Feature Properties

4 Beds ⋅ 3 Baths ⋅ 619589 MLS

Welcome to a refined waterfront pool home in the highly desirable Cudjoe Gardens neighborhood, where luxury meets laid-back island living. Located on a corner canal with 235' of waterfront this home is designed with life on the water in mind. Featuring two boat lifts, 15,000 lb and 12,000 lb, providing flexibility for multiple vessels along with a 2-car Garage for additional storage for all of your gear. Inside, the spacious 3 Bedroom, 3 Bath 3,056 sq. ft. home comfort and style blend with ease. The kitchen stands out with 6-burner Viking Range, Viking dishwasher, cabinet-front refrigerator, stainless appliances, pantry and generous space for entertaining, flowing seamlessly into the main living areas. Soaring ceilings fills the home, creating a bright and inviting atmosphere throughout. Upstairs a loft-style office and a dedicated theatre room offering a bar with beverage center provides the perfect setting for movie nights or game-day gatherings. The primary suite serves as a private retreat, complete with a lavish bath with bidet, separate shower and a relaxing jet tub, ideal for unwinding at the end of the day. Porches on both sides of the home overlook the canals and lead to a unique sandy point at the corner, offering a peaceful setting to take in water views and stunning sunset skies. After a day on the water relax by your waterfront heated salt pool or enjoy sipping cocktails on the screened lanai. Additional amenities include impact windows and doors, whole house generator and ice machine. Cudjoe Gardens is an upscale waterfront community known for its ground-level concrete homes thoughtfully built above the floodplain. The neighborhood is home to Cudjoe Gardens Marina, a convenient full-service stop for fuel, bait, and refreshments on your way to world-class fishing and diving. Residents also enjoy The Bent Prop, a beloved waterfront restaurant offering a true taste of the Keys lifestyle.

21090 5th Ave, Cudjoe

$3,000,000

3 Beds ⋅ 3 Baths ⋅ 620907 MLS

Welcome to your Venetian Shores retreat, where relaxed coastal living meets effortless waterfront luxury. This completely updated pool home is designed for easy living and unforgettable entertaining, with an open floor plan, beautiful finishes, and seamless indoor-outdoor flow. The heart of the home is a spacious kitchen with a generous island, opening to the living area and a wall of sliding glass doors. Step outside to a covered terrace overlooking the resort-style pool and waterfront, with plenty of pool deck for soaking up the sun and a shaded poolside area for lingering over long lunches or evening cocktails. Boaters will love the 70 feet of dockage, complete with a 20,000-pound boat lift. Venetian Shores is known for its 100-foot-wide canals and exceptional boating access, with a quick route to the ocean or bay through Snake Creek. Built with CBS construction and a concrete roof, the home offers an elevator plus both interior and exterior stair access between floors. Upstairs, you'll find the main living area and two bedrooms and two baths, while the downstairs offers an additional bedroom and bath. A bonus room, ample storage, and cabana bath add flexibility and convenience. With its resort-style pool, generous waterfront, easy boating access, and beautifully updated interiors, this is the kind of home that makes everyday life feel like a vacation, casual, polished, and unmistakably coastal.

121 Severino Dr, Islamorada

$3,000,000

2 Beds ⋅ 2 Baths ⋅ 619370 MLS

This 2 bed 2 bath home on the second floor. Recently gone through major renovations from top to bottom- inside out. Open concept with brazilian wood floor, fully furnished, chefs kitchen with top of the line wolf appliances. A warp around balcony to enjoy the water and spectacular sunset views. On the lower level you have a one car garage used as storage a separate laundry room, cabana bath and a room. New pool with jacuzzi, hot tub and a tiki hut with a TV. A 75ft dock

232 W Seaview Dr, Duck Key

$2,999,999

4 Beds ⋅ 3 Baths ⋅ 619469 MLS

Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly positioned for sunrise strolls, sunset views, and everything in between. Nestled on a lush corner lot surrounded by swaying palms and vibrant tropical foliage, this property offers both privacy and proximity to the best of island living. The main house blends timeless Key West charm with modern comfort, featuring sunlit living spaces and breezy indoor-outdoor flow. Step outside to your resort-style backyard, where a sparkling pool is the centerpiece for relaxation and entertaining. The separate pool house offers flexible space for guests, a studio, or home office. Whether you're hosting sunset gatherings, enjoying a dip after a morning beach walk, or strolling to local shops and cafes, this is island living at its finest. Experience the perfect blend of tranquility, convenience, and tropical beauty—right in the heart of Key West. Here, mornings begin with the sound of the ocean in the distance, afternoons are spent floating in the pool, and evenings bring gatherings under starlit skies. This is more than a home—it's a slice of paradise in the heart of Key West. All you need is to move in and start living your Key West dream. Built with storm readiness in mind, the residence features hurricane-impact windows and doors, offering enhanced safety, sound reduction, and energy efficiency. Complementing these upgrades is a whole-house generator, delivering seamless power during outages and elevating everyday comfort with true peace of mind.

1501 White St, Key West

$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

$2,999,000

5 Beds ⋅ 4 Baths ⋅ 620578 MLS

Welcome to Pink Sands, a Glenn Gray-designed waterfront retreat where the vibrant colors and laid-back elegance of the Bahamas meet the timeless beauty of the Florida Keys. Recognizable by its signature pink façade and blue metal roof, this exceptional Summerland Key residence captures the spirit of island living while offering the quality, comfort, and peace of mind of modern CBS construction. Set along a protected canal with 125 feet of concrete dockage, two boat lifts, and direct deep-water access to both the Atlantic Ocean and Gulf of Mexico, this waterfront home is perfectly positioned for effortless days on the water, from world-class fishing and diving to sunset cruises and sandbar adventures. Impact windows and doors and thoughtfully designed indoor-outdoor living spaces create a home that is as durable as it is inviting. Sweeping open ocean views from the main living level and third-story observation deck provide the perfect backdrop for sunrise mornings and starlit evenings. A charming detached guest cottage connected by a covered breezeway creates a private compound ideal for hosting family and friends. The oversized homesite offers exceptional flexibility with ample room to add a custom pool, expand outdoor entertaining areas, or further enhance the property to suit your vision. Just 35 minutes from Key West, Pink Sands feels as though it belongs on Harbour Island while remaining firmly rooted in the authentic charm of Summerland Key. Blending Bahamian-inspired architecture with the confidence of newer CBS construction, exceptional boat dockage, direct ocean and Gulf access, and endless opportunities for future customization, this is a rare opportunity to own a distinctive Florida Keys waterfront home. Minutes from Looe Key Reef, Content Keys, and the backcountry flats, this exceptional location offers unparalleled access to some of the Florida Keys' most sought-after boating, fishing, diving, and paddleboarding destinations right from your private dock

23950 Overseas Hwy, Summerland

$2,999,000

3 Beds ⋅ 4 Baths ⋅ 620411 MLS

Updated canal front pool home located in a desirable neighborhood with quick and easy access to the bay or ocean via Tavernier Creek, a boaters dream. It features a 3 bedrooms, 3.5 bath, a ground level entry with beautifully designed foyer, a large entertainment room with bar, a laundry room and a half bath. The second level has a spacious bedroom with an en-suite bath and an additional room for bedroom or office space with easy access to the pool/outdoor entertainment area. The main living area has an open-concept design with balcony, dining area and updated kitchen along with a guest bedroom and guest full bath. The spacious private master suite is located on the upper level with an en-suite bath, balcony and easy access to roof-top entertaining, which includes beautiful bay views, sunrises and sunsets. Additional interior features include new recessed lighting throughout the house along with interior stair lighting, updated bathrooms and new tile throughout the house, including outdoor balconies. Outdoor features include a beautifully designed entertainment area that includes a new pool with heater/cooler, outdoor shower, a fire pit and brand new outdoor kitchen with tiki, which makes it a great area to relax with friends and family after a long day of fishing. A new 70 ft dock with new pilings, Trex Decking and a newly installed 20,000# lift for your boat. Solid concrete construction with a new metal roof, newly waterproof coated/sealed flat roof top, impact windows and doors, new driveway pavers, new privacy fence, low voltage lighting and low maintenance landscaping. An attached air-controlled garage with new hurricane rated garage door and side doors, has plenty of storage for all your toys. This home checks all the boxes whether it's a primary residence, a weekend getaway or luxury vacation rental, it's move in ready. Great location near shopping, schools & restaurants.

