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$1,150,000
3 Beds ⋅ 2 Baths ⋅ 621263 MLS
Discover the island lifestyle in this canal-front pool home with a 40 ft. concrete dock, 10,000 lb. boat lift and privacy-fenced back yard. Perfectly positioned on the 4th lot in from open water, this 75 x 100 ft. property offers excellent boating access to Pine Channel, the ocean, and the backcountry from the deep, clean canal. The screened porch is an ideal spot to relax and take in gorgeous open-water, sunset views. Inside, the split-bedroom floor plan offers comfort and privacy with 3 bedrooms and 2 baths. The primary suite features an ensuite bath and a spacious walk-in closet. Just off the kitchen is the separate laundry room with utility sink. Built in 2015, it has a metal roof, impact-resistant windows and doors, and tile floors throughout. Covered parking and a storage room provide everyday convenience. Whether you're heading out for a day on the water or unwinding poolside at sunset, it's the perfect place to enjoy the island lifestyle. Make it yours!

29466 Enterprise Ave, Big Pine
$768,000
3 Beds ⋅ 2 Baths ⋅ 621262 MLS
'Key Largo Home Comes With a Beach & Boat Ramp!' Move-In Ready Island living with private waterfront Homeowners Park! Built in 2018, this solid concrete home offers the perfect combination of newer construction, easy island living, and one of the neighborhood's best amenities: access to a private homeowner's park with a beach, boat ramp, picnic area. Launch the boat, spend the afternoon by the water, enjoy a picnic, or simply relax and embrace the Florida Keys lifestyle just minutes from home. Situated on a desirable corner lot, the property also offers abundant parking with plenty of room for multiple vehicles, a boat, trailer, and all your Keys toys. Beautifully maintained and truly move-in ready, you can start enjoying your new home from day one without taking on a major renovation project. Whether you're looking for a full-time residence, weekend escape, or second home, 16 Jewfish offers the space, convenience, and lifestyle that make Key Largo living so special. Bring the boat, bring the toys, and start living the Keys lifestyle!

16 Jewfish Ave, Key Largo
$2,849,000
4 Beds ⋅ 4 Baths ⋅ 621261 MLS
Exceptional Brand New Waterfront Home in a prime Plantation Key location. This striking three-level contemporary residence offers 60 feet of protected deep-water dockage and seawall with direct canal access to Tavernier Creek, providing immediate Atlantic Ocean and Florida Bay access, truly a boater's dream. The ground level features an open-air two-car garage and generous covered space. On the first living level, an expansive recreation room/possibly 4th bedroom, opens seamlessly to the poolside patio, complete with a full cabana bathroom, creating an ideal setting for entertaining and relaxed island living. The second level showcases a bright, open-concept design with an expansive living area, dining space, and a gourmet chef's kitchen outfitted with European Italian cabinetry and premium finishes, in addition to a well-appointed laundry room with sink and built-ins. Living areas extend to a covered waterfront terrace, perfect for indoor-outdoor living. The third level features a luxurious primary suite featuring a walk-in closet, spa-inspired bath with a two-person shower, and a private open-air balcony overlooking the water. Two additional guest bedrooms and a beautifully finished guest bathroom complete the level. Outdoor amenities include a pool, covered terrace, and a professional outdoor kitchen, ideal for entertaining year-round. Ideally located in the Upper Florida Keys with walking distance to multiple desirable restaurants, a quick boat ride to Tavernier Creek Marina for fuel, ice and snacks, and minutes to boutiques, breweries and 5-star dining in Islamorada. A rare blend of modern luxury and the ultimate Florida Keys waterfront lifestyle. SELLER WILL ENTERTAIN DESIRED REVISIONS OR OFFER CREDIT FOR UPGRADES.

124 Orchid St, Tavernier
$225,000
621260 MLS
Discover the possibilities on this spacious 1.2 Acre property in Homestead, situated in an area experiencing nearby residential development. Enjoy a peaceful, rural setting while remaining close to shopping, dining, and major roadways. Just down the street from the famous ''Robert Is Here Fruit Stand'' and minutes from Everglades National Park. Don't miss the opportunity to own over an acre in one of South Florida's rapidly developing areas. REAR ADJACENT PROPERTY IS ALSO LISTED FOR SALE. Property is being sold as-is. Buyers are responsible for independently verifying zoning, permitted uses, buildability, and utility availability with the appropriate governmental/county authorities.

