2301 Gulf Of Mexico Dr #44N, photo 1
Active
1 / 36

Overview

2 bd2 ba1,296 sqftCondominium
TypeCondominium
HOA$4,590/qtr
Built1970
Lot234,207 sqft
Living area1,296 sqft
Price / sqft$482

Ask anything about this home

Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Ceiling Fans(s)Living Room/Dining Room ComboOpen FloorplanSolid Surface CountersSolid Wood CabinetsWalk-in Closet(s)Window TreatmentsBalcony

2301 Gulf Of Mexico Dr #44N is a 1970-built home in Islander Club Of Longboat, Longboat Key. Inside you'll find 2 bedrooms, 2 bathrooms, and 1,296 square feet of living space. Listed at $625,000 (about $482/sqft), 97 days on market. Flood zone AE - confirm flood insurance requirements with your lender. HOA runs $4,590 quarterly.

From the listing

Simply magnificent! This beautifully renovated residence offers the perfect blend of sophisticated design, comfort, and effortless coastal living. Thoughtfully updated with designer finishes throughout, this move-in-ready home features an open, light-filled floor plan highlighted by floor-to-ceiling windows and a spectacular 38-foot covered terrace overlooking lush tropical gardens. Accessible from the living room and both bedrooms, the expansive terrace is the perfect place to enjoy your morning coffee, entertain guests, or relax with refreshing Gulf breezes. The updated kitchen flows seamlessly into the dining and living areas, creating an inviting space for everyday living and entertaining. Beautiful wood flooring, custom architectural details, stainless steel appliances, and abundant natural light add warmth and elegance throughout the home. The spacious primary suite serves as a private retreat with terrace access and a beautifully renovated ensuite bath featuring light wood cabinetry and granite countertops. The generous guest bedroom also opens to the terrace and includes a built-in Murphy bed, offering exceptional flexibility for visiting family and friends or a home office. Life at The Islander Club is truly resort-inspired. Residents enjoy over 400 feet of private Gulf-front beach, a heated beachfront swimming pool, a newly renovated state-of-the-art fitness center, two new sauna rooms, a Har-Tru® tennis court, two pickleball courts, a beautifully updated social room, library, secure key-fob entry, on-site management, and exceptional lock-and-leave convenience. Adding even greater value, The Islander Club has recently completed an extensive program of capital improvements, including exterior restoration and stucco repairs, balcony waterproofing, new roofs on both residential towers, clubhouse, and carports, modernized pool facilities with new tile, resurfacing, and equipment, refreshed landscaping and lighting, hurricane-rated windows and doors, and a completely renovated fitness center. These significant investments provide both peace of mind and long-term value for future owners. Whether you are searching for a full-time waterfront residence, a seasonal escape, or an exceptional investment opportunity, this beautifully updated condominium offers the very best of Longboat Key's coveted beachfront lifestyle.

Request documents

Free. Tap one and our team sends it over.

The essentials

Built
1970
Price / sqft
$482
On market
97 days
Annual tax
$2,713
HOA
$4,590/qtr
Flood zone
AE
Lot
234,207 sqft
Type
Condominium

At a glance

High-rise condo
12 stories · 1970
Waterfront
Gulf/Ocean
Community pool
Fitness center too
Private balcony
Outdoor space
1,296 sqft
Living area

Payment

Est. monthly payment
$5,329/mo
Down payment (20%)
$125,000
Property taxes
$226/mo
HOA
$4,590/qtr
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Condominium
Year Built
1970
Lot
234,207 sqft
Cooling
Central Air
Heating
Central, Electric
Parking
-
Waterfront
Gulf/Ocean
Days on Market
97
Ceiling Fans(s)
Living Room/Dining Room Combo
Open Floorplan
Solid Surface Counters
Solid Wood Cabinets
Walk-in Closet(s)
Window Treatments
Balcony
Courtyard
Lighting
Sauna
Tennis Court(s)
Buyer Approval Required
Clubhouse
Community Mailbox
Deed Restrictions
Fitness Center
Gated Community - No Guard
Pool
Sidewalks
Wheelchair Access
Cooktop
Dishwasher
Disposal
Microwave
Refrigerator
Elementary
Southside Elementary
Middle
Pine View School
High
Pine View School

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone AE
Annual Tax (2025)
$2,713
Parcel #
0007141091

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Islander Club Of Longboat
County
Sarasota
MLS Area
34228 - Longboat Key
Lot Size
234,207 sqft
HOA
$4,590/qtr
Islander Club/ Sally Kingston

Price history

Date
Event
Price
7/7/2026
Listed for sale
Source: Stellar MLS #A4699335
$625,000
$482/sqft

Neighborhood

2301 Gulf Of Mexico Dr #44N
Longboat Key, FL, 34228 · 34228 - Longboat Key

Market insights

Offer Insights

Choose an offer strength

List price: $625,000
$590,000 – $625,000
94.3% – 100% of listTops out right at the list price
80% of listList price
69 of the last 136 condo closings in 34228 landed at this number or higher (51%). The median one sat 86 days before it went under contract, and this one is on day 97.

Sample: 136 closed condo sales in 34228 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$5,328/mo
Principal & interest$3,260
Property taxes$226
Insurance$313
HOA$1,530
Down payment20% · $125,000
Interest rate6.80%
Loan term

Not sure what you can afford?

Put in your household income and we will tell you where this payment sits.

Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA includes any condo dues reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$625,000

$482 per sq ft

Beds and baths

2 beds, 2 baths

Size

1,296 sq ft

Time on market

97 days

Year built

1970

Monthly payment

About $5,329/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $2,713 annual tax bill, insurance, and the $4,590/qtr HOA fee.

HOA fee

$4,590/qtr

Managed by Islander Club/ Sally Kingston.

Flood zone

Zone AE

That is a high-risk designation, so a lender will normally require flood insurance. Confirm the current rate before you write an offer.

Offer

What should I offer?

Have another question?

Brokered byCOLDWELL BANKER REALTYListing agent: Judy Kepecz-HaysListing data from Stellar MLS, MLS# A4699335.

Keep exploring Florida

Pick up where you left off, or see what else is out there.