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Florida Keys Waterfront Homes, Condos, and Properties for Sale, Florida Keys Real Estate

Total Listings 971
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$3,500,000
Marathon
Pearces Subdivision   - MM: 47.50
4 Bed, 4 Baths, 2,469 SqFt Days Listed: 179
-9.09% ($350,000) 2 Price Changes : Last Change 3 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift35ft.

Welcome to 830 50th Court, a stunning Gulf-front property in Marathon, Florida, offering breathtaking open water views and spectacular sunsets. This tropical oasis is situated on two expansive lots totaling over 27,500 square feet, providing ample space and privacy. This home features 4 bedrooms and 3 bathrooms within approximately 2,469 square feet of living space. Pre-Firm home will allow the downstairs living area, which is a huge bonus on additional square footage, and insurance cost. The second floor is the crown jewel of this home. Absolutely stunning views of the gulf and sunsets. The second floor has a large living room that seamlessly connects to the new updated kitchen for a full entertainers dream. Split floor plan with each bedroom on either side of the second floor.Downstairs two bedrooms and one bathroom that is perfect for guest or family, an amazing lanai connects the two bedrooms. This is just a great home to sit and relax and cook the catch of the day with friends and family!Outdoor amenities include a 35-foot dock, with a 15,000 pound boat lift, providing direct access to the Gulf of Mexico, ideal for boating enthusiasts. The property also features a volleyball pool which is 3.5 feet deep on each side and 5.5 deep in the middle, perfect for relaxation and enjoying the Florida Keys sunshine. New Pool Heater just installed. Additional highlights of this property include a gated entrance, fully fenced grounds, and lush tropical landscaping with fruit-producing trees. The concrete block construction, hurricane impact windows, shutters and metal roof offer durability and peace of mind. New AC system!Located in the heart of Marathon, this property provides convenient access to local amenities, shopping, dining, and the Marathon Airport. This is an active vacation rental, so amazing for any investor, boater, lover of nature and fantastic sunsets, maybe youre a lover of them all. Call today for your private showing!

$3,500,000
Marathon
Grassy Key   - MM: 58.90
4 Bed, 4 Baths, 3,013 SqFt Days Listed: 420
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering four and five-bedroom floor plans all with direct Atlantic Ocean views, a resort style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor youll find the primary suite with luxurious spa bath and three additional guest bedrooms. The homes are finished with high end KitchenAid appliances, waterfall quartz countertops, full height backsplashes, custom closets and much more. Additionally this residence offers upgrades including: elevator, outdoor summer kitchen, exterior spiral staircase to first floor, custom millwork, brass fixtures and fire pit. SeaGlass Cove is barefoot luxury at its best.

$3,500,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
4 Bed, 4 Baths, 3,228 SqFt Days Listed: 31
-6.67% ($250,000) 1 Price Change : Last Change 4 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

DIRECT OCEAN FRONT - BOATERS PARADISE FOUND with room for 3 Boats on unobstructed sunset view over open water - oversized corner lot with water on 2 sides at end of a private road offering picture perfect sunsets in a protected bay! Boasting 323 of water frontage, includes 175 of open water and 148 of canal frontage featuring a 90 concrete dock, and a private kayak launch. The main level of the home features a wrap-a-round deck, a spacious living area, including 2 owner retreats, bathroom with jacuzzi tub, separate shower & his & hers vanities, 2nd bedroom, half bathroom and a chefs kitchen with Sub Zero Fridge. The third level has a private bedroom, bathroom and balcony accessible by a spiral staircase with ocean views. On the opposite side of the home is a private mother-in-law/teen suite that could be separated and or rented separately with an open floor plan that includes a large living area, 2 Story tongue & groove West Indies Great room w/wet bar and its own updated kitchen with brand new SS appliances overlooking the water! Smart home panels & security cameras thruout. Outdoor living including new Giant 16ft Swim Spa w/55 jets, blue tooth ss & fiber optic lights that fits 14 people, outdoor sun TV, pool table, lounge chairs, multiple hammocks & grill. Boat Dockage is super with room for up to 42 ft boat plus a floating 2 Jet Ski Dock! Plenty of parking underneath 12ft concrete pillars for all the guests w/an efficiency for storage as well! Easy access with channel directly in front of home, super fishing spots & reefs! 20 mins to Key West w/plenty of shopping, Nightlife and super restaurants. Home was recently tented, has fresh paint, lighting, updated electrical, plumbing, hot water heater, new HVACs 2025. Home is entirely fenced & Gated w/privacy PVC fencing. The best of all is the wide open water & gorgeous sunset views! Income producing 5 Star Air Bnb Rating! Seller Financing Avail at 4% RATE - Owner / Agent

