Divider
Content Divider

Florida Keys LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Luxury homes for sale in the Florida Keys are some of the most impressive pieces of real estate in the country.  These beautiful estates are often situated waterfront - directly on either the bay or the ocean, making for homes with stunning views and a peaceful tranquility that is unparalleled in other markets.  It is rare to find homes that exude a level of the highest luxury and sophistication mixed with the feeling of being located on a private oasis of paradise - yet this is exactly what you will find in the Florida Keys.  Luxury properties in the Keys often come equipped with the finest amenities, including boat docks and private beaches, allowing residents a superior lifestyle and quality of life.

Luxury houses in the Florida Keys can be found throughout the market - from Key Largo to Key West.  Properties often include multi-million dollar estates and private islands.  Those looking to purchase a luxury estate in the Keys have a wealth of choices in one of the most beautiful places in the country!

Total Listings 476
Order By:

$95,000,000
Key Largo
Ocean Reef Club   - MM: 905.00
10 Bed, 10 Baths, 5,000 SqFt Days Listed: 2123
Off Shore Isl - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Pumpkin Key is an extraordinary private island totaling 26 acres in the tropics of Card Sound Bay located in the Florida Keys. Just 10 minutes by helicopter to Miamis famous South Beach and 3 minutes by boat to its shore home with dockage at the Ocean Reef Club, a private club in Key Largo, with an airstrip for private jets. This island with its proximity to Ocean Reef and Miami offers the opportunity for privacy without isolation. The lush and vibrant landscape offers endless possibilities for development. Self-sufficient with water and electric in place from shore to the 12 large bay front lots. Currently the island features one main home with three bedrooms, two caretakers cottages, and a dock masters apartment.

$14,000,000
Marathon
Coco Plum Beach   - MM: 54.50
7 Bed, 7 Baths, 11,894 SqFt Days Listed: 62
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

The epitome of luxury living in the Florida Keys. Breathtaking Coco Plum estate offers close to 12,000 sq. ft. of private resort style living. A grand porte-cochere welcomes you to this sprawling 3-story 7 bedroom, 7 bath retreat. Floor to ceiling windows capture the views from every angle. Tray ceilings, custom tilework, grand staircase are just a few of the well-appointed details found throughout. Over 7600 sq. ft. of covered balconies create the perfect venue for panoramic views of the turquoise Atlantic waters. Tropical landscaping and waterfalls surround a 200 ft lagoon style, heated swimming pool. Private, 300 ft of white sand beach. This estate would not be complete without a rooftop deck, 400 ft concrete seawall and dockage with boat lift, elevator & 4+ car garage.

$13,000,000
Upper Matecumbe Key Islamorada
Tea Table   - MM: 79.50
5 Bed, 5 Baths, 3,104 SqFt Days Listed: 805
-13.33% ($2,000,000) 4 Price Changes : Last Change 119 Days Ago
Off Shore Isl - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Davits40ft.

An extremely rare and stunning private island, accessible by car, Terras Key is a gated Caribbean Island located at Mile Marker 79.7 in Islamorada. Jutting into the blue-green waters of the Atlantic Ocean, Terras Key features a 2,000+- driveway enabling you to reach restaurants and shopping easily.Enjoy the conveniences of the modern world, including all utilities, while surrounded with the privacy of your own +15.5 Acre Island with miles of open water views and views of Alligator Reef Light. The compound includes 5 bedrooms and 4 baths, pool, cabana, dockage, and a tennis court. This extraordinary private island is a landmark in Islamorada and the Florida Keys and has not been offered for sale for over 27 years.

