16271 N Island Ct

3,465 Sq. Ft.
$2,886 / Sq. Ft.
3,465
Sq. Ft.
$2,886
per Sq. Ft.

Description

Rare Opportunity: Exclusive Gulf-Front Estate on Boca Grande
Nestled on the highly sought-after North end of Boca Grande, this extraordinary beachfront estate offers an unparalleled blend of privacy, exclusivity, and natural beauty. Spanning 1.26 acres with 127 feet of pristine Gulf frontage, this property is a rare gem in the luxury real estate market. With an expansive beach and no history of flooding during Florida’s recent hurricanes, it stands as a testament to exceptional craftsmanship and location.
...Rare Opportunity: Exclusive Gulf-Front Estate on Boca Grande

Nestled on the highly sought-after North end of Boca Grande, this extraordinary beachfront estate offers an unparalleled blend of privacy, exclusivity, and natural beauty. Spanning 1.26 acres with 127 feet of pristine Gulf frontage, this property is a rare gem in the luxury real estate market. With an expansive beach and no history of flooding during Florida’s recent hurricanes, it stands as a testament to exceptional craftsmanship and location. The residence boasts over 8,304 total square feet, including substantial storage space beneath the home, and was meticulously designed to maximize indoor-outdoor living. Featuring three oversized bedrooms, four full baths, and one half bath, the home provides a comfortable yet elegant retreat for hosting family and guests. High ceilings throughout enhance the sense of space and light, while breezeways, spacious open and screened porches, and inviting Gulf-front living areas bring the serene coastal environment into every corner of the home. A three-car garage and an expansive under-roof, screened-in game room provide versatility and endless possibilities. Whether enjoying the Gulf breeze from the spacious porches or entertaining in the bonus spaces, this property promises effortless luxury in every detail. The unparalleled privacy of the North end of Boca Grande, coupled with the expansive, serene beach, creates an idyllic escape for those seeking tranquility. Ready for its next owner’s personal touch, this well-built custom home is an extraordinary opportunity to create your dream beachfront sanctuary. Don’t miss your chance to own one of the few remaining over-acre Gulf-front estates on Boca Grande. Contact us today for a private showing of this timeless treasure.
  1. Listed by Heather Wolfe • Brokerage DRE #182584 • BOCA GRANDE REAL ESTATE, INC.
    P: (813)-240-6963 C: (813)-240-6963 MichelleW@casreg.com

Property Details for 16271 North Island Court

Subdivision Name
GULF SHORES NORTH 04
Township
42
Garage Spaces
3
View
Water
Waterfront
Yes
Water View
Beach, Gulf/Ocean - Full
LISTING UPDATED: 12/12/2025 04:08 PM

Property Details for 16271 North Island Court

StatusActive
MLS #D6140036
Days on Market354
Taxes$105,449 / year
HOA Fees$216 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1999
Lot Size1.26 AC / 54,737 SF
CountyCharlotte County

Location

Listing Courtesy of BOCA GRANDE REAL ESTATE, INC., Heather Wolfe
Add your commute

Building Information for 16271 North Island Court

Stories-Year Built1999Building Size-Lot Size1.26 AC / 54,737 SF

Payment Calculator

$57,539 per month

30 year fixed, 6.15% Interest

Principal and Interest

$48,733

Property Taxes

$8,787

HOA Dues

$18

The Payment Calculator is for illustrative purposes only.

