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$595,000
2 Beds ⋅ 2 Baths ⋅ 618979 MLS
Owner says ''Bring All Offers'' Charming Coastal Retreat: 2 Bedroom, 2 Bath home with 35' concrete seawall. Nightly Rentals allowed. Welcome to your perfect getaway or investment opportunity! This delightful home built in 1993, offers 816 sq. ft. of comfortable living space, fully furnished and turn-key, making it an ideal choice for both relaxation and income generation. Step inside to discover a cozy and inviting interior, complete with all the essentials for a seamless transition. The open-concept living area flows effortlessly, providing a warm atmosphere for gatherings or quiet evenings. Outside, you'll find a concrete seawall, perfect for fishing enthusiasts and water lovers alike. The included fish cleaning station makes it easy to prepare your catch right at home. With ample outdoor storage space underneath the house, you'll have plenty of room for kayaks, fishing gear, or seasonal decorations. Located in a prime area that allows for nightly rentals, this property is not only a fantastic home but also a lucrative investment opportunity. Whether you're looking to enjoy your own slice of paradise or generate rental income, this home has it all. Don't miss your chance to own this charming coastal retreat. As part of the Venture Out community, you'll enjoy an array of amenities at your doorstep. Dip into the massive saltwater swimming pool overlooking the ocean, or take advantage of the marina store and fuel station. Sports enthusiasts will love the two lighted tennis courts, pickleball, basketball, and bocce courts. The recreation hall and community pavilion host a variety of activities and events, making it easy to connect with neighbors and make new friends. This golf cart-friendly community also features a boat ramp, giving you direct access to the stunning waters of the Florida Keys. Whether you're looking for a vacation home, rental investment, or a permanent paradise, this property has it all!

701 Spanish Main Dr Unit 604, Cudjoe
$1,075,000
3 Beds ⋅ 2 Baths ⋅ 618978 MLS
Experience expansive views of both the Atlantic Ocean and Florida Bay from this updated three-bedroom penthouse. The interior features high vaulted ceilings that create a bright, spacious feel, anchored by an updated kitchen with quartz counters and a dedicated coffee bar. Designed for privacy, the primary suite is separated from the living space by a pocket door and includes its own private bath, while the additional bedrooms share an ensuite bathroom. Floor-to-ceiling impact sliders lead to an expansive screened-in balcony, allowing you to enjoy the coastal breeze and ''views for days'' in any weather. Functional building features include an elevator, ground-level open parking with a covered parking option, and a dedicated 10'x10' (approx.) locked storage area for owners. This residence is perfectly situated just steps from Hawks Cay Resort, Marina slips, Dockside store and Angler & Ale restaurant. Whether you are watching the charter boats return with the daily catch or enjoying the full resort amenities through the onsite rental management participation, this property serves as an ideal primary residence, second home, or investment. Ownership is streamlined with building exterior insurance and professional onsite condo management.

4402 Marina Villa Dr, Duck Key
$755,000
2 Beds ⋅ 2 Baths ⋅ 618973 MLS
This spacious 2-bedroom, 2-bath oceanfront condo is ideally positioned within the Monte Christo community, just steps from a white-sand beach and the turquoise waters of the Atlantic. With sweeping open water views and a thoughtfully designed layout, the residence offers a relaxed setting for enjoying the beauty of oceanfront living. Inside, the open-concept layout allows the living, dining, and kitchen areas to take full advantage of expansive open water views, creating a bright and inviting space for both everyday living and entertaining. The oceanfront primary bedroom enjoys the same beautiful outlook. Both the main living area and primary suite open onto an expansive 28-foot balcony, where steady ocean breezes and unobstructed water views create an inviting outdoor extension of the living space. Monte Christo's amenities enhance the experience even further. Residents enjoy private garage parking, a pristine oceanfront pool, a separate lap pool, tennis courts, and shuffleboard. Spend the day on the private beach, relax by the water, or stroll through the beautifully maintained grounds. An on-site manager adds an extra level of convenience and peace of mind. A beautiful setting to experience oceanfront living at Monte Christo.

