Cutthroat Harbor Est (23.0) Homes with Ocean View

Cutthroat Harbor Est (23.0) Homes with Ocean View

Welcome to Cutthroat Harbor Estates, a hidden gem nestled in the heart of Cudjoe Key, Florida, within the stunning Monroe County. This idyllic subdivision offers a unique blend of tranquility and coastal charm, making it the perfect place for those seeking a serene lifestyle with the breathtaking beauty of the ocean at their doorstep.

Imagine waking up each morning to the gentle sound of waves lapping against the shore, with panoramic ocean views that stretch as far as the eye can see. Homes in Cutthroat Harbor Estates are designed to take full advantage of the stunning vistas, featuring expansive windows and spacious decks that invite the outdoors in. Whether you're sipping your morning coffee or hosting a sunset gathering, the mesmerizing backdrop of the ocean will never cease to amaze.

This vibrant community is not just about the views; it’s about lifestyle. Residents enjoy a plethora of outdoor activities, from fishing and boating to kayaking and snorkeling in the crystal-clear waters of the Florida Keys. With easy access to nearby parks and nature reserves, adventure is always just around the corner.

Cutthroat Harbor Estates is more than just a place to live; it's a lifestyle choice that offers a unique blend of relaxation and recreation. With its charming homes, stunning ocean views, and a welcoming community spirit, it’s the perfect place to call home. Come and discover the magic of Cutthroat Harbor Estates, where your dream of coastal living can become a reality!

Newest Cutthroat Harbor Est (23.0) Homes with Ocean View

$1,799,000
3 Beds ⋅ 2 Baths ⋅ 621138 MLS
OPEN WATER VIEWS - BRAND NEW CUSTOM WATERFRONT HOME - DOUBLE LOT & MOVE IN READY. This ELEVATED 3 bedroom, 2 bathroom CBS home is a must see! Solid steel and concrete, standing seam white metal roof with impact windows and doors rated to 185 MPH. 2,050 total sq ft of living space includes a front porch, utility room on the lower level and a lanai off the back. A total of 1500 sq ft of living space under air with a spacious open floor plan. An aluminum powder coated spiral stair case will lead you to an UPPER DECK where you can capture views of the sunrise and sunset along with panoramic views of Cudjoe Bay, the Atlantic Ocean and surrounding Keys. The kitchen features an Island with quartz countertops and custom cabinetry. Black stainless steel appliances. Tray ceilings and special features set this home apart. The front entrance and rear exit entry feature a red mahogany stained cypress ceiling matched perfectly to blend with the brass door handles. No details are spared with the elegance of the home's interior finishes. Ceramic tile cut on the diagonal throughout the interior and exterior porch and lanai. This home is being sold turn key with brand new furnishings as seen in the listing photos. Excellent boating access to both Cudjoe Bay and the Atlantic Ocean with 130' of canal frontage. Take over active permit for a 10 x 30 ft dock with all fees including mitigation fees already paid in full. Plenty of room for an in-ground 12 x 30 ft pool. Also possible to build on the adjoining lot with ROGO approval. Very low insurances, less than $4000 per year for Homeowners/Wind. Schedule your private showing and discover coastal living at it's finest in the Florida Keys!

22970 Gasparilla 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
$499,000
619557 MLS
Oceanfront lot in the Lower Keys overlooking Cudjoe Bay. Build your dream with expansive open-water views and ocean breezes. Prime waterfront setting with incredible potential. No current building permit; buyer to verify process and timelines. Rare opportunity to own a slice of paradise.

22552 Jolly Roger Dr, Cudjoe
$875,000
2 Beds ⋅ 1 Baths ⋅ 619325 MLS
Ocean side location enjoy diving , fishing, dining from your boat come home to relax on your deck watching the sunset. Open floor plan new upgrades throughout.Several pictures added with staged furnishing for you to see what rooms could look like.Extra large property with plenty of room for your R/V, boats. Your own boat launch with plenty of dockage on your concrete seawall. Beautifully landscaped. Two large storage sheds with additional interior storage underneath the home. Here is a piece of paradise to grab and hang onto too. Only 20 minutes to Key West. Seller motivated Seller is motivated to sell this one of a kind location with private boat ramp with 90 feet of concrete seawall. Very large property* Plenty of room for all your requirements can keep R/V , boat trailer, extra vehicle and more* OCEAN SIDE* Some of the best boating opportunities in the Florida Keys* New Price to sell ASAP

22978 Port Royal Ln, 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
$450,000
613876 MLS
BUILDING & DOCK PERMITS IN HAND for this Buildable Vacant Lot! This proposed engineered house is a large 2,132 Sq Ft 2 story plus 1,066 w/ potential parking & storage below at ground level. Current design and engineering calls for 4 Bedrooms 3.5 Baths with 4 Exterior Balcony/Decks providing approximately 450 Sq Ft of additional space for Open Water Views plus the house will also have Open Water Views all with a preferred eastern exposure. 45 Foot Dock Permits with Boat Lift & Davit. There is also room for a pool w/screened enclosure. This location is centrally located just 30-minute ride (19 miles) to Key West or 45-minutes to Marathon. Water and Sewer is in the street ready to access. There are 3 vacant lots across the canal (Thatch Ln) were purchased by Monroe County (lots 12,13 & 14) which provides added privacy and extra boating navigation because they will never build on them. Vacant lots across the street, also owned by Monroe County (Basque Ln) are considered to be elevation wet lowlands, dry lots offering even more privacy and fantastic sunset views! Save almost 100K on building costs as there is no requirement on this permit for a Cistern, Solar Power, Grey Water & Ductless Heating! Please click on the documents tap for additional information. Please call the Monroe County Building Department for any Permit-ROGO details or questions. Start building today as building permits could be non-existent in the future!

1147 Basque Ln, Cudjoe
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