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4 Beds ⋅ 3 Baths ⋅ 620915 MLS

Discover Exceptional Waterfront Living on a Protected Lagoon in Marathon! Nestled in a quiet and highly desirable Marathon neighborhood, this beautifully updated 2,328 sq. ft. waterfront residence offers the ultimate Florida Keys lifestyle. Offered turnkey and fully furnished--with seller financing options available--this property also holds incredible potential as a weekly vacation rental. Inside, enjoy bright, open living areas featuring 4 bedrooms and 3 full bathrooms, plus a generous bonus room/den--perfect for a home office, media room, or potential 5th bedroom. The showstopping interior features a rare, one-of-a-kind indoor pool! In a truly unique layout, every bedroom features French doors that open directly onto the indoor pool deck, offering private access for family and guests alike. Step outside to 30 feet of dockage on a protected lagoon with quick access to the Ocean and Gulf. Don't miss this rare opportunity for luxury, tranquility, flexible purchasing terms, and income-generating potential!

1220 122nd St, Marathon

3 Beds ⋅ 3 Baths ⋅ 620454 MLS

Wake up to breathtaking Florida Keys sunrises from this exceptional oceanside waterfront home in Cudjoe Key. Offering 1,596 square feet of living space on an 8,920-square-foot lot, this CBS-built residence features 3 bedrooms and 3 bathrooms, + Office/beddroom,combining durability, comfort, and the relaxed island lifestyle you've been dreaming of. Designed for both everyday living and entertaining, the home offers spacious living areas filled with natural light and beautiful canal views. Step outside to your private tropical retreat where a heated & chilled saltwater pebble coated pool overlooks the water, creating the perfect setting for morning coffee, afternoon relaxation, or entertaining family and friends. Built to withstand the Keys environment, the home features solid CBS construction and a metal roof for added peace of mind. The oceanside location provides easy access to world-class fishing, diving, snorkeling, and boating adventures. A marina and waterfront restaurant are conveniently located within walking distance, allowing you to enjoy dining, cocktails, and boating amenities just moments from your front door. Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, this waterfront property offers the ideal blend of boating access, outdoor living, and the laid-back charm of the Florida Keys.

21007 4th Ave, Cudjoe

2 Beds ⋅ 2 Baths ⋅ 620337 MLS

Experience the Florida Keys lifestyle on a double lot in Marathon's sought-after Little Venice. This 2 bed/2 bath waterfront retreat boasts open-water views, 100' of concrete dockage with a 20,000 lb boat lift, and a resort-style outdoor living area built for entertaining. The backyard features a pool(heated or chilled), hot tub, poolside cabana with sink and refrigerator, mature tropical landscaping, and expansive decks for soaking up sunsets or unwinding after a day on the water. Practical boating amenities include power, water, lighting, and a fish-cleaning station; RV hookups and ample parking accommodate guests and all your toys. Inside, cathedral ceilings create a bright, airy living space while every bedroom enjoys its own private bath for comfort and privacy. Notable updates and systems: newer metal roof, tankless water heater, large laundry/utility room, and abundant storage. Located in a weekly-rental zone, the property offers strong income potential as a primary home, vacation getaway, or investment. From open-water vistas to thoughtful outdoor spaces, this home captures everything the Keys have to offer.

11563 4th Ave, Marathon

2 Beds ⋅ 3 Baths ⋅ 620047 MLS

Beautifully renovated corner-lot home in the heart of Casa Marina. This 2-bedroom, 2.5-bath residence sits on a 4,331 sq. ft. lot with room for a pool and offers a seamless blend of modern updates and classic Key West charm. Highlights include wide-plank wood floors, a bright all-white interior, and a designer kitchen featuring custom cabinetry, La Cornue gas range, paneled dishwasher, wine cooler, Quartz island, and subway-tile backsplash. The living room boasts built-in bookshelves and flows into a flexible study/home office. Multiple sets of French doors open to a covered front porch, outdoor dining area, and private wraparound porch. The primary suite offers custom wardrobes and a luxurious marble ensuite with soaking tub, glass-enclosed shower, and nickel fixtures. Guest bedroom with ensuite bath, dedicated laundry area, and stylish powder room complete the layout. Steps to Duval Street, Higgs Beach, Edward B. Knight Pier, waterfront dining, dog parks, and tennis/pickleball courts. A rare offering in one of Key West's most desirable neighborhoods.