1001 W Ocean Dr Unit 1-204, Key Colony
$749,000
2 Beds ⋅ 2 Baths ⋅ 618970 MLS
Discover the ultimate Florida Keys lifestyle with this highly sought-after property at the exclusive Monte Christo Condos in the heart of Key Colony Beach. This stunning 2-bedroom, 2-bathroom oceanfront residence offers 1,352 square feet of beautifully appointed, sun-drenched living space tailored for coastal relaxation. Positioned perfectly on the second floor, this unit delivers fantastic side views of the sparkling turquoise waters of the Atlantic Ocean. You come to the Keys to enjoy the sunshine, and the balcony space on this unit is amazing, with over 500 square feet of outdoor space to enjoy your view! The open-concept layout and spacious primary suite seamlessly blend indoor comfort with the extraordinary natural beauty just outside your sliding glass doors. If you want immaculate cleanliness, modern decor, and turn key perfection...this is the one! Elevator and stair access. Unmatched Resort-Style Amenities As an owner at Monte Christo, you will enjoy access to exceptional community features designed for recreation and resort-style living: Private Beach: Over 350 feet of pristine sandy shoreline right in your backyard. Two Pools: A stunning oceanfront pool for soaking up the sun, plus a separate lap pool with an adjacent hot tub. Active Living: Lighted tennis courts, pickleball, and shuffleboard. Convenience: A private detached garage, dedicated on-site management, and pet-friendly policies (with restrictions). You are just a short walk, bike ride, or golf cart trip from Sunset Park, a marina, restaurants, the local 9-hole golf course, and charming local boutiques. Whether you are looking for a lucrative vacation rental investment, a serene second home, or your full-time beachfront haven, this incredible residence delivers on every front. Experience the world-class luxury and standard of excellence you expect. This piece of paradise won't last long!

1001 W Ocean Dr Unit 1-201, Key Colony
$499,000
2 Beds ⋅ 3 Baths ⋅ 618967 MLS
Positioned along the sandy shoreline of Key Colony Beach, this beautifully updated 2 Bedroom, 2.5 Bathroom second-floor residence at The Cay offers an exceptional blend of coastal comfort and resort-style living. Nestled within a charming beachfront community on the Atlantic Ocean, the property enjoys direct access to one of the few natural sandy beaches in the Middle Keys along with a relaxed, private atmosphere that defines the island lifestyle. Inside, the residence has been thoughtfully updated with a clean coastal aesthetic and modern finishes throughout. The kitchen features crisp white shaker cabinetry, sleek solid-surface countertops, stainless appliances, and stylish open shelving, creating a bright and functional space ideal for everyday living or entertaining. The open living and dining areas flow seamlessly to a private covered balcony where tropical landscaping and gentle ocean breezes create a peaceful outdoor retreat. Both bedrooms are generously sized and designed with comfort in mind. The spacious primary suite features its own en suite bath, while the guest bedroom enjoys the added luxury of a private balcony, providing a quiet retreat for visiting family and friends. A full guest bathroom along with an additional half bath adds convenience and flexibility to the floor plan. The Cay is a boutique oceanfront community known for its beautifully maintained grounds, inviting pool area, and direct beach access just steps from your door. Residents enjoy the convenience of nearby restaurants, marinas, golf, and all the amenities of Key Colony Beach while being centrally located in the heart of the Florida Keys. Whether you are seeking a full-time residence, vacation getaway, or income-producing investment, this turnkey coastal retreat offers the opportunity to experience the very best of oceanfront living in Key Colony Beach.

601 W Ocean Dr Unit 105D, Key Colony
$479,000
2 Beds ⋅ 1 Baths ⋅ 618964 MLS
What a gem! This elevated two-bedroom half-duplex offers tons of natural light and peaceful peek-a-boo open ocean views from the living areas and from the porch and fabulous 240sf (!!) covered deck. Situated second in from the ocean on a quiet dead-end street, here's a rare opportunity to buy in a sought-after Middle Keys location at this price, with a lot of bang for the buck! Light, bright and neat, this home features a very private low-maintenance yard with room for a pool and your Keys toys, a metal roof, an open floorplan, and no HOA. An opportunity for superb location, price, and peek-a-boo ocean views seldom presents itself, so don't wait! Live here and relish in the sunny Keys lifestyle or rent it out and generate income. Seven-day-minimum rentals are permitted. Favorite location near beaches, boat ramps, shopping and activities. FaceTime TOURS ARE AVAILABLE FOR QUALIFIED BUYERS!

1297 73rd St, Marathon
$2,999,500
2 Beds ⋅ 2 Baths ⋅ 618955 MLS
Beautifully updated and styled with plush new interior designed furnishings, 401 Emma Street Unit H is a vacation rental townhome that has BOTH Ocean and Harbor views in the heart of Truman Annex. Enjoy gorgeous sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen all in easy access. The second story's primary bedroom and bath opens out to its own private balcony. This gem is in the highly desirable Old Town location Mill's Place condominiums in Truman Annex.

