Villa Segunda Pensacola Beach FL Homes for Sale

Villa Segunda on Pensacola Beach is one of Santa Rosa Island's most sought-after residential addresses, where homes for sale typically range from $900,000 to well over $2 million depending on location and water access. Pointe South brings deep local expertise to buyers navigating this competitive Gulf-front market.

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Home Styles and Price Context

Villa Segunda is dominated by elevated single-family homes built to meet Florida coastal construction codes, with most residences constructed between the 1990s and 2010s. Homes generally range from 1,800 to 3,500 square feet on narrow platted lots, many offering Gulf views, sound access, or direct deeded beach frontage. Entry-level properties in the neighborhood start near $850,000, while direct Gulf-front homes regularly list above $2.5 million. Buyers should expect concrete block or pilings construction, metal roofs, and open-concept layouts designed to capture water views from the main living areas.

Neighborhoods and Streets

Villa Segunda Drive and Surrounding Streets

The core of Villa Segunda runs along Villa Segunda Drive, which bisects the community between the Gulf of Mexico and Santa Rosa Sound. Streets like Panferio Drive and Ariola Drive border the neighborhood and share the same elevated, beach-cottage character. Lots here tend to be compact, typically under a quarter acre, which keeps maintenance manageable for buyers using properties as second homes or vacation rentals. The Portofino Island Resort sits at the eastern boundary and adds a recognizable landmark for orientation.

Proximity to Pensacola Beach Infrastructure

Villa Segunda sits within a short walk of Pensacola Beach's commercial core along Fort Pickens Road, where restaurants, beach access points, and the Pensacola Beach Gulf Pier are all within a half-mile. Navarre Beach is roughly 20 miles east along US-98, and downtown Pensacola is about 8 miles north via the Bob Sikes Bridge.

Day-to-Day Lifestyle

Residents have direct access to the Gulf Islands National Seashore, which borders the western end of Santa Rosa Island and provides some of the most protected white-sand beach in the Florida Panhandle. Kayaking and paddleboarding on Santa Rosa Sound are common weekday activities. Families with school-age children are zoned for Escambia County public schools, with A.K. Suter Elementary serving the broader Pensacola Beach area. The barrier island setting means grocery runs require a bridge crossing into Pensacola proper, so most full-time residents treat a Costco or Publix trip as a weekly routine rather than a daily errand.

Working With a Local Expert

Pointe South has represented buyers and sellers throughout Pensacola Beach for years and understands the nuances of Villa Segunda's flood zone designations, HOA considerations, and rental income potential that affect pricing decisions in this market.

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Newest Homes for Sale in Villa Segunda, Pensacola Beach, FL

$1,550,000

6 Beds ⋅ 4 Baths ⋅ 1005131 MLS

WELCOME TO GONE COASTAL - A TURNKEY VACATION RENTAL POWERHOUSE JUST STEPS FROM THE BEACH! This property is an established and highly successful short-term rental with over $198,000 in gross rental revenue in 2025, more than $174,000 already generated in 2026, with and additional $5K already booked for October. Future bookings that can transfer to the new owner. Additionally if your looking for tax depreciation your Cost Segregation tax deduction for this property is UNIQUE, based on the land being 'lease-hold' status. The full purchase amount qualifies for a tax deduction; there is no need to subtract up to 30% for land value allocation, resulting in an approximate $311K tax deduction in the year the property is placed in-service. The unique added tax deduction value for this property is approximately $93,300 (30% of $311K), compared to standard cost segregation studies where a land value allocation is subtracted. If you can utilize this tax deduction, this property meets that requirement. (Tax benefits depend on buyer eligibility, purchase allocation, study findings, and applicable tax rules. I'm not a CPA; please consult your tax advisor.) Self-managed with no HOA and a transferable management system, this is a rare opportunity to step into immediate income production from day one. This beautifully updated beach home is being offered fully furnished and rental-ready.With approximately 3,900 square feet of living space, this property comfortably accommodates large groups and features 6 bedrooms, 3.5 bathrooms, multiple sleeping areas, and room for up to 21 guests. Designed for unforgettable beach vacations, the home boasts an impressive outdoor oasis complete with a heated pool and spa, expansive sun deck, outdoor firepit, grilling area, and multiple balconies with water views. Inside, guests enjoy a spacious open-concept living area, updated kitchen with granite countertops and backsplash, game room featuring air hockey and arcade games, Smart TVs throughout, and high-speed Wi-Fi. Recent improvements include 2020 Roof, Hardie siding, remodeled lower level, HVAC upgrades, waterproof flooring, exterior paint, and more. Whether you're seeking a luxury beach getaway, second home, or proven investment property, Gone Coastal delivers exceptional amenities, strong cash flow, and an unbeatable Pensacola Beach location. Schedule your private showing today and start earning from one of the area's top-performing vacation rentals!

