Divider
Content Divider

Middle Keys Homes for Sale, Single Family Houses, MLS Home Listings

Total Listings 239
Order By:

$3,700,000
Marathon
Knights Key Village   - MM: 47.00
4 Bed, 4 Baths, 2,278 SqFt Days Listed: 45
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.

Welcome to 23 S Kyle Way . This stunning property offers breathtaking, direct ocean views and unparalleled charm. Featuring 4 spacious bedrooms and 3 well-appointed bathrooms, this home is perfect for both relaxation and entertaining. The expansive kitchen is ideal for hosting gatherings, while the generous storage space ensures everything has its place. With easy access to both the Ocean and the Gulf--just minutes from your dock--you can enjoy the best of both worlds. Revel in spectacular sunset views. Additionally, this property presents an excellent investment opportunity, as 7-day rentals are permitted. This is coastal living at its finest, with potential for both personal enjoyment and a lucrative vacation rental.

$3,750,000
Duck Key
Plantation Island   - MM: 61.00
4 Bed, 4 Baths, 3,166 SqFt Days Listed: 20
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift82ft.Concre

Exclusive Duck Key Waterfront Retreat with Breathtaking Ocean ViewsExperience the pinnacle of coastal living in this exceptional open-water home on Duck Key. Designed to capture stunning ocean vistas and mesmerizing sunsets, this 4-bedroom, 3 bathroom gem offers the perfect balance of luxury, comfort, and outdoor paradise.Expansive Living Areas: Open-concept design featuring a gourmet kitchen with granite countertops, spacious dining, and living areas perfect for entertaining or relaxing by the water.Panoramic Views: Two large enclosed porches provide year-round enjoyment of ocean breezes and views. Ascend the spiral staircase to a rooftop deck with 360-degree vistas - a perfect spot for sunset cocktails.Unmatched Convenience: The home includes a dumbwaiter shaft for effortless transport of groceries or luggage, plus a solid oak staircase leading from the grand foyer.Outdoor Haven: A private tiki hut offers shade and tranquility, while the 15K boat lift caters to boating enthusiasts. Theres also ample space to add a pool for the ultimate outdoor escape.Exceptional Storage & Garages: Two oversized garages provide plenty of room for vehicles, watercraft, and more, with additional storage throughout the home for all your needs.Meticulously Maintained: This home has been lovingly cared for inside and out, offering a move-in-ready opportunity to enjoy life on Duck Key.Situated in one of the Florida Keys most sought-after locations, this property is a dream come true for those seeking serene surroundings, endless water views, and the best of island living.Schedule your private showing today and make this coastal retreat your forever home!

$3,750,000
Marathon
Tropic Island   - MM: 50.00
5 Bed, 5 Baths, 3,491 SqFt Days Listed: 114
-3.85% ($150,000) 1 Price Change : Last Change 5 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift80ft.

Luxurious, Modern masterpiece with incomparable boating just minutes to Sombrero Beach! Every detail has been considered in this immaculate 5-bedroom, 5-bathroom concrete built home, with impact doors/windows, in the heart of exciting Marathon! Unpack and relax, this turn-key home comes furnished and equipped for immediate enjoyment! Currently utilized as a successful vacation rental, this exceptional property is an ideal investment property or serene private oasis for personal use. Take advantage of deep-draft boating with world class fishing and diving just minutes away. The sprawling 80 composite dock comes equipped with 20K boat lift (2021), fillet station, water and electric service. After a day on the water, cool off in the resort-style pool boasting heater, chiller, sun deck, and paver pool deck! Built for elevated waterside entertaining with nearly 1000 Sq. Ft. of covered verandas, complete with tongue-and-groove ceilings and stunning canal views! Inside, this contemporary home offers two spacious floors and every modern convenience! The first floor comes complete with the first of two spacious living areas, convenient attached 2-car garage, laundry room, cabana bathroom, den with wet bar, and private en suite guest bedroom. Ascend the modern staircase with wrought iron railing and custom chandelier into an open-concept great room on the second floor, boasting separate dining and living areas and expertly-equipped Chefs Kitchen. Entertain for the masses with ample cabinetry, Cambria quartz countertops, high-end Cafe appliances, and large island with counter seating, additional storage, sink, and waterfall edge. Two additional guest bedrooms ensure elevated accommodation for visitors while you retire to an opulent primary suite with walk-in closet, additional closet, palatial en suite and Juliette balcony. Neighborhood offers beautiful Sombrero Beach, golf at Florida Keys Country Club and waterfront restaurants and marinas.

