The Islander Club, your turnkey getaway awaits! - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
The front entry is enforced with 24 hour electronic surveillance & security - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
The Islander Club, your turnkey getaway awaits! - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
An open area welcomes into into Unit 54S - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Welcome to 54S, fully furnished and waiting for you! - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
This unit is offered fully furninshed,  turn key living at Islander Club makes it weasy to settle in and start enjoying Paradise. - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
The open floor plan makes the living space inviting and relaxing. - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Condominium at 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, photo 8 of 53
The large terrace just outside the living area provides ample space to dine and relax. - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Condominium at 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, photo 10 of 53
The dedicated dining area offers upgraded lighting that enhances the overall ambiance yet maintains a comfortable, casual feel. - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Kitchen has stainless steel appliances and efficient work spaces - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Granite counter tops and enclosed vent hood keep the sleek design in the kitchen. - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Condominium at 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, photo 14 of 53
Condominium at 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, photo 15 of 53
The counter bar provides a cozy space to chat with guests as you prepare the evening's happy hour drinks. - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Custom bar area provides ample storage, a wine refridgerator, extra bottle storage and microwave. - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Primary Suite hosts a king size bed and space for a sitting area. - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Primary Suite - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Primary Suite - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Quiet nook has peek-a- boo ocean views - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Primary has ensuite bathroom and walk in closet - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Primay Bathroom - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Guest Bedroom has terrace access - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Second bathroom - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Large terrace overlooks beautfully landscaped grounds - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Large terrace overlooks beautfully landscaped grounds - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Large terrace overlooks beautfully landscaped grounds - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Heated pool overlooks The Gulf - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Heated pool overlooks The Gulf - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Heated pool overlooks The Gulf - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Heated pool overlooks The Gulf - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Newly installed mens and woman's saunas - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Fully rennovated exercise room with the latest equipment has gorgeous views of the pool and The Gulf. - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Fully rennovated exercise room with the latest equipment has gorgeous views of the pool and The Gulf. - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
The recreation room hosts a pool table and table tennis area - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
The club room has sweeping views of The Gulf - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
The Club Room offers a full kitchen, seating abd dining areas, a library and game area. - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
The Club Room offers a full kitchen, seating and dining areas, a library and game area. - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
The Club Room offers a full kitchen, seating abd dining areas, a library and game area. - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Club room library and game table - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Club room dining area - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
The Club room offers intimate spaces for games, meetings, relaxing and entertaining. - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
The Islander Club, your turnkey getaway awaits! - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
The Islander Club, your turnkey getaway awaits! - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
The Islander Club, your turnkey getaway awaits! - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
The front entry is enforced with 24 hour electronic surveillance & security - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY
Condominium at 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, photo 48 of 53
Condominium at 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, photo 49 of 53
Condominium at 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, photo 50 of 53
Condominium at 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, photo 51 of 53
Condominium at 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, photo 52 of 53
Condominium at 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, photo 53 of 53
53 photos

$899,000

2295 GULF OF MEXICO DR #54S
LONGBOAT KEY, FL 34228
Listed by Julie Lojacono Mackie · COLDWELL BANKER REALTY
Bedrooms
2
Bathrooms
2
Living area
1,235 sqft
Year built
1970

About this home

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.

Highlights

Waterfront

Property details

MLS
Stellar MLS
MLS #
MFRA4683112
Property type
Condominium
Subdivision
ISLANDER CLUB OF LONGBOAT
Status
Active
Days on market
157
On market date
February 27, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
N/A
Parking spaces
N/A
Lot size
5.38 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
BAY HAVEN SCHOOL OF BASICS PLUS
4.26 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
587
Student:teacher ratio
14.7:1
District
SARASOTA
MiddleCharter
SARASOTA SCHOOL OF ARTS/SCIENCES
5 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
752
Student:teacher ratio
18.8:1
District
SARASOTA
High
BOOKER HIGH SCHOOL
4.99 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,296
Student:teacher ratio
18.3:1
District
SARASOTA

Walkability

Blended score for LONGBOAT KEY's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

70
Walkable
out of 100
EPA National Walkability Index
16.3 / 20 -- Most walkable
Google Places amenity density
53 / 100
Restaurants & cafes6
Grocery stores1
Parks8
Schools1
Transit stops1
Pharmacies2

Market position

How this listing compares to current activity in LONGBOAT KEY, from live MLS data.

On the market 157 days -- 105 fewer days than LONGBOAT KEY's current average of 262 days.
For reference, the median list price across 528 active listings in LONGBOAT KEY right now is $624,950.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$5,564/mo
$179,800 down
$719,200 loan
Principal & interest$4,665
Property tax (est.)$749
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated August 3, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.