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$799,000
620536 MLS
Cleared, waterfront, and ready for your vision -- this Marathon lot offers a rare opportunity to build in the heart of the Florida Keys. Located on picturesque 89th Street, this 6,440 sq ft waterfront parcel measures approximately 70' x 92' and features 70 feet of water frontage along a 45-foot-wide canal with direct access to open water. With an approximate 4-foot control depth and the ability to plane out once you reach the end of the canal, this property is ideal for boating, fishing, and enjoying the Keys lifestyle. The lot is ready for construction and includes a Transferable Building Right, house plans, and dock plans, giving the next owner a valuable head start. Build your custom Keys retreat with the layout, finishes, storage, colors, and materials that fit your lifestyle or investment goals. Weekly rentals are permitted, creating excellent income potential for those looking to build a vacation rental or investment property. New construction also offers major advantages, including modern building standards, easier maintenance, potential insurance benefits, elevated construction above flood levels, and the opportunity to build to today's wind-load requirements. Whether you are dreaming of a personal waterfront escape, a high-performing vacation rental, or a smart new-construction investment, this property offers exceptional potential in one of Marathon's most desirable boating locations. Don't miss this chance to secure a prime waterfront lot and bring your Florida Keys vision to life.

89th Street, Marathon
$949,000
3 Beds ⋅ 2 Baths ⋅ 620535 MLS
Welcome to 342 Spanish Main Drive, a beautiful canal-front home in the heart of Cudjoe Key, offering the perfect combination of waterfront living, modern comfort, and laid-back Florida Keys charm. This two-story residence features 3 bedrooms and 2 full bathrooms, thoughtfully designed for both everyday living and relaxing island escapes. The bright, open interior is move-in ready and includes a stylish eat-in kitchen with stainless-steel appliances, comfortable living spaces, and plenty of natural light throughout. Enjoy the Florida Keys lifestyle from the spacious covered porches on both levels, where you can sip your morning coffee, unwind with an evening cocktail, or simply take in the peaceful canal views. Large sliding glass doors open to the upper porch, creating a seamless indoor-outdoor living experience that's perfect for entertaining family and friends. Boaters will appreciate the canal-front location with dockage directly behind the home, offering plenty of space for your boat and easy access to both the Gulf and Atlantic. Spend your days fishing, diving, exploring sandbars, or cruising the beautiful Lower Keys waters right from your backyard. Additional features include two garages--a rare find in the Keys--along with ample parking for vehicles, trailers, and guests. Conveniently located just 30 minutes from Key West and within walking distance of the iconic Square Grouper Bar & Grill, this property offers the ideal balance of tranquility and accessibility. 342 Spanish Main Drive is an exceptional opportunity as a full-time residence, vacation home, or waterfront investment property. Come experience the boating lifestyle and island living you've been dreaming about.

342 Spanish Main Dr, Cudjoe
$1,680,000
3 Beds ⋅ 2 Baths ⋅ 620533 MLS
Rare Mixed-Use Opportunity with Spectacular Ocean Views in Islamorada MM 74.5. Endless possibilities await at this highly visible, commercially zoned property located directly on the Overseas Highway at Mile Marker 74.5. Offering breathtaking open Atlantic Ocean views and exceptional highway frontage, this unique property is ideal for investors, entrepreneurs, or anyone seeking the perfect live-work lifestyle in the Florida Keys. Originally permitted as a three-unit apartment building, the property is currently configured with two primary living/work spaces, creating the opportunity for a buyer to explore the potential for a third apartment or reconfigure the property to suit their vision, subject to local approvals. Whether you're looking to maximize rental income, establish a business with residential accommodations, or create a one-of-a-kind family compound, the flexibility here is exceptional. The Neighborhood Commercial (NC) zoning opens the door to a wide variety of commercial uses while the existing residential layout also lends itself beautifully to conversion into a spacious single-family residence with incredible ocean views. Imagine waking each morning to the sunrise over the Atlantic while operating your business from one of Islamorada's most recognizable and accessible locations. The property offers generous parking, excellent visibility, fenced outdoor space, and a location surrounded by restaurants, shopping, marinas, and the best of the Florida Keys lifestyle. Opportunities with this combination of commercial frontage, residential flexibility, income potential, and unobstructed ocean views are exceptionally rare. Whether your vision is investment, business, residential living, or a combination of all three, this is a property where imagination truly becomes opportunity.

