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$1,300,000
2 Beds ⋅ 3 Baths ⋅ 615691 MLS
Exclusive Anglers Reef Resort-style oceanfront home in Islamorada -- a rare coastal gem. Nestled inside a gated community with resort-caliber amenities, a private marina and two sandy beaches, this fully furnished two-story single-family retreat offers 2 bedrooms and 2.5 baths -- ideal for saltwater lovers or savvy investors. Thoughtfully upgraded with elegant, durable finishes: impact-rated windows and doors, brand-new stainless steel appliances, custom wood cabinetry, and gleaming granite countertops. Recently insulated with closed-cell spray foam for superior R-value, structural reinforcement, and an effective air and moisture barrier. Freshly painted in and out. Step outside to direct ocean access and easy runs to the famed Islamorada Sandbar -- perfect for boating, snorkeling, or sunset cocktails. Meticulously cared for as a private vacation haven and lightly used, the property blends turnkey luxury with strong rental potential. Weekly rentals are allowed (7-night minimum). Pet-friendly and perfectly situated for life in the Florida Keys. Owner/Agent -- call anytime with questions.

104 Anglers Way, Islamorada
$1,790,000
3 Beds ⋅ 3 Baths ⋅ 617751 MLS
Live your best life in the heart of Key Largo! This unique mixed-use property offers a beautifully renovated 3BD/3BA residence upstairs with your own rooftop hangout, sunny patio, and private yard space — a true tropical retreat right above the action. Downstairs sits a versatile commercial space with unbeatable visibility on US-1, perfect for a live-work setup, creative studio, boutique, or simply added flexibility. The solid concrete building stands approx. 15 ft above sea level and features impact windows with shutters, giving you peace of mind during storm season. Enjoy 5 private parking spots plus 5 additional leased spaces, so there's room for guests, toys, or tenants. You're centrally located near restaurants, cafés, marinas, and everything that makes Key Largo so special. An existing commercial operation currently occupies the first floor; optional details are available separately. A rare opportunity to live, create, and thrive right in the Florida Keys all from one amazing property! THIS IS A DUPLICATE LISTING

100636 Overseas Hwy, Key Largo
$5,750,000
4 Beds ⋅ 5 Baths ⋅ 612702 MLS
Located in the prestigious gated community of Shark Key, 30 Cannon Royal Drive is a distinctive waterfront residence inspired by classic Mediterranean design. Architectural details such as soft arches, warm finishes, and elegant lines create a sense of timeless character rarely found in the Lower Keys. Thoughtfully designed to embrace indoor-outdoor living, the home offers spacious interiors filled with natural light and serene water views throughout. Two expansive porches overlook breathtaking sunset vistas, perfectly positioned on a generous 20,438 sq ft lot. The outdoor living experience is equally compelling, featuring a dedicated entertainment area complete with an outdoor fireplace and a private beach--ideal for both relaxed evenings and elevated gatherings. Additional highlights include two garages, an integrated indoor/outdoor speaker system throughout the home, and a dedicated space for a future elevator--offering both comfort and long-term flexibility. Whether enjoyed in its current form or reimagined to reflect a more modern vision, the property presents a rare opportunity to own a home with architectural presence and creative potential just minutes from Key West. Sold furnished with exclusions.

30 Cannon Royal Dr, Shark Key
$2,999,999
2 Beds ⋅ 4 Baths ⋅ 616727 MLS
Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

405 Petronia St, Key West
$7,499,000
7 Beds ⋅ 6 Baths ⋅ 616613 MLS
Experience refined oceanfront living on sought-after Duck Key. This double lot estate offers 138 feet of protected deepwater dockage, complete with a solid concrete seawall designed to accommodate a sportfishing yacht, multiple center consoles, and all of your waterfront lifestyle needs. A true boater's paradise, this property offers both privacy and exceptional access to the Atlantic Ocean. The fully remodeled residence is constructed of concrete with a new roof. Inside, seven spacious bedrooms and six bathrooms provide ample accommodations for family and guests. Coastal-inspired interiors feature wood-look tile flooring throughout, woven statement light fixtures, and soaring ceilings with exposed beams and pecky cypress accents. Expansive impact windows and doors frame sweeping ocean views, bringing natural light into nearly every room. The gourmet kitchen anchors the main living space as the heart of the home, with a striking 12' island that creates the perfect setting for gatherings. Outfitted with top-of-the-line appliances, this space is equally suited for everyday living with family or hosting unforgettable evenings of entertaining. Spa-like marble bathrooms further elevate the home, blending comfort with luxury. Designed for both style and function, the property also offers a rare 4+ car garage and abundant storage. Outdoors, a sparkling pool invites afternoons in the sun, while the expansive double lot offers unmatched opportunities for expansion. Whether envisioning a private guest house, a tennis or pickleball court, or exploring the option to build and sell, this rare property provides endless possibilities for both personal enjoyment and investment potential—an uncommon luxury in the Florida Keys. Balancing modern sophistication with coastal simplicity, this sanctuary captures the essence of waterfront living from sunrise over the Atlantic to evenings by the water, in one of the most desirable neighborhoods in the Florida Keys.

