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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: $350,000
- HOA FEE: $875/month
- Taxes: $3,671 (2025)
- Status: Active
- Type: Condo
- Source: MidFloridaRegionalMLS
- MLS ID: TB8511801
- Updated: 5/27/2026
- Added to Site: 2 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 3
- Interior Features: Ceiling Fan(s), Dry Bar, Eating Space In Kitchen, Living Room/Dining Room Combo, Open Floorplan, Solid Wood Cabinets, Thermostat, Walk-In Closet(s)
- Appliances: Dishwasher, Dryer, Freezer, Ice Maker, Microwave, Refrigerator, Washer
- Furnishings: Furnished
- Flooring: Ceramic Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Laundry: Inside
Additional Information
- Security/Safety: Fire Alarm, Fire Sprinkler System, Security System
Exterior
- Exterior Features: Outdoor Shower, Storage
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 1
- Covered Spaces: 1
Location
- Area: 32541 - Destin
- County: Okaloosa
- Development Name: 32541 - Destin
- 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.
- Direction Faces: East
Community
- Community Name: 32541 - Destin
- Community Features: None
- Association: Yes
- Assoc. Name: Maranda Montilla
- Assoc. Fees Include: Other
- Pet Restrictions: Buyer and buyers agent to verify all pet restrictions
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Phone Available, Street Lights
Structural Information
- Exterior Const.: Cement Siding, Concrete, Wood Siding
- Roof: Shingle
- Windows: Blinds, Storm Window(s)
- Stories/Levels: One
- Square Feet: 840
- Sq. Ft. Source: Public Records
- Year Built: 1983
Lot Features
- Lot Size (Acres): 0.65
- Lot Size (Sq. Ft.): 28,152
- Lot Size: 28152
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt, Concrete
Water Features
- Water Access: Yes
- Water Access Desc: Bay/Harbor, Beach, Marina
Financial Considerations
- Association Fee: $875
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- Tax Amount: $3,671.49
- Tax Year: 2025
Disclosures and Reports
- Ownership: Condominium
- Special Conditions: None
- Legal Description: NAUTICAL WAY UNIT 111
- Flood Zone Info: AE
- APN: 002S24173300001110
- Property ID: 002S24173300001110
Listed by Real Broker, Llc
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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
5/27/2026
Listed
$350,000
-9.68%
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# TB8511801) is a Condo property with 2 bedrooms and 2 full bathrooms. 111 Gulf Winds Court #111 is currently listed for $350,000 and was received on May 27, 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.

