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Walton 32459
255 Cypress Drive
$1,750,000
↓ $140K (7.4%)
● House - For Sale

255 Cypress Drive

Santa Rosa Beach, FL 32459
bedrooms
5 Beds
bathrooms
5 Baths
square feet
3,217 Ft²
$9,761
Est. Monthly

About This Property

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!
Unit Size
3,217 Ft²
Days on Market
35 days
Land Size
-
Price per sqft
$544
Property Type
House
Property Taxes
$1,168
HOA Dues
-
Year Built
2006

Listed By

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Last updated: 3 months ago (ECAR #995769)

Price History

Date / Event Date Event Price
Jun 30, 2026 Price Decreased $1,750,000
↓ $140K (7.4%)
Price Decreased
May 29, 2026 Price Decreased $1,890,000
↓ $59K (3%)
Price Decreased
May 5, 2026 Price Decreased $1,949,000
↓ $50K (2.5%)
Price Decreased
Feb 18, 2026 Listed by EXP Realty LLC $1,999,000
Listed by EXP Realty LLC
Nov 15, 2025 Price Decreased $1,999,000
↓ $101K (4.8%)
Price Decreased
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Property Highlights

Garage
Air Conditioning
Parking Details
Has Garage
Attached Garage
Parking Features: Garage, Oversized
Garage Spaces: 2
Interior Details
Full Bathrooms: 5
Interior Features: Breakfast Bar, Kitchen Island, Pantry, Lighting Recessed, Owner's Closet, Washer/Dryer Hookup, Woodwork Painted
Appliances: Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Wine Refrigerator, Water Heater, Auto Garage Door Opn, Oven Self Cleaning, Smoke Detector, Stove/Oven Gas
Flooring Type: Vinyl, Floor Tile
Rooms: 15
Exterior Details
Square Footage: 3217
Property Condition: Construction Complete
Architectural Style: Beach House
Year Built: 2006
Building Area Total: 3217
Window Features: Window Treatment All
Patio and Porch Features: Covered
Lot Features: See Remarks, Covenants
Lot Size Units: Acres
Lot Size Dimensions: 50/89/20/89
Water Source: Public
Financial Details
Tax Assessed Value: $1,200
Tax Annual Amount: $14,013
Utilities Details
Cooling Type: Ceiling Fan(s), Central Air
Heating Type: Central
Sewer : Public Sewer
Location Details
HOA/Condo/Coop Fee Includes: Security, Trash, Accounting, Ground Keeping, Land Recreation, Legal, Management, Recreational Faclty

Building Info

Overview

    General

  • Year Built: 2006
  • Effective Year Built: 2006
  • Building Count: 1
  • Bedroom Count: 5
  • Bathroom Count: 5
  • Full Bathrooms: 5
  • Partial Bathrooms: 5
  • Bathroom Plumbing Fixtures: 17
  • Building Condition: 0
  • Building Quality: 1
  • Construction Type: 0
  • Building Style: 0
  • Exterior Walls Type: 6
  • Interior Walls Type: 14
  • Roof Shape Type: 9
  • Roof Cover Type: 14
  • Floor Count: 300
  • Living Units: 1
  • Floor Cover: 9
  • Basement Type: 0
  • Basement Area: 0
  • Parking Type: 5
  • Garage Type: 1
  • Garage Square Area: 400
  • Parking Space Count: 0
  • Patio Type: 5
  • Porch Type: 126
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 4,555
  • Total Building Area: 3,617
  • Gross Building Area: 3,617
  • Building Area: 3,217
  • Building Area Measurement: L

    Heating and Cooling

  • Air Conditioning: 1
  • Heating: 4
  • Heated Square Feet: 3,217
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: CYPRESS DUNES
  • Land Acres: 0000000105
  • Standard Land Use Code: 1001
  • County Land Use Code: 0100
  • Legal Description 1: LOT 33 CYPRESS DUNES PB 15-74 REPLAT PB 16-43 OR 2699-3849 OR 3400-611 OR 3220-1298

Neighborhood

  • School District Name: Walton County School District
  • Census Tract: 950604

Geography

  • Assessors Map Reference: S2-32-20
  • Parcel: 32-2S-20-33300-000-0330
  • Block: 3
  • Lot: 33
  • Meridian: SEC 32 TWN 02S RNG 020
  • Municipality: SOUTH WALTON FIRE
  • Latitude: 30.3606
  • Longitude: -86.2693

    Address

  • Full Address: 255 Cypress Dr
  • Address - House Number: 255
  • Address - Street Name: Cypress
  • Address - Suffix Type: Dr
  • State: FL
  • City Name: Santa Rosa Beach
  • Carrier Code: H022
  • 4-Digit Zip Code: 8590
  • Zip Code: 32459

Valuation

    Tax

  • Total Area: 3,629
  • Tax Year: 2022
  • Tax Amount: $1,371,758
  • Tax Rate Code Area: 007

    Appraisal Valuation

  • Standard Deviation: 0.2682
  • Valuation Date: Jan 10, 2024
  • Confidence Score: 61
  • Final Value: 2,053,900
  • High Value: 2,604,863
  • Low Value: 1,502,937

    Market Valuation

  • Market Total Value: $1,480,198
  • Market Land Value: $532,134
  • Market Improvement Value: $948,064

    Assessments Valuation

  • Assessed Year: 2022
  • Assessed Total Value: $1,480,198
  • Assessed Land Value: $532,134
  • Assessed Improvements Value: $948,064

    Sales

  • Current Sale Contract Date: Mar 08, 2016
  • Current Sale Recording Date: Mar 10, 2016
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 2016000007462
  • Previous Sale Recording Date: Dec 01, 2005
  • Previous Sale Contract Date: Nov 17, 2005
  • Previous Sale Amount: $925,000
  • Previous Sale Document Type: 20
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Walton


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Frequently Asked Questions

When was property at 255 Cypress Drive built and last sold?
The property at 255 Cypress Drive was built in 2006 and last sold on Mar 8, 2016 for $815,000.
How much is this home worth?
The estimated value of the home located at 255 Cypress Drive is $1,767,500.
What are some comparable homes to 255 Cypress Drive?
There are currently no comparable homes to 255 Cypress Drive.