Property Information for 16271 North Island Court

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 8027.0
  • Building Area Units: Square Feet
  • Direction Faces: East
  • Directions: From I-75, take Exit 191 (River Road/CR 777) and head south. Follow River Road for approximately 8.7 miles. Turn right onto Winchester Boulevard and continue for 2.3 miles. Turn right onto FL-776/Englewood Road and drive for 1.7 miles. Turn left onto Placida Road/CR 775 and proceed for 8.5 miles. Turn right onto the Boca Grande Causeway (toll bridge) and continue onto Gasparilla Road. Make a right on Gulf Shore Drive. Follow Gulf Shores Drive until you get to N Island Court and make a Right. Turn Left at the T in the road and location is on your right.
  • Elementary School: Vineland Elementary
  • Middle Or Junior School: L.A. Ainger Middle
  • High School: Lemon Bay High
  • Mls Major Change Type: Price Increase
  • Listing Service: Full Service
  • Senior Community: No
  • SW Subdiv Community Name: Not Applicable
  • Unit Number: No
  • Street Number: 16271
  • Street Direction Prefix: N
  • Street Name: ISLAND
  • Street Suffix: COURT
  • State: FL
  • City: BOCA GRANDE
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Requirement: Optional
  • Association: Yes
  • CDD: No
  • Tax Book Number: 16-26
  • Tax Legal Description: GSN 004 0000 0008 GULF SHORES NORTH #4 LT 8 1126/1753 1583/1771 2495/2109 4129/1497
  • Tax Lot: 8
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Cul-De-Sac, Oversized Lot
  • Parcel Number: 422027451006
  • Total Acreage: 1 to less than 2
  • Water Access: Beach - Access Deeded, Gulf/Ocean
  • Water Access: Yes
  • Water Extras: No
  • Zoning: RSF3.5
  • Living Area: 3465
Property and Assessments
  • Year Built Numeric: 1999
  • Flood Zone Code: VE
  • Flood Zone Date: 05-05-2003
  • Flood Zone Panel: 12015C0366F
  • Home Warranty: No
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 20
  • Public Survey Section: 27
Utilities
  • Sewer: Private Sewer
  • Utilities: BB/HS Internet Available, Cable Connected
  • Water Source: Private
Interior and Exterior Features
Exterior Features
  • Builder Name: Yusk Construction
  • Construction Materials: Wood Frame
  • Exterior Features: Courtyard, French Doors, Irrigation System, Outdoor Shower, Rain Gutters
  • Foundation Details: Stilt/On Piling
  • Levels: Two
  • Patio And Porch Features: Covered, Rear Porch
  • Pool Features: Heated, In Ground
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Metal
  • Vegetation: Mature Landscaping
  • Waterfront Features: Beach, Gulf/Ocean
  • Waterfront Feet Total: 127
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 4
  • Appliances: Cooktop, Dishwasher, Disposal, Ice Maker, Microwave, Range, Refrigerator, Trash Compactor
  • Cooling: Central Air
  • Fireplace Features: Gas
  • Fireplace: Yes
  • Flooring: Carpet, Ceramic Tile
  • Heating: Central, Electric
  • Interior Features: Ceiling Fan(s), Crown Molding, Elevator, High Ceilings
  • Laundry Features: Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 5.0
  • Water View: Yes
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 16271 North Island Court

DateEvent & SourcePriceAppreciation
Jul 9, 2025

Price Change

MFRMLS #D6140036

$9,999,000
Jan 20, 2025

Listed (Active)

MFRMLS #D6140036

$9,750,000
Feb 11, 2019

Expired

MFRMLS #D5923064

$5,500,000
Feb 13, 2018

Listed (Active)

MFRMLS #D5923064

$5,500,000
DateEvent & SourcePrice
07/09/2025

Price Change

MFRMLS #D6140036

$9,999,000
01/20/2025

Listed (Active)

MFRMLS #D6140036

$9,750,000
02/11/2019

Expired

MFRMLS #D5923064

$5,500,000
02/13/2018

Listed (Active)

MFRMLS #D5923064

$5,500,000

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

Public Records for 16271 North Island Court

Taxable ValueLand-Additions-Total-
Tax Record2025$110,432 ($9,203 / month)
Home Facts
Beds5Total Finished SqFt3,465 SqFtAbove Grade Finished SqFt3,465 SqFtStories2Lot Size54,737 SqFtStyleSingle Family ResidenceYear Built1999ZoningRSF3.5CountyCHARLOTTEAPN42-20-27-451-006Fireplace TypeHas Fireplace

Schools near 16271 North Island Court

This home is within Charlotte.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 12
Public - 9 to 12
Public - K to 12
Rating
School
Distance
Myakka River Elementary School
PublicPK to 5

The Academy
Public6 to 12

Charlotte Technical Center
Public9 to 12

Charlotte Virtual Instruction Program
PublicK 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.

Similar Homes

Similar Sold Homes

16271 North Island Court is a single family home for sale in Boca Grande, FL 33921. This property was listed for sale on January 20, 2025 by BOCA GRANDE REAL ESTATE, INC., it's currently listed at $9,999,000. This listing's school district is Charlotte. Nearby schools include Myakka River Elementary School, The Academy and Charlotte Technical Center. 16271 North Island Court is a 3-bed, 5-bath, 3,465 sqft single family home built in 1999.

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 seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of BOCA GRANDE REAL ESTATE, INC., Heather Wolfe

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.