $872/sqft sits among the 20 Islamorada actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Windley Key
Get to know Islamorada. See the full Islamorada guide →
Windley Key — neighborhood snapshot
Population
91
Median age
46
Median income
$63,278
Median home value
$1,369,300
Avg household
2
Households w/ children
14%
For the school run
Monroe County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Islamorada market
$2.9M → $1.5M
Islamorada median sold, yr/yr
89.9%
Sale-to-list ratio (12 mo)
1 of 20
Islamorada actives have cut their price
This home is listed 15% below the ISLAMORADA 33036 median. See the full Islamorada market guide →
Paper trail
This home's history
Reality check
What actually sold near 111 Anglers Way
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jan ’26$1,350,000
120 Anglers Way, Islamorada FL 33036
2 bd · 2.5 ba · 1,137 sqft · $1,187/sqft · 388 DOM
Sold · Apr ’26$1,335,000
84745 Old Hwy # 4, Islamorada FL 33036
3 bd · 3 ba · 1,680 sqft · $795/sqft · 27 DOM
Sold · May ’26$1,435,000
84745 Old Hwy # 7, Islamorada FL 33036
3 bd · 3 ba · 1,680 sqft · $854/sqft · 61 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 111 Anglers Way — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 111 Anglers Way — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
111 Anglers Way FAQs
What would the monthly payment be for 111 Anglers Way, Islamorada FL 33036?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $8,499/mo — principal and interest, the actual property-tax bill, the $690/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 111 Anglers Way, Islamorada FL 33036?+
The association fee works out to $690 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 111 Anglers Way, Islamorada FL 33036?+
The most recent tax bill on record (2024) was $8,683. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 111 Anglers Way, Islamorada FL 33036?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Islamorada?+
At $1,199,990, this home is listed about 67% below the Islamorada median of $3,595,000. The market section on this page shows how the area is trending.
Which schools are assigned to 111 Anglers Way, Islamorada FL 33036?+
Coral Shores High School (high) — Monroe County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Under the ISLAMORADA 33036 market on paper
$1,199,990 is 15% below the ISLAMORADA 33036 median of $1,412,500, and at $872/sqft it sits under the Islamorada average of $1,741.
02Garden views
The garden view is part of what you're buying — views hold value independently of the structure.
03Know the monthly fee
The association fee is $690/mo. That usually buys real services — verify what's covered before comparing this home against fee-free alternatives.
04Time on market is leverage
320 days on market against a Islamorada median of 83 — sellers in this position are usually ready to negotiate.
Keep looking
Similar homes nearby
Listing courtesy of Serrano & Associates Real Estate, LLC · Rosana Velilla. MLS #A11880379.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Miami Association of REALTORS®.
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