Florida Keys Waterfront Properties, Homes, Condos

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(338) PROPERTIES

MLS# 582184
$3,295,000
ISLAMORADA, FL 33036
153 Sunset
4 Beds 3 Baths Square Ft: 2618
Single Family - MLS#: 582184
Community: Lower Mat Bch homes
This original 1971 beach house has been entirely renovated, complete with a brand new top-floor master suite addition and fresh coastal design. The residence features solid concrete block construction, three bedrooms, two bathrooms, and legal downstairs one-bedroom, one-bathroom guest quarters. Additional amenities include a covered carport, plus a canalfront lot with protected dockage, a boat lift,… waterfront

Real Estate For Sale

MLS# 583465
$3,299,000
KEY LARGO, FL 33037
544 Ocean Cay
4 Beds 5 Baths Square Ft: 5574
Single Family - MLS#: 583465
Community: Port Largo homes
Architecturally inspired by Italian Old World charm, this modern Mediterranean oceanfront estate is situated on a peninsula on the Atlantic Ocean in exclusive Ocean Cay, Key Largo. On over 13,000 square feet of oceanfront land, this luxurious, private home features superior concrete block construction, a four-car garage, electric shutters, electric gates, an elevator, five central air conditioning… waterfront

Real Estate For Sale

MLS# 581489
$3,350,000
ISLAMORADA, FL 33036
161 Palo De Oro
8 Beds 6.1 Baths Square Ft: 6308
Single Family - MLS#: 581489
Community: Venetian Shores homes
Enjoy astounding views upon entering this estate home with soaring ceilings and floor-to-ceiling windows. The home is set on nearly a half-acre lot and offers eight bedrooms and six-and-a-half bathrooms. Views of Snake Creek and the ocean beyond can be seen from screened-in balconies on all three levels. A beautiful screened-in pool and spa, 100 feet of protected dockage and mature tropical landscaping… waterfront

Real Estate For Sale

MLS# 585490
$3,390,000
KEY LARGO, FL 33037
83 Seagate
5 Beds 5.1 Baths Square Ft: 5020
Single Family - MLS#: 585490
Community: Key Largo Beach Addition homes
Welcome to Seagate Pointe...a coveted open oceanfront estate surrounded by the sparkling blue Atlantic on three sides with protected dockage, oceanfront pool and 5,020 sq.ft. of beautifully updated living space. The 5 bed/5.5 bath home was completely remodeled by DAsign Source to embrace expansive ocean views on every floor and incorporate classic, artistic details throughout. Theres also an eat-in… waterfront

Real Estate For Sale

MLS# 584518
$3,499,000
KEY LARGO, FL 33037
97240 Overseas
4 Beds 4.2 Baths Square Ft: 3751
Single Family - MLS#: 584518
Community: Mandalay Key Amt Plat homes
Phenomenal opportunity! Stunning, stunning, stunning Florida Keys Oasis. Aero-Largo. The setting for countless photo shoots and commercials, this seductive Bayfront Estate is what dreams are made of. Stroll right into crystal clear water from your own white sandy beach. This is your canvas. Bask in privacy, or entertain like no other. This home offers extreme flexibility. With 3 bedrooms + office… waterfront

Real Estate For Sale

MLS# 585753
$3,500,000
ISLAMORADA, FL 33036
160 Stromboli
5 Beds 4.1 Baths Square Ft: 4353
Single Family - MLS#: 585753
Community: Venetian Shores homes
Great views of Snake Creek and out to the ocean from this beautiful 5 bedroom home on almost 1/2 acre of creekfront lot in Venetian Shores. Approximately 130 along Snake Creek and approximately 160 along the canal. Home features split level with 4 bedrooms on 1st level, large living/kitchen area with screened balcony on mid level and master bedroom on top level, all connected with soaring open foyer.… waterfront

Real Estate For Sale

MLS# 586012
$3,500,000
TAVERNIER, FL 33070
88561 Old
3 Beds 2.1 Baths Square Ft: 2773
Single Family - MLS#: 586012
Community: Key Heights homes
The turquoise waters of the Atlantic Ocean are the backdrop to this spacious oceanfront retreat on over two acres. The moment you enter through the grand port cochere and double entry doors, youll be greeted by views of the ocean. In fact, the ocean provides a stunning backdrop for the living room, kitchen, home office, master bedroom, and breakfast nook. To feel the ocean breezes, look no further… waterfront

