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$9,500,000
6 Beds ⋅ 11 Baths ⋅ 610643 MLS
Casa Mañana Shores, located in the heart of Marathon, is a developer's dream or a private owner's potential paradise. This secured gulf front estate offers 3.86 acres of land and is surrounded by an eight foot concrete wall with three gated entrances. The property boasts approximately 540 linear feet of Highway frontage and 695 linear feet of water frontage. It offers 218 feet of concrete seawall, including a cut-in protected boat slip. There is even room for a helicopter landing pad to be installed. This unique property is zoned mixed-use commercial and comes with one commercial transferable building right. It is currently a private residence with a separate garage and workshop. The 10,852 square foot mansion is solid concrete construction. It has ten bedrooms, six and a half bathrooms, a sauna, game room and great room. Repairs are needed, and the interior needs significant updating. An attached partially screened enclosure holds an impressive 12 ft deep swimming pool that measures 25 x 50 ft. The garage/workshop is a separate structure with two rooms with a mini split air conditioner. The existing structures could be demolished for those with a vision, leaving you with a 3.86 acre blank canvas in the center of town. Its versatile zoning designation offers multiple possibilities for residential and/or commercial use. Over the years it has previously housed a motel with a marina, a 19-unit trailer park, and a restaurant. This property presents the opportunity to create the ultimate secluded retreat of your dreams!

6500-6600 Overseas Hwy, Marathon
$7,000,000
618083 MLS
'United States Bankruptcy Auction. The Listing Price is for MLS Purposes only. Actual Price will be determined at Auction. The Auction will take place Live via Zoom on Thursday, September 10, 2026 at 11 AM ET. Bidder Registration Packages and Qualifying Deposits are due on or before Tuesday, September 8, 2026 at 5:00 PM ET. https://www.dropbox.com/scl/fo/6zvlde9vkafsi4gyurrge/AFbZzVpEx4s1umkeSKne1Us?rlkey=9ejdq1stq5w01ifjwsdhdrzyh&st=nzppom5j&dl=0 Rare oceanfront development opportunity in the heart of the Florida Keys. Encompassing nearly 6 acres of pristine oceanfront land in Grassy Key, this exceptional parcel presents an ideal canvas for developers seeking to create luxury residential units with direct oceanfront and beach access. Surrounded by unspoiled natural beauty and tranquil beaches, the property offers immediate proximity to shopping, fine dining, spas, marinas, and world-class boating. Residents will enjoy unparalleled access to deep-sea fishing, scuba diving, snorkeling, and vibrant coral reefs, all set against the backdrop of the Keys' iconic turquoise waters. Located in Marathon, often referred to as the Heart of the Florida Keys, the site benefits from a highly desirable central Keys location, conveniently positioned between the Upper Keysâ€'such as Islamoradaâ€'and the Lower Keys, including Key West. Marathon is known for its rich maritime history, local airport, and accessibility, serving as a central hub comprising islands such as Vaca Key, Duck Key, and Grassy Key. A truly rare offering combining scale, location, and oceanfront presenceâ€'an exceptional opportunity to develop a legacy project in one of Florida's most coveted coastal destinations. Please read the broker's remarks for detailed information on this offering.

57478 Overseas Highway, Marathon
$1,390,000
2 Beds ⋅ 2 Baths ⋅ 616971 MLS
Located on a tranquil canal-front setting in the desirable Plantation Key Colony, this impeccably updated, turnkey ground-level residence offers two bedrooms, two baths, 50 ft of coveted dockage, and boat slip with immediate bay access. Meticulously maintained and ready for carefree island living. The home's concrete, ground-level construction enhances both durability and ease of maintenance, while a fresh, clean aesthetic unfolds inside and out. Recent upgrades and improvements include brand new metal roof, impact windows and doors, new interior and exterior paint, new interior doors, energy efficient appliances, new sewer line, and re-thatched tiki hut. Updates to the attached pull through garage includes new door rollers, lock hardware, and upgraded flooring and wall finishes, all designed to keep the property in turnkey condition. This home is for those who embrace water-based recreation with easy bay and ocean access via Tavernier Creek, a boat slip with ramp through the garage, and new fish cleaning station with electric and water hookup. The voluntary homeowners association offers a bayfront HOA park with a new boat ramp, beach, and picnic area. With its ideal location and exceptional features, this canal home presents a unique opportunity to embrace the vibrant lifestyle of the Upper Keys.