401 Emma St Unit APT H, Key West
$365,000
615670 MLS
1 OF 7 WATERFRONT TDR'S FOR SALE IN THE VILLAGE OF ISLANDS. WHY WAIT? START BUILDING TODAY! Secure a rare TRANSFERABLE DEVELOPMENT RIGHT [TDR] for new single-family market-rate construction within the Village of Islands. Each TDR may be applied toward the construction of one new waterfront residence on an eligible receiver site, subject to Village approval. Buyer shall verify that the proposed receiver site qualifies, is suitable for development and is scarified rather than hammock habitat. Buyer shall pay all costs associated with the transfer, including but not limited to Village application fees, review fees, and required deposits. UP TO SEVEN BUILDING RIGHTS ARE AVAILABLE. PRICE IS PER TDR. CALL FOR ADDITIONAL DETAILS.

1 Tdr, Not Provided
$2,795,000
4 Beds ⋅ 4 Baths ⋅ 618953 MLS
Now priced below appraisal - Motivated Seller! Your chance to buy a rare waterfront estate positioned along a 200-foot wide canal, 110 foot dock with direct ocean access, this beautiful residence captures the essence of island living. Spanning over 3,200 square feet, the home offers four bedrooms and three-and-a-half baths ideal for hosting family and guests in true Keys style. From the moment you enter, a dramatic grand staircase and soaring two-story great room set the tone for the home's refined yet relaxed atmosphere. Walls of windows frame tranquil water views and fill the space with natural light, creating the perfect backdrop for entertaining or unwinding after a day on the water. The kitchen features granite countertops, stainless steel appliances, and an open layout, seamlessly connecting the living and dining spaces--perfect for gathering with friends after a sunset cruise. Outdoors, your private waterfront oasis awaits. A 110-foot concrete dock with dual 40-foot finger piers provides exceptional deep-water dockage with room for multiple vessels, including large yachts, and immediate access to the Atlantic. Additional amenities include floating docks for jet skis and kayaks, davits, a fish-cleaning station, and an ice machine, making this property a dream for serious boaters and anglers alike. Surrounded by lush tropical landscaping, the heated pool and spa create a secluded sanctuary where island breezes and warm sunshine define every day. Whether you envision mornings on the water, afternoons poolside, or evenings entertaining beneath the stars, this residence delivers a lifestyle that is unmistakably Florida Keys luxury. This property is more than a home--it is your private gateway to the open ocean and the relaxed sophistication of Keys living.

14 Ave F, Marathon
$890,000
2 Beds ⋅ 2 Baths ⋅ 616459 MLS
Charming 2BR/2BA PLUS A LOFT, Keys home on Upper Sugarloaf, the perfect blend of comfort and waterfront living. Built on sturdy concrete pilings with Hardie board siding and a metal roof, this three-story retreat of island living. with GENERAC Generator. Inside, you'll find bright, cozy interiors with bamboo and ceramic tile floors and open living spaces for the relaxed Keys lifestyle. What truly sets this property apart is its rare private boat ramp on a deep-water canal with a boat lift—a feature difficult to replicate under today's strict permitting process. Enjoy quick access to the open waters for world-class boating and fishing. Lot also provides plenty of room oasis to add a pool overlooking the canal. Whether as a full-time residence or vacation escape, this home delivers the quintessential Florida Keys experience.

813 Hawksbill Ln, Sugarloaf
$1,410,000
3 Beds ⋅ 3 Baths ⋅ 618947 MLS
Beautifully maintained 3-bedroom, 2.5 bath pool home located in the highly desirable Newtown neighborhood of Key West. This property offers the perfect balance of indoor comfort and outdoor island living. A flagstone pathway leads to your private, quaint, floating dock on Sunrise Canal, providing convenient access to launch kayaks, paddleboards, and personal watercraft. From here, you can explore the Atlantic Ocean, Gulf waters, and the stunning backcountry of Key West. The home features a bright, open floor plan filled with natural light, a wet bar for entertaining, and spacious living areas that flow seamlessly to the outdoor pool space. The primary suite offers an ensuite bath and direct access to the pool area, creating the perfect indoor-outdoor lifestyle. Enjoy private poolside gatherings surrounded by tropical landscaping, or relax in the peaceful courtyard complete with a charming fountain. Additional features include a large covered carport with space for multiple vehicles, ample outdoor storage, and a separate laundry room. A wonderful opportunity to own a water-access pool home in one of Key West's most sought-after residential neighborhoods.

