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$2,075,000
2 Beds 2 Baths 618666 MLS
What does everyone dream of? The smallest house in the best neighborhood -- and this one delivers. Welcome to easy, breezy living in Port Antigua, where charm, quality, and location come together beautifully. This thoughtfully updated home is being offered fully furnished -- from stylish pieces down to kitchen wares, dishes, and linens -- making your transition to the Keys seamless. Just bring your flip-flops. Impact windows and doors are installed throughout, including three skylights set into the concrete roof, so you can relax knowing your investment is well protected while natural light pours in from above. Upstairs, the open-concept living space feels airy and inviting, perfectly suited for gathering with friends and family. Triple sliding glass doors lead to a spacious second-floor terrace, creating that effortless indoor-outdoor flow we all love about coastal living. A separate laundry room just off the kitchen adds everyday convenience without sacrificing style. Both bedrooms feature their own sliding glass doors to the terrace, welcoming in sunshine and soft island breezes -- a gentle reminder that you're living somewhere special. Downstairs, you'll find abundant storage space and a 70-foot concrete dock complete with a fish-cleaning station and boat lift -- ready for offshore adventures or sunset cruises at a moment's notice. The yard is designed for low-maintenance enjoyment, with river rock and a clean concrete driveway in front, and artificial turf in the back for a lush look without the upkeep. This is the one you've been waiting for -- refined yet relaxed, polished yet playful. A perfectly sized slice of paradise in one of the Keys' most desirable neighborhoods.

121 Lisbon Ct, Islamorada

$1,477,000
5 Beds 3 Baths 616064 MLS
FLORIDA KEYS WATERFRONT VALUE 5 BEDROOMS • DIRECT GULF ACCESS • TWO-STORY LAYOUT Located in Marathon, this spacious two-story waterfront property has direct Gulf access, flexible living space, and future rooftop deck potential with possible bay views from upper-level enhancements. The home is functional and move-in ready, with prior updates already completed and major systems operational. Natural light, multiple living areas, and the flexible layout provide opportunities for full-time living, seasonal use, guest space, boating lifestyle, or future personalization over time. Expansive outdoor deck space and waterfront positioning create room to enjoy boating, fishing, water activities, and relaxed Florida Keys living. The property layout also allows flexibility for future outdoor enhancements, tropical landscaping, shaded entertaining areas, or additional outdoor living concepts. With limited waterfront inventory in the Florida Keys, this property presents a rare chance to secure a larger waterfront home in Marathon with long-term flexibility and future potential. Property is being sold as it is, allowing the next owner flexibility to personalize and update over time.

11250 5th Avenue Gulf Ave, Marathon

$1,299,000
2 Beds 1 Baths 618516 MLS
*** REAL POSSIBILITY FOR 2ND BATH, CALL LISTING AGENT. *** Secret Garden Cigar Maker's Cottage in Old Town 🌴 Tucked behind a private gate on a quiet section of Old Town in Key West, this enchanting 2-bedroom historic cottage invites you into a hidden world of tropical beauty, offering a rare blend of privacy, charm, and walkable island living--set in an X flood zone for added peace of mind. Follow a palm-lined path into a lush, private garden oasis filled with orchids, vibrant blooms, and softly glowing evening light. The outdoor pavilion and private deck create an effortless indoor-outdoor lifestyle--complemented by a spa-inspired retreat space designed for open-air relaxation, cooling rinses, and tranquil moments under the palms. Perfect for relaxing, entertaining, or simply enjoying the Key West breeze. Inside, vaulted ceilings, natural light, and original Cuban tile details reflect the home's 1890 cigar-maker heritage, while the updated kitchen features quartz countertops, stainless steel appliances, and garden views. Enjoy the charm of a boutique six-cottage enclave with a shared heated pool and spa. The home offers both connection and quiet escape. Just steps to Duval Street, the Historic Seaport, beaches, and beloved local spots -- leave the car behind and explore on foot or bike. Private. Lush. Magical. Effortlessly Pure Key West

