About This Home

This 5-bedroom, 5-bathroom single family at 255 Cypress Drive in Santa Rosa Beach, FL is listed for $1,750,000 ($544 per sqft). Built in 2006, the home offers 3,217 sqft of living space on a N/A lot.

Key Features

  • Built in 2006
  • 3 stories
  • 4 parking spaces

Property Details

3 stories
5 full
2-car garage
2006

Amenities

A/C
Listing 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. Whether as a primary residence, luxury second home, or investment property with outstanding rental potential, this is a rare opportunity to own one of Cypress Dunes' premier view properties at an exceptional price.

Cosmetic updates can always be made--but a location and Gulf views like these are truly irreplaceable. 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 attractive to vacation renters seeking a premium coastal experience. Whether you're searching for a high-performing investment, a second home, or a legacy property to enjoy for generations, this elevated Gulf-view masterpiece delivers on every level.

Located in the highly sought-after community of Cypress Dunes in Santa Rosa Beach, this exceptional home seamlessly blends timeless architectural charm, thoughtful coastal design, and an unbeatable setting. Residents enjoy resort-style amenities, including a breathtaking Gulf-view infinity-edge pool, a fully equipped fitness center, and a relaxing spa tub--all designed to elevate everyday living.

If you're hosting unforgettable gatherings, savoring peaceful mornings with coffee while gazing out over the Gulf, or unwinding at day's end as the sky melts into brilliant sunset hues, this property captures the very essence of refined beachside living. Here, every moment feels like a getaway, and the coastal lifestyle you've dreamed of becomes your daily reality. Opportunities to own a home with this level of elevation and view are rare--don't miss your chance to secure one of the best vantage points in Cypress Dunes!

Monthly Cost Estimate

$10,559/mo

20% down · 6.5% · 30 years

Principal$1,266
Interest$7,583
Insurance$510
HOA$1,200

Estimates only. Actual payments may vary.

Location

255 Cypress Drive

Santa Rosa Beach, FL 32459

CYPRESS DUNES

Features & Amenities

Interior Features

Breakfast BarKitchen IslandLighting RecessedOwner's ClosetPantryWasher/Dryer HookupWoodwork Painted

Exterior Features

BalconyBBQ Pit/GrillColumnsSprinkler System

Property Details

Flooring

TileVinyl

Outdoor Features

Deck

Parking

OversizeGarage

Heating

Central

Cooling

Central Air

Appliances

Auto Garage Door OpnDishwasherDisposalDryerMicrowaveOven Self CleaningRefrigerator W/IceMkSmoke DetectorStove/Oven GasWasherWine RefrigeratorWater Heater - Elect

Questions & Answers

This 5-bedroom, 5-bathroom single family at 255 Cypress Drive is listed at $1,750,000 ($544/sqft). The estimated monthly payment is $10,559 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance, HOA fees.

HOA fees are $1200/month.

Key features include: Built in 2006, 3 stories, 4 parking spaces. Interior Features: Breakfast Bar, Kitchen Island, Lighting Recessed. Exterior Features: Balcony, BBQ Pit/Grill, Columns.

This property is listed by Shelley A Stipes.

SS

Shelley A Stipes

License 3635270

Agent at EXP REALTY LLC

Listed by EXP REALTY LLC · Broker phone: (888) 883-8509 · View on Broker Site

MLS# 995769· Source: Emerald Coast Association of Realtors· 251 days on PropertySimple

Copyright © 2026 Emerald Coast Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

255 Cypress Drive, Santa Rosa Beach, FL 32459

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