Sw 214th Avenue, Other
$335,000
621259 MLS
Discover the possibilities on this spacious 1.11 Acre property in Homestead, situated in an area experiencing nearby residential development. Enjoy a peaceful, rural setting while remaining close to shopping, dining, and major roadways. Just down the street from the famous ''Robert Is Here Fruit Stand'' and minutes from Everglades National Park. Don't miss the opportunity to own over an acre in one of South Florida's rapidly developing areas. REAR ADJACENT PROPERTY IS ALSO LISTED FOR SALE! Property is being sold as-is. Buyers are responsible for independently verifying zoning, permitted uses, buildability, and utility availability with the appropriate governmental/county authorities.

34600 Sw 213th Ave, Homestead
$4,695,000
621254 MLS
Waterfront opportunity in Key Largo! This rare offering includes two lots with approximately 200 feet of crystal-clear bay frontage, breathtaking sunset views, and calm, clean bay waters. A ROGO letter allows for two residences to be built on the property, while an Army Corps-approved 250-foot dock offers exceptional access for boating and water activities. Architectural plans are included for building your dream waterfront home. Investors and builders may have the opportunity to divide the two lots and construct two separate bayfront residences, subject to applicable approvals. Water, sewer, and electric are already in place. Enjoy a short walk to the beach just north of the property and a nearby public park with a convenient boat launch. A unique opportunity to create a private waterfront retreat or develop an investment in the Florida Keys.

54 Sunset Rd, Key Largo
$1,495,000
3 Beds ⋅ 2 Baths ⋅ 621253 MLS
Welcome to 41 Sunset Rd, Key Largo, FL--a beautifully totally remodeled and move-in ready home offering the laid-back Keys lifestyle you've been looking for. This 2-bedroom residence features a dedicated office (that could also be used as a 3rd guestroom) 2 full bathrooms, and a bright, updated interior with upgraded finishes throughout. The heart of the home is a modern kitchen with stainless-steel appliances and stylish design details. Added peace of mind comes with all-new impact windows and impact doors. Step outside to an expansive huge lot with plenty of room for outdoor living, plus space for boat parking and room for all your Florida Keys toys. Complete with a 2-car garage and plenty of parking, convenience is built in. Enjoy walking to the public beach access, a waterfront park, and a boat ramp nearby--ideal for boating, fishing, and relaxing by the water. Don't miss this Key Largo gem!

41 Sunset Rd, Key Largo
$685,000
3 Beds ⋅ 2 Baths ⋅ 621256 MLS
Two combined lots totaling just over 10,000 square feet put this Harris Ocean Park home ahead. Concrete roof and concrete block construction give it real Keys-built durability -- the current owners' combined insurance costs come in under $4,500 a year, a number worth comparing against what's out there. Inside, an open living concept connects the kitchen and living space, with granite countertops and a large master bedroom. Three bedrooms, two baths, tile floors throughout -- a simple, functional layout. Outside is where this one earns its price. The fully fenced, backyard with mature trees spans two lots, street to street -- room for a garage, a pool, or both -- plus a covered carport, outdoor shower and extra storage space already in place for boats, kayaks, or toys. Location seals it: Indian Avenue is a short walk to Harry Harris Park, with its beach, playground, and boat ramp access. Ocean-side breezes, room to play, and no HOA to answer to.

110 Indian Ave, Tavernier
$1,349,000
2 Baths ⋅ 621255 MLS
Situated in Duval Square along Key West's Duval Street, this approximately 1,592 SqFt commercial property consists of two combined condominium units currently configured as a restaurant. Step inside to a spacious dining area, a commercial kitchen, and an inviting layout designed to accommodate both locals and all of the visitors drawn to Key West each year. Outdoor seating adds to the island atmosphere and gives guests the opportunity to enjoy the tropical surroundings that define the Key West dining experience. For an owner-operator, this is an opportunity to put a new concept into an established restaurant space. For an investor, it offers ownership of commercial real estate in one of the island's most sought-after corridors. Bring your concept, your vision, and your appetite for opportunity to life!