308 Sabal St, Duck Key
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 615812 MLS
Currently in all of Marathon, Duck Key & Key Colony there is no other New Construction Pool Home available below $1,780,000 besides this Brand New Under Construction 4 Bed, 3 Bath, 1786 sqft living Concrete Built Above Flood Pool Home, built by the local & well respected Design Center, This home features poured solid concrete 16x16 columns plus an Energy Efficient Seamless Metal Roof, ALL Hurricane Impact Windows & Doors, Spray Foam Insulation along with a High Efficiency 4 Ton A/C System, Modern Staircase & Rails & even an Electrical Sub Panel Box to easily plug your generator right into and Pre-Cast Concrete Floors allowing for no center columns, which maximizes usable parking for multiple vehicles & plenty of room for storage below the home. The Pool will include a Spa, will be Heated with a Saltwater System. Step inside & find Maintenance Free Wide Plank Luxury Vinyl Flooring thru out the home, 8FT High Interior Doors, 9FT Ceilings, 5 ¼'' Baseboards, Led Recess Lighting, Modern Fans in each Bedroom & the Living Room, an Open Kitchen with Shaker Soft Close Wood Cabinets with Crown Molding & Hardware including 42'' Uppers, Quartz Countertops including a Large 1 level island, a Tile Backsplash, Pendant Lighting, a Full Stainless Steel Appliance Package & Modern Single Sink & Faucet. All 3 bathrooms feature Designer Tiled Floors, Custom Tiled Showers including LED underlighting and lit shower nooks with the Primary & 1 Guest Bath having Frameless Glass Enclosures & the 2nd Guest having a Tub/Shower Combo. They all have Wood Vanities with Quartz Counters, Modern Vanity Lighting & Mirrors, Modern Faucets & Toilets. Home comes with a 1-year Builders Warranty. Home can be offered Furnished by a local interior designer for an additional cost making it Vacation Rental Ready. CONSTRUCTION PROGRESS PHOTOS ADDED AS OF 7-15-26, ETA FOR COMPLETION IS A FEW WEEKS*. 768 82nd ST Ocean which is right next door and essentially a replica with No Pool just sold for $1M.

708 82nd St, Marathon
$3,995,000
5 Beds ⋅ 5 Baths ⋅ 618011 MLS
Stunning New Three-Story Bay View Residence. This Light-Filled 5-Bdrm, 4.5-Ba enjoys nightly sunset views. State-Of-The-Art Kitchen & Luxurious Finishes Throughout. 3 Generously sized ensuites, walk-In closets, and lavish bathrooms. Expansive Roof Top Terrace with wet bar and kitchen. Step into an open living area that effortlessly flows to the entertainment area and chef's kitchen. Enjoy indoor-outdoor living with multiple balconies, a waterfront roof top terrace complete with a built-in bar and summer kitchen, and direct access to a half bath. The home is designed for entertaining while capturing spectacular sunsets year-round. For those who cherish the outdoor allure of the Keys, the concrete dockage with deep water direct access beckons. Your personal gateway to the crystal-clear waters, embark on boating adventures, fishing expeditions, or diving explorations right from your doorstep. This home caters to the water enthusiast, offering a privileged lifestyle. A pool and elevator to all floors. In every aspect, this modern haven is a celebration. A harmonious fusion of luxury, nature, and waterfront living. This is more than a home; it's an invitation to savor life's most indulgent moments against the backdrop of stunning sunsets and the allure of the open water. Your waterfront paradise awaits - where every day feels like a vacation, and every sunset is a masterpiece. Welcome home to the epitome of coastal living in Key Largo. Gated property with covered parking. This home is a boater's dream and delivers both beauty and peace of mind. Offered turn-key and Available for Your Immediate Enjoyment! Seller Financing Available.

