Divider
Content Divider
Total Listings 11
Order By:

$7,000,000
Plantation Key
Key Heights   - MM: 88.50
3 Bed, 3 Baths, 1,728 SqFt Days Listed: 243
+4.48% ($300,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift

Discover your dream retreat in this beautiful oceanfront home, set on 1.5 acres of prime beachfront property with 150 feet of pristine white sandy beach, this is the ultimate getaway for relaxation and adventure.Unwind in the oversized heated pool or customized hot tub after a day of sun and fun. The Tiki Hut provides convenient storage for all your water toys, making your boating and beach days effortless. Enjoy practicing your swing on the private putting golf course, all while surrounded by breathtaking ocean scenery.With a lucrative 7-day rental option and an easily obtainable license, this gem is perfect for both personal enjoyment and investment. Dont miss your chance to own this slice of paradise--schedule a viewing today!

$7,235,000
Key West
Martello Towers   - MM: 1.00
5 Bed, 5 Baths, 4,666 SqFt Days Listed: 72
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Set against the backdrop of one of Key Wests most prestigious streets, this extraordinary estate is a masterpiece of luxury and refinement, offering an unmatched blend of Palm Beach elegance and Key West historical charm. Moments away from waterfront dining, beaches and tennis and pickleball courts, 1101 Casa Marina Court is a home like no other. With a deeply rooted rich history, this rare property spans half a city block, commanding attention with its vast landscaped grounds,sweeping open spaces, and a stunning pool surrounded by an elaborate courtyard with a meditation garden--ideal for grand entertaining or peaceful relaxation.This estate built was by A. Maitland Adams in the early 1930s, who was said to be a partner of Charles Thomas, Ernest Hemingways fishing companion.If the walls could talk at this iconic residence, it would tell you that this is the very home where renowned author Philip Caputo penned Indian Country and where Gregory Peck and Harry Truman played cards in the dining room. The home features five bedrooms and four and a half bathrooms, including a second-story guest apartment that offers privacy and versatility. Recent updates to the home include travertine marble floors, new roof (2025), high-impact windows and doors, a chefs kitchen, and a welcoming fireplace. Located in the coveted and exclusive Casa Marina neighborhood, this home radiates a sense of timeless elegance and modern luxury. Set on nearly half an acre, this corner estate is the finest of its kind in Key West, offering a lifestyle that is nothing short of spectacular.With every detail thoughtfully curated, this property is a rare opportunity to own a piece of island history, sophistication, and unparalleled beauty.

$7,350,000
Key Largo
Key Largo Ocean Shores   - MM: 100.00
4 Bed, 4 Baths, 3,015 SqFt Days Listed: 193
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat RampRip Rap

Welcome to 30 Ocean Front Drive... a one acre open water estate with floor-to-ceiling panoramic ocean views from wall to wall! The 3/2 main home is meticulously updated and the 1/1.5 guest house addition opens to an infinity edge pool with swim-up bar and integrated full outdoor kitchen, all under an expansive gazebo. The one-of-a-kind pool also offers zero-entry, a tanning platform plus a separate swim-out, and it is also lap length in between. The guest house features bi-fold NanaWall glass doors to welcome in expansive ocean views and an indoor/outdoor Bang Olufsen stereo system for entertaining. The concrete home itself offers an elevator to all interior levels plus an exterior stop on the pool deck, impact windows/doors, Pedini kitchen, Miele appliances, marine-grade Carrier a/c systems, quartz counters, landscape lighting, lush tropical landscaping and more. One car garage and two carports. Privately gated double lot with 193 ft. on the ocean and a boat ramp. All updates and addition by DAsign Source. Must see!

$7,460,000
Key Largo
Key Largo Ocean Shores   - MM: 100.00
3 Bed, 3 Baths, 3,825 SqFt Days Listed: 55
-0.52% ($39,000) 3 Price Changes : Last Change 6 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip

Welcome to Your Private Oceanfront Sanctuary in Key Largo Discover a rare opportunity to own a piece of paradise in one of Key Largos safest and most prestigious neighborhoods, where serenity meets sophistication. This exceptional 3-bedroom, 2.5-bathroom residence is more than a home--its a lifestyle rooted in tranquility, nature, and timeless elegance.Positioned directly on the open Atlantic Ocean, youll wake each day to uninterrupted ocean views and gentle sea breezes, surrounded by a breathtaking Indonesian-inspired garden oasis. Sculptures, natural textures, and refined organic elements create a setting of peaceful luxury, anchored by a striking lap pool and lush tropical landscaping.Whether youre entertaining guests or enjoying quiet reflection, the homes artful design and calming energy make every moment feel like a private retreat. This is where security, beauty, and lasting value come together--offering not just a residence, but a legacy.