1075 Duval St Unit C1 & C2, Key West
$375,000
621252 MLS
Need a boat slip with easy access to the ocean and to your home in the Lower Keys? You found it! A very well-protected marina on the leeward side of the island. Boat Slip Barracuda 12 is measured at 50' x 19' with a 6' draft, but this slip can accommodate a vessel up to 55'. You are allowed to live aboard your boat on this slip, and it features Bellingham floating concrete docks. The owner also owns the bay bottom. Fuel dock, convenience store, secure bath and showers, laundry, dog park, and pump-out are some of the many amenities included in this marina. Call today for your private showing.

5555 College Rd Unit Barracuda 10, Key West
$5,000
3 Beds ⋅ 2 Baths ⋅ 621251 MLS
Foreclosure Auction Ends September 16, 2026 at 9:00 AM EST. Explore this charming 3-bedroom, 2-bath residence set in a peaceful and well-located Homestead community. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa Home App.

16815 Sw 301st St, Homestead
$5,000
4 Beds ⋅ 2 Baths ⋅ 621250 MLS
Foreclosure Auction Ends September 22, 2026 at 9:00 AM EST. Explore this charming 4-bedroom, 2.5-bath residence set in a peaceful and well-located Homestead community. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa Home App.

2594 Se 14th St, Homestead
$5,000
3 Beds ⋅ 2 Baths ⋅ 621249 MLS
Foreclosure Auction Ends September 22, 2026 at 9:00 AM EST. Explore this charming 3-bedroom, 2-bath residence set in a peaceful and well-located Florida City community. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa Home App.

872 Sw 7th Ter, Other
$5,399,000
8 Beds ⋅ 8 Baths ⋅ 621248 MLS
Looking for a truly unique opportunity in the Florida Keys? Check out these 2 Custom Luxury CBS Pool Homes that are side by side! Live in one, and rent the other, corporate retreats, weddings, vacation rentals, tons of options! Experience luxury waterfront living in these custom-built, new construction two-story concrete homes featuring 4 bedrooms and 4 private en-suite baths. Designed for entertaining, the open-concept layouts seamlessly blends indoor and outdoor living. The chef's kitchens boasts top-of-the-line stainless steel appliances including double convection ovens, Smart refrigerator, dishwasher, vented range hood, prep sink, wine chiller, quartz countertops, custom cabinetry, and a large island. Porcelain tile flooring, custom fixtures, LED lighting, and abundant natural light enhance every space. A first-floor en-suite bedroom offers balcony access overlooking the pool, dock, and water. The dramatic floating staircase with custom LED chandelier leads to three additional en-suite bedrooms upstairs. The primary suite features a floating soaking tub, double vanity, custom porcelain tile shower, and MOEN programmable multi-head shower system with smartphone controls. Additional features include impact windows and doors, web-enabled security camera system, 4K Smart TVs in every room, 8-foot interior doors, two 3-ton 16 SEER A/C units, standing seam metal roof, aluminum railings, and expansive balconies on both levels. Located in the desirable Flamingo Island neighborhood of Marathon, just minutes from Sombrero Beach, dining, shopping, and entertainment. Enjoy quick access to open water, world-class fishing, boating, diving, and the crystal-clear turquoise waters of the Florida Keys. Built to impress and built to last, these exceptional waterfront retreats offer the ultimate Florida Keys lifestyle. Set up your preview today!

835 & 837 Copa D Oro, Marathon
$1,200,000
1 Baths ⋅ 621247 MLS
Located off the 500 block of Duval Street. High traffic location on Appelrouth Lane between Duval Street and Whitehead Street. This is real estate only. Business is not for sale. Second floor is currently unused. PROPERTY IS IN THE TRANSIENT LICENSE ZONE. Do not disturb business.

418 Applerouth Ln, Key West
$2,695,000
2 Beds ⋅ 2 Baths ⋅ 621246 MLS
A rare combination of land, privacy, boating, and open-water living awaits on approximately half an acre of Gulf-front paradise in Grassy Key. With panoramic water views, a private beach, waterfront dock with a 20,000-pound boat lift, heated concrete pool, and lush tropical grounds, this property captures the very best of Florida Keys living. Surrounded by mature landscaping, the two-bedroom, two-bath residence enjoys a peaceful, private setting with beautiful Gulf views. Light-filled living spaces embrace the waterfront surroundings, while the kitchen features granite countertops and stainless steel appliances. Both bedrooms offer private baths for owners and guests alike. Step outside and the Keys lifestyle comes alive. Walk to your private sandy beach, lower the boat from your 20,000-pound lift for a day on the water, relax beside the heated pool, or watch the sun disappear over the Gulf from your own shoreline. Expansive grounds and tropical landscaping provide a level of space and privacy that can be difficult to find in the Keys. The property also boasts an exceptional rental history, consistently renting approximately 50 weeks per year and generating roughly $175,000 in annual rental revenue--a testament to the tremendous appeal of this waterfront setting. Whether you're searching for a private Keys retreat or a proven vacation rental investment, this Grassy Key property offers an extraordinary combination of lifestyle and opportunity. Private beach. Open Gulf views. Boating. Pool. Half an acre of tropical privacy. This is the Florida Keys lifestyle people dream about.