$3,795,000
Key Colony
Coury Subdivision   - MM: 53.50
5 Bed, 5 Baths, 2,741 SqFt Days Listed: 93
-1.43% ($55,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits30ft.

80 13th St, Key Colony Beach. 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 100 wide canal, this home provides easy access to both the ocean and bay, 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. Schedule your private tour today.

$3,850,000
Marathon
Pearces Subdivision   - MM: 47.50
4 Bed, 4 Baths, 2,469 SqFt Days Listed: 35
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. 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. 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!

$3,950,000
Marathon
Grassy Key   - MM: 58.90
5 Bed, 5 Baths, 3,011 SqFt Days Listed: 401
+3.95% ($150,000) 1 Price Change : Last Change 153 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Weekly rentals permitted! 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 the option of two or 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, SeaGlass Cove offers select upgrade options including, elevator/lift, exterior spiral staircase, summer kitchen, custom millwork and Wolf/Sub-Zero appliances. SeaGlass Cove is barefoot luxury at its best.

$3,950,000
Marathon
Coco Plum Beach   - MM: 54.50
4 Bed, 4 Baths, 2,178 SqFt Days Listed: 17
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Ramp

Endless Sunset Views over an extra-wide deep draft lagoon, with enviable no-bridge access to the Atlantic Ocean, this stunning waterfront estate in desirable Coco Plum Beach has it all! Nestled on nearly half an acre, with 300 of waterfront, 4-post lift and additional boat lift, boat ramp, composite dockage with fillet station, water and electric! Enjoy frequent boating just minutes to world class fishing and diving from this prime location! After a day on the water, rinse away salt and sand in the convenient outdoor shower, cool off in the resort-style pool and spa, lounge poolside and take in endless sea breezes from the sunny paver deck, and dine al fresco while enjoying Keys Famous Sunsets from the shade of a sizable tiki hut! This exceptional estate comes vacation ready, and expertly equipped to take advantage of year round temperate weather! Inside, this bright and spacious interior offers modern finishes and elegant coastal design, accentuated by abundant natural light and soaring cathedral ceilings. A well-equipped Chefs Kitchen in the heart of the home provides ample storage, stainless steel appliances, quartz countertops, and peninsula with counter seating. The sunny main living area offers access to the full-length screened-in veranda overlooking the pristine pool, and sparkling canal below. A main floor en suite guest bedroom offers elevated accommodation for visitors, and also boasts veranda access. Upstairs, two additional guest bedrooms and expansive primary suite with walk-in closet, luxurious en suite, and veranda access, provide plenty of space for all. A wrap-around open porch and screened-in main and second floor verandas ensure panoramic views of peaceful Ocean vistas! Additional bonuses include a two-car garage for secure covered parking or storing gear and sturdy CBS construction. Plenty of open parking with room for RV and trailer storage on this oversized lot! Enjoy surrounding nature in this peaceful neighborhood with proximity to town!

$3,950,000
Duck Key
Yacht Club Island   - MM: 61.00
4 Bed, 4 Baths, 3,295 SqFt Days Listed: 29
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift75ft.Concre