251 Azalea St, Tavernier
$2,199,000
3 Beds ⋅ 3 Baths ⋅ 617567 MLS
Seller Financing Available | Pre-Construction Waterfront Retreat | Deep Water | Sunrise Views Located right across from the island of Boot Key, this exceptional pre-construction offering combines protected deep-water living, open-water views, and one of the most desirable boating locations in Marathon. Explore scenic kayak trails for beginners and advanced paddlers, surrounded by rich nature and wildlife where dolphins and manatees are frequently seen. The property faces east for breathtaking sunrises, while Boot Key provides natural protection during storms—creating an ideal, secure harbor environment. With approx 60 feet of deep-water dockage, enjoy ample space for large or multiple vessels, excellent maneuverability, and direct access to world-class boating. Inside the harbor, convenience is unmatched with 5 restaurants and 3 gas docks just minutes away. Commencing soon on this with construction, the custom home is designed with modern coastal style and true Keys practicality. The residence will feature 3 bedrooms and 2.5 bathrooms, offering elevated living spaces perfectly oriented toward panoramic Boot Key Harbor views. Whether you're a dedicated boater, nature lover, investor, or seeking a peaceful Keys escape, this rare property delivers the ultimate blend of location, protection, and lifestyle. Seller will finance with half down!

1252 24th St, Marathon
$2,965,000
2 Baths ⋅ 617123 MLS
Exceptional Florida Keys Investment! This 2,400 SF self-standing Building sits on almost a 1/4 of an acre! This upscale Bait & Tackle Shop is prominently located in the heart of Key Largo on MM 102.9,. This Prime CornerLocation with Overseas Hwy frontage,(Overseas Hwy & George Street) offers high visibility and easy-access from both directions whether traveling from the north or from the south! This business is offered with its running inventory, equipment and fixtures for a smooth transition. Also included is an adjacent vacant lot of almost 1/4 acre! The property is highly versatile, suitable for retail, restaurant or professional office use, while the adjacent lot is zoned residential, offering potential for future development. Endless Possibilities! Don't miss this rare opportunity!

102970 Overseas Hwy, Key Largo
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 617147 MLS
Newly Remodeled 3-Bed, 3-Bath Home in the Heart of Islamorada This beautifully remodeled 3-bedroom, 3-bath home is located on Upper Matecumbe in the heart of Islamorada, offering the perfect combination of luxury, comfort, and island style--all on one level. The open-concept floor plan features a spacious living area ideal for entertaining, a modern kitchen with stainless steel appliances and granite countertops, and three generous bedrooms each with its own bathroom. Built with solid concrete construction, impact windows, and elevated above flood, this home provides durability and peace of mind. Enjoy modern finishes throughout and a large outdoor deck perfect for relaxing or hosting gatherings. Situated on a quiet street with beach access at the end of the road, this home offers both convenience and tranquility. Close to world-class dining, shopping, and some of the best fishing and diving in the Florida Keys. Excellent rental potential--buy one or both adjoining homes for added investment opportunity. 'The adjacent residence offers a rare opportunity to expand into a multi-residence estate or income-producing property.' 'The neighboring home may be acquired to create an exceptional multi-home setting ideal for extended family living or rental income.' 'Purchasing the nearby residence allows for a flexible use property, suitable for private family living or investment purposes.' 'The adjoining property presents a unique opportunity to establish a private multi-home arrangement or enhance rental potential.' 'With the option to acquire the neighboring home, buyers can create a distinctive residential setting with income potential.' Rental Available longterm $6,000 per month

