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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 861
Order By:

701  8Th Street  For Sale, MLS 580294
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
9 Bed, 9 Baths, 7,642 SqFt Days Listed: 736
-28.60% ($1,330,000) 22 Price Changes : Last Change 22 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift230ft.Concr

Key Colony Beach waterfront gated estate. 2 Beautiful custom built homes. Main house has 5 beds, 4 baths, upper and lower living rooms, covered porches, heated pool/Spa , garage with workshop with direct access to dock area. Custom touches throughout. Attached Guest/Staff house has 2 bed, 1 bath with separate entrance . Main and guest house being offered fully furnished.Additional custom build(Ryder built) guest house has 2 beds, 3 baths, anglers room which could be converted into additional bedrooms, covered porches on canal side, garage with access to dock area. Furnished.There is 230 Ft of deep water docking with fast access to either ocean or gulf. 2 boat lifts, electric service to docking area, 50 Amp/30 Amp, 220/110 and a dedicated Spotless water system for rinsing bo

144  Bayview Drive  For Sale, MLS 573791
Lower Matecumbe
Safety Harbor   - MM: 74.00
3 Bed, 3 Baths, 3,805 SqFt Days Listed: 1225
-12.93% ($504,000) 18 Price Changes : Last Change 167 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin113ft.

Beyond compare, this Polynesian inspired exquisite keys waterway Harum Designed custom home is 99% complete, pool is in, landscaping is underway. This spectacular home is not to be missed if you are looking for a yachtsmans location w/over 110ft of deep water dockage w/unlimited beam on deep water Hurricane Creek. Cathedral ceilings grace this masterpiece and its 3 bedroom and 3.5 baths is complimented by custom LED lighting, drop down TV. Incredible storage, 2 garages, generous and spacious covered gathering areas. The residence boasts an extraordinary creekside covered balconies overlooking Hurricane Creek with views of the Florida Bay making this a Florida Keys Treasure. The finished work detail is to much to list. Contact agent for full details and showing appointment.

57733  Morton Street  For Sale, MLS 582147
Grassy Key   - MM: 58.00
9 Bed, 9 Baths, 7,006 SqFt Days Listed: 602
-7.55% ($200,000) 10 Price Changes : Last Change 91 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Davits

Gulf front estate located on exclusive Morton Street in Grassy Key, this 2.82 Acre property offers six individual living units plus a large storage garage. The main house has expansive open water Gulf views with three bedrooms, three bathrooms, soaring ceilings and granite kitchen. Private boat basin and salt water pond. Additional homes include a 2/1 separate living unit below main house, 2 bed/2 bath CBS cottage and separate 1/1CBS cottage with metal roofs. A 1600 sq ft apartment over the storage garage and a 1 bed, 1 bath efficiency

140  Atlantic Lane  For Sale, MLS 588337
Lower Matecumbe
Mar Celeste   - MM: 76.00
5 Bed, 5 Baths, 2,868 SqFt Days Listed: 187
-4.27% ($80,000) 9 Price Changes : Last Change 92 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 220ft.Concrete

OCEANFRONT! End of road compound with 220 concrete, canal dockage with two boat slips. Unique single family structure with two separate yet attached living quarters. The main house features a Master Suite with bath/office/den upstairs; kitchen and living area along with two guest bedrooms with two full baths on the main living level with permitted storage downstairs. The attached guest house features a kitchette, living room, two guest bedrooms with full bath. From sunrise to sunset, enjoy panoramic ocean views and aquatic wildlife. With gated entry, fencing, & three sides surrounded by water, there are two covered parking spaces with extra room to park your RV and add a pool. Already hooked up to sewer. Operated as a vacation rental with consistent income. Updated, not a drive-by!

