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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:

1  Calle Dos   For Sale, MLS 590989
$699,000
Rockland Key
Rockland Village   - MM: 9.00
4 Bed, 4 Baths, 2,064 SqFt Days Listed: 2
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Davits

This large waterfront home was built like a duplex and has been converted into a single family home. Great investment opportunity. There are two full size garages, an 1,100 gallon cistern tank, and a 15,000 pound boat lift. There are two separate dining rooms and living rooms on the second floor. Plenty of room for storage with a bonus room on each side of the home on the 3rd floor. Located just 6 miles from Key West makes for a short trip into town. Great water access and just a short boat ride to the famous Snipes and Marvin Key. Interior photos coming soon.

1410  Laird Street  For Sale, MLS 590987
$899,000
Key West
Macros Subdivisiond   - MM: 2.00
3 Bed, 3 Baths, 1,233 SqFt Days Listed: 2
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Unreal price for such a desirable location, this three bedrooms two and a half baths property is perfect. Awesome, renovated and right in the middle of Key West, this house is move in ready.Stainless steel appliances, custom cabinets, central AC, lots of storage, covered parking, two bedrooms with ensuite bathrooms, media room or third bedroom, one of the most amazing yards with an outside bar, deck, an outside shower, lush vegetation and plenty room for a pool are just a few of the perks that come with it.Close to the beach and to White Street Pier on a quiet street, this house is a fantastic buy. Lets schedule a showing and make it happen!

17346  Keystone Road  For Sale, MLS 590984
$1,350,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 2,116 SqFt Days Listed: 3
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 40ft.

Beautiful Brand New Island Home! Located 17 miles from Keys West on Sugarloaf Key - rated one of the top 20 Islands to live on in the world by Islands Magazine! The 3-bedroom 2 bath home has a relaxed, spacious feel with a tasteful combination of elegance and function throughout. Lots of space to entertain with expansive decks and incredible open water views. The outside living room with wine bar and fireplace will be your favorite place to enjoy waterfront living. Featuring a private dock and half acre lot. View the supplement for full details on this property.

29555  Constitution Avenue  For Sale, MLS 590982
$775,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
3 Bed, 3 Baths, 1,140 SqFt Days Listed: 3
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

BOATERS PARADISE... this 3BR/2BA home is located in PINE CHANNEL ESTATES on a fully fenced 7,875 sqft. lot. The updated home offers 1,140 sqft. of living area, a large screened porch and entertainment area. The 75 concrete dock has a step down and a 10,000 lb. boat lift. New metal roof in 2018, brand-new fence with large gates in 2020.

75475  Overseas Highway  For Sale, MLS 590978
$1,975,000
Lower Matecumbe
Lower Mat Harbor   - MM: 75.00
4 Bed, 4 Baths, 1,825 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,DavitsConc

Enjoy open ocean views from almost every room in this beautiful oceanfront home. This unique property on almost an acre of oceanfront has a beautifully updated home and includes a pool, garage, boat ramp, observation pier and plenty of room to land your helicopter! As you enter through the gate you see the ocean and feel yourself relaxing into Keys Life. This gracious home features open concept living, a split bedroom plan and views from almost every room. The oceanfront veranda extends the full width of the house and has sliding glass doors from the living area, master bedroom and 1 of the guest bedrooms. The kitchens large granite topped cooking island has ocean views too! Alligator Lighthouse appears withing reach! The laundry room and pantry are adjacent to the kitchen. MORE

26  Cannon Royal Drive  For Sale, MLS 590977
$3,250,000
Shark Key
Shark Key   - MM: 11.00
3 Bed, 3 Baths, 3,807 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

This stunning Villa is located on Shark Key, a premier gated community just minutes from Key West. Professionally decorated with a coastal blend of furnishings, this home offers unparalleled craftsmanship and exceptional amenities with carefully selected high-end finishes. Blurring the boundaries between inside and out, retractable automated window treatments recess and doors disappear, turning the kitchen, wet bar, dining and living areas into an extension of the outside social spaces. This entertainment area flows seamlessly onto the beautiful lanai featuring a saltwater infinity pool and spa overlooking the sparkling blue waters of the Gulf of Mexico. The kitchen boasts custom cherry cabinetry, granite countertops, Subzero and Wolf appliances, and large island.

28140  County Road  For Sale, MLS 590976
$699,000
Little Torch Key
Mates Beach   - MM: 28.50
2 Bed, 2 Baths, 1,152 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Beautifully Updated concrete home on huge .75 acre parcel. Home features a stunning modern kitchen, plank flooring, new metal roof, open living and a large covered back porch. Situated perfectly to have a large backyard and plenty of parking in the front. Room for a large resort style pool, tiki, RV etc! Conveniently located right next to the St Rd 4 a community boat ramp. Yard has a permitted fence although some sections are in need of replacement. So many possibilities with the included extra lot 9. Add on to this home, add accessories or separate the lots and sell it or build a second home. No building rights included on the second lot.

