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Cutthroat Harbor Estates is located on Cudjoe Key, south of Summerland Key and north of Sugarloaf Key, in the Florida Keys.
Active listings are shown below. There may be low inventory at the moment but you may check back or create a saved search to get notifications. If you are particularly interested in this neighborhood, click to view the updated Market Report for Cutthroat Harbor Estates (link coming soon). When available, you will see all active listings, pending sales, and home sales in the neighborhood.
Cutthroat Harbor Estates
Welcome to 342 Spanish Main Drive, a beautiful canal-front home in the heart of Cudjoe Key, offering the perfect combination of waterfront living, modern comfort, and la...
- 3 Beds
- 2 Baths
- 620535 MLS
*SWIMMING POOL BEING BUILT NOW! Construction process underway. * Embrace the ultimate Keys lifestyle in this spacious 1,500 sqft home, ideally situated along a boating...
- 3 Beds
- 3 Baths
- 620481 MLS
Welcome to your oceanfront retreat on Cudjoe Key, where panoramic wide open ocean views, exceptional outdoor living, and easy boating access come together to create the q...
- 2 Beds
- 2 Baths
- 620456 MLS
Florida Keys Living at Its Best! Welcome to 174 Tortuga Lane, a beautifully maintained waterfront home in the heart of Cudjoe Key, where world-class fishing, boating, and...
- 3 Beds
- 2 Baths
- 620186 MLS
SELLER ACCEPTING BACK-UP OFFERS: Discover your perfect boater's retreat in beautiful Cudjoe Key! This stilted 2-bedroom, 2-bathroom home is situated on a deep-water canal...
- 2 Beds
- 2 Baths
- 620174 MLS
This 24 point offshore lot has been evaluated by Monroe County and is eligible for dedication back to Monroe County so you can use those 24 points to add to your ROGO poi...
- 620165 MLS
Opportunity Knocks! Exceptional Value with Endless Potential - If you've been waiting for the right home at the right price, you have found it just in time for lobster ...
- 3 Beds
- 2 Baths
- 620163 MLS
Build your Florida Keys dream in Cudjoe Key just 3 lots from open water. Dock has already been approved and house plans are ready to submit to the county to begin the RO...
- 620046 MLS
Discover your personal sanctuary in the heart of Cudjoe Key, where authentic Florida Keys charm meets modern coastal luxury. This stunning 2-bedroom, 2-bathroom home has ...
- 2 Beds
- 2 Baths
- 619922 MLS
Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance co...
- 3 Beds
- 2 Baths
- 619835 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 r...
- 2 Beds
- 2 Baths
- 619710 MLS
Where boating lifestyle and modern coastal design align, this fully renovated 3-bedroom, 2-bathroom home in Cudjoe Key delivers exceptional waterfront living. This comple...
- 3 Beds
- 2 Baths
- 619680 MLS
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a testament to coastal architecture. Broad, covered balconies, generous outdoor spaces, and a private boat...
- 4 Beds
- 3 Baths
- 619558 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 po...
- 619557 MLS
Still time to submit to receive 2 points into ROGO. Tier 3 lot in Cudjoe Key for ROGO Donation use. NO Building or RV allowed on this lot. Will receive 2 points - Letter...
- 619551 MLS
Still time to submit to receive 2 points into ROGO. Tier 3 lot in Cudjoe Key for ROGO Donation use. NO Building or RV allowed on this lot. Will receive 2 points - Letter...
- 619549 MLS
Still time to submit to receive 2 points into ROGO. Tier 3 lot in Cudjoe Key for ROGO Donation use. NO Building or RV allowed on this lot. Will receive 2 points - Letter...
- 619550 MLS
Price Reduced! Motivated Seller... Stop dreaming and start packing. Situated on a massive, double-fenced corner lot, this 3-bed, 2-bath home is the ultimate playgrou...
- 3 Beds
- 2 Baths
- 619513 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 pi...
- 2 Beds
- 1 Baths
- 619325 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 s...
- 3 Beds
- 3 Baths
- 619314 MLS
MAJOR PRICE IMPROVEMENT -- AN EXCEPTIONAL VALUE FOR A BEAUTIFULLY UPDATED CUDJOE KEY CANAL-FRONT HOME! This updated 3-bedroom, 2-bath canal-front home on Cudjoe Key o...
- 3 Beds
- 2 Baths
- 619124 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 bel...
- 613876 MLS
Canal front lot in beautiful Cutthroat Harbor Estates. Excellent opportunity to be on the water in a great location. Property currently has concrete columns and slab in p...
- 616686 MLS
Motivated Seller! Welcome home to this impressively spacious 2-bedroom, 2-bath Keys retreat, offering an elevated blend of comfort, functionality, and coastal living. Th...
- 2 Beds
- 2 Baths
- 617545 MLS