111 Spoonbill Rd, Tavernier

$2,998,000

3 Beds ⋅ 4 Baths ⋅ 619468 MLS

Prestigious Island Drive address with incredible open water views over Largo Sound. This solid concrete home, including the concrete roof, offers exceptional strength and peace of mind, enhanced by all-impact windows and doors. Thoughtfully reimagined into a modern masterpiece, this 3 bedroom, 3.5 bath residence blends luxury finishes with ideal Keys living. Upstairs features 2 bedrooms, 2.5 baths, and an open-concept living area designed to capture endless water views. The chef's kitchen includes a Bosch gas range, Bosch microwave, and four-door stainless refrigerator. The primary suite offers a spa-inspired bath with Duravit vanity, walk-in shower, and refined finishes. The guest bedroom also enjoys an en-suite bath. There is also an additional half bath off the entertaining space. Downstairs offers a spacious third bedroom large enough for two queen beds, plus a full bath with curbless shower and double vanity. Entertain in style with a wet bar and summer kitchen featuring wine cooler, ice machine, and folding glass doors opening to the waterfront decks. A commercial-grade air curtain system allows open-air enjoyment while helping maintain interior comfort. Boaters will appreciate 60' of waterfrontage, a cut-in slip for a vessel with approx. 10.5' beam, and excellent access to both ocean and bay waters. New dock permits and boat lift have been approved by the United States Army Corps of Engineers and are transferable to Buyer. Additional features include garage, separate laundry room, on-demand gas hot water, extra Sub-Zero refrigerator, new 200-amp electrical service, recessed LED lighting, automatic shades, blackout bedroom shades, and a 4-panel impact-glass garage door. Outside enjoy the island life under the Tiki hut! Shore power with 50 Amp Service, water and Boat whip mooring system. Automatic gated property entry offers privacy and security. Just one hour to Miami International Airport, yet a tropical world away.

626 Island Dr, Key Largo

$2,995,000

6 Beds ⋅ 6 Baths ⋅ 616770 MLS

Luxury Waterfront Estate & Premier Vacation Investment - Marathon, FL Introducing The SaltyLime, a rare new-construction waterfront estate completed in 2024 and designed to deliver both tropical elegance and outstanding rental performance. This fully turnkey 6-bedroom, 6-bath property blends the relaxed lifestyle of the Florida Keys with resort-style amenities and seamless indoor-outdoor living. The main house features three spacious king suites and a custom nautical themed bunk room, while two detached bungalows each offer private king suites with individual climate control, creating accommodations for up to 14 guests. Every detail has been thoughtfully designed, from the professionally styled interiors to the island-inspired kitchen with a bar area for entertaining. Outside, expansive living spaces include a heated and cooled saltwater pool and spa, a two-story tiki deck, expansive outdoor living area, and 90 feet of deep-water dockage with slips for up to four boats. As an investment, The SaltyLime has proven itself from the start, generating 32 weeks booked and more than $235,000 in its first year and has already secured over $280,000 in current and future reservations, all supported by a flawless 5-star guest review record across all platforms. The estate comes fully furnished and rental-ready, complete with branding and website, décor, future bookings and systems already in place, making it an effortless transition for new owners. Perfectly suited for boaters, anglers, and families alike, this property is more than a vacation home—it's a high-performing asset and a slice of Keys paradise ready to be enjoyed

398 70th St, Marathon

$2,989,000

4 Beds ⋅ 5 Baths ⋅ 620683 MLS

BRAND NEW CONSTRUCTION * LICENSED VACATION RENTAL WITH RENTALS IN PLACE FOR 2026 & 2027. Indulge in the art of refined coastal living in this brand new luxury waterfront residence, where timeless elegance meets modern design across four bedrooms and four and a half baths, thoughtfully crafted for both elevated comfort and effortless entertaining. Boasting an impressive 99 feet of composite dockage, this exceptional property invites carefree days on the water, while the resort-style outdoor setting captivates with a sparkling pool, a spa that transforms into a rejuvenating cold plunge, and a beautifully designed backyard finished with lush turf, elegant pavers, and full fencing for privacy. Inside, a spacious open concept living and dining area unfolds with impeccable attention to detail, highlighted by sophisticated champagne bronze finishes and stunning wood plank tile that flows throughout, creating a warm yet contemporary ambiance. A private elevator provides effortless access to every level, including the expansive 880 square foot enclosed lower level, designed as the ultimate entertainment retreat featuring a sleek wet bar and dual impact glass doors that open on demand to blend indoor and outdoor living in a truly dramatic fashion. Each bedroom serves as its own private sanctuary, complete with a luxurious ensuite bath, offering comfort, privacy, and a sense of exclusivity for both residents and guests alike. This is more than a home, it is a statement of lifestyle, where every detail has been curated to deliver the pinnacle of waterfront luxury living. Property is being sold turnkey and vacation rental ready.

300 N Anglers Dr, Marathon

$2,975,000

5 Beds ⋅ 5 Baths ⋅ 608751 MLS

CONSTRUCTION COMPLETE! MOVE-IN AND RENTAL READY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys; adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, sandy beach with the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the pool deck and beach. The second floor features an open floor plan with spacious kitchen, dining, and great room all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor, you'll find the primary suite with a luxurious spa bath, a second guest suite and two additional guest bedrooms that share a bath. Luxuriously finished with high-end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes, custom closets, and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase from the second down to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best!

59720 Overseas Highway Unit 7, Marathon

$2,950,000

7 Beds ⋅ 4 Baths ⋅ 621196 MLS

Spacious 7 bedroom Key Colony Beach pool home featuring a brand-new metal roof and 3,696 square feet under air, plus a huge screened-in porch overlooking the sensational pool area and waterway. Set on a large lot with a newly extended and updated 60-foot dock offering ample space for multiple watercraft, the property also boasts a recently refreshed freeform shaped pool and surrounding sundeck. Open-concept living areas on two levels and large bedrooms have made this a desirable licensed vacation rental home for repeat guests. Located near the end of the street with close proximity to Vaca Cut and the Key Colony channel for easy access to both the ocean and bay. The home has been beautifully maintained and updated with impact windows and doors. Walking distance to the 3-Par golf course, tennis, and recreational area, with daily sunsets to enjoy at nearby Sunset Park on the open water. A pedestrian path circles the island for walking and safe bike riding, with a 25 mph speed limit island wide. There is no neighborhood in the Florida Keys quite like Key Colony Beach, the premier boating community of the Middle Keys.

285 13th St, Key Colony

$2,950,000

4 Beds ⋅ 4 Baths ⋅ 621065 MLS

Experience the pinnacle of coastal luxury in this brand-new waterfront residence in Key Largo. Featuring four spacious bedrooms and four elegantly appointed bathrooms, this home is crafted with solid concrete construction, ensuring durability and peace of mind. Enjoy breathtaking bay views from the top floor-an ideal setting for entertaining or unwinding as the sun sets over the water. A modern, resort-style pool at the water's edge provides the perfect retreat after a day on the ocean, while the brand-new concrete dock offers a secure haven for your boat, with deepwater access to both the ocean and bay. Inside, this stunning home boasts impact windows and doors, elegant tiled floors throughout, and a chef's kitchen with a waterfall-edge sit-up island, premium appliances, and abundant natural light. A luxury elevator adds convenience, while the spacious covered understory--complete with a workshop and storage area--is perfect for housing all your fishing and boating gear. Located just one hour from Miami International Airport, this tropical paradise offers the perfect blend of exclusivity and accessibility.

714 Garden State Ln, Key Largo

$2,950,000

5 Beds ⋅ 4 Baths ⋅ 620755 MLS

Boater's Paradise in the Heart of Key Largo! This exceptional 2018 waterfront residence offers the perfect blend of luxury, location, and effortless island living. Featuring 5 bedrooms, 4 bathrooms, and 2,509 square feet of thoughtfully designed living space, this meticulously maintained canal-front home showcases exquisite finishes and timeless coastal elegance throughout. Situated just a few homes from the open water of Blackwater Sound, you'll enjoy quick access to Adams Cut and the Atlantic Ocean -- putting world-class fishing, diving, snorkeling, and waterfront dining just minutes from your dock. Speaking of which: 75 feet of canal frontage and a 17,000-lb boat lift make this an ideal setup for the serious boater. Step outside to your private tropical oasis, complete with a sparkling pool, over 2,000 square feet of open-air balcony and outdoor entertaining space, a spacious carport, and a private gated entrance -- every detail designed to maximize indoor-outdoor living and capture the true Keys lifestyle. Whether you're searching for a luxury primary residence, a vacation getaway, or a waterfront investment, this home checks every box. Conveniently located just an hour from Miami International Airport, you can enjoy island living without sacrificing accessibility. Owner financing available -- a rare opportunity to own a premier waterfront home in one of Key Largo's most desirable boating neighborhoods.

