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$1,999,000
4 Beds 3 Baths NS1088280 MLS
Set within Coco Plum area of Marathon, this waterfront residence presents a rare opportunity to own a premier canal-front property in the Florida Keys. Offering direct boating access to open water, this home embodies the ultimate island lifestyle for the avid boater and coastal enthusiast. The property features a desirable waterfront setting, elevated construction, and an exceptional layout that provides the perfect bones to transform it into your dream home. With endless potential for customization, this residence is ideal for creating a modern coastal retreat or luxury Keys estate tailored to your vision. Located on a quiet, highly sought-after street, it offers both privacy and convenience, just minutes from beaches, dining, and all that Marathon has.

2100 Avenue H, Marathon

$275,000
B26029372 MLS Harbor Shores BLDG.
Zoned ( NA - Native area ) Exceptional investment opportunity in Key Largo featuring approximately 6.82 acres of land with existing ROGO allocation potential and valuable development considerations within Monroe County. Public records indicate the property currently carries approximately 10 ROGO points, which may provide future development potential subject to county approvals and verification. Property details from county records reflect approximately 1.46 acres classified as Hardwood Hammock (00HH), consisting of environmentally sensitive native tropical hardwood vegetation common throughout the Florida Keys. Portions of this area may be protected or subject to development restrictions depending on Monroe County and environmental regulations. County records also reflect approximately 6.82 acres categorized under acreage land classification (9500), offering a rare opportunity to own a substantial parcel within the Florida Keys market. Existing site improvements include wrought iron yard features/fencing measuring approximately 228 SF installed between 2014-2016 according to public records. This property presents excellent potential for investors, long-term land holders, or buyers seeking a unique Florida Keys acreage opportunity while exploring future development possibilities through Monroe County planning and building departments. Buyer is advised to independently verify all information, including ROGO points, environmental restrictions, zoning regulations, wetlands, utility access, permitted uses, and future building potential with Monroe County and applicable governing authorities. View attached documents from Monroe County

82 Ocean Shores Drive, Key Largo

$37,500
2 Beds 2 Baths 1077507 MLS
Experience deeded ownership of the same week each year (Week 45) at the highly desirable Galleon Resort. This timeshare offers a fantastic location and some of the most spectacular sunsets in Key West. Filled with light, the unit features a private balcony overlooking the resort pool and waterfront. Enjoy views of passing sails and evening cruises, along with warm Gulf breezes and live acoustic music from the resort's tiki bar. Owners may place the unit in the on-site Galleon Concierge rental program. Comparable units during this week rent for apx. $3,885-$5,775 per week. Annual dues are $1,585 (2025), with taxes around $262 yearly. Enjoy the property yourself or generate rental income. Week 45 (Sep. 1st-8th) is an ideal time to visit, offering beautiful weather and a relaxed island atmosphere. Located in the heart of Old Town, just two blocks from Duval Street and next to the Historic Seaport Marina. The resort features a gym, BBQ area, private beach, pool and hot tub, 1 parking space

617 Front Street, Key West

$1,269,000
2 Beds 2 Baths B26029208 MLS
Discover your personal island sanctuary in the heart of Cudjoe Key, where every day feels like Margaritaville. This stunning 2-bedroom, 2-bathroom single-family home has been thoughtfully updated to offer the ultimate waterfront lifestyle, featuring a sleek kitchen with a central island, 2025 updated appliances and two beautifully remodeled bathrooms. The interior glows with natural light, highlighted by impact-resistant windows and elegant French doors that lead to an open balcony. The floor plan is designed for effortless living, including a versatile bonus room and a separate dining area that provides a front-row seat to the tranquil canal. For added convenience, the spacious walk-in closet features an integrated 2025 washer and dryer, while a temperature-controlled thermostat and security system ensure year-round comfort and peace of mind. The exterior of the home is just as impressive, boasting brand-new Hardie Board siding updated within the last year and a full privacy fence that creates a secluded tropical retreat. Step outside to find a backyard oasis complete with swaying palm trees and an inground concrete pool featuring decorative tiling and a stylish paver deck. Boaters will fall in love with the concrete dock slip, which comes equipped with a 10,000 lbs elevator boat lift, offering ocean access in just minutes. Beneath the home, you'll find ample garage parking and massive storage space for your kayaks, grill, and water toys, along with a refreshing outdoor shower. Perfectly capturing that sought-after "Keys feel," this home is the ideal blend of relaxation and adventure.