$12,000,000
Conch Key
Conch Key   - MM: 62.50
16 Bed, 16 Baths, 12,400 SqFt Days Listed: 301
+20.00% ($2,000,001) 1 Price Change : Last Change 59 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Ramp100ft

World Famous Island Resort Walt Disney once Owned & Filmed Flipper Movie/TV shows on it. Spectacular 250-degree Ocean views.60 acres-5-upland & zoned for Hotel/Commercial/Residential/Transient. Two Luxurious Estate Homes 5/5.5-- 4,700 sq. ft. each with 3 Pools/Hot Tubs Spa/ Marble, Granite/ Hardwood Fls/Fireplace/Stainless Steal appliances-Private Sandy Beach/ Lagoon/Boat ramp/100 ft dock. Also Three 2/2 stilt cottages/community pool. Daily & Weekly vacation rentals on 2 Estate Homes alone, Gross of $400,000 & 50k for each cottage. Development rights include 16 Transient Licenses. 6 additional ROGO lots with building rights and M-1 zoning for future development, by Hawks Cay Resort/Duck Key. Ideal for Private -VIP- Corporate Retreat/ Weddings & Events. Check out Great Reviews/Pics- VRBO

$11,900,000
Plantation Key
Plantation Beach   - MM: 87.50
5 Bed, 5 Baths, 7,813 SqFt Days Listed: 352
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Built in 2006 and situated on over 10 acres off of the Old Highway on Plantation Key, this estate is luxury at its finest with a private and gated entrance. The property is nestled right on the Atlantic Ocean with 450 ft. of beach frontage and features some of the most beautiful tropical landscaping consisting of Sea Grape trees, and yellow and red Royal Poinciana trees, to name a few. Nestled between the main house and the guest house is a heated pool and hot tub designed with Keystone deck to complete the island feel of the exterior of the property. The aesthetic of the main and guest house resembles a Southern manor combined with regal Caribbean touches and attention to detail. The main house offers 6,652 sq. feet, where the third story is home to a grand master suite and an additional

$8,880,000
Lower Matecumbe
Mat Ocean Bay   - MM: 75.00
3 Bed, 3 Baths, 5,003 SqFt Days Listed: 30
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift,Boat

$8,450,000
Key West
Sunset Key   - MM: 0.00
6 Bed, 6 Baths, 3,635 SqFt Days Listed: 60
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Never before available is one of the largest custom designed homes built with no expense spared by the original owners. Located oceanfront adjacent to its own private beach, 32 Sunset Key drive at 3635 square feet, features six bedrooms all of which are ensuite and seven full baths. Upon entering the home your eyes will be fixed on the coffered wood panel ceilings and tumble marble floors. Once in the spacious indoor entertaining area you will appreciate the ease of how the living room, dining room and kitchen flow together and leads you outdoors. Once outside be amazed by the custom design built in rock pool complete with hot tub and two story slide loved by everyone 9 to 99. Entertain guest without going inside from the ample outdoor kitchen with full bath, shower and laundry facility.

$8,450,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 81.50
7 Bed, 7 Baths, 6,318 SqFt Days Listed: 273
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Isla on the Bay ~ Nestled in its own sanctuary with over 500 feet on the bay and 5.82 acres, a rare jewel is under construction. Coming soon in a sought-after and rare Islamorada location, you will find this Caribbean influenced estate home under creation. Purchase now as the mega shell and personalize the completion or wait for the final masterpiece to be completed and participate in finishes and selections. Pricing is As-IS at $8,450,000 or completed at $10,950,000. Bask in the 50-foot-long swimming pool encompassing the second floor terraces for a stunning setting. The home features 6,318 sq. ft. under air, with 7B/7B + 2 half baths and verandas galore.

$8,300,000
Plantation Key
Lake Harbor   - MM: 89.00
5 Bed, 5 Baths, 6,269 SqFt Days Listed: 696
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Lift,Davi

Welcome to Mima Grada... your Florida Keys oceanfront dream estate with everything you desire to live the ultimate island life. Enjoy your own private boat basin with boat lift and jet ski davits, sprawling sandy beach, lagoon-style pool/spa with poolside tiki bar, private lighted tennis court, and of course expansive ocean views. This spacious beach mansion stands out as one of the most elegant on Islamoradas Millionaires Row, which is an eclectic collection of unique open water estates all with distinctive entry gates, winding driveways and lush tropical foliage. Enjoy the serenity and privacy of Mima Grada with your immediate family or feel free to invite all your friends with plenty of room for entertaining both inside and out including two private guest suites. Must see!