Welcome to your ultimate waterfront sanctuary in the heart of the Florida Keys. This stunning home in Duck Key offers a perfect blend of luxury and durability, with no detail spared in the design. Built in 2022, this home surpasses the latest building codes and is crafted to withstand the test of time. Inside, youll find a spacious living area with custom-made contemporary furniture. The Poggenpohl kitchen boasts top-of-the-line Miele appliances, including a combi speed oven, combi steam oven, induction cooktop, and a wine climate cabinet. The four bedrooms and three and one half bathrooms are fully equipped, with spa-like features such as rain showers, glass doors, and sleek Dornbracht faucets. The primary suite has its own bathtub, body shower, and private sundeck. The 35-foot high concrete rooftop offers 360-degree views of the island, canal, and ocean, perfect for sunbathing, stargazing, or hosting a party. The downstairs outdoor space is finished with AZEK(r) composite decking, making adding an outdoor kitchen to the covered area easy. Boaters will be impressed by the substantial concrete dock and pilings featuring two High-Tide boat lifts: a remarkable 40,000 lb lift alongside a 6,000 lb lift currently utilized for jet skis. The dock is also equipped with electricity and water connections, and a fish prep table. Using the roller system, you can easily access your kayaks and store all your water sports equipment in the air-conditioned garage. This modern home is designed for a lifestyle of comfort, luxury, and adventure. So why wait? Make this exclusive waterfront property your own and experience the ultimate Florida Keys lifestyle. Dont miss out on this once-in-a-lifetime opportunity. Live the dream, feel the breeze, and own a piece of paradise.

$3,970,000
Key Colony
Key Colony Beach   - MM: 53.50
4 Bed, 4 Baths, 3,616 SqFt Days Listed: 140
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

Amazing, wide open blue water views lure you onto the large balconies and patios of this custom built, 3600+ ft, concrete fortress. Enjoy entertaining friends and family with room to spare and views galore. Both the angler and boater will appreciate the great dockage for several vessels with IMMEDIATE access to the Ocean and a brief 6-8 minute cruise to Vaca Cut and the open Gulf. The 60 Ft Concrete Seawall has 2 lifts on the 30 ft Composite T-Dock. One 16k boat lift and 3k boat lift for your skiff or jetskis. Relaxing open patio for sunning and entertaining by the refreshing pool as well as an adjacent covered patio. Custom Built by Jeff Ryder, this home has quality finishes: 10 ft ceilings. crown molding, travertine flooring, Thermador and Sub-Zero appliances, jetted tub, impact windows and doors and more... Great spacious, open floorplan with one Ensuite bedroom on the main living level. The 4th bedroom is currently used as, one of three, Walk-In Closets. Equipped with an elevator to all levels. The 2 car garage is separate from the over 1800 sq ft Man Cave & great storage room on lower level. Lushly landscaped with paved, circular drive provides plenty of room for your vehicles, RV and boat trailer. It is apparent, this home has never been a rental and lightly lived in and waiting to become your piece of paradise!

$3,988,000
Marathon
Sombrero Anglers C S   - MM: 49.50
6 Bed, 6 Baths, 3,749 SqFt Days Listed: 85
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift100ft.

Experience luxurious waterfront living on a grand scale in this timeless gated estate. This expansive three-story home, infused with European flair, is perfectly situated near Sombrero Beach, one of the best beaches in the Florida Keys.The estate features soaring tray ceilings and impact windows, allowing natural light to flood the space and enhance its grandeur. Elegant marble floors and bronze finishes add a touch of timeless sophistication. Unique amenities include a striking two-story stone fireplace, an elevator, a theater room with surround sound, a workout room, a formal dining room, and a covered wet bar adjacent to the swimming pool.Designed for comfort and privacy, the home boasts six bedrooms and five and a half baths, highlighted by a spacious master suite with two balconies, a walk-in closet, and a dressing room. There are also two guest suites with private baths and balconies, making a total of eight balconies throughout the property.The kitchen is equipped with custom cabinets and high-end stainless steel appliances, complemented by convenient laundry and pantry spaces. Open porches and balconies on every level seamlessly blend modern amenities with classic elegance.Outside, a deepwater dock extends 100 feet, complete with a boat lift capable of supporting boats up to 12,000 lbs. Decorative pavers enhance the private concrete swimming pool, hot tub, and driveway, all situated near a two-car garage surrounded by a privacy fence.Conveniently located with easy access to the Overseas Highway, this home is just minutes away from a variety of restaurants, two grocery stores, Home Depot, a modern fitness center, and nearly all the amenities one could desire.This home could make a fantastic large vacation rental. Come see for yourself!

