David Ramirez
Short-Term Rental Eligible
$899,000$925,0002 bd2 ba1,235 sqft$728 /sqft$5,979 /mo all-in ↓

2295 GULF OF MEXICO DRIVE UNIT 54S, LONGBOAT KEY, FL, 34228

Active173 days on marketListed Feb 27, 2026MLS #A4683112

Reduced $26KWaterfrontFully furnishedCondominiumISLANDER CLUB OF LONGBOAT

About this home

2295 GULF OF MEXICO DRIVE UNIT 54S

Welcome to The Islander Club — your turnkey getaway awaits! Step into coastal living with this beautifully updated residence offering effortless style and year-round relaxation. The open, sun-filled layout features tasteful luxury finishes and seamless access to a 38-foot terrace, perfect for unwinding after a day at the beach. Unit 54S has been thoughtfully upgraded throughout, showcasing wood flooring, an updated kitchen with stainless steel appliances, refreshed bathrooms, and unique architectural details that add character and charm. The sunlit primary bedroom includes an ensuite bathroom, a large walk-in closet, and a cozy seating area ideal for reading or enjoying your morning coffee. The spacious second bedroom welcomes guests with terrace access and a generous closet for added storage. Pickleball anyone? The Islander Club's resort-style amenities include a private 400' beachfront setup, a heated pool, a brand-new fitness center, two new sauna rooms, and arriving this fall, two brand new pickleball courts and an improved asphalt tennis court. Having on-site management is key for true lock-and-leave convenience, the management staff is on site Monday-Friday. The Islander Club has recently completed an extensive series of capital improvements that elevate both the structural integrity and the everyday experience of the community. Enhancements include exterior stucco repairs and balcony waterproofing, new roofs on the carports, clubhouse, and both residential towers, and modernized pool facilities with new resurfacing, tile, and equipment. Additional upgrades such as refreshed landscaping and lighting, hurricane-rated windows and doors, further enhance the appeal and long-term value of the property. Whether you’re seeking a seasonal retreat or a full-time coastal home, this move-in-ready gem delivers the best of island living with convenience and peace of mind.

Facts & features

The home at a glance

2

Bedrooms

2

Bathrooms

1,235

Sqft

5.38 ac

Lot size

1970

Year built

One

Levels

$728

Per sqft

WaterfrontFurnished

Inside

FlooringOther
AppliancesConvection Oven · Dishwasher · Disposal · Electric Water Heater · Freezer · Microwave · Range · Range Hood · Refrigerator · Wine Refrigerator
InteriorLiving Room/Dining Room Combo · Open Floorplan · Primary Bedroom Main Floor · Stone Counters · Thermostat · Walk-In Closet(s) · Window Treatments
LaundryCommon Area
CoolingCentral Air
HeatingElectric
FurnishedFurnished

Outside & construction

RoofConcrete
ConstructionBlock · Stucco
FoundationStilt/On Piling
FacesEast
ParkingAssigned · Guest
ExteriorBalcony · Irrigation System · Lighting · Sliding Doors · Tennis Court(s)

Community & fees

Taxes (2025)$7,576/yr
PetsNo
CommunityAssociation Recreation - Owned · Buyer Approval Required · Deed Restrictions · Fitness Center · Gated Community - Guard · Pool · Special Community Restrictions · Tennis Court(s)

Utilities & systems

UtilitiesCable Connected · Electricity Connected · Underground Utilities · Water Connected
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.

$5,979 /mo · 10% down Conventional, 30-yr fixed at 6%

Principal & interest$4,851
PMI (est., until 20% equity)$337
Property tax — 2025 actual bill$631
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $89,900Loan30-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% · $89,900
Interest rate6.00%
Loan term

Estimated payment

$5,979/mo

Principal & interest$4,851
PMI (est., until 20% equity)$337
Property taxes (actual bill)$631
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.

List $899K
$693KedgeAI estimate $767,764 · range $722K$882K$935K

vs edgeAI estimate

+17.1%

$/sqft vs ISLANDER CLUB OF LONGBOAT

$728 vs $971

Days on market

173 vs 94 typical

Where $728/sqft sits among the 7 homes for sale in ISLANDER CLUB OF LONGBOAT

2
0
0 · this home
1
0
4
$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 price9.3%
Homes for rent right now130

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

Where it sits

Inside Island Club

Map of 2295 GULF OF MEXICO DRIVE UNIT 54S 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$1.4M

Longboat Key median sold, yr/yr

93.1%

Sale-to-list ratio (12 mo)

1 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 44% above the LONGBOAT KEY 34228 median. See the full Longboat Key market guide →

Paper trail

This home's history

CurrentPrice reduced to $899,000 $26K
Feb 27, 2026Listed at $925,000 · 173 days on market since
1970Built · ISLANDER CLUB OF LONGBOAT

Reality check

What actually sold near 2295 GULF OF MEXICO DRIVE UNIT 54S

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.

David Ramirez

Your agent

David Ramirez

Real Estate Agent · CENTURY 21 Edge

Tours, negotiation, and every question about 2295 GULF OF MEXICO DRIVE UNIT 54S — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 2295 GULF OF MEXICO DRIVE UNIT 54S — before you fall in love.

See it in person

Schedule a tour

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Straight answers

2295 GULF OF MEXICO DRIVE UNIT 54S FAQs

What would the monthly payment be for 2295 GULF OF MEXICO DRIVE UNIT 54S?+

With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $5,979/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 2295 GULF OF MEXICO DRIVE UNIT 54S?+

The most recent tax bill on record (2025) was $7,576. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.

Can 2295 GULF OF MEXICO DRIVE UNIT 54S 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 2295 GULF OF MEXICO DRIVE UNIT 54S?+

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 $899,000, this home is listed about 5% below the Longboat Key median of $950,000. The market section on this page shows how the area is trending.

Which schools are assigned to 2295 GULF OF MEXICO DRIVE UNIT 54S?+

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

$899,000 runs 44% above the LONGBOAT KEY 34228 median.

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.

04Strong assigned schools

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

05The price has already moved

Listed at $925,000, now $899,000 — a $26K cut. The full history is in the market section below.

Listing courtesy of COLDWELL BANKER REALTY · Julie Lojacono Mackie. MLS #A4683112.

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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