CENTURY 21 Edge
Short-Term Rental Eligible
$2,377,000$2,488,0004 bd4 ba2,415 sqft$984 /sqft$15,006 /mo all-in ↓

2301 GULF OF MEXICO DRIVE UNIT 12N and 11N, LONGBOAT KEY, FL, 34228

Active244 days on marketListed Dec 20, 2025MLS #A4675054

Reduced $111KWaterfrontCondominiumISLANDER CLUB OF LONGBOAT

About this home

2301 GULF OF MEXICO DRIVE UNIT 12N and 11N

Rare Beachfront Opportunity - Two Adjacent Residences at The Islander Club, South Longboat Key Seize a truly rare and unique opportunity to own two adjacent Gulf-front residences in the North Tower of The Islander Club on South Longboat Key. Featuring highly sought-after southwest and northwest exposures, these first-floor walk-out condos live like a maintenance-free beachfront home, with no stairs or elevators and direct access from two private terraces to the Olympic-size beachfront pool and the private white sandy shores of the Gulf of Mexico’s crystal clear aqua waters. Combined, the residences offer 2,500+ square feet of Gulf-front living space, including four beachfront bedrooms and four full bathrooms, two balconies with over 500 square feet of total outdoor frontage, and expansive walls of glass showcasing panoramic Gulf views, brilliant sunshine, gorgeous sunsets, and refreshing cross-breezes. The layout functions as an expansive and seamless beachfront residence with flexible configuration options—combine both units into one refined Gulf-front luxury home, or live in one and rent the other, or tailor and customize the space for personal use or investment potential. Located directly on the beach in South Longboat Key, this one-of-a-kind legacy property is just three miles from St. Armands Circle and minutes from downtown Sarasota’s dining, shopping, and cultural attractions. Two covered parking spaces are included, along with additional guest parking available. The Islander Club features 400 feet of private beachfront, a new fitness and community center, beachfront pool, two Har-Tru tennis courts (soon to be remodeled for pickleball use as well), library, conference room, on-site management, gated access, and a highly advantageous and rare owner-to-owner rental program. Convenient to Publix, CVS, acclaimed restaurants, boutique shopping, and Sarasota’s renowned arts scene. Enjoy breathtaking Gulf sunsets and an unmatched Longboat Key beachfront lifestyle at one of Longboat Key’s most sought-after beachfront addresses.

Facts & features

The home at a glance

4

Bedrooms

4

Bathrooms

2,415

Sqft

5.38 ac

Lot size

1970

Year built

One

Levels

$984

Per sqft

WaterfrontWater view

Inside

FlooringCarpet · Ceramic Tile
AppliancesCooktop · Dishwasher · Disposal · Dryer · Microwave · Refrigerator · Washer
InteriorCeiling Fan(s) · Crown Molding · High Ceilings · Kitchen/Family Room Combo · Open Floorplan · Primary Bedroom Main Floor · Solid Surface Counters · Solid Wood Cabinets · Window Treatments
LaundryInside
CoolingCentral Air
HeatingCentral · Electric

Outside & construction

RoofConcrete · Membrane
ConstructionConcrete
FoundationPillar/Post/Pier
ViewWater
FacesEast
ExteriorBalcony · Irrigation System · Outdoor Shower · Private Mailbox · Sauna · Sliding Doors · Tennis Court(s)

Community & fees

Taxes (2025)$13,538/yr
PetsNo
CommunityGulf/Ocean Front · Water Access · Waterfront · Association Recreation - Owned · Buyer Approval Required · Clubhouse · Deed Restrictions · Fitness Center · Gated Community - Guard · Pool · Tennis Court(s)

Utilities & systems

UtilitiesBB/HS Internet Available · Cable Connected · Electricity Connected · Public · Street Lights
WaterPublic

The numbers

What it really costs

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

$15,006 /mo · 10% down Conventional, 30-yr fixed at 6%

Principal & interest$12,826
PMI (est., until 20% equity)$891
Property tax — 2025 actual bill$1,128
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $237,700Loan30-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% · $237,700
Interest rate6.00%
Loan term

Estimated payment

$15,006/mo

Principal & interest$12,826
PMI (est., until 20% equity)$891
Property taxes (actual bill)$1,128
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.

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 ISLANDER CLUB OF LONGBOAT

$984 vs $810

Days on market

244 vs 93 typical

Where $984/sqft sits among the 7 homes for sale in ISLANDER CLUB OF LONGBOAT

2
0
1
1
0
3 · this home
$506–587$587–668$668–749$749–830$830–911$911+

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.

The investor lens

Two ways this home pays

This home sits inside Island Club, a community zoned to allow true short-term rentals — so it can earn as a nightly rental or a traditional lease. Here’s how the two paths compare.

Short-term rental

Zoned & eligible

Nightly rentalsAllowed
CommunityIsland Club
Fine-tuned for this homePrepared free by our team
Get the free rental analysis

Projected nightly rate, occupancy and annual revenue for this exact home.