$3,995,000
Marathon
Sombrero Prop Plat   - MM: 49.50
1 Bed, 1 Baths, 1,688 SqFt Days Listed: 257
-9.20% ($405,000) 1 Price Change : Last Change 192 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

GREAT NEW PRICE! BUT ONLY FOR A SHORT TIME! Extraordinary Opportunity in the Florida Keys Stunning 1.5-Acre Oceanfront parcel. The property presently features delightful one-bedroom cottage with boat dockage and a beach-entry pool. There is a lift for handicap access to main level. The site has the potential for constructing multiple residences or one lavish estate. This highly desirable property is situated in the prestigious Sombrero Beach area of Marathon, just a stones throw away from the renowned Sombrero Beach Park. The location provides biking and walking path and is centrally positioned near schools, shopping amenities, and the Marathon International Airport.Privacy is paramount with a gated entrance, fencing, and dense landscaping enhancing the propertys exclusivity. Transferable Building Rights are available for acquisition at $250,000 apiece, facilitating an expedited permitting process for construction endeavors of multiple units.

$3,999,000
Marathon
Tinglers Island   - MM: 49.50
4 Bed, 4 Baths, 3,222 SqFt Days Listed: 8
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Sprawling Sombrero Beach newly renovated retreat on an oversized lot with pool, private sandy beach and Open Water Views! Currently utilized as a successful vacation rental this home boasts loads of space and elevated amenities for a family or income-producing investment opportunity! An expansive dock allows for frequent, deep-draft boating adventures with ease, just minutes to excellent fishing and diving. Fillet your fresh catch at the convenient fillet station. Cool off after a day on the water in the in-ground pool, and enjoy a cocktail paired with stunning Sunset Views in the shade of a tiki hut from your private sandy beach! Inside, this home boasts two spacious floors with loads of room to relax and unwind. Downstairs, a generous guest bedroom and bonus room used as fourth bedroom are located just off of a sizable recreational room with access to a large covered porch and the sparkling pool beyond. Upstairs features gorgeous Open Water Views as the focal point of the open concept main living space. The newly designed kitchen features quartz counters, new cabinetry & appliances surrounded on all sides by walls of impact glass and Open Water Views, an ideal backdrop for cooking and entertaining. The well-appointed primary suite comes complete with walk-in closet, porch access, and new ensuite bathroom. An additional guest bedroom offers comfortable accommodation also with newly renovated en suite bathroom. The sprawling upstairs covered porch provides ample space for grilling and al fresco dining. Take in breathtaking views of the Open Ocean, beach, pool, and manicured yard from this breezy vantage point. Nestled on nearly half an acre, with lush tropical landscaping, this spectacular property feels tranquil and private while still just minutes to Sombrero Beach, fantastic restaurants, and grocery stores in town.

$4,175,000
Marathon
Sombrero Subdivision   - MM: 49.50
4 Bed, 4 Baths, 3,458 SqFt Days Listed: 42
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Welcome to 2010 Sombrero Beach Rd. This contemporary oceanfront luxury home awaits you. Custom construction in 2016 this concrete home offers spacious elegance with unparalleled oceanfront views and a premier location just steps from Sombrero Beach and direct Atlantic Ocean access. The property is fenced with lush tropical landscaping, heated pool and spa, covered parking and 50 of dockage. The interior is finished with exotic Brazilian quartzite, plank tiled flooring, custom cabinets, stone showers, elevator, and stainless steel appliance in a an open concept kitchen that would make any chef proud. Balconies are on each floor with open water views, as well as a rooftop deck that offers truly exceptional views. Enjoy the waterside entertaining area down by the pool when youre not out on the water. Call today for more information and to schedule your private viewing of this incredible Keys oasis.