Real Estate For Sale

MLS# 584415
$3,600,000
ISLAMORADA, FL 33036
262 Sunset
4 Beds 3.1 Baths Square Ft: 2835
Single Family - MLS#: 584415
Community: Lower Mat Bch homes
Mesmerizing water views from just about every room in this four-bedroom, three-and-a-half bathroom home including downstairs guest quarters. This beautiful house with beach access has a multitude of amenities such as natural coral accents, a gourmet kitchen with custom wood cabinetry, double ovens, and bar seating. The wonderful outdoor living spaces include an in-ground pool with a heater, chiller,… waterfront

Real Estate For Sale

MLS# 587143
$3,600,000
MARATHON, FL 33050
90 Tingler
5 Beds 4.1 Baths Square Ft: 4622
Single Family - MLS#: 587143
Community: Tinglers Island homes
90 Tingler is one of a kind, custom estate with striking views of shimmering turquoise water and is located within the exclusive ten home private community on Tingler Island. This oceanfront home offers a two-story grand foyer, a sizable living area with tons of natural light, a showcase kitchen, five bedrooms, four and a half baths, two remarkable master suites, as well as, a media room/library/bar… waterfront

Real Estate For Sale

MLS# 584600
$3,650,000
ISLAMORADA, FL 33036
80531 Old
3 Beds 3.1 Baths Square Ft: 2044
Single Family - MLS#: 584600
Community: Unplatted Upper Mate homes
A one-of-a-kind 4.33-acre estate on Upper Matecumbe Key. Enter the gate and follow the classic brick driveway to one of Islamoradas most private settings. The main house, which is above the flood zone, offers two bedrooms and two-and-a-half bathrooms, featuring high beamed ceilings, tile floors, and ocean views. A guest cottage offers one bedroom, one bathroom, and a large sitting room. Watch the… waterfront

Real Estate For Sale

MLS# 582758
$3,699,999
KEY LARGO, FL 33037
31 N Bounty
4 Beds 4.1 Baths Square Ft: 5038
Single Family - MLS#: 582758
Community: Buccaneer Point homes
Upon walking through the artist-designed custom copper front door its obvious that the finishes and features of this property were done to a gold standard. The timeless and classic travertine marble floors throughout give the homes modern architecture a luxurious feel. The breathtaking views center on the coveted Florida Bay, and sweep 180 degrees to Key West. Setting a new benchmark for luxury in… waterfront

Real Estate For Sale

MLS# 573791
$3,750,000
ISLAMORADA, FL 33036
144 Bayview
3 Beds 3.1 Baths Square Ft: 3805
Single Family - MLS#: 573791
Community: Safety Harbor homes
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… waterfront

Real Estate For Sale

MLS# 588012
$3,750,000
ISLAMORADA, FL 33036
77001 Overseas
6 Beds 7 Baths Square Ft: 4696
Single Family - MLS#: 588012
Community: Mat Ocean Bay homes
Tucked away on two exquisite oceanfront acres with sandy beach is this perfect island retreat. Lush tropical gardens with tall coconut palms cocoon the 5 bedroom, 5 1/2 bath 4700SF residence plus separate poolside guest quarters. A welcoming foyer opens to a showcase stairway which leads to the top floor master suite with private oceanfront balcony and spacious master bath with double walk-in closets.The… waterfront

Real Estate For Sale

MLS# 580281
$3,775,000
TAVERNIER, FL 33070
189 Indian Mound
4 Beds 3 Baths Square Ft: 2343
Single Family - MLS#: 580281
Community: Indian Waterways homes
SANCTUARY BEACH HOUSE- This unique Islamorada residence is supremely located on the Florida Bay with year-round sunset views. Tranquil, natural beauty embraces the beautiful azure waters which create a breathtaking backdrop for this beach-style home. One and a half lots on the bay feature a lush tropical vegetation, great lawn, large pool and spa, sandy beach, protected deep-water boat basin with… waterfront

