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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:

1115  Long Beach Drive  For Sale, MLS 588347
Big Pine Key
Long Beach Estates   - MM: 33.00
3 Bed, 3 Baths, 2,268 SqFt Days Listed: 187
+50.19% ($401,000) 2 Price Changes : Last Change 38 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Beautifully renovated beachfront home boasting gorgeous sunrise to sunset views over the ocean! The 1/2 acre property offers lots of privacy and offers fantastic beach combing, kayaking, paddle boarding plus deer and bird watching from your back yard. The 1,350 sq. ft. home enjoys picture perfect ocean views from the colossal Great Room and Master Bedroom and is highlighted by the open Kitchen complete with a large quartz center cooking island, custom cabinetry and stainless appliances. The large open Deck is perfect for sunbathing and stargazing. Recent renovations include metal roof, hurricane impact doors and windows, new flooring, Kitchen and Baths. Located in prestigious Long Beach Estates offering great hiking trails and biking with shopping and dining just minutes away.

Pirates  Road   For Sale, MLS 585603
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
Bed, Baths, SqFt Days Listed: 383
-30.85% ($401,000) 2 Price Changes : Last Change 110 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Unique Waterfront land opportunity in Lower Keys. 12 Lots total of 96,547 sf. or 2.2 acres of uplands plus 31,500 sf. or .7 acres of bay-bottom. All 12 lots are on a canal, 10 of the lots are basically 60 x 178 canal front, the end lot is Oceanfront approx. 80 x 147.5. There is one Commercially zoned Lot on Overseas Hwy 23,520 sf. or .53 acres at Mile marker 22.2. Zoning on this lot is SC Suburban Commercial. All the lots are currently Tier 1, however Sellers attorney advises the Commercial Lot on the Highway and the Open Water Lots may be developed. Habitat Survey available upon request.

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

62900  Overseas Highway 28 For Sale, MLS 589553
Misc Marathon East O   - MM: 52.00
5 Bed, 5 Baths, 2,688 SqFt Days Listed: 114
-26.73% ($401,000) 3 Price Changes : Last Change 65 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

If you are looking for the most breathtaking views of the turquoise sea lined with snow white sand and gorgeous blue water, look no more. This impressive 2,688 square foot ocean front retreat includes five bedrooms and four full bathrooms. On the main floor, the open floor plan offers plenty of spacious living, with a fully remodeled kitchen featuring new stainless appliances, new cabinets, and beautiful granite. The view from the living room couch is jaw-dropping. A large balcony over looking the ocean extends the living area outdoors. The private Master Suite sits on the central floor and occupies one wing of the home. The Master Suite is generously sized, offering unforgettable ocean views, ample closet space, dual vanities, and large shower.

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.

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.

298  South Drive  For Sale, MLS 581391
Plantation Key
Plantation Lake Estates   - MM: 87.00
4 Bed, 4 Baths, 3,938 SqFt Days Listed: 659
-23.85% ($1,190,000) 5 Price Changes : Last Change 93 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Lift38ft.

This Islamorada Gem is located in a very private ocean front enclave. The open living/dining area over looks the ocean with 20 ceilings through floor to ceiling windows. Both master suites open to ocean view terraces. A luxurious den with 50 flat screen Apple TV is a quiet retreat. All levels are serviced by elevator. Situated on a gated 1/2 acre lushly landscaped lot with paver drive and two car garage, this home is one of only 4 in the enclave. The 38 protected dock has 20K LB lift in the HOA marina. The new marina park is newly landscaped. Concrete pool and spa has new equipment. A fully equipped poolside bar has new appliances including stainless grill, refrigerator and Ice maker. Quality construction with West Indies design. Offered furnished.

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.

1121  Coates Lane  For Sale, MLS 588407
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 183
-23.44% ($222,000) 2 Price Changes : Last Change 11 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

Step into this comfortable and inviting oceanfront piece of paradise in Cudjoe Bay. This two bedrooms two bath home features phenomenal views that can be enjoyed from either inside or outside on the large porch. After taking in the views, step inside to an open kitchen/dining area with a living room space that is the ultimate relaxation zone. This home also features two bedrooms that also boast amazing views. This home is the perfect space for boat lovers because there is a side concrete dock with a large wooden dock off to the side for lounging. Sit back and enjoy the simple island life with everything this beautiful home has to offer. The vacant lot nextdoor on the canal is included.