1401 Grinnell St, Key West

$1,495,000

3 Beds ⋅ 2 Baths ⋅ 621253 MLS

Welcome to 41 Sunset Rd, Key Largo, FL--a beautifully totally remodeled and move-in ready home offering the laid-back Keys lifestyle you've been looking for. This 2-bedroom residence features a dedicated office (that could also be used as a 3rd guestroom) 2 full bathrooms, and a bright, updated interior with upgraded finishes throughout. The heart of the home is a modern kitchen with stainless-steel appliances and stylish design details. Added peace of mind comes with all-new impact windows and impact doors. Step outside to an expansive huge lot with plenty of room for outdoor living, plus space for boat parking and room for all your Florida Keys toys. Complete with a 2-car garage and plenty of parking, convenience is built in. Enjoy walking to the public beach access, a waterfront park, and a boat ramp nearby--ideal for boating, fishing, and relaxing by the water. Don't miss this Key Largo gem!

41 Sunset Rd, Key Largo

$1,495,000

4 Beds ⋅ 3 Baths ⋅ 619142 MLS

CANAL FRONT - DIRECT OCEAN ACCESS!! Welcome to 128 Dove, an experience in lifestyle. Coveted by many but enjoyed by a select few, this unique upper Keys location is surrounded by protected land preserving the natural beauty of these beautiful islands! Situated oceanside at MM94, this dream maker home offers 2 levels of comfort, exceptional location near sought after Islamorada plus direct ocean access to Rodriguez Key and the famed offshore fishing haunts of the area. The cut in dock basin complete with a 10k boat lift makes those days on the water a breeze. Coastal luxury is the theme on the main level from the kitchen's granite counters and stainless-steel appliances to the soothing canal side primary bedroom. Wake up every morning with the sun sparkling over the water. Enjoy the sea breeze on the screened porch, a perfect way to start your day! The custom walk-in closet (could revert to a bedroom) is sure to please! Working from home? Enjoy a canal side office with views most only dream of! The main level also boasts 2 lovely, updated bathrooms as well as ample pantry storage. Entertaining family or friends? The lower level with its own private access is ready for guests with a super comfy living/dining area, a bedroom and bath plus a convenience kitchen with tons of additional storage. Leading right out to the chickee lounge and patio area, this lower level is perfect for all of your entertainment desires. Oh, and did I mention there is plenty of parking space for 6 cars plus a boat trailer or an RV (with external power already installed). With so much to offer, the super well-maintained home should be at the very top of your must-have list! Come and see for yourself before someone else lives this dream!

128 Dove Ave, Tavernier

$1,495,000

2 Beds ⋅ 2 Baths ⋅ 615786 MLS

Welcome to your slice of paradise in the heart of the Florida Keys. This Conch-style home is tucked away on a wide, clear, deep-water canal just 5 minutes from the crystal blue Atlantic Ocean. Boaters and anglers alike, will love the 60 ft concrete dock with boat lift—ideal for easy ocean access and unforgettable adventures on the water. World-class fishing, diving, snorkeling, and marine wildlife encounters all begin at your dock. Entertain in island style on the decked pool area, huge tiki hut, and screened patio perfect for relaxing or hosting. The interior boasts a huge, updated kitchen with tons of cabinetry, seamlessly flowing into an open living, dining, and kitchen area with views of the screened patio, Tiki Hut and pool. Enjoy resort-like living on Key Colony Beach with access to incredible amenities: golf, marina, pickleball, tennis, horseshoes, bocce ball, basketball, playgrounds, and Sunset Oceanfront Park. Everything you need is within reach—restaurants, shopping, post office, police & building departments, and 15 streets to walk, jog or bike. No problem getting here, only 3 miles to Marathon's Airport, 53 miles to Key West International Airport, 108 miles to Miami International Airport, and 139 miles to Ft Lauderdale Airport. Whether you're seeking a full-time residence, vacation retreat, or investment property, this home captures the best of island living in one perfect package.