$3,500,000
Marathon
Coco Plum Beach   - MM: 54.50
6 Bed, 6 Baths, 4,066 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Welcome to one of the most exclusive waterfront parcels in the Florida Keys. Located just steps from Coco Plum Beach and the Atlantic Ocean, this rare investment opportunity is the ultimate blend of luxury, lifestyle, and income potential.Professional Designed and built by DAsign Source in 2019, this home is testament to timeless architecture, sophisticated interiors, and exceptional craftsmanship.Spanning 4,066 square feet and featuring 6 spacious bedrooms and 6.5 bathrooms with custom millwork and designer fixtures. The interiors are professionally furnished with a curated blend of comfort and elegance, complemented by expansive ceiling heights, open-concept living areas and balconies throughout. Designed with privacy in mind, this home includes its own private pool, tiki hut, and a dock offering deepwater and direct ocean access.Impact windows and doors provide storm security and peace of mind, while the three (3) air conditioning units to ensures optimal climate control on each level. Boating an abundance of storage on each level, an oversized laundry room, walk in pantry and en- suite accompanying each room. Whether you envision a serene primary residence or a luxury short-term rental business this property offers incredible versatility and value.Zoned for weekly rentals, the income potential is substantial, making this one of the most attractive investment opportunities in the Florida Keys. With seller financing available up to 50% of the purchase price, acquiring this rare trophy property is as strategic as it is luxurious.ALSO AVAILABLE TO PURCHASE AS A PORTFOLIO WITH THE TWO ADJACENT HOMES (See MLS #615102)

$3,500,000
Key Largo
Buccaneer Point   - MM: 98.00
5 Bed, 5 Baths, 2,658 SqFt Days Listed: 227
-22.22% ($1,000,000) 6 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp

Welcome to the hidden gem of Buccaneer Point, where luxury meets sustainability! This fully solar-powered home boasts breathtaking 360-degree views, perfect for entertaining while ensuring your privacy. The open floor plan and large porches seamlessly blend indoor and outdoor living. The chefs kitchen is a culinary dream, equipped with top-of-the-line appliances, expansive quartz countertops, and ample storage. Each bedroom showcases modern design and spacious comfort, with the primary suite thoughtfully located in a separate wing for ultimate tranquility and stunning views. Step outside to your private outdoor oasis, featuring a rooftop terrace ideal for relaxing or hosting gatherings, all while soaking in spectacular sunrises and sunsets. The property also includes a large pool, jacuzzi, boat ramp, and a spacious dock and 2 boatlifts making it easy to embrace the Florida Keys lifestyle. Dont miss your chance to own this extraordinary retreat!