$7,900,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
8 Bed, 8 Baths, 4,931 SqFt Days Listed: 172
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: NoneRip Rap

FairWinds~A unique two acre walk in the water oceanfront estate, located in downtown Islamorada on Upper Matecumbe Key. FairWinds reflects elegance, beauty, seclusion, along with many amenities. Inside the gates are enchantingly lush tropical gardens with carefully cultivated native specimens leading to the shimmering pastel blues of the Atlantic ocean, which gently caresses the 250+ feet of secluded sandy beach. This very special compound blends privacy with abundant recreational opportunities, ideally suited to create cherished memories with family and friends. Complete with a grand main house with a wrap-around porch, wide verandas and stunning ocean views, perfect for memorable gatherings of family and friends. Watch the sun rise beyond the historic Alligator Reef Lighthouse just a few

$7,900,000
Key Colony
Key Colony Beach   - MM: 53.50
4 Bed, 4 Baths, 3,949 SqFt Days Listed: 245
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Here is the ultimate beachfront estate for the island life you have always dreamed of. Gated & lushly landscaped for the privacy you deserve. Mesmerizing, wide open ocean views from almost every room in this home. The grand living room flows effortlessly from the kitchen, dining room & master bedroom, onto the massive patio with infinity pool over YOUR sandy beach. Enchanting, ocean views continue into your Master Suite with dressing room & custom bath & triple vanities. Travel by elevator from 4 car garage to main living area & upper master su & guest bedroom both w/private ocean front balconies. Completing the 2nd level, a 4th guest bedroom & guest bathroom adjacent by catwalk overlooking open concept living, dining and kitchen. Complete with In-Law Apartment for friends & family.

$7,750,000
Key Largo
Lime Grove Estates   - MM: 96.00
4 Bed, 4 Baths, 5,590 SqFt Days Listed: 219
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

The enchanting sounds of the waterfall welcome you to this remarkable 3+ acre, oceanfront, Bali-inspired estate located in Key Largo. This property is embedded with trees of all kinds throughout, with meticulously maintained grounds all positioned behind a private and gated entrance. As you enter the main floor of this residence, you will immediately understand its grand presence as one of the Upper Keys finest homes. Complete with high vaulted ceilings, Brazilian mahogany and travertine flooring, expansive windows looking out onto the pool/backyard, an elevator, and the most elegant fixtures and finishes. Offering four bedrooms and four and one-half bathrooms, this home is rich with style. For ideal privacy, three of the guest suites are separate from the main residence. The kitchen

$7,549,000
Key Colony
Coury Subdivision   - MM: 53.50
5 Bed, 5 Baths, 4,191 SqFt Days Listed: 100
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

First time offering of this oceanfront treasure. Coastal themed interior blended with timeless architecture defines this five bedroom, four and a half bath residence. Conceptualized by DAsign Source and built by Ryder Construction in the exclusive neighborhood of Key Colony Beach. Enter through the magnificent double doors where you will be awestruck by the ocean views through the wall of glass doors. Chef kitchen with Thermadore appliances, expansive granite island and dining area that will comfortably seat eight. Open concept living room with built in media center leading to the open-air balcony and pool. First floor master suite with double vanities, his and her closets, rainfall shower head, water closet and bidet. Second level features 2 en-suite masters and two more guest rooms.

$7,200,000
Duck Key
Plantation Island   - MM: 61.00
4 Bed, 4 Baths, 5,053 SqFt Days Listed: 90
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift300ft.

PREMIERE DUCK KEY OCEANFRONT HOME w/over 300 feet of wrap around concrete seawall built 2019 This is a PRIME location to dock a large sport fishing boat or yacht or utilize the 20,000 pound boat lift. The estate has perhaps the BEST OCEAN VIEWS on the island and overlooks the entrance to the Duck Key waterways. Built on TWO oceanfront lots, features include 4 spacious bedrooms, 5 baths and a huge kitchen overlooking the ocean. Natural elements throughout the home include wood beams, marble, iron railings and stone finishes. This gated home built on a cul-de-sac has a large downstairs game room, two car garage and a workshop, a climate controlled wine room, laundry room, emerald green free-form swimming pool overlooking the ocean and a huge low maintenance yard providing plenty of privacy

$6,999,000
Key West
Old Town Unlisted   - MM: 1.00
5 Bed, 5 Baths, 4,373 SqFt Days Listed: 135
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