$4,195,000
Key Colony
Coury Subdivision   - MM: 53.50
5 Bed, 5 Baths, 3,600 SqFt Days Listed: 170
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

A rare opportunity, not to be missed! Located on prestigious Coury Drive, a hidden enclave in Key Colony Beach, you will find this beautiful home and neighboring lot. Nestled at the end of the canal, the home was specifically designed to take advantage of the breathtaking views straight up the long canal. A second or connected home can be built on the neighboring lot, which also has canal views.From the moment you arrive, you will appreciate the casual elegance of the home. Natural stone floors in a soft, neutral tone flow seamlessly throughout the house. High-end and thoughtful finishes are exquisitely appointed. The open floor plan with large glass doors provides an abundance of natural light, serene views, and easy indoor/outdoor living. The beautiful end-of-canal views grab your attention from the main living areas, primary bedroom and guest room, and the spacious wrap-around balconies. Perfect for your peaceful enjoyment or entertaining guests.The private backyard oasis offers another favorite spot for relaxation and fun with a large lap pool, hot tub, lanai and dock for your boat!Enjoy 3600 SF of well-appointed living space in addition to a generous 5000 SF of outdoor living space between the 2 open balconies and lanai. This does not include first-floor fully tiled enclosed area or garages.In 2007, the owner spared no expense building the home. Intentionally selecting the finest materials and workmanship and engineered the home for safety and beauty. For safety, the house comes with a concrete roof and walls, epoxy-coated rebar, impact glass, and an on-demand propane generator. For beauty, details include matched natural stone floors throughout, solid core doors, rounded walls, and more. See attachment for Property Highlights. The home has a good rental income history. Both Parcel IDs 00079872-006200 and ID 00079872-006100 to be sold together. Lot square footage is both parcels combined. Come take a look...you will be happy you did

$4,200,000
Marathon
Ocean East   - MM: 50.00
4 Bed, 4 Baths, 3,477 SqFt Days Listed: 91
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift40ft.

Nestled in an exclusive gated neighborhood, this magnificent, 4 bedroom, home offers the pinnacle of Keys living! Step inside to discover a spacious living area that is perfect for entertaining, with breathtaking ocean views visible from every angle. The main floors covered porch is an ideal spot for savoring morning coffee or evening cocktails enjoying the sunset as the day winds down. The upscale kitchen is a masterpiece, featuring stunning quartz counters, a large island and breakfast bar with seating and white cabinets. Elite Jenn-Air appliances, including a refrigerator, induction range, oven, microwave, dishwasher, ice maker, and wine cooler, make this kitchen a culinary dream.The upstairs master suite is a private retreat, featuring large windows that offer panoramic views of the Atlantic Ocean views. This serene space includes a spacious walk-in closet and an en-suite luxury bathroom, creating a perfect sanctuary. The home also boasts 3 guest rooms, each with large walk-in closets and luxurious bathrooms, providing comfort and privacy for family/guests. The outdoor oasis is designed for ultimate relaxation and entertainment, featuring a pristine pool, plenty of pool and ocean side seating, cozy fire pit, refreshing outdoor shower, a gazebo and a fully-equipped outdoor kitchen, complete with a gas grill and refrigerator. The dock, equipped with a 12K boat lift, provides direct access to fishing, diving, sand bar excursions and sunset cruises making this a boaters paradise!The home offers plenty of parking. There is a single car garage and a two car garage. The two car garage is currently utilized as a game room, adding an extra layer of entertainment. Situated in the heart of Marathon, this home is perfectly located to enjoy all the amenities and attractions the area has to offer. You are within walking distance to Sombrero Beach! This exceptional property in the Florida Keys is truly an unique and desirable residence.