81  Cannon Royal Drive  For Sale, MLS 578510
Shark Key
Shark Key   - MM: 11.00
7 Bed, 7 Baths, 6,800 SqFt Days Listed: 846
-23.26% ($1,500,000) 2 Price Changes : Last Change 374 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Sophisticated & understated Shark Key home spread over 3 open water lots, on 1.5 acres, is built in timeless style & beauty. Plantation style, one level design is elegantly minimal yet luxurious with a living area featuring vast frontages that make the most of the views of the water. An extensive restoration was just completed with a brand-new kitchen & all new bath rooms. Lime stone floors, mahogany doors through-out, reclaimed cypress and oiled bronze hardware are a few of the elegant materials used & all built 11 ft over grade. 6800 SF w/ beautifully scaled rooms, 12 ft ceilings, custom 8ft doors & an abundance of indoor & outdoor dining areas. This home makes the ideal setting for an unforgettable experience, offering a combination of privacy & relaxation. Walk the Key stone accented

3236  Catherine Road  For Sale, MLS 584841
Big Torch Key
Dorns Subdivision   - MM: 28.00
3 Bed, 3 Baths, 2,700 SqFt Days Listed: 434
-23.09% ($450,000) 4 Price Changes : Last Change 111 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip240ft.

Here it is TORCHVIEW the Secluded Paradise, Natures Best Private Estate in the Lower Florida Keys. Offering the greatest world class fishing, diving and snorkeling, Unobstructed big and small boating for both power and sail access. This solid CBS home has a 2 slip dock with control depth of 4.5 of crystal clear water. Annually brings in legal, transient short term (zoned SR-L) rental income between $100K to $125K. With a protected sandy beach steps away, its strong rental history and many repeat guests, this 1800 sq ft, 3 bedrooms, 3 full baths is a one of a kind property that will never be replicated again in the Keys and is a must see! Niles Channel with its 40 bridge clearance is one of the best water ways and deep channels in the Keys for big boat accessibility and gin clear

110  Bayview Isle Drive  For Sale, MLS 574354
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 3,240 SqFt Days Listed: 1192
-22.97% ($850,000) 4 Price Changes : Last Change 215 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift140ft.

ANCHORS AWEIGH - 140 of deep-water, protected, concrete/paved dockage is enjoyed at this serenely secluded property with sunset views. It is rare to find 2 adjoining lots in Venetian Shores with beautiful bay views, and convenient, direct access to Snake Creek. Remodeled in 2005 & designed to take advantage of magnificent views from every level. Downstairs rec room also used as 5th bedroom.

912  Fleming Street  For Sale, MLS 587746
Key West
Old Town Unrecord   - MM: 1.00
6 Bed, 6 Baths, 3,228 SqFt Days Listed: 225
-21.82% ($600,000) 3 Price Changes : Last Change 26 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

PRICE REDUCTION. Located on Millionaires Row in the Heart of Old Town this Grand Conch House checks all the boxes. 3,288 Sq Ft of Interior Living Space. Grand Revival Style Architecture. Six Bedrooms, Four 1/2 Baths, Large Eat-in Kitchen w Abundant Storage including Pantry. 30 Ft Rear Logia overlooking Tropical Garden with 30 Ft Heated Pool and Spa. Spacious Second Floor Two Bedroom Guest Apartment w Butlers Kitchen. Maids Quarters. Covered Off-street parking.

22923  Dirk Lane  For Sale, MLS 588859
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,728 SqFt Days Listed: 152
-21.37% ($299,000) 1 Price Change : Last Change 66 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Davit Pads

Oasis on the open water with gorgeous views, located on almost a 1/2 acre of land. Corner lot property with a private boat ramp, concrete dock with davits, and a walk in beach area. Two story 3 bedroom 2 bathroom home with an upstairs master suite. Large walk in master shower, hot tub, cistern, drive- thru garage, and spacious decks. Plenty of storage, off street parking, and room for a pool and RV. This home has everything you need to enjoy the Florida Keys lifestyle.

188  Beach Road  For Sale, MLS 589340
Key Largo
Sunny Haven   - MM: 91.00
2 Bed, 2 Baths, 1,092 SqFt Days Listed: 126
-21.32% ($149,000) 3 Price Changes : Last Change 12 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp

Located in the Historical District of Old Tavernier with the feel of the Bahamas. Yards away from a beach offering a place to swim or just relax. Walk to Tavernier Towne Plaza with shopping, restaurants, movie theater and Mariners Hospital. This beautiful 2/1 CBS stilt home with office (easily converts to a 3rd bedroom) has new custom cabinets, New stainless steel appliances, New flooring throughout the home and a New metal roof. Large living room with french doors that opens to a screened porch overlooking a Tropical Paradise. As an added bonus, this home includes, an enclosed 460 sf. located downstairs. Home is on 1 1/2 lots, plenty of space for RV, Boats,parking. Tropically Lush Landscape is fenced in. With so much room you could add a swimming pool. Ready to Live the Island Dream

53  Bay Drive  For Sale, MLS 581987
Bay Point Amd & 1st   - MM: 15.00
3 Bed, 3 Baths, 1,428 SqFt Days Listed: 614
-20.45% ($225,000) 4 Price Changes : Last Change 137 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits56ft.