351 5th St, Key Colony

$1,490,000

5 Beds ⋅ 4 Baths ⋅ 621031 MLS

Welcome to 1724 Rose Street, a spacious single-family home on a generous corner lot in a quiet Midtown neighborhood, close to Key West's beautiful beaches. The main level features an inviting open-concept kitchen, dining, and living area, along with three bedrooms and two baths. Freshly painted inside and out, the home is move-in ready while offering an opportunity to add your own personal touches and updates. The upstairs addition was done in 2016 offering two additional studio spaces. Both studios provide exceptional flexibility and could potentially be configured with a separate entrance, making them ideal for guests, extended family, a home office, or additional living accommodations. The large corner lot offers off-street parking for 2-3 vehicles, plus abundant on street parking. Out back, the spacious yard has plenty of room to create your own private oasis, with space for a large pool, outdoor lounging and entertaining areas, plus ample storage. With its flexible layout, generous lot, parking, and desirable Midtown location, this property offers numerous possibilities--from a comfortable home for a large family to monthly vacation rental use or employee housing. A rare opportunity to create a spacious Key West retreat with room to grow, customize, and enjoy the island lifestyle.

1724 Rose St, Key West

$1,490,000

3 Beds ⋅ 4 Baths ⋅ 619704 MLS

Not a drive by- Must see inside and the back yard too.....Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainer's dream place. Stunning Sunsets & Sparkling waters for swimming, snorkeling, paddleboarding. Home features 3 bedroom suites with full baths plus a powder room too. Impact doors and windows, tile floors throughout, Viking appliances, chef's kitchen, wet bar, icemaker & additional drink fridges. Large Tiki Hut with fans, concrete heated pool and chiller too. Bring your big Boat and Smaller one too.....2 boat lifts (20K and 12K), boat house, outdoor shower, swat mosquito system, RV hookup, Terminix warranty, video surveillance, large storage shed, full home surge protection, ample storage inside and out. All tropically landscaped, paver driveways & yard fenced for your pets and privacy. Full concrete seawall & covered boat slip. Home is offered mostly furnished and outdoor furniture is included too. Location! Location! Location! Newer Paint inside-neutral color and new Roof 2025. Outdoor SWAT Bug System too.

1136 W Shore Dr, Big Pine

$1,490,000

3 Beds ⋅ 2 Baths ⋅ 619109 MLS

Welcome to your slice of paradise in Key Largo's Cross Key Waterways! This newer 3-bedroom, 2-bath home blends comfort and coastal charm with easy-care wood-look tile floors and bright white shaker cabinets throughout. Boaters will love the concrete dock right out back and the quick access to the ocean through Adams Cut. The spacious carport keeps your car and boat protected, while the wide-open canal views set the stage for relaxing mornings and unforgettable sunsets. PLUS!!! Sellers are currently going through the permitting process for a boat lift.

1119 Calder Rd, Key Largo

$1,480,000

4 Beds ⋅ 3 Baths ⋅ 617241 MLS

NEW CONSTRUCTION WATERFRONT HOME. POOL INSTALLATION UNDERWAY. RECENTLY APPRAISED AT $1.6M. Price reduced for quick sale! Completed in 2025 and move-in ready, this 4-bedroom, 3-bath waterfront residence on Ramrod Key blends modern coastal design, quality construction, and exceptional boating access within a classic waterfront setting. Built for the Florida Keys lifestyle, the home features solid CBS construction, a metal roof, & impact-rated windows and doors for durability, efficiency, & peace of mind. A brand-new pool is currently being installed, and a premium outdoor kitchen is already installed, creating a turnkey space for outdoor entertaining and relaxed island living. Inside, natural light fills the open-concept floor plan, where porcelain tile flooring, a striking floating staircase, and designer fixtures create a clean, sophisticated coastal aesthetic. The chef-inspired kitchen features quartz countertops, shaker-style cabinetry, stainless steel appliances, & an easy connection to the spacious living & dining areas. Expansive terraces extend the living space outdoors, offering tropical breezes & beautiful waterfront views. For boaters, the property offers direct water access from a brand-new 150-square-foot composite dock. From here, the best of the Lower Keys is within easy reach from world-renowned Looe Key Reef & nearby sandbars to exceptional fishing, diving, island hopping, & sunset cruising. Thoughtfully designed with sustainability in mind, this Green Certified home also includes a 3 kW solar system, water cistern, & greywater reuse system, pairing modern comfort with environmentally conscious features and the potential for long-term utility savings. A garage & generous ground-level storage provide plenty of room for kayaks, paddleboards, fishing gear, dive equipment, & everything needed to enjoy life on the water. With 2025 construction, direct boating access, a new 30' dock, pool installation currently underway, outdoor kitchen, & a recent $

