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$2,379,000 Just Listed
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Property Description
Less than a mile from the beach, this breathtaking new construction home delivers exceptional luxury and striking attention to detail. Welcome to Tradewinds--the newest enclave within Regatta Bay--featuring 54 exclusive homesites inspired by refined West Indies and Dutch-Caribbean architecture. This exquisite residence offers over 3400 square feet of climate-controlled living space with 4 bedrooms, 4 full baths, and 1 half bath. Designed for seamless indoor-outdoor enjoyment, the home centers around a private outdoor oasis complete with a summer kitchen, hot tub and an Alys Beach-inspired pool, creating an ideal setting for both relaxation and entertaining. Inside, the open-concept layout immediately impresses. The expansive living room is anchored by a custom fireplace and flows effortlessly into a chef's kitchen featuring quartzite countertops, a large island, premium appliances, and a spacious pantry with custom shelving. The first-floor primary suite offers serene views and direct access to the outdoor living area. Its spa-like bathroom includes dual vanities, designer lighting, a custom-tiled walk-in shower, and a luxurious soaking tub. A generously sized walk-in closet features custom shelving and built-in his and her storage. Also on the main level is a stylish powder room and a private guest suite with its own bath. The second floor features a large bonus room with a wet bar, laundry room, two guest suites with private baths and a large balcony perfect for enjoying evening breezes. Built by Legendary Home Builders, utilizing only the finest materials and high end finishes such as: wind and impact resistant windows, wind and impact rated doors, insulated wind and impact rated garage doors, insulation in all interior walls for energy efficiency, sound proofing insulation between floors for sound barrier, stainless steel door hinges, custom wood shelving in all closets, Kohler plumbing throughout, custom solid wood cabinetry throughout with soft close hinges, surround sound, smart home technology customizable for homeowner, led lighting throughout and so much more! This extraordinary home captures the essence of modern coastal luxury beautiful, functional, and just moments from the beach. Regatta Bay is a serene, gated community that seamlessly blends golf and boating, offering a lifestyle that is truly unparalleled! The essence of the Regatta Bay Lifestyle revolves around convenience, allowing residents to easily access numerous enjoyable destinations within minutes via golf cart, including the beach! Within the community, residents can indulge in golf, swimming, tennis, pickleball, parks, playgrounds, the Regatta Bay Clubhouse, Legendary Marine, and Legendary Yacht Club. Furthermore, Regatta Bay features a private road that leads directly to the Destin Commons, where an array of popular retail stores for both men and women awaits, alongside a diverse selection of restaurants, Whole Foods, Bass Pro, Lowes, an AMC movie theater, and Uncle Buck's Bowling-all easily reachable by golf cart. Regatta Bay is centrally located offering easy access to the airport and only a few miles from Northwest Florida's finest hospital. Schedule your private tour today and experience the elegance of Regatta Bay living.