313  Truman Avenue  For Sale, MLS 582558
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,548 SqFt Days Listed: 573
-23.64% ($325,000) 8 Price Changes : Last Change 58 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This Classic Key West Conchy home is beautifully done and suited perfectly for daily living, seasonal living or monthly rentals for the owner that likes to share its treasures. It offers three en suite bedrooms with a master on the main floor that has its own private entrance. French doors off the living room take you out to the garden pool area for entertaining on this fenced and private corner lot. Other desired features include a generous open kitchen, Dade County wood interior, custom staircases, soaring ceilings, off-street covered parking, a heated pool with waterfall and a lovely front porch for relaxing and watching the world pass by. The 2nd master is located upstairs and has a spa tub as well as a spacious terrace that overlooks the pool garden area and the Key West Light House.

1824  Sunrise Drive  For Sale, MLS 588363
Big Pine Key
Tropical Bay   - MM: 30.50
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 186
-7.59% ($55,000) 7 Price Changes : Last Change 41 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits60ft.

193 ft of canal frontage with 60 ft concrete dock, 11,000 lb davits, 3 bedroom 2 bath home, kitchen offers corian counters, tile floors, 12,164 sq ft lot, minutes to Bogie Channel, 864 + storage,

44  Sunset Key Drive  For Sale, MLS 585074
Sunset Key
Sunset Key   - MM: 0.00
3 Bed, 3 Baths, 1,904 SqFt Days Listed: 419
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: First Come Dock,Othe

Here is your opportunity to live at one of Key Wests most desirable addresses. 44 Sunset Key Drive is an absolutely handsome, bright and airy home on the private island of Sunset Key. The open floor plan with its multiple french doors opens up to the private pool and several patio areas for effortless entertaining. This home features three bedrooms and three baths that open onto private porches, one of which is on the first floor. Theres even covered parking for your golf carts in this car-free oasis. Situated just steps from the private beaches, access to the tennis courts are even closer thru your private gateway. Sunset Key is the ultimate in Luxury living with its white sandy beaches, tennis, spa, waterfront dinning and Bougainvillea laced homes accented with Hibiscus trees.

153  Plantation Shores Drive  For Sale, MLS 586518
Plantation Key
Plantation Shores   - MM: 90.00
3 Bed, 3 Baths, 1,590 SqFt Days Listed: 316
-18.21% ($120,000) 6 Price Changes : Last Change 124 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This fabulous home has an oceanfront homeowners park with a beautiful pavilion, and boat ramp where you could launch all your water toys directly on to the ocean, or even have a great picnic enjoying a great ocean view and breeze. This well-built and maintained solid concrete home offers 3 bedrooms, 2 bathrooms upstairs, and a beautiful extra room downstairs, it could be used for storage or overflow. A great kitchen with lots of storage and abundant counter space upstairs. Two porches to sit and enjoy the cool ocean breeze. Fenced yard with lots of parking for you, all your toys and guest. Easy access to the Bay through nearby Tavernier Creek. Great nearby schools, community college, stores, restaurants, hospitals and lots more. This home is ready for a new family.

1503  South Street  For Sale, MLS 584102
Key West
Key West Investment Co Subdiv   - MM: 1.00
3 Bed, 3 Baths, 1,260 SqFt Days Listed: 478
-23.94% ($377,000) 6 Price Changes : Last Change 4 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Beautiful 3 bedroom, 2 bathroom received a complete renovation in 2011. Home is located in a quiet neighborhood on a large fully fenced double lot. Granite countertops and spacious living areas.

305  Saint Thomas Avenue  For Sale, MLS 587400
Key Largo
Port Largo   - MM: 100.00
4 Bed, 4 Baths, 2,616 SqFt Days Listed: 250
-2.29% ($32,000) 6 Price Changes : Last Change 14 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.

Beautiful Waterfront home located in Prestigious Port Largo neighborhood. Solid concrete block w/ concrete roof. 75ft of concrete dock on deep and wide (90ft), ocean side canal, spacious open floor plan, chefs kitchen w/new Stainless appliances & sit up bar. Glass doors grace the back side and afford gorgeous views from every room. 4 bedrooms & 4 baths include two en suite guest apartments down (legal), with kitchens, plus a two bedroom two bath configuration up, Perfect for extended families & guests. The master suite & bath have been exquisitely updated w/cove LED lighting & a bathroom that boasts dual vanities, full extension drawers, over sized spa tub and enormous step in shower with frame less glass plus a bidet & a walk in closet. A/C with UV lights system. 1 hr to MIA.

