
2301 GULF OF MEXICO DRIVE UNIT 102N, LONGBOAT KEY, FL, 34228
Active111 days on marketListed May 1, 2026MLS #A4692071
About this home
2301 GULF OF MEXICO DRIVE UNIT 102N
*Flexible rental dates!!!* Wake up to breathtaking Gulf of Mexico views from this beautifully remodeled 2-bedroom, 2-bath oceanfront residence at The Islander Club. Spanning approximately 1,233 sq ft, this turnkey condo offers sweeping panoramic views of the Gulf from the spacious living room and both bedrooms. Rental dates are fully flexible to suit your needs — unlike most units that require a three-month minimum, this residence allows shorter stays with dates you determine. Step inside to find a thoughtfully updated interior featuring modern finishes, a fully equipped kitchen with stainless steel appliances, and a bright, open living and dining area that flows seamlessly onto a private balcony—perfect for morning coffee while watching dolphins play or enjoying spectacular sunsets. The primary bedroom boasts an en-suite bath, while the guest bedroom provides comfort and privacy. Both bedrooms, along with the living room, deliver direct, unobstructed ocean views. This residence comes fully furnished. Additional features include impact-resistant windows and doors, covered parking, and access to the Islander Club’s exceptional amenities: a 24-hour fitness center with Har-Tru tennis courts, an oversized beachfront swimming pool, billiards, a library, and a vibrant community atmosphere just steps from the sugar-sand beach. Located in the heart of Longboat Key, this property is just 0.5 miles from Publix grocery store and conveniently close to St. Armands Circle and downtown Sarasota. It offers the perfect blend of coastal luxury and relaxed island living. Whether you're seeking a seasonal rental or a long-term retreat, this oceanfront gem is move-in ready and delivers the best of island living with direct beach access and unforgettable Gulf vistas. Off season - $10,000/mo Season - $15,000/mo
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,235
Sqft
5.38 ac
Lot size
1970
Year built
One
Levels
$8
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.
$232 /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
$232/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 ISLANDER CLUB OF LONGBOAT
$8 vs $971
Days on market
111 vs 93 typical
Where $8/sqft sits among the 8 homes for sale in ISLANDER CLUB OF LONGBOAT
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
Projected nightly rate, occupancy and annual revenue for this exact home.
Long-term rental
$7,000/mo median
Live Longboat Key rental listing data — this home’s rate depends on size, condition and furnishing.
Where it sits
Inside Island Club
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
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)
1 of 8
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 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 2301 GULF OF MEXICO DRIVE UNIT 102N
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · 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
Sold · Apr ’26$550,000
2301 GULF OF MEXICO DRIVE UNIT 54N · same community
2 bd · 2 ba · 1,235 sqft · $445/sqft · 140 DOM
Sold · 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.
Your agent
Julian Rivera
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 2301 GULF OF MEXICO DRIVE UNIT 102N — start here.

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 102N — before you fall in love.
See it in person
Schedule a tour
Live availability from Julian's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
2301 GULF OF MEXICO DRIVE UNIT 102N FAQs
What would the monthly payment be for 2301 GULF OF MEXICO DRIVE UNIT 102N?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $232/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.
Can 2301 GULF OF MEXICO DRIVE UNIT 102N 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 102N?+
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 $10,000, this home is listed about 99% 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 2301 GULF OF MEXICO DRIVE UNIT 102N?+
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
$10,000 is 98% below the LONGBOAT KEY 34228 median of $623,000, and at $8/sqft it sits under the Longboat Key average of $851.
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.
Keep looking
Similar homes nearby
Listing courtesy of PREFERRED SHORE LLC · Michele Conn. MLS #A4692071.
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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