255 Cypress Drive

Santa Rosa Beach, FL 32459

$1,750,000

Active

255 Cypress Drive, Santa Rosa Beach, FL 32459 - Your PANORAMIC Gulf View Coastal Escape Awaits!
Your PANORAMIC Gulf View Coastal Escape Awaits!
255 Cypress Drive, Santa Rosa Beach, FL 32459 - GORGEOUS PANORAMIC GULF VIEWS FROM ALL 3 LEVELS, WITH EACH LEVEL OFFERING MORE GULF VIEWS!
GORGEOUS PANORAMIC GULF VIEWS FROM ALL 3 LEVELS, WITH EACH LEVEL OFFERING MORE GULF VIEWS!
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Incredible Gulf views from 3rd story!
Incredible Gulf views from 3rd story!
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - First Level Laundry Room, NEWER front load washer & dryer, utility sink and overhead storage cabinets
First Level Laundry Room, NEWER front load washer & dryer, utility sink and overhead storage cabinets
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - First Level Entry Foyer
First Level Entry Foyer
255 Cypress Drive, Santa Rosa Beach, FL 32459 - First Level 1st Guest Bedroom with Full Bath
First Level 1st Guest Bedroom with Full Bath
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - First Level 2nd Guest Bedroom with Full Bath
First Level 2nd Guest Bedroom with Full Bath
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - First Level Porch overlook Topsail Preserve
First Level Porch overlook Topsail Preserve
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Main Level 3rd Guest Bedroom with Full Bath
Main Level 3rd Guest Bedroom with Full Bath
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Main Level 4th Guest Bedroom with Full Bath
Main Level 4th Guest Bedroom with Full Bath
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Main Level Covered Porch
Main Level Covered Porch
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Main Level Kitchen featuring wine cooler and NEW 2025 side-by-side stainless steel refrigerator
Main Level Kitchen featuring wine cooler and NEW 2025 side-by-side stainless steel refrigerator
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Main Level Kitchen, Dining and Living Rooms
Main Level Kitchen, Dining and Living Rooms
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Spacious Open Concept Living Area
Spacious Open Concept Living Area
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Main Level Dining Room with added seating space at Center Island
Main Level Dining Room with added seating space at Center Island
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Main Level Center Island Seating
Main Level Center Island Seating
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Peaceful Covered Porch with Gulf Views
Peaceful Covered Porch with Gulf Views
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Third Level Office Area
Third Level Office Area
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Breathtaking Gulf views from 3rd Story Primary Bedroom Suite Balcony!
Breathtaking Gulf views from 3rd Story Primary Bedroom Suite Balcony!
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Primary Bedroom Coffee/Wine Bar
Primary Bedroom Coffee/Wine Bar
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Large Walk-In Primary Bedroom Closet
Large Walk-In Primary Bedroom Closet
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Spacious Primary Bathroom Deluxe Spa Shower
Spacious Primary Bathroom Deluxe Spa Shower
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Amenity Center, a short walk from property.
Amenity Center, a short walk from property.
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Breathtaking infinity edge pool with Gulf views!
Breathtaking infinity edge pool with Gulf views!
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - featuring infinity edge pool
featuring infinity edge pool
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Covered seating area with fireplace
Covered seating area with fireplace
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Indoor recreation area
Indoor recreation area
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Spa Hot Tub
Spa Hot Tub
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Workout Gym
Workout Gym
255 Cypress Drive, Santa Rosa Beach, FL 32459 - Phase 2 Waterfall Pool
Phase 2 Waterfall Pool
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459
255 Cypress Drive, Santa Rosa Beach, FL 32459

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Beds
5
Baths
5
Square feet
3,217
Year built
2006
Property type
A

Description

NOW OFFERED AT $1,750,000 -- AN ADDITIONAL $140,000 PRICE REDUCTION! This remarkable price adjustment presents an exceptional opportunity to own one of Cypress Dunes' most scenic and elevated homes at an incredible value. The new price allows buyers the flexibility to update the bathrooms, refresh the interior with today's preferred neutral colors, and personalize the home to their own taste--all while securing one of the community's most coveted locations with extraordinary Gulf views that simply cannot be replicated.
Experience coastal living at its absolute finest in this extraordinary three-story turn-key beach retreat, perfectly positioned on one of the highest elevations in Cypress Dunes, offering some of the most breathtaking Gulf views in the entire community. From brilliant sunrise skies to unforgettable sunset panoramas, the views from this home are nothing short of spectacular.
Designed to fully embrace its premier setting, every level of this beautifully maintained residence captures the beauty of the Gulf, with expansive porches and elevated living spaces showcasing emerald waters, endless horizons, and soothing coastal breezes. The rare high-elevation homesite not only maximizes sweeping views but also provides an added sense of privacy, security, and distinction that is increasingly difficult to find.

Listing details MLS# 995769

Location, Tax and Legal

Area
17 - 30A West
Sub area
1701 - Santa Rosa Beach S of 98 West of 393
Subdivision
CYPRESS DUNES
County
Walton
Parcel ID
32-2S-20-33300-000-0330
Tax year
2025
Annual tax
14012.73
Legal description
LOT 33 CYPRESS DUNES PB 15-74 REPLAT PB 16-43 OR 2699-3849 OR 3400-611 OR 3220-1298
Zoning
Resid Single Family

General Property Info

Property type
Residential
Year built
2006
Lot dimensions
50/89/20/89
New construction
No
Condition
Construction Complete

Interior

Bedrooms
5
Bathrooms
5
Full baths
5
Half baths
0
Building area
3217
Heating
Central
Cooling
Ceiling Fans, Central Air
Flooring
Floor Tile, Floor Vinyl
Interior features
Breakfast Bar, Kitchen Island, Lighting Recessed, Owner's Closet, Pantry, Washer/Dryer Hookup, Woodwork Painted
Appliances
Auto Garage Door Opn, Dishwasher, Disposal, Dryer, Microwave, Oven Self Cleaning, Refrigerator W/IceMk, Smoke Detector, Stove/Oven Gas, Washer, Wine Refrigerator, Water Heater - Elect
Total rooms
15

Exterior and Site

Roof
Roof Metal
Foundation
Slab
Exterior features
Balcony, BBQ Pit/Grill, Columns, Sprinkler System
Patio and porch
Deck Covered
Parking
Garage, Oversized
Garage spaces
2
View
Gulf
Road surface
Paved

Utilities

Utilities
Electric, Gas - Natural, Public Water, TV Cable, Underground
Sewer
Public Sewer

Schools

Elementary
Van R Butler
Middle school
Emerald Coast
High school
South Walton

Association and Fees

Association
Yes
Fee includes
Accounting, Ground Keeping, Land Recreation, Legal, Management, Recreational Faclty, Security, Trash

Remarks and Misc

Special conditions
Accept Backup Offers
Directions
From U.S. Highway 98, turn south on Highway 30A. Proceed approx 1 mile. Turn right on Cypress Crossing, drive past mail kiosk to entrance gate, turn left on Cypress Drive, continue on Cypress Drive to property on left.

Documents

MLS IDX Listing Disclosure © 2026

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