1111 Watson St Unit B, Key West

$35,000,000
9 Beds 10 Baths 613902 MLS
Zephyr Cove; the extravagant aquatically inspired retreat that you deserve. Located on the breathtaking waterfront nestled along the Gulf and designed and built by D'Asign Source. This stunning estate invites you to experience the perfect balance of luxury, tranquility, and adventure. With both fresh and saltwater elements woven into its design, every detail has been thoughtfully crafted. At the heart of the property lies a lazy river loop infinity pool, complete with bridges, swim-up pool bar in gazebo, spa with table, lap pool, beach-style entries, and waterfall grotto plus gas fire pit, putting green, and tropical gardens. From floating under the sun, entertaining guests, or enjoying a peaceful evening by the water, this home was manifested for unforgettable moments. Grand main residence vaunts an impressive private primary wing and elegant open spaces designed for comfort and entertainment. Indoor amenities include a temperature-controlled wine room, game room, home theater, fitness center, and conference room; endless ways to unwind and enjoy life. Two additional charming two-bedroom villas and a separate two-bedroom guest house are perched next door, perfect for hosting family and friends with style and privacy. Designed for the ultimate coastal lifestyle with outdoor kitchen and dining areas set against breathtaking Gulf views, ideal for entertaining or simply soaking in the beauty of your surroundings. Ample dockage and multiple boat lifts for your toys, located right between Vaca cut and Tom's Harbor Cut for easy Ocean access. Expansive garages and storage spaces provide ample room for vehicles, boats, and all essentials. Whole-home 130kw generator in its own private structure, ensuring peace of mind no matter the season. This is where everyday life feels like you're being pampered at a lavish resort. Step into a world where the beauty of nature meets unparalleled craftsmanship and let the magic of the Gulf welcome you home. 15 min to private airport.

57223 Morton St, Marathon

$1,399,000
3 Beds 3 Baths 616464 MLS
Discover a rare opportunity in the heart of Duck Key at 1 Trinidad Street. This exceptional compound spans over an acre of land, offering remarkable potential for redevelopment, expansion, or as a long-term investment. Whether you choose to renovate the existing home, design your dream estate, or hold as a strategic asset, the scale and privacy this property provides are unmatched in the area. The existing structure is a solid, concrete-built three-story home featuring 3 bedrooms, 2.5 bathrooms, porcelain flooring, and impact windows—a durable foundation to enjoy now or reimagine entirely to suit your vision. Prime Location: Ideally situated directly across from the Duck Key Clubhouse, just steps from the pool, tennis courts, and social amenities, this property blends lifestyle appeal with investment value—offering one of the most sought-after settings in the Florida Keys.

1 Trinidad St, Duck

$3,450,000
5 Beds 3 Baths 618339 MLS
Boating enthusiasts check out this open water view of Shelter Bay with a private cut in boat slip, and two boat lifts! Two story 5-bedroom, 3-bath pool home located in Key Colony Beach, Florida Keys! Designed to capture the beauty of waterfront living, this spacious home features soaring ceilings in the main living area, creating an open and airy atmosphere filled with natural light. Relax and enjoy the breathtaking water views from the lovely sun porch, expansive outdoor patios, or poolside lounging areas designed for entertaining family and guests. Boaters will appreciate the easy boating access, private dockage, and dual boat lifts, making days on the water effortless. The thoughtfully designed split-bedroom floor plan offers privacy upstairs, while two additional bedrooms downstairs provide ample accommodations for guests or extended family. Additional highlights include two separate garages, an elevator for convenience, generous outdoor seating and lounging areas, and close proximity to the Par-3 golf course and the many amenities offered by the City of Key Colony Beach, including tennis, pickleball, parks, and more. Exceptional open water views, outstanding boating access, and resort-style amenities combine to create an unforgettable Florida Keys waterfront lifestyle.