57457 Morton St, Marathon
$365,000
2 Beds ⋅ 1 Baths ⋅ 621245 MLS
Welcome to your own piece of paradise in the heart of Key Largo! This beautifully positioned property at 325 Calusa St #259 offers the ultimate island lifestyle, blending relaxation with effortless coastal living. Step inside to find a bright, welcoming space designed to capture the refreshing Florida Keys breezes. Located in a highly sought-after waterfront community, you are just steps away from world-class diving, fishing, and spectacular sunset views. Whether you are looking for a permanent tropical retreat, a weekend getaway, or a savvy investment property, this slice of heaven is ready for its next chapter. Don't miss your chance to live the Keys dream!

325 Calusa St Unit 259, Key Largo
$3,511,000
4 Beds ⋅ 5 Baths ⋅ 621244 MLS
New construction waterfront home with all the bells and whistles. Situated on a large corner lot of nearly 14,000 sq. ft., the property features two electric gated entrances with plenty of space for RV and trailer parking. The backyard was designed for exactly why you live in the Keys: an amazing pool with hot tub, low-maintenance turf, 57' concrete dock with two boat lifts (15,000 lbs & 10,000 lbs), outdoor kitchen and bar, cabana bath, and outdoor shower. Through the front entry, you'll find an elevator servicing all three floors, along with an ultra-wide interior staircase. Head to the third floor, where the open-concept kitchen, living and dining areas take advantage of the impressive bay views. Step onto the third-floor porch for sunset views, or take it to the next level on the rooftop deck with panoramic views of the bay and nightly sunsets as the home faces due west. The primary bedroom and bath, along with a powder room, complete the third floor. The second floor offers three additional bedrooms and two bathrooms. The entire home was professionally designed by an interior designer, and the attention to detail shows throughout. Located just around the corner from Adams Cut for quick access to the ocean, while the bay offers endless opportunities to enjoy the water right from your backyard. New construction, incredible outdoor living, great dockage, sunset views and quick ocean access, this one checks all the boxes.

1642 Churchill Downs, Key Largo
$799,999
621243 MLS
The Building Right Is Secured. The Site Is Prepped. The Dock Is Done. Utilities Are In. The Only Thing Left Is the House. For buyers who have dreamed of building a custom home in the Florida Keys, this is an opportunity to skip much of the time, uncertainty, and groundwork that typically comes before construction can even begin. The hard work has already been done. The building right is secured, the lot has been cleared, fenced, and prepared, the geotechnical survey is complete, and both the electric and water meters are installed. On the waterfront, the dock permit is complete and a brand-new dock is already in place along 75 feet of canal frontage. This homesite is ready for the next step: building your Florida Keys home. Located in a desirable Marathon waterfront neighborhood surrounded by attractive homes, the property also delivers the lifestyle you're building for. Enjoy quick and convenient boating access to the Gulf, putting fishing, diving, cruising, and days at the sandbar within easy reach. Weekly vacation rentals are also permitted, giving you the flexibility to design a full-time residence, private Keys getaway, or income-producing vacation home. Instead of purchasing a vacant lot and beginning the lengthy process of preparing it for construction, start with the groundwork already behind you and focus on what matters most--designing and building the home you want. The building right is here. The infrastructure is here. The dock is waiting for your boat. Now bring your plans and build your Florida Keys dream home.