The creators of this home made sure they checked ALL of the boxes. 5 bedrooms, 5.5 baths, 3 first floor primary suites, guest cottage, 2 driveways, garage and with over 10,000 square feet of breathtaking landscape! Like a make-believe world but real, this home contains perfectly dressed and accessorized spaces that create their own, charmed world. Directly in the center of Old Town on one of the finest streets, it belonged to one of Key Wests founding families for generations before being salvaged and lovingly renovated by the current owners. Sparing no expense, they modernized all the inner workings (security, control systems, storm-proofing, structural elements) but mined the past for craftsmanship and aesthetic elements.

$6,850,000
Key Largo
Key Largo Ocean Shores   - MM: 100.00
5 Bed, 5 Baths, 5,450 SqFt Days Listed: 195
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip40ft.Rip Ra

The Glass House. This spacious family home offers 180 degrees of the best unobstructed ocean views in the Florida Keys, wrap around floor-to-ceiling windows and invisible glass railings. This 5,450 sf totally renovated concrete home with concrete roof features open-concept living spaces, 5 bedrooms/6.5 baths, 3-stop elevator, 200 ft of ocean frontage, large swimming pool and spa, firepit, tranquil water feature and deeded boat slip. Theres also a custom designed home theater, featured in Home-Theater Magazine. To protect your auto collection, enjoy an 800 sf air-conditioned garage with electric car-lift and paved parking areas for 8+ vehicles. Electric entry gate. Property is protected with high-def ADT security cameras and alarm system. All professionally landscaped for privacy.

$6,795,000
Plantation Key
Misc Plantation Key   - MM: 86.60
5 Bed, 5 Baths, 10,000 SqFt Days Listed: 175
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin

THIS IS A ONE OF A KIND OFFERING! Start building today on this unique property in the Village of Islamorada. One of the largest parcels left in the Florida Keys offering complete privacy on 21+ acres of pristine bayfront property. Enjoy year round sunsets, private beach, over 1,250 linear feet of waterfront on the beautiful Florida Bay. Discover bird watching, manatees, porpoises, tropical fish and all the Keys has to offer. The property is currently zoned Native Residential allowing one dwelling per four upland acres, guest house & caretakers cottage. Plans are available for a 5 bdrm, 6 bthrm home or design your dream home & start building immediately. There is a dock permit to accommodate large boats & all your water toys. Imagine the possibilities on your private estate!

$6,500,000
Key Largo
Mandalay Key Amt Plat   - MM: 98.00
20 Bed, 20 Baths, 20,084 SqFt Days Listed: 1620
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

This stunning property is an entertainers dream that speaks of grace and uniqueness from the moment you step foot on the property. Beyond the brick paver driveway and tennis court, are two homes which are separated by a garden walkway. EACH home features 10 bedrooms and 11.5 baths! Both core living areas include grand staircases rising to the upper level master suites. Soaring ceilings with

$6,300,000
Key West
Old Town Unlisted   - MM: 1.00
6 Bed, 6 Baths, 4,877 SqFt Days Listed: 210
-3.08% ($200,000) 1 Price Change : Last Change 101 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

411 - 415 Grinnell is a spectacular unique property in the heart of Old Town Key West. The property consists of two single family homes that sit on a double lot. The main house, 4 bedrooms, 4.5 baths, is an impeccable modern architectural masterpiece constructed in 2019 of solid concrete and steel but has the appearance of a traditional Key West Conch House with a rooftop deck. The guest house was built in 1918 and meticulously restored in 2012, it features 2 bedrooms, 2.5 baths and is finished to perfection. Each home has a true open concept blending the indoors with a lush tropically landscaped three-tiered pool area with Ipe decking and an outdoor shower.These homes were perfectly designed to maximize space and privacy. (see More)

$6,000,000
Plantation Key
Key Heights   - MM: 88.50
4 Bed, 4 Baths, 4,103 SqFt Days Listed: 356
+20.00% ($1,000,000) 1 Price Change : Last Change 87 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 new 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 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 08-05-2021.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
Contact Us

Back To TopMore Info
Terms / Privacy / Accessibility ADA