$3,500,000
Summerland Key
Summerland Beach   - MM: 25.00
7 Bed, 7 Baths, 4,531 SqFt Days Listed: 134
-29.29% ($1,450,000) 3 Price Changes : Last Change 5 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Basin,Boat Li

SELLER FINANCING AVAILABLE! Paradise awaits at this breathtaking 7-bedroom, 6-bathroom waterfront estate in Summerland Key! Designed for those who crave Florida Keys luxury, privacy, and endless outdoor adventure, this resort-style retreat offers breathtaking open-water views, a private boat basin, and an array of high-end amenities--all just moments from exclusive Little Palm Island.Spanning 4,531 sq ft, (12,603 sq ft gross) the main house showcases soaring cathedral cedar ceilings, expansive ocean views, and an open-concept design that seamlessly blends indoor and outdoor living. The primary suite on the top floor offers a spa-like shower with ocean views, while the lower level features two guest bedrooms, a full bath, a kitchenette, and a cozy living space overlooking the pool.For guests or multi-generational living, two attached cottages each feature two bedrooms, one bath, and private balconies. A widows peak lounge above one cottage provides panoramic ocean views, perfect for sunrise coffee or sunset cocktails.Immerse yourself in Florida Keys paradise:** 3-tier heated & cooled pool, screened for year-round enjoyment.**Private covered boat basin & lift, ideal for boating enthusiasts.** Expansive waterfront decks, a tiki hut, and shuffleboard court for endless entertainment.** Home gym with ocean views, gated entry, covered carports, garage, and ample parking.Upgraded with new impact windows & doors and new mini-splits throughout, this home offers modern comforts with unparalleled luxury and privacy.This is a rare opportunity --to own a resort style property and experience the ultimate Florida Keys lifestyle.Per seller: Draft is at 4 right at entrance at low tide, then gets deeper (8-9) closer to the house. High tide is approx 6 at entrance, and 10 in the middle. Boats can be docked on the dock in front of basin. Please note: Property is a monthly rental and heavily rented. Please do not attempt to walk the property.

$3,599,000
Key Colony
Coury Subdivision   - MM: 53.50
6 Bed, 6 Baths, 2,990 SqFt Days Listed: 74
-2.70% ($100,000) 1 Price Change : Last Change 41 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift50ft.

Luxurious waterfront single-family home with expansive canal views nestled in a prime location with breathtaking panoramic views. This completely remodeled six bedroom, four bathroom estate is the epitome of luxury living. Fully renovated in 2022, this stunning home combines elegance, comfort, and sophisticated design with no detail overlooked. Upon entry, you are greeted by a grand, oversized foyer featuring well-concealed storage to keep everything organized and out of sight. A short flight of sleek, glass-railed stairs leads you to the main living level, where open-concept spaces and natural light fill every room. From the moment you step inside, youll be captivated by the rich beauty of Italian plank tile that flows seamlessly throughout the home, creating an atmosphere of refinement. The spacious layout is perfect for grand entertaining and serene relaxation, with expansive living areas inviting you to enjoy every inch of this exquisite space. The chefs kitchen features top-of-the-line appliances, custom cabinetry, and a large island ideal for preparing meals or gathering with loved ones. Each of the four bathrooms is designed with elegance in mind, featuring high-end finishes and modern fixtures that create an atmosphere of pure luxury. Step outside to your slice of paradise: a 50-foot Trex dock perfect for docking your boat or simply enjoying the view and a large saltwater pool with an attached spa to unwind while taking in the surrounding beauty. This home is not just a residence; its a lifestyle. Whether lounging by the pool, taking in the sunset over the canal, or entertaining guests in one of the many open-concept living spaces, this property offers unparalleled luxury. Dont miss your chance to own this waterfront masterpiece - schedule your private showing today!

