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$3,000,000 - $4,000,000 Florida Keys Homes For Sale - Real Estate

Total Listings 96
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$3,899,000
Summerland Key
Summerland Estates   - MM: 25.00
5 Bed, 5 Baths, 3,119 SqFt Days Listed: 247
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Basin

Oceanfront, New Construction home in the exclusive Residences at Summerland Key community, where weekly rentals are allowed! This new, gated development boasts a private boat basin which will feature a new composite dock with electric, water and fillet station for easy and frequent boating, with an assigned dock space to convey with home purchase! The home is a two-story, Oceanfront paradise, intuitively designed with entertaining in mind. A bright and spacious open-concept floor plan features 10 high ceilings, impact windows and loads of natural light. Equipped for culinary pursuits, the stunning Chefs Kitchen features a premium appliance package, quartz countertops, pantry, and large island with seating. Plenty of room for family and guests with 5 spacious bedrooms and 5.5 Bathrooms. An expansive back veranda is accessed through the Great Room, an ideal spot for enjoying morning coffee while taking in the prevailing sea breezes. Steps from the veranda is a large pool deck and sparkling infinity pool; cool off after a day on the water in this backyard oasis! Enjoy year-round sunshine from any of 3 decks totaling over 325 Sq. Ft. each, including a rooftop observation deck offering 360-degree views of Open Water, Sunrises and Sunsets! As an added bonus, the home comes equipped with Tesla Solar, elevator, and 296 Sq. Ft. of downstairs storage. This turn-key, home is designed for elevated seaside living. Enjoy resort-style amenities, this well-appointed community will come equipped with a shared Sport Court for tennis, pickleball, and basketball. Lounge in a hammock by the Oceanside, or enjoy year-round sunshine via kayaks, canoes and paddleboards, this well-equipped development offers move-in ready Keys living. Just minutes from shops and restaurants in town, but nestled within a quiet, gated community, this enviable location offers peace, relaxation, and convenient proximity to town! ACT NOW, home prices likely to increase as units are sold!

$3,900,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
4 Bed, 4 Baths, 2,519 SqFt Days Listed: 57
-8.24% ($350,000) 1 Price Change : Last Change 2 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

$3,900,000
Key Largo
Stillwright Point   - MM: 105.50
4 Bed, 4 Baths, 3,767 SqFt Days Listed: 9
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift220ft.Concr

This 4-bedroom, 5-bathroom gated estate is a true gem, offering a luxurious and private waterfront lifestyle. Perfectly situated on a corner lot, it boasts breathtaking open bay views of Blackwater Sound, providing a serene and scenic backdrop. Inside, the home features a Hausscape-designed Italian chefs kitchen, equipped with premium appliances such as a Sub-Zero refrigerator, Wolf 30-inch gas cooktop, and an icemaker -- ideal for both culinary enthusiasts and those who love to entertain.The property also includes detached guest quarters, providing a private and comfortable space for visitors. The outdoor space is equally impressive, with a sparkling pool, attached jacuzzi, and an expansive area for relaxation and gatherings. Boating enthusiasts will appreciate the propertys remarkable waterfront features, including over 220 feet of boat dockage and two boat lifts, making it a perfect retreat for those who enjoy the water. This home offers the ideal combination of sophistication, comfort, and convenience in a truly exceptional setting.

$3,950,000
Duck Key
Yacht Club Island   - MM: 61.00
4 Bed, 4 Baths, 3,295 SqFt Days Listed: 27
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.

$3,950,000
Marathon
Coco Plum Beach   - MM: 54.50
4 Bed, 4 Baths, 2,178 SqFt Days Listed: 15
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
Marathon
Grassy Key   - MM: 58.90
5 Bed, 5 Baths, 3,011 SqFt Days Listed: 399
+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.

$3,970,000
Key Colony
Key Colony Beach   - MM: 53.50
4 Bed, 4 Baths, 3,616 SqFt Days Listed: 138
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!