9966 Aviation Blvd, Marathon
$985,000
2 Beds ⋅ 3 Baths ⋅ 621242 MLS
Two bedroom 2.5 bath in Key Largo MM 100 on the Bayside, Ocean front property, very unique condo nestled on 24 acres of lush tropical hardwood, with only a total 38 units.The Condo is gated with an electric gate, a Gym, tennis court, basket ball, swimming pool, clubhouse in and out boat concierge service, Water craft storage for your jet ski or boat.Has designated parking for your automobile, with ample visitor parking. Must SEE property ! Awesome sunsets at the Tiki hut located on the Boat Dock. First come first serve boat slip.

307 Sanctuary Dr Unit 307, Key Largo
$955,000
4 Beds ⋅ 4 Baths ⋅ 621241 MLS
Perfect Florida Keys townhouse with proven Rental Income! Located in resort style Mariners Club Key Largo - gated community, unit offers a unique opportunity to rent as a 4 bedroom/4 bathroom or a 2 bedroom/2 bathroom! Recently painted & some upgrades in downstairs unit, turnkey & low maintenance with 5 years of rental history on VRBO. Community Marina offers deep-water dockage, 2 oceanfront pools, 24-hr security, game room, community grills, tennis, pickleball, basketball, gym, & more! Boat dry dock storage & Jet ski storage available (Costs managed by HOA). No rental restrictions - manage independently or through a property manager. Pet friendly community for owners.

97501 Overseas Hwy Unit UNIT 906, Key Largo
$2,499,999
6 Beds ⋅ 5 Baths ⋅ 621240 MLS
Price Improvement, Family looking to relocate due to medical reasons, all offers welcome. Own a haven in the Keys. This multifamily duplex-style home with a bonus suite has been gotten nothing but upgrades with each unit offering its own private living space, entrance, kitchen, laundry, and A/C Key Features: Waterfront Living: Over 80' of concrete seawall with an 8,000 lb boat lift provides easy access to the open water and Geiger Key Marina--perfect for boating enthusiasts! Electric Gated Entry: The main unit features a secure electric gate and parking directly at your front door for ultimate convenience. Downstairs units have separate gravel parking area with additional gated access. Incredible Flexibility: Live in the spacious upstairs unit and use the downstairs units for family, guests, or as rental income. Each unit is fully self-contained. Main Upstairs Unit: Size: 3 Bedrooms / 3.5 Bathrooms The expansive living room is perfect for entertaining guests and opens up to a private deck overlooking the canal--ideal for relaxing or hosting family and friends. Kitchen: Large, open, and fully equipped with loads of storage space, a central island, and both a pre-sink and a main sink for added convenience. Private Suite: Each of the 3 bedrooms has its own private bathroom, plus there's a half bath located near the living room for guests. Upgrades: A brand new 5-ton A/C unit and duct-work were installed in 2024, ensuring the large living area stays comfortable year-round. Downstairs Unit: Size: 2 Bedrooms / 1 Bathroom Spacious living area with its own laundry room and a kitchen that's fully equipped with a large island and plenty of prep space. New A/C: A 3-ton split A/C system was recently installed in 2025. Bonus Suite: This self-contained suite includes its own living room, kitchen, laundry, and bathroom. This Suite also has two Bonus rooms. New A/C: A 2-ton A/C

6 Egret Ln, Geiger
$299,000
3 Beds ⋅ 3 Baths ⋅ 621238 MLS
7 Day Rental minimum with rental income potential. Don't miss out on this very nice 3 bedroom 2.5 bath home located just minutes from the Historic Downtown St. Augustine, short drive to beaches, local coffee shops, boutique stores, restaurants and more. Great home for a full time or seasonal residence or rental investment. Features fully fenced yard, attached 10x20 garage, room for a garden, open floor plan, luxury vinyl plank flooring, granite counter tops, laundry room with storage, stainless steel appliances. 1st story features living area, kitchen, laundry room and half bathroom. Second story features primary bedroom with bath, large closet plus 2 bedrooms & a bathroom. Hardie plank siding & metal roof, built in 2023. Very easy to show with little notice. Waiting for a new owner! RS-3 Zoning. No HOA or CDD Fees.

515 S Woodlawn St, Other
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 621237 MLS
Tucked away on a quiet lane just off Frances Street, this charming historic cottage offers the character and location that make Old Town Key West so special. This three-bedroom, two-bath home features cathedral ceilings, stained glass windows, and plenty of historic charm. The first-floor bedroom offers added convenience and flexibility, while two additional bedrooms upstairs provide comfortable separation for family or guests. Beautiful porches and a private deck create inviting spaces for outdoor dining and relaxing. Ideally located in Old Town, you are just minutes from Duval Street, local restaurants, galleries, shops, and everything that makes Key West such a unique place to live and enjoy. The property is in the X-Zone.