$3,599,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
5 Bed, 5 Baths, 3,817 SqFt Days Listed: 192
-25.01% ($1,200,000) 4 Price Changes : Last Change 13 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift150ft.Concr

GORGEOUS LUXURY WATERFRONT ESTATE in the prestigious Cudjoe Gardens. A STUNNING TURNKEY PARADISE, SOLD AS IS WITH HIGH END DESIGNER FURNISHINGS & DECOR FROM RESTORATION HARDWARE, POTTERY BARN, & SERENA AND LILY. ALSO 2 HOBIE CATS. This Custom Built Home with a total of 5,373sf under roof is a masterpiece blending luxurious design with the serene beauty of the Florida Keys. Built on a sprawling waterfront ELEVATED corner lot of 16,500sf with 260FT of water frontage and deep draft. This gorgeous property offers an unparalleled tropical lifestyle, perfect for those who demand the best in comfort and elegance.Property Highlights4 Bedrooms + 5th Bedroom/office, Spacious, sunlit rooms designed for relaxation and productivity, including a versatile office or creative studio space which could be a 5th Bedroom.4 Full Bathrooms: Impeccably designed with high-end fixtures and finishes.Gourmet Kitchen: A chefs dream, featuring state-of-the-art appliances, custom cabinetry, and expansive Quartz countertops ideal for entertaining.Imported Italian & Moroccan Flooring: Stunning, high-quality flooring that enhances the luxurious ambiance throughout.12-16 Ft Ceilings: Create an open, airy feel while showcasing architectural sophistication.Saltwater Pool: Dive into the generously sized, chilled & heated concrete pool with water feature, lights and lounging platformOutdoor Kitchen: Stainless Steel Appliances, Spacious layout, Perfect for entertaining.2 Boat Lifts, 20k and 10kAdditional Amenities3 A/C Units: Individually climate-controlled zones, including the 3-car garage for comfort and convenience.Full Property Generator, 1000 gallon Propane Tank, Full Security System, Phantom SunShades for Screened in PorchThis meticulously designed property combines sophisticated interiors with exceptional outdoor living spaces. Located in a prime area of Cudjoe Key, this home offers privacy, stunning water views, and direct access to the pristine waters of the Lower Ke

$3,600,000
Key Colony
Key Colony Beach 2nd Addn   - MM: 53.50
5 Bed, 5 Baths, 5,567 SqFt Days Listed: 171
-24.98% ($1,199,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift122ft.Concr

WORLDBID AUCTION-Bids are due no later than Noon ET on August 5th, 2025. Buyers may obtain financing, though financing is not a contingency to close. You may conduct your inspections anytime. Escape to refined island living in this exceptional Mediterranean estate, perfectly positioned on 1.5 lots in prestigious Key Colony Beach. With 122 feet of wide canal frontage and a full-length concrete dock, this furnished residence is a rare offering for the discerning buyer seeking both elegance and boating functionality.Every detail of this home speaks to high-end craftsmanship. Soaring 20-foot ceilings and walls of glass capture sweeping canal views, while natural light pours into the expansive living space. The chefs kitchen is fitted with a Wolfe gas range, Sub-Zero refrigeration, and premium appliances--ideal for both intimate meals and elevated entertaining. Indoor spaces transition seamlessly to outdoor living, where a saltwater infinity-edge pool, spa, and summer kitchen set the stage for unforgettable tropical gatherings.Two lavish primary suites--one on each floor--provide unmatched privacy and comfort. The main suite spans the depth of the home with balconies at both ends, dual walk-in closets, and a spa-inspired bath featuring a soaking tub, glass shower, and private bidet room. Two additional guest bedrooms with balconies, a media room with theater seating, and a rooftop terrace offering 360-degree views further enhance this homes luxurious appeal.An elevator connects all levels, including the 1,000 sq ft lower-level man cave. Boaters will appreciate two lifts (15k & 20k), underwater lighting, and a fish cleaning station. Additional features include a 50KW generator, smart lighting, whole-home WiFi, dual freezers, an ice machine, and a fully irrigated landscape.Zoned for weekly rentals, this residence offers strong income potential without compromising lifestyle. Whether for private enjoyment or as a luxury investment, this is island living!