$3,975,000
Key West
Tropical Bldt & Investment Co   - MM: 2.00
4 Bed, 4 Baths, 1,802 SqFt Days Listed: 465
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

If you are looking for Key West Luxury Island living at its best, then here it is 1235 Washington St. Island modernization with ultra-luxury high end finishes. This newly renovated residence is built above the current base flood elevation and designed to the latest building codes. Home features 4bedrooms/4 bathrooms of unparalleled style & sophistication. Complete with designer kitchen, build in cabinetry from Italy, quartz counter tops, and high end appliances. Home is built with CBS construction, spray foam insulation, hurricane impact windows & doors, and V-crimp metal roof which will help lower insurances and provide low maintenance. Interior has 10 ft. ceilings throughout and a grand vaulted ceiling in the living room area. Brand new salt water pool with water feature and separate pool house/guest quarters designed with carefree life style adds to the exceptional value of this amazing home. Home is furnished with new modern furniture inside and out and is available for purchase but not included in purchase price. Sit on your super beautiful front porch with tiger wood finishes and enjoy all Key West has to offer. Home is located on a 5,348 S.F. corner lot in one of the most prestigious and desirable areas of Key West. Lush tropical landscaping, irrigation, outdoor lighting, and off St. Parking completes this very desirable luxury property. Just a short distance too many of Key West fine restaurants, galleries, museums, White St. pier, & beaches. Dont miss out on this excellent opportunity to own this impressive and newly renovated luxury residence at 1235 Washington St.

$3,988,000
Marathon
Sombrero Anglers C S   - MM: 49.50
6 Bed, 6 Baths, 3,749 SqFt Days Listed: 83
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: 255
-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.

$3,995,000
Cudjoe Key
Cudjoe Acres   - MM: 21.50
6 Bed, 6 Baths, 4,976 SqFt Days Listed: 782
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp80ft.

Welcome to your dream Florida Keys oasis! This stunning open water home is a luxurious waterfront retreat, offering the epitome of elegance and comfort. With 6 bedrooms and 6 bathrooms, this spacious estate is perfect for accommodating family and friends or hosting extravagant gatherings.Upon entering the property, youll be greeted by a sense of exclusivity and security, as it is gated and walled, ensuring your utmost privacy and serenity. The lush landscaping surrounding the home adds to its allure, creating a tranquil and inviting ambiance.The interior boasts an impeccable design with meticulous attention to detail. The custom kitchen is a chefs delight, featuring top-of-the-line appliances, premium finishes, and ample counter space for preparing gourmet meals. As you explore the residence, youll be captivated by the panoramic water views from every room, seamlessly blending the indoors with the breathtaking outdoors. One of the highlights of this exceptional property is its rooftop swimming pool and bar, where you can soak up the Florida sun while savoring refreshing cocktails and enjoying unobstructed vistas of the sparkling waters. Imagine entertaining guests under the stars, with the gentle ocean breeze as your companion. Additionally, this estate comes with a guest house for extended family or visitors who will be enchanted by the beauty of the Florida Keys. Sitting on over an acre of pristine Florida Keys property, this home offers an abundance of space for various outdoor activities and potential additions, should you desire to further customize your slice of paradise. As a waterfront haven, this property provides direct access to the water, allowing you to indulge in water sports, fishing, and boating whenever your heart desires. In conclusion, this exceptional Florida Keys estate combines the allure of open water living with exquisite design.

$3,999,000
Key Largo
Rock Harbor Estates   - MM: 98.00
7 Bed, 7 Baths, 4,666 SqFt Days Listed: 10
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift120f

SPECTACULAR COMPOUND! Two Freestanding CBS Waterfront Estate Homes Combined. 3/3 & 4/3.5. This Luxurious compound has the potential for two upper main living areas as well as four separate units. Two Boatlifts, & Separate Davits 120 sq. ft. of dockage. Roof Top Raised Garden & Hot Tub w/ Direct Ocean Views. The Kitchens Boasts Stainless Steel Appliances, Granite Counter Tops. 700 sq. ft. under AC for FANTASTIC workshop & up to 6 +cars. Plenty of room for a Pool, Storage, Gym, Playroom & Water Toys. Covered Fish Station, High-Capacity Ice Machine. Fishermens Dream House w/ Direct Ocean Access. **2** Houses for the price of one. Lush Tropical Landscaping. & Fire Pit. Owner is also selling his 33 Custom made Offshore Express Grady White with Tuna Tower & Jet ski. Islamorada Pool Architectural Design & Plans already completed & available ready to build. Centrally located near Shopping, School & Restaurants. Close to John Pennekamp Coral Reef State Park. This is a must see!!!