44 S Blackwater Ln, Key Largo

$2,950,000

4 Beds ⋅ 4 Baths ⋅ 620729 MLS

Welcome to 8 Poisonwood Road, a masterfully renovated waterfront residence that redefines modern luxury in the heart of Key Largo. This exceptional 4-bedroom, 4-bathroom CBS home features a metal roof, impact-rated windows and doors, and over 3,900 square feet of beautifully designed living space. Ideally situated on a private, direct ocean-access canal, you'll enjoy immediate access to world-class fishing, diving, snorkeling, sandbars, and the crystal-clear waters of the Florida Keys. The open-concept second level is the heart of the home, offering panoramic canal views across the entire width of the residence. A chef-inspired kitchen flows seamlessly into the spacious living and dining areas and features granite countertops, full-height granite backsplashes, a custom wet bar, contemporary glass railings, warm LED lighting, and sleek roller shades throughout. The private third-floor primary suite offers a peaceful retreat with a spacious walk-in closet, spa-inspired bathroom featuring custom dual vanities and a frameless glass shower, plus a private balcony with peek-a-boo ocean views. The first floor includes three additional bedrooms, two full bathrooms, a large entertainment area, and a dedicated poolside bath providing convenient access to the outdoor living spaces. Designed for effortless entertaining, the property boasts over 700 square feet of covered outdoor living space overlooking a stunning designer swimming pool completed in 2026. Professionally landscaped with decorative stone, premium artificial turf, and mature tropical landscaping, the grounds offer exceptional beauty with minimal maintenance. Boaters will appreciate the 60-foot concrete dock, concrete water-entry steps, and three canal aerators that help maintain crystal-clear water for swimming, paddleboarding, and waterfront enjoyment.

8 Poisonwood Rd, Key Largo

$2,950,000

3 Beds ⋅ 2 Baths ⋅ 619945 MLS

An Exquisite Tropical keys living experience awaits. A natural setting with sunset views in the warmth of a coastal home located along this beautiful bayside waterfront corner lot. This home is surrounded by 155 feet of seawall & a fabulous 35+ foot dock equipped with a 13,000 lb boat lift with Quick easy access to the Gulf. Ease in navigating the bay waters for docking & terrific for even the ''monster'' boats! Multiple docking configurations possible! This stilted home provides tranquil privacy & easy living. A concrete pad below provides lots of covered out door living space along with an enclosed a flex space area plus a double car garage that can handle a full size truck! Staying home for the day? Cool off in your pool or sit in the shade of the coconut trees. Want to take a water break? Private steps into the bay give you easy access to launch your kayaks or paddle boards. Enjoy the views of the gulf & sunsets from your patio & backyard. This open floor plan, high ceilings 3 bedroom, 2 bath home has amazing appointments & finishes throughout. A beautiful kitchen designed for the most discerning chef with: expansive island, stunning granite counters, nicely upgraded 1 year new SS appliances, double Pantry cabinetry & storage galore. Plus a morning coffee bar with upper & lower cabinets , sink & beverage fridge. The Primary ensuite provides a spacious room, natural light, a walk-in shower, a soaking tub & double sinks with drawer/cabinetry vanity, pendent lights plus a TV. Both bathrooms have tile decorative features along with stunning granite counters in primary & Quartz in Guest room + framed mirrors. Additional storage in separate laundry room & linen closets. The expansive patio, dock & stairs recently redone with maintenance free composite; Never have to paint or replaced. This almost new construction has barely been lived in used as a part-time getaway & Never been a rental. The construction is built 2 feet above flood elevation. A tru

217 Bruce Ct, Marathon

$2,950,000

4 Beds ⋅ 4 Baths ⋅ 619782 MLS

Island living in prestigious Port Largo, one of Key Largo's most sought-after waterfront neighborhoods. Set on an oversized 14,215 sq. ft. waterfront lot, this furnished and move-in-ready pool home offers 50' of concrete dockage with boat lift and jet ski davits, deep-water ocean access, and exceptional space for enjoying the Florida Keys lifestyle. The home offers 4 bedrooms and 4 baths, including 2 primary suites. The owner's suite encompasses the third floor and features a private balcony retreat and spacious bath with soaking tub, separate shower, dressing table, and spa-like feel. On the main living level, a well-appointed kitchen features ample wood cabinetry, granite countertops, and stainless-steel appliances. A large outdoor balcony extends the living space and provides an inviting setting for morning coffee, coastal breezes, dining, or relaxed evenings. The expansive, fully fenced and gated yard is a standout feature, with a heated pool, generous covered outdoor areas, and plenty of room to entertain family and friends after a day on the water. A ground-level recreation room opens directly to the pool area, while 2 attached garages provide valuable storage and convenience--a rare find in the Keys. Ideally located near restaurants, shopping, Key Largo Community Park, and Jacobs Aquatic Center. With its oversized lot, waterfront setting, abundant outdoor space, and boating amenities, 437 Laguna Avenue offers a distinctive opportunity to enjoy the Keys lifestyle in Port Largo.

437 Laguna Ave, Key Largo

$2,950,000

4 Beds ⋅ 3 Baths ⋅ 617358 MLS

Experience stunning water views from this exceptional 4-bedroom, 3-bath home situated on a desirable bayside corner lot. This property offers extensive dockage with a step down, custom-built steel bumpers, accommodating multiple vessels with ease. With approximately 190 feet of waterfront, you can unwind by the beautiful swimming pool and hot tub while enjoying serene lagoon views. The home is offered fully furnished and features an updated kitchen with stainless steel appliances and quartz counters, newer A/C, impact windows, and an interior laundry room with custom cabinetry. Weekly rentals are permitted, adding excellent investment potential. Enjoy outstanding views from the living area and balcony, as well as canal views from 2 of the bedrooms. This is the perfect spot for kayaking, paddleboarding, and fishing directly from your private dock. The deep water access allows for large vessels, and there is ample parking for all your toys. A public boat ramp is conveniently located just a few blocks away. Additional highlights include a dedicated rod-and-reel room/lower-level storage area just steps from the dock, a fish-cleaning station with running water, an outdoor shower, and concrete steps providing easy kayak and paddleboard launch access. Tons of storage space downstairs on an oversized lot. This is a true boater's paradise--perfectly equipped for relaxation, recreation, and coastal living at its finest.

123 W Bruce Ct, Marathon

$2,950,000

4 Beds ⋅ 5 Baths ⋅ 613026 MLS

A Secluded Waterfront Paradise in the Heart of the Florida Keys. Step into a world of minimalistic elegance and tranquility at this one-of-a-kind coastal oasis. Tucked away on over an acre of lushly landscaped, private property stretching from highway to water, this architecturally unique home offers serene luxury and endless possibilities. Arrive via a tree-lined driveway to discover a striking three-story coastal retreat. Featuring four private en suite bedrooms, each with its separate entrance, the home is designed to provide privacy and relaxation for family and guests alike, great rental property for corporate retreat. This property has just received a vacation rental license which brings enhanced opportunities for income producing short term vacation rentals. The sleek, contemporary design integrates seamlessly with the natural surroundings, offering captivating water views from every vantage point. Designed with entertaining in mind, this property boasts multiple spacious outdoor entertainment areas, including verandas overlooking the sparkling pool, sand-laden grounds, and tranquil waterfront oasis. Gather around the expansive fire-pit with seating for up to 14, perfectly situated at the water's edge for unforgettable evenings under the Keys' starry skies. Adding to its versatility, a secondary garage structure—measuring over 700 sq. ft. with soaring 11-foot ceilings—has been artfully re-imagined as a flexible guest space or personal retreat. With SR zoning permitting vacation rentals, this unique property offers endless opportunities, whether as a family compound, corporate retreat, or lucrative investment. Its layout, designed to maximize privacy and individuality, makes it especially appealing for those seeking a distinctive and adaptable space. Additional features include: Ample parking and storage, ideal for all your waterfront toys. •A kayaker's or paddleboarder's dream, with access to nearby mangrove trails. A secluded yet accessible location, offering privacy while remaining close to the best of the Keys. Don't miss the opportunity to own this unparalleled Keys sanctuary, where modern sophistication meets natural beauty. Schedule your private tour today and experience the allure of this remarkable retreat.