$3,675,000
Key Largo
Buccaneer Point   - MM: 98.00
3 Bed, 3 Baths, 1,979 SqFt Days Listed: 83
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp1

Investors! First time youll have the opportunity to buy this choice lot on the bay of Mutiny Place on popular Buccaneer Point Estates! Introducing a bespoke bay front residence on the Florida Bay never before on the market. Situated on the point of Mutiny Place, this property exudes exclusivity with a perfect balance of seclusion, accessibility, and breathtaking views. Encompassing just over half an acre along the serene Florida Bay, this property boasts bay and lake access, a private boat ramp, and unobstructed sunset vistas year-round. Enjoy as your vacation home or redevelop an estate sized property with an accessory structure, pickleball court or cabana pool cottage. Privacy envelops this estate-sized lot, featuring meticulously landscaped grounds that showcase native and mature flora, including countless unique palm varietals, trees, and grass, framing this coastal haven. Bask by the heated resort-style pool, unwind in the captivating Zen garden featuring a fire pit, and unwind under the pool-side tiki hut. Possibilities for more structure exist on the large lakefront lot by separating the 2 parcels.The residence is a thoughtfully designed three-bedroom, three-bathroom home with an open floor plan and interior stairs. Key features include pristine hardwood floors, split bedrooms on the main living level, hardwood cathedral ceilings with endless bay views, a secluded master suite occupying the entire third story, and twelve-foot-wide porches. Complete with Andersen impact sliding doors, PGT impact windows, and a new metal roof. Boating enthusiasts will appreciate the convenience of a 9k boat lift on a deep water pier dock and a private boat ramp for launching skiffs, paddles, and kayaks. Quick oceanside access north and south through Adams Cut or Tavernier Creek. Immerse yourself in the epitome of coastal luxury and tranquil living at 81 Mutiny Place.

$3,680,000
Key Colony
Coury Subdivision   - MM: 53.50
5 Bed, 5 Baths, 2,741 SqFt Days Listed: 237
-4.42% ($170,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits30ft.

Welcome to your dream home in the heart of Key Colony Beach. This stunning 5-bedroom, 4.5-bath canal-front home, built in 2022, offers modern coastal elegance and top-tier features, making it a true waterfront paradise. Boasting 80ft of water frontage, a 30ft composite dock, and 5ft control depth on a 100ft wide canal, this home provides easy access to both the Ocean and Gulf, perfect for boating enthusiasts. Step inside through the show-stopping Echo pivot door into a sunlit foyer with soaring 10ft ceilings. The spacious, open-concept living area greets you with 12ft ceilings and expansive accordion glass doors that blur the lines between indoor and outdoor living. Enjoy seamless flow from the living and dining areas to the covered porch, outdoor kitchen, and a heated/chilled pool--all perfect for entertaining or relaxing. Take the stairs to the rooftop sundeck and savor breathtaking water views. The gourmet chefs kitchen is a masterpiece, featuring Dolomite countertops, an expansive center island, and premium appliances, including a Miele induction stove top and Liebherr refrigerator. The abundant cabinetry provides ample storage, while the design and finishes elevate the heart of this home. The split-bedroom layout offers privacy, with the luxurious primary suite featuring two walk-in closets and porch access. Two ensuite bedrooms are perfect for guests, while a poolside bedroom provides access to a full bath. The home also includes a 5th bedroom, currently used as a private office, laundry room, powder room, and easy 2 stall garage access. With 7-day vacation rentals allowed, this property is ideal for generating lucrative rental income. Located near beaches, parks, golf courses, tennis courts, and top-tier dining, this home invites you to experience the true Florida Keys lifestyle. This property could be sold turnkey--dont miss your chance to own this incredible waterfront retreat. Contact me to schedule your private tour.

$3,750,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
4 Bed, 4 Baths, 3,182 SqFt Days Listed: 103
-1.32% ($50,000) 1 Price Change : Last Change 52 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift65ft.