$4,400,000
Marathon
Bahia Vista Subdivision   - MM: 50.50
6 Bed, 6 Baths, 5,664 SqFt Days Listed: 361
-7.37% ($350,000) 1 Price Change : Last Change 47 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin200ft.Rip Rap

Discover the ultimate waterfront retreat at this expansive 6-bedroom, 5.5-bathroom estate. Spanning over 48,000 sq. ft. of uplands, with an additional acre of owned bay bottom, this property offers unparalleled luxury, charm, and an exceptional development opportunity. With current zoning allowing for up to 5 units per acre, this estate is primed for redevelopment into multiple homes if desired. The existing natural boat basin and roughly 290-foot jetty provide protection and the potential for dockage to serve multiple homes in this scenario.A true aquatic sanctuary, the property offers instant access to the bays hidden fishing and lobster spots, making it a boaters paradise. The estates grand entrance and extended driveway are steeped in Old Florida charm, surrounded by lush natural greenery and open spaces.Inside, the home exudes comfort and space, with generously sized rooms perfect for large extended families, corporate retreats, or even a vacation rental. The flexibility of weekly rentals makes this property a rare investment opportunity. Imagine creating a bunk room for kids to enjoy during family vacations or customizing the expansive layout to suit your vision.The kitchen features granite countertops, stainless steel appliances, and an eat-in area, while a separate dining room caters to more formal occasions. The master suite is a tranquil escape, complete with direct access to a private balcony showcasing breathtaking water views. The en-suite bathroom offers a steam shower and jacuzzi tub, providing a spa-like experience at home.Additional amenities include a 2-car garage, a convenient mudroom, a substantial laundry room with a sink, and a wet bar for effortless entertaining.This estate has been lovingly owned by one family and has never been offered for sale. With its blend of Old Florida elegance and extraordinary development potential, this is a once-in-a-lifetime opportunity to own a piece of paradise.

$4,499,000
Marathon
Crains Subdivision   - MM: 58.00
6 Bed, 6 Baths, 5,757 SqFt Days Listed: 65
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Basin,Boat

Tropical Bayfront Estate nestled into almost 2 lushly landscaped private acres with 3 building rights included! Everything you could possibly need is right here! Main House, Guest House, Pool, Pool Apartment, Storage Building, Dock, Boat Basin, Boat Ramp, Boat lift, and UNBELIEVABLE never-ending turquoise sea views! Well-appointed details found throughout the main home include soaring wood planked ceilings. Spacious kitchen featuring granite counters, upgraded stainless steel appliances, island, and built-in cabinetry and bar plus a separate dining room. The Master Retreat encompasses the entire second floor with a grand Master Bathroom featuring double vanity sink, and soaking tub overlooking the bay, and a comfortable loft; the perfect vantage point for taking in the stunning Open Water Views. Plenty of room for all with two en suite guest bedrooms, and a home office which could easily be converted to a third guest bedroom. Outside the main house, youll find an attached pool house with its own entrance, and additional living space and guest bedroom, as well as a private guest cottage, separate from the main residence. The main house is CBS construction, with impact doors and windows, with a new metal roof in 2021. Peace and privacy abound at this exemplary Marathon paradise! Dont miss this must see property!

$4,500,000
Key Colony
Key Colony Point   - MM: 53.50
5 Bed, 5 Baths, 3,580 SqFt Days Listed: 95
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: 70ft.

Experience tranquility just steps from the water in this luxurious 5-bedroom, 4-bathroom waterfront residence. Combining high-end finishes with comfort, this home boasts designer marble accents, hurricane impact windows, a metal roof for added durability, and 100% concrete block construction.Enjoy high ceilings, Italian-crafted cabinets, and natural wood floors throughout. The property also features a private gym, a 70-foot wooden T-dock, and a modern pool (10x28 ft, 5 ft deep) with a wraparound bench--perfect for family gatherings.Key Colony Beachs unique weekly rental policy makes this home an excellent short-term rental investment. With owner financing available, owning this home is more accessible than ever. The community offers tennis and pickleball courts, a golf course, and a private beach. A nearby boat ramp and private airport make it ideal for vacationers seeking easy access by land, sea, or air. Additional conveniences include a nearby supermarket, local dining, a church, and the communitys own police station.Spend your days boating, exploring nearby sandbars like Grassy Key, or enjoying some of the best fishing and reef access in the area. With stunning waterfront and sunset views, this home captures the essence of relaxed island living.Key Features:Travertine flooring throughoutCustom solid wood doors from SpainItalian-crafted kitchen cabinetryThermador appliancesAll impact windows10x6 pivot doorMetal roof for durabilityThis one-of-a-kind residence offers luxury, comfort, and a strong investment opportunity in prestigious Key Colony Beach. Act now to add your personal touches and make this dream home your own.