189 Carroll St, Islamorada
$1,975,000
616626 MLS
Vacant Bay Side Lot with Dock Slip - Marathon, FL Build your dream home in the heart of the Florida Keys! This vacant lot on the bay side offers a rare opportunity to create your own tropical retreat. Enjoy direct access to the water with an assigned boat dock slip—perfect for boating, fishing, and soaking in stunning Keys sunsets. Located in a desirable Marathon community, this property combines convenience with the unmatched beauty of island living. Whether you're planning a full-time residence, vacation home, or investment property, this lot provides the perfect foundation for your vision.

990 41st St Unit 8, Marathon
$2,595,000
5 Beds ⋅ 5 Baths ⋅ 612685 MLS
Waterfront home with deep canal and direct Atlantic Ocean access that features a new metal roof, 2 new A/C's, new paint, water heaters, etc. This home can be used as a 2 bed/ 2 bath downstairs and a 3 bed / 3 bath upstairs with separate entrances to both living areas or as a 5 bed / 5 bath combined home. The property can be used as a split rental and has a 5 star rating through VRBO with over 25 + reviews so it's a great investment opportunity. The oversized pool and jacuzzi are heated with a fully permitted outdoor Tiki hut and kitchen area which is fully fenced. The 70' wide concrete deep water dock has a 20,000 elevator lift and 11,000lb davits for your boats or jet skis. Pennekamp Park with great fishing and diving. Furnishings available. .

23 S Exuma Rd, Key Largo
$2,000,000
617671 MLS
PRIME LOCATION IN DOWNTOWN ISLAMORADA! The oversized lot is CLEARED and offers 78 feet of US Hwy 1 frontage and a total of 18,385 square feet. Many options for parking, storage or development.

81213 Overseas Hwy, Islamorada
$1,590,000
4 Beds ⋅ 3 Baths ⋅ 615226 MLS
Stunning new custom pool home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space. Offering a rare 4-bedroom, 3-bathroom split floorplan, the home features a spacious open-concept layout ideal for both everyday living and entertaining. Soaring 10-foot vaulted ceilings and oversized 8-foot doors define the home's modern architectural style. Additional highlights include a two-car garage, swimming pool, low-maintenance turf, and quality construction that sets a new standard for homes in the area. Located in desirable downtown Islamorada, you're close to popular restaurants, shopping, a grocery store, and a beloved brewery. With new construction permits currently suspended in Islamorada, opportunities like this are becoming increasingly rare. Don't miss your chance to own one of the last newly built homes in this prime location - this property truly checks all the boxes.

36 Park Rd, Islamorada
$708,000
3 Beds ⋅ 3 Baths ⋅ 616091 MLS
Enjoy gracious Keys living at 1041 Gibraltar Rd. in Key Largo, FL. This single family home is nestled at the end of Gibraltar Rd so you get premium privacy with no pass-through traffic and the added benefit of being located right next to John Pennecamp State Park. Entering the home you walk into expanded living spaces with flow that guides into private comfort from the well appointed kitchen and laundry with multiple dining areas to the large living room with direct access to the covered porch and fenced in back yard. The ground level of the home also offers 2 guest rooms and 2 guest baths. The primary suite encompasses the entire second level of the home with large bedroom, multiple closets, extra spacious primary bath and a private balcony overlooking the backyard. And, good news is that this home is located in an X Flood Zone. Call today for more information and to schedule a private viewing.

1041 Gibraltar Rd, Key Largo
$1,599,000
3 Beds ⋅ 3 Baths ⋅ 618835 MLS
Nightly Rentals permitted! Enjoy water views from the over-sized balcony and large master suite. This unit comes furnished w/ marble floors, granite counter tops, new stainless steel appliances, washer/dryer, impact doors & windows, plus new A/C. Mariner's is a gated community offering a clubhouse, fitness center, 2 pools, jacuzzis & grotto, a 43 slip marina with dry storage, indoor/outdoor pickleball courts, basketball & tennis. Mariner's Club is one of the few places in the Keys that allows nightly rentals. An incredible investment opportunity.