141 Grassy Rd, Key Largo
$6,700,000
4 Beds ⋅ 5 Baths ⋅ 616619 MLS
Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-a-kind oceanfront estate offering rare privacy and breathtaking natural beauty in the heart of Islamorada. Set on over an acre of lush tropical land, this coastal retreat boasts 165 feet of private sandy Atlantic beach, where you can launch a kayak or paddleboard right from your backyard and soak in endless turquoise views. Expansive covered verandahs, a 15' x 30' heated seaside pool, and beachside hammocks invite slow, sun-filled days and relaxed gatherings. Across the street, a separate canalfront parcel with a 37.5' concrete dock provides protected deep-water dockage and space for boats, trailers, and water toys — an extraordinary pairing of true beachfront living and convenient boating access. Inside, the home's 3,860 square feet is designed for easy Keys living with generous main-level living areas and bedrooms, plus a spacious upstairs suite with private bath and roof-top deck capturing panoramic ocean vistas. Four bedrooms and five baths accommodate family and guests comfortably, while breezy porches and open gathering spaces make entertaining effortless. Highlights you'll love: 165' of private sandy Atlantic beach with direct ocean entry, 37.5' private concrete dock on canalfront lot for boating convenience, 15' x 30' heated seaside swimming pool with expansive sun decks, over one acre of tropical privacy and mature landscaping, 4 bedrooms | 5 baths | 3,860 sq. ft. with thoughtful single-level layout plus upstairs suite and roof deck. A true Keys treasure, The Last Resort delivers a rare mix of sandy beach, deep-water dockage, and timeless coastal charm. Ann exceptional opportunity to create your own island legacy!

109 Columbus Dr, Islamorada
$999,000
2 Beds ⋅ 3 Baths ⋅ 618274 MLS
Fishcamp in the Florida Keys! Turnkey and sold furnished, this striking concrete stilt home offers a 33-foot slip right out your back door and is located just 1 minute from open water--putting you on the reef in 15 minutes or less. As the first of its kind in the community, it sets the tone for a new standard of modern coastal living. Thoughtfully designed to maximize space, storage, parking, and water access, this 'small but mighty' property delivers exceptional function and style. Centrally located and priced below comparable new construction, this is a rare waterfront opportunity. Make an offer!

6099 Overseas Hwy Unit 83W, Marathon
$6,450,000
4 Beds ⋅ 5 Baths ⋅ 614065 MLS
Morton Manor is a timeless estate nestled along the Gulf's bay waters, evoking a sense of simpler times. This boat basin is truly unique, offering not just protection from wind and waves with it's jetties, but also accommodating 4 to 5 large vessels, from spacious center consoles to sportfish boats, thanks to its 8' depth. The home offers a resort-like experience reminiscent of the Caribbean, complete with amenities such as a sauna, a stunning bar and game room, a heated pool, and a private beach. This expansive, ground-level residence boasts 4 bedrooms, 4 bathrooms, a two-car garage, exposed wood beam ceilings, and a workshop. For those passionate about boating and seeking relaxation, Morton Manor is the ideal retreat.

57121 Morton St, Marathon
$6,895,000
6 Beds ⋅ 7 Baths ⋅ 617122 MLS
Discover unparalleled luxury in the heart of Old Town, Key West. Comprised of a main house and guest cottage, this newly built ''Smart'' property infuses casual island elegance with modern sophistication. With a total of 6 bedrooms and 6.5 bathrooms, this home is an award winning architect-designed, custom-built luxurious property, complete with off-street parking, impact windows and doors, and is located in the Historic District of Old Town. Entering through your white picket fence, a Chicago brick walkway guides you to your spacious front porch, offering views of the Truman Annex and Whitehead Street. A Mahogany front door welcomes you into the main house. The main house is a two story home with White Oak hardwood flooring, and four well appointed bedrooms, each with en suite bathrooms featuring custom millwork. The ground floor is an open plan living, kitchen and dining area with an expansive chef's kitchen, including Miele appliances, column refrigeration and a large entertaining Quartz stone island. Wall-to-wall sliding glass doors open to a luxuriously sized covered, travertine-tiled back patio which includes a lounge seating area, and outdoor kitchen with built-in grill. A heated pool with waterfall is the perfect spot to cool off after exploring Key West's nearby attractions. The adjacent single-story guest cottage consists of two bedrooms, both with en suite bathrooms. Complete with a private entrance, kitchenette, living area, and private plunge pool hot tub. Additionally, an outdoor shower is just steps away down a private garden path. This property is an entertainer's dream; with professionally designed interiors, and a built-in Sonos speaker sound system throughout, both indoors and outdoors. A quick walk around the block puts you in the absolute center of Key West's action. Hank's, Sloppy Joe's, Mallory Square, and other hot spots are just steps away. Come experience Key West luxury at its finest!

