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$3,950,000
4 Beds 5 Baths 618400 MLS
The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

82779 Old Hwy Unit 14, Islamorada

$2,730,000
3 Beds 3 Baths 618876 MLS
Set within a private gated enclave, this top-floor, corner unit captures the essence of Islamorada living. Quietly elevated, effortlessly refined, and deeply connected to the surrounding seascape. Positioned to embrace sweeping Atlantic Ocean views and the iconic Alligator Reef Lighthouse, expansive walls of glass invite natural light and open water vistas into nearly every space, including each bedroom and even the baths. Thoughtfully updated with a clean, modern aesthetic, the residence balances comfort with simplicity. A minimalist kitchen appointed with Bosch appliances flows into open living spaces designed for relaxation, complemented by floating bathroom vanities, recessed lighting, blackout blinds, owner and storage closets, and carefully considered modern finishes. One of the few properties in Islamorada permitting extremely rare weekly rentals, this offering provides uncommon flexibility for both personal use and investment ownership. Beyond the residence, the community unfolds as a peaceful coastal retreat featuring a white sandy beach, resort-style pool, bocce courts, swimming pier, kayak and paddleboard launch, and a cocktail dock where the rhythm of island living naturally unfolds. The covered oceanfront balcony captures steady year-round breezes and uninterrupted views across the Atlantic. Several nearby full-service marinas provide convenient access for effortless boating throughout the Keys. Just down the Old Road, Gibb Reese Park offers open green space, shaded playgrounds, pickleball courts, gathering areas, and community amenities that enhance everyday living. Located minutes from renowned Islamorada dining, boutique shopping, and the Morada Way Arts District, Maison provides seamless access to the destination's most sought-after experiences while maintaining privacy within a boutique waterfront setting. A residence defined not by excess, but by serenity, exclusivity, and connection to one of the Florida Keys' most iconic landscapes.

80639 Old Hwy Unit 309, Islamorada

$3,250,000
4 Beds 3 Baths 616450 MLS
Venetian Shores Has It All! Welcome to your slice of paradise in the heart of Islamorada's most sought-after boating community. This beautiful 4 bedroom, 3 bath coastal retreat is designed for both relaxation and entertainment, featuring 70 feet of deep-water dockage along a 100-foot wide canal - just seconds from open water via Snake Creek. Step inside the front door to access the elevator and interior stairs. Upstairs, the main living area offers 2 bedrooms and 2 baths, a wide open floor plan, and a gourmet kitchen with a large center island, granite countertops, stainless steel appliances, and a dedicated workstation. Enjoy sunset cocktails from the screened canal-side terrace, accessed via impact-rated sliding glass doors. Downstairs, the ground level is a haven for guests and fun - featuring a pool table, a comfortable tv area, 2 more bedrooms and a full bath, laundry room, and garage for all your gear. The backyard is pure Keys magic - complete with a heated pool, tiki hut, hot tub and an expansive deck for sunbathing or relaxing in the shade. Boaters will love the 70 ft concrete dock with a 15,000 lb boat lift, 50 amp shore power and fish cleaning station. This home checks every box for the ultimate island lifestyle - whether you're heading east to the Atlantic or west to Florida Bay's backcountry to enjoy fishing and breathtaking sunsets. Live the dream in Venetian Shores - where the boating is easy and the living is even better.

136 Giardino Dr, Islamorada

$525,000
2 Beds 2 Baths 615733 MLS
Unbeatable Value Priced to Sell Don't Miss Out On ...the perfect blend of coastal comfort and investment potential in this elevated 2-bedroom, 2.5-bath condo located directly on the stunning Gulf in the Fabulous Florida Keys. Whether you're searching for a year-round home, a weekend retreat for world-class fishing, or a high-demand vacation rental (weekly rentals permitted!), this property checks all the boxes. Tucked within the well-maintained Gulfpointe complex Number One, residents enjoy a heated pool, pickleball court, and Gulfside dockage with finger piers—ideal for boaters looking for quick access to both the Gulf and Atlantic. The home features an open-concept main floor with a spacious living area, updated kitchen, dining space, and a convenient half bath. Upstairs, you'll find a comfortable primary suite with a private bath, an additional bedroom, and a full hallway bathroom. Enjoy outdoor living with balconies on both levels, plus the peace of mind that comes with impact-rated windows and doors, a durable metal roof, and solid concrete construction. Covered parking accommodates up to three vehicles.**Gulfpointe 1 has its own pool and docking facilities. Dock access is first-come for owners**The docks can accommodate boats up to 36 feet **They allow 7-day rentals**Elevated Building has covered parking and can accommodate up to three cars or a car and a boat trailer. DON'T MISS THIS OPPORTUNITY - THE SELLERS ARE MOTIVATED