$7,495,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 4,000 SqFt Days Listed: 117
-5.72% ($455,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Nestled in the heart of Key Wests historic district, 616 Eaton Street is a testament to quality, timeless beauty, and refined living. This single-family residence was constructed in 1911 and painstakingly renovated and reimagined over the last few years culminating in 2024 with the spectacular like new home. Most hidden from the Street, it exudes classic Key West architecture blended with modern elegant designs. With 5 bedrooms, 5 full baths & 2 half baths, the home spans 4,000sf on a large 12,478sf lot. The 2-story primary home contains the living room, dining room, kitchen, 2 office spaces/dens, one of which could be a bedroom if desired, 2 half baths on the living level & a spectacular 2nd floor primary suite with office/ laundry & an enormous outside covered deck for private lounging. Thoughtful renovations include a stunning glass wall that opens between the outdoor dining pavilion & the top of the line kitchen w/ functional pass-through windows from the kitchen to the pool area. Reclaimed hardwood floors & tall ceilings ensure a perfect balance of historical character & contemporary functionality. The substantial living area, accented by natural light, offers a warm & inviting atmosphere & the gorgeous central pool w/ a water feature creates a stunning outdoor oasis & is perfect for entertaining. Surrounding the pool & outdoor dining pavilion are 2 phenomenal guest houses, housing a total of 4BD/4BA plus a full 1,512sf attic w/ staircase that is built for storage. Lots of off-street parking is offered along w/ a carport & small garage. Everything is new, from the hard wood floors & bathrooms to the salt generated heated pool & generator. This property is a rare offering that combines historical significance, luxurious living & an unbeatable location in one of Key Wests most coveted neighborhoods. Located in the X flood zone just 2 blocks from both Duval St. & the Historic Seaport, it is walkable to all the wonderful restaurants, galleries & shops.

$7,500,000
Plantation Key
Key Heights   - MM: 88.50
4 Bed, 4 Baths, 4,103 SqFt Days Listed: 348
+15.38% ($1,000,000) 1 Price Change : Last Change 13 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift400ft.Concr

Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires Row... Islamoradas premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame the ocean view. Open ocean views from the living room, Florida room, porches, master bedroom and upstairs loft. Living room with wet bar and pass-through window to the gourmet kitchen and separate dining room, all with Saturnia stone floors. Direct boating access to the best offshore fishing and diving, plus quick Florida Bay access. RE Zoning allows weekly rentals for great income potential. The sandy backyard is shaded by palms and the large pool is fenced for privacy. The winding drive from the gate to the home is dotted with seating spots for enjoying the wildlife and tropical foliage. There is also a separate storage room and workshop downstairs, a gardening shed and landscape lighting along the driveway. Call today!

$7,900,000
Key Largo
Sunrise Point   - MM: 95.00
10 Bed, 10 Baths, 5,392 SqFt Days Listed: 85
Multi-Units - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Other Dock

This unique property combines privacy, comfort, and the beauty of coastal living. With ample space for gatherings and adventures on the bay, youll fall in love with the charm and tranquility of this magnificent bayfront estate. 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. Dont miss the opportunity to own this slice of paradise! Contact us today to schedule your private tour and experience the magic of this beautiful bayfront property.

$7,900,000
Key Largo
Sunrise Point   - MM: 95.00
10 Bed, 10 Baths, 5,392 SqFt Days Listed: 85
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Other Dock

This unique property combines privacy, comfort, and the beauty of coastal living. With ample space for gatherings and adventures on the bay, youll fall in love with the charm and tranquility of this magnificent bayfront estate. 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. Dont miss the opportunity to own this slice of paradise! Contact us today to schedule your private tour and experience the magic of this beautiful bayfront property.