Real Estate For Sale

MLS# 581343
$3,795,000
KEY LARGO, FL 33037
101660 Overseas
3 Beds 3 Baths Square Ft: 2160
Single Family - MLS#: 581343
Community: Tarpon Acres homes
Tranquility on Tarpon Bay ~ This is a rare opportunity to own almost 4 acres on the bay with 200 feet of bay frontage and a stunning residence. Enjoy entering through your own tree lined natural drive where you are greeted at the gated entry by locally quarried coral entrance columns, custom made copper sconces and brick paver driveway. The home immediately commands a presence with the artfully designed… waterfront

Real Estate For Sale

MLS# 586300
$3,799,999
KEY COLONY BEACH, FL 33051
1325 Coury
4 Beds 4 Baths Square Ft: 3768
Single Family - MLS#: 586300
Community: Key Colony Beach homes
Paradise Found and ready for you to move right in. Enjoy stunning Ocean views and magnificent sunsets in this spacious waterfront home. Concrete dock offers 2 new boat lifts 40,000 lbs and 10,000 lbs, 50 amp - 220 service, and jet ski davits. Open concept floor plan with enticing views of the water. Large Master Bedroom overlooking pool and ocean. Home is offered fully furnished. Full list of details… waterfront

Real Estate For Sale

MLS# 586854
$3,985,000
KEY LARGO, FL 33037
103 Anchor
3 Beds 1 Baths Square Ft: 2911
Single Family - MLS#: 586854
Community: Anchor Drive Subd homes
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Real Estate For Sale

MLS# 585884
$3,995,000
ISLAMORADA, FL 33036
1108 Venetian
5 Beds 5 Baths Square Ft: 4696
Single Family - MLS#: 585884
Community: Venetian Shores homes
This Venetian Shores Bay Front home offers everything for the serious boater. With 120 of concrete dock, a 60,000 # extra wide boat lift and davits for your bay boat this home can handle all your vessels. There is plenty of depth and a wide channel (88) will accommodate boats as large as 65 with easy ocean access through Snake Creek. The third floor is an open concept living room, dining room and… waterfront

Real Estate For Sale

MLS# 584857
$3,999,000
KEY LARGO, FL 33037
555 Ocean Cay
4 Beds 5 Baths Square Ft: 3827
Single Family - MLS#: 584857
Community: Port Largo homes
Unparalleled best describes Casa Sonrisa. Perfectly positioned in the prestigious ocean-front and gated community of Ocean Cay, this estate boasts 100 ft of deep water dockage with direct ocean access. Certain features separate Casa Sonrisa from all the rest. Its dockage is nestled within a large basin for easy and comfortable navigation for larger vessels. Another truly distinctive highlight is the… waterfront

Real Estate For Sale

MLS# 576121
$4,500,000
ISLAMORADA, FL 33070
88547 Old
4 Beds 3 Baths Square Ft: 4103
Single Family - MLS#: 576121
Community: Key Heights homes
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… waterfront

Real Estate For Sale

MLS# 586333
$4,799,000
KEY LARGO, FL 33037
57 Garden Cove
6 Beds 5.1 Baths Square Ft: 4224
Single Family - MLS#: 586333
Community: Ocean Isle Estates homes
Outstanding Oceanfront Estate Home perfectly situated 5 minutes from Ocean Reef Club and 30 minutes from Miami on a point lot with direct access to John Pennekamp Coral Reef State Park. This 5,100 square foot, 6 bedroom, 5.5 bath estate sits on .72 acres with 300 linear feet of water frontage. It features many luxury appointments and finishes including an ADA accessible elevator, Italian marble floors,… waterfront

Real Estate For Sale

MLS# 587825
$4,900,900
ISLAMORADA, FL 33036
85261 Old
2 Beds 2 Baths Square Ft: 1839
Single Family - MLS#: 587825
Community: Unplatted Windley Key homes
MAGNIFICENT OCEANFRONT PARCEL WITH JUST UNDER 3 ACRES on Windley Key in Islamorada. This property boasts a huge, IRREPLACEABLE, DEEPWATER boat basin to house and protect many boats PLUS just over 200 Feet direct Atlantic Ocean frontage. Ground Level home offers a fireplace and endless ocean views from the large deck. Catch the endless ocean breezes at the waterfront Tiki. Hut. A rare and unique opportunity. waterfront