317 Whitehead St, Key West
$1,399,000
3 Beds ⋅ 2 Baths ⋅ 618382 MLS
Discover a serene escape nestled in the heart of the Lower Florida Keys. Located in Cudjoe Cove, a boutique gated community of just nine homes, this 3-bedroom, 2-bath conch cottage offers unbeatable views and direct access to the ocean. Built of durable concrete with a standing seam metal roof and impact-rated windows, the home is designed for coastal resilience. A long tropical walkway leads you to your deeded dock equipped with water and electric, giving you effortless ocean access just steps from your door. The interior is light, open, and welcoming, with a focus on bringing the outside in. Enjoy a wraparound porch that frames panoramic views of the Atlantic, while inside you'll find an open floor plan with tile floors and island-inspired charm throughout. The entire second level is dedicated to a spacious primary suite, complete with a cozy sitting area overlooking the sea. Cudjoe Cove offers low HOA dues, a resort-style pool with waterfall, and trailer storage. Just 20 minutes from Key West and moments from restaurants, a marina, and conveniences — this home is ideal as a full-time residence, a second home, or a vacation getaway.

21250 Conch Dr, Cudjoe
$10,499,000
6 Beds ⋅ 8 Baths ⋅ 617664 MLS
Masterpiece of Modern Strength & Luxury | Brand-New Concrete Waterfront Estate on Prestigious Sugarloaf Key! This extraordinary new construction stunner is engineered as a rare modern fortress— built entirely of concrete, built to the most stringent hurricane-resistant codes, and designed for the discerning buyer who demands architectural excellence, security, and elevated coastal living. Set on prime open water with sweeping panoramic views, this property delivers the rare combination of minimalist modernism, structural integrity, and luxury resort-style design. The residence showcases a dramatic full flat rooftop deck spanning the entire top of the main home, offering uninterrupted 360° ocean sunrise and sunset views - private viewing platform unlike anything else in the Lower Keys. Inside, a breathtaking 19-ft double-volume open living area is wrapped in walls of glass, flooding the space with natural light. Sleek interior glass railings, porcelain floors, and refined finishes create a sophisticated aesthetic. Stunning chef's kitchen appointed with quartzite countertops, Monogram appliances, a bespoke bar, and a stone wine-display feature, all designed for high-end entertaining. The main residence features four luxurious private suites, each oriented to capture open-water views with direct access to generous covered terraces. A rare architectural highlight is the elevated above-flood concrete garage with soaring ceilings, loft storage space, dual cisterns, and luxury living quarters above, with kitchenette, washer/dryer, full bath, and a versatile flex room ideal for a bedroom, gym or office. A dedicated cabana bath opens directly to the pool. Outdoor living is elevated with a stunning pool and spa, outdoor shower, landscape lighting, and expansive covered entertaining and parking. A 230-ft dock is included in the sale. A statement of power, design, and luxury—brand new, turnkey, and crafted for the UHNW buyer seeking an exceptional coastal masterpiece!

1041 E Buttonwood Dr, Sugarloaf
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 617379 MLS
Dockage Galore! Approximately 155' of dockage on a deep water canal and a short ride to Boot Key Harbor and the Open Ocean. Beautifully updated 3/2 Pool Home that is being sold turn key, so this can be your perfect vacation rental home or private coastal retreat. New pool installed in 2024 plus a 17K Boat Lift that was installed in 2021. Multiple Large Boats? This is the perfect spot to keep them, and with the larger parking area there is plenty of room to store your trailer and park multiple vehicles. The interior has Granite Counters, Tile Floors, Stainless Steel Appliances, and TONS of storage. Can be sold furnished and turn key, and has 2 sets of Washers and Dryers which help with any rental turnovers. Multiple Restaurants and Gas Pumps are only a short boat ride away, with super easy Gulf and Ocean access. Short ride to the Reef with some of the best snorkeling and diving in the keys! Truly a unique property that you will not want to miss.

799 28th St, Marathon
$3,350,000
3 Beds ⋅ 3 Baths ⋅ 617733 MLS
Charming oceanfront cottage located in the historic district of Tavernier.
This three-bedroom, two-and-a-half-bath residence features vaulted ceilings, French doors, and a white-washed coastal aesthetic that complements its breathtaking setting. Enjoy panoramic, sparkling ocean views and unforgettable sunrises from the expansive open porch spanning the entire oceanside of the home, with access from both the primary suite and a guest bedroom. Additional highlights include deep-water dockage and enclosed ground-level storage—ideal for island living.