97501 Overseas Highway Unit 114, Key Largo
$649,000
2 Beds ⋅ 3 Baths ⋅ 616716 MLS
PRICE REDUCTION - DROPPED TO SELL - - -A beautiful CBS Home in Pirates Cove. $4000 OFFER OF CREDIT TO BUYER TOWARDS CLOSING COSTS. A great weekend get away or full time home, with the community features including a private boat ramp and clubhouse and a voluntary HOA of $250 yearly. The home was built in 2017. This 1292 sq ft home offers a great ambiance of coastal charm The living space is on ground level and the bedrooms up on second level. The home has impact windows and doors, a durable metal roof, and an elevated design with a bright and airy open concept layout. The kitchen has stainless steel appliances, granite countertops and plenty of storage, too. Upstairs the primary and secondary bedrooms each offer en suite baths, so nice privacy for your family. The third full bathroom on the main level adds for extra convenience. The lot is 2500, so not alot of maintenance - but configured well for ample parking. Easy walk to the beach, and you are very close to restaurants and stores. Places like The Fish House, Hobo's or The Catch, Alfredos, and more. The Pink Plaza is near for any items you may need for your weekend adventures, and of course Pennekamp Coral Reef State Park is nearby. This home is great for your full time or part time residence, weekend retreat, or a great investment opportunity. Call us today for your showingl

80 Le Grand Dr, Key Largo
$2,100,000
3 Beds ⋅ 3 Baths ⋅ 615142 MLS
'UPDATES' 3/15/26 Freshly painted exterior, new pergola for relaxing on the dock, new fence, and new pool heater/chiller. Embrace the open bright treehouse feel of this renovated home tucked away on a dead-end street in sought after Twin Lakes subdivision. 40 minutes from Miami yet feeling like a tropical Oasis. Catch the breeze from the wrap around porches or the sunset from the large rooftop patio with a view of Blackwater Sound. The 65' Trex dock can be home to your boat, ski's and other water toys on the deep and wide canal. From the vaulted ceilings, beautiful eucalyptus flooring, large master suite, whole house Generac generator you will feel like you are on vacation every day. The salt water above ground pool surrounded by a Trex deck is easy to care for and is wonderful to relax in after a day of boating.

894 Ellen Dr, Key Largo
$3,524,000
7 Beds ⋅ 4 Baths ⋅ 618670 MLS
A Keys compound built to enjoy now-grow into the future, or internally convert to a 3,524 sq ft primary home without structural changes, while retaining a Waterfront Transferable Development Right (TDR/TBR) in Islamorada (approx. $650K value). Exceptional opportunity in the coveted White Marlin Beach community at MM74, this canal-front luxury family compound offers rare multi-family autonomy, strong income performance, & resort-style amenities; ideal for an owner-user, investor, or legacy Keys retreat. With two autonomous 2BR/1BA residences upstairs & a separate 3BR/2BA finished, a/c area downstairs, providing privacy, flexibility, & seamless multi-generational or guest use. In total, the compound offers 7 bedrooms & 4 bathrooms, comfortably accommodating up to 24 guests. Designed for both lifestyle & performance, when fully rented, can generate $16,000+ per month in rental income. Zoning & multiple building rights support future expansion or redevelopment. Outdoors, enjoy a resort-style waterfront setting with a private pool, expansive concrete sun deck, outdoor shower, & 70-foot concrete dock with fish-cleaning station, all situated on a 6' control-depth canal with easy access to both bay & ocean waters; ideal for boating, fishing, diving, and paddle sports. Interior finishes reflect modern coastal luxury, including updated kitchens with quartz countertops & stainless appliances, spa-inspired baths with glass-enclosed showers, large-format tile flooring, recessed lighting, & turnkey furnishings. Multiple balconies & patios capture steady breezes & tranquil water views, with manatees frequently passing by. Enjoy private gated access to White Marlin Beach, just a short walk away, offering bay-side sunset views, with the Atlantic Ocean beach also nearby. Grocery stores, marinas, restaurants & bike paths are all within minutes. Rarely does a property offering this level of unity with autonomy, along with amenities, income potential in Islamorada