74450 Overseas Hwy, Islamorada
$3,100,000
2 Beds ⋅ 3 Baths ⋅ 620532 MLS
Beach House Paradise in Summerland Key. Nestled in one of the Lower Keys' most desirable oceanside communities, this exceptional oceanfront retreat offers the perfect blend of luxury, privacy, and island living. A charming thatched-covered lanai and custom bamboo-etched glass doors welcome you into an open-concept floor plan where floor to ceiling windows frame breathtaking Atlantic Ocean views. The spacious living area flows effortlessly to an expansive waterfront terrace overlooking the pool, creating the ultimate indoor-outdoor lifestyle. Designed for entertaining, the lower level features a custom tiki-style bar, outdoor cooking area, hot tub, and multiple gathering spaces. Relax by the resort-style pool, unwind on your private sandy beach beneath the swaying palms, and enjoy the unparalleled beauty of oceanfront living. Located just minutes is Summerland Key's private airstrip, world class boating, fishing, diving and the renowned Looe Key reef, this exceptional property offers the very best of the Florida Keys lifestyle. 361 Avenue D is a rare opportunity to own your own slice of paradise.

361 Ave D, Summerland
$330,000
620531 MLS
Canal-front lot in Key by the Sea, located at 6099 Overseas Highway, Unit 55W in Marathon, Florida. This waterfront property features a newly rebuilt dock and installed boat lift, offering immediate boating access to open water. Property includes an official Letter of Determination confirming a transferable building right. Buyers are encouraged to verify all development rights and intended use with the appropriate governmental authorities. A 2022 travel trailer is negotiable in the sale of the lot as personal property. Located in a waterfront community near marinas, restaurants, and shopping, this property offers convenient access to the Florida Keys lifestyle. Strong opportunity for investors, boaters, or buyers seeking canal frontage with existing dock infrastructure and flexible use potential.

6099 Overseas Hwy Unit LOT 55W, Marathon
$795,000
2 Beds ⋅ 3 Baths ⋅ 620527 MLS
KAWAMA YACHT CLUB BEAUTIFULLY RENOVATED 2 Bedrooms - 2 Full Bathrooms Unit E5, CBS Block Townhome located on a beautiful Saltwater Lagoon in an Oceanfront Manned Gated Community, in the heart of Key Largo. EXCELLENT RENTAL INCOME, one of the few Florida Keys properties that can be rented DAILY-NIGHTLY, the majority of the Keys rental properties can only be rented every 28 days. CURRENTLY GENERATING RENTAL INCOME of $98,980 yearly. Being offered Turnkey, this lovely Townhome is ready for you to use or rent day one. Extensively renovated, beautiful Kitchen featuring Stainless Steel Appliances, Custom Cabinets and Lighting, Tile Backsplash, and Plantation Shutters. Newer Daikin AC unit with an 8 year warranty. Spacious Living-Dinning aera, beautiful Water Vistas of the Saltwater Lagoon. Screened-In Patio with lovely Water Vistas of the Saltwater Lagoon. Beautiful Wood-Laminate Flooring throughout the lower floor and patio area. Spacious and Beautiful Master Bedroom featuring a Private Tiled Screened-In Balcony overlooking the Saltwater Lagoon below. The Master Bedroom also has a Wall Mounted TV, Ceiling Fan-Light, Beautiful Tile Flooring, and 2 Spacious Closets. The Second Bedroom features Tile Flooring, Ceiling Fan-Light, Plantation Shutters, Ceiling Mounted TV, and a Spacious Closet. Large Open Covered Patio at the entrance to the Townhome, great place to Barbecue and entertain family and guest. Community Boat Storage and Marina Boat Ramp, launch your boat on the Ocean side, World Class Fishing and Diving. This lovely community has 2 Sparkling Heated Pools, one has a wonderful Beach that leads into the Saltwater Lagoon, great for Kayaking, Paddle Boarding, and Rafting. The other Pool has a Large Tiki Hut, great for gatherings and events. Tennis and Pickle Ball Courts. Jetty with a Gazebo, Oceanfront Beaches, Tiki Huts and Bar-B-Q Grills. Excellent location to local shopping and restaurants. Miami Airport is only a 90 minute drive. Kawama Keys Paradise Awaits!