27433 Antigua Ln, Ramrod

$1,475,000

3 Beds ⋅ 3 Baths ⋅ 618863 MLS

Timeless Old Town Charm! Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades. 1211 Knowles Lane features a versatile 300 sq. ft. loft currently utilized as a third bedroom, office, and additional storage, perfect for flexible island living. Inviting front and side porches set the tone for relaxed Key West living, offering peaceful spaces to unwind and enjoy the tranquil neighborhood. Inside, you're welcomed by bright, spacious living areas highlighted by soaring ceilings and gorgeous flooring throughout the living and dining rooms. The thoughtfully updated kitchen boasts stainless steel appliances, custom cabinetry, and a generous pantry designed for both everyday living and entertaining.The bedrooms are comfortably sized, offering charm and privacy. Bathrooms have been tastefully renovated with contemporary fixtures while preserving the home's historic character. Step outside onto beautiful teak decking into your own private tropical oasis. The backyard retreat features an outdoor shower, hot tub, rooftop deck, and brick-paved driveways creating the ultimate indoor-outdoor island lifestyle. Located in a prime Old Town setting, you're just a leisurely walk or bike ride to Key West's beautiful beaches, renowned restaurants, and vibrant nightlife. *Bonus features: off street parking and located in the x-flood zone.

1211 Knowles Ln, Key West

$1,474,000

3 Beds ⋅ 3 Baths ⋅ 617589 MLS

POOL & POOL HOUSE COMPLETED! Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. A newly constructed elevated 256 sq ft guesthouse with a kitchenette and bathroom. Professional landscaping, pavers and low maintenance artificial grass lead to the brand new heated pool. Irrigation and landscape lighting installed. Main house needs some renovations throughout but has been partially updated and is perfectly livable. Must see!!

1505 Johnson St, Key West

$1,450,000

4 Beds ⋅ 3 Baths ⋅ 620791 MLS

Brand New Home! Oversized Custom 4 bedroom 3 bath home located on a beautiful protected deep water canal with excellent access to the Gulf and Atlantic. This 2000 sq ft home is situated in a quiet neighborhood and features an open living area design with chef's kitchen/ quartz counter tops, high ceilings, covered porch, custom railings, impact windows and doors, custom concrete heated and chilled pool. The home comes complete with a custom 60 ft boat dock for all your water toys. The custom concrete pool, pool decking and landscaping will be completed within the month and this brand new home also comes with a 1 Year Builders Warranty. The home is perfectly situated for the water enthusiast with world class fishing, diving, snorkeling, paddle boarding and kayaking! Don't wait on this one!!!

2211 San Sebastian Dr, Big Pine

$1,450,000

3 Beds ⋅ 2 Baths ⋅ 620761 MLS

If you're looking for a property that can wear many hats, this one deserves a closer look! The Big Pine Key Bungalow sits on a spacious waterfront lot where open-water views and glowing sunrise skies set the tone for every day. Whether you're searching for a full-time residence, a vacation retreat, or a turn-key investment with a well-established vacation rental history, this home offers exceptional flexibility. Full of personality and intentional functionality, this turnkey, fully furnished 3-bedroom, 2-bath home was built in 2019 with hurricane-rated steel construction and upgraded smart home features throughout. The east-facing location captures breathtaking sunrises while offering direct boating access to both the Gulf and Atlantic. Inside, you'll find a bright, modern, and spacious home designed to take full advantage of its incredible surroundings. Large impact-rated windows and doors frame sweeping water views from nearly every room, filling the open-concept living, dining, and kitchen areas with natural light. One of the home's standout features is its versatility. Murphy beds allow guest rooms to effortlessly transform into home offices, hobby spaces, or fitness rooms, making it easy to adapt the home to your lifestyle. Thoughtful storage throughout adds even more everyday functionality. Outside, the adventure continues! Set on a large, fenced double lot with ~100ft of canal frontage, the property offers direct boating access to both the Gulf and Atlantic, putting some of the Keys' best fishing, diving, and exploring right at your fingertips. The property also features low-maintenance artificial turf, a heated saltwater pool, plenty of room for boat storage/RV parking, an outdoor shower, many tropical plants and fruit trees, fishing cleaning station, and all the gear that comes with the Florida Keys lifestyle. Whether your perfect day is spent on the water or simply relaxing poolside, you'll feel right at home here!