236 Tarpon St, Tavernier
$5,499,000
5 Beds ⋅ 5 Baths ⋅ 616119 MLS
At the very tip of a private peninsula in the heart of the Florida Keys, this stunning Gulffront property delivers the ultimate waterfront lifestyle. Built in 2022, this 4,146 sq. ft. Coastal Modern residence was crafted by one of Marathon's premier builders with meticulous attention to detail, blending clean architectural lines with the relaxed elegance of island living. From the moment you arrive, the Gulf is your constant backdrop. Expansive walls of glass flood the interiors with natural light and frame endless turquoise waters. Every living area, from the two spacious lounges to the gourmet kitchen, was designed to maximize the view and the connection to the outdoors. The chef's kitchen is both beautiful and functional, featuring waterfall-edge quartz counters, premium stainless appliances, and abundant prep space. Whether hosting a casual brunch or an elegant dinner, this open-concept space flows seamlessly to indoor and outdoor gathering areas. Five ensuite bedrooms provide private sanctuaries for family and guests. The primary suite is a haven unto itself, offering a sitting area, spa-inspired bath, and a private porch where morning coffee comes with dolphin sightings and golden sunrises. Step outside to a personal resort: a shimmering pool with sun shelf, expansive patios for lounging, and a palm-lined peninsula with a fire pit at its tip. A deep-water dock, private boat basin, and 4-post lift make boating effortless, with 5' control depth ensuring smooth access to open water. This home offers the convenience of an elevator, an oversized 2-car garage, and low-maintenance construction designed for coastal living. Located 5 minutes from Marathon Jet Center, you can go from tarmac to tiki torch in record time. Whether it's a weekend escape, seasonal retreat, or full-time residence, this Gulf Front estate offers something truly rare: privacy, luxury, and the beauty of the Keys wrapped into one extraordinary address. Fantastic Rental History. Offer Turnkey.

875 50th St, Marathon
$2,950,000
4 Beds ⋅ 3 Baths ⋅ 618746 MLS
OPEN WATER RESORT STYLE CONCRETE POOL home on sought after Southpoint, Sugarloaf Shores. This exceptional 4-bedroom, 3-bath concrete waterfront residence captures breathtaking open water views from nearly every room and delivers the ultimate Florida Keys lifestyle. Positioned on a generous, beautifully landscaped lot with mature palms and established tropical greenery, the property welcomes you with a paved circular driveway, garage, expansive storage area, and pristine curb appeal. Inside, soaring cathedral ceilings elevate the open-concept living and dining area, where walls of glass frame endless turquoise water views and natural light pours in. The thoughtfully designed floor plan offers flexibility for luxury living and hosting. The second level features a spacious guest suite ideal as an alternate primary, 2 guest bedrooms, while the entire third level is dedicated to an enormous primary retreat. This private sanctuary includes a separate sitting area, panoramic open water vistas, and a stunning spa-inspired bathroom with soaking tub and refined finishes. Outdoor living is where this home truly shines. A screened-in porch overlooks the sparkling pool and unobstructed open water, creating the perfect setting for sunset cocktails or morning coffee. The expansive waterfront patio, low-maintenance turf, and fenced yard provide both privacy and ease of upkeep. Boaters will appreciate the concrete seawall and boat lift with immediate access to world-class fishing, diving, and offshore adventures. Concrete block construction, generous interior storage, dedicated laundry room, and meticulous landscaping complete this exceptional home. Rarely does a true open water pool home in this coveted Southpoint location combine views, elevation, lot size, and boating access so seamlessly. Private resort style home ideal for entertaing. Updated and move-in ready. Call to view this beautiful home in person.

16805 Tamarind Rd, Sugarloaf
$2,495,000
3 Beds ⋅ 4 Baths ⋅ 617838 MLS
Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places you in downtown Islamorada--just a short stroll to the area's most celebrated restaurants, art galleries, and island attractions. Privately gated and approached by a Chicago paver driveway, this absolutely turn-key 3-bedroom, 3.5-bath residence is part of an exclusive collection of just eight bayfront homes and was completed in 2020 with refined design, upscale finishes, all stainless-steel Bosch appliances, and exceptional craftsmanship throughout. Elegant interiors and thoughtful details create a sophisticated yet relaxed island lifestyle. The home features a private pool with a wood deck at the rear--ideal for entertaining or unwinding in complete privacy--while residents also enjoy access to a community bayfront pool overlooking breathtaking sunset views. An assigned boat slip on the bay provides effortless access to Florida Bay and the Atlantic beyond. Boat lift currently in place can hold boats up to 5,000Lbs. Adding to its appeal, 7-day rentals are permitted, making this property a rare and superior investment opportunity in one of Islamorada's most walkable and desirable locations. Ideal for a full-time residence, island getaway, or income-producing asset, this home offers an exceptional blend of luxury, lifestyle, and flexibility. Coral Cove is located in an X flood zone, providing additional peace of mind.