900 Shelter Bay Dr Ocean Dr, Key Colony

$4,700,000
4 Beds 4 Baths 617501 MLS
Welcome to 166 Bayview Drive, a rare bayfront estate in the prestigious Safety Harbor neighborhood of Lower Matecumbe Key. Located at Mile Marker 74, this property offers direct access to Florida Bay and the Atlantic Ocean, placing you in the heart of Islamorada's world-class boating and sportfishing scene. The home enjoys unobstructed water views and nightly sunsets that paint the sky in brilliant hues. A Tiki at the water's edge provides a perfect perch for morning coffee or evening cocktails, while mature landscaping adds privacy and tropical charm. Boaters will appreciate the deep-water dockage with davits, ideal for quick access to open water. The 2,478-square-foot residence features 4 bedrooms and 4 bathrooms, with tile flooring throughout and expansive windows that frame the bay. The open-concept living and dining areas flow into a well-appointed kitchen. The primary suite offers direct water views and private outdoor access. Outdoor living is elevated with a spacious pool and deck area, balcony, and brick paver walkways. The white picket fencing and lush landscaping complete the coastal aesthetic. Additional features include CBS construction, off-street parking, FKAA water service, septic system, and low HOA fees. Pets are welcome. Whether you're seeking a full-time residence, seasonal retreat, or investment opportunity, 166 Bayview Drive delivers unmatched location, views, and lifestyle in the Florida Keys.

166 Bayview Dr, Islamorada

$2,200,000
1 Beds 1 Baths 618440 MLS
Unobstructed Bayfront Opportunity in Key Largo! Rare opportunity to own an unobstructed bayfront property in a Key Largo desirable subdivision. This waterfront home offers endless potential, whether you choose to renovate the existing residence or build your custom Florida Keys dream home on this prime parcel. The current structure features one bedroom and one bathroom on the upper level, with the lower level permitted for storage. Enjoy stunning bay views and a beautiful beach area right outside your door, perfect for soaking in the Keys lifestyle. The dock was destroyed in a prior storm; however, permitting is available to install a new dock, allowing future owners the ability to restore boating access.

100 Point Pleasant Dr, Key Largo

$2,350,000
3 Beds 3 Baths 618104 MLS
Welcome to your private island retreat in the heart of Duck Key. Perfectly positioned just a few homes from the Seaview Channel, this exceptional waterfront residence offers instant access to both the Atlantic Ocean and the Gulf of Mexico—an ideal setting for boaters, entertainers, and families alike. This beautifully maintained home features three bedrooms and three baths, including downstairs living space, providing flexible options for guests, extended family, or a private suite. The remodeled kitchen and bathrooms showcase a European design, with wood cabinetry, granite countertops, and refined finishes throughout. Indoor-outdoor living is at the heart of this property. Step outside to a gorgeous pool and Jacuzzi, surrounded by a spacious pool deck with a built-in bar area, perfect for entertaining under the Florida sun. A large screened-in balcony captures beautiful water views in every direction, offering a serene space to relax and unwind. This space could easily be enclosed to add more living space. Additional highlights include a one-car garage, 75 feet of concrete dockage, and a fabulous canal setting just moments from open water. Easy to show and ready to enjoy, this Duck Key home delivers the very best of Keys living—luxury, lifestyle, and location.

