300 Gasparilla St

3,036 Sq. Ft.
$55 / Sq. Ft.
3,036
Sq. Ft.
$55
per Sq. Ft.

Description

Weekly Price Shown. Please see end of remarks for detailed pricing. Welcome to The Gasparilla Lookout, an exquisite 5-bedroom, 4.5-bathroom home boasting an innovative upside-down design, with the primary living areas, including the Master Suite, gourmet kitchen, dining space and luxurious living room, perched on the top level. This elevated vantage point offers unrivaled, panoramic views of the Gulf, framed by the lush palms. Nestled in the serene Golden Beach area on the southern end of Boca Grande,...Weekly Price Shown. Please see end of remarks for detailed pricing. Welcome to The Gasparilla Lookout, an exquisite 5-bedroom, 4.5-bathroom home boasting an innovative upside-down design, with the primary living areas, including the Master Suite, gourmet kitchen, dining space and luxurious living room, perched on the top level. This elevated vantage point offers unrivaled, panoramic views of the Gulf, framed by the lush palms. Nestled in the serene Golden Beach area on the southern end of Boca Grande, FL. The Gasparilla Lookout is a truly unique single-family retreat. Newly Constructed in 2022, it promises an unparalleled vacation experience combining luxurious amenities and premier ocean view location. Ideal for groups of up to 10 guests, this home seamlessly blends comfort, luxury and style in every detail.  Indulge in the expansive 67-foot heated lap pool, adorned with a custom-designed bridge that adds a touch of elegance and playful charm. As the sun sets, gather around the fire pit or savor the breathtaking million-dollar views of the sun setting over the Gulf from the rooftop terrace. This elevated perspective, the highest point that the eye can see, reveals a panoramic landscape that defies mere photographs. Multiple balconies and expansive decks offer the perfect vantage points to enjoy the beach views peeking through the palms. Take advantage of the cool evening breeze while grilling your fresh fish on the propane grill. The home is designed with an elevator for easy access to all floors, making it suitable for guests of all ages.  Inside, the home features a spacious and impeccably appointed kitchen with modern appliances including a refrigerator, drip style coffee maker, dual microwaves, dual dishwashers, stove, toaster, and oven. The kitchen island invites you to prepare and enjoy gourmet meals together. The living room is a cozy retreat with a smart television, cable and free. For ultimate convenience, large washer and dryer sets are available on two levels of the home. Each bedroom is designed for ultimate comfort, featuring two King Master Suites accompanied by 3 guest bedrooms (two queen beds and one double bunkbed) all equipped with air conditioning, ceiling fans, and plenty of storage space. The bathrooms are luxurious retreats in their own right, showcasing multiple sinks and distinctive designs that cater to all group dynamics. The home features a two-car enclosed garage and a Tesla car charger available for guest use. Step outside to relish the private yard, sun-drenched terrace, two balconies, and patio, all furnished with outdoor seating. Beach essentials such as chairs, umbrellas, and towels are provided, with the pristine beach just a leisurely stroll away. The home also offers six bicycles for guest use during their stay.  Explore nearby attractions include the world renown beaches of Boca Grande, perfect for sunbathing, swimming, shelling and fishing. Explore the local shops and restaurants or take a scenic bike ride along the island's trails. If you need assistance booking any excursions, golf carts, restaurant reservation or grocery delivery service, our team is at your service. Seize the opportunity to experience this unparalleled luxury vacation home. Price shown is monthly. Weekly is allowed
Seasonal rates apply:
High Season: $13,965/week
Mid-Season: $12,425/week
Low Season: $11,200/week
Minimum lengths apply.
  1. Listed by Casey Alderman • Brokerage DRE #1060192 • PARSLEY BALDWIN REAL ESTATE
    P: (941)-875-6507 C: (941)-875-6507 Casey@pbgrande.com

Property Details for 300 Gasparilla Street

Subdivision Name
GOLDEN BEACH
Garage Spaces
2
View
Pool, Water
Waterfront
No
Water View
Beach, Gulf/Ocean - Partial
Furnished
Furnished
LISTING UPDATED: 09/08/2025 04:14 PM

