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$1,750,000

255 Cypress Dr

Santa Rosa Beach, FL
Active
5
Bedrooms
5
Bathrooms
3,217
Square Feet
2006
Year Built
229
Days On Market

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!

Listing Information

Listing Updated
1 days ago
Listed By
Shelley A Stipes · EXP Realty LLC
MLS#
995769
Source
Emerald Coast Association of REALTORS
Status
Active

Facts & Features

Location

Community Information

Address
255 Cypress Dr, Santa Rosa Beach, FL 32459
City
Santa Rosa Beach
County
Walton
Neighborhood
CYPRESS DUNES
Zip Code
32459

Architecture

Bedrooms
5
Bathrooms
5
Stories
3
Year Built
2006
Style
Beach House
Building Area
3,217 sq. ft.
Foundation
Slab
Roof
Metal
Garage
Yes
Garage Spaces
2
Parking Features
Attached, Oversized, Garage Door Opener, Garage

Features & Amenities

Interior Features
Pantry, Kitchen Island, Breakfast Bar, Recessed Lighting
Appliances
Dryer, Dishwasher, Electric Water Heater, Microwave, Washer, Disposal, Gas Oven, Self Cleaning Oven, Wine Refrigerator
Flooring
Tile, Vinyl
Exterior Features
Balcony, Outdoor Grill
Patio and Porch
Covered, Deck
Community Features
Gated, Pool, Tennis Court(s)
Cooling
Ceiling Fan(s), Central Air, Electric
Heating
Natural Gas, Electric, Central

Property Features

Lot Features
See Remarks
Water
Public
Sewer
Public Sewer
Utilities
Cable Available, Electricity Available, Natural Gas Available, Underground Utilities
Zoning
Resid Single Family

Square Footage

Total
3,217 sq. ft.

Tax & Financial Information

List Price
$1,750,000
Annual Taxes
$14,012
Association Fee
$1,200 (paid Quarterly)
Fee Includes
Trash, Maintenance Grounds, Security

Schools

50/100
Van R. Butler Elementary School
Elementary · Grades KG–05 · 0.5 mi
City
Santa Rosa Beach
Students
914
Parent reviews
1.0★ avg · 2 reviews
Student body
68% White · 20% Hispanic / Latino · 5% Two or More Races
Free/reduced lunch
28%
Phone
(850) 622-5040
63/100
Les Petits Prep School
All Grades · Grades PK–KG · 2.4 mi · Private
City
Santa Rosa Beach
Students
9
Student–teacher
1.0
Student body
100% White
Phone
(850) 502-0052
55/100
Compass Rose Academy Inc
All Grades · Grades PK–05 · 4.3 mi · Private
City
Santa Rosa Beach
Students
50
Student body
84% White · 8% Asian · 4% Hispanic / Latino
Phone
(850) 855-8792
51/100
South Walton Academy
All Grades · Grades PK–12 · 2.6 mi · Private
City
Santa Rosa Beach
Students
114
Student body
83% White · 9% Black · 9% Hispanic / Latino
Phone
(850) 213-4595
49/100
The Tree House Episcopal Montessori School
All Grades · Grades PK–KG · 2.9 mi · Private
City
Santa Rosa Beach
Students
55
Student body
60% White · 20% Hispanic / Latino · 20% Asian
Phone
(850) 622-9771

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
02/18/2026Listed for sale$1,750,000

Listed by Shelley A Stipes · EXP Realty LLC


IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing

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