88547  Old Highway  For Sale, MLS 576121
Plantation Key
Key Heights   - MM: 88.50
4 Bed, 4 Baths, 4,103 SqFt Days Listed: 1060
+4.65% ($200,000) 6 Price Changes : Last Change 590 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Davits400f

Open Oceanfront Estate with Deep Dockage on 1.5 Acres on Millionaires Row... Islamoradas premier address. Brand new dock with two new boat lifts to enjoy the best boating in the Keys! Spacious 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 income potential. Call today!

318  2nd Terrace  For Sale, MLS 589252
Key Largo
Largo Sound Vill   - MM: 104.00
3 Bed, 3 Baths, 1,408 SqFt Days Listed: 130
-10.19% ($60,000) 5 Price Changes : Last Change 29 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Tropical Oasis! Beautifully remodeled home with custom details throughout. This 3 bedroom and 2 bath home offers a split floor plan with high ceilings. Custom Dream Chefs KItchen with high end appliances right off your tropical fenced in back yard with in ground pool. Spacious master suite with large closet and custom bathroom the tile work detail is stunning. Large laundry room and plenty of storage. Perfect home to entertain in and lounge by your pool to enjoy our delightful Florida Keys weather. Close to schools and shopping. Located in X Flood zone no flood insurance required due to high elevation!

210  4Th Street  For Sale, MLS 587698
Big Coppitt
Coppitt Subdivision Amd   - MM: 10.00
3 Bed, 3 Baths, 1,225 SqFt Days Listed: 230
+7.20% ($35,950) 5 Price Changes : Last Change 69 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Large corner lot 3/2 where 1/1 could be a lock out, large yard, with lots of storage space. Only a couple blocks from US1 and Babalos with plenty of room for a pool, all your toys and your in-laws.

21051  6Th Avenue  For Sale, MLS 587216
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,378 SqFt Days Listed: 265
-8.59% ($51,000) 5 Price Changes : Last Change 34 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 80ft.

Classic Florida home in highly desirable Cudjoe Gardens,terrazzo floors throughout with 3 Bedrroom 2 Bathroom and Concrete 80 foot dock on deep water canal provides unrestricted access to the Atlantic Ocean. Kitchen upgrade in 2016. Awesome Deck. New A/C system 2017. Flat membrane roof - low maintenance living. This house was ground zero for hurricane Irma and sustained zero damage. This place is a fortress. Double shutters, Bahama shutters with cat 5 Miami Dade 150 mph panels that fit over the closed Bahama shutters.

97501  Overseas Highway 906 For Sale, MLS 588466
Key Largo
Key Largo North Marniers Club   - MM: 97.00
4 Bed, 4 Baths, 2,493 SqFt Days Listed: 177
-7.94% ($50,000) 5 Price Changes : Last Change 71 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Lift,Boat

In This Luxury Oceanfront Gated Community with A Marina we offer this large 4 Bedroom 4 Bath 3155 Sq. Ft. two level town house with a huge garage. The bottom floor has a 2-bedroom 2 bath apartment with a separate entrance from the main living area. The top floor is also 2-bedroom 2 bath with a full kitchen, dining room, living room and screened patio. There are two ground level Private Patios just outside the front and rear doors of the first floor. This unit has Tile Floors, Updated Cabinets with Granite Counter Tops, Vaulted Ceilings, plenty of storage closets and much, much more. Furniture is negotiable!!There is a 43-slip deep water Marina, 2 Large Pools, Tennis and Pickle Ball Courts, Beach, Club House, Pool House, Fitness Room, Game Room, Party and Meeting Rooms.