116 Spanish Main Drive, Cudjoe Key

$26,000
2 Beds 2 Baths 1076554 MLS
Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await you from this desirable PENTHOUSE, top-floor end-unit deeded Timeshare week 37! Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café. Enjoy front-row views as Coast Guard vessels and iconic pirate ships pass by just beyond your balcony. In the evenings, open the doors to take in the warm Gulf breeze and the soothing sounds of the water. Week 37 offers an ideal getaway--featuring warm weather, fewer crowds, and a relaxed island atmosphere! Ideally located just two blocks from the iconic Duval Street and steps from the marina and Key West's Historic Seaport, you'll be surrounded by endless options for dining and entertainment. Stay or rent it out! Similar units have rented for approx. $4,165 to $6,195 for the week. Photos and view of a closely similar unit but not exact.

617 Front Street, Key West

$1,100,000
3 Beds 2 Baths B26024105 MLS
Experience island living on Yacht Club Island in Duck Key, an exclusive oceanfront community known for privacy and a relaxed coastal setting. This 3-bedroom, 2-bath home offers a modern interior with bright, open living spaces, neutral finishes, tile flooring, and Atlantic Ocean views from expansive windows and a screened porch. The kitchen features quartz waterfall countertops, stainless steel appliances, and ample cabinetry. Bedrooms are split across two levels for added privacy, with updated bathrooms throughout. Set on a corner lot with room for a pool or tiki hut. Optional Club Duck Key membership and nearby marina access enhance the lifestyle. Ideal as a primary home, second residence, or investment.

309 Jasmine Street, Duck Key

$49,900
2 Beds 2 Baths 1076108 MLS
Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lockout unit deeded timeshare week 46- where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café. Enjoy Key West's renowned annual Boat Float Week featuring an international event with thrilling races, lively race villages, and prime spectator viewing areas right to your island doorstep! Ideally located just two blocks from the iconic Duval Street and steps from the marina and Key West's Historic Seaport Village, you'll be surrounded by endless options for dining, shopping, and entertainment. Stay or rent it out! This unit's potential rental income ranges from $3,885 to $5,775 for the week. Photos and views are of a closely similar unit but not exact.,

617 Front Street, Key West

$550,000
2 Beds 2 Baths B26022409 MLS
Great chance to own waterfront paradise with this elevated double-wide home situated on a rare double lot. Corner lot allows you to enjoy water on two sides of the property (plugged canals) —perfect for swimming, kayaking, paddle boarding, and relaxing by the water. Tucked away on a quiet cul-de-sac with lovely views, this property offers both privacy and charm, enhanced by mature landscaping. Inside, the home has been completely remodeled from top to bottom, providing a fresh, move-in-ready space. There's ample parking for all your needs, including room for an RV or boat trailer. Plus, a community boat ramp is located less than a mile away, making it easy to get out on the water anytime. Don't miss this unique waterfront property with endless potential!

27910 Porgie Path, Little Torch Key

$32,500
2 Beds 2 Baths 1075831 MLS
Top floor Penthouse end unit! Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort. The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard vessels and iconic pirate ships pass by just beyond your balcony. In the evenings, open the doors to take in the warm Gulf breeze and the soothing sounds of the water. Walk downstairs or take the elevator to enjoy the Galleon's on-site Tiki bar with live music, the Pirates Cove restaurant, a private beach, a pool, and a hot tub! Week 36 (September 5th-12th) offers an ideal getaway--featuring warm weather, fewer crowds, and a relaxed island atmosphere. Stay or rent it out! This unit's potential rental income ranges from $3,885 to $5,775 for the week. Photos and views of a similar unit, but not exact