272 W Seaview Dr, Duck Key

$4,500,000
4 Beds 6 Baths 618641 MLS
Claim your position on one of Key Largo's most strategic stretches of water. This masterful new residence on Adams Cut delivers direct access to both ocean and bay. Two docks for serious boating, with a lift in place and room for a second. Whether you're running offshore at sunrise or cruising into the bay at golden hour, departure is effortless & return is even sweeter. The concrete structure exudes modern beauty w/low-maintenance ownership. Floor to ceiling impact windows frame 180 degrees around the floating concrete staircase that reads like an art piece. Entertaining is easy w/Wolf gas range, Subzero refrigerator, & beverage fridges. A private elevator services 3 stories. Second floor has a primary suite w/balcony overlooking the water, plus 2 more bedrooms. The top floor boasts a 2nd primary suite, and a full entertaining wing with/balcony & ample built-in bar ready to host game nights after a full day on the water. Outdoor paradise continues w/low-key turf, summer kitchen, and heated/chilled pool & spa. One car garage, Sonos system, & automated blinds using Control 4 & Lutron, are just a few features bolstering this home's lock-and-leave luxury allure. Key Largo is less than an hour from Miami, but worlds away in relaxation & mindset-the pinnacle of tropical living. This waterfront residence is built for those who understand the rhythm of the Keys — early departures, unhurried afternoons, & evenings defined by horizon lines rather than deadlines. A Very Special Home

16 Bass Ave, Key Largo

$2,790,000
3 Beds 3 Baths 616089 MLS
Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage. Come and explore these three (3) contiguous, separate lots that all have the City of Key West's, Building Permit Allocation System (BPAS). Total lot SQ FT is 11,968. If you're seeking an opportunity to either build/renovate your future home, or a lucrative development opportunity, or simply to own one of Key West's most unique properties, look no further! It's time to make the move! Come to 1405/1409 United and see that it has the best of all the locations that Key West has to offer. Walking to all the amenities that Key West has, but far enough away from all the noise of the downtown. Plenty of room to make your own mark here. Location, Location, Location is this property. Call today for your private showing!

1405-1409 United St, Key West

$1,149,990
3 Beds 2 Baths 617502 MLS
Discover your slice of paradise in this stunning waterfront retreat that perfectly captures the essence of Florida Keys living. This charming New England style shake house offers three bedrooms and two bathrooms on the main level, plus a convenient downstairs area with room for guests. Step outside to your personal oasis featuring a heated and chilled pool that's perfect year-round, complemented by a relaxing hot tub for those sunset evenings. The outdoor entertainment area is a showstopper with a full bar and kitchen setup, plus an outdoor shower for rinsing off after beach days. All of this is nestled under a screened patio where you can enjoy those famous Keys breezes bug-free. Boaters will love the sixty feet of concrete dockage paired with a 7K pound boat lift, giving you easy and direct access to world-class fishing in both the Atlantic Ocean and Florida Bay. Whether you're heading out to catch dinner or exploring the backcountry waters, your boat will be ready and waiting. Inside, the home has been remodeled with a gorgeous kitchen showcasing granite countertops. Every detail has been thoughtfully updated throughout the property, creating a move-in ready sanctuary. Impact windows and doors throughout provide peace of mind during storm season, while maintaining the home's bright, airy feel. This move-in ready property perfectly captures the charm and tranquility of authentic Keys living, nestled in the quaint neighborhood of Layton between Islamorada and Marathon. Whether you are seeking a primary residence, vacation home, or investment property, this exceptional canal front gem delivers the complete Florida Keys experience.

119 Primrose Ln, Long Key

$3,495,000
6 Beds 4 Baths 618280 MLS
Luxurious waterfront home offering sweeping views of Shelter Bay and 75 feet of deep-water (5 ft) dockage with direct ocean or Gulf access via Vaca Cut, just minutes to open water, a true boater's delight. Custom built by D'Asign Source, this six-bedroom 3.5-bath residence spans over 3,300 square feet and comes fully furnished (with select seller exclusions), making it ideal as a turnkey vacation rental (7 day minimum), second home, or primary residence. Designed in classic South Florida style, the home features soaring ceilings, an open and airy floorplan, abundant natural light, and whitewashed terracotta tile that adds warmth and timeless island character. The spacious kitchen includes granite countertops, stainless steel appliances with a Bosch convection cooktop, and a center island, perfectly suited for entertaining. A flexible sixth bedroom functions beautifully as an office on the second level, part of a private primary retreat that occupies the entire upper floor. Outdoor living is a highlight, with an east-facing backyard, a resort-style pool (resurfaced in 2021) and hot tub, outdoor kitchen, convenient poolside bathroom connects directly to one of the bedrooms (ideal for guest comfort and rental functionality), and lush, easy-care Xeriscaping, perfect for relaxed island evenings. Boaters will also appreciate the step-down dock and concrete seawall rebuilt in 2024, providing unobstructed water access. Additional features consist of a low maintenance brick paver driveway and 2 car garage (new door in 2025). Key Colony Beach is a planned island community known for its mobility, quiet streets, and dedicated city services. Residents enjoy public beaches, a par-3 golf course, marina, tennis and pickleball courts, scenic trails and biking paths. An exceptional opportunity for investors, water lovers, and those seeking a light-filled waterfront home where every detail supports both lifestyle and long-term value.