614 Roberts Ln, Key West
$939,000
4 Beds ⋅ 3 Baths ⋅ 621236 MLS
Welcome Home! You CAN have it all! This beautiful oceanside CBS home in desirable Port Largo offers 4 bedrooms and 3 baths, including downstairs guest suite above flood elevation--perfect for guests, extended family, or additional living space. The spacious main level features a chef's kitchen with granite countertops, wood cabinetry, and plenty of room to gather. Granite countertops continue into the bathrooms, tile flooring throughout. Additional features include a metal roof, workshop, 3 large sheds for extra storage, a fenced backyard, and tropical landscaping with a variety of fruit trees. The expansive downstairs slab has been finished with durable Britech coating, creating a versatile space for entertaining, relaxing, or enjoying the outdoors. Just one block from the HOA park, offering a boat ramp, dockage, and tide pool, with Jacobs Aquatic Center also nearby. Plenty of covered and open parking for cars, boat and trailer and RV. Ideally located just minutes from all that Key Largo has to offer, with an easy commute to Miami, this home delivers the perfect blend of lifestyle, convenience, and investment potential. A great combination of comfortable living, outdoor space, and the Florida Keys lifestyle!

88 Marina Ave, Key Largo
$6,200,000
5 Beds ⋅ 6 Baths ⋅ 621235 MLS
Experience Mediterranean elegance and open-water living at this private oceanfront estate, featuring a pool, all set on a gated 10,545 sq. ft. lot in prestigious Key Colony Beach. Spanning 4,401 sq. ft., the 5 Bedroom, 4 Full and 2 Half Bath residence features impact glass and a private sandy beach offering privacy along the open water. Built for the ultimate boating lifestyle, the estate boasts deep-water dockage, 2 Boat Lifts, and direct access to both the Atlantic Ocean and Gulf of Mexico. The waterfront unfolds into a resort-style escape, where a heated and chilled pool with raised Hot Tub overlooks the ocean and a poolside Gazebo invites you to relax beneath the palms and enjoy sunsets. A sweeping circular driveway centered by an elegant fountain introduces the Mediterranean façade, while expansive rear balconies and twin sweeping staircases descend to the Pool deck, providing a dramatic backdrop for waterfront entertaining. Inside, a breathtaking Foyer makes an unforgettable impression with a sweeping split staircase, marble flooring, crystal chandeliers, classic archways, and an open upper gallery. The adjoining Great Room showcases a custom sunset mural by local artist Nancy Gagliardini. French doors open to an oceanfront balcony with water views and a Cabana Half Bath. Designed around the view, the Kitchen features stainless-steel appliances, black granite surfaces, and windows opening toward the ocean for inspiring sunset views. The Primary Suite offers a walk-in closet, soaking tub, and ocean-view balcony access. Ensuite Guest Bedrooms, a Media Room, and Office provide privacy and versatility, while 2 attached Garages and a whole-house Generator add convenience. Owners also enjoy access to a private beach club, golf course, tennis and pickleball courts, shopping, dining, and a waterfront sunset park, all within walking distance. With 7-day rental zoning, this estate offers outstanding vacation-investment.

1285 Coury Dr, Key Colony
$43,000
2 Beds ⋅ 2 Baths ⋅ 621232 MLS
Experience deeded ownership of the same week, each year (Week 22) at the highly desirable Galleon Resort with this premier timeshare opportunity. This unit showcases a wonderful location and some of the most spectacular sunsets in all of Key West. Filled with natural light, the residence also features a private balcony perfectly positioned to capture the stunning waterfront scenery. Relax with views passing sails and night cruising just beyond your doorstep. In the evenings, open the balcony doors to enjoy the warm Gulf breezes and the calming sounds of the water and the acoustic live music from the resort's tiki bar. Owners have the option to place the unit into the on-site Galleon Concierge Management rental program. Comparable 2-bedroom, 2-bath units during this week typically rent for approximately $3,885 to $5,775 per week. Annual dues are $1,585 (2025), with property taxes around $262 per year. Enjoy personal use of this exceptional resort property or choose to rent it out. Week 22 (May 29-June 5, 2027) is an ideal time to visit, with beautiful weather, lighter crowds, local events, and the laid-back island vibe that makes Key West so special. This is a rare chance to own a prime week in one of the Galleon Resort's sought-after residences. Situated in the heart of Old Town, the timeshare deeded condo is only two blocks from Duval Street and adjacent to the Historic Seaport Marina. Take the elevator or walk downstairs to enjoy the Galleon's exceptional amenities, including an on-site tiki bar with live music, the Pirates Cove restaurant, a private beach, heated pool and hot tub, fitness center, and built-in BBQ area. Owners also enjoy resort perks such as daily poolside bingo and exclusive raffles. On-site jet ski and bike rentals are also available, and the week includes one unassigned parking space. An outstanding opportunity to own a deeded timeshare week at one of Key West's highly-rated waterfront resorts.

