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255 Cypress Drive, Santa Rosa Beach, FL 32459

$1,999,000
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 ...

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.

Grayton Corners | 32 East County Highway 30-A, Suite J | Santa Rosa Beach, FL 32459
Office: 850.231.7896 | Toll Free: 866.533.3429 | Email Us
G. Gay Landreth, Managing Member and Broker

Brokerage commissions are not set by law and are fully negotiable.
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