31536 Ave F, Big Pine

$1,450,000

3 Beds ⋅ 2 Baths ⋅ 619377 MLS

Welcome to your slice of island paradise in Pine Channel Estates in Big Pine Key! This beautifully built 3bedroom, 2bath CBS home offers the perfect blend of durability, comfort, and laid-back Keys living. Constructed with poured concrete floors and designed for peace of mind, the home features a tiled interior, a tiled roof, and convenient accordion shutters throughout. Step outside and embrace the tropical lifestyle, lush surroundings, charming paver walkways, and multiple spaces designed for relaxation and entertaining. Unwind in the screened porch as ocean breezes roll through, or soak your cares away in the hot tub beneath the stars. A cozy gazebo creates the perfect shaded retreat for afternoon cocktails or morning coffee. For boating enthusiasts, this property is a dream come true. Enjoy quick access to open water with your private seawall and boat lift, making every day a perfect day to be on the water. Additional storage provides room for all your gear, from fishing rods to paddleboards. Whether you're seeking a full-time residence, weekend escape, or investment opportunity, this home captures the essence of tropical living where every day feels like a vacation.

29635 Saratoga Ave, Big Pine

$1,435,000

4 Beds ⋅ 2 Baths ⋅ 619761 MLS

Embrace island living in your own tropical paradise, where comfort, space, and waterfront access create a remarkable oasis for boating and relaxation. Welcome to Pine Channel Estates, the ultimate destination for anglers and water enthusiasts. Currently operating as a successful vacation rental, this gem is ideal for a second home that can offset some of the annual costs of ownership, and furnishings are negotiable in the sale. This elevated, solid concrete home offers quick access to both the Ocean and Gulf, just minutes from world-class adventures! Designed with the serious boater in mind, the property features a 75' concrete seawall, a 17k lb. boat lift, fish-cleaning station, and step-down dock for easy loading. This expansive 4-bed, 2-bath home is ideal for entertaining, with oversized common areas that flow seamlessly for memorable gatherings. The third-floor loft, currently used as a bonus bedroom, offers 360-degree views and a private retreat, while main-floor bedrooms are generously sized with walk-in closets for ample storage. The kitchen is well appointed with a double oven, sprawling counter space, walk-in pantry, and room to host with ease. Unique details throughout include a custom etched mirror in the primary bath that adds coastal charm. Step outside and embrace the Keys lifestyle! A spacious porch, accessible from both the living area and primary suite, is perfect for open-air dining and relaxing water views. Downstairs, the ultimate entertaining area includes a full bar with TV, a large swim spa, plus a 500 lb. ice machine and bait freezer for added convenience. The thoughtfully landscaped yard offers privacy and function, boasting a fenced backyard and ample space for RV or trailer storage. Covered parking provides unique, direct interior access out of the elements. Located in a quiet neighborhood close to dining and shopping, this home blends tranquility with convenience. It is more than a home; it is a waterfront escape ready to be enjoyed!

29562 Saratoga Ave, Big Pine

2 Beds ⋅ 2 Baths ⋅ 621045 MLS

New to the market, this 2 bedroom, 2 bath home offers a rare combination of an oversized lot, 75 feet of boat dockage, mature tropical landscaping, and direct access to the open bay. Nestled among native trees, including an impressive collection of beautiful, well-established Lignumvitae trees, the property offers a lush, private setting that is becoming increasingly difficult to find. The home is a classic Sheffield House, a unique Keys-style frame home constructed above steel columns. Inside, vaulted ceilings create an open, airy feel, while the existing layout offers a comfortable home that is livable as-is with plenty of opportunity to update and make it your own. For the boating enthusiast, the location is exceptional. The canal leads directly to the open bay and the bayside entrance of Adams Cut, providing quick and convenient access to both the bay and ocean. With 75 feet of dockage, there is ample room to accommodate your boat and enjoy the Keys lifestyle right from your backyard. The enclosed downstairs space is non-conforming and offers additional potential for storage, workshop space, or other uses, subject to local regulations. Whether you're looking for a Keys getaway, a full-time residence, or an opportunity to renovate and create your own waterfront retreat, this property offers the location, land, dockage, and character to make it truly special.