LUXURY CANAL FRONT HOME IN ISLAMORADA!Brand new offering of the most exquisite coastal designed home offering spacious floor plans, entertaining spaces, and oversized rooms. This meticulously maintained home offers a split floorplan with a living room, wet bar, sizeable bedroom and full bathroom on the ground floor overlooking the outdoor kitchen and in ground pool. The second level boosts 3 bedrooms and 2.5 bathrooms, a great living room, pristine kitchen, and walk in laundry room/ office. The fenced in backyard welcomes you to enjoy your private yard surrounded in turf, low maintenance landscaping, and no neighbors directly across. The concrete dock holds a 20,000 lb boat lift and room for multiple boats! Along with this stunning home, you will also have access to the White Marlin Private Homeowners Beach, and all the close amenities in the area!

$3,750,000
Lower Matecumbe
Port Antigua   - MM: 74.50
5 Bed, 5 Baths, 2,425 SqFt Days Listed: 96
-6.13% ($245,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits100ft.

Exquisite Canal Front Retreat in Prestigious Port Antigua, IslamoradaWelcome to your dream waterfront oasis in the highly coveted Port Antigua community of Islamorada. This meticulously remodeled 5-bedroom, 3-bath (3 Up / 2 Down) residence embodies luxury coastal living with 100 feet of premier dockage, offering effortless access to Florida Bay, Channel 2, and Channel 5, placing the Atlantic Ocean just minutes away.This turnkey masterpiece has been completely redesigned and built with high-end finishes and state-of-the-art craftsmanship. On the exterior you have board & batten downstairs and hardy board upstairs. Step inside to soaring high ceilings, driftwood tile flooring with clean lines, hurricane-impact windows and doors that flood the home with natural light while framing breathtaking sunrise views.The gourmet designer kitchen is a chefs delight, featuring sleek stainless steel appliances, a professional-grade hood, wet bar with wine cooler and custom cabinetry, creating an elegant and functional space for entertaining. Each bathroom is a statement of sophistication, boasting exquisite decorator designs, while built-in custom closets and all-new interior finishes enhance the homes refined aesthetic.The outdoor living spaces are just as impressive, this oversized pie-shaped lot on the canal is a rare find, ensuring privacy and abundant space for waterside relaxation. There is room for a pool and all the poolside entertaining space one could yearn for. Residents of Port Antigua enjoy exclusive community amenities, including a private beach with tiki huts and BBQ grills, a boat ramp, and access to the Port Antigua sandbar, where endless days of sun-soaked adventure await.Whether youre seeking the perfect boaters paradise, a serene Florida Keys retreat, or an entertainers dream, this exceptional home offers it all. Experience waterfront luxury at its finest - schedule your private showing today!

$3,750,000
Marathon
Coco Plum Beach   - MM: 54.50
6 Bed, 6 Baths, 4,066 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.

Welcome to one of the most exclusive waterfront parcels in the Florida Keys. Located just steps from Coco Plum Beach and the Atlantic Ocean, this rare investment opportunity is the ultimate blend of luxury, lifestyle, and income potential.Professional Designed and built by DAsign Source in 2019, this home is testament to timeless architecture, sophisticated interiors, and exceptional craftsmanship.Spanning 4,066 square feet and featuring 6 spacious bedrooms and 6.5 bathrooms with custom millwork and designer fixtures. The interiors are professionally furnished with a curated blend of comfort and elegance, complemented by expansive ceiling heights, open-concept living areas and balconies throughout. Designed with privacy in mind, this home includes its own private pool, tiki hut, and a dock offering deepwater and direct ocean access.Impact windows and doors provide storm security and peace of mind, while the three (3) air conditioning units to ensures optimal climate control on each level. Boating an abundance of storage on each level, an oversized laundry room, walk in pantry and en- suite accompanying each room. Whether you envision a serene primary residence or a luxury short-term rental business this property offers incredible versatility and value.Zoned for weekly rentals, the income potential is substantial, making this one of the most attractive investment opportunities in the Florida Keys. With seller financing available up to 50% of the purchase price, acquiring this rare trophy property is as strategic as it is luxurious.ALSO AVAILABLE TO PURCHASE AS A PORTFOLIO WITH THE TWO ADJACENT HOMES (See MLS #615102)

$3,750,000
Marathon
Coco Plum Beach   - MM: 54.50
6 Bed, 6 Baths, 4,066 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 80ft.

