Cutthroat Harbor Est (23.0) Homes with Open Water Waterfront features

Cutthroat Harbor Est (23.0) Homes with Open Water Waterfront features

Welcome to Cutthroat Harbor Estates, a hidden gem nestled in the heart of Cudjoe Key, Florida, within the scenic Monroe County. This charming subdivision is the perfect blend of tranquility and adventure, offering residents an idyllic island lifestyle surrounded by the breathtaking beauty of the Florida Keys.

One of the standout features of Cutthroat Harbor Estates is its stunning homes with open water waterfront access. Imagine waking up each morning to the gentle sound of waves lapping against your private dock, with panoramic views of the sparkling waters right at your doorstep. Whether you're an avid boater, a fishing enthusiast, or simply someone who enjoys the serenity of waterfront living, this community caters to all.

The homes in Cutthroat Harbor Estates boast a variety of architectural styles, each designed to complement the natural beauty of the surroundings. Many properties feature spacious outdoor living areas, perfect for entertaining guests or enjoying a peaceful evening under the stars. With direct access to the Atlantic Ocean and the Gulf of Mexico, residents can easily explore the abundant marine life and pristine beaches that the Florida Keys are renowned for.

In addition to the stunning waterfront properties, Cutthroat Harbor Estates is conveniently located near local amenities, including shops, restaurants, and recreational activities. The friendly atmosphere and strong sense of community make this subdivision an ideal place to call home.

Discover the charm of Cutthroat Harbor Estates, where your dream of coastal living becomes a reality. Embrace the laid-back lifestyle of the Florida Keys and make this beautiful waterfront community your own!

Newest Cutthroat Harbor Est (23.0) Homes with Open Water Waterfront features

$895,900
2 Beds ⋅ 2 Baths ⋅ 619710 MLS
Reduced over 100k for a quick sale! Boater's Paradise in Cudjoe Key under 1 million! Bring your boat, jet skis, and sense of adventure! This upgraded two-story coastal retreat is designed for water lovers, featuring over 60 feet of dock space complete with shore power, plumbing, and brand-new dual jet ski davits plus a boat lift -- perfect for launching into the Florida Keys lifestyle. The lower level offers a bonus unit, storage and covered porch. Upstairs, the main residence features a bright, open-concept living space with large impact-resistant windows and doors installed by the previous owners, offering both natural light and storm protection. The home is energy-efficient and move-in ready. Located in a quiet and highly desirable neighborhood in Cudjoe Key, this fully furnished gem is a rare opportunity to own a true Keys boater's dream home. Whether you're an avid fisherman or just looking for the ultimate waterfront lifestyle, this property is a must-see!

22961 John Avery Ln, Cudjoe
$1,725,000
4 Beds ⋅ 3 Baths ⋅ 619558 MLS
Oceanfront living on Cudjoe Key, where broad covered balconies, generous outdoor space, and a private boat launch put Keys waterfront life within reach. This four-bedroom, three-bath home is a study in coastal architecture -- large impact glass doors and windows frame open water views and pull natural light into every room. Soaring 26' ceilings and rich wood beams anchor the open-concept main level, which includes a renovated kitchen, dining space, living room, laundry, and two bedrooms with two full baths. Upstairs, a third bedroom sits at the top of the stairs, and a catwalk leads to the fourth bedroom with ensuite bath and a walkout deck framing panoramic open water views. The home has been restored to its former glory with modern updates layered in -- rustic accents meet open, light-filled spaces that let the oceanfront setting do the talking. Adjacent lot also available for even more ocean enjoyment. Seller financing available: 50% down, 6% for 15 years, no flood or wind insurance required. This home needs to be seen to be fully appreciated. Schedule your showing today.

22542 Jolly Roger Dr, Cudjoe
$3,300,000
3 Beds ⋅ 3 Baths ⋅ 619314 MLS
Experience elevated island living in this striking modern residence in Cudjoe Key, where sleek design meets the raw beauty of the Atlantic. This white contemporary home showcases a dramatic wall of glass along the oceanfront, creating a seamless connection between indoor living and the endless horizon beyond. The open-concept living space is flooded with natural light and anchored by breathtaking water views, where dolphins, rays, and vibrant marine life become part of your daily backdrop. Three luxurious en-suite bedrooms offer refined comfort and privacy, including a main-level guest suite and two upper-level retreats--one featuring a spa-inspired bath with a glass-tiled walk-in shower, the other with a soaking tub overlooking the ocean. Outdoor living is truly resort-inspired, with a private pool, expansive pool deck, and a fully appointed cabana lounge complete with bar, TV, and entertaining space. A rare private beach invites effortless paddle-outs into crystal-clear, opal-toned waters. Multiple balconies and a spectacular rooftop deck provide unforgettable sunrise and sunset views. The chef's kitchen is both functional and striking, featuring an oversized island with unique stone countertops, walk-in pantry, and direct access to a balcony with grilling area. Additional highlights include a poolside grill, ground-level laundry and storage, private dock, and boat ramp with immediate access to world-class fishing and diving. Located just 30 minutes from Key West, this exceptional waterfront retreat delivers the ultimate blend of modern luxury, privacy, and the unmatched lifestyle of the Lower Florida Keys.

1083 Labat Ln, Cudjoe
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