161  Normandy Drive  For Sale, MLS 584595
Key Largo
Blue Wtr Trailer Vill   - MM: 92.50
4 Bed, 4 Baths, 1,701 SqFt Days Listed: 450
-10.74% ($74,000) 5 Price Changes : Last Change 67 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Enjoy Prevailing breezes & sunrises from this brand new 2 story concrete home. Relax by the waterside and take in the water views from backyard and balcony. Spacious 3/2 upstairs with an open floor plan, granite counters, large porcelain tile floors, tub & shower in master. Entertain and accommodate your guests or in-laws in the spacious conforming 1/1 downstairs. Although its waterfront theres no dockage for motorized boats, its on a closed canal and perfect for kayaks and paddles with no boat traffic. This home is near Harry Harris Park with Beach, tidal pool and deep water boat ramp. Tranquil waterfront home, just an hour south of Miami. Schedule your tour immediately.

17151  Marlin Drive  For Sale, MLS 588152
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,522 SqFt Days Listed: 200
-18.14% ($154,000) 5 Price Changes : Last Change 70 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

PRICED $50K BELOW APPRAISED VALUE. SUGAR SHACK is located in one of the coolest boating neighborhoods near Key West. Here, your pristine free flowing canal serves as yourmaintenance free swimming pool. This elevated two story custom home sits on a lush, spacious lot affording many options: a boat ramp, RV, plus all your toys. 3 bed/2 bath property features an open concept plan with vaulted ceilings and french doors opening to breezy decks on both levels, plus an expansive wooden dock. Enjoy stunning water views and spectacular sunsets over Sugarloaf Sound. New roof, new bamboo flooring, new electric panel. Ample storage in the garage; multiple vehicle parking of street. Comes fully furnished for immediate occupancy or rental. High definition LED TV , stereo

20896  7Th Avenue  For Sale, MLS 586370
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,956 SqFt Days Listed: 330
-9.10% ($80,000) 5 Price Changes : Last Change 94 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Davits60ft

Located in desirable Cudjoe Gardens community and boasting extra room here for family and guests - with 3 bedrooms and 3 ensuite bathrooms! Vaulted ceilings accentuate the open concept floor plan living space plus concrete step down dock and two boat lifts at 14,000# and 5,000# capacity. This canal system affords deep boating access and quick access to both Atlantic and Gulf fishing grounds. All your lobster spots nearby!

327  Peacon Lane  For Sale, MLS 583634
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,413 SqFt Days Listed: 503
-25.58% ($307,000) 5 Price Changes : Last Change 130 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

UNDER APPRAISED VALUE Located in X ZONE on prized Peacon Lane a stones throw from everything Key West. Never listed before the home has been in the family for many generations. This Eyebrow Home has been modified to provide more space and a wonderful second story 21 x 17 porch. The front yard has been bricked to allow parking, a premium in old town. The rear of the property is decked providing lots of space for outdoor entertaining. There is room for a small pool or spa.

702  Catherine Street  For Sale, MLS 584452
Key West
Jergusons Subdivision   - MM: 1.00
2 Bed, 2 Baths, 1,450 SqFt Days Listed: 457
-8.77% ($96,000) 5 Price Changes : Last Change 28 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Set within a small tranquil compound of single family homes, this beautiful property is less than 2 blocks from bustling Duval St, but in a quiet world of its own. Light and bright with high ceilings and an open floor plan, the interior features include white oak hardwood floors, granite countertops, and 2 en-suite bedrooms. Enjoy the gorgeous weather with abundant outdoor living spaces, including a spacious front porch, second floor balcony, screened living area, and sundeck overlooking the pool. Low maintenance home with Hardie-Board siding & hurricane shutters, located in flood zone X. Off-street parking & low HOA fee. Walking distance to Duval St, Hemingways House, the Southernmost Point & many other Key West attractions, this is the perfect vacation home or monthly rental property.

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 05-26-2020.

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Key Largo, Florida 33070

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