Welcome to one of the most exclusive waterfront parcels in the Florida Keys. Located just steps from Coco Plum Beach and the Atlantic Ocean, this rare investment opportunity is the ultimate blend of luxury, lifestyle, and income potential.Professional Designed and built by DAsign Source in 2019, this home is testament to timeless architecture, sophisticated interiors, and exceptional craftsmanship.Spanning 4,066 square feet and featuring 6 spacious bedrooms and 6.5 bathrooms with custom millwork and designer fixtures. The interiors are professionally furnished with a curated blend of comfort and elegance, complemented by expansive ceiling heights, open-concept living areas and balconies throughout. Designed with privacy in mind, this home includes its own private pool, tiki hut, and a dock offering deepwater and direct ocean access.Impact windows and doors provide storm security and peace of mind, while the three (3) air conditioning units to ensures optimal climate control on each level. Boating an abundance of storage on each level, an oversized laundry room, walk in pantry and en- suite accompanying each room. Whether you envision a serene primary residence or a luxury short-term rental business this property offers incredible versatility and value.Zoned for weekly rentals, the income potential is substantial, making this one of the most attractive investment opportunities in the Florida Keys. With seller financing available up to 50% of the purchase price, acquiring this rare trophy property is as strategic as it is luxurious.ALSO AVAILABLE TO PURCHASE AS A PORTFOLIO WITH THE TWO ADJACENT HOMES (See MLS #615102)

$3,795,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 4,008 SqFt Days Listed: 27
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift100ft.Concr

Welcome to Your Waterfront Oasis in Venetian Shores. Discover the ideal blend of luxury and laid-back island living in this elegant three-story canal-front home, perfectly situated in the coveted community of Venetian Shores. Boasting 100 feet of dockage and a 14,000 lb. boat lift, this property offers effortless access to both the Atlantic Ocean and Florida Bay via scenic Snake Creek--making it a boaters dream. Thoughtfully designed for comfort, convenience, and entertaining, the home features an open-concept main living area that flows seamlessly into the outdoors. Enjoy al fresco dining in the covered entertaining space complete with an outdoor kitchen and a soothing spa--perfect for unwinding after a day on the water. This residence is fully fenced with two gated driveways and a separate walk gate, ensuring privacy and space for guests. A private elevator connects all three levels, adding both accessibility and sophistication. Inside, youll find two spacious guest suites, each with en-suite baths, and a luxurious primary retreat with dual half baths and a separate spa-style shower--designed for ultimate relaxation and convenience. With abundant storage throughout, a whole-house propane generator, and refined coastal finishes, every detail has been curated for peace of mind and island comfort. Whether youre seeking a serene escape or a vibrant place to gather with family and friends, this Venetian Shores sanctuary offers it all.Paradise is calling. Possible seller financing.