98701 Overseas Hwy, Key Largo

$2,900,000

2 Beds ⋅ 2 Baths ⋅ 619931 MLS

What does everyone want? The smallest house in a great neighborhood! THIS IS THE ONE! Tucked away in the sought-after Venetian Shores neighborhood of Islamorada, this solid CBS waterfront home is perfectly positioned for enjoying the effortless boating lifestyle the Keys are known for. With 100 feet of dockage, a 15,000 lb. boat lift, and a fish cleaning station, this home is just one lot from Snake Creek which offers immediate access to both the Atlantic Ocean and Florida Bay. Enjoy peaceful Snake Creek views and the constant reminder that the water is always just moments away. Upstairs, the open floor plan is designed to capture natural light and Snake Creek views, with vaulted ceilings creating an airy coastal feel throughout the living, dining, and kitchen areas that span the width of the home. Three sets of sliding glass doors invite the outdoors in, opening the space to breezes and waterfront scenery. Two bedrooms and one full bath complete the upper level, while downstairs offers valuable storage space, a permitted full bath, and covered carport parking. The cleared lot provides exceptional flexibility with ample room for boats on trailers, additional vehicles, or the opportunity to expand the existing home and create an even larger waterfront retreat. Don't miss out on this exceptional value!

154 Milano Dr, Islamorada

$2,900,000

2 Beds ⋅ 2 Baths ⋅ 619715 MLS

Seclusion meets striking contemporary design in this elevated sanctuary, positioned just moments from Higgs Beach and White Street Pier. Behind a signature pivoting red gate and architectural peekaboo wall, the residence unfolds as a curated experience of light and geometry. The entry foyer--anchored by a sun-drenched desk nook and an open-tread staircase--leads to a living space defined by floor-to-ceiling glass and transom detailing that frames the outdoor oasis like a living gallery. The culinary space is anchored by a sleek, minimalist aesthetic, featuring custom cabinetry, crisp white surfaces, and Bosch appliances. A glass-door pantry provides a sophisticated home for provisions, blending functional utility with the kitchen's clean geometry For guests, a private main-level suite is tucked away behind a discreet pocket door, offering an ensuite bathroom and ample closet space for a completely independent wing. The second floor is dedicated entirely to the primary retreat. This suite features a large walk-in closet and a refined ensuite bathroom. Just beyond the sleeping quarters is a private balcony where an open-air soaking tub offers a quiet moment of luxury under the stars. The exterior of the home is a masterwork of tropical landscaping, where beautifully mature and lush greenery wraps the property in total privacy. At the heart of the grounds is an expansive heated pool bordered by a large deck, perfect for sun-drenched afternoons. For the host, the covered outdoor dining pavilion is fully equipped with an integrated grill and ample countertop space for seamless entertaining. Nearby, a serene Zen garden with a tranquil fountain feature provides a quiet corner for meditation and reflection. This is more than a home; it is a sophisticated, high-design haven just steps from the ocean.

1701 Laird St, Key West

$2,899,000

5 Beds ⋅ 5 Baths ⋅ 621167 MLS

Brand-new waterfront construction in Marathon's desirable Coco Plum neighborhood, offering 5 bedrooms, 5 bathrooms, 3,458 square feet under air, and 5,204 total square feet across three thoughtfully designed levels. Boating and waterfront living take center stage with two 40+ foot slips, offering plenty of room for multiple vessels or personal watercraft and convenient access to the surrounding Keys waters. A private pool, spacious covered terrace, and summer kitchen overlooking the canal create an ideal setting for entertaining, relaxing, and enjoying life on the water. The ground level features a private bedroom, full bath, family room, and laundry closet, providing excellent flexibility for guests or additional living space. The main level showcases an expansive open-concept great room with kitchen, dining, and living areas, along with custom cabinetry, quartz countertops, a built-in cocktail bar, separate coffee bar, an additional bedroom with en-suite bath, guest bath, and a covered terrace with canal views. Upstairs, the spacious primary suite offers a walk-in closet, luxurious en-suite bath, and private waterfront terrace. Two additional bedrooms, a shared bath, and a second full laundry room with mop sink and linen storage add convenience. Built with CBS construction, impact-resistant windows and doors, a metal roof, and dual-zone A/C, the home also features wood and stone flooring, porcelain tile, custom cabinetry, and professionally designed landscaping. With substantial dockage, direct access to the water, a private pool, and multiple waterfront terraces, this exceptional new residence is designed to fully embrace the Florida Keys boating lifestyle.

111 Ave D, Unit 2, Marathon

$2,899,000

4 Beds ⋅ 4 Baths ⋅ 620278 MLS

Exceptional investment and lifestyle opportunity in the heart of Plantation Key. This offering includes a triplex income property together with the adjacent multifamily lot, giving you both immediate rental income and room to grow. In the Village of Islamorada, it is rare to find side-by-side multifamily parcels in such a convenient, desirable Upper Keys neighborhood. 127 Monroe Drive is a concrete triplex of roughly 2,400 sq ft on a 7,500 sq ft lot, with 3 rental units (1/1, 1/1, 2/2), full kitchens and baths, abundant on-site parking, and comfortable outdoor living areas. Units 1 and 3 were renovated with fresh finishes and updated interiors that attract solid tenants and keep maintenance in check. In 2025, the dock electric was upgraded with a dedicated meter for the dock power, one on each property. Next door, 121 Monroe Drive is an additional multifamily parcel of about 7,500 sq ft, now vacant and ready for your next phase of development. Consider adding more units, a pool, covered parking with storage, or enhanced outdoor spaces to create a cohesive compound and boost rental revenue. Multifamily waterfront land in Islamorada is limited, and demand for quality rentals remains strong. With recent upgrades already completed and easy access to the mainland, this combined offering is a great opportunity for investors, 1031 buyers, or owner-operators who want a flexible Keys property with income today and room for future build-out and long-term appreciation. Free access to Founders Park, with sandy beach, swimming pool, boat ramp, playground, tennis, pickleball, walking paths, sports fields, dog park and daily fun activities and regular events.

127 & 121 Monroe Dr Unit 1-3, Tavernier

$2,899,000

2 Beds ⋅ 3 Baths ⋅ 619033 MLS

Life on the water begins the moment you arrive at this beautifully positioned open water home on prestigious Harbour Drive in Duck Key. Surrounded by swaying palms and tropical landscaping, this classic 2 Bedroom 3 Bathroom Florida Keys coastal cottage sits on an oversized 11,250 sq. ft. lot highlighted by a bright open-concept layout with panoramic views of Toms Harbor. Built with CBS construction, impact windows, and a metal roof, the property provides both durability and low-maintenance island living. For boaters, the property features 75 feet of concrete seawall and a dock with quick access to both the Atlantic Ocean and Gulf for world-class fishing, diving, and boating. The tropical backyard is designed for true Keys living, featuring a waterside tiki hut, shaded seating areas, and plenty of room for a future pool with a permitted convenience bathroom downstairs. An outdoor elevator, garage, and beautifully landscaped yard add comfort and curb appeal. Residents of Duck Key enjoy optional membership at Club Duck Key with access to a heated and chilled pool, pickleball and tennis courts, bocce ball, basketball, and a vibrant social calendar. Located just minutes from Marathon Jet Center, marinas, restaurants, and shopping, this Duck Key home offers the perfect balance of privacy, boating convenience, and island lifestyle.

425 Harbour Dr, Duck Key

$2,895,000

4 Beds ⋅ 5 Baths ⋅ 619665 MLS

Built in 2008, this expansive 3,220 sq ft residence sits on a nearly 5,000 sq ft lot and offers the perfect blend of comfort, style, and location. Centrally situated, you're just moments from beautiful beaches, top-tier dining, vibrant bars, museums, and all the attractions the area has to offer.Upstairs features three generously sized bedrooms, each with its own en suite bathroom and walk-in closet, providing privacy and convenience for family and guests alike. The main level is designed for living and entertaining, large open floor plan. An additional bedroom and bath on main floor with a door to the pool/deck area. The chef's kitchen is a standout, equipped with high-end stainless steel appliances including a 48-inch Viking gas range, refrigerator, ice maker, dishwasher, built-in steamer, wine cooler, and rich cherry cabinetry. Additional highlights include: Efficient 2-zone HVAC system, Impact windows and sliding glass doors, Beautiful Tigerwood flooring throughout. The exterior is equally impressive, featuring durable Hardi plank siding for low maintenance, Ipe wood decking, and a private pool surrounded by lush tropical landscaping. The fully fenced yard creates a serene and secluded outdoor retreat. The house also offers two off-street parking spaces, plus ample street parking for guests. A rare opportunity to own a spacious, well-appointed home in a prime location--this one truly has it all.

