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Total Listings 7
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$8,300,000
Key Largo
Sunrise Point   - MM: 95.00
10 Bed, 10 Baths, 5,392 SqFt Days Listed: 252
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Other Dock

Magnificent bayfront estate with 2 homes plus a Keys Cottage. Enjoy year round sunsets from this 2 acre estate on Florida Bay! This is perfect for an extended family or group of friends to enjoy. 3 dwellings on 2 separate parcels plus deeded baybottom make this a truly unique property. Gated for privacy, the driveway passes the Coral House, which is used as a licensed vacation rental. Continue towards the bay where the Cottage and Florida Bay House are nestled into the mature tropical landscaping. Florida Bay is straight ahead with a jetty into the Bay which is the perfect spot for sunning or stargazing. The boatramp next to the jetty is handy for launching kayaks and paddleboards to explore Florida Bay. Originally built in 1961, the Florida Bay House was expanded in the early 70s and has 3 bedrooms and 3 baths with the master suite upstairs. The Cottage was built in 1956 and is a quaint guest house. The Coral House has 4 bedrooms and 3 baths, was built in 1992 and is in the X flood zone. Come and take a look and fall in love with this beautiful bayfront property.

$8,499,000
Marathon
Crains Subdivision   - MM: 58.00
4 Bed, 4 Baths, 5,168 SqFt Days Listed: 25
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin

Morton Manor is a timeless estate nestled along the Gulfs bay waters, evoking a sense of simpler times. This boat basin is truly unique, offering not just protection from wind and waves with its jetties, but also accommodating 4 to 5 large vessels, from spacious center consoles to sportfish boats, thanks to its 8 depth. The home offers a resort-like experience reminiscent of the Caribbean, complete with amenities such as a sauna, a stunning bar and game room, a heated pool, and a private beach. This expansive, ground-level residence boasts 4 bedrooms, 4 bathrooms, a two-car garage, exposed wood beam ceilings, and a workshop. For those passionate about boating and seeking relaxation, Morton Manor is the ideal retreat.

$8,500,000
Key West
Filer Boyle Subdivision   - MM: 1.00
5 Bed, 5 Baths, 4,008 SqFt Days Listed: 268
-54.05% ($10,000,000) 1 Price Change : Last Change 8 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

LUXURY AUCTION BIDDING OPEN! Bidding ends Monday, March 31st. Previously Listed $18,500,000. Current High Bid $8,500,000. Private Showings by Appointment.Experience unparalleled luxury at 400 South Street, the true Southernmost private residence in the Continental United States. This iconic Key West estate, winter home to esteemed American artist, the late Seward Johnson and his wife, seamlessly blends timeless elegance with modern amenities. The expansive 4,008-square-foot concrete home, situated on a generous lot plus almost one acre of bay bottom, offers five bedrooms and five and a half bathrooms. Upon entering, the formal living room evokes the charm of the Hemingway era, leading to a sunlit Florida room with sliding glass doors that open to a vast outdoor oasis. The primary suite and two guest bedrooms are accessible via an elevator, each opening to a large balcony that provides panoramic views of the Atlantic Ocean. The property boasts a magnificent 50 x 20-foot pool and ample lounging areas, perfect for enjoying ocean breezes and observing local birdlife. With its unique location adjacent to the iconic Southernmost Point buoy and proximity to Key Wests vibrant attractions, this estate offers an unparalleled living experience. Additionally, a coveted transient license allows for nightly rentals, presenting a prime investment opportunity or the option for a lavish private or corporate compound. Designated Multifamily (could accommodate up to 8 residential units) and located in the historic commercial tourist district, the possibilities are vast for a savvy investor. Part of the property needs complete renovation and the 1930 SF seawall requires partial restoration. THE Southernmost House is a rare gem in the United States! Due diligence package available upon bid registration.

$8,800,000
Lower Matecumbe
Mat Ocean Bay   - MM: 75.00
5 Bed, 5 Baths, 4,770 SqFt Days Listed: 9
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Set on 1.38 acres of pristine oceanfront in the Florida Keys, this private estate offers the perfect blend of luxury, serenity, and tropical beauty. With an enormous 150-foot private beach, this stunning 4,770-square-foot residence presents an unparalleled opportunity to experience the magic of oceanfront living.The home features five bedrooms and five and a half baths, including separate guest quarters for added privacy. Towering 30-foot ceilings create a grand, open atmosphere, while expansive windows frame breathtaking views of the Atlantic Ocean. Offered turnkey, this estate is move-in ready, with exquisite furnishings that complement its elegant design.Step outside to a resort-style infinity-edge pool with spa. A spacious two-car garage provides convenience, while the estates zoning allows for weekly rentals, making it a remarkable investment opportunity.This property is more than just a home--its a tropical oasis where you can kayak, fish, or build sandcastles right from your backyard. Whether you seek a family getaway or a primary residence, this estate offers the best of both worlds: a tranquil retreat surrounded by nature yet still within the comforts of the United States.