820 12th St, Key Colony

$3,250,000
4 Beds 4 Baths 616173 MLS
Port Largo Waterfront Paradise Located in one of Key Largo's most desirable neighborhoods, this canal front 4-bedroom, 3.5-bath pool home is truly a boater's dream. Whether you're bringing the whole family or your fishing crew, there's room here for everyone--and all the gear that goes along with all the water sports! Inside, the home welcomes you with light-filled living spaces, stunning marble floors, recessed ceilings with crown molding, and an open floor plan that flows seamlessly to the outdoors. The kitchen is designed for both style and function, with crisp white coastal cabinetry, granite countertops, stainless appliances, and a spacious breakfast bar. A large utility room with washer/dryer makes Keys living easy. The bedrooms are generously sized with ample storage, including king beds, queen beds, and twin bed setups to accommodate all guests comfortably. Step outside and discover a private backyard retreat: a heated/chilled pool recently refinished ($25,000 upgrade), surrounded by lush, low-maintenance tropical landscaping (recent $27,000 investment). After a day on the water, unwind poolside, host a barbecue, or watch the kids play--there's plenty of space for everyone. Roof Replaced March 2026 ! For boaters, this property checks every box: 75 feet of dockage with a 25,000 lb. lift (currently holding a 39' Seavee), 50-amp shore power, and a custom built fish-cleaning station. Finally secure all the toys and equipment in a very spacious lower-level storage area with canal-side garage door. It's perfect for all your rods, dive tanks, and water toys.

501 Caribbean Dr, Key Largo

$1,900,000
3 Beds 1 Baths 615688 MLS
Unmatched Old Town Opportunity! Location, Location, Location! This is your chance to own one of the most coveted properties in Old Town Key West—a truly unique home and lot that must be seen to be fully appreciated. Tucked away and completely hidden from view, this remarkably private property is the only single-family home currently on the market with direct pedestrian access to Duval Street via a charming walking lane. Step behind the gate and be transported into your own secluded tropical oasis. With a generous 4,200 sq ft lot, there's ample room to add a pool or expand, creating your ideal island retreat. Zoned as a non-contributing structure with HARC (buyer to verify), the home offers incredible potential as a restoration or redevelopment project. Permitted for Transient License Receivership HRCC1 (buyer to verify), this is a rare find in a premier location. First time ever offered for sale—don't miss this exceptional opportunity!

511 Tabby Ln, Key West

$6,850,000
3 Beds 3 Baths 617136 MLS
103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. This home is perfect for entertaining on a large scale or enjoying a quiet evening. A dramatic staircase leads to a second floor walkway which is open to the main level. The floor plan provides privacy for each bedroom with the primary suite at one end of the hallway and a guest bedroom suite at the other end. Another guest bedroom and bath are on the first floor creating an option for a first floor primary bedroom. Custom features throughout are evidence of the artistic ingenuity used in the design of this impressive home. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Tall windows and french doors flood the home with sunlight. This home is perfect for indoor/outdoor entertaining. A wet bar features custom built ins plus an icemaker and refrigerator. Fronted by a white picket fence, the home sits back from the street and is adorned by tropical foliage. This unique structure with thick brick walls and impressivly tall windows offers passers by a glimpse of the historic origins of the Truman Annex. Its location in the heart of old town Key West provides easy walkability to the waterfront promenade, Ft. Taylor beach, cultural venues, shops and restaurants. The property comprises two lots with a large swimming pool and spa plus an outdoor shower between the covered and open air loggia and parking. There's plenty of space for entertaining outdoors under the palm trees. This estate home is one of a kind was restored to the highest standards. One must see this home to appreciate the incredible design and attention to detail that went into this historic treasure.