1205 Via De Luna Dr, Pensacola Beach

$775,000

2 Beds ⋅ 2 Baths ⋅ 682704 MLS

NEW PRICE! Discover the freedom of beach living in this beautifully renovated cottage on a generous approximately 0.28-acre homesite in the heart of Pensacola Beach. Located just two blocks from the sugar-white Gulf shoreline and convenient to Santa Rosa Sound access, this property offers an appealing combination of location, thoughtful updates and future flexibility. This home has been carefully redesigned to maximize comfort and functionality. Although officially a two-bedroom, two-bath home, it functions like a three-bedroom thanks to a flexible dining area with a built-in Murphy bed—providing additional sleeping space for family and guests. The open-concept living area, stylish coastal finishes and smart storage make the home feel welcoming, efficient and easy to maintain. The approximately 100' × 125' homesite provides room to enjoy the property well beyond the interior walls. Four car covered parking offers valuable space for vehicles, beach equipment, paddleboards, a golf cart, and outdoor entertaining. Enjoy the renovated cottage today while retaining the possibilities that come with a full-size Pensacola Beach homesite. Whether you are searching for a turnkey coastal retreat, a manageable second home or a property with rental potential, 903 Panferio presents a distinctive opportunity to own a renovated single-family home moments from both the Gulf and Sound.

903 Panferio Dr, Pensacola Beach

$1,145,000

3 Beds ⋅ 2 Baths ⋅ 680427 MLS

Floridays — A True Old Florida Beach Cottage on Pensacola Beach. Some beach properties are built to look the part. Floridays is the real thing. This rare ground-level Old Florida-style cottage sits just steps from the Gulf of Mexico, and the moment you walk through the door, you'll feel the difference. Authentic Terrazzo floors — a hallmark of classic Florida beach architecture — run throughout, while vaulted tongue-and-groove ceilings draw your eye upward and fill the space with warmth and character that no new construction can replicate. The open-concept layout breathes easy, the way a proper beach cottage should, putting you squarely on "Island Time" from the moment you arrive. Three bedrooms and two well-appointed baths sleep a crowd comfortably: a king in the primary suite with its own private patio, a queen in the second bedroom, and a twin-over-full bunk in the third — perfect for kids or extra guests. An outdoor hot-and-cold shower handles the post-beach rinse, and a covered patio plus a spacious viewing deck give you every reason to stay outside from sunrise to stargazing. The beach is literally across the street, with public dune walkovers both east and west. Beyond its charm, Floridays is a proven performer — fully furnished, completely turn-key, and generating an impressive average of $92,500 in annual rental income. A new roof, hot water heater, and exterior paint in 2023/2024 mean the hard work is already done. Authentic cottages like this on Pensacola Beach don't come along often. When they do, they don't last. Buyer to verify all information and dimensions.

1207 Ariola Dr, Pensacola Beach

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© Baldwin County Association of Realtors, Inc. Information deemed to be reliable but not guaranteed. The data relating to real estate for sale on this website comes in part from the Broker Reciprocitysm Program. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items. Information last updated on .