1507 19th St, Key West
$45,000,000
31 Beds ⋅ 31 Baths ⋅ 618945 MLS
Rare opportunity to acquire Sugarloaf Lodge & Marina - 10.6± Acre Waterfront Resort Redevelopment Opportunity Near Key West, located on Lower Sugarloaf Key, 15 minutes from Key West along the Overseas Highway. Positioned on the waterfront of Sugarloaf Sound, this unique property offers significant resort redevelopment and expansion potential in one of the most supply-constrained hospitality markets in the USA. Historically the property operated as a larger waterfront lodge destination. Several hotel units were lost during Hurricane Wilma in 2005, however 24 development rights associated with those units remain vested, creating a rare opportunity to rebuild and expand the resort footprint. Based on existing development rights, potential density may allow future expansion to approximately 101 hotel rooms, subject to approvals. The 10.6-acre site includes an operating lodge, waterfront restaurant (real estate only) , tiki bar, marina (real estate only), dockage, pool, and resort amenities. The restaurant operates with an SRX liquor license, and the property also includes a separate transferable 5COP liquor license, a valuable asset allowing the sale of beer, wine, and spirits.Additional improvements include a commercial retail building with four office spaces (real estate only), which may be expanded or repositioned to support hospitality, marina, or retail uses, as well as a three-bedroom residential unit that may offer redevelopment potential. With 10.6 acres of waterfront land, existing hospitality use, vested development rights, and close proximity to Key West, the property offers a rare opportunity for investors seeking to develop a boutique waterfront resort, eco-luxury destination retreat, or marina resort redevelopment. Buyer to verify development rights, zoning, density, and redevelopment potential. Qualified buyers only. Shown by appointment only. Do not disturb staff or businesses. NDA required for information. Call for your exclusive showing!

17075 Overseas Hwy, Sugarloaf
$3,950,000
4 Beds ⋅ 4 Baths ⋅ 618942 MLS
New 2025 waterfront construction on the final canal in Key Haven--an architectural entertainer designed for seamless indoor-outdoor living just 5 minutes from Key West. Unlike typical Keys homes, this residence was designed around outdoor living, offering over 2,400 Sq.Ft. of covered entertaining space seamlessly connected to the interior. Completed in 2025, this striking modern waterfront residence offers 4 bedrooms + office, 4 bathrooms, and 2,458 Sq.Ft. of interior living space. Positioned on the coveted final canal in the exclusive Key Haven community, the home is designed for privacy, entertaining, and exceptional boating access. The layout offers rare flexibility. The entire top level functions as a private guest quarters, ideal as an elevated primary suite, luxury guest retreat, or in-law residence with some of the best water views in the home. This level also features a large covered porch spanning the entire floor, creating an additional private entertaining space. Inside, the architecture emphasizes volume, light, and clean modern lines. Tall ceilings, expansive glass, and large polished porcelain tile flooring create a refined coastal aesthetic. The open living area centers around a gourmet kitchen with Thermador appliances designed for entertaining. Stackable glass doors open the entire main living space onto a wide covered waterfront porch, for seamless indoor-outdoor living. A private elevator with access from ground level.Outdoor spaces include four decks, a rooftop deck with sweeping water views, a pool with swim-up bar, and a private putting green. The rooftop deck is ideal for spectacular sunsets and stargazing. For boating enthusiasts, the property features a 15,000 lb boat lift and davit with quick access to both the Gulf and Atlantic. Additional highlights include solid concrete construction, standing seam metal roof, elevator access, high-end finishes, and a large air-conditioned storage room. Photos include virtually staged furniture.

3 Evergreen Ave, Key Haven
$1,450,000
618940 MLS
Excellent opportunity to build your dream in paradise. This 6,140 sq foot lot with 70.65 ft. of water frontage has a beautiful open water and ocean view. This is the last lot available in this established subdivision Summerland Cove. Easy access to both the Atlantic Ocean and the Gulf of Mexico.