1500 Ocean Bay Dr Unit APT E5, Key Largo
$1,750,000
620523 MLS
Waterfront commercial building with boat slips for sale in Tavernier. Located near Tavernier Creek on the oceanside, this newer CBS building was constructed in 2016 and offers 1,584 square feet of commercial space on a 7,920 square foot lot with approximately 72 feet of waterfront. Zoned Village Center (VC). The building is divided into four commercial units and includes four separate electric meters and four mini-split A/C units. Two tenants are currently in place with leases. One tenant occupies Units 1-3, representing approximately 75% of the building, along with one restroom and one boat slip. The second tenant occupies three boat slips, the outdoor tiki area, and one parking space. Unit #4, representing approximately 25% of the building, and one boat slip are currently vacant, offering the opportunity for increased income. Excellent Tavernier location with direct ocean access without bridges, off-street parking for 7+ vehicles, and high visibility. Real estate only; businesses do not convey. Showings by appointment only. Please do not disturb tenants.

90515 Old Hwy, Tavernier
$898,000
2 Beds ⋅ 2 Baths ⋅ 620526 MLS
Just 0.3 miles from Sombrero Beach, this elevated 2BD/2BA Marathon home offers a prime location, strong weekly rental potential and abundant flexible space. Set on a spacious lot with room to add a pool, the home features vaulted tongue-and-groove ceilings, tile flooring, and two additional rooms downstairs ideal for an office, studio, game room or storage, plus plenty of covered space for parking and recreational gear. The tropical backyard includes mature landscaping, fruit trees, an herb garden, fire pit and custom covered bar and grilling area. A nearby comparable pool-home generated over $115K in gross weekly rental income in 2025, highlighting the rental appeal of this highly sought-after beachside location. The property also offers reasonable insurance costs, adding to its investment appeal. This property is ideal for buyers seeking a beachside home, investment opportunity or both. Enjoy easy access to the beach, boating, dining, and all that Marathon has to offer! Rental income is not guaranteed; buyers should verify regulations/requirements.

422 Calle Limon, Marathon
$295,000
3 Beds ⋅ 3 Baths ⋅ 620525 MLS
Experience the Florida Keys with this fractional ownership opportunity at Fisherman's Cove, a private residence club set along Blackwater Sound in Key Largo. This spacious residence offers approximately 2,300 square feet, featuring three bedrooms and three full bathrooms. The recently updated interior showcases a clean coastal-modern design with subtle island touches. A fully equipped kitchen with bar seating opens to the main living area, while a private balcony provides beautiful waterfront views. Owners enjoy access to premium amenities, including a rooftop owners' deck, resort-style pool with three private cabanas, and community boats such as a 26' Sea Fox and 24' Contender. Concierge and housekeeping services ensure a seamless stay. Conveniently located above Jimmy Johnson's Big Chill, with dining and entertainment just steps away. Ownership includes flexible use, typically 5-7 weeks per year, with additional time based on availability. This is a private ownership club and is not available for rental. All privileges are reserved for owners only. Interest 2 in Unit 1 is being conveyed as a deed to the property. Seller Financing Available!

104000 Overseas Hwy Unit 1 - 2, Key Largo
$699,000
2 Beds ⋅ 2 Baths ⋅ 620522 MLS
A rare two story CBS townhouse condo with both open water views and an assigned boat slip overlooking scenic Boot Key Harbor in desirable and quiet Sombrero area neighborhood. Located adjacent to Sombrero golf course. Deep water and boating access to Atlantic Ocean or Gulf. Remodeled lower level has open concept, modern kitchen with island and Corian countertops. All oak wood cabinets, ceramic tile flooring, stainless appliances, double oven, on demand water heater, new bathroom. All new plumbing and electric. Upstairs bathroom also completely remodeled, new tiled shower, Kohler fixtures, guitar extension counter, storage. Laundry area is on second level, Bosch washer/dryer. Class A rated MD shutters. Primary bedroom has a private screened balcony with harbor views. Lower level also offers a screened porch. Small 8-unit complex, shared heated pool with seating and BBQ grilling area, immaculately maintained grounds. Centrally located near restaurants, entertainment, grocery, post office, and short distance to beautiful public Sombrero Beach. Rentals allowed once per calendar year with a minimum of 30 days, maximum long term 1 year: option to renew with board approval. Quarterly condo association fee includes Building Exterior Maintenance, Common Area Maintenance, Condo Association Insurance, Exterior & Unit Interior Exterminating and Reserve Account contributions. Off street parking, 2 dedicated parking spots directly in front of the condo.

