
1465 GULF OF MEXICO DRIVE UNIT 504, LONGBOAT KEY, FL, 34228
Active841 days on marketListed Apr 30, 2024MLS #A4609098
About this home
1465 GULF OF MEXICO DRIVE UNIT 504
LOCATION, LOCATION, LOCATION!!! Gorgeous beach front PENTHOUSE condo available to rent in the sought after Longboat Key community of the Players Club. Enjoy views of the Gulf of Mexico, lush grounds and sparkling sandy beaches from the expansive terrace of this light and bright, corner unit, turnkey furnished condo. The property has three bedrooms, three bathrooms, living room/dining room combination with floor to ceiling sliding glass doors to enjoy the breathtaking waters of the Gulf of Mexico, brand new wood tile flooring and fresh paint throughout. The large kitchen has solid stone counters, wood cabinets, offers plenty of space for cooking/food preparing and a closet pantry. The primary bedroom has a king sized bed, amazing views of the Gulf of Mexico and walk out access to a private terrace, a walk in custom closet and an on suite bathroom with a garden tub, stall shower and double sinks. The first guest bedroom has a view of the Gulf of Mexico, a king sized bed, a custom walk in closet and on suite bathroom with a walk in shower. The second guest bedroom has two queen sized beds and a custom walk in closet. The guest bathroom has a stall shower. The condo has a laundry closet with full sized washer and dryer. Two parking spaces come with the rental of which one is covered and one is in the garage. The Player Club is abound with amenities which include 24 hour guard gated entry, private beach access with cabanas, putting green, heated salt water community pool and hydro therapy spa, BBQ grills, fire pits, 4 Har-Tru tennis courts, fitness center and a large clubhouse with a rooftop deck. No pets allowed. Three month minimum rentals due to the Association. CALL TODAY. This is not one to miss and will not last long!!
Facts & features
The home at a glance
3
Bedrooms
3
Bathrooms
1,710
Sqft
0 ac
Lot size
2
Garage
1981
Year built
One
Levels
$9
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Principal and interest plus estimated taxes and insurance. Run your own numbers below.
$269 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
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
Estimated payment
$269/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Estimates only — taxes at 1.1%/yr and typical insurance; 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 Longboat Key actives
$9 vs $693
Days on market
841 vs 94 typical
Where $9/sqft sits among the 242 Longboat Key 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 Longboat Key
Get to know Longboat Key. See the full Longboat Key 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
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Longboat Key market
$820K → $1.4M
Longboat Key median sold, yr/yr
93.1%
Sale-to-list ratio (12 mo)
103 of 242
Longboat Key actives have cut their price
Median sold price, Longboat Key, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 98% below the LONGBOAT KEY 34228 median. See the full Longboat Key market guide →
Paper trail
This home's history
Reality check
What actually sold near 1465 GULF OF MEXICO DRIVE UNIT 504
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jun ’26$1,430,000
1485 GULF OF MEXICO DRIVE UNIT 110 · same community
2 bd · 3 ba · 1,971 sqft · $726/sqft · 76 DOM
Sold · Apr ’26$1,650,000
585 SANCTUARY DRIVE UNIT B502
3 bd · 3 ba · 1,823 sqft · $905/sqft · 52 DOM
Sold · Oct ’25$1,550,000
575 SANCTUARY DRIVE UNIT A302
3 bd · 2.5 ba · 1,823 sqft · $850/sqft · 18 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
Nicholas Giaccone
Director of Agent Success · CENTURY 21 Edge
Tours, negotiation, and every question about 1465 GULF OF MEXICO DRIVE UNIT 504 — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1465 GULF OF MEXICO DRIVE UNIT 504 — before you fall in love.
See it in person
Schedule a tour
Live availability from Nicholas's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1465 GULF OF MEXICO DRIVE UNIT 504 FAQs
What would the monthly payment be for 1465 GULF OF MEXICO DRIVE UNIT 504?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $269/mo — principal and interest, estimated property taxes 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.
Are pets allowed at 1465 GULF OF MEXICO DRIVE UNIT 504?+
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 $15,000, this home is listed about 98% 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 1465 GULF OF MEXICO DRIVE UNIT 504?+
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
Four things that matter here
01Under the LONGBOAT KEY 34228 market on paper
$15,000 is 98% below the LONGBOAT KEY 34228 median of $625,000, and at $9/sqft it sits under the Longboat Key average of $853.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Time on market is leverage
841 days on market against a Longboat Key median of 94 — sellers in this position are usually ready to negotiate.
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.
Keep looking
Similar homes nearby
Listing courtesy of JENNETTE PROPERTIES INC · C. Alison Hunter. MLS #A4609098.
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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