Property Details for 300 Gasparilla Street

StatusActive
MLS #D6138107
Days on Market501
Rental Incentives-
Available Date09/13/2024
Lease TermLease Length: Weekly
FurnishedFully Furnished
Compass TypeRental
MLS TypeResidential Lease / Single Family Residence
Year Built2021
Lot Size0.39 AC / 17,163 SF
CountyLee County

Location

Listing Courtesy of PARSLEY BALDWIN REAL ESTATE, Casey Alderman
Add your commute

Building Information for 300 Gasparilla Street

Building/Complex300 Gasparilla StFloor-Stories2Pet Policy-Pet Policy DetailsNoYear Built2021Building Size-Lot Size0.39 AC / 17,163 SF

Property Information for 300 Gasparilla Street

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 4557.0
  • Building Area Units: Square Feet
  • Directions: Cross over Boca Grande Causeway, Turn Right at 5th Street follow curve to the left on Gilchrist. Continue on Gilchrist as it becomes Gulf Blvd. Turn left on Gasparilla St. 300 Gasparilla is the first home on the right-hand side, sitting on the southern corner of Gasparilla St and Gulf Blvd.
  • Mls Major Change Type: Price Decrease
  • Long Term YN: false
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • Unit Number: No
  • Street Number: 300
  • Street Name: GASPARILLA
  • Street Suffix: STREET
  • State: FL
  • City: BOCA GRANDE
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association: No
  • Management: Full Time
Property
Lot Information
  • Lot Features: Landscaped
  • Parcel Number: 2343200300000.0030
  • Water Access: No
  • Water Extras: No
  • Living Area: 3036
Property and Assessments
  • Year Built Numeric: 2021
  • Building Elevator: Yes
  • New Construction: No
  • Owner Pays: Cable TV, Electricity, Internet, Laundry, Management, Pool Maintenance
  • Dock YN: No
Interior and Exterior Features
Exterior Features
  • Exterior Features: Balcony, Lighting, Outdoor Grill, Outdoor Shower, Sliding Doors
  • Fencing: Partial
  • Levels: Multi/Split
  • Patio And Porch Features: Covered
  • Pool Features: Deck, Gunite, Heated, In Ground, Lap
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Spa Features: Heated, In Ground
  • Waterfront Feet Total: 0
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 4
  • Appliances: Bar Fridge, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
  • Cooling: Central Air
  • Heating: Electric
  • Interior Features: Attic Ventilator, Ceiling Fan(s), Elevator, High Ceilings
  • Laundry Features: Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 4.0
  • Water View: Yes
  • Bathrooms Half: 1
Rental
Rental Information
  • Off Season Rent: $11,200
  • Seasonal Rent: $13,965
  • Pets Allowed: No

Property History for 300 Gasparilla Street

DateEvent & SourcePriceAppreciation
Sep 8, 2025

Price Change

MFRMLS #D6138107

$13,965—
Jan 27, 2025

Price Change

MFRMLS #D6138107

$48,000—
Sep 10, 2024

Listed (Active)

MFRMLS #D6138107

$13,960—
DateEvent & SourcePrice
09/08/2025

Price Change

MFRMLS #D6138107

$13,965
01/27/2025

Price Change

MFRMLS #D6138107

$48,000
09/10/2024

Listed (Active)

MFRMLS #D6138107

$13,960

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 300 Gasparilla Street

This home is within School District of Lee County.
Rating
School
Type
Grades
Distance
Public - PK to 8
Charter - 9 to 12
Public - 6 to 8
Public - PK to 12
Rating
School
Distance
The Sanibel School
PublicPK to 8

Sunfire High School of Lee County
Charter9 to 12

Diplomat Middle School
Public6 to 8

Buckingham Exceptional Student Center
PublicPK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

300 Gasparilla Street is available for rent in Boca Grande, FL 33921. This property was listed on September 10, 2024 by PARSLEY BALDWIN REAL ESTATE, it's currently listed at $13,965. This listing's school district is School District of Lee County. Nearby schools include The Sanibel School, Sunfire High School of Lee County and Diplomat Middle School. 300 Gasparilla Street is a 4-bed, 5-bath, 3,036 sqft a property built in 2021.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of PARSLEY BALDWIN REAL ESTATE, Casey Alderman

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.