12690 Overseas Highway Unit 51, Marathon

$899,000
2 Beds 2 Baths 618501 MLS
Charming 2 bedroom, 2 bathroom half duplex in Marathon with highly desirable 7-day rental flexibility. Located just four properties from the Atlantic Ocean, this stilted home offers 35 feet of seawall and quick boating access to open water. Interior upgrades include bamboo hardwood flooring, new carpeting in bedrooms, a renovated kitchen with granite countertops, updated bathrooms, and new interior doors, jambs, and trim. Extensive exterior improvements include a foam and coating roof, full electrical rewire to current code, structural column repairs with stucco restoration and exterior paint, two new exterior doors, new front and street-side railings, and replacement of water lines. Elevated construction provides covered parking for multiple vehicles and ample space for trailers, boats, or outdoor gear. Ideal as a primary residence, vacation getaway, or income-producing property in the heart of the Florida Keys near beaches, dining, and local amenities.

668 89th St, Marathon

$5,250,000
6 Beds 5 Baths 616560 MLS
INVESTORS! Own the best value In Ocean Isle Estates with this modern sanctuary on the water, newly built Key Largo residence which blends sleek design with timeless coastal living. Rising three stories and offering six bedrooms and five bathrooms, the home spans 4,787 square feet of refined interiors and effortless outdoor living. Designed for both relaxation and entertaining, its open spaces flow seamlessly from indoors to out. From the rooftop deck and second-story terrace, sweeping views of the open ocean create an endless backdrop of blue. The infinity-edge inground pool is framed by swaying palms and tropical landscaping, complete with a sun shelf, submerged bar seating, and a bench with soothing massage jets. A covered summer kitchen on the third-floor terrace invites alfresco dining, while the 70-foot deep water concrete dock and seawall with a 20K boat lift provides room for multiple vessels, ensuring direct access to the open waters. Inside, thoughtful details abound. The gourmet kitchen centers around a striking island that anchors the main living space—ideal for casual mornings or lively gatherings. A custom glass wine storage display holds 300+ bottles in a striking, climate-controlled showcase, while a theater room offers cinematic nights at home. The versatile game room easily transforms into a full gym or private office, creating a residence that adapts to your lifestyle. A private elevator lift connects all three levels with ease, ensuring every space is accessible and convenient. Floor-to-ceiling glass doors bathe the home in natural light, highlighting the crisp lines and modern finishes throughout. With its generous scale, oceanfront vantage, and refined amenities, this home is a statement of simplistic luxury—a private retreat designed for living well on the water.

64 Andros Rd, Key Largo

$10,999,999
6 Beds 6 Baths 617713 MLS
Introducing 57 Garden Cove Drive, a rare opportunity to own a private, resort-style Key Largo waterfront compound set on nearly 26,000 square feet of land, now OFFERED TOGETHER with an additional adjacent vacant residential parcel, creating exceptional flexibility for future expansion or development. Thoughtfully designed to capture both scale and functionality, the residence features 6 bedrooms & 6 bathrooms, complemented by a private elevator for seamless access throughout. Expansive interiors are filled with natural light, effortlessly connecting indoor living spaces to the surrounding tropical landscape. For boating enthusiasts, the property offers 100FT of premium dockage delivering immediate & unrestricted access to open water -- a rare & highly desirable feature in the Keys. Beyond its lifestyle appeal, the property stands out as a proven income-producing asset. With 7-day short-term rental approval, it is currently operating as a successful vacation rental and wedding venue, supported by an exceptional rental history -- offering both immediate revenue & long-term investment potential. The true differentiator lies in the land and flexibility. With the inclusion of the adjacent parcel, the property presents a unique opportunity to further enhance the estate -- whether through additional structures, expanded amenities, or the creation of a fully realized private resort-style compound. Framed by swaying palms & open water views, this is more than a home -- it is a turnkey lifestyle investment with development upside, positioned in one of the most desirable waterfront enclaves in the Florida Keys.