895 Ellen Dr, Key Largo

3 Beds ⋅ 2 Baths ⋅ 620815 MLS

Discover your paradise in the heart of Big Pine Key! This beautifully maintained 3-bedroom 2-bath CBS, stilted home offers the perfect blend of Lower Keys Island charm and all the modern comforts. Step inside to find a bright, wide-open living space designed for relaxed Keys living and entertaining, with plenty of room for family & friends. Outside, your private backyard oasis awaits. Take a refreshing dip in the sparkling pool/hot tub, lounge in the tropical sun, or entertain your guests in the expansive outdoor living areas amidst the lush tropical landscaping. Whether you're enjoying morning coffee watching the sunrise over the Bay or unwinding with a cocktail after a day on the water, this home is designed for year-round enjoyment. Located in the tranquil Tropical Bay Estates community, you'll be literally minutes from world-class fishing, boating diving, nature trails within the natural beauty of the fabulous Lower Keys. Whether you're searching for a full-time residence, a vacation retreat or a profitable vacation investment rental, this exceptional property offers the laid-back island lifestyle you've been dreaming of. Come experience the best of the Florida Keys-where every day feels like a vacation.

1518 Sunrise Dr, Big Pine

4 Beds ⋅ 2 Baths ⋅ 620808 MLS

This one is a must see! Spacious FOUR bedroom, single family home in the 'Pearlman Heights' neighborhood of New Town KW that has undergone recent renovations-upgrades. New roof, kitchen (appliances, cabinets, counter tops), windows / doors (impact rated), bathrooms (fixtures, flooring, showers, faucets, vanities), on demand water heater, pool pump, Central AC condenser / air handler, light fixtures, ceiling fans, crown molding, paint & more. Nice set up for enjoying the KW weather or entertaining because the den, kitchen & dining areas flow out thru 16 ft of impact rated, glass sliding doors to the back yard with 32 fl long in ground pool. No interior step downs or tripping hazards. Located on a one-way street with green dividing median on 17th St. Carport covers the off-street parking space plus additional on & off-street parking. Has an exterior 15 X 6 storage / laundry room. Convenient location close to schools, medical offices, grocery stores & shopping, dining, etc..

1105 17th St, Key West

3 Beds ⋅ 2 Baths ⋅ 619995 MLS

Your Dream Beach Home Awaits! 🌴Majestic Single Family Home for SaleLocation: Nestled in a quiet residential area, this stunning home sits on a spacious corner lot (50 x 100 ft) surrounded by beautiful gumbo limbo trees and vibrant tropical foliage.Key Features:Spacious Living: Approx. 1800 sq. ft. of living space 2 stories of comfort and style Ground Level: Welcoming entrance with a glass door leading to a small foyer 2 Large Bedrooms with ample natural light 1 Full New Bath featuring a high glass shower Each bedroom includes a new AC split One bedroom offers a glass door opening to a private back patio--perfect for relaxation! Upper Level: Expansive Living Room and Dining Room with an open layout Modern Kitchen with granite countertops Huge Master Bedroom with a private bath and an abundance of windows, creating a bright and inviting atmosphere High ceilings enhance the sense of space and light Separate entrance for added convenience Exterior Highlights:Unique lush setting with a wall surrounding the propertyMain gate entrance on Main StreetHuge Front Patio--ideal for entertaining or enjoying the outdoorsRoom for a pool to create your personal oasisAdditional Information:Fully furnished (included in the sale)Lease option available for a minimum of 6 months- The best to offer is the magnificent HOA park with private beach . Face time video available .Easy to show--vacant and ready for you!

140 S Bay Harbor Dr, Key Largo

10 Beds ⋅ 5 Baths ⋅ 618740 MLS

THIS UNIQUE WATERFRONT PROPERTY HAS 5 units on the property and all are long term rentals. There are 5 BUILDING RIGHTS that come with this property (please ask Listing Agents for details.