1320 South Street, Key West

$2,890,000

3 Beds ⋅ 3 Baths ⋅ 620743 MLS

Welcome to your coastal retreat in the highly sought-after Port Antigua neighborhood--where relaxed Keys living meets exceptional boating access and resort-style amenities. Residents enjoy a private homeowner's beach and boat ramp, enhancing the ease of life on the water. This solid CBS construction home offers approximately 75 feet of dockage, a 12,000 lb boat lift, and a convenient fish cleaning station--perfect for avid boaters and anglers alike. After a day on the water, unwind by the beautifully designed pool where a spa cascades into the water, complete with a swim jet, heater, and chiller for year-round enjoyment. Upstairs, the open floor plan is bright and inviting, anchored by a well-appointed kitchen featuring stainless steel appliances, quartz countertops, and a generous island ideal for gathering. Two spacious bedrooms and baths provide comfort and privacy, while a versatile Florida room serves perfectly as a home office and gym. Built for durability and peace of mind, the home includes a concrete roof, impact windows and doors, and an Arlo security system. A rooftop deck offers additional space to relax and take in the coastal surroundings. Downstairs, an expansive covered entertaining area flows seamlessly to the pool and tiki hut--thoughtfully equipped with lighting, ceiling fan, grill, side burner, sink, and refrigerator--creating the ultimate setting for outdoor living. Elevated above flood, the guest quarters feature a private living area, bedroom, and bath with access from both the pool and interior, making it ideal for visitors. A perfect blend of comfort, function, and island charm--this is Port Antigua living at its finest.

101 Madeira Ct, Islamorada

$2,890,000

5 Beds ⋅ 4 Baths ⋅ 619621 MLS

Huge Direct Oceanfront Compound -- One-of-a-Kind with 276-Foot Concrete Dock Adjacent to World-Famous John Pennekamp, Coral Reef State Park & Molasses Reef. Discover a truly exceptional and private oceanfront compound designed for boating enthusiasts, investors, or multi-generational living. Spread across three expansive lots, this rare property includes two distinct homes and direct water access -- a combination that's nearly impossible to find in today's market. The primary residence features a Modern Style 3 bedrooms and 2 full baths, offering bright, comfortable living spaces and sweeping ocean views. The second home, complete Modern Style 2 bedrooms and 2 baths on a separate meter, is ideal for guests, or extended family. Step outside to unparalleled oceanfront living with a 276-foot concrete dock, perfect for accommodating large vessels, fishing, and launching watercraft. The grounds offer generous room for entertaining, expansion, or simply enjoying the peaceful surroundings of this secluded coastal haven. Highlights: 3 lots with two homes and a 276-ft dock, Turn-Key Direct ocean access -- idea for boating on the Ocean or Bay. Steps from John Pennekamp Coral Reef State Park Perfect for entertaining, investing, or creating a family retreat Unmatched privacy and coastal lifestyle potential. Seller will consider all reasonable offers.

34 Atlantic Dr, Key Largo

$2,859,000

3 Beds ⋅ 4 Baths ⋅ 616807 MLS

Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home offers the best of island living. Step inside to a bright, open-concept main living space with a wall of stackable impact glass doors that seamlessly connect the indoors with the private outdoor oasis. Just beyond the doors, you'll find a custom heated pool with tranquil water fountains, surrounded by lush tropical landscaping that offers both beauty and privacy, all complemented by a brand-new travertine pool deck that enhances the space with both elegance and durability. Each bedroom features its own en suite bath and walk-in closet, offering comfort and convenience for you and your guests. Storage is abundant throughout the home--a rare find in Key West. For added peace of mind, the property is outfitted with full impact-rated windows and doors. The modern kitchen is equipped with sleek stainless steel appliances, perfect for entertaining or everyday living. The home features two-zone central AC (one unit per floor), and the third-floor primary suite offers a loft-like retreat with both central air and a mini-split system for personalized comfort. Currently operating as a successful vacation rental, this property offers excellent income potential. The home can be sold turnkey with furnishings included, giving buyers the option to move right in or start generating rental income immediately.

814 Ashe St, Key West

$2,850,000

4 Beds ⋅ 4 Baths ⋅ 619905 MLS

Welcome to 101 Ocean Shores Drive -- a rare opportunity to own a spacious, concrete-constructed coastal retreat in the heart of the Upper Keys. Situated on an oversized corner lot, this expansive residence offers over 4,000 square feet under air, but true Keys living happens outdoors -- and this home was designed for exactly that. Large terraces on every level create the perfect setting for entertaining, relaxing, and enjoying the island breeze year-round. Thoughtfully designed for large families or multi-generational living, the home features two bedrooms and two bathrooms on each living level, including an oversized primary suite. Laundry rooms on both levels add everyday convenience, while the elevator servicing all three floors makes access effortless throughout the home. The ground level offers even more versatility with a dedicated garage, tackle room, bonus room, and cabana bath -- ideal for boating, guests, hobbies, or additional storage. Built with solid concrete construction and complete impact windows and doors, the home offers both durability and peace of mind. Step outside to your private backyard oasis featuring a heated concrete pool and spa with the perfect blend of sun and shade. Located in a highly desirable neighborhood, you're just a short golf cart ride from local favorites including Pilot House Restaurant & Marina, Sharkey's Pub and Skipper's Dockside, along with nearby parks, pickleball courts, playgrounds, and community amenities. This is the kind of home that truly must be seen in person to appreciate everything it has to offer.

101 Ocean Shores Dr, Key Largo

$2,849,000

4 Beds ⋅ 4 Baths ⋅ 621261 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

$2,849,000

3 Beds ⋅ 2 Baths ⋅ 618874 MLS

Experience breathtaking sunsets over Sugarloaf Sound from this 2-story CBS open water estate offering 3 bedrooms, 2 baths, and 2,170 sq ft of elevated coastal living just 20 minutes from Key West. Situated on a generous 15,650 sq ft lot, this meticulously maintained home features impact doors and windows, metal roof, exterior elevator, and lush tropical landscaping including a dedicated orchid house for the gardening enthusiast. The main living level showcases a stunning Great Room with soaring tongue-and-groove ceilings and panoramic water views. The open kitchen overlooks Sugarloaf Sound and offers bar seating, stainless appliances, and gas range. A dining area with Dade County Pine accent wall adds warmth and character. The entire second floor is devoted to the private Primary Suite retreat, complete with walk-in closet, sitting room, and spectacular water views for morning coffee with the sunrise and evenings watching the Keys' famous sunsets. Outdoor living is exceptional with a waterfront heated and chilled pool, covered lanai for entertaining, outdoor shower, tiki hut, and private dock with 12,000 lb boat lift offering easy open water access. Every evening, the sky ignites in gold and crimson as the sun melts into Sugarloaf Sound. This is not just a home, it is a front-row seat to one of the Florida Keys' most extraordinary natural performances.

17041 Marlin Dr, Sugarloaf

$2,800,000

4 Beds ⋅ 4 Baths ⋅ 620899 MLS

Welcome to prestigious Sombrero Isle, one of the Middle Keys' most exclusive waterfront communities. This exceptional 4-bedroom, 4-bath residence blends timeless elegance with the relaxed luxury of the Florida Keys lifestyle. Step inside to a grand living room highlighted by soaring volume ceilings, gleaming marble floors, a gracefully curved staircase, and a wraparound mezzanine that leads to the spacious bedrooms and private guest quarters. Designed for both everyday living and entertaining, the home offers an open, inviting atmosphere with impressive Mediterranean architectural details throughout. The well-appointed kitchen features granite countertops, stainless steel appliances, and abundant cabinetry, providing both style and functionality. Outdoors, enjoy your own tropical retreat with a heated freeform swimming pool and over 40 feet of dockage with approximately 5 feet of controlling depth, offering convenient access for a variety of boats. Nestled within the exclusive island community of Sombrero Isle, this intimate enclave consists of only 32 waterfront homes, each situated on approximately one-half acre. Boaters will appreciate the quick access via Sister's Creek to the Atlantic Ocean and some of the finest fishing and diving waters in the United States. Residents also enjoy close proximity to the renowned Sombrero Beach, scenic parks, shopping, fine dining, and vibrant local restaurants and waterfront bars. Marathon International Airport is just 10 minutes away, making travel to and from paradise effortless. Experience the perfect combination of luxury, privacy, and premier boating access in one of Marathon's most coveted waterfront neighborhoods.