307 Sombrero Blvd Unit 2, Marathon
$789,000
2 Beds ⋅ 2 Baths ⋅ 620521 MLS
Priced to sell! Half Duplex in the beautiful community of Key Colony Beach. Short walk to the Cabana Club. Plenty of parking. 30 feet of dockage. Remodeled with top quality finishes. Entry doors are Anderson impact, windows are Dbl. Pane PGT, sliding glass doors are Low-E Anderson. All stainless appliances, granite counters, 7'' insulation in ceiling throughout, tile flooring, Key Colony Beach offers convenience to its own post office, restaurants, marina, shopping, par 3 golf course, pickleball and tennis courts, basketball, bocce ball, horseshoes. Marathon Airport is only 10 minutes away, Key West International Airport is a 1-hour drive.

341 3rd St, Key Colony
$2,949,000
6 Beds ⋅ 4 Baths ⋅ 620520 MLS
Welcome to your waterfront retreat in the heart of Key Colony Beach. Perfectly positioned on a deep-water canal with 75' of concrete dockage, this spacious 6-Bed, 4-Bath residence offers the ideal blend of island living, boating convenience, and exceptional investment potential. Designed to comfortably accommodate family and guests, the property features a unique floor plan with a 4-Bedroom, 2-Bath main residence and an attached ground level 2-Bedroom, 2-Bath guest quarters, providing flexibility for multi-generational living, entertaining, or maximizing rental income. Soaring ceilings and abundant natural light enhance the open living area, while impact-rated windows and doors provide peace or mind. A highlight of the home is the expansive screened porch overlooking the sparkling pool and tranquil canal. Outside, the resort-style backyard is built for enjoying the Florida Keys lifestyle. Relax in the heated pool and spa, soak up the sun on multiple lounge areas, or dine outdoors while watching the boats cruise by. The expansive patio offers plenty of seating for gathering with family and friends, while the 75-foot concrete seawall accommodates boats up to approximately 35 feet. From your dock, you'll enjoy quick boating access to the Atlantic Ocean in just minutes, with nearby Vaca Cut providing convenient access to the Gulf. Additional features include a garage, ample storage, low-maintenance tropical landscaping, and plenty of room for everyone to enjoy. Located in the sought-after island community of Key Colony Beach, you're just moments from waterfront dining, golf, pickleball, walking paths, Sunset Park, marinas, and Middle Keys attractions. Whether you're searching for a luxury primary residence, second home, or an established investment property, this canal-front oasis checks every box.

420 11th St, Key Colony
$1,850,000
3 Beds ⋅ 3 Baths ⋅ 620517 MLS
Stunning single family home in Key Largo. Great Opportunity to make it your home or for Income producing Vacation Rental, minimum 28 days. Silestone kitchen countertops. KraftMade kitchen and bathroom cabinets. Large lot on a canal with room for all your toys. Shared boat ramp. Poured concrete Gable Ends. Cistern system underground with two 2500 gallons water holding tanks. Solar Hot Water Heater. Impact Windows and Doors. Secondary Water Shield Metal roof. Landscaped with over 30 coconut trees. Available for immediate occupancy. Easy to show.

1513 Shaw Dr, Key Largo
$1,199,000
2 Beds ⋅ 4 Baths ⋅ 620515 MLS
Welcome to Seaside Residences, one of Key West's most sought-after gated communities. This beautifully updated three-story townhome is one of the largest residences in the community, offering 2 bedrooms, 3.5 bathrooms, 1,824 square feet of thoughtfully designed living space, making it the second-largest property in Seaside Residences. A private elevator services all three levels, providing both comfort and convenience. Enjoy the best island living with three private balconies offering beautiful sunrise and sunset views, plus a private rooftop deck perfect for relaxing, entertaining, or soaking up the Florida sunshine. The ground level features a private garage, laundry area, half bath, and a spacious outdoor patio complete with a tranquil fountain and fire pit--an ideal space for gathering with family and friends. The second level offers a spacious primary suite with an ensuite bath featuring dual vanities and a large walk-in shower, while the guest bedroom enjoys its own private full bath. The top floor showcases an open-concept living, dining, and kitchen area filled with abundant natural light. The kitchen features rich wood cabinetry, granite countertops, stainless steel appliances, generous pantry space, and an ideal layout for both everyday living and entertaining. Recent upgrades include a new air conditioning system, new water heater, and impact-resistant windows and doors throughout, providing peace of mind, energy efficiency, and storm protection. Residents enjoy exceptional community amenities including a resort-style pool, fitness center, and the convenience of building insurance covered through the HOA. Ideally located just steps beaches, Old Town Key West, world-class dining, shopping, marinas, and local attractions, this property also allows short-term rentals, making it an outstanding opportunity as a full-time residence, luxurious vacation home, or exceptional income-producing investment.