81906 Overseas Hwy Unit 2, Islamorada
$1,195,000
3 Beds ⋅ 2 Baths ⋅ 616629 MLS
Nestled down a private and picturesque lane, this charming conch-style cottage offers the perfect blend of island charm and comfort. Featuring 3 bedrooms and 2 full baths, the home is thoughtfully designed for relaxed living and effortless entertaining. Step into a beautifully landscaped backyard with a newly built pergola—ideal for dining and unwinding in the spa beneath the stars. Though compact, the outdoor space is practical and inviting, perfect for intimate gatherings or quiet evenings. Inside, you'll find rare Dade County pine, vaulted ceilings, and a private patio that captures the essence of Key West living. The home comes fully furnished, making it move-in ready or a turnkey rental.

711 Galveston Ln, Key West
$1,049,999
5 Beds ⋅ 5 Baths ⋅ 615085 MLS
MOTIVATED SELLERS!!! This isn't just a home, it's a lifestyle upgrade in the heart of the Keys. Welcome to a truly one-of-a-kind 5-bedroom, 4.5-bath residence that perfectly blends space, privacy, and versatility. Set on a generous 10,700 sq. ft. fully fenced lot, this property offers the freedom to live, entertain, and store all your toys, boats, RVs and multiple vehicles, with ease. Inside, a thoughtfully designed three-level layout creates the perfect balance of comfort and function. Multiple living areas give everyone their own space, while spacious bedrooms with large closets and abundant storage make everyday living effortless. The first floor is built for entertaining, featuring a private gym, half bath, and an oversized two-car garage, ideal for hosting or creating your own retreat. Upstairs, elevate your lifestyle with a custom home theater that transforms movie nights into an experience. Four screened-in patios and an open balcony invite you to enjoy the island breeze year-round, creating seamless indoor-outdoor living. Step outside to your private oasis, a saltwater pool with a tranquil water feature, surrounded by plenty of space for grilling, lounging, and unforgettable gatherings. Located just minutes from John Pennekamp Coral Reef State Park, shopping, and top schools, with Miami only an hour away, this home offers the perfect mix of convenience and escape. If you've been waiting for a home that truly has it all, this is it!

464 Lime Dr, Key Largo
$798,000
2 Beds ⋅ 1 Baths ⋅ 608965 MLS
Tare Down You can build your dream house to your specifications just 4 houses to the beach. Close to the White Street pier. Walk to pickle ball and tennis courts. Higgs beach is just 3 minutes away. Ride your bikes to Duval Street only 1.3 mile away. This large corner lot is perfectly located. Even the birds know when to fly South.

1521 Rose St, Key West
$5,950,000
6 Beds ⋅ 8 Baths ⋅ 617710 MLS
Private Old Town property with built-in income and exceptional flexibility. Ideally located near the Historic Seaport and Fausto's, this three-residence property is currently configured with two leased units generating immediate income and a separate 3-bedroom owner's residence with pool. The rear owners unit offers 3 bedrooms and 3.5 baths with direct access to the tropical courtyard pool, while the upper 2-bedroom, 2.5-bath apartment and elegant Eaton Street facing 1-bedroom, 1-bath cottage provide established rental opportunities. Gated, private, and complete with three off-street parking spaces, this is a rare opportunity to live in the heart of Old Town while your property works for you--or maximize returns with a fully income-driven approach.