121 Calle Ensueno, Marathon

$2,800,000

2 Beds ⋅ 2 Baths ⋅ 620355 MLS

High Income-Producing Transient Licensed Gem in the Heart of Old Town Key West! Rare opportunity to own a highly sought-after transient licensed vacation rental in one of Key West's most desirable Old Town locations. This charming 2-bedroom, 2-bath home also features a versatile bonus room, offering additional space for guests, a home office, or a creative retreat. Thoughtfully updated from top to bottom, the property boasts a new roof, A/C system, appliances, water heater, furniture, decking, pool and much more--providing a truly turnkey investment. A proven performer, this popular vacation rental enjoys strong occupancy, excellent reviews, and consistent income potential. ''Potter's Cottage'' a true Key West conch house, showcases artistic character and unique touches of the former owner who was a well known Key West potter, creating an authentic Key West experience that guests love. Outside, enjoy a beautifully refreshed salt water pool area, a covered lanai, an outdoor shower, new Trex decking, and inviting outdoor living spaces designed for relaxation and entertaining. The quaint front porch offers the perfect spot to unwind and soak in the vibrant neighborhood atmosphere. Ideally situated in the heart of Old Town, you're just steps from Duval Street, world-class dining, shopping, galleries, entertainment, and historic attractions. Leave the car behind--everything Key West has to offer is within easy walking or biking distance. Whether you're seeking a profitable investment, a personal island getaway, or the best of both worlds, this exceptional property delivers. A buyer can step into existing bookings and reputation on day one, proven 5.0 rating, 100 plus reviews and strong repeat bookings. Schedule your private showing today and discover this outstanding Key West opportunity.

1009 Whitehead St, Key West

$2,800,000

4 Beds ⋅ 3 Baths ⋅ 619615 MLS

SPECIAL DAILY TRANSIENT LICENSE!!! Experience one of the Lower Keys' rarest offerings at 21640 Overseas Highway,an extraordinary 1.2 acre open-water estate with panoramic ocean views, resort style amenities, and true investment upside. Opportunities like this almost never come to market from Key West to Summerland. With 3,286 sq ft per appraisal, this 4-bedroom waterfront residence delivers the scale, privacy, and setting luxury buyers search for but rarely find. From the moment you enter, the home is designed around the water. Expansive living areas, soaring ceilings, and oversized windows frame endless blue views while natural light fills the interior. The spacious layout offers multiple entertaining zones, generous bedroom suites, and the kind of footprint that allows a buyer to enjoy immediately or elevate into a signature Keys showplace. Outside is where this property separates itself from nearly everything else on the market. The massive parcel creates room to breathe, entertain, and enjoy waterfront living on a level almost impossible to replicate today. A private pool, sandy beach area, dockage, mature tropical grounds, and open-water backdrop combine to create a true resort atmosphere. Sunrise coffee, sunset cocktails, paddleboarding, boating, and stargazing all happen from your own backyard. Under the home, an immense garage / storage / workshop space offers rare functionality for collectors, boating gear, vehicles, trailers, hobbies, or business use. Very few waterfront homes in the Keys offer this level of usable enclosed space. For investors, this property's transient rental license potential is a major value driver. Large open-water estates with acreage and premium amenities command exceptional demand in the vacation market. With the right presentation and management plan, this is the type of asset that can serve as both a personal retreat and a high-performing income property. Lets take a look!!!

21640 Overseas Hwy, Cudjoe

$2,799,999

6 Beds ⋅ 6 Baths ⋅ 620132 MLS

Welcome to your dream waterfront retreat in the heart of the Florida Keys! This stunning 6-bedroom, 6-bathroom pool home in Marathon offers the perfect blend of luxury, comfort, and investment potential. Situated on an expansive 150 feet of deep-water dockage, this property is a boater's paradise, with easy access to the Atlantic Ocean and the Gulf of Mexico. Whether you're setting sail for a day of world-class fishing or cruising to nearby islands, this home's premier location ensures smooth sailing. Designed for both relaxation and entertainment, the home boasts an open-concept living space with breathtaking water views, a gourmet kitchen, and spacious en-suite bedrooms. Step outside to a tropical oasis featuring a resort-style pool, ample patio space, and a covered outdoor entertaining area—perfect for enjoying the Florida Keys lifestyle This property also delivers excellent vacation rental income, making it a fantastic investment opportunity. With strong rental demand in Marathon, this home is an ideal choice for investors looking for a high-performing rental property or a luxurious personal retreat with income potential. Don't miss out on this rare deep-water waterfront gem in the Keys—your slice of paradise awaits!

900 101st Street Ocean St, Marathon

$2,799,000

4 Beds ⋅ 4 Baths ⋅ 620205 MLS

Discover elevated waterfront living in this newly constructed custom two-story concrete residence, offering 4 spacious bedrooms, each with its own private en-suite bath. Thoughtfully designed for both comfort and entertaining, the home features a seamless open-concept layout that effortlessly connects indoor and outdoor spaces. At the heart of the home is a designer chef's kitchen appointed with premium stainless steel appliances, including double convection ovens, a smart refrigerator, dishwasher, vented range hood, and wine cooler. A large center island with prep sink, quartz countertops, custom cabinetry, and elegant LED pendant lighting complete the space. Throughout the home, porcelain tile flooring, designer finishes, and expansive windows create a bright and sophisticated atmosphere. A first-floor guest suite offers balcony access with views overlooking the pool, dock, and canal. The striking floating staircase, accented by a custom LED chandelier, leads to the upper level where three additional en-suite bedrooms await. The luxurious primary suite serves as a private retreat, featuring a freestanding soaking tub, dual vanities, an oversized porcelain tile shower, and a MOEN smart multi-head shower system with app-controlled temperature and spray settings. Additional features include impact windows and doors, a web-connected security camera system, energy-efficient LED lighting, 8-foot interior doors, 4K Smart TVs throughout, dual 3-ton 16 SEER air conditioning systems, a standing seam metal roof, aluminum railings, and spacious balconies on both levels. The property offers dual staircases leading to the outdoor living area, a 12' x 26' custom pool and a 50 foot dock. Ideally located in Marathon's desirable Flamingo Island neighborhood, this exceptional property is just minutes from Sombrero Beach, restaurants, and local attractions. Built with quality, durability, and style in mind, this remarkable waterfront home captures the essence of luxury living.

837 Copa D Oro, Marathon

$2,799,000

4 Beds ⋅ 4 Baths ⋅ 620204 MLS

Experience luxury waterfront living in this custom-built, new construction two-story concrete home featuring 4 bedrooms and 4 private en-suite baths. Designed for entertaining, the open-concept layout seamlessly blends indoor and outdoor living. The chef's kitchen boasts top-of-the-line stainless steel appliances including double convection ovens, Smart refrigerator, dishwasher, vented range hood, prep sink, wine chiller, quartz countertops, custom cabinetry, and a large island. Porcelain tile flooring, custom fixtures, LED lighting, and abundant natural light enhance every space. A first-floor en-suite bedroom offers balcony access overlooking the pool, dock, and water. The dramatic floating staircase with custom LED chandelier leads to three additional en-suite bedrooms upstairs. The primary suite features a floating soaking tub, double vanity, custom porcelain tile shower, and MOEN programmable multi-head shower system with smartphone controls. Additional features include impact windows and doors, web-enabled security camera system, 4K Smart TVs in every room, 8-foot interior doors, two 3-ton 16 SEER A/C units, standing seam metal roof, aluminum railings, and expansive balconies on both levels. Situated on an oversized 11,319 sq. ft. corner lot, the property includes a 12' x 26' pool with custom pavers, two stairways to the outdoor living area, and a 36 foot dock completed in January 2024. Located in the desirable Flamingo Island neighborhood of Marathon, just minutes from Sombrero Beach, dining, shopping, and entertainment. Enjoy quick access to open water, world-class fishing, boating, diving, and the crystal-clear turquoise waters of the Florida Keys. Built to impress and built to last, this exceptional waterfront retreat offers the ultimate Florida Keys lifestyle. Adjacent property at 837 Copa D'Oro is also available, featuring an 8,200 sq. ft. lot and 50-foot dock.

