255 Cypress Drive, Santa Rosa Beach, FL 32459

$1,999,000

GORGEOUS PANORAMIC GULF VIEWS FROM 2ND AND 3RD FLOOR BALCONIES

Your PANORAMIC Gulf View Coastal Escape Awaits!

First Level Laundry Room, NEW front load washer & dryer, utility sink and overhead storage cabinets

First Level 1st Guest Bedroom with Full Bath

First Level 2nd Guest Bedroom with Full Bath

First Level Porch overlook Topsail Preserve

Main Level 3rd Guest Bedroom with Full Bath

Main Level 4th Guest Bedroom with Full Bath

Main Level Kitchen featuring wine cooler and NEW 2025 side-by-side stainless steel refrigerator

Main Level Kitchen, Dining and Living Rooms

Main Level Dining Room with added seating space at Center Island

Gorgeous Gulf of America views from 3rd Story Primary Bedroom Suite Balcony!

Spacious Primary Bathroom Deluxe Spa Shower

Amenity Center, a short walk from property.

Breathtaking infinity edge pool with Gulf views!

Property Type: Residential Bedrooms: 5 Baths: 5 Square Footage: 3,217 Status: Active

Current Price: $1,999,000 List Date: 2/20/2026 Last Modified: 3/10/2026

Overview

Description

Experience coastal living at its absolute finest in this extraordinary 3-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 very well maintained residence captures the beauty of the Gulf, with expansive porches & elevated vantage points 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 hard to find.

Supplements: Beyond its beauty, this property presents a compelling investment opportunity. With documented 2025 rental projections of $100,000+ (part-time short-term rentals), this home offers exceptional income potential while serving as a luxurious personal retreat. Its desirable location, three-story layout, and panoramic Gulf views make it highly attractiv ... (Read more)

Listing Details MLS# 995769

Contract Info

List Price/SqFt: 621.39
Listing Board: Emerald Coast

Location Tax and Legal

Area: 17 - 30A West
Street #: 255
Street Name: Cypress
Street Suffix: Drive
State: FL
Zip Code: 32459
County: Walton
Project Name/Subdivision: CYPRESS DUNES
Parcel ID: 32-2S-20-33300-000-0330

General Property Info

Sub-Type: Detached Single Family
Design: Beach House
Apx SqFt(Htd/Cooled): 3217
SqFt Source: Appraiser
Full Baths: 5
Total Bathrooms: 5
# Stories: 3
Year Built: 2006
Immediate Occupancy: No
Garage: Yes
Carport: No
Garage Spaces: 2
Driveway Spaces: 2
Pool: No
Pool Type: None

Location, Tax and Legal

Sub Area: 1701 - Santa Rosa Beach S of 98 West of 393
Elementary School: Van R Butler
Middle School: Emerald Coast
High School: South Walton
Legal Description: LOT 33 CYPRESS DUNES PB 15-74 REPLAT PB 16-43 OR 2699-3849 OR 3400-611 OR 3220-1298

Listing Info, Tax & Legal

Homestead: No
Is Subject Leased: No
Assessment Fees: Yes
Assessment Amount: 1250
Annual Assessment Amount: 5000
Assessment Paid: Quarterly
New Buyer Fee: Yes
New Buyer Fee Amt: 0.25
New Buyer Fee Paid: %
Last Taxes: 14012.73
Last Tax Year: 2025
Brokerage Interest: No Interest
As Is: No

More Information

Remarks & Misc

Remarks: Experience coastal living at its absolute finest in this extraordinary 3-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 very well maintained residence captures the beauty of the Gulf, with expansive porches & elevated vantage points 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 hard to find.

Sale Type

Accept Backup Offers: Yes

Construction Status

Construction Complete: Yes

Parking Features

Garage: Yes
Garage Attached: Yes
Oversized: Yes

Waterview

Gulf: Yes

Lot/Parcel Access

Paved Road: Yes

Lot Features

Covenants: Yes
See Remarks: Yes

Project Facilities

Community Room: Yes
Elevators: Yes
Exercise Room: Yes
Gated Community: Yes
Handicap Provisions: Yes
Pickle Ball: Yes
Pool: Yes
Short Term Rental - Allowed: Yes
Tennis: Yes
TV Cable: Yes
Whirlpool: Yes

Construction/Siding

Roof Metal: Yes
Slab: Yes

Utilities

Electric: Yes
Gas - Natural: Yes
Public Sewer: Yes
Public Water: Yes
TV Cable: Yes
Underground: Yes

Zoning

Resid Single Family: Yes

Exterior

Balcony: Yes
BBQ Pit/Grill: Yes
Columns: Yes
Deck Covered: Yes
Sprinkler System: Yes

Interior

Breakfast Bar: Yes
Floor Tile: Yes
Floor Vinyl: Yes
Furnished - All: Yes
Kitchen Island: Yes
Lighting Recessed: Yes
Owner's Closet: Yes
Pantry: Yes
Washer/Dryer Hookup: Yes
Window Treatment All: Yes
Woodwork Painted: Yes

Financing

Conventional: Yes

Appliances

Auto Garage Door Opn: Yes
Dishwasher: Yes
Disposal: Yes
Dryer: Yes
Microwave: Yes
Oven Self Cleaning: Yes
Refrigerator W/IceMk: Yes
Smoke Detector: Yes
Stove/Oven Gas: Yes
Washer: Yes
Wine Refrigerator: Yes

