David Ramirez
$7,495,000$8,490,0008 bd6 ba$44,801 /mo all-in ↓

1101 Mastic Street, Islamorada FL 33036, ISLAMORADA, FL, 33036

Active102 days on marketListed Apr 28, 2026MLS #A12009440

Reduced $995KWaterfrontSingle Family ResidenceStrattons Subdivision Pb2-

About this home

1101 Mastic Street, Islamorada FL 33036

Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada. & 7 Day Rental Potential, Seller Financing Available. Experience luxury coastal living at its finest in this exceptional Gated bayfront estate, ideally situated in the heart of Islamorada. Set on a rare peninsula with over 225 feet of prime waterfront, this property offers unmatched privacy, panoramic views, and direct access to both the Florida Bay and Atlantic Ocean. Seller will consider all reasonable offers. The main residence features 7 spacious bedrooms and 5 beautifully appointed bathrooms designed with both elegance and comfort in mind--perfect for entertaining or hosting large gatherings. A dramatic third-floor Bird's Nest Sky Lounge features 360-degree glass walls and a walkout rooftop deck, capturing breathtaking vistas in every direction. Expansive living areas and thoughtfully designed spaces capture stunning water views from every angle. A private 1-bedroom, 1-bathroom guesthouse provides the ideal retreat for visitors, accommodating extended family, or potential rental income or creating a secluded retreat. For boating enthusiasts, the estate includes an impressive 85+ foot deep-water yacht slip and four boat lifts, offering seamless access to both the Bay and Ocean--an unparalleled fishing advantage in the Florida Keys.

Facts & features

The home at a glance

8

Bedrooms

6

Bathrooms

1984

Year built

WaterfrontFireplaceBay & Water view

Inside

FlooringTile
AppliancesDishwasher · Disposal · Dryer · Free-Standing Freezer · Microwave · Gas Range · Refrigerator · Washer
InteriorFirst Floor Entry · Built-in Features · Cooking Island · Pantry · Walk-In Closet(s) · Den/Library/Office · Other · Storage · Utility Room/Laundry · Workshop
LaundryUtility Room/Laundry
CoolingCeiling Fan(s) · Central Air · Wall/Window Unit(s) · Zoned
HeatingCentral

Outside & construction

RoofConcrete
ConstructionCBS Construction
ViewBay · Water
FacesSoutheast
ParkingAdditional Spaces Available · Circular Driveway · Covered · Driveway · Golf Cart Parking · Guest · Other · Paver Block · Rv/Boat Parking
ExteriorLighting

Community & fees

Taxes (2025)$16,657/yr
CommunityNone

Utilities & systems

WaterMunicipal Water

The numbers

What it really costs

Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.

$44,801 /mo · 10% down Conventional, 30-yr fixed at 6%

Principal & interest$40,443
PMI (est., until 20% equity)$2,811
Property tax — 2025 actual bill$1,388
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $749,500Loan30-yr fixed at 6%Mortgage insuranceIncludedTaxesActual bill on recordInsuranceFlorida estimate

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

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type

FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.

Down payment10% · $749,500
Interest rate6.00%
Loan term

Estimated payment

$44,801/mo

Principal & interest$40,443
PMI (est., until 20% equity)$2,811
Property taxes (actual bill)$1,388
Est. insurance$160

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.

Where it sits

Inside Islamorada

Map of 1101 Mastic Street, Islamorada FL 33036

Get to know Islamorada. See the full Islamorada guide →

ISLAMORADA 33036 — neighborhood snapshot

Population

3,632

Median age

56.1

Median income

$88,214

Median home value

$995,600

Avg household

2.17

Households w/ children

235

For the school run

Monroe County School District

HighCoral Shores High School★★★★★

School assignments and ratings via edgeAI — always verify with the district.

The numbers that matter

The Islamorada market

Seller’s marketLeans buyer10.3 months of inventoryBuyer’s market

$2.9M$1.5M

Islamorada median sold, yr/yr

89.9%

Sale-to-list ratio (12 mo)

This home is listed 431% above the ISLAMORADA 33036 median. See the full Islamorada market guide →

Paper trail

This home's history

CurrentPrice reduced to $7,495,000 $995K
Apr 28, 2026Listed at $8,490,000 · 102 days on market since
1984Built · Strattons Subdivision Pb2-

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.

David Ramirez

Your agent

David Ramirez

Real Estate Agent · CENTURY 21 Edge

Tours, negotiation, and every question about 1101 Mastic Street — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 1101 Mastic Street — before you fall in love.

See it in person

Schedule a tour

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Goes straight to David’s phone and CRM.

Straight answers

1101 Mastic Street FAQs

What would the monthly payment be for 1101 Mastic Street, Islamorada FL 33036?+

With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $44,801/mo — principal and interest, the actual property-tax bill 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.

What are the property taxes on 1101 Mastic Street, Islamorada FL 33036?+

The most recent tax bill on record (2025) was $16,657. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.

How does the price compare to other homes in Islamorada?+

At $7,495,000, this home is listed about 108% above the Islamorada median of $3,595,000. The market section on this page shows how the area is trending.

Which schools are assigned to 1101 Mastic Street, 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

Three things that matter here

01Positioned at the premium end

$7,495,000 runs 431% above the ISLAMORADA 33036 median.

02Waterfront living

This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.

03The price has already moved

Listed at $8,490,000, now $7,495,000 — a $995K cut. The full history is in the market section below.

Listing courtesy of LoKation · Tracey Petrusha. MLS #A12009440.

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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