225  41St Street Gulf   For Sale, MLS 590974
$550,000
Marathon
Marathon Beach   - MM: 49.00
4 Bed, 4 Baths, 1,782 SqFt Days Listed: 4
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This Stunning four bedroom three bath stilted home is perfectly situated near the Florida Keys Steak & Lobster House restaurant placing you within a short walking distance to the Marathon Community park. Newly built in 2015. This home features a Beautiful gourmet kitchen with Island for dining. Tile throughout the home. Home designed for a Private Mother in Law Suite within the main house. Large space downstairs for relaxing or entertaining. A chance to own your very own piece of Paradise right here in the Beautiful Florida Keys! Great rental income potential. A Must See!

923  Eaton Street  For Sale, MLS 590972
$1,350,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 4
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

You can own one of the Historic Painted Ladies of Key West! This beautifully updated 3 bedroom 2 bath offers an iconic representation of Key West architecture, with all the desired modern upgrades- including a spectacular large pool and tropical backyard. Located just steps from the Historic Seaport and 5 blocks to Duval St this location is the perfect base to enjoy life in the heart of Old Town. Offered completely furnished, excellent turn key vacation rental opportunity. Interior features include gorgeous Dade County Pine walls and wood floors. Charming updated kitchen and baths. 2 bedrooms upstairs and an adorable bunk room on the first floor. Exterior has been recently painted, new impact rated,triple sliding glass door to the rear deck, new ductless AC units and new metal roof

11244  3Rd Avenue Gulf   For Sale, MLS 590970
$929,000
Marathon
Key Colony Subdivision   - MM: 53.00
3 Bed, 3 Baths, 2,650 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift77ft.Concre

Beautifully maintained family home with 4 bedrooms 3 and one half baths and a large family room with a cathedral ceiling. Over 2,600 of living space. This home is fully furnished and turnkey. Just bring your toothbrush and Keys clothes. This home was never rented but could be a fabulous 7 day vacation rental. Open concept living for a large family or friends to entertain. Spacious master suite and bath with a large walk in closet that was a new addition along with the family room by DAsign Source in 2007. Large screened in porch on the canal side and large storage building that serves as a workshop and storage for fishing gear.

129  Grassy Road  For Sale, MLS 590969
$724,000
Key Largo
Lake Surprise Properties   - MM: 106.00
2 Bed, 2 Baths, 1,144 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits60ft.Concrete

KEY LARGO WATERFRONT BEAUTIFULLY RENOVATED CBS CONCRETE BLOCK 3BR-2BA DEN & LOFT STILTED HOME, 45MINUTES to MIAMI. New Impact Windows- Doors, New White Metal Roof, New Air Conditioner, New German Tankless Water Heater. Beautiful Water Vistas ofBlackwater Sound Bay Sunsets-Sunrises from Covered Patios! Newer 60 Ft. Concrete Seawall-New Master Decking-Boat Davits12K Lb Lift! RenovatedKitchen-New Granite Counters, New Custom Cabinets, New Stainless-Steel Appliances! Beautiful Hardwood, Tile Flooring, Custom Ceiling Fans! Fenced Yard! Ample Parking Under Covered Garage & Open Area: Autos, Boats! NO HOA! Room for a Pool. Ocean-Bay Access in Minutes. LOFT ACCESS VIA PULLDOWN STAIRS in the BACK 2ND BEDROOM! BLACKWATER SOUND ACROSS THE STREET IS A DESIGNATED PRESERVE-NO BUILDING PERMITSEVE

1019  Whitehead Street  For Sale, MLS 590968
$1,275,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,373 SqFt Days Listed: 5
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This Charming 3 bedroom 2 1/2 bathroom home, located in beautiful Old Town, features an open floor plan, recess lighting, vaulted ceiling, hard wood flooring throughout, fully fenced in back porch area with heated pool. This classic Key West style home is just a short walk to Duval Street and the Southern most point of KW. A must see!!

1110  16Th   For Sale, MLS 590966
$725,000
Key West
Pearlman Heights   - MM: 4.00
3 Bed, 3 Baths, 1,914 SqFt Days Listed: 5
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

New town gem located in a highly sought upon family friendly neighborhood. This home has been immaculately maintained with recent upgrades. All impact windows, doors, and a metal roof. Featuring an in ground fiber glass pool, tiki and a detached guest quarters. The main house has three bedrooms with one full bath and one half bath. The detached guest quarters has one bedroom and one full bath. This home is turn key and move in ready.

428  Laguna Avenue  For Sale, MLS 590965
$1,265,000
Key Largo
Port Largo   - MM: 100.00
3 Bed, 3 Baths, 3,268 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits75ft.

A home for you and your boat! New to the market, this prestigious Port Largo home checks off all the boxes with popular split 3 bedroom, 2.5 baths and a BONUS extra large loft, perfect space for your remote office! The home is truly inviting With lots of natural light and vaulted ceilings. The living area opens to the dining room and kitchen with new stainless appliances. Updated Master, Big porch off the kitchen making dining in and out easy and entertaining. Downstairs has a HUGE storage area and would be a great place to store you home gym. Enjoy a coveted Large garage and covered parking. 75 feet of concrete dock with boat house on the dock, lots of storage, outdoor shower & ,a spacious yard with plenty of room for a pool, you can make this your own little slice of paradise.