723 Eaton St, Key West
$2,199,000
6 Beds ⋅ 5 Baths ⋅ 617882 MLS
This versatile 3-family property offers a rare blend of privacy & income potential. Designed as 3 distinct residences, each with a private entrance and it's own kitchen and w/d, the property is ideal for an owner-occupant seeking rental income or an investment for long term, vacation rentals or family compound. Main Level - Primary Residence: The spacious downstairs layout features a 2 bed, 2 bath, open-concept living area & updated kitchen w/ quartz countertops, wine cooler, & pantry overlooking the pool. The master suite has a built-in office, a custom walk-in closet system, & updated bath w/walk in shower. Main Level - Guest Suite is freshly painted w/private entrance, full kitchen, dedicated laundry, & full bathroom. Upper Level -3 beds & 2 baths, w/d, private entrance, French doors & balconies overlook the backyard foliage & pool. The 2nd remodeled bathroom services the 2 bedrooms, 1 of which is used as a media room. The open Living room/Kitchen has built-in wall shelves, The secluded backyard features a heated/chilled saltwater pool w/custom water feature by renowned master potter Jay Gogin. The grounds are secured by unique bamboo fencing and include a refreshing outdoor shower. Whole-house Generac generator and a large Rheem on-demand gas tankless water heater. Front of the house features an elevated patio overlooking the street. metal roof, accordion/panel storm shutters, & 2 driveways as well as 3 off-street parking . Need 24 hour notice to show!

1609 United St, Key West
$1,875,000
4 Beds ⋅ 2 Baths ⋅ 618211 MLS
This rare Key West treasure hasn't changed hands in over a century, and it sits on the most coveted block in Old Town. A true time capsule waiting to be revived, it's the last of its kind not yet renovated--so you won't be buying someone else's overpriced remodel. Bring your imagination and restore this home to its original, sun-soaked beauty. There's not another lot like it in Old Town. The nearly 5,000-square-foot lot stretches from Fleming Street to Stickeny Lane, offering ample off-street parking and a golden opportunity to expand your tropical living dreams. Nestled in the heart of Old Town, 1115 is just blocks from the historic Seaport and a stone's throw from the city's famous restaurants and nightlife. Early 1900s Sanborn maps even hint at an additional house on the property that may be rebuilt with city permissions (buyers to verify). The home still contains generous pockets of its original Dade County pine, along with historic windows and double balconies that invite sea breezes and sunset cocktails. Currently a legal duplex, each side offers 2 bedrooms and 1 bath. You can keep the duplex as-is, or transform it into a stunning single-family residence in the most sought-after neighborhood in all of Key West.

1115 Fleming St, Key West
$699,000
3 Beds ⋅ 2 Baths ⋅ 616379 MLS
Hidden Oasis in one of the best areas of all of the Florida Keys. This spacious and airy 3 bedroom 2 bath home features vaulted tongue and groove ceilings, impact windows and doors, a superior layout thats ready for its new owner. Perfectly situated in Key Largo minutes from John Pennekamp park, shops, dining, and so much more your new home gives you the very best the keys have to offer. Recently updated chef's kitchen with white shaker cabinets, stainless steel appliances, quartz counters, and marble backsplash. Freshly painted and ready for its new owner! Updated bathrooms gives the spa like experience. Washer and Dryer inside the home. Completely turn key home can be sold furnished, just bring your toothbrush! Come and see today!

239 Lignumvitae Dr, Key Largo
$4,600,000
5 Beds ⋅ 6 Baths ⋅ 617341 MLS
Welcome to paradise at 117 Leoni Drive in the exclusive Venetian Shores neighborhood! This stunning 4,100 sq. ft., canal-front home offers bay and ocean access via snake creek, 70 feet of dockage, and luxurious living with 5 bedrooms and 6 bathrooms. Built with precision and modern style, this brand-new custom CBS residence boasts lush landscaping, a sparkling pool, and high-end finishes throughout. Step upstairs to find a tranquil master suite with an expansive walk-in closet, a beverage center, a large shower, and dual vanities. Three additional guest suites with private bathrooms, a spacious living area, a large laundry room, and a versatile bonus room complete the upper level, providing ample space for relaxation and recreation. On the main floor, the gourmet kitchen is a chef's dream, featuring top-of-the-line appliances, storage pantry, Taj Mahal quartzite countertops, a wine cooler, and custom cabinetry throughout. A private guest room with an ensuite bathroom is perfect for the friends and family to visit for a staycation. The open-concept main living area flows seamlessly into the outdoors where a full bath and outdoor kitchen await. Relax by the lounge pool, enjoy synthetic grass surroundings, and take advantage of the full dock. This canal-front oasis is a rare find in the coveted Upper Keys and offers the perfect blend of luxury, comfort, and convenience. Your slice of paradise awaits!