33 Seaside S Ct, Key West
$2,250,000
3 Beds ⋅ 2 Baths ⋅ 620513 MLS
Welcome to Your Slice of Paradise in the Florida Keys Discover the perfect blend of island charm, waterfront living, and investment potential in this fully furnished, turnkey home in the heart of Marathon. Whether you're searching for a vacation getaway, a full-time residence, or a proven income-producing property, this exceptional home offers it all. Property Highlights 3 Bedrooms | 2 Bathrooms Bonus room/flex space perfect for guests, a home office, or additional living space Fully furnished and move-in ready Excellent vacation rental history 17,000 lb boat lift 150 feet of seawall Private tiki hut for relaxing and entertaining Short walk to Sombrero Beach Just a 3-minute idle boat ride to the open Atlantic Ocean Minutes from the iconic Sombrero Key Lighthouse Exceptional boating access with quick ocean access Beautiful outdoor living spaces designed to embrace the Florida Keys lifestyle Wake up to gentle ocean breezes, spend your days boating or relaxing on the beach, and unwind beneath the tiki hut as the sun sets. With outstanding boating access, a sought-after location, and a successful vacation rental history, this waterfront retreat is the perfect opportunity to experience the very best of island living. Live like you're on vacation every day in the beautiful Florida Keys.

64 Tingler Ln, Marathon
$899,000
3 Beds ⋅ 2 Baths ⋅ 620512 MLS
Bring your water toys & experience island living in this newly built waterfront home in Summerland Key. The residence offers 3 bedrooms 2 bathrooms spacious modern design & trim. A durable metal roof, Hardie-board siding, impact windows and doors. Enjoy relaxing or entertaining on the covered porch, step out on the composite dock and be on the open ocean or Gulf in minutes, perfect for boating, fishing and sunset cruses. Keys biking trail steps away. Great local restaurants, convenient local island grocery store. Private Summerland Key Airstrip. Centrally located between Marathon and Key West, this property combines modern construction, waterfront convenience, low maintenance and easy access to both Keys' amenities. Ideal for a vacation retreat or full time home. Schedule your private showing today.

23940 Overseas Hwy, Summerland
$2,350,000
3 Beds ⋅ 3 Baths ⋅ 620442 MLS
Welcome to your slice of paradise in the village of Islamorada! This solid concrete waterfront home was completely updated in 2007 including seawall, all plumbing and electrical and new concrete roof engineered to add another floor. The home has 3 bedrooms, 3 bathrooms and 75 feet of deep water dockage in one of the most desirable boating locations in the Florida Keys. Built with impact windows and doors, this home provides peace of mind while embracing the relaxed island lifestyle. Situated just one house in from Florida Bay, you'll enjoy breathtaking sunset views nearly every evening. Located just moments from Tavernier Creek, you'll have quick and convenient access to the Atlantic Ocean, making it the perfect location for anglers, boaters, and water enthusiasts alike. Inside the home offers comfortable living with 2/2 upstairs with walk in closets, high ceilings and crown molding and a large screen porch to watch sunsets. A spiral staircase leads to a 1/1 downstairs with kitchen and open living area. Plenty of storage and work area downstairs and a garage. Convenience is unmatched with a prime location close to schools, grocery stores, movie theaters, restaurants, shopping, and all the amenities that make island living so enjoyable. Whether you're searching for a full-time residence, a vacation home, or an investment in one of the Keys' most sought-after communities, this waterfront gem offers the perfect combination of location, boating access, quality construction, and endless potential.

239 Plantation Ave, Tavernier
$599,999
2 Beds ⋅ 2 Baths ⋅ 620509 MLS
Welcome to Bonefish Towers - the tallest building in the Florida Keys! This rare 1st -floor unit offers breathtaking panoramic views of both the Atlantic Ocean and the Bay, creating a front-row seat to spectacular sunsets, passing boats, and the beauty of Key Colony Beach. Inside, you'll find a spacious 2-bedroom, 2-bathroom layout featuring two screened-in porches - perfect for morning coffee or evening cocktails with a view. The open floor plan is filled with natural light and includes floor-to-ceiling sliding glass doors, two large walk-in closets, and a private en-suite in the primary bedroom. Bonefish Towers is a full-service oceanfront community with resort-style amenities including: Heated pool with tiki hut and pool house Tennis and pickleball courts, Brand-new fitness center, Billiards and recreation room with big screen TV, Sauna and beach area, Fishing pier with fish cleaning stations, BBQ grills and outdoor dining spaces, Marina and paddleboard-friendly canal, 24-hour security and on-site management. With ample parking, low HOA fees (includes insurance, cable, internet, water, parking, and exterior maintenance), and a prime location, this unit is ideal as a primary home, vacation getaway, or Investment property. Don't miss your chance to own a slice of paradise at Bonefish Towers - the only high-rise in the Keys!