2056  Coral Way  For Sale, MLS 590959
$675,000
Big Pine Key
Doctors Arm   - MM: 30.50
2 Bed, 2 Baths, 1,152 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift,Boat

Coastal meets Country! A perfect get away location with plenty of room to spread out and relax. 2/1 upstairs with a Loft and a legal 1/1 downstairs. Great open water views. Minutes from Bogie Channel for quick ocean or gulf access. Keep your Boat protected inside the Garage on a lift! Also included, Large corner lot additional aprox. 11,175 sq ft. adjacent to the home with brand new large Chiki HUT for entertaining. Nice storage for all the Water Toys. Metal Roof, Impact Windows and Doors. Schedule to see this property!

948 W Ocean Drive  For Sale, MLS 590957
$995,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
3 Bed, 3 Baths, 2,544 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip

2017 constructed concrete, two story, above flood three bedroom home situation on the corner of West Ocean Drive and 10th Street in Key Colony Beach. Large modern kitchen with Cambrian quartz counter tops, vaulted ceilings, stainless appliances, eat at island and ice machine. Master bedroom on main level and two bedrooms, media room and bath on the second level. Poolside screened patio for extra outdoor living space. Metal roof, impact windows/doors, paver drive and walkways, new pool, fenced yard and lush green lawn. Deeded boat slip will accommodate up to a 26 boat, slip is 15 wide. Two car garage for full size cars and room for angler gear. Vacation rental license in place with future bookings. This home is nicely appointed and a pleasure to show.

71  Shoreland Drive  For Sale, MLS 590956
$1,999,000
Key Largo
Largo Sound Park   - MM: 103.50
4 Bed, 4 Baths, 2,984 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift53ft.

Situated in an extraordinary location with open water views of Largo Sound from 2-living levels with spacious porches and wrap-around balconies allowing you to enjoy the sunrise views to begin your day. Offering 2,984 square feet of living area including 4 bedrooms, 3 baths, open concept living combining the best of both indoor and outdoor living. Impact resistant windows and doors and built with solid concrete block construction including a roof top deck for entertaining friends and family while enjoying the open water view. Call today for a private preview of this fabulous Florida Keys home either virtually or in person. This may just be the piece of paradise youve been looking for!

1019  Elgin Lane  For Sale, MLS 590953
$1,195,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,411 SqFt Days Listed: 5
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

A case study in harmony between old and new. This one-of-a-kind historic home has been renovated from the ground up with 20/20 vision. Step inside to discover beautiful interior finishes, a large kitchen, and a living room featuring cathedral ceilings combined with a wall of Impact doors looking out to the Sun filled patio and cocktail pool. A charming guest bedroom and guest bathroom complete the downstairs. An irresistible Master bedroom, located on the second floor, features an ensuite bathroom and walk in closet. Take the stairs to find an additional guest bedroom with amazing treetop views. Private parking, low maintenance materials, and walking or biking distance to all Key West has to offer creates the perfect ambiance to live the island life.

25  Sea Lore Lane  For Sale, MLS 590950
$2,399,000
Shark Key
Shark Key   - MM: 11.00
4 Bed, 4 Baths, 3,023 SqFt Days Listed: 6
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

PARADISE..Call this SPECTACULAR COMPLETELY UPDATED houseHOME. Located in the exclusive gated Shark Key. Tropical landscaping welcomes you to a large circular driveway and a climate controlled 3 car garage. Upon entering, you gaze at breathtaking open water views, infinity pool and expansive covered deck. The open concept floor plan, boasts high ceilings and lovely new hardwood floors. Brand new kitchen has high end cabinets/quartz counter-tops, top of the line appliances and walk-in pantry. Four bedrooms with slate/glass tile en-suite baths. Water view master suite with large soaking tub. Walk-in closets and beautiful European magnetic lock doors. HOA provides a full range of amenities including a private beach, tennis courts & clubhouse, minutes from Key West! PARADISE FOUND..

2217  Harris Avenue  For Sale, MLS 590947
$609,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
3 Bed, 3 Baths, 1,376 SqFt Days Listed: 6
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Beautiful, Open Plan Living On Quiet, Midtown Street. Lush landscaping surrounds this gorgeous 3 bedroom family home with open floor plan. This tastefully renovated home features a rear facing living room with large glass doors allowing access to the attached, 400 sf covered patio, making it perfect for indoor/outdoor living. The home has a large granite kitchen with serving bar and over sized walk in laundry room with exterior access. The windows, exterior doors, central ac, and roof have all been replaced within the last 3 years. The surrounding yard has been beautifully landscaped with a 6 foot fence, large palms and tropical foliage, creating privacy with a gorgeous tropical feel!

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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