Full Property Details
Full Property Details for 4564 Leeward Ln
General
- Price: $2,379,000
- Taxes: $2,033 (2025)
- Status: Active
- Type: Single Family
- Source: Emerald_Coast
- MLS ID: 1002898
- Updated: 5/12/2026
- Added to Site: 1 day(s) ago
Rental Information
- Complex Features: Short Term Rental - Not Allowed, Pickle Ball, Boat Launch, Community Room, Dock, Fishing, Game Room, Gated Community, Golf, Marina, Pets Allowed, Picnic Area, Playground, Pool, Tennis, Waterfront
Interior
- Number of Rooms: 7
- Interior Features: Breakfast Bar, Ceiling Beamed, Ceiling Tray/Cofferd, Kitchen Island, Lighting Recessed, Newly Painted, Pantry, Pull Down Stairs, Shelving, Split Bedroom, Washer/Dryer Hookup, Wet Bar, Woodwork Painted, Woodwork Stained
- Fireplace: Yes
- Fireplace(s): Fireplace Gas
- Appliances: Auto Garage Door Opn, Dishwasher, Disposal, Ice Machine, Microwave, Oven Double, Range Hood, Refrigerator, Security System, Smoke Detector, Stove/Oven Gas, Warranty Provided, Wine Refrigerator, Water Heater - Gas, Water Heater - Tnkls
- Flooring: Floor Hardwood, Floor Tile
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Additional Information
- Pool: Yes
- Pool Description: Pool - Heated, Pool - In-Ground, Pool Type
Exterior
- Exterior Features: Rain Gutter, Balcony, BBQ Pit/Grill, Columns, Fenced Back Yard, Hot Tub, Lawn Pump, Pool - Gunite Concrt, Shower, Sprinkler System, Summer Kitchen
- Porch/Patio/Deck: Patio Covered, Patio Open, Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
Location
- Area: 14 - Destin
- County: Okaloosa
- Subdivision: Regatta Bay
- Driving Directions: Turn into Regatta Bay main entrance from HWY 98. Go straight. Turn right on Sailmaker Lane. Turn right on Westwinds Way. Turn left on Leeward Lane. House is on the right.
School Information
- Elementary School: Destin
- Middle School: Destin
- High School: Fort Walton Beach
Community
- Association: Yes
- Assoc. Fees Include: Ground Keeping, Land Recreation, Management, Master Association, Recreational Faclty, Security
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, Gas - Natural, Public Water, Underground
Structural Information
- Architectural Style: Traditional
- Construction: Frame, Siding Brick Front, Siding CmntFbrHrdBrd, Stucco, Trim Wood
- Exterior Const.: Frame, Siding Brick Front, Siding CmntFbrHrdBrd, Stucco, Trim Wood
- Stories/Levels: 2
- Square Feet: 3,454
- Sq. Ft. Source: Building Plan
- Year Built: 2026
Lot Features
- Property View: Lake
- Lot Size (Acres): 0.19
- Lot Size (Sq. Ft.): 8,276.4
- Lot Dimensions: 70 x 120
- Frontage: Private Road
- Lot Features: Covenants, Restrictions, Within 1/2 Mile to Water
- Zoning: Resid Single Family
Water Features
- Water View: Yes
Green Features
- Energy Efficient: Doors
Financial Considerations
- Assessment Amount: $1,994
- Tax Amount: $2,033.22
- Tax Year: 2025
Disclosures and Reports
- Legal Description: TRADEWINDS AT REGATTA BAY LOT 49
- APN: 00-2S-22-3450-0000-0490
- Property ID: 00-2S-22-3450-0000-0490
Listed by Legendary Realty LLC
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Schools
Schools serving 4564 Leeward Ln
School District:Okaloosa County School District
| Name | Grades | Distance |
|---|---|---|
Destin Middle School 4608 Legendary Marina Drive, Destin, FL 32541 | 5-8 | 1.1 mi |
Destin Elementary School 630 Kelly Street, Destin, FL 32541 | PK-4 | 5 mi |
Fort Walton Beach High School 400 Hollywood Boulevard Southwest, Fort Walton Beach, FL 32548 | 9-12 | 13.8 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 4564 Leeward Ln
Date
Details
Price
Change
Source
5/12/2026
Listed
$2,379,000
—
MLS
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 4564 Leeward Ln
Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,033
7%
$193,335
6%
2024
$1,899
7%
$182,237
7%
2023
$1,769
463%
$170,314
502%
2021
$314
-80%
$28,293
-81%
2022
$1,583
—
$147,458
—
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 4564 Leeward Ln
4564 Leeward Lane, Destin, FL 32541 (MLS# 1002898) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 4564 Leeward Lane is currently listed for $2,379,000 and was received on May 12, 2026. Want to learn more about 4564 Leeward Lane? Do you have questions about finding other Single Family real estate for sale in Destin? You can browse all Destin real estate or contact a Coldwell Banker agent to request more information.