2000 Coco Plum Dr Unit 106, Marathon
$1,695,000
4 Beds ⋅ 5 Baths ⋅ 620508 MLS
**Waterfront Key Largo Retreat with Direct Ocean Access** Experience the best of Florida Keys living in this exceptional canal-front CBS home featuring a durable concrete roof, over 3,100 sq. ft. of living space, and direct ocean access. Perfectly positioned for boating, fishing, diving, and water adventures, this property offers the ideal blend of comfort, convenience, and island lifestyle -- with easy mainland access for commuting. The spacious two-story residence is designed for both everyday living and entertaining. The second floor main level features an open-concept layout connecting the living room, dining area, and kitchen, creating a welcoming space for gatherings with family and friends. The upper level includes a beautifully appointed new primary suite with a spacious bedroom and private bath, along with a guest bedroom, guest bathroom, and a versatile office/multi-purpose room with an additional full bath. A permitted first-floor addition, completed in 2001, provides added flexibility with two bedrooms, one and a half baths, and a garage -- ideal for guests, extended family, or additional living space. Boaters will appreciate the 60-foot split-level concrete dock with step-down access, perfect for kayaks, paddle boards, and lower-profile vessels. The property also offers ample parking for boats, RVs, and trailers, making it easy to enjoy everything the Florida Keys has to offer. Wake up, step outside, and head straight to the water for a morning paddle, fishing excursion, dive adventure, or sunset cruise. This is your opportunity to own a true Key Largo waterfront retreat and embrace the lifestyle you've been waiting for.

1210 Cactus St, Key Largo
$1,349,000
3 Beds ⋅ 2 Baths ⋅ 620505 MLS
Location is everything! If you are dreaming about the Key Largo lifestyle, it doesn't get much better than this. This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and coastal living. Located just minutes from world class fishing, iconic sandbars, waterfront dining, and easy ocean and bay access, you'll spend less time driving and more time enjoying everything the Florida Keys has to offer. Whether you're looking for a primary residence, weekend getaway, or investment opportunity, this is a rare chance to own in one of Key Largo's most desirable locations. Schedule your private showing and experience it for yourself.

615 Cuda Ln, Key Largo
$799,000
3 Beds ⋅ 1 Baths ⋅ 620504 MLS
This newly remodeled 3-bedroom, 1-bathroom home is perfectly positioned on a spacious lot in the heart of Big Pine Key, offering 10,275 sq ft of land and an incredible 75 feet of waterfrontage, with a concrete seawall. With quick access to the ocean via Spanish Harbor Channel, this is a boater's dream come true. Inside, enjoy peace of mind with impact-rated windows and doors, a sturdy metal roof, and stylish modern finishes throughout. Outside, there's plenty of room to expand, entertain, or simply relax and soak in the serene Keys lifestyle. Located just minutes from shopping, dining, and Big Pine Community Park, this home combines privacy and convenience in one of the Lower Keys' most desirable neighborhoods.

550 Pine Ln, Big Pine
$1,450,000
2 Beds ⋅ 3 Baths ⋅ 620503 MLS
Introducing 8401 Gulf of Mexico Blvd #8401, an exceptional waterfront penthouse with Boat Slip #23, located in the prestigious Seawatch community of Marathon, Florida. Renovated in 2023 and meticulously maintained since, this top floor residence offers an impressive combination of comfort, style, boating access and one of the most captivating open water views in the community. From the moment you step inside, expansive impact windows frame breathtaking Gulf views and fill the living space with natural light. The spacious layout features two generous suites, an open living and dining area and a clean coastal feel designed for relaxed Florida Keys living. The 2023 renovation included thoughtful updates to the kitchen, bathrooms, flooring and interior finishes. The kitchen offers updated cabinetry and appliances, while the remodeled bathrooms feature updated tile and showers, creating a move in ready residence that has been carefully improved and maintained. Seawatch is known for one of the most impressive amenity packages in the Middle Keys, including a gated entrance, marina, resort style pool and spa, cabanas, fitness center, clubhouse/event room, tennis & pickleball courts, elevators, tropical landscaping, natural habitat areas, lake and generous open space rarely found in a condo community. Complete with protected dockage and a premier waterfront setting, this Seawatch penthouse is ideal as a full time residence, seasonal retreat, or low maintenance Florida Keys getaway. Enjoy boating, views, privacy and resort style amenities all in one of Marathon's most desirable waterfront communities.