617 Front Unit C-21 Week 22, Not Provided
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 621231 MLS
Experience modern Keys living at its best in this pristine 2023-built waterfront half duplex, boasting an exceptional boater's asset: a 49-foot concrete dock! Far exceeding Key Colony Beach's typical 30-37.5-foot dockage, this expansive waterfront setup gives you room for a larger vessel (or multiple boats) with direct access to open water. Inside, the bright, open floor plan features 3 bedrooms, 3 baths, soaring 9-foot ceilings, tile floors throughout, and a stylish white quartz kitchen. Step outside to your private tropical oasis featuring a refreshing pool and store all your water gear in the spacious 2-car garage. Operating as a turn-key weekly vacation rental with active bookings, this property offers immediate income potential. Opportunity knocks: The adjoining half duplex (230 Sadowski) is also for sale to acquire the complete duplex compound! Located in the resort community of Key Colony Beach with restaurants, 9-hole golf course, Sunset Park, sports courts and shopping, all within walking or biking distance.

232 Sadowski, Key Colony
$2,299,000
4 Beds ⋅ 2 Baths ⋅ 621230 MLS
Set along the water in sought-after Key Colony Beach, this 4-bedroom, 2-bath home captures everything buyers love about the Florida Keys--boating, a private pool, generous outdoor living space, and a strong history as a successful vacation rental. Inside, the layout is comfortable and inviting, with an open kitchen featuring abundant cabinetry, expansive countertops, and bar seating that flows naturally into the dining and living areas. Four bedrooms provide plenty of room for family and guests, while the primary suite enjoys its own bath and access to a covered outdoor deck. A dedicated laundry area adds everyday convenience. The outdoor spaces are the real highlight. The waterfront backyard is designed for the Keys lifestyle, with a private swimming pool, spacious pool deck, covered entertaining area, outdoor shower, tropical landscaping, and plenty of room to relax after a day on the water. The property also offers substantial canal frontage with a seawall, dockage, and a boat lift, creating an easy setup for boaters. From here, enjoy convenient access toward both the Gulf and Atlantic for fishing, diving, snorkeling, and days on the water. Back at home, cool off in the pool, lounge along the canal, or gather beneath the covered lower-level entertaining space. Additional features include a metal roof, covered parking and storage areas, mature tropical landscaping, and multiple outdoor spaces that make the home especially well suited for full-time living, a family getaway, or continued vacation rental use. With its 4-bedroom layout, private pool, dockage, boat lift, outdoor shower, and established rental history, this waterfront home offers a wonderful opportunity to enjoy the best of Key Colony Beach.

581 12th St, Key Colony
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 621229 MLS
Your dream Florida Keys waterfront escape starts here--built for boaters who need extra space! Built in 2023, this sleek 3-bedroom, 3-bath residence features a rare 49-foot concrete dock, standing far above the island's standard 30-37.5-foot dockage allowance to accommodate larger vessels with ease. Inside, enjoy airy 9-foot ceilings, crisp tile floors, a stunning white-and-quartz kitchen, and an oversized 2-car garage for gear. Spend afternoons relaxing by the pool or running out to your favorite fishing spot. Perfectly set up as a high-performing weekly vacation rental with proven bookings, this property also offers the rare chance to acquire the adjacent half duplex (232 Sadowski) to double your rental footprint or create an extended family estate. Located in the resort community of Key Colony Beach with restaurants, 9-hole golf course, Sunset Park, sports courts and shopping, all within walking or biking distance.

230 Sadowski Cswy, Key Colony