117 Leoni Dr, Islamorada
$350,000
3 Beds ⋅ 3 Baths ⋅ 616142 MLS
Elevate your lifestyle with this Fractional Ownership at Fisherman's Cove, the Florida Keys' most exclusive private residence club. Located along Blackwater Sound in Key Largo, this luxurious retreat offers 2,300 square feet of beautifully designed living space, including three generously sized bedrooms along with three full sized bathrooms. The newly renovated interior offers a modern-contemporary look with a tropical island twist. A fully equipped gourmet kitchen with bar seating invites indulgence, while your expansive private balcony offers front-row views of the stunning surroundings. Whether you're enjoying the rooftop owners' deck, relaxing by the pool in one of three private cabanas, or venturing out to the water with access to the 26' Sea Fox or 24' Contender boats, every moment at Fisherman's Cove is a luxurious escape. With concierge and housekeeping services ensuring your every need is met, this is more than just a residence—it's a lifestyle. Conveniently located above Jimmy Johnson's Big Chill, you'll enjoy exquisite dining and entertainment. Fisherman's Cove is the ultimate in exclusive, high-end living, offering unparalleled access to the best the Keys has to offer. Owners enjoy the privilege of year-round flexibility -- typically 5-7 weeks annually -- with opportunities for additional stays as availability allows. This property cannot be rented out. Privileges are for owners only.

104000 Overseas Hwy Unit 5 - 5, Key Largo
$885,000
4 Beds ⋅ 2 Baths ⋅ 617233 MLS
Beautiful corner-lot CBS home in the heart of Plantation Key. This 4-bedroom, 2-bath residence offers 1,964 sq. ft. of living space and is located with desirable X flood zone. Notable features include impact windows and doors, a spacious open floor plan, and a bonus family room ideal for entertaining or additional living space. The bright interior is filled with natural light, with a functional kitchen designed for everyday living and gatherings. Step outside to a covered porch overlooking tropical landscaped yard, creating a relaxing outdoor retreat. Additional storage spaces provides added convenience. Ideally located within walking distance to top-rated schools, dining, and local amenities, this home offers easy access to the best of the Florida Keys lifestyle. Homeowners park with a boat ramp; fantastically located for easy boating with immediate access to the ocean, as well as bay access through Tavernier Creek. (HOA membership) Pride of ownership is evident throughout--this is an excellent opportunity in a prime Plantation Key location.

160 Ridge St, Tavernier
$835,000
3 Beds ⋅ 3 Baths ⋅ 617435 MLS
Key Largo 3 Bedroom / 3 Bathroom CBS home located in an X flood zone and room for a pool! NEW METAL ROOF 2026. This well-maintained property sits on a nearly half-acre corner lot bordered by three streets, offering exceptional privacy. Approximately 1,600sf of additional land can be cleared, bringing the total clearable area to roughly 8,000sf -larger than most lots in the Keys and ideal for a pool, expanded outdoor living, or other custom improvements. With over 1,800 sq. ft. of living space, the layout offers great separation. The primary suite occupies its own wing with a walk-in closet, en-suite bath, and private screened porch. A Florida room creates a comfortable buffer from the main living area. Both guest bedrooms include en-suite baths, and one opens directly to a spacious screened porch that also connects to the living room. Built in 2004 with impact windows and doors, plus AC (2018) and a new water heater (2025). The homeowner's park is right around the corner, offering a clubhouse, boat ramp, and a neighborhood beach - perfect for launching kayaks or paddle boards or letting your dog cool off in the water. Move-in ready and turnkey, this home delivers privacy, comfort, and the Keys lifestyle all in one.

78 John Silver Dr, Key Largo
$2,444,000
2 Beds ⋅ 2 Baths ⋅ 618772 MLS
Rare opportunity to secure a prime waterfront homesite on highly desirable Duck Key. This is presenting the perfect canvas to design and build a custom island retreat exactly to your vision. Even better, the property is ROGO exempt, meaning no waiting for a new building permit -- a verified build right is already in place (letter on file). Boaters will appreciate the 82 feet of dockage, deep water dockage and exceptionally quick ocean access. Two davits that are 5,500 lbs each one and a turner on one of them. Center Island is a prime location for privacy on Duck Key. Navigate under the Seaview Bridge and head out through the Headpins for fast access to open water, or take the main channel route for larger sportfishing vessels. Enjoy all the lifestyle perks Duck Key is known for, including nearby dining at Hawks Cay Resort, a welcoming island community. that is golf cart friendly. Fly into Marathon airport with your own plane or Million Air and then drive 15 minutes to your island oasis. Whether you're planning a full-time residence or luxury vacation escape, this is your chance to build your dream home in one of the Florida Keys' most sought-after boating enclaves.

154 S Indies Dr, Duck Key