00000 Lagoon Dr, Summerland
$530,000
2 Beds ⋅ 2 Baths ⋅ 618939 MLS
Beautifully remodeled 2 bedroom, 2 bathroom home in the heart of Key Largo where no detail has been overlooked. This move-in ready property offers stylish finishes throughout, featuring stainless steel appliances, a wine cooler. The thoughtfully designed layout allows both bedrooms to enjoy direct access to the backyard, creating a seamless indoor-outdoor living experience. Step outside to your private backyard oasis featuring a sparkling pool, wrapped in exotic hardwood nestled into a mangrove backdrop, a charming chickee hut perfect for relaxing or entertaining, and a low-maintenance turf lawn accented with pearock for a clean look. A covered back porch provides the perfect place to unwind and enjoy the tropical surroundings. The neighborhood boat-ramp provides ease of use to the water, with direct access to the Florida Bay, and just a 5 min ride to Adams cut for your Ocean Access. Conveniently located near John Pennekamp, schools, shopping, and dining, with Miami just about an hour away. This home is offered fully furnished, including bikes, kayaks, paddle boards and outdoor furnishings. This property has the perfect blend of modern updates, outdoor living, and the laid-back Florida Keys lifestyle, so If you're looking for a vacation home, investment property or your very own getaway, this coastal villa is for you. Call for your private showing today.

553 Oldsmar Ln, Key Largo
$4,495,000
4 Beds ⋅ 5 Baths ⋅ 618937 MLS
Architect-designed and purpose-built for modern island living, 1614 Washington Street delivers a rare combination of durability, intelligence, and refined restraint. This is a luxury home defined not by excess, but by performance, longevity, and thoughtful design. Constructed with solid masonry, impact-rated windows and doors, and positioned above flood elevation, the home offers a level of resilience and peace of mind increasingly sought in today's coastal market. Materials and systems were selected for low maintenance and long-term reliability, creating a residence that is as practical as it is elegant. The home reflects the work of award-winning local architect Matthew Stratton, whose projects have been featured in Architectural Digest and Coastal Living. It is designed with a philosophy centered on efficiency, foresight, and long-term coastal performance. Energy independence is integral to the design. A solar infrastructure paired with Tesla battery storage supports uninterrupted power, and a quieter, more secure lifestyle--an elevated approach to sustainability that enhances daily living rather than complicating it. The interior floor plan is owner-forward and highly livable. The primary suite is located on the main level, offering privacy and ease. At the same time, three additional en-suite guest bedrooms are intentionally arranged around a den/lounge space on the second level, ideal for extended stays or visiting guests. Finishes include porcelain tile flooring, quartz surfaces, custom cabinetry, and high ceilings that bring light and volume throughout. Outdoor living is private and well-defined. A two-tiered pool with a splash deck and water features anchors the backyard, surrounded by mature tropical landscaping that creates a true island retreat. At its core, 1614 Washington is not about excess; it's about intelligence. A fortress when needed, a retreat when desired, and a design-forward home whose value is revealed in daily living, not just on paper.

1614 Washington St, Key West
$1,900,000
618935 MLS
Rare opportunity to own one of the only waterfront lots currently available in the Key West area -- and one of just a handful offering true canal and Gulf frontage with immediate boating access. This exceptional Gulf-front homesite offers the best of both worlds: protected canal dockage plus expansive open water access. Enjoy direct Gulf frontage, beautiful open water and bay views, and the ability to keep your boat at your own property. The lot includes a boat hoist and a grandfathered small boat launch, making it a dream setup for serious boaters and water enthusiasts. With generous lot dimensions, there is ample space to build a substantial custom residence with room for a pool and two-car garage. (Builder to verify maximum buildable square footage.) Imagine designing your ideal island retreat with sweeping water views and seamless indoor-outdoor living. The property is accessed through an electric gate, offering added privacy and exclusivity. In a market with extremely limited waterfront inventory -- currently only a few comparable vacant lots in the broader Key West area -- this homesite stands out for its combination of Gulf frontage, boating amenities, privacy, and build potential.

6 Palmetto Dr, Big Coppitt
$540,000
2 Beds ⋅ 2 Baths ⋅ 618934 MLS
Immerse yourself in the highly desirable Ocean Pointe Development offering an unparalleled lifestyle with stunning sunrises and an array of amenities, including NIGHTLY RENTALS! This meticulously maintained 2 bedroom, 2 bathroom condominium offering a new air conditioner, washer, dryer, refrigerator and dishwasher, plus new impact windows and doors and offers a rich history of successful short-term rentals. Discover the allure of this community, highlighted by a protected marina that provides direct ocean access and a convenient boat ramp. The complex features a Jr. Olympic size pool complemented by a 14-person spa, creating the perfect setting for relaxation. Indulge in the exclusive amenities, including an oceanfront café and lounge with an area underneath inviting you to enjoy the serenity of the surroundings. Relish in the coastal lifestyle with a pristine beach area, complete with a boardwalk and gazebo. You will appreciate the lighted pickleball and tennis courts. Don't miss the chance to make this Ocean Pointe condominium your home or a great investment property. Embrace the perfect blend of comfort, luxury, and natural beauty in this captivating development. SELLER OFFERS TO MANAGE THE RENTALS FOR 16% FEE..