103 Front St, Key West

$727,000
3 Beds 2 Baths 618175 MLS
Nestled in the heart of Big Pine Key, this charming A-frame home offers classic Florida Keys character on an oversized DOUBLE LOT with canal frontage and excellent boating access to Bogie Channel. Built in 1973 and constructed with metal beams, this just-over-1,000-square-foot home blends durability with coastal charm. Or you may just want to demo the house and build your Keys Dream Home on two lots. Additional highlights include an on-demand hot water heater, a seawall, and ample storage for all your island and boating gear. With plenty of room to expand or customize, the expansive property offers endless possibilities. Design a new kitchen or up grade the old. Ideally located just minutes from Big Pine Community Park, this home provides easy access to nature trails, recreation, and local amenities. Whether you're seeking a full-time residence, weekend retreat, or investment opportunity, this canal-front property with quick access to open water is a rare find in the Lower Keys.

31033 Hibiscus Dr, Big Pine

$1,899,000
6 Beds 3 Baths 611164 MLS
Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and a safe play area for kids and pets. An in-ground concrete pool with water feature adds to the outdoor appeal, while a storage shed provides extra convenience. Offering a rare combination of convenience and space, this residence is ideally located minutes from schools & grocery stores, while also being near the new Happy Landings Marina and the Key West Yacht Club, making boating a breeze! With a flexible layout and ample space, this property is brimming with possibilities, ready to be tailored to your vision of the perfect island retreat.

1229 5th St, Key West

$605,000
2 Beds 2 Baths 615992 MLS
EXTREMELY MOTIVATED SELLER! Recently Updated Fully Furnished Turnkey Key Largo Oasis - Bring All Offers! Welcome to your private tropical retreat in the heart of Key Largo. This beautifully furnished, move-in-ready stilt home offers comfort, peace of mind, and exceptional value. Recent updates include a new metal roof, tankless water heater, newer washer and A/C, and updated bathroom vanities, making this home truly turnkey. The spacious primary suite and ensuite bathroom create a relaxing sanctuary, while the open-concept living area is perfect for unwinding after a day on the water. Step outside to the expansive wraparound deck--ideal for entertaining, grilling, or enjoying the refreshing ocean breeze. Set on a poured concrete pad with room to expand, the property also features a large circular driveway with ample space for boats, RVs, and guest parking. A neighborhood boat ramp is just a short walk away, offering quick access to the turquoise waters of the Florida Keys. Located just a 2-minute walk to John Pennekamp Coral Reef State Park, 25 minutes to Islamorada, and 40 minutes to Miami, this home is perfectly positioned for adventure, relaxation, or rental potential. Seller is highly motivated and open to all reasonable offers -- don't miss this opportunity! Bring your suitcase, your boat, and your sense of adventure.

760 Musa Dr, Key Largo

$3,995,000
4 Beds 4 Baths 615642 MLS
This resort-style oceanfront home is the perfect vacation home or primary residence, offering unparalleled views of the Atlantic Ocean along with a heated pool and hot tub, beach area with wood fire pit, propane tiki torches, pavilion, and deep water dockage with a boat lift. The spacious interior features 4 bedrooms and 4 bathrooms across three levels. The main living area on the second floor includes high wood ceilings, panoramic ocean views, an oceanfront balcony, and a bedroom with an adjacent bathroom. The third floor is dedicated to the primary suite, complete with a private balcony for a bird's-eye view. The ground level includes two additional bedrooms with en-suites and a large laundry room. Additional highlights include a garage for boating and dive gear, gated entry, paver driveway, and parking for multiple vehicles. Located at mile marker 95 in Key Largo, enjoy world-class fishing and diving right from your backyard.