8401 Gulf Of Mexico Blvd Unit #401, Marathon
$849,000
3 Beds ⋅ 3 Baths ⋅ 620501 MLS
Adorable 2 bed ,1.5 bath single family home in Pearlman neighborhood with separate 1-1 cottage anchored by a picturesque Royal Poinciana tree out front! Features a large (16 X 15) screen room between the main house & the cottage. You can pass from the main house thru the screened room into the cottage & still be under roof. Cottage does have its own separate entrance. Use the cottage as an extension of the main house or as separate living space, she-shed, man-cave, studio, work out room or home office. Roof replaced in 2016. Exposed beam ceilings in kitchen and dining areas. For those familiar with the 'Sunshine Homes' in KW, you know they were built with crawl spaces between the ground & the floor, taller attics w/ pull-down stairs, beautiful hard wood floors & asbestos siding. Most of main house still has original hard wood floors & the cottage has bamboo flooring. Sellers say interior of house did not flood during Wilma. 3712 Duck affords you yard space, room for pool, carport with additional off-street parking & one of KW's most desirable New Town neighborhoods. Convenient location is close to schools, shopping, theaters, medical offices, ball fields, beach, airport, golf course & hospital. Just a short ride into Old Town & world-famous Duval St.. Make your next home at 3712 Duck Ave!

3712 Duck Ave, Key West
$6,200,000
5 Beds ⋅ 5 Baths ⋅ 620499 MLS
Don't miss this rare and exceptional opportunity to have your dream waterfront masterpiece begin construction in 2026! Located in the prestigious, gated community of Shark Key, 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this property includes the completed construction of a 4,624 square-foot single family residence in accordance with the approved architectural plans and all associated permits. This thoughtfully designed 5-bedroom, 4.5-bath home features an elevator, a high-end chef's kitchen, loft, outdoor shower, fire pit, outdoor kitchen, and multiple porches/balconies that set the tone for a seamless indoor-outdoor lifestyle. The expansive fifty foot resort-style pool with sun ledge completes the vision of perfectly tailored island life. Additional conveniences include a two car garage, ample storage, and large covered patio located on the ground level. 36 Cannon Royal is a fully realized, ready-to-build waterfront estate offering luxurious coastal living, impact-rated construction, and peace of mind without compromising comfort or design. Shark Key residents enjoy exclusive amenities including a clubhouse, private beach, swimming lagoon, and pickleball/tennis courts- just minutes away from the world-class dining, arts, and entertainment of iconic Key West. Current architectural plans of 36 Cannon Royal are pending review by Shark Key ARB.

36 Cannon Royal Dr, Shark Key
$2,500,000
620498 MLS
Don't miss this rare and exceptional opportunity to build your dream home in the prestigious, gated community of Shark Key —without the wait! 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this vacant lot conveys the completed engineered architectural plans for a 4,624-square-foot single-family residence, along with a coveted ROGO permit and building permits already secured and in hand. The thoughtfully designed 5-bedroom, 4.5-bath residential blueprint features an elevator, a high-end chef's kitchen, loft, outdoor shower, fire pit, outdoor kitchen, and multiple porches/balconies that set the tone for a seamless indoor-outdoor lifestyle. The expansive fifty foot resort-style pool with sun ledge completes the vision of perfectly tailored island life. Additional conveniences include a two car garage, ample storage, and large covered patio on the ground level. This is far more than vacant land—it is a fully realized, ready-to-build masterpiece for luxurious coastal living. Shark Key residents enjoy exclusive amenities including a clubhouse, private beach, swimming lagoon, and pickleball/tennis courts- just minutes away from the world-class dining, arts, and entertainment of iconic Key West. Current architectural plans of 36 Cannon Royal are pending review by Shark Key ARB.