Long-term rental

$7,000/mo median

MarketLongboat Key
Annual gross at median$84,000
Gross yield on this price3.5%
Homes for rent right now132

Live Longboat Key rental listing data — this home’s rate depends on size, condition and furnishing.

Where it sits

Inside Island Club

Map of 2301 GULF OF MEXICO DRIVE UNIT 12N and 11N inside its neighborhood boundary

Island Club is a short-term-rental community. See the full guide →

LONGBOAT KEY 34228 — neighborhood snapshot

Population

7,512

Median age

71.5

Median income

$143,365

Median home value

$959,200

Avg household

1.8

Households w/ children

51%

For the school run

Sarasota County School District

HighBooker High School★★★★★
ElementarySouthside Elementary School★★★★★
MiddleBooker Middle School★★★★

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

The numbers that matter

The Longboat Key market

Seller’s marketBalanced5.5 months of inventoryBuyer’s market

$820K$948K

Longboat Key median sold, yr/yr

93.1%

Sale-to-list ratio (12 mo)

0 of 7

ISLANDER CLUB OF LONGBOAT have cut their price

Median sold price, Longboat Key, trailing 36 months (3-month rolling) · live MLS data.

This home is listed 293% above the LONGBOAT KEY 34228 median. See the full Longboat Key market guide →

Paper trail

This home's history

CurrentPrice reduced to $2,377,000 $111K
Dec 20, 2025Listed at $2,488,000 · 244 days on market since
1970Built · ISLANDER CLUB OF LONGBOAT

Reality check

What actually sold near 2301 GULF OF MEXICO DRIVE UNIT 12N and 11N

Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.

2301 GULF OF MEXICO DRIVE UNIT 52NSold · Aug ’25

$1,400,000

2301 GULF OF MEXICO DRIVE UNIT 52N · same community

2 bd · 2 ba · 1,235 sqft · $1,134/sqft · 149 DOM

2301 GULF OF MEXICO DRIVE UNIT 54NSold · Apr ’26

$550,000

2301 GULF OF MEXICO DRIVE UNIT 54N · same community

2 bd · 2 ba · 1,235 sqft · $445/sqft · 140 DOM

2301 GULF OF MEXICO DRIVE UNIT 34NSold · Jan ’26

$590,000

2301 GULF OF MEXICO DRIVE UNIT 34N · same community

2 bd · 2 ba · 1,235 sqft · $478/sqft · 13 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.

Donna Layton

Your agent

Donna Layton

Real Estate Agent · CENTURY 21 Edge

Tours, negotiation, and every question about 2301 GULF OF MEXICO DRIVE UNIT 12N and 11N — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 2301 GULF OF MEXICO DRIVE UNIT 12N and 11N — before you fall in love.

See it in person

Schedule a tour

Live availability from Donna's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.

Straight answers

2301 GULF OF MEXICO DRIVE UNIT 12N and 11N FAQs

What would the monthly payment be for 2301 GULF OF MEXICO DRIVE UNIT 12N and 11N?+

With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $15,006/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 2301 GULF OF MEXICO DRIVE UNIT 12N and 11N?+

The most recent tax bill on record (2025) was $13,538. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.

Can 2301 GULF OF MEXICO DRIVE UNIT 12N and 11N be rented short-term?+

Yes — this home sits inside Island Club, a community zoned to allow short-term rentals. Nightly-rental income could change the math on this purchase entirely; request a free rental income analysis and our team will prepare projections for this exact home.

Are pets allowed at 2301 GULF OF MEXICO DRIVE UNIT 12N and 11N?+

The listing reports pets: No. 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 Longboat Key?+

At $2,377,000, this home is listed about 150% above the Longboat Key median of $950,000. The market section on this page shows how the area is trending.

Which schools are assigned to 2301 GULF OF MEXICO DRIVE UNIT 12N and 11N?+

Booker High School (high), Southside Elementary School (elementary), Booker Middle School (middle) — Sarasota County School District. Always verify school assignments with the district before relying on them.

The brief

Five things that matter here

01Positioned at the premium end

$2,377,000 runs 293% above the LONGBOAT KEY 34228 median — but at 2,415 sqft it's also 60% larger than the typical Longboat Key listing.

02Zoned for nightly rentals

Island Club is one of the communities zoned to allow true short-term rentals — nightly income could change the math on this purchase entirely. Ask for the free rental analysis below.

03Waterfront living

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

04Time on market is leverage

244 days on market against a Longboat Key median of 93 — sellers in this position are usually ready to negotiate.

05Strong assigned schools

Booker High School, Southside Elementary School, Booker Middle School — Southside Elementary School rates 5 of 5. Always verify assignments with the district.

Listing courtesy of COLDWELL BANKER REALTY · Leah George. MLS #A4675054.

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 Stellar MLS.

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