802 Bonito Ln, Key Largo

$509,999
1 Beds 1 Baths 618225 MLS
**PRICED RIGHT RESORT SETTING** Adorable charm and the essential Florida Keys lifestyle can be found in this 1-bedroom, 1-bathroom island bungalow. Nestled in the heart of Big Pine Key, this home offers the perfect blend of cozy comfort and tropical serenity, making it an ideal full-time residence, weekend retreat, or savvy investment property. Home Highlights: Classic Bungalow Charm: An inviting open layout that maximizes space and natural light. Peaceful Setting: Situated in a quiet neighborhood known for its natural beauty and frequent visits from the endangered Key Deer. Outdoor Living: Plenty of room on the lot for boat storage, gardening, or creating your own tiki hut oasis. Low Maintenance: A manageable footprint that allows you to spend less time on chores and more time on the water. Location, Location, Location: Life on Big Pine Key is all about the Great Outdoors. You are just minutes away from: Nature trails, parks and boat ramps! Bahia Honda State Park: Home to some of the best beaches in the Florida Keys. World-Class Boating & Fishing: Quick access to both the Atlantic Ocean and the Gulf of Mexico. Local Favorites: Enjoy nearby tropical dining, local marinas, and the unique shopping of the Lower Keys. Whether you're looking for a peaceful 'Keys Cottage' to call your own or a basecamp for your aquatic adventures, 31478 Avenue E is a rare find at an accessible price point. Schedule your showing today and start living the island dream!

31478 Ave E, Big Pine

$22,500,000
7 Beds 9 Baths 618525 MLS
Introducing Isla House. A truly exceptional waterfront estate in the heart of downtown Islamorada, which exemplifies the serene beauty and elegance of Keys living. Set on a 5.82 acre double lot, Isla House overlooks 500+ feet of pristine Florida Bay waterfront. New custom construction melds traditional Caribbean architecture with clean modern aesthetics. The over 8,800 square feet of air conditioned living space is thoughtfully designed with bright open interiors which blend sophistication and comfort while framing breathtaking views of Florida Bay. You enter a sunlit two-story foyer leading you upstairs to a bespoke great room, encapsulating a dramatic vaulted wood ceiling, spacious living area, and a custom gourmet chef's kitchen. Floor to ceiling glass doors frame an unobstructed view of the spacious bay-view terrace, which features a 50 foot elevated infinity edge swimming pool and outdoor kitchen with bar. On the upstairs level you will also find a serene primary suite, five generous en-suite guest bedrooms, a powder room, and a large laundry room. The lower level offers a separate one bed en-suite with its own entrance and patio. A media room with adjoining bathroom is the ideal flex space. A 1,600 square foot three car garage and a carport area completes the lower level. All told, there is nearly 25,000 square feet under roof cover. The estate's tropical grounds are designed to complement the home's architecture. A private floating dock offers unimpeded views of Florida Bay. Located in the heart of Islamorada, this property offers rare walkability to some of the village's most recognizable attractions. This location allows you unparalleled access to the best of Islamorada's dining, entertainment, and waterfront lifestyle. Isla House represents a rare opportunity to own one of Islamorada's most unrivaled, captivating, and serene waterfront estates—a sanctuary of elegance, craftsmanship, and timeless island charm.