36 Cannon Royal Dr, Shark Key
$1,475,000
3 Baths ⋅ 620495 MLS
PRIME INVESTMENT OPPORTUNITY! 3 Commercial Condos on White Street in X Flood Zone. Newly formed condo building on busy Old Town Street in HNC-1 zoning - uses include professional offices, retail sales & services, specialty shops, restaurants. 1 of the units (1206 White St.) is currently vacant and ready for immediate owner/operator occupancy or to lease to a new tenant. Well established tenants & businesses in place at 1200 & 1202 White St. (do not disturb businesses). Condos are also available to purchase individually. *3 Addresses/Parcel #'s - 1200 White St., 1202 White St., 1206 White St., (1204 White St. is NOT included in this offering, already sold) **Seller is a licensed Florida realtor.

1200-1206 White St, Key West
$975,000
1 Baths ⋅ 620494 MLS
PRIME COMMERCIAL SPACE - Two combined commercial condos on White Street in X Flood Zone! These 2,061sf 1st floor units have been extensively updated and renovated with hurricane rated impact windows & doors and come with 2 assigned parking spots (1 for each unit). The monthly condo fee includes windstorm and liability insurance. Condo docs & survey in documents tab. Tenant in place, please do not disturb business. HNC-1 zoning uses include professional offices, retail sales & services, specialty shops, restaurants. *Units can also be purchased separately. **Seller is a licensed Florida realtor.

12001202 White St, Key West
$725,000
1 Beds ⋅ 1 Baths ⋅ 620493 MLS
''Seaport Sanctuary'' Located within the Land's End compound steps away from the Historic Key West Seaport and Harbor Walk. This 1 bedroom 1 bath conch cottage features an open floor plan with a storage loft, cathedral ceilings and hardwood floors. Nestled down a brick pathway across from the residents only heated pool. Professionally maintained landscaping surrounds this 6 freestanding conch home complex. Call today!

308 Margaret St Unit 3, Key West
$899,000
2 Beds ⋅ 2 Baths ⋅ 620490 MLS
Key West Lifestyle awaits at this rare waterfront opportunity in the exclusive gated community at 28 Jade Drive. One of only eight resort-style townhomes, this beautifully maintained 2-bedroom, 2-bath residence offers an exceptional waterfront setting with protected seawall and boat dockage on one side and breathtaking open bay views on the other. Enjoy spectacular sunrises, refreshing ocean breezes, and direct boating access from your private dock. Community amenities include a beautiful waterfront swimming pool and a private beach, creating the perfect island retreat. The thoughtfully designed floor plan offers comfortable living spaces, abundant natural light, and seamless indoor-outdoor living. Additional features include covered parking for two vehicles, a secure gated entrance, and a peaceful, private setting. Just a 10-minute drive to Key West, beaches, dining, shopping, and world-famous attractions. Opportunities to own in this intimate eight-unit waterfront community are exceptionally rare, making this an outstanding choice for buyers seeking the ultimate Key West waterfront lifestyle.

28 Jade Dr Unit 1, Big Coppitt
$14,995,000
11 Beds ⋅ 9 Baths ⋅ 620489 MLS
Welcome to Morton Manor, an exceptional gulf-side waterfront estate set on 2.82 private acres where luxury, privacy, and resort-style living come together in this extraordinary Florida Keys compound. Encompassing 8,515 sq. ft. of living space, this property features a 5-bedroom, 4.5 bath CBS main residence accompanied by two detached guest homes and a garage apartment, offering a total of 11 bedrooms and 8.5 baths designed to comfortably accommodate family and guests alike. The main home showcases an open-concept floor plan with expansive living and dining areas, two wet bars, elevator access, multiple laundry areas, and spacious guest accommodations, creating an ideal setting for both everyday living and large-scale entertaining. The detached bungalows and garage apartment provide additional flexibility for extended family, visitors, or exceptional rental opportunities while maintaining privacy throughout the estate. Impact-rated windows and doors, a durable metal roof, and quality construction provide lasting peace of mind. The outdoor amenities rival those of a private resort. Relax beside the pool, gather beneath multiple tiki huts, challenge friends to a game on the pickleball court or putting green and enjoy beautifully landscaped grounds. Boating enthusiasts will appreciate the 100' dock complete with 30-amp and 50-amp shore power, yacht dockage and 10K & 20K lb boat lifts. Positioned on the gulfside, the property offers easy access to world-class fishing, boating, snorkeling coves, sandbars, and unforgettable sunset cruises. Dining, marinas, and shopping are less than ten minutes away, and the Florida Keys Marathon International Airport is approximately 4 miles from the property for seamless private aviation access. Whether you're searching for a private family compound or an exceptional investment opportunity, Morton Manor offers a rare combination of acreage, waterfront living, luxury amenities, and versatility that is seldom found in the Florida Keys.

57733 Morton St, Marathon