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5 Gated Florida Condos, Villas, and Luxury Waterfront Estates

By edson alejandro

1 min read

Across Florida’s Gulf Coast, this quintet of residences and opportunities is unified by amenity-forward living and an easy connection to water. From a virtually staged, move-in ready condo in gated East Lake Woodlands to a cleared canal-front lot in Placida Harbour Club with Gulf access and marina perks, each setting favors time outdoors. Naples appears in two distinct expressions of luxury—Mediterra’s upgrade-rich elegance and Pine Ridge Estates’ fully furnished, tech-savvy privacy—while a rare lakefront villa in gated Fairfield rounds out the lifestyle.

107 Mary Drive | $199,500

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107 Mary Drive, Oldsmar, FL 34677
rachel&kelly
LISTING AGENT:
Listing agents: Rachel Friesema & Kelly Corcoran

Within the gated East Lake Woodlands community in Oldsmar, this move-in ready ground-floor condo pairs updated interiors with an easy, lock-and-leave rhythm. Renovated in 2017, the kitchen and bathrooms feel thoughtfully refreshed, while brand-new luxury vinyl plank flooring runs through the living and dining areas, hall, and both bedrooms—no carpet anywhere. The primary suite is notably spacious, with three closets, including two walk-ins, for everyday organization. Abundant windows and sliding doors draw in natural Florida sunlight, keeping the living spaces bright and inviting. Outside, a screened lanai overlooks the green space beyond and an adjacent pond, with additional storage and a convenient laundry closet tucked right where you need it. Monthly maintenance covers exterior care, roof, grounds, pool, utilities, basic cable, and secure entry, leaving more time for the community’s pace.

Price:
$199,500
Size:
1,094 sq ft
Contact:
Rachel Friesema & Kelly Corcoran, BHHS Florida Properties Group, 727.481.4757 , 727.214.8496
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13084 Via Cassia 23 | $119,000

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13084 Via Cassia #23, Placida, FL 33946
joelbarth
LISTING AGENT:
Joel Barth

Along the water’s edge in Placida Harbour Club, this canal-front lot offers a rare choose-your-own approach: purchase the land on its own, or partner with the builder for a turnkey coastal home. The parcel is cleared and oversized, creating an easy starting point for whatever comes next. Life here is organized around access—Gulf access from the canal, plus the convenience of an on-site marina and ferry service for days when the water calls. When you’re staying close to home, community amenities set an active, resort-like rhythm with pools and tennis. And with Boca Grande nearby, the best of the surrounding area remains within comfortable reach. It’s a setting designed for mornings on the dock, afternoons on the court, and evenings that begin with a boat ride home.

Size: 0.34 acre

Price:
$119,000
Contact:
Joel Barth, JB Richards & Co, LLC, 206.406.5114
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Your Dream Home Awaits | Contact for pricing

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16488 Felicita Court, Naples, FL 34110
shirleneelkins
LISTING AGENT:
Shirlene Elkins

Along the water’s edge in Mediterra, this Naples residence has been refreshed with more than $1 million in upgrades completed in 2024, followed by a new roof and exterior paint in 2025. Outdoors, a refinished pool and spa set the tone, framed by panoramic screening, new pavers, dramatic fire bowls, and a custom water feature. Entertaining feels effortless with a state-of-the-art outdoor kitchen—grill, pizza oven, flat top grill, warming drawer, custom bar cabinetry, ice maker, and refrigerator drawers—plus a see-through fireplace and a drop-down lanai television. Inside, soaring ceilings, designer lighting, and custom finishes elevate everyday living. Four en-suite bedrooms and two powder rooms offer comfort and privacy, anchored by a primary suite with dual walk-in closets, a private sitting area, and a spa-inspired bath with soaking tub and oversized shower. Life in Mediterra includes Tom Fazio–designed golf, a Gulf-front beach club, and an active, social clubhouse.

Price: Contact for pricing

Size:
4,655 sq ft
Contact:
Shirlene Elkins, John R Wood Properties, 239.777.9574
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882 Cassena Road | Contact for pricing

882 Cassena Road, Naples, FL 34108
882 Cassena Road, Naples, FL 34108
unlockingnaples
LISTING AGENT:
Unlocking Naples Team

Set on over an acre in Pine Ridge Estates, this custom residence balances luxury with real privacy. Interiors come fully furnished by Clive Daniel Design, while smart home technology and soaring ceilings bring a modern ease to daily life. The gourmet kitchen is supported by a butler’s pantry, designed for everything from quiet mornings to larger gatherings. Dual master suites and additional ensuite bedrooms allow everyone their own retreat, and a dedicated wine room adds a considered touch for collectors and entertainers alike.

Price: Contact for pricing

Size:
6,924 sq ft
Contact:
Unlocking Naples Team, The Agency, 239.977.9679

5419 Fairfield Blvd | Contact for pricing

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5419 Fairfield Blvd, Bradenton, FL 34203
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LISTING AGENT:
Barbara A. Milian

Along the water’s edge in Bradenton’s gated Fairfield community by Neal Communities, this move-in ready lakefront villa is thoughtfully maintained and designed for easy living. Inside, a bright open layout pairs tile floors with volume ceilings, while three glass sliders draw you out to an extended screened lanai with peaceful lake views and a gas hookup for relaxed evenings or casual entertaining. The kitchen centers on granite countertops and a large island, accented by pendant lighting and GE slate fingerprint-resistant appliances, including a gas range. In the primary suite, lake views set a calming tone, complemented by dual closets and a spa-like bath. A private guest bedroom and a flexible den/office add day-to-day versatility. New HVAC (2024), fresh interior paint (2026), hurricane panels, and a 2-car garage with built-in storage round out the details, with pool, recreation center, and fitness facility moments away.

Price: Contact for pricing

Size:
1,525 sq ft
Contact:
Barbara A. Milian, Michael Saunders & Company, 941.504.0660