206 12th Street Gulf St, Marathon

3 Beds ⋅ 2 Baths ⋅ 621089 MLS

Canal-front living takes center stage at this 3-bedroom, 2-bath Marathon retreat, where boating, outdoor living, and relaxed island style come together in one inviting setting. The bright interior features an open living, dining, and kitchen layout with warm flooring, abundant natural light, and an easy flow for everyday living and entertaining. The kitchen is finished with white cabinetry, granite countertops, stainless-steel appliances, a spacious peninsula, and a coastal-inspired backsplash. One of the home's standout features is the expansive covered and screened balcony, offering a comfortable shaded space for dining, entertaining, or simply relaxing while enjoying the tropical surroundings and views toward the canal. From there, the living space continues outdoors to the waterfront below, where generous dockage provides convenient access to the water. The private pool and surrounding patio create a true backyard retreat, with additional covered space beneath the home for lounging, entertaining, and storing all the gear that comes with life in the Keys. A spacious paver driveway and covered parking add even more convenience. Additional features include a metal roof, updated windows and doors, renovated kitchen and bathrooms, paver driveway, private pool and patio, and covered parking beneath the home. Offered furnished, this waterfront home is ready to enjoy as a full-time residence, vacation getaway, or income-producing vacation rental. With its canal-front setting, private pool, expansive screened outdoor living space, and easy access to the water, it offers an appealing combination of Florida Keys lifestyle and investment potential.

275 30th St, Marathon

3 Beds ⋅ 3 Baths ⋅ 619996 MLS

Welcome to your waterfront dream home in the heart of Key Colony Beach! This beautifully renovated 3 bedroom, 3 bathroom single-family home is a private tropical retreat. Situated on a wide basin just off the Atlantic, this property is a boater's paradise. Enjoy two private boat slips, a brand new Trex dock, fish cleaning station and a 10,000 lb boat lift. Relax in your own backyard oasis featuring a saltwater pool with both heater and chiller, a spacious tiki hut for entertaining, and lush landscaping that enhances the serene island ambiance. The large screened-in porch, complete with a stunning epoxy floor, provides an inviting space to lounge while enjoying gentle breezes and waterfront views. Inside, the home was fully remodeled between 2017 and 2018 with no detail spared. The open-concept kitchen is outfitted with quartz countertops, stainless steel appliances, custom cabinetry, and stylish tile finishes. Porcelain tile flooring flows throughout, and every window and door is impact-rated for peace of mind. 3 bedrooms and 3 baths offer plenty of space for your and guests. The one-car garage adds extra storage space for gear, bikes, or paddleboards. As an active vacation rental, this home is turnkey and income-producing, with a strong rental history and excellent guest appeal. Brand new HVAC system and Hot Water heater. Rubber seal on roof was done in 2023 with new gutters added. Whether you're seeking a second home that pays for itself or a full-time residence with built-in investment value, this property delivers on every level. Enjoy all the amenities that make Key Colony Beach one of the Florida Keys' most desirable destinations: two parks, a 9-hole par-3 golf course, scenic walking and biking paths, Sunset Park, tennis and pickleball courts, and convenient access to restaurants, shops, and marina services--all within walking or biking distance.

8 Sadowski, Key Colony

2 Beds ⋅ 2 Baths ⋅ 619865 MLS

Island living becomes effortless at this beautifully maintained waterfront retreat in the heart of Cudjoe Gardens. Located on a deep-water canal with quick ocean access, this CBS pool home offers the rare combination of ground-level convenience while above the flood plain. From the moment you arrive the property feels inviting and relaxed. Tropical landscaping and manicured grounds create a private island atmosphere while the standing seam galvanized roof and concrete construction provide lasting durability and peace of mind. Inside, the home radiates warmth and coastal character. Vaulted wood tongue-and-groove ceilings draw your eyes upward and create an airy, open feel throughout the living spaces. The thoughtfully designed floor plan flows seamlessly between the kitchen, dining, and living areas, making the home ideal for entertaining family and friends after a day on the water. The kitchen is both stylish and functional with updated stainless appliances, generous cabinetry, pantry and a large dining bar for casual dining. Picturesque pool and water views are enjoyed from the living areas and primary suite. Outside is where this property truly shines. The new waterfront pool creates a resort-style centerpiece from the living area and is surrounded by multiple lounging and entertaining spaces. Relax beneath the tiki hut with a morning coffee, gather around the waterfront firepit at sunset, or enjoy evenings under the stars with the gentle breeze coming off the canal. For boating enthusiasts the deep-draft canal accommodates larger boats with a new 17K boat lift and quick ocean access. The nearby full-service marina offers fuel, bait, refreshments and boat ramp access while the neighborhood waterfront restaurant adds another layer of convenience and charm. Plenty of room for of your gear and toys in the 2-car attached garage. Located 20 minutes from Key West offering the perfect balance between peaceful island living and access to world-class dining and culture.