110 Gulfview Dr, Islamorada
$1,399,000
4 Beds ⋅ 3 Baths ⋅ 613547 MLS
43' DOCK! FRESHLY UPDATED INTERIOR! This tastefully furnished half duplex townhome features 4 generous bedrooms, 3 full bathrooms, a laundry room and a dream kitchen! Freshly painted interior and upgraded flooring on the stairs and in the bedrooms June 2026. You'll also find an ICE MACHINE, oversized private pool and more! A quick 15 minute boat ride to the Atlantic Ocean and you're within walking distance to famous Sombrero Beach! There's shopping & dining close by! Active vacation rental with proven history.

227 Sombrero Beach Road Unit 1, Marathon
$2,495,000
5 Beds ⋅ 4 Baths ⋅ 618204 MLS
Welcome to The Tides at Vaca Cut #2, a beautifully designed 5-bedroom, 4-bathroom waterfront retreat in one of the Florida Keys' most desirable luxury communities. Offering 2,607 square feet of living space, this newer construction residence (2020) was thoughtfully built and designed by D'Asign Source, a leader in Florida Keys luxury architecture and interiors. Furnished with refined coastal style, the home blends upscale design with relaxed island living. The spacious open-concept living area opens seamlessly to a private pool and hot tub, creating an exceptional outdoor entertainment space framed by sweeping views of the Vaca Cut. Whether enjoying a sunset soak or hosting guests, the outdoor living experience here is second to none. Built with longevity and performance in mind, the home features concrete block construction, impact windows and doors, a metal roof, and double-stacked washers and dryers, making it exceptionally well-suited for high-demand vacation rental use. Boaters will appreciate 36 feet of dockage with immediate access to both the Atlantic Ocean and the Gulf of America, while the constant boat traffic through the cut provides some of the best boat-watching in the Middle Keys. Located in a proven luxury complex with strong rental demand, this turnkey property offers outstanding income potential along with an elevated waterfront lifestyle. Luxury design, prime dockage, and resort-style outdoor living—The Tides at Vaca Cut #2 is an exceptional opportunity to own in one of Marathon's premier waterfront developments.

11890 1st Ave Unit 2, Marathon
$2,888,000
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
$1,725,000
2 Beds ⋅ 2 Baths ⋅ 616402 MLS
PRICE WAS RECENTLY IMPROVED: SELLERS WELCOME OFFERS! NEED A THIRD BEDROOM? Architectural drawings available from the owners for the additional bedroom! Do you like the beach...do you like boating? This is it!!! This home is cozy and spacious, stunning Waterfront Retreat in Sombrero Beach! This extraordinary Florida Keys stilted pool home is perfectly positioned on a prime corner lot only minutes from the world-renowned Sombrero Beach. A boater's paradise featuring a 60 ft. dock, 30,000 lb. boat lift, fish cleaning table and a dock tower with 50-amp and 30-amp outlets including a 110-volt outlet. Quick access to open water to world class fishing/boating. Designed with an impeccable open floor plan and modern amenities. As you step inside you are greeted by an open, sunny layout with soaring ceilings, coastal ambiance of island living. The bright, modern kitchen features sleek quartz countertops, stainless steel appliances and custom cabinetry perfect for entertaining. A dedicated laundry room, spacious downstairs storage and electric car charger for modern functionality. Enjoy expansive outdoor Florida Keys living surrounded by lush lighted landscaping, stone pavers, tiled carport, lighted and heated inground pool creating a relaxing, elegant atmosphere. The large corner lot affords plenty of parking for cars and ''toys''! This immaculate home comes with many topnotch features. This Turnkey home ''has it all''! YES, THIS HOME HAS IT ALL ...INCLUDING A HIGH PERFORMING VACATION RENTAL HISTORY!!!