835 Copa D Oro, Marathon

$2,799,000

5 Beds ⋅ 5 Baths ⋅ 619236 MLS

Weekly rental income-producing property with open water access and dockage on desirable Sombrero Beach Road. This 5-bedroom, 5-bath coastal villa is a proven vacation rental offering immediate income potential in the heart of Marathon, just moments from Sombrero Beach. Thoughtfully designed across three levels, the home features light-filled interiors with a coastal palette of soft blues and crisp whites, creating a relaxed luxury feel. Modern finishes, spacious living areas, and seamless indoor-outdoor flow enhance the overall appeal. An elevator provides convenient access to all levels, and multiple balconies capture tropical breezes and water views. Private dockage with direct open water access makes this an ideal property for boating and fishing enthusiasts. The outdoor area includes a private pool and ample space for entertaining, adding to its strong rental performance. Located just a short walk or bike ride to Sombrero Beach, known for its sandy shoreline, calm waters, and beautiful sunsets. Ideal as an investment property, second home, or full-time residence with income potential.

443 Sombrero Beach Rd, Marathon

$2,795,000

4 Beds ⋅ 4 Baths ⋅ 620703 MLS

Modern elegance defines this exceptional custom-built waterfront estate offering 4 bedrooms, 3 full baths, and 1 half bath, complete with every amenity for luxury coastal living. Designed for effortless entertaining, the open-concept floor plan showcases a stunning gourmet kitchen featuring premium stainless steel appliances, quartzite and marble countertops, designer lighting, a beverage cooler, ice maker, and an elevator for added convenience. Expansive floor-to-ceiling sliding glass doors flood the home with natural light while seamlessly blending indoor and outdoor living. The entire third floor is dedicated to a luxurious primary suite, featuring a spa-inspired bath, an oversized walk-in closet, and a private retreat designed for comfort and relaxation. Perfectly situated in one of Key Largo's premier boating locations, the property offers a deep-water dock and an 18,000-pound boat lift and two jet ski docks with quick access to Florida Bay and the Atlantic Ocean.

20 Center Ln, Key Largo

$2,795,000

4 Beds ⋅ 6 Baths ⋅ 619101 MLS

Spectacular sunset views from this custom-built, fully furnished 4-5 bedroom, 5½ bath oceanside home in beautiful Breeze Swept Beach Estates. Situated on an oversized 10,500 sq. ft. fenced lot, the property offers plenty of parking for boats, RV's, and jet skis. This custom home features 3,224 sq. ft. under air and an additional 1,276 sq. ft. of sunset and sunrise viewing decks, including a panoramic 360° view from the rooftop widow's walk. The expansive open-concept living, dining, and kitchen area features cathedral ceilings, creating a bright and inviting space. The updated kitchen boasts quartz countertops with a counter-to-ceiling quartz backsplash, stainless steel appliances including a gas range, and a whole-house maintenance-free Allini water purification system. Enjoy the custom indoor/outdoor sound system, 85' flat-screen TV, and private bathrooms in every bedroom. The office can easily be converted into a fifth bedroom, as it already includes its own full bath. Additional features include front and rear access stairs, covered porches overlooking the new custom pool with heater and chiller, PebbleTec pool finish, and a custom paver pool deck. The property is well-equipped for both comfort and boating with an elevated whole-house Kohler propane generator, garage, large storage area, custom rod racks, ice machine, outdoor shower, 9' x 60' concrete dock, 15,000 lb boat lift, shaded fish cleaning station, and an in-ground 1,000-gallon propane tank for all your propane needs. Other highlights include impact windows and doors, a fenced yard with multiple gates, covered parking, a covered outdoor bar and entertainment area, and a gas hookup for the BBQ grill. Enjoy direct deep-draft Atlantic Ocean access for the perfect day on the water. This stunning home is completely turnkey--just bring your T-shirts, shorts, and toothbrush and start enjoying the Keys lifestyle. Come see this exceptional property before it's gone. Easy and a pleasure

333 Indies Rd, Ramrod

$2,795,000

4 Beds ⋅ 3 Baths ⋅ 618526 MLS

Florida Keys luxury island living at its finest. Welcome to your private slice of tropical island living in coveted Cudjoe Gardens—a true boater's dream set on an oversized double canal-front lot (approx. 15,200 sq. ft.) with an impressive close to 200 feet of concrete seawall. This beautifully designed CBS home offers 4 bedrooms, 3 baths, and nearly 3,000 sq. ft. of living space, thoughtfully arranged for relaxed living and effortless entertaining. Recent renovations elevate the home even further, with the kitchen and primary bath completely and tastefully reimagined by D'Asign Source. The stunning chef's kitchen now features Omega cabinetry, elegant quartzite stone surfaces, premium KitchenAid appliances, and a striking black walnut round dining table that anchors the space with warmth and natural beauty—perfect for gathering with family and friends. Pocket sliding doors open the living areas to a spacious screened Florida Room (approx. 494 sq. ft.), seamlessly blending indoor and outdoor living. Outside, enjoy mature tropical landscaping, extensive paved driveways and walkways, and resort-style spaces designed for relaxing and entertaining. For boating enthusiasts, this property truly shines: approx. 4' control depth, quick access to the reef and backcountry, protected canals, and proximity to a full-service marina. The seawall is fully equipped with a cut-in boat slip, 15,000 lb. boat lift, davits, swim ladder, and outdoor shower—everything you need for life on the water. Additional highlights include a barrel tile roof, an attached 2 car garage, a versatile 676 sq. ft. garage space ideal for storage, hobbies, or island toys. Whether you're hosting sunset gatherings by the pool, heading out for a day on the water, or simply unwinding in your own tropical retreat, this remarkable property offers the perfect blend of comfort, style, and true Florida Keys lifestyle. Come see this exceptional canal-front retreat, where every day feels like a getaway.

20920 5th Ave, Cudjoe

$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

$2,780,000

4 Beds ⋅ 4 Baths ⋅ 618953 MLS

SERIOUS BOATERS--THIS IS THE ONE TO SEE. Exceptional waterfront opportunity in Marathon offering 110 feet of concrete dockage with dual 40-foot finger piers on an approximately 200-foot-wide canal with direct Atlantic access. Bring the boats, jet skis and kayaks--this property was designed for enjoying life on the water. This private waterfront retreat offers over 3,200 square feet with four bedrooms and three-and-a-half baths, a dramatic two-story great room, expansive windows and generous spaces for gathering and entertaining. Outside is where this property truly separates itself: extensive dockage for multiple vessels, floating jet ski and kayak docks, davits, fish-cleaning station and ice machine, plus a heated pool and spa surrounded by tropical landscaping. Weekly rentals are allowed, offering an attractive opportunity for buyers seeking a Florida Keys second home with the potential to generate additional rental income when not in personal use. Morning boat rides. Afternoons by the pool. Evenings overlooking the water. This is the Florida Keys lifestyle buyers come here to find.

14 Ave F, Marathon

$2,750,000

4 Beds ⋅ 6 Baths ⋅ 620421 MLS

Resort-style living just got better! Turnkey waterfront living in prestigious Port Largo. This rare turnkey property offers a legally permitted duplex with ocean views, exceptional flexibility, and strong income potential in one of Key Largo's most desirable waterfront communities. The residence features two side-by-side townhomes, each with 2 bedrooms and 2.5 bathrooms, for a total of 4 bedrooms, 4 full baths, and 2 half baths. Every bedroom includes a private en-suite bath, providing comfort and privacy for owners and guests. Situated on 75 feet of waterfront, the property boasts a brand-new heated saltwater pool, concrete dock, and 20,000-pound Neptune boat lift. The wide, 80-foot deep-water canal offers quick ocean access, placing you on the first channel to the Atlantic with ocean views and easy access to world-class fishing, diving, and boating. Built entirely of concrete and fully renovated, this home combines durability with modern coastal style. Tastefully updated kitchen, flooring, baths, and more, this home was thoughtfully designed. Located on sought-after Marina Avenue, just steps from the private Port Largo homeowners' park, you'll enjoy beautiful sunrise views from the balconies and the privacy of a nature preserve directly across the street. The ground level includes a spacious storage room, covered parking, and a spacious tiki hut perfect for outdoor living and entertaining. Additional features include all impact windows and doors, an electric gated entrance on both sides, separate electric and water meters for each unit, and furnishings and décor included. Ideal as an investment property, family compound, or waterfront retreat, this unique Port Largo opportunity delivers the best of the Florida Keys lifestyle. Call today. Owner/Agent.

