255 Cypress Drive, Santa Rosa Beach, FL 32459

$1,999,000
  • 255 Cypress Drive, Santa Rosa Beach, FL 32459 Main Photo

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Active
BEDS5 BATHS5 full SQUARE FEET3,217 MLS#995769
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONCYPRESS DUNES

Property 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. 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!

255 Cypress Drive | MLS# 995769

This single family home located at 255 Cypress Drive, Santa Rosa Beach, FL 32459 is currently listed for sale with an asking price of $1,999,000. This property was built in 2006 and has 5 bedrooms and 5 full baths with 3217 sq. ft. Cypress Drive is located in the CYPRESS DUNES subdivision. Search CYPRESS DUNES real estate on www.realtymark.net today.

Property Features

Property Type: Residential - Single Family
Cooling: Ceiling Fans, Central Air
Garage: 2 car attached
Heating: Central
Home Style: Beach House
Lot Size: 50/89/20/89
Stories: 3.0
Taxes: $14,012
Year Built: 2006

Feature Descriptions

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
Association Fee Includes: Accounting, Ground Keeping, Land Recreation, Legal, Management, Recreational Faclty, Security, Trash
Community Features: Short Term Rental - Allowed, Pickle Ball, Community Room, Elevators, Exercise Room, Gated Community, Handicap Provisions, Pool, Tennis, TV Cable, Whirlpool
Days on Site: 12
Exterior: Balcony, BBQ Pit/Grill, Columns, Sprinkler System
Financing Terms: Conventional
Flooring: Floor Tile, Floor Vinyl
Foundation: Slab
HOA: Yes
HOA Fee: 1250/Quarterly
Interior: Breakfast Bar, Kitchen Island, Lighting Recessed, Owners Closet, Pantry, Washer/Dryer Hookup, Woodwork Painted
Lot: Covenants, See Remarks
Lot Dimensions: 50/89/20/89
Parcel Number: 32-2S-20-33300-000-0330
Parking: Garage, Oversized
Patio/Porch: Deck Covered
Property Condition: Construction Complete
Road Surface: Paved
Rooms Total: 15
Sewer: Public Sewer
Special View Info: Gulf
Sub Type: Detached Single Family
Utilities: Electric, Gas - Natural, Public Water, TV Cable, Underground
Window: Window Treatment All

Room Sizes

Primary Bedroom: 22 X 14 Level - Third
Primary Bathroom: 20 X 9 Level - Third
Office: 10 X 5 Level - Third
Kitchen: 14 X 9 Level - Second
Dining Room: 26 X 15 Level - Second
Bedroom: 12 X 11 Level - Second
Full Bathroom: 8 X 5 Level - Second
Bedroom: 12 X 11 Level - Second
Full Bathroom: 8 X 7 Level - Second
Bedroom: 13 X 11 Level - First
Full Bathroom: 11 X 5 Level - First
Bedroom: 13 X 11 Level - First
Full Bathroom: 10 X 4 Level - First
Laundry: 11 X 7 Level - First
Garage: 26 X 19 Level - First

Local Schools

High School: South Walton
Middle School: Emerald Coast
Elementary School: Van R Butler

Listed By / Shown By

Listed By

Agency Name: EXP Realty LLC

Shown By

Agency Title: RealtyMark
Agency Phone: 888-260-0040

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Estimated Payment

$ 6,199.62 per month $4,448.91 Principal & Interest $1,167.67 Property Tax $583.04 Homeowner's Insurance

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All commissions are negotiable Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/04/2026. The listing information on this page last changed on 03/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 03/04/2026 12:00:06 AM EST) or Stellar MLS (last updated Tue 03/03/2026 11:44:00 PM EST) or GSMLS (last updated Tue 03/03/2026 11:53:52 PM EST) or Emerald Coast MLS (last updated Tue 03/03/2026 11:55:21 PM EST) or Central Panhandle Association of Realtors (last updated Tue 03/03/2026 11:57:16 PM EST) or Beaches MLS (last updated Tue 03/03/2026 11:55:48 PM EST) or Naples MLS (last updated Tue 03/03/2026 11:40:52 PM EST) or Bright MLS (last updated Tue 03/03/2026 11:50:12 PM EST) or OneKey MLS (last updated Tue 03/03/2026 11:53:04 PM EST). Real estate listings held by brokerage firms other than RealtyMark may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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