500 Burton Dr Unit 1210, Tavernier
$1,895,000
3 Beds ⋅ 4 Baths ⋅ 618931 MLS
This new construction property is in a very quaint and quiet family friendly neighborhood in Key Largo. Centrally located on the island its a very close drive to a 5 Star rated VPK - 8th grade school, close to grocery shopping, leisure shops, local businesses, medical facilities and restaurants. With water views and water access, you are only a boat ride away from Blackwater Sound. A prestigious bay with boat parking for water front dining, shopping, and community parks.

764 Michael Dr, Key Largo
$1,969,000
3 Beds ⋅ 3 Baths ⋅ 618929 MLS
Welcome to your ideal island escape at 1607 Sunshine Drive in vibrant Key West, FL! This newer-construction 2014 single-family home offers the modern coastal lifestyle you want - built to the latest building codes for improved insurance options- featuring impact glass windows and doors, metal roof, concrete siding, and an elevated structure above base flood for added peace of mind. Step inside to a bright, breezy layout with a full bedroom and bath on the first floor with a convenient Murphy bed for ultimate flexibility, plus two spacious en-suite bedrooms upstairs -- each opening to private decks where you can catch the island breeze and have a morning con leche or an evening Cuba Libre. You'll love the coastal finishes throughout, including plantation shutters, granite countertops, and stainless steel appliances, plus a beverage pantry that adds a fun, functional touch. Outside is where this home truly shines: the fully fenced lot includes privacy fencing around the backyard, composite decking on all deck surfaces, and tropical landscaping complete with lighting and irrigation--creating a polished, resort-like setting for relaxing or entertaining. A heated pool and two off-street parking spots round out the experience. The home may be offered furnished for a true turn-key opportunity, 1607 Sunshine Drive is ready for you to start living the Key West lifestyle from day one.

1607 Sunshine Dr, Key West
$4,500,000
3 Baths ⋅ 618928 MLS
Beautiful 100' of oceanfront property on Lower Matecumbe Key. This offering consists of a 100' lot with a triplex apartment building (3 TDRs),.This gives you lots of possibilities for redevelopment of the property. Fantastic near 180° ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings, cruise ships with their lights passing, and plenty of stars. Launch kayaks from the beach to do a little tarpon fishing and bonefish are making a comeback so you can wade with your fly rod for a thrill. Also snorkel for lobster in season in all the little crevices and holes off shore of the property. Note: One of the owners is a State of Florida Real Estate Licensee

75131 Overseas Hwy, Islamorada
$2,550,000
4 Beds ⋅ 3 Baths ⋅ 618927 MLS
Beautifully remodeled 1998 concrete home is situated on a sprawling 47,752 sq ft lot (over one acre) with no conservation easement, this offers privacy, flexibility, and exceptional upgrades throughout. Zoned to allow one horse, the fully landscaped property features mature greenery, professional landscape lighting, and expansive grounds with ample room to add a pickleball or tennis court -- a rare opportunity to further customize your private estate. Completely renovated in 2020-2021, the home includes a new metal roof, all impact windows and doors, updated A/C systems with mini splits, tankless water heater, and a 45KW generator with a 1,000-gallon propane tank. The thoughtfully designed interior offers 4 bedrooms and 3 bathrooms, including a private third-floor primary suite with walk-in closet, balcony access, and a spacious ensuite bath with its own private balcony. The custom kitchen features a large center island with electric cooktop (piped for gas), flowing seamlessly into the main living area with a large screened-in porch off the living room. Total square footage includes 3,069 sq ft of main living space plus an additional 1,377 sq ft of enclosed entertainment space, offering endless possibilities for recreation, hobbies, or extended living -- totaling 4,446 sq ft under roof. Outdoor amenities include a 450 sq ft heated and chilled pool with spa, summer kitchen and patio, 50-amp RV hookup with sewer and water for up to a 45-ft RV, and a 2-car air-conditioned garage. With acreage, infrastructure, and modern upgrades already in place, this property offers the perfect blend of space, luxury, and future potential. Located near shopping, restaurants, Key Largo fisheries, and Key Largo Park.