341 Sombrero Beach Rd, Marathon
$260,000
613668 MLS
BUILD YOUR DREAM HOME! Exclusive New Community! Plans included for a 3 story all concrete home with roof top deck and space for an elevator. 3-bedroom, 2.5 bath with open parking and storage below. Key Largo Ocean Resort offers an exceptional blend of luxury, convenience, and island living, all with remarkably low HOA fees. This exclusive, 22-acre gated community boasts top-tier amenities, including - 24-hour security - Club House -tennis/pickle ball courts - State of the art gym - Basket Ball - Swimming Pool - Boat Ramp -Fueling Station - Marina - broad walk - beautifully maintained green spaces. Ideally situated just an hour from Miami and two hours from Key West, the resort provides the perfect balance of accessibility and tranquility. Premier amenities while offering a peaceful, private atmosphere. Don't miss this rare chance to build your own piece of paradise. Secure your spot today! Seller financing possible.

94825 Overseas Highway Unit 68, Key Largo
$2,750,000
3 Beds ⋅ 3 Baths ⋅ 616500 MLS
'Turnkey Deepwater Boater's Retreat with Private Beach Access in the Heart of Islamorada' Tucked away on a quiet cul-de-sac in one of the most desirable enclaves in Islamorada, this fully renovated 3-bedroom, 3.5-bath concrete residence delivers the ultimate Florida Keys lifestyle--where luxury, durability, and world-class boating converge. Built for peace of mind and longevity, the home features solid concrete construction and a concrete roof, offering superior storm resilience and insurance advantages rarely found in the Keys. Designed for serious boaters, the property boasts 90 feet of deepwater dockage with immediate access to both the bay and the Atlantic Ocean--no bridges, no delays, just open water within minutes. Inside, the home is completely turnkey, with updated finishes and a seamless indoor-outdoor flow ideal for entertaining or extended stays. Expansive balconies and a large outdoor patio overlook the wide canal, creating a private waterfront setting perfect for sunset dining or relaxing after a day on the water. The oversized paved driveway provides ample parking for guests, trailers, or multiple vehicles -- an uncommon convenience in this area. What truly sets this property apart is access to a rare, highly coveted private beach area, widely regarded by locals as one of the finest in the Florida Keys, offering a unique blend of boating and beach lifestyle that is seldom available in a single property. Whether you're seeking a primary residence, a luxury second home, or an income-producing waterfront asset, this property delivers unmatched versatility and strong potential for high-end monthly rentals.

122 Court Contessa, Islamorada
$1,099,000
4 Beds ⋅ 2 Baths ⋅ 616290 MLS
Discover a rare opportunity in the heart of the Florida Keys! This full duplex with TWO building rights offers 2 spacious, 2-bedroom, 1-bathroom units, each unit thoughtfully designed for comfort and convenience. Situated directly on a canal with quick access to open water, it's a dream for boating enthusiasts and an excellent choice for investors seeking strong rental income potential. Perfectly positioned in the center of Marathon, this property places you minutes from beaches, marinas, dining, shopping, and top-rated schools—everything the Keys lifestyle has to offer is right at your fingertips. Residents and guests alike will enjoy evenings on the water, seamless access to both the Atlantic and the Gulf of America, and the laid-back charm that makes Marathon one of the most desirable destinations in the Keys. Whether you're searching for a primary home with supplemental rental income, a dedicated investment property, or a versatile retreat for family and guests, this duplex delivers unmatched potential. Properties like this are rarely available—don't miss your chance to own a slice of Keys waterfront living!