$7,999,000
Key West
Old Town Unrecord   - MM: 1.00
11 Bed, 11 Baths, 4,295 SqFt Days Listed: 391
-5.89% ($501,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Exclusive opportunity to own one of the largest TRANSIENTLY licensed properties in Old Town Key West. 11 Br, 11Ba, 2 pools, 2 transient licenses, and off street parking for 4+ vehicles. The Watson House is Located centrally on Key Wests most iconic street and only 1 block off Duval street. The Grand Estate is comprised of a 7 Bedroom Mansion and a 4 bedroom Villa. Each home offering a private pool.The mansion was refitted by a local designer in July 2022, including fresh paint and new furniture. Upon entering the mansion you will be greeted with 12 foot soaring ceilings, 2 first floor guest rooms with bath, parlor, living room, dining room and kitchen. The kitchen opens up to a private pool with decking and lounge chairs. A large family style outdoor table is provided for dining al fresco. Heading back inside you will take the Victorian staircase to the second floor. On the second floor you will find 4 bedrooms with en suite baths. The front primary suite offers a private balcony overlooking Simonton Street. A secondary balcony is provided for the rear primary suite overlooking the pool. Take the spiral staircase to the third floor and you will discover a large third floor private suite. Bright and airy the suite provides a living room, wet bar and balcony overlooking the pool. All three floors can also be accessed by exterior and interior staircases. Going back into the parking area, you will take a side entrance to the villa. The villa was renovated to the studs in 2014 with modern and sleek finishes. The villa offers 4 bedrooms and 4 baths, full kitchen, living room, private pool and outdoor bar. The 2 transient licenses give versatility for the property to be rented as an 11 bedroom and 11 bath estate or rented separately as a 7br main house and 4br villa. There are few large estates in Key West, which gives way to its popularity and advance bookings.

$7,999,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
6 Bed, 6 Baths, 4,394 SqFt Days Listed: 115
-11.11% ($1,000,000) 1 Price Change : Last Change 17 Days Ago
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 custom 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 and sparkling 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 a 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 creating a wow factor throughout the stunning home.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!

$7,999,000
Key Largo
Buccaneer Point   - MM: 98.00
6 Bed, 6 Baths, 4,592 SqFt Days Listed: 11
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

A Key Largo Gem - Welcome to this stunning bay-front contemporary single-family home located at 39 Mutiny Pl, Key Largo, FL. This exquisite residence spans 4592 square feet and offers 6 bedrooms, 5.5 bathrooms, and a wealth of luxurious amenities. As you step inside the foyer, youll be captivated by the architectural elements, including the developers signature spiral staircase and floor-to-ceiling windows that bathe the space in natural light, as well as an elevator that visits all 3 floors. The second story features the primary bedroom, fitness room, laundry room & 3 guest bedrooms with en-suite bathrooms. In the primary bedroom, youll find a morning bar with refrigerator beverage center, LED Linear lights in the ceiling, dreamy views of the Bay, custom millwork decorative paneling and an oversized Italian master closet. The ensuite bathroom is a sanctuary of indulgence, with separate vanities, TOTO washlet smart toilet system, a soaking tub, dual shower system, finished in a porcelain tile imported from Spain. The third story features 2 additional guest bedrooms & bathrooms, living space, and the kitchen - a chefs dream, with top-of-the-line Miele appliances, porcelain countertops, cabinets finished with a stunning Caracalla Naturale Wood and beige Ovatta doors imported from Italy by Pedini Kitchens. The home boasts a state-of-the-art Kef sound system, IP Smart Camera System, 20-foot bi fold accordion windows in entertainment area to completely immerse yourself with an outdoor/indoor experience creating an ideal setting for both relaxation and entertainment. The property offers a below-ground saltwater pool, a private dock, and a fully turfed rooftop terrace, all showcasing breathtaking water views and perfect for entertaining. The outdoor space also includes an Al fresco appliances summer kitchen, a wet bar and golf putting green. The dock features a 20,000-pound boat lift with space to add your own jet ski dock, another boat lift or a floating dock.

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 06-28-2025.
Back To TopMore Info
Terms / Privacy / Accessibility ADA