81486 Overseas Hwy, Islamorada

$2,240,000
3 Beds 3 Baths 618823 MLS
Extraordinary home in the historic district! Enjoy Key West living in the prized Old Town neighborhood with the perfect combination of all the top sought after attributes requested by buyers: walkable location, swimming pool, & private parking without compromise. Offered entirely furnished, the 3 bedroom and 3 bath home is absolutely move-in ready, prepared for your immediate occupancy. With over 1500 sq. ft. of interior living on 2 floors, a bedroom/office and a full bath are on the ground level, with a full master suite and an additional bedroom and bath on the second. Generous off street parking is superb for the historic district location, with room for all full size vehicles and perhaps even 2 cars. From the charming covered front porch, through the open main living area, and on to the pool and deck, the delightful home offers a seamless, integrated living space that is welcoming and ideal to gather and entertain. Expertly crafted renovations with modern design features are highlighted by historic details to remind you of living in Old Town. If lucrative vacation rental income potential is of interest, the home has been rented for over $19,000 mo. A complete package containing a survey, elevation certificate, insurance declaration pages, and other helpful documents available on request.

413 Frances St, Key West

$999,000
2 Beds 2 Baths 618847 MLS
Beautiful Atlantic Ocean views surround this newer concrete home featuring an open-concept floor plan with 2 bedrooms and 2 bathrooms. Tastefully furnished with a coastal flair, the spacious living area flows into a kitchen appointed with custom wood cabinetry, quartz countertops, stainless steel appliances, and a high-end water filtration system. Impact windows and doors, plantation shutters, new A/C, and new gutters add to the home's quality. A true boater's dream, the property offers direct ocean access and convenient Florida Bay access via Snake Creek. Take in breathtaking sunrises and sunsets from your own slice of paradise. Whether you're seeking a full-time residence or the ultimate Florida Keys retreat, this home delivers the best of the Keys lifestyle. YOU OWN THE LAND!

84961 Old Hwy Unit 18, Islamorada

$614,000
2 Beds 2 Baths 618430 MLS
Hawks Cay Harbor Village Villas offer a luxurious and tranquil retreat in the stunning Florida Keys. Nestled within the renowned Hawks Cay Resort on Duck Key, these waterfront villas boast breathtaking views of the sparkling waters of the Gulf of Mexico and the resort's private marina. This property has a beautiful patio and spa dipping pool overlooking the canal. With their spacious floor plans, these villas feature contemporary coastal designs, providing guests with a real Keys experience. This particular villa is priced at a competitive price to sell quickly. You can enjoy this as your own private get a way to the Keys for your family vacation as well as these owners have rented it out and received a nice ROI. Walk to the restaurant, the spa, tennis courts, large family pool, etc.

7028 Harbor Village Dr, Duck Key

$1,374,499
4 Beds 3 Baths 618156 MLS
Duck Key Pool Home with Legal Downstairs Living & Exceptional Flexibility. Beautifully updated 4BR/3BA pool home on the desirable island of Duck Key, thoughtfully renovated with permits and designed for comfortable coastal living. A standout feature of this home is the legal, permitted downstairs living area (pre-1973), which offers a private space complete with a living room, bedroom, bath, and kitchenette. This flexible layout is ideal for extended family, long-term guests, or creating a separate retreat within the home--an increasingly rare advantage in the Florida Keys. Upstairs, the main living area features updated finishes and generous closet space throughout, providing both comfort and functionality. The home is offered fully furnished and move-in ready, allowing for immediate enjoyment. Step outside to your own private tropical setting, featuring: a sparkling pool and tiki hut for entertaining; lush landscaping with pineapple, fig, starfruit, and avocado trees; a private putting green; and partial Atlantic Ocean views. Additional highlights include two attached garage spaces and access to a voluntary homeowners clubhouse. Conveniently located near Duck Key Marina and Hawk's Cay Resort amenities, with optional memberships available. A rare opportunity to own a versatile, move-in-ready home in one of the Florida Keys' most sought-after communities. Check out the marina and the perks of being a homeowner on Duck Key. https://www.duckkeymarina.com/ for boat slips, https://hawks-cay-resort.playbypoint.com/f/hawks-cay-resort/memberships, https://www.hawkscay.com/, and http://www.clubduckkey.com/ for memberships! All in your backyard.

247 W Seaview Cir, Duck Key