55 Ocean Front Dr, Key Largo
$7,000,000
618926 MLS
'United States Bankruptcy Auction. The Listing Price is for MLS Purposes only. Actual Price will be determined at Auction. Now Accepting Pre-Auction Stalking Horse Bids. The Stalking Horse Bid Deadline is Monday, July 27, 2026, at 5:00 PM EDT' 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
$1,055,000
2 Beds ⋅ 3 Baths ⋅ 618925 MLS
Enjoy Florida Keys waterfront living in the heart of Big Pine Key. This canal-front home with a full concrete seawall and direct boating access offers the perfect opportunity to experience the relaxed Lower Keys lifestyle surrounded by world-class fishing, diving, and boating. The elevated main home features a 2 bedroom, 2 bathroom layout with an open living area, spacious kitchen with built-in cabinetry extending into the dining area, and pocket sliding doors leading to a screened porch overlooking the canal--an ideal spot to enjoy the island breeze. Downstairs is a pre-FIRM finished enclosure with approximately 480 sq ft including an additional 1 bedroom and 1 bathroom, providing flexible space for guests, hobbies, or storage. The fenced lot, drive-through garage, and large utility/laundry area offer plenty of room for boating gear and outdoor equipment. A rare bonus is the added privacy with no neighbors on one side, as the county owns the two adjacent lots which will remain undeveloped. Located in the desirable Eden Pines neighborhood, just minutes from the community boat ramp, local restaurants, and shopping, and approximately 30 minutes to Key West. Close to Bahia Honda State Park, the National Key Deer Refuge, and world-class snorkeling and diving at Looe Key Reef.

29051 Magnolia Ln, Big Pine
$4,900,000
618920 MLS
Discover an extraordinary opportunity to own 34,000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one bedroom and one bathroom - ideal for a comfortable interim residence while you bring your custom waterfront vision to life. For boating enthusiasts, the estate offers dockage with direct bay access, placing world-class fishing, sandbars, and crystal-clear waters just moments away. A permit has been submitted to repair and expand the existing dock and add two boat lifts (20,000 lb and 16,000 lb), significantly enhancing the property's boating capabilities and long-term value. With the existing estate slated for demolition and redevelopment, the conceptual renderings unveil a spectacular 4,872-square-foot custom residence offering five bedrooms, five and a half bathrooms, a three-car garage, and a resort style pool - all thoughtfully designed to capture water views from every vantage point. This remarkable bayfront estate offers endless possibilities in an unparalleled setting.

150 List St, Islamorada
$4,900,000
1 Beds ⋅ 1 Baths ⋅ 618918 MLS
Discover an extraordinary opportunity to own 34,000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one bedroom and one bathroom - ideal as a weekend escape, guest retreat, or comfortable interim residence while you bring your custom waterfront vision to life. For boating enthusiasts, the estate offers dockage with direct bay access, placing world-class fishing, sandbars, and crystal-clear waters just moments away. A permit has been submitted to repair and expand the existing dock and add two boat lifts (20,000 lb and 16,000 lb), significantly enhancing the property's boating capabilities and long-term value. Surrounded by multimillion-dollar estate home sales, this offering represents a rare chance to secure a premier bayfront parcel in one of Islamorada's most sought-after locations. With the existing estate slated for demolition and redevelopment, the conceptual renderings unveil a spectacular 4,872-square-foot custom residence offering five bedrooms, five and a half bathrooms, a three-car garage, and a resort style pool - all thoughtfully designed to capture water views from every vantage point. This vision blends refined indoor living with outdoor elegance, creating a seamless waterfront sanctuary. Whether you envision a private coastal retreat or an entertainer's paradise, this remarkable bayfront estate offers endless possibilities in an unparalleled setting.