21012 6th Ave, Cudjoe

3 Beds ⋅ 2 Baths ⋅ 619835 MLS

Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance come together in perfect harmony. From the spectacular rooftop deck to the light-filled interior, shimmering turquoise water creates a breathtaking backdrop throughout the home. This thoughtfully updated 3-bedroom, 2-bath concrete block residence offers 1,434 square feet of refined coastal living, enhanced by rich wooden ceilings that add warmth, character, and timeless island charm. The open living spaces flow effortlessly to the screened porch overlooking the canal -- the ideal setting for morning coffee, sunset cocktails, or unwinding after a day on the water. Designed with both comfort and functionality in mind, the property features a new metal roof, covered parking, fenced grounds, and a spacious downstairs utility/workshop area perfect for boating gear, paddleboards, fishing equipment, or hobbies. Perfectly positioned on a canal in the Lower Keys with easy boating access, Rooftop Retreat captures the essence of waterfront living with unforgettable ocean vistas and an inviting coastal atmosphere. Whether you're searching for a private island getaway, a second home, or an exceptional investment opportunity, this property delivers the very best of the Keys lifestyle.

22939 Gasparilla Ln, Cudjoe

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 Key

3 Beds ⋅ 2 Baths ⋅ 618382 MLS

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

21250 Conch Dr, Cudjoe

3 Beds ⋅ 2 Baths ⋅ 617068 MLS

Welcome to the extraordinary! Unique in design this 3 bedroom home in highly desirable community of Stillwright Point, one of Key Largo's most sought after waterfront communities. Approximately a 1/4 acre lot, 86ft of deep-water dockage and its own boat ramp make this a prime location for power or sail enthusiasts. The outside accommodations are complimented that with spacious rooms, large open kitchen, large dining and living area in a hexagonal design. From the main level and top floor there is an exceptional vantage point of the sound as well as full on view down the waterway as it bends behind the residence. While this home needs some updates, seller has loved and enjoyed it since 1995. It now awaits the next owner to transform this unusual and charming Keys treasure into their own piece of paradise.

Not Provided

3 Beds ⋅ 2 Baths ⋅ 617709 MLS

Originally built as the developer of Cudjoe Gardens personal residence, this exceptional Mid-Century Modern waterfront Turn-Key home captures the effortless glamour of Palm Springs design blended with the laid-back sophistication of the Florida Keys. Offered fully furnished with 3 Bedrooms and 2 Baths, the residence has been beautifully remodeled with meticulous attention to detail, honoring its architectural roots while embracing modern luxury. Impact doors and windows, wide-plank engineered wood flooring, and an updated chef's kitchen with gas range create interiors that are both stylish and functional—ideal for relaxed living and elegant entertaining. The serene Primary Suite is a private sanctuary, featuring expansive picture windows that frame stunning views of the home's massive, newly refurbished waterfront pool, evoking a true resort-style experience. Designed for the boating enthusiast, the property offers deep-water dockage on a flow through canal with a concrete dock and 10,000-lb boat lift, providing effortless access to open water. A whole-house generator with automatic transfer switch ensures uninterrupted comfort and peace of mind year-round. Located within one of the Keys' most desirable waterfront neighborhoods, residents enjoy access to the Cudjoe Gardens Marina a full-service marina with fuel, bait, refreshments, and boat ramp, along with a beloved Bent Prop waterfront restaurant—all just moments from home This is a rare opportunity to own a historically significant, architecturally distinctive residence that seamlessly blends mid-century design, modern upgrades, and an unparalleled waterfront lifestyle.

51 Drost Dr, Cudjoe