57 Garden Cove Dr, Key Largo

$3,475,000
5 Beds 6 Baths 616645 MLS
Luxury 5-Bedroom Waterfront Home in the Florida Keys Welcome to your dream retreat in Marathon, Florida! This stunning 5-bedroom, 5.5-bath residence sits on the desirable bay side, offering breathtaking water views and endless sunsets. Perfectly designed for comfort and entertaining, the home features an open-concept living space, gourmet kitchen, and spacious bedrooms with en-suite baths for ultimate privacy. Step outside to enjoy resort-style living with a sparkling pool, expansive patio, and direct access to the bay. Boating enthusiasts will love the assigned dock slip, making days on the water effortless. Whether you're seeking a full-time residence, vacation getaway, or investment property, this home delivers the ultimate Keys lifestyle—luxury, relaxation, and adventure right at your doorstep.

990 41st St Unit 10, Marathon

$990,000
4 Beds 2 Baths 618176 MLS
Solid CBS full duplex in the heart of Marathon, set on an oversized 10,000 sq. ft. lot with mature native trees for added shade and privacy. Built for strength and long-term value, this elevated stilted property features concrete construction, a concrete roof, impact windows, newer HVAC systems, and four covered parking bays below. Each unit has been fully remodeled with gray faux wood flooring, granite countertops, stainless steel appliances, and clean modern finishes. The property has a strong income history, previously grossing approximately $69,000 annually, with one side currently left vacant for easy showings. Ideal for investors, employee housing, or living in one unit while renting the other, this duplex offers flexibility, usable outdoor space, covered parking, storage potential, and a central Marathon location close to shopping, dining, marinas, beaches, and daily conveniences.

1306 &1308 & St, Marathon

$6,495,000
608979 MLS
Beautiful 200' of oceanfront property on Lower Matecumbe Key. This offering consists of one 100' lot, vacant with TDR & contiguously, a 100' lot with a triplex apartment building (3 TDRs),.This gives you endless possibilities for redevelopment of the property. The vacant lot has an additional 200' of bay bottom. Fantastic 180° ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings, cruise ships with their lights passing, and plenty of stars. Launch kayaks from the beach to do a little tarpon fishing and bonefish are making a comeback so you can wade with your fly rod for a thrill. Also snorkel for lobster in season in all the little crevices and holes off shore of the property. Recap: 200' of oceanfront made up of 1 vacant lot with TDR, 1 lot with 3 apartments, bay bottom on the vacant lot, for a total of 4 TDRs on the property Note: One of the owners is a State of Florida Real Estate Licensee

75131 Overseas Hwy, Islamorada

$239,000
618851 MLS
Seller Financing Available -- Prime Corner Lot with water views, in Marathon This vacant, cleared corner lot sits in one of Marathon's most convenient and high-visibility locations. Directly across from Racetrac, the public library, Marathon High School, Fishermen's Hospital, Starbucks, mini golf, City Marina, the boat ramp, and the events park, this property offers unbeatable access to the best of the Middle Keys. Seller will consider all reasonable offers. Whether you're looking to build, invest, or secure a strategic commercial or mixed-use opportunity, this lot places you at the center of Marathon's activity hub. Seller financing makes this an even more accessible opportunity. All information is deemed reliable but not guaranteed. Prospective purchasers should verify the information to their own satisfaction.

319 Tuskegee St, Marathon

$1,124,000
3 Beds 4 Baths 616735 MLS
Welcome to your Luxury Pool Home! Step into this stunning, brand-new concrete home, expertly crafted with quality construction and attention to detail. From the moment you arrive, you'll be greeted by a beautifully designed exterior featuring durable cement lap siding, a metal roof, impact windows and doors, and a striking paver driveway composed of large concrete slabs with turf in between, adding a modern touch that enhances the aesthetic appeal of the property while promoting sustainable landscaping. As you enter the ground level, you'll immediately appreciate the open-concept floor plan, filled with an abundance of natural light and accentuated by 8-foot doors that elevate the space. The inviting living room seamlessly flows into the gourmet kitchen, complete with elegant quartz countertops and stainless steel appliances. This level also includes a convenient half bathroom and an ensuite bedroom featuring a full bathroom, ensuring comfort and privacy for guests. Step outside to discover large terraces that overlook a beautifully landscaped yard, creating a serene atmosphere that feels like your own private oasis. The sparkling swimming pool invites you to relax and unwind in the tropical surroundings. Venture to the second floor, where you'll find two luxurious primary suites, each boasting its own ensuite bathroom. One of the suites features a spacious terrace, perfect for enjoying morning coffee or evening sunsets. Additional highlights include built-in cabinetry, custom closets for ample storage, and a conveniently located laundry closet to make everyday living a breeze. This exceptional home offers an unparalleled blend of luxury, comfort, and style, making it the perfect haven for you and your family. Don't miss the opportunity to make this stunning property your own!