150 List St, Islamorada
$15,990,000
6 Beds ⋅ 9 Baths ⋅ 618911 MLS
Newly completed in 2025, this exceptional oceanfront estate is located in the heart of The Florida Keys on the premier ocean side of Islamorada. A gated entry welcomes you through lush tropical landscaping and a diverse fruit-tree grove, setting a private and refined arrival. Set on over 2 usable acres with 210 feet of private sandy beachfront and a protected cove, the residence spans 7,590 square feet of interior living space & 1,736 square feet of exterior living, with an expansive 230-foot dock. Designed for seamless indoor-outdoor living, the home features a dramatic great room with 23-foot ceilings, panoramic Atlantic exposure, and expansive covered terraces with summer kitchen and outdoor dining areas. A 65-foot heated lagoon-style pool with swim-up bar and fire-pit lounge creates a resort-caliber setting. The chef's kitchen is appointed with Sub-Zero, Wolf, and Thermador appliances. Additional highlights include dual primary suites, private orchid garden, lounge & recreation room, elevator, Sonos surround sound, impact windows and doors, metal roof, double-height garage, water-sports storage room and a full home generator. The essence of beachfront living in Islamorada, combining impressive scale and ultimate privacy. ***A contiguous 0.7-acre lot with development rights for an ancillary building with upstairs storage is available separately.

88351 Old Hwy, Islamorada
$1,649,999
2 Beds ⋅ 2 Baths ⋅ 618917 MLS
1 Ave F, Marathon, FL 33050. Beautiful canal front home for sale in Marathon Florida. This inviting property features a spacious lanai, stretching across the back of the home, offering serene views of the canal and out to the open ocean great for relaxing and entertaining. Inside you'll find an open area and airy living room, dining room, and kitchen designed for effortless gatherings and coastal living. The home has two comfortable bedrooms and two full baths. The generous carport easily accommodates up to four vehicles and includes an underground storage shed for added convenience. A wonderful opportunity to enjoy the Florida Keys lifestyle with water views, boat slip, ample space and exceptional outdoor living with no HOA fees.

1 Ave F, Marathon
$999,000
3 Beds ⋅ 2 Baths ⋅ 618916 MLS
This charming 3-bedroom, 2-bath half-duplex has so much to offer! Watch stunning Keys sunsets from your screened porch, or dock your boat at the 30-foot slip with quick ocean access just around the corner. Stroll to the Cabana Club for pool and beach access down the street. The master suite features a king bed, a bath with a jetted tub, separate shower, double sinks, and a walk-in closet. The guest rooms offer a queen bed and two full beds. The home comes fully equipped with three Smart TVs, Wi-Fi, and cable. Outside, enjoy a fish cleaning station, bait freezer, BBQ, picnic table, and more. You're within walking distance of all KCB's attractions--parks, restaurants, golf, and more. Key Colony Beach sits in the heart of the Florida Keys near Marathon airport, about 50 miles from Key West and roughly 90 minutes from Miami-Dade. With direct access to both the Atlantic and Gulf, plus nearby coral reefs, fishing, and diving spots, it's the perfect vacation getaway and one of the Keys' best-kept secrets!

441 3rd St, Key Colony
$1,595,000
3 Beds ⋅ 2 Baths ⋅ 618915 MLS
Nestled on the picturesque shores of Ramrod Key, this stunning waterfront property is the epitome of tropical luxury. With 3 bedrooms, 2 bathrooms, and 2,229 square feet of thoughtfully designed living space, this home offers an ideal blend of comfort and high-end amenities on a spacious 9,000 square foot lot. Completely remodeled in 2018, including a new roof, this property is ready for immediate enjoyment. Step into an open-concept living area featuring 10-foot ceilings, while the master bedroom boasts soaring cathedral ceilings with beautiful whitewashed cypress, adding a coastal charm to the elegant interior. The kitchen is a chef's dream, featuring quartz countertops, cherry hardwood cabinets with self-closing doors, a gas cooktop, and a convection oven. The master bathroom includes a luxurious 6-foot jetted tub with an on-demand water heater, creating the perfect place to unwind. Outdoor living is equally impressive, with a heated pool, two tiki huts featuring custom bars, and a spacious wrap-around deck offering panoramic open-water and sunset views. Boaters will appreciate the property's 14,000-pound boat lift, excellent boating access, and 50-amp shore power along with RV hookup complete with sewer connection. Relax by the gas fire pit, pick fresh fruit from the yard, and entertain with ease thanks to the exterior and interior sound systems. This fenced property, perfect for pets, also includes underground power, Wi-Fi, a 50-amp RV hookup, and plenty of storage. For the avid angler there's a fish-cleaning station and an outdoor shower. Combining privacy, luxury, and functionality, this Ramrod Key Oceanside gem is a slice of paradise waiting to be enjoyed. Easy and fun to show!!!

643 Indies Rd, Ramrod