If you want a half acre on the open water, close to Key West, this is the home for you!!This is the most wonderful spot with a sturdy CBS home of 2 bed, 2 bath, and large family room addition. There are new impact reistant windows and doors installed in 2015 in addition to spalling repairs all done by Rutherford Construction. There is a non conforming bedroom and 1/2 bath down in addition to ample storage. The home survived Hurricane Irma very well with the exception of the vegetation. All has been cleared, filled and graded. New rock has been spread in the drive area making for a blank slate for your own landscaping ideas.The interior is in need of some updating, again allowing for personal tastes and preferences. It has been used as a vacation rental with good rental history.

257  Sunset Drive  For Sale, MLS 584078
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
3 Bed, 3 Baths, 1,674 SqFt Days Listed: 480
-20.37% ($509,000) 2 Price Changes : Last Change 307 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

One of the best values in all of the Florida Keys in a much sought-after location. Being sold by the homes second owner. The first owner was the builder and architect. The home has been completely upgraded and is ready to enjoy. Sit on the deck and watch the fish swim by, or wade out and hook up. This is a true beach house, with endless ocean views, silky sand beach, and clear Atlantic waters to enjoy. This home has the infrastructure to add a third floor for additional space and views. Upstairs there is one bedroom and one bathroom with a large laundry closet space. Downstairs is comprised of two bedrooms and one bathroom. Both levels offer large porches overlooking the Atlantic Ocean and the propertys beautiful beach with views of the sunrise and sunset. Potential for third floor.

95351  Overseas Highway  For Sale, MLS 575992
Key Largo
Southcliff Ests   - MM: 95.00
7 Bed, 7 Baths, 2,489 SqFt Days Listed: 1071
-20.12% ($3,400,000) 2 Price Changes : Last Change 489 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat RampConcr

This parcel to be sold together only with contiguous parcel@ 95325 Overseas Hwy, AK#1592986,RE#00483360 000000 13 62 38 PT TR 5&6 SOUTHCLIFF ESTS PB2-45 & PT GOV LOT 1 & ADJ BAY,3.24 acres for grand total of 9.36 acres. Includes 1137 sf 1970 2/1 cbs home metal roof. Broker part owner/family owned. This unique wooded acreage has a deep basin with dolphin piling and channel directly on the ocean. Residential use (non-conforming) now, but commercial zoning.Best approval rating via Monroe County is MIXED-USE COMMERCIAL development. *Includes data for both parcels and for taxes. This is a duplicate listing also found in MLS as Commercial #579482, as both uses permitted.

83257  Old Highway  For Sale, MLS 588229
Upper Matecumbe Key Islamorada
The Russell Estates   - MM: 83.50
5 Bed, 5 Baths, 3,000 SqFt Days Listed: 195
-20.08% ($502,000) 1 Price Change : Last Change 119 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Natural Beach Oceanfront Estate - enjoy the barefoot elegance of this custom Poured Concrete GREEN island home. Featured in Fine Home Building & Natural Home magazines, historic Red Cross home lovingly remodeled plus 2 thoughtful, Eco friendly architect designed & built additions add modern, artistic feel. Custom Everything! Enjoy living on the best island, separate living spaces, high arched ceilings, private outdoor shower, spacious beachfront drivethrough 3 car garage, fabulous views, orchard, solar panels, cistern, and so much more! If you long for brilliant design where indoor and outdoor living are seamlessly integrated, you will love this home. Please call to schedule your private tour- experience artistic excellence, unity with nature, & sheer bliss.

179  Pearl Avenue  For Sale, MLS 589084
Plantation Key
Edenaire   - MM: 90.50
4 Bed, 4 Baths, 2,200 SqFt Days Listed: 138
-20.03% ($160,000) 1 Price Change : Last Change 26 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

One lot here at this grand family home. Four bedrooms & four baths for your pleasure. Vaulted ceilings with large impact doors & windows allowing the natural light inside. Beautiful open kitchen with updated appliances & large counter tops for any chef to enjoy. Breakfast area & large pantry along with formal dining room for large gatherings. Beautiful wood steps leading to the upstairs second floor. Plenty of closets & a large master suite with a comforting tub & shower & double sinks. Boat ramp close by on the next street.

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.

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

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