17 Coral Way, Key Largo

$427,000
2 Beds 2 Baths 616280 MLS
BEAUTIFUL CONDO WITH OCEAN VIEWS FOR LESS THAN $430,000! LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY IN THE HIGHLY DESIRABLE PLANTATION BY THE SEA ON THE OCEAN IN THE BEAUTIFUL FLORIDA KEYS! LOCATED ON HIGHLY SOUGHT AFTER MILLIONAIRES ROW! UPON ENTERING THIS GATED COMMUNITY, THE OCEAN GREETS YOU AS YOU PARK IN YOUR DESIGNATED COVERED PARKING SPACE. UPON ENTERING YOUR CONDO, THIS PARTIALLY UPDATED CONDO WITH OPEN CONCEPT KITCHEN, WELCOMES YOUR HOME TO A CHEF'S DREAM KITCHEN WITH PLENTY OF CABINET SPACE. NEW WATER HEATER, SCREENED IN PATIO ON THE FIRST FLOOR AND GORGEOUS OCEAN VIEWS FROM THE SECOND FLOOR. CLUBHOUSE/COMMUNITY ROOM, FITNESS ROOM, SAUNA, KAYAK STORAGE, LONG AND WIDE FISHING PIER/DOCK ALLOWS YOU TO TIE UP YOUR BOAT FOR LOADING AND UNLOADING WALK TO WORLD CLASS RESTAURANTS, SHOPPING, AND FOUNDER'S PARK. ALL ARE CLOSE! TAKE ADVANTAGE OF THIS AMAZING OPPORTUNITY TO LIVE FULL TIME WHERE OTHERS VACATION, OR START A VACATION RENTAL BUSINESS HERE IN THE BEAUTIFUL FLORIDA KEYS!

87455 Old Hwy Unit 248, Islamorada

$2,849,000
4 Beds 4 Baths 618527 MLS
Exceptional Brand New Waterfront Home in a prime Plantation Key location. This striking three-level contemporary residence offers 60 feet of protected deep-water dockage and seawall with direct canal access to Tavernier Creek, providing immediate Atlantic Ocean and Florida Bay access, truly a boater's dream. The ground level features an open-air two-car garage and generous covered space. On the first living level, an expansive recreation room/possibly 4th bedroom, opens seamlessly to the poolside patio, complete with a full cabana bathroom, creating an ideal setting for entertaining and relaxed island living. The second level showcases a bright, open-concept design with an expansive living area, dining space, and a gourmet chef's kitchen outfitted with European Italian cabinetry and premium finishes, in addition to a well-appointed laundry room with sink and built-ins. Living areas extend to a covered waterfront terrace, perfect for indoor-outdoor living. The third level features a luxurious primary suite featuring a walk-in closet, spa-inspired bath with a two-person shower, and a private open-air balcony overlooking the water. Two additional guest bedrooms and a beautifully finished guest bathroom complete the level. Outdoor amenities include a pool, covered terrace, and a professional outdoor kitchen, ideal for entertaining year-round. Ideally located in the Upper Florida Keys with walking distance to multiple desirable restaurants, a quick boat ride to Tavernier Creek Marina for fuel, ice and snacks, and minutes to boutiques, breweries and 5-star dining in Islamorada. A rare blend of modern luxury and the ultimate Florida Keys waterfront lifestyle. SELLER WILL ENTERTAIN DESIRED REVISIONS OR OFFER CREDIT FOR UPGRADES.

124 Orchid St, Tavernier

$479,000
2 Beds 2 Baths 616209 MLS
Turnkey 2BD/2BA Ocean Pointe Condo - Fully Furnished, Short-Term Rentals Allowed! Welcome to paradise! This beautiful 2-bedroom, 2-bathroom condo in the sought-after Ocean Pointe community offers the perfect blend of luxury, convenience, and income potential. With 826 sq ft of thoughtfully designed living space, this fully furnished, turnkey unit is ready for immediate occupancy or short-term rental—invest, vacation, or stay forever! Inside, enjoy impact-resistant windows and doors, stainless steel appliances, a Titan tankless water heater, and a full-size LG washer and dryer. Whether you're sipping coffee on the balcony or heading out for a day on the water, this condo has everything you need. Ocean Pointe is a resort-style, gated community with 24/7 security and an incredible list of amenities, including: • Heated pool and spa • Poolside cafe and bar • Oceanfront restaurant and bar • Marina with dockage and open ocean access • Sandy beach with walk-in entry • Lighted tennis and pickleball courts • Trailer storage • Boardwalk gazebo and fishing pier • Playground for the kids Seller financing is available, making this a rare opportunity to own in one of the Florida Keys' most versatile and amenity-rich communities. Don't miss your chance to own a slice of the Keys—schedule your private showing today!

