# 255 Cypress Drive, Santa Rosa Beach, FL 32459 > **TL;DR:** 5bd/5ba single family, $1,750,000 ($544/sqft), built 2006, 3,217 sqft. > A/C, 2-car garage. Est. $10,559/mo. Listed 252 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,750,000 | | Price/sqft | $544 | | Bedrooms | 5 | | Bathrooms | 5 full | | Square Feet | 3,217 | | Year Built | 2006 | | Stories | 3 | | Garage | 2-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 252 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $8,849 | | Estimated Insurance | $510 | | HOA | $1,200 | | **Total** | **$10,559** | ## Nearby Schools - **Elementary:** Van R Butler - **Middle:** Emerald Coast - **High:** South Walton ## Key Amenities - A/C - 2-car garage ## Property Highlights - Built in 2006 - 3 stories - 4 parking spaces ## Description ### Agent 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! ## Location - **Address:** 255 Cypress Drive, Santa Rosa Beach, FL 32459 - **County:** Walton - **Neighborhood:** CYPRESS DUNES - **Coordinates:** 30.360641, -86.269352 - **Google Maps:** https://www.google.com/maps?q=30.360641,-86.269352 ## Listing Agent - **Name:** Shelley A Stipes · **License:** 3635270 - **Brokerage:** EXP REALTY LLC - **Broker Phone:** (888) 883-8509 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/255-Cypress-Dr_Santa-Rosa-Beach_FL_32459_M56386-24475?f=listhub&s=ECARMLSFL&m=995769&c=propsimple) ## Photos ![255 Cypress Drive - Photo 1](http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f3105791912r.jpg) ![255 Cypress Drive - Photo 2](http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f281979616r.jpg) ![255 Cypress Drive - Photo 3](http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f3666549338r.jpg) ![255 Cypress Drive - 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Photo 74](http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f1651046577r.jpg) ![255 Cypress Drive - Photo 75](http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f1571639260r.jpg) ![255 Cypress Drive - Photo 76](http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f4057199116r.jpg) ![255 Cypress Drive - Photo 77](http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f3362811998r.jpg) ![255 Cypress Drive - Photo 78](http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f2466360020r.jpg) ![255 Cypress Drive - Photo 79](http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f2135878990r.jpg) ![255 Cypress Drive - Photo 80](http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f2065536839r.jpg) ![255 Cypress Drive - Photo 81](http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f281979616r.jpg) ![255 Cypress Drive - Photo 82](http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f2036092435r.jpg) --- **MLS#:** 995769 | **Updated:** 2026-10-20 **Source:** listhub *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.* [View on PropertySimple](https://staging.propertysimple.ai/listing/255-cypress-drive-santa-rosa-beach-fl-32459-09e777fa699b4f7ea34ef56823893492) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/255-cypress-drive-santa-rosa-beach-fl-32459-09e777fa699b4f7ea34ef56823893492#listing", "url": "https://staging.propertysimple.ai/listing/255-cypress-drive-santa-rosa-beach-fl-32459-09e777fa699b4f7ea34ef56823893492", "name": "255 Cypress Drive, Santa Rosa Beach, FL 32459", "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!", "image": [ "http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f3105791912r.jpg", "http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f281979616r.jpg", "http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f3666549338r.jpg", "http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f186806587r.jpg", "http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f816176955r.jpg", "http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f1683617472r.jpg", "http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f2845623300r.jpg", "http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f182865706r.jpg", "http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f1681734743r.jpg", "http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f2144814535r.jpg", "http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f3311804471r.jpg", 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