Real Estate For Sale

MLS# 584552
$5,600,000
KEY LARGO, FL 33037
543-544 Ocean Cay
4 Beds 5 Baths Square Ft: 5574
Single Family - MLS#: 584552
Community: Port Largo homes
Architecturally inspired by Italian Old World charm, this modern Mediterranean oceanfront estate is situated on a peninsula on the Atlantic Ocean in exclusive Ocean Cay, Key Largo. On over a half-acre of oceanfront land, this luxurious, private home features superior concrete construction, a four-car garage, a 200-foot dock, electric shutters, electric gates, an elevator, five central air conditioning… waterfront

Real Estate For Sale

MLS# 586212
$5,899,000
TAVERNIER, FL 33070
89625 Old
4 Beds 4 Baths Square Ft: 5848
Single Family - MLS#: 586212
Community: Randall Adams homes
Outstanding Oceanfront Estate!As you pass through the double gates and begin your drive on the reclaimed brick driveway you enter a park-like setting. Upon arrival at the residence, the great room, its soaring ceilings and the expansive ocean vistas make an indelible impression. A chefs gourmet kitchen inspires culinary creations and entertaining with two islands adorned by Patagonia granite counter… waterfront

Real Estate For Sale

MLS# 585035
$6,300,000
ISLAMORADA, FL 33036
South
5 Beds 5 Baths
Single Family - MLS#: 585035
Community: Plantation Lake Estates homes
This is an incredible real estate land opportunity on the ocean side of Plantation Key known as Plantation Point South. This 9-acre, estate property boasts of approximately 750 feet of shoreline bordering a secluded, conservation parkland with a sandy beach. Build your new, custom home high atop terraced land, positioned to take full advantage of the propertys spectacular ocean views. The elevation… waterfront

Real Estate For Sale

MLS# 587086
$6,495,000
ISLAMORADA, FL 33036
86600 Overseas
5 Beds 5.1 Baths Square Ft: 10000
Single Family - MLS#: 587086
Community: Misc Plantation Key homes
Pre-construction! No waiting to build your dream home in paradise! Building permit in hand for main house, guest house and caretakers cottage. Dockage assured in Village Council Meeting. THE CROWN JEWEL OF ISLAMORADA is a must see - Over 21 acres spanning from US-1 to the beautiful bay. Over 1250 feet of secluded bay front! Running from US-1 to the bay, your estate insures privacy and seclusion like… waterfront

Real Estate For Sale

MLS# 587930
$6,995,000
ISLAMORADA, FL 33070
88987 Old
6 Beds 5 Baths Square Ft: 5839
Single Family - MLS#: 587930
Community: Trop Coral Reef homes
Through a long winding and manicured driveway off of the Old Highway you will enter this exquisite Seaside Villa located on Plantation Key in Islamorada, FL. Sitting on 2 acres, this Atlantic Ocean facing property has 170ft.of shoreline and sandy beach, a rare find in the Florida Keys. Step up the imperial staircase into the breathtaking great room with commanding views overlooking the ocean featuring… waterfront

Real Estate For Sale

MLS# 585890
$7,199,999
TAVERNIER, FL 33070
94225 Overseas
7 Beds 8.1 Baths Square Ft: 6529
Single Family - MLS#: 585890
Community: Misc Sub Lower KL homes
Come home to Sunset Paradise! This exquisite new construction estate will excite the discerning buyer who is looking for quality, uniqueness and all the beauty the Florida Keys has to offer. Two fantastic homes totaling 7 bedrooms and 8.5 bathrooms situated on 2.75 acres of private property with expansive views of the gorgeous Florida Bay. Nestled among the lush tropical landscape, this property will… waterfront

Real Estate For Sale

MLS# 583404
$7,499,000
TAVERNIER, FL 33070
133 Lowe
7 Beds 8.1 Baths Square Ft: 5445
Single Family - MLS#: 583404
Community: Tavernier Beach homes
BALLAST TRAIL is a bespoke, contemporary masterpiece with vast and uninterrupted ocean views. This custom built home is a 5 bedroom, 6.5 bath remarkable example of minimalism with a floor plan that is laid out expertly. A warm, welcoming ambiance is evident throughout the home. This home has spacious living areas ideal for entertaining, is a state-of-the-art smart house and has an expansive solar… waterfront