139 Marina Ave, Key Largo

$2,750,000

3 Beds ⋅ 2 Baths ⋅ 619095 MLS

Don't let the address fool you, this home has easy bay access! Welcome to relaxed waterfront living in the Village of Islamorada, where open water views and nightly sunsets set the tone for an effortless Keys lifestyle. This inviting three-story home is designed to capture light, breezes, and the beauty of its surroundings. Inside, vaulted tongue-and-groove ceilings and an airy open floor plan create a warm coastal ambiance, while expansive impact windows and doors frame sweeping water views. The main living spaces flow seamlessly together, making it easy to entertain or simply unwind after a day on the water. Three comfortable bedrooms and two baths provide plenty of room for family and guests. Step outside to enjoy open terraces on both levels--perfect for morning coffee, sunset cocktails, or watching boats glide by on their way to Florida Bay just minutes away. Boaters will appreciate the concrete dock and quick access to some of the Keys' most spectacular waters. Thoughtfully equipped with impact windows and doors and a whole-house generator for peace of mind, this waterfront retreat blends comfort, practicality, and the timeless charm of Islamorada living--where every evening ends with a sunset over the bay.

149 Lake Rd, Tavernier

$2,749,000

3 Beds ⋅ 4 Baths ⋅ 620237 MLS

A waterfront home that is truly the kind of place that makes people stop scrolling, not because it is flashy or overdone, but because it feels rare and real. Set in the highly desired Sombrero Golf Course neighborhood, this property offers a combination that is hard to find in the Florida Keys, a beautiful home, a prime waterfront setting, strong elevation, and a layout that makes everyday life easy while still feeling special. Inside, you will find three bedrooms, each with a private en suite bathroom, plus an additional half bath off the living room for guest convenience. The spacious open floor plan is built for easy living and entertaining, with the kitchen as the true centerpiece. Custom designed with hickory cabinetry, granite countertops, Wolf cooking appliances, a full size Sub Zero fridge and freezer, a 105 bottle wine cooler, and a Miele espresso machine, it is both beautiful and functional. The oversized island seats four and includes smart built in storage to keep everything organized and clutter free. Outside, enjoy a fully screened in pool deck with a built in outdoor kitchen, plus 125 feet of recently repoured dockage with a 15,000 pound boat lift, davits, and two 50 amp shore power stations, along with immediate Ocean and Gulf access for the ultimate Florida Keys boating lifestyle. One of the biggest advantages of this home is its rare ground level, above flood construction. That alone makes it stand out, but the high and dry elevation makes it even more desirable. With new impact windows and doors, a metal roof, and a whole house generator, the major upgrades are already done, offering comfort, confidence, and true peace of mind for Keys living.

2919 Sombrero Blvd, Marathon

$2,700,000

3 Beds ⋅ 3 Baths ⋅ 618316 MLS

Walk into this luxurious palace with captivating open water views. Light colors accenting the beautiful interior with matching large porcelain floors enhancing the large windows bringing the natural light inside. Gourmet kitchen for any chef to create great memories viewing the sunsets. Open patio with a great view of the pool and the outdoor entertaining areas. Three roomy suites for your family and friends to enjoy, with oversized closets and high ceilings for your pleasure. 15,000-pound boat lift for your convenance at your dock side.

1553 Sunrise Dr, Big Pine

$2,699,999

4 Beds ⋅ 3 Baths ⋅ 620277 MLS

Welcome to one of Cudjoe Gardens' most desirable waterfront addresses Built in 2018, 20833 4th Avenue West is an exceptional CBS waterfront estate offering 4 bedrooms, 3 bathrooms, and more than 2,400 square feet of thoughtfully designed living space. Perfectly positioned on an oversized waterfront lot, this home combines outstanding boating amenities, resort-style outdoor living, and remarkably affordable insurance costs. One of the property's most impressive features is its combined flood, wind, and homeowners insurance, totaling less than $5,500 per year--an extraordinary value for a waterfront home of this caliber in the Florida Keys. Designed with boaters in mind, the property offers approximately 100 feet of concrete dockage along a wide flow-through canal with deep-water access and quick routes to both the Gulf of Mexico and Atlantic Ocean. Two boat lifts, including a 10,000-pound and 14,000-pound lift, provide ample capacity for multiple vessels, making it easy to keep your boats protected and ready for your next fishing, diving, or boating adventure.The backyard is a private tropical retreat centered around a stunning 50-foot resort-style swimming pool heated/chilled Whether you're swimming laps, entertaining guests, or simply relaxing in the Florida sunshine, this outdoor space was designed to impress. A custom tiki bar, outdoor kitchen, waterfront pergola, and expansive entertaining decks create the perfect setting for hosting family and friends while enjoying beautiful waterfront views. Inside, the open-concept floor plan is filled with natural light and designed to capture water views throughout the home. High ceilings, spacious living areas, and modern coastal finishes create an atmosphere that is both elegant and comfortable. The seamless transition between indoor and outdoor living makes this home ideal for embracing the laid-back Florida Keys lifestyle.Located within the sought-after Cudjoe Gardens community, and nearby marina

20833 W 4th Ave, Cudjoe

$2,697,500

4 Beds ⋅ 4 Baths ⋅ 620247 MLS

Most sell due to medical expenses! Discover the pinnacle of island luxury in this stunning canal-front estate located in prestigious Duck Key. Completely transformed by a 2022 remodel, this 4-bedroom, 4-bathroom residence offers an effortless blend of modern sophistication and relaxed Keys living. Set on a generous 12,500-square-foot lot, the resort-style outdoor space features a custom tiki hut with an outdoor kitchen, a sparkling saltwater pool, and a 100-foot concrete seawall. Serious boaters will love the brand-new 20,000-pound lift with 50-amp service and a custom storage shed. The interior features over 3,400 square feet of beautifully finished space, including a gourmet kitchen featuring premium appliances, a bright Florida room, and expansive living areas. The thoughtful layout provides two bedrooms on the main level and two additional bedrooms upstairs, each with a private ensuite bath. The upper level also features a large balcony that captures sweeping views of the crystal-clear canal. Built with solid CBS construction, impact windows and doors, and a metal roof, this home combines refined design with peace of mind. Truly an exceptional value, this Duck Key masterpiece is ready for its new owner. Schedule your private showing today to experience the elegance and serenity of this remarkable home.

1100 S Indies Dr, Duck Key

$2,695,000

2 Beds ⋅ 2 Baths ⋅ 621246 MLS

A rare combination of land, privacy, boating, and open-water living awaits on approximately half an acre of Gulf-front paradise in Grassy Key. With panoramic water views, a private beach, waterfront dock with a 20,000-pound boat lift, heated concrete pool, and lush tropical grounds, this property captures the very best of Florida Keys living. Surrounded by mature landscaping, the two-bedroom, two-bath residence enjoys a peaceful, private setting with beautiful Gulf views. Light-filled living spaces embrace the waterfront surroundings, while the kitchen features granite countertops and stainless steel appliances. Both bedrooms offer private baths for owners and guests alike. Step outside and the Keys lifestyle comes alive. Walk to your private sandy beach, lower the boat from your 20,000-pound lift for a day on the water, relax beside the heated pool, or watch the sun disappear over the Gulf from your own shoreline. Expansive grounds and tropical landscaping provide a level of space and privacy that can be difficult to find in the Keys. The property also boasts an exceptional rental history, consistently renting approximately 50 weeks per year and generating roughly $175,000 in annual rental revenue--a testament to the tremendous appeal of this waterfront setting. Whether you're searching for a private Keys retreat or a proven vacation rental investment, this Grassy Key property offers an extraordinary combination of lifestyle and opportunity. Private beach. Open Gulf views. Boating. Pool. Half an acre of tropical privacy. This is the Florida Keys lifestyle people dream about.

57457 Morton St, Marathon

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