Energy

AC - 2 or More: Yes
AC - Central Elect: Yes
Ceiling Fans: Yes
Heat - Two or More: Yes
Heat Cntrl Electric: Yes
Insulated Doors: Yes
Water Heater - Elect: Yes

Mstr Bdrm/Mstr Bath

MBath Sauna/Steam: Yes
MBath Shower Only: Yes
MBath Tile: Yes
MBath Walk-In Closet: Yes
MBed Balcony: Yes
MBed Sitting Area: Yes
MBed Walk-in Closet: Yes
MBed Waterfront: Yes

Master Bedroom

Third: Yes

Bedroom

First: Yes
Second: Yes

Kitchen

Second: Yes

Full Bathroom

First: Yes
Second: Yes

Rooms

Bedroom: Yes
Dining Room: Yes
Full Bathroom: Yes
Garage: Yes
Kitchen: Yes
Laundry: Yes
Master Bathroom: Yes
Master Bedroom: Yes
Office: Yes

Fees Include

Accounting: Yes
Ground Keeping: Yes
Land Recreation: Yes
Legal: Yes
Management: Yes
Recreational Faclty: Yes
Security: Yes
Trash: Yes

Property Features

Sale Type: Accept Backup Offers Construction Status: Construction Complete Lot Features: Covenants; See Remarks Zoning: Resid Single Family Waterview: Gulf Parking Features: Garage; Garage Attached; Oversized Project Facilities: Community Room; Elevators; Exercise Room; Gated Community; Handicap Provisions; Pickle Ball; Pool; Short Term Rental - Allowed; Tennis; TV Cable; Whirlpool Exterior: Balcony; BBQ Pit/Grill; Columns; Deck Covered; Sprinkler System Interior: Breakfast Bar; Floor Tile; Floor Vinyl; Furnished - All; Kitchen Island; Lighting Recessed; Owner's Closet; Pantry; Washer/Dryer Hookup; Window Treatment All; 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 Utilities: Electric; Gas - Natural; Public Sewer; Public Water; TV Cable; Underground Energy: AC - 2 or More; AC - Central Elect; Ceiling Fans; Heat - Two or More; Heat Cntrl Electric; Insulated Doors; Water Heater - Elect Master Bedroom: Third Bedroom: First; Second Kitchen: Second Full Bathroom: First; Second Rooms: Bedroom; Dining Room; Full Bathroom; Garage; Kitchen; Laundry; Master Bathroom; Master Bedroom; Office Financing: Conventional Fees Include: Accounting; Ground Keeping; Land Recreation; Legal; Management; Recreational Faclty; Security; Trash

Room Information

Master Bedroom Level: Third Dimensions: 22 x 14 Length: 22.00 Width: 14.00 Remarks: With added Coffee/Wine Bar Dimensions: 22 x 14 Master Bathroom Level: Third Dimensions: 20 x 9 Length: 20.00 Width: 9.00 Remarks: With Large Spa Shower Dimensions: 20 x 9 Office Level: Third Dimensions: 10 x 5 Length: 10.00 Width: 5.00 Remarks: Office Area Dimensions: 10 x 5 Kitchen Level: Second Dimensions: 14 x 9 Length: 14.00 Width: 9.00 Remarks: Large Center Island Dimensions: 14 x 9 Dining Room Level: Second Dimensions: 26 x 15 Length: 26.00 Width: 15.00 Remarks: Dining/Living Combo Dimensions: 26 x 15 Bedroom Level: Second Dimensions: 12 x 11 Length: 12.00 Width: 11.00 Dimensions: 12 x 11 Full Bathroom Level: Second Dimensions: 8 x 5 Length: 8.00 Width: 5.00 Dimensions: 8 x 5 Bedroom Level: Second Dimensions: 12 x 11 Length: 12.00 Width: 11.00 Dimensions: 12 x 11 Full Bathroom Level: Second Dimensions: 8 x 7 Length: 8.00 Width: 7.00 Dimensions: 8 x 7 Bedroom Level: First Dimensions: 13 x 11 Length: 13.00 Width: 11.00 Dimensions: 13 x 11 Full Bathroom Level: First Dimensions: 11 x 5 Length: 11.00 Width: 5.00 Dimensions: 11 x 5 Bedroom Level: First Dimensions: 13 x 11 Length: 13.00 Width: 11.00 Dimensions: 13 x 11 Full Bathroom Level: First Dimensions: 10 x 4 Length: 10.00 Width: 4.00 Dimensions: 10 x 4 Laundry Level: First Dimensions: 11 x 7 Length: 11.00 Width: 7.00 Remarks: New Front Load Washer & Dryer Dimensions: 11 x 7 Garage Level: First Dimensions: 26 x 19 Length: 26.00 Width: 19.00 Remarks: Oversized Dimensions: 26 x 19

Listing Office: EXP Realty LLC

Last Updated: March - 10 - 2026

All information is believed to be accurate but is not guaranteed. Protected by Copyright© 2026 and is owned either by the Emerald Coast Association of REALTORS®, Inc or by the developers of the software, FBS, Inc. All rights reserved.

255 Cypress Drive, Santa Rosa Beach, FL 32459 (MLS# 995769)