$8,955,000
Summerland Key
Summerland Beach   - MM: 25.00
5 Bed, 5 Baths, 3,952 SqFt Days Listed: 190
+12.01% ($960,000) 1 Price Change : Last Change 44 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Basin

TROPHY OCEANFRONT ESTATE! This one-of-a-kind luxury estate offers an unparalleled coastal lifestyle on 120 feet of prime oceanfront. Designed for the discerning buyer, this breathtaking property combines elegance with the ultimate boating experience.The centerpiece of this estate is the 120,000 lb boat lift, capable of accommodating a 70 ft yacht--a rare find in the Keys. The property also features a private mooring buoy, 2 additional boat lifts, and a private boat basin equipped with a compressor-operated bubbler system to keep seaweed at bay. With exclusive bay bottom rights, its a true boaters paradise, offering the perfect space to keep your vessels safe. Inside, the estate is a showcase of luxury. It features 5 spacious bedrooms, an exercise room, 4 full baths, and 2 half baths, all thoughtfully designed for comfort and style. The main living area boasts vaulted ceilings and opens onto a massive tiled patio surrounding a raised pool and spa. This elevated design allows for a seamless flow between indoor and outdoor living, complete with a covered bar area for entertaining and breathtaking panoramic views of the Atlantic Ocean and Little Palm Island.The chefs kitchen is equipped with high-end appliances and an open layout, perfect for grand gatherings. A separate dining area is adjacent to the kitchen and living area. There is a laundry room and the 5th bedroom is currently set up as an office for added flexibility. The single-car garage provides peace of mind for your vehicle, large storage area under the house.Set on an expansive 37,400 sq. ft. lot, this estate is beautifully landscaped, resembling a resort with lush tropical gardens. A desalination plant and backup generator ensure complete self-sufficiency, while the private beach offers your own slice of paradise. This is a trophy property with unmatched boating capabilities and luxurious living. Dont miss your chance! Schedule your private tour today! Video tour https://tinyurl.com/1151Ocean

$8,999,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
6 Bed, 6 Baths, 4,394 SqFt Days Listed: 26
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift220ft.

Youre not just buying a home--youre embracing an unparalleled waterfront lifestyle! This exquisite six-bedroom, four-bathroom residence, featuring two primary suites, is situated on a highly sought-after corner lot with breathtaking water views from every room. Boating enthusiasts will love the 220+/- feet of concrete dock, offering ample space to park yachts and welcome guests arriving by boat, complete with three boat lifts for ultimate convenience.Completely gut-renovated down to the studs in 2020, this home feels brand new, boasting a cool, neutral color palette that mirrors the surrounding turquoise waters while maintaining a warm and inviting ambiance. Owners have meticulously kept the property in pristine condition. A local realtor recently said it was the cleanest house shes been in in decades! Energy efficiency and low maintenance further accentuates effortless luxury living.Step outside to enjoy a custom saltwater pool, built in 2021, featuring both a heater and chiller for year-round relaxation. With direct Bay-to-Ocean access via Channel 5 Bridge, this location is a dream for boaters. Inside, Viking appliances and countless upgrades and custom touches elevate this homes elegance and functionality.Opportunities like this are rare in the Florida Keys. Start living the dream in the most desirable area in the Florida Keys! Dont wait - schedule a showing today!

$8,999,000
Key Colony
Coury Subdivision   - MM: 53.50
4 Bed, 4 Baths, 4,888 SqFt Days Listed: 127
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Located within exclusive Key Colony Beach, nestled on a lushly landscaped, oversized lot, lies a stunning Oceanfront estate of unrivaled opulence. Boasting in-ground saltwater pool and spa, private sandy beach, firepit, built-in outdoor kitchen, and sprawling composite dock with 40K boat lift, this home caters to elevated Florida Keys living, and the 13,659 Sq. Ft. manicured lot across the street is also included in the sale! Enter through soaring glass doors into an elegant foyer, where turquoise Ocean Views are the focal point of the courtyard in the heart of the home. In the South wing, a gorgeous Great Room features access to both the courtyard and a covered veranda, boasting views of the grounds, pool, and Open Water. A well-appointed wet bar, complete with refrigerator and wine cooler, lends itself to entertaining. In the North wing, the showstopping Chefs Kitchen, with premium appliances, including gas range, and large island with storage and seating, is designed for hosting memorable gatherings. Visitors will enjoy superior accommodation in either the downstairs guest suite, or either of two upstairs en suite guest bedrooms. Retire to a palatial primary suite, with large walk-in closet with laundry, luxurious en suite, sitting area, and built-in wet bar, provided abundant privacy in the upstairs South wing. Wake up to magnificent Ocean Views and enjoy morning coffee on the private primary balcony. Outside, host memorable events in the lush backyard oasis. Lounge poolside on the sun deck or beachside in a shaded hammock. Grill up your fresh catch and enjoy sunset cocktails from the well-appointed, built-in outdoor kitchen, and cozy up by the firepit under a blanket of stars, to enjoy balmy ocean breezes. This spectacular property is designed for resort-style living, situated in sought-after Key Colony, boasting incomparable community amenities and with convenient proximity to delectable dining and stores in town!

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 03-31-2025.
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