500 Burton Dr Unit 1202, Tavernier

$4,650,000
613012 MLS
WHERE SUNRISE MEETS SUNSET- CREATE YOUR WATERFRONT MASTERPIECE IN THE FLORIDA KEYS! Remarkable and rare bayfront building opportunity in South Key Largo awaits on this unique property that spans nearly an acre of upland across two contiguous lots offering 200 feet of prime waterfront with a highly coveted building right already in place. Design and build your dream estate to your exact specifications, with the unparalleled bonus of both sunrise and sunset views from its exclusive point of land. Boating enthusiasts will appreciate a quarter acre of sandy baybottom below two docking areas, a concrete seawall, a protected boat basin, and ample space for your waterfront escapades. Enjoy the natural beauty of a sandy beach framed by sea oats, swaying palm trees, and mature native foliage, all tucked away behind a quiet, family-oriented neighborhood far from the highway's hustle and bustle. Whether you're seeking serenity, privacy, or a blank canvas to create your ultimate island retreat, this property is truly one of a kind. Don't miss this extraordinary opportunity to create your literal peace of paradise in the Florida Keys! Bonus: There is an existing single family home/bungalow & pool on-site that can be utilized as your primary building right or kept as a guest house for your larger estate...the choice is yours! Duplicate Listing, see MLS #616004

36 Sunset Rd, Key Largo

$1,050,000
4 Beds 3 Baths 618620 MLS
Old Florida charm meets modern comfort in this unique multi residence property on a rare 10 ,000 sq ft lot in historic Tavernier. The main home is approximately 1600 sq ft and renovated in 2021, offers three bedrooms, two baths with an open floor plan in the living room kitchen, dining area. Warm wood flooring in the living areas and abundant windows create the ''conch cottage'' character of years past complete with screened in patio across the front of the home. The 2021 update included new electrical and modern AC . A separate 1 bedroom/1 bath cottage, fully renovated in 2022 with new electrical and HVAC, sits privately at the rear of the property with its own laundry, driveway & parking. The estate sized lot measures roughly 165 × 60 ft and features lush landscaping with accent lighting, two storage sheds and ample room for boat or trailer parking. A newer metal roof (2018) and above flood elevation certificate add to the property's resilience. Enjoy the convenience of being walking distance to shops and dining in Tavernier, with a public boat ramp at the end of the street for quick access to the bay. This turnkey, no HOA property embodies the easygoing Keys lifestyle, offering space, flexibility and charm in one of the Upper Keys' most desirable neighborhoods.

162 Jo Jean Way, Tavernier

$3,690,000
3 Beds 3 Baths 617135 MLS
Stunning Furnished Coastal Modern 3-bedroom, 3-bath modern waterfront estate built by the Florida Keys' premier builder, D'Asign Source. This three-story solid concrete home offers exceptional design, craftsmanship, and strength, perfectly positioned on over a quarter acre with 110 feet of deep-water frontage along a 300-foot-wide canal. Boaters will love the 10,000 lb boat lift, 85 feet of dockage, and direct deep-water access to the Gulf and Atlantic. A fish cleaning station with water, bait freezer, and commercial ice machine make this property a dream for anglers and water enthusiasts. Inside, expansive glass doors and windows flood the living space with natural light and showcase panoramic canal views. The chef's kitchen features Viking appliances, quartz countertops, wine cooler, and premium finishes, while the open-concept design connects seamlessly to multiple balconies and outdoor living areas. The master suite includes an oversized rainfall shower and a private balcony overlooking the water, while two guest bedrooms provide bright, inviting retreats. Outdoor living is the heart of this home, featuring a custom 440 sq. ft. pool with hot tub and sunshelf, surrounded by soft sand, hammocks, and lush tropical landscaping. Entertain in style at the covered outdoor bar and grilling area, or unwind with sunsets from the private rooftop lounge overlooking the Gulf of Mexico. Additional features include four+ parking spaces, trailer parking, high-speed WiFi, multiple smart TVs, and a fully fenced yard that's pet-friendly. Tis property combines luxury, durability, and a true Keys lifestyle — offering modern design, deep-water access, and spectacular views in one of Marathon's most sought-after waterfront neighborhoods.

118 Ave E, Marathon