$3,795,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 3,086 SqFt Days Listed: 307
-15.57% ($700,000) 3 Price Changes : Last Change 95 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Exquisite Open Water Estate on Prestigious Southpoint, Sugarloaf Key! Experience unparalleled luxury at this stunning solid concrete open water property, located just 20 minutes from the magic of Key West and Key West Airport. Situated on prestigious Southpoint, Sugarloaf Key, this magnificent estate offers breathtaking open water views and a lifestyle of elegance and comfort.Spanning 3,086 square feet of refined living space, this home features 3 bedrooms, 2 bathrooms, plus a versatile office/den and a large laundry room. The expansive 19,300 square foot lot is a tropical paradise, beautifully landscaped with fruit trees, an orchid house, landscape lighting, and irrigation from cisterns.Step inside to discover poured concrete floors that exude modern sophistication. The chefs kitchen is a culinary dream, equipped with Miele appliances and a Sub-Zero refrigerator. Entertain with ease in the separate bar area and enormous living space. The property also boasts a ducted vacuum system and a commercial-grade metal roof for added convenience and durability. Outdoor living reaches new heights with a stunning new pool, featuring a long ledge perfect for relaxing with cocktails. The large tiki hut serves as an outdoor lounge, complimented by a separate bar area under the house adjacent to the pool. The dock and boat lift provide direct access to the open water, making this home a boaters dream. Enjoy the convenience of an elevator, granting access from the garage and ground level to all floors. The rooftop deck offers 360-degree views, including vistas of the open ocean, perfect for sunset soirees or stargazing nights. This estate is designed for the discerning luxury buyer, offering the perfect blend of sophistication, comfort, and tropical charm. Dont miss the opportunity to own a piece of paradise on Sugarloaf Key! Low Insurances. Call for your private showing today! Video tour https://tinyurl.com/16705Tam

$3,800,000
Plantation Key
Plantation Beach   - MM: 87.50
5 Bed, 5 Baths, 2,464 SqFt Days Listed: 25
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 100ft.

Tired of waiting on Uber or Freebee? Why not make this stunning bayfront estate your own private slice of paradise, right in the heart of Islamorada? Just a flip-flop stroll away from local favorites like MEAT Eatery, Shima, Marker 88, and City Hall Cafe, this property places you at the vibrant core of island living. Behind its private, fully fenced grounds, youll discover sweeping bay views and a rare tiki hut at the end of the dock--your new go-to spot for toasting unforgettable sunsets. Upstairs, the open-concept living area spills out through sliding glass doors onto a spacious, screened-in terrace, perfect for laid-back evenings or lively gatherings. This level also features three bedrooms and two baths, providing plenty of space for guests or family. Step down from the terrace to your own tropical oasis, complete with a pool, backyard, beach, and dock. The ground floor adds even more flexibility with two additional bedrooms, a bath, and a relaxed living area--ideal for guests or extended family. Whether youre looking for your forever getaway in the Keys or a smart investment when youre not soaking it all in yourself, this property is a rare find. Come see why life really is better by the bay.

$3,800,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
4 Bed, 4 Baths, 2,519 SqFt Days Listed: 203
-10.59% ($450,000) 2 Price Changes : Last Change 79 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

The Ospreys are back! Welcome to The Ospreys Nest; your perch by the Ocean in one of Islamoradas most coveted locations. Wake up to the sunrise and take a stroll down the turtle nesting beach, while also having the convenience of protected canalside dockage across the street. 20 dock but brought in stern-to, can accommodate larger boats. Spacious floor plan for all to enjoy, third story primary suite and beachside pool with heater and chiller for those hot summer days. True island living is here on Sunset Drive. Listing includes canal parcel with dock across the street RE#00389220-000100

$3,850,000
Marathon
Stirrup Key Subdivision   - MM: 52.50
4 Bed, 4 Baths, 3,414 SqFt Days Listed: 65
-1.28% ($50,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock

Nestled in Marathons most renowned gated community, this gulf front Stirrup Key CBS-built home offers four bedrooms and three bathrooms. Featuring a gourmet chefs kitchen with stainless appliances, boasting with beautiful water views throughout the house. Perfect for entertaining, with its expansive indoor-outdoor living space, you can enjoy year-round. A community boat ramp where fishing and boating is not just a hobby but a lifestyle. Catch the magnificent sunrise as you sip your morning coffee or the alluring sunset as you enjoy your evening limitation. This home is offered with an adjacent lot and building right. Build your dream guest house and give your guests their secluded privacy. A lift to make groceries and handicapped access a breeze. Stirrup Key is a 60-acre golf cart community where getting around is very convenient. This home captures the true essence of the true Florida Keys lifestyle and seclusion that is nonpareil.

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