$4,599,000
Duck Key
Plantation Island   - MM: 61.00
4 Bed, 4 Baths, 2,519 SqFt Days Listed: 29
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 71ft.Concrete

Fully Renovated Oceanfront Home in Duck KeyThis stunning, completely remodeled oceanfront 4 bedroom 4 bath home offers luxury living in the heart of Duck Key. Recent upgrades include a brand-new sparkling swimming pool, privacy wall, and electric roll-down shutters for added convenience. Designed with a Coastal Chic aesthetic, the home features light, airy tones of whites, soft blues, and sandy neutrals that blend beautifully with the seascape. The main living room balcony offers panoramic views of the coast, perfect for relaxing and enjoying the scenery.Inside, the open-concept floor plan includes two en-suite bedrooms and the main living area on the upper level. The chefs kitchen is equipped with top-of-the-line appliances, and the formal dining room is ideal for both intimate meals and family gatherings. The cozy living room boasts a wall of glass showcasing breathtaking ocean views, with a decorative fireplace as the centerpiece. Each bathroom is a work of art, featuring modern finishes throughout.The master suite, located on the lower floor, offers a tranquil retreat with direct pool access and a luxurious en-suite bath. The lower level also includes a guest bedroom, laundry room, and a one-car garage.The property is fully enclosed by a privacy wall for ultimate seclusion. The covered patio, complete with a low-maintenance pool deck, grill area, and artificial lawn, is perfect for entertaining.A newly installed seawall provides robust protection from storms, ensuring peace of mind. Just a short kayak ride from your private dock, explore the pristine shallows of Toms Harbor Island or relax on the white sandy beach at Duck Keys Breakwater (best at low tide).Duck Key is a golf-cart-friendly island with access to the exclusive Club Duck Key, an optional private club offering wellness amenities, social events, and a full calendar of activities. Residents also enjoy easy access to local restaurants, all within golf-cart distance.

$4,799,000
Key Colony
Key Colony Beach 2nd Addn   - MM: 53.50
5 Bed, 5 Baths, 5,567 SqFt Days Listed: 27
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift122ft.Concr

Experience luxury living in this spectacular Mediterranean home, situated on 1.5 lots with a 122 ft wide concrete dock. This furnished property is a masterpiece of design and craftsmanship.Floor-to-ceiling windows offer breathtaking views of the canal, while the expansive 20-foot high ceilings create a sense of grandeur in the living room, which seamlessly flows into the open kitchen. The kitchen is a chefs dream, featuring a Wolfe propane stove, Sub Zero refrigerator and top-of-the-line appliances. Enjoy casual meals in the eat-in kitchen or host formal dinners in the dining area with a balcony.The outdoor kitchen overlooks the pool area, complete with a propane built-in grill and dining table for al fresco dining. For movie enthusiasts, the media room offers a cozy retreat with five leather recliners and a popcorn machine.The first floor features one of two primary suites, spanning from the front to the back of the house with balconies on each end. Two walk-in closets and a luxurious primary bathroom with a glass-enclosed shower, large soaking tub, and separate commode and bidet. A half bath and laundry room are also conveniently located on the first floor.The second floor boasts the second primary suite.. Two additional large bedrooms with private balconies share a bathroom with a double vanity and glass-tiled shower.An elevator provides easy access to all floors, including the rooftop deck with 360-degree views, speakers, and lighting. The property also features a 1000 sq ft man cave.Outdoor amenities include a saltwater infinity-edge pool, hot tub, shallow end for kids,and an outdoor half bath. Boating enthusiasts will appreciate the two boat lifts (15k & 20k), fish cleaning station, and in-water lights. Additional features include two large deep freezers, an ice machine, a 50KW propane house generator, six wireless access points, wifi lights, an irrigation system, and much more.Indulge in the ultimate luxury lifestyle.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 01-24-2025.
Back To TopMore Info
Terms / Privacy / Accessibility ADA