This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/28
$329,000 Just Listed
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/28
Property Description
Positioned in one of Destin's highest-demand vacation corridors, this updated Holiday Isle condo offers an exceptional opportunity for short-term rental income, second-home ownership, or hybrid personal/investment use. Located near both the Gulf beaches and Destin Harbor, the property benefits from the walkability and lifestyle amenities vacation guests actively seek when booking along the Emerald Coast. The 2-bedroom, 2-bath layout is highly functional for rental occupancy, featuring an open living area, updated coastal finishes, durable flooring, recessed lighting, breakfast bar seating, and an owner's closet for streamlined property management. The turnkey feel and low-maintenance ownership profile make it attractive for both self-managed and professionally managed vacation rental programs. Holiday Isle continues to outperform many surrounding areas due to its unique blend of beach access, boating lifestyle, harbor proximity, fishing charters, waterfront dining, and entertainment options. Guests can easily enjoy beaches by day and harbor nightlife by evening without leaving the immediate area. With strong year-round tourism demand in Destin and broad buyer appeal for furnished coastal properties, this residence presents an attractive option for investors seeking lifestyle enjoyment combined with income-producing potential.
Full Property Details
Full Property Details for 111 Gulf Winds Ct #111
General
- Price: $329,000
- Taxes: $3,671 (2025)
- Status: Active
- Type: Condo
- Source: Emerald_Coast
- MLS ID: 1015386
- Updated: Today (11/12/2026)
- Added to Site: Today
Rental Information
- Complex Features: Short Term Rental - Allowed, Dumpster
Interior
- Number of Rooms: 4
- Interior Features: Breakfast Bar, Lighting Recessed, Owner's Closet
- Appliances: Dishwasher, Dryer, Freezer, Microwave, Refrigerator W/IceMk, Smooth Stovetop Rnge, Washer, Water Heater - Elect
- Furnishings: Furnished - All
- Flooring: Floor Tile, Floor Vinyl
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Exterior
- Exterior Features: Shower
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 1
Location
- Area: 14 - Destin
- County: Okaloosa
- Subdivision: NAUTICAL WAY
- Driving Directions: From Hwy 98, turn south onto Gulf Shore Drive and continue through Holiday Isle. At the Destin Pointe entrance, continue right on Gulf Shore Drive toward Norriego Point. Turn left onto Gulf Winds Court; the complex will be on the left and Unit 111 is located within the development.
School Information
- Elementary School: Destin
- Middle School: Destin
- High School: Destin
Community
- Association: Yes
- Assoc. Fees Include: Insurance, Sewer, Water, Trash
Heating & Cooling
- Central air: Yes
- Air Conditioning: Yes
- Cooling Type: Ceiling Fans, Central Air
- Heating Type: Central
- Heating/Cooling: Central, Ceiling Fans, Central Air
Utilities
- Sewer: Public Sewer
- Utility Description: Electric, Public Water, TV Cable
Structural Information
- Construction: Siding Wood, Stucco
- Exterior Const.: Siding Wood, Stucco
- Stories/Levels: 3
- Square Feet: 840
- Sq. Ft. Source: County PA Records
- Year Built: 1983
Financial Considerations
- Tax Amount: $3,671.49
- Tax Year: 2025
Disclosures and Reports
- Legal Description: Nautical Way Unit 111
- APN: 00-2S-24-1733-0000-1110
- Property ID: 00-2S-24-1733-0000-1110
Listed by Axis Real Estate Group
Get Pre-Approved Today
Schools
Schools serving 111 Gulf Winds Ct #111
School District:Okaloosa County School District
| Name | Grades | Distance |
|---|---|---|
Destin Elementary School 630 Kelly Street, Destin, FL 32541 | PK-4 | 1.2 mi |
Destin Middle School 4608 Legendary Marina Drive, Destin, FL 32541 | 5-8 | 4.8 mi |
Fort Walton Beach High School 400 Hollywood Boulevard Southwest, Fort Walton Beach, FL 32548 | 9-12 | 8.3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 111 Gulf Winds Ct #111
Date
Details
Price
Change
Source
11/12/2026
Listed
$329,000
-15.1%
MLS
10/13/2023
Sold
$387,500
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 111 Gulf Winds Ct #111
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,671
—
$310,000
—
2024
$3,672
-1%
$310,000
—
2023
$3,703
121%
$310,000
130%
2021
$1,676
-25%
$135,000
-40%
2022
$2,248
34%
$225,000
80%
2021
$1,676
10%
$125,000
4%
2019
$1,522
19%
$120,000
20%
2018
$1,284
3%
$100,000
5%
2017
$1,242
1%
$95,000
—
2016
$1,234
-11%
$95,000
-5%
2015
$1,379
5%
$100,000
8%
2013
$1,312
—
$93,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 111 Gulf Winds Ct #111
111 Gulf Winds Court #111, Destin, FL 32541 (MLS# 1015386) is a Condo property with 2 bedrooms and 2 full bathrooms. 111 Gulf Winds Court #111 is currently listed for $329,000 and was received on November 12, 2026. Want to learn more about 111 Gulf Winds Court #111? Do you have questions about finding other Condo real estate for sale in Destin? You can browse all Destin real estate or contact a Coldwell Banker agent to request more information.