Real Estate For Sale

MLS# 586167
$7,950,000
ISLAMORADA, FL 33036
75300 Overseas
4 Beds 5.1 Baths Square Ft: 4610
Single Family - MLS#: 586167
Community: Lower Mat Harbor homes
Sea Garden is located on an impressive landscaped 1.5 acre bayfront parcel sprinkled with orchids and boasts a highly unique bayside coral reef right behind the docks. This completely solar powered home has been built to last and offers over 120 of deep water dockage with 13k boat lift plus kayak/paddleboard ramp and floating dock. Three car garage with upstairs guest house is an added bonus to this… waterfront

Real Estate For Sale

MLS# 587281
$8,300,000
ISLAMORADA, FL 33070
89707 Old
5 Beds 5.1 Baths Square Ft: 6269
Single Family - MLS#: 587281
Community: Lake Harbor homes
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… waterfront

Real Estate For Sale

MLS# 582483
$8,900,000
ISLAMORADA, FL 33036
139 Gimpy Gulch
6 Beds 7.3 Baths Square Ft: 6573
Single Family - MLS#: 582483
Community: Misc Plantation Key homes
Opulent, alluring and meticulously detailed, this Islamorada Estate is where perfection meets the Bay ~ welcome to The Fish Ranch. Located on Plantation Key, The Fish Ranch estate features two (2) single family residences plus a media house, and cabana with outdoor kitchen. World-class designs make this one of the more distinguished estates for the most discriminating buyer. 100 swimming pool with… waterfront

Real Estate For Sale

MLS# 587162
$9,900,000
KEY LARGO, FL 33037
97251 Overseas
12 Beds 14.2 Baths Square Ft: 12800
Single Family - MLS#: 587162
Community: Mandalay homes
Luxury resort-style Estate Features Four (4) Custom Homes. Live in Ultimate Privacy on approximately 5 Acres. Own it all or share it with family members. Every Bedroom is King-Size Master Suite Quality with Full En-Suite Baths. Welcome to PARADISE Cove a Gated Oasis adjacent to a 30 Acre Mangrove Preserve. Live with Beauty, Privacy, and Tranquility. Live Extraordinary with Absolutely Beautiful 180… waterfront

Real Estate For Sale

MLS# 583865
$12,500,000
ISLAMORADA, FL 33036
72100 Overseas
6 Beds 8 Baths Square Ft: 9737
Single Family - MLS#: 583865
Community: Craig Cay Island homes
Craig Cay Island Estate - Construction has commenced! A unique opportunity for a buyer to participate in this exciting project, affording a buyer an option to choose their interior finishes, based on their personal preferences, within a specified budget. When completed, this magnificent, ground-level & sprawling, 9,737 sq. ft. home will be an exceptional masterpiece, with 6 bedrooms, 6 full baths,… waterfront

Real Estate For Sale

MLS# 575992
$13,500,000
KEY LARGO, FL 33037
95351 Overseas
7 Beds 4 Baths Square Ft: 2489
Single Family - MLS#: 575992
Community: Southcliff Ests homes
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… waterfront

Real Estate For Sale

MLS# 585835
$15,000,000
ISLAMORADA, FL 33036
79775 Overseas
5 Beds 4 Baths Square Ft: 3104
Single Family - MLS#: 585835
Community: Tea Table homes
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… waterfront

Real Estate For Sale

MLS# 584692
$15,500,000
MARATHON, FL 33050
1740 Overseas Unit 4
7 Beds 8 Baths Square Ft: 6432
Single Family - MLS#: 584692
Community: Palm Island homes
Private bayfront island situated in the heart of the Florida Keys. Nestled behind gates and lush tropical landscaping are a magnificent main house and two private guest houses, a swimming pool, and deep water protected dockage for multiple boats. The island-style two-story main home offers two inviting bedrooms, a spacious living and dining area, a showcase kitchen, and French doors that open to lovely… waterfront

Real Estate For Sale

MLS# 583768
$18,000,000
ISLAMORADA, FL 33036
75900 Overseas
7 Beds 7.1 Baths Square Ft: 6198
Single Family - MLS#: 583768
Community: Mat Ocean Bay homes
Nestled in six tropical acres on the bay in Islamorada on Lower Matecumbe Key is this rare parcel boasting over 600 feet of white sand beach and deep water dockage. This spectacular private estate offers 6,198 square feet of living space with six bedrooms and six-and-a-half bathrooms. The guest home offers an additional 418 square feet with one bedroom and one bathroom. Enter down a private driveway… waterfront

Real Estate For Sale



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