4901/4903 49th St, Marathon
$6,500,000
4 Beds ⋅ 3 Baths ⋅ 610778 MLS
Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row... Islamorada's premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame the ocean view. Open ocean views from the living room, Florida room, porches, master bedroom and upstairs loft. Living room with wet bar and pass-through window to the gourmet kitchen and separate dining room, all with Saturnia stone floors. Direct boating access to the best offshore fishing and diving, plus quick Florida Bay access. RE Zoning allows weekly rentals for great income potential. The sandy backyard is shaded by palms and the large pool is fenced for privacy. The winding drive from the gate to the home is dotted with seating spots for enjoying the wildlife and tropical foliage. There is also a separate storage room and workshop downstairs, a gardening shed and landscape lighting along the driveway. Call today!

88547 Old Hwy, Tavernier
$339,000
1 Baths ⋅ 618872 MLS
Beautifully renovated first-floor studio condo in a prime waterfront boating community. This unit features a full kitchen with granite countertops and breakfast bar, tile flooring in the kitchen and living area, LVP flooring in the sleeping area and fully renovated bathroom (including updated plumbing), plus built-in closet storage. Enjoy the screened-in porch with your morning coffee or evening cocktails. The complex offers deep-water dockage,an assigned boat slip, a private boat ramp, boat trailer parking, vehicle parking, and a heated in-ground community pool. Located on a 200-ft-wide canal with quick ocean and sandbar access. New roof (2023) and new A/C (2022). Seven-night rentals permitted. This is truly a boater's dream!

109 Ave D Unit APT 307, Marathon
$630,000
3 Beds ⋅ 2 Baths ⋅ 618530 MLS
If you've been searching for a newer home in Key Largo that feels uncomplicated, solid, and ready to enjoy — this is one worth seeing. Well-maintained 3-bedroom, 2-bathroom CBS home located in Key Largo. Built with durable concrete block construction, this single-level residence offers a functional floor plan with an open living, dining, and kitchen area designed for comfortable everyday living. The home sits on a spacious 7,000-square-foot lot and is connected to municipal water and sewer services. Generous outdoor space provides opportunities for entertaining, storage, or future enhancements. Located in a non-HOA community, the property allows added flexibility for homeowners. Conveniently positioned near local schools, shopping, and dining. Community offers a basketball and a baseball diamond. Priced competitively relative to condition and construction. Seller is motivated and prepared for a smooth transaction — quick responses to offers. Buyer to verify all facts, measurements, and specifications.

34 Hibiscus Ln, Key Largo
$350,000
616563 MLS
Build your dream home on this exceptional 11,600 sq. ft. bayfront lot in the prestigious, gated community of Stirrup Key. Offering open water views, this parcel provides the perfect canvas for a custom residence designed to capture the beauty of the Florida Keys lifestyle. With ample space for your ideal floor plan, this deed-restricted community ensures a neighborhood of high-quality homes while maintaining privacy and exclusivity. Located within the City of Marathon, Stirrup Key combines upscale living with convenient access to world-class fishing, boating, dining, and the best of the Keys. Don't miss this rare opportunity to create your own waterfront paradise in one of Marathon's most desirable enclaves.