$3,999,000
Marathon
Tinglers Island   - MM: 49.50
4 Bed, 4 Baths, 3,222 SqFt Days Listed: 6
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.

$3,999,000
Key West
Old Town Unlisted   - MM: 1.00
7 Bed, 7 Baths, 3,015 SqFt Days Listed: 17
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This property has a glamourous three bedroom, three and a half bath owners unit with private pool and hot tub, plus three lucrative long-term rentals. It is the entire Lighthouse View Condominium Association, currently inactive. Enter thru the electric gate to a bricked courtyard with parking for several cars and many bicycles and access to a covered carport. The main residence with its heated pool and hot tub is secluded in the rear with a pretty garden and brick terrace. A free-standing two story building contains a great room, splendid kitchen and half bath downstairs. Above is a bright and breezy master suite with cathedral ceilings and skylight. In addition, there are two guest cottages, each with one bedroom, one bath and a pretty front porch. On the deck between the cottages is an outdoor wet bar and there is an outdoor shower by the pool. The other apartments are in a building at the front of the property. Downstairs are two one bedroom-one bath units. Upstairs is a glamorous two bedroom-one bath with a big, wonderful deck under the trees.

$3,999,000
Plantation Key
Sunshine Estates   - MM: 90.50
4 Bed, 4 Baths, 2,320 SqFt Days Listed: 325
-4.76% ($200,000) 2 Price Changes : Last Change 106 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits

Unobstructed SUNSET/BAY views. Tucked away on a secluded point in the prestigious Sunshine Estates community on Plantation Key. Expansive property. Well built CBS home designed to enjoy bay views from essentially every room in the house. 4 Beds 4.1 Baths. Vaulted ceilings finished with wood beams. Refinished custom oak wood floors, corian kitchen countertops, dummy waiter, marble bathrooms/bedrooms, built in shelving and and uniquely designed glass block to reflect the colored sunsets. Large floating wood deck surrounded by lush foliage ; for morning coffee or catered events. Ground level consists of covered parking & rec room/maid quarters w/cabana bath & kitchen for indoor-outdoor entertaining. Crystal clear water, fishing, lobstering, & water-sports right in your own backyard. Quick ocean access via Tavernier Creek. Centrally located to restaurants, schools, shopping, churches & hospital. This is the home you have been waiting for!**BUYER TO VERIFY ALL INFORMATION.**

$3,999,999
Key West
Key West Investment Co Subdiv   - MM: 1.00
3 Bed, 3 Baths, 2,262 SqFt Days Listed: 86
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover the epitome of refined Key West living in this beautifully renovated single-level home, situated in the desirable Casa Marina area. Sunlight floods the spacious interiors through oversized impact windows and doors, creating a seamless connection to the lush landscaping outside. Thoughtfully transformed into an island oasis, this home offers tranquil views of the salt generated heated pool and its cascading waterfall from the dining and living rooms. Designed for effortless entertaining, the expansive kitchen flows naturally into both the dining and living areas. Outfitted with new quartz countertops, Viking stainless-steel appliances, a 2 zone wine fridge, island & bar, the kitchen is a delight for culinary enthusiasts. Sold fully furnished, complete with new furniture and televisions, making it truly move-in ready--just bring your swimsuit and flip-flops. Other features include new designer porcelain tile floors throughout, freshly renovated bathrooms with custom vanities, in the primary suite a new soaking tub has also been added as well as custom closets. Practical amenities include a gated double carport, generator, landscape lighting, irrigation system, and full privacy walls. Freshly painted inside and out, this large 6,890sf corner property is a rare find, balancing luxury, comfort, and convenience in an idyllic location walkable to the beach & downtown.

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 01-22-2025.
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