313 Stirrup, Marathon
$5,499,997
1 Beds ⋅ 2 Baths ⋅ 617777 MLS
This is a Rare opportunity to purchase a Turn-Key Highly Established Florida Keys Boat Rental Business and Marina located in the heart of Marathon Florida in Coco Plum and just minutes to Key Colony Beach. Opportunity includes a 15,500 sqft Deep Waterfront Lot that has quick unobstructed access to the Atlantic Ocean & Gulf of Mexico with Boat Dockage including 8 Slips, a well-maintained 5150 sqft Elevated Metal Building, which has just been newly painted and has 6 roll up doors including multiple that are 14 Ft High, a Fully Built Out Office Space with 1st Floor Bathroom & Laundry, a Paint Booth, Plenty of interior Storage for Boats, an Upstairs 1400 sqft Legal Dwelling, which has been Renovated and includes 1 Bed, 1 Full Bath, a Living Room & Kitchen & Impact Resistant Windows. Business is known for having one of most impressive Pristine Fleet of Rental Boats in the entire Keys including 18 Twin Engine Boats ranging in size from 25ft to 34FT in length including Many New engines. The maintenance schedule of the boats is impeccable with each Boat receiving Brand New Paint & New Upholstered Interiors with New Canvas on the T-Tops every few years, updated Electronics & they all received upgraded Twin Yamaha Motors over the last few years. There are 14 Aluminum Trailers for the Fleet, which are fully registered and road worthy. Total estimated values of all Business inventory including the Boat Fleet is almost $1.7M. You will not find any other comparable opportunity available in all of the Keys as this business has been successfully operated since 2007, has an estimated 80% of its business from repeat customers. So, if you have been looking for an opportunity to expand your Boat Rental or Marina business in the Florida Keys or if you have been dreaming about moving to the Florida Keys and owning your business, you may have just found the perfect opportunity as day 1 of ownership you are making money. Financials to be provided once NDA is fully executed.

91 Ave A Ave, Marathon
$499,000
1 Beds ⋅ 2 Baths ⋅ 614101 MLS
Price Improvement! This townhouse is enjoying a strong rental season and is attractively priced for an investor or owner-user. Call for details. Breathtaking townhouse with 7 DAY RENTALS ALLOWED, 1 BR 2 Bath on 7-acre waterfront complex located oceanside in Marathon, Fl. This retreat is designed to accommodate 4 people and is steps away from open ocean views, where you can fish off the docks, lounge under one of the many Tiki huts, or cool off in the swimming pool that overlooks the Atlantic. The clubhouse is equipped with a ice machine along with convenient grilling stations to cook your fresh catch. The vacation rental market in Marathon provides flexibility for those interested in generating additional income and allows for seven day rentals. This unit is set up for rentals with the City of Marathon and has a fantastic rental history available for review. Ocean Isles has easy access to the water with a private boat ramp for owners, allowing you to conveniently take your vessel in and out of the water. With protected boating access for owners at the Marina, featuring a new seawall, bulkhead, and docks, you'll have smooth sailing for all your water excursions. The central location of Ocean Isles in Marathon makes it the perfect home base for exploring all the Florida Keys. This townhouse has a Washer and Dryer hookup ready to go or there is a laundry facility available on the property.

10877 Overseas Highway Unit 7, Marathon
$475,000
3 Beds ⋅ 2 Baths ⋅ 617561 MLS
Motivated sellers; looking for offers on this well maintained 3 bedroom/2 bath home in Harry Harris Park! Sprawling over 1,600 sq. ft, this spacious 2005 modular home has the most comfortable living, featuring a bright open layout with an additional den and a separate office, ideal for extra living space or working from home. Enjoy peace of mind with a NEW METAL ROOF and the convenience of being sold furnished, making it truly move-in ready. Located just moments from Harry Harris Park, one of the Upper Keys' family-friendly parks, offering a sandy beach area with calm swimming, oceanside picnic spots, bathrooms, and a public boat ramp. The park also features a children's playground, baseball fields, basketball courts, and plenty of open space for outdoor fun. A fantastic opportunity for full-time living or a Keys retreat! Close to shopping, schools and just over one hour to Miami International airport.

222 Cuba Rd, Tavernier
$5,400,000
4 Baths ⋅ 612573 MLS
This property is on the Oceanside of Downtown Key Largo with 500 ft of Deep Water Dockage that has direct ocean access. There is a 5,508 sq. ft. concrete building with concrete roof that is commercially zoned. Sale includes the commercial building, and over 62,000 sq. ft. of land that has gas and diesel tanks on the property and a pump to service boats. There is also a sewage pump out for boats . Currently 3 tenants are in place with active leases. This is a rare opportunity of an Iconic Key Largo Property. Please DO NOT walk the property or bother the tenants.

522 Caribbean Dr, Key Largo