617 Front Street, Key West

$847,900
2 Beds 2 Baths B26020292 MLS Key Colony Beach BLDG.
Welcome to your Waterfront Paradise! This beautifully remodeled 2/2 is situated on a deep-water canal, 200' wide, with direct ocean access and no fixed bridges. Step outside to your private dock, complete with a 20,000 lbs. boat lift, making it effortless to get out on the water anytime you please. Inside, the home has been fully updated with modern finishes, and a stylishly renovated interior that's move-in ready. Major upgrades, including new A/C units (2025)and 2019 roof, ensuring comfort and long-term value. Relax under the 2023-built tiki hut, perfect for entertaining or unwinding. Even better, there are no rental restrictions, making this property an excellent opportunity for investors, seasonal rentals, or full-time living. This waterfront gem checks every box!

34 7th Street, Key Colony Beach

$1,300,000
2 Beds 2 Baths B26016320 MLS Ocean Harbour BLDG.
A New Standard of Paradise - Live with views of the Atlantic Ocean everyday. This home has been updated and beautified from top to bottom. Marble flooring throughout living areas. Eat in kitchen offers large island, snack counter and full size wine cooler. Dishwasher installed 12/25. There is also a hot water dispenser. Dining area and living area open to enclosed patio with private spiral staircase leading to resort styled amenities. Impact glass on all windows. Primary bedroom offers more spectacular views, built in furnishings and is 14x14. Modification in primary bathroom leads to large walk in closet. Washer replaced 2025, dryer 2024, AC 2021. Building inspections complete with no pending assessments. Private Marina dredged 2025. Outside storage cage included. RARE covered parking. Enjoy resort style pool, hot tub, tennis, pickleball, nature trails, gazebos, boat ramp, clubhouse with fitness, pavilion with ice machine, docks rentable for up to 30ft boat (almost always available), tiki huts, electric vehicle chargers, guest parking, open lot for boat storage, and private marina. Chandelier in dining area excluded. Beach area overlooks marina. Owner agent.

87851 Old Highway Unit M5, Islamorada

$1,375,000
3 Beds 3 Baths B26014069 MLS
Key Largo Waterfront. 14000 LB BOAT LIFT.1 hour from Miami Airport. Ocean side canal front home that blends strength, style, and charm. This 3-bedroom, 3-bath concrete bunker with a concrete roof offers peace of mind and lasting quality, along with impact windows and doors. *Upstairs 2 bedroom / 2 bath & Downstairs Newly updated 1 bedroom / 1 bath with large living space. This home is all about function, durability, and waterfront living. The large kitchen boasts stainless steel appliances, ideal for preparing fresh catch or hosting friends. The living area features beautiful pecky cypress walls, wood beam ceilings and a cozy fireplace that creates warmth and character, while custom blinds throughout the home add a touch of sophistication. The spacious primary suite features cedar-lined a cozy fireplace that creates warmth and character, while custom blinds throughout the home add a touch of sophistication. The spacious primary suite features cedar-lined closets and an updated bath, offering comfort and privacy with a split-bedroom layout that separates it from the guest rooms. Step outside to your waterside screened balcony to enjoy the views, have your morning coffee or evening cocktails. Downstairs, you'll find a spacious storage and workshop area -- ideal for all your gear, tools, and hobbies --New laundry room-- along with plenty of parking for family, guests, and your boat trailer. The large backyard offers endless potential, with room for a pool, a cozy fire pit for stargazing nights, and a covered porch perfect for outdoor gatherings. Your new home is situated on a wide clean ocean side canal with a 7000 LB boat lift to enjoy the Keys waters. Outside showered... Located in a peaceful, sought-after neighborhood, this home is just minutes from shopping, dining, and world-class fishing and diving. Plans for a new Kitchen, seller with work with you on it if you wish. ... $25,000 NEW KITCHEN TO BE INSTALLED -OR- $25,000 OFF THE PURCHSE PRICE. **The seller has a installer ready to do it drawing on site.

180 La Paloma Road, Key Largo

$59,900
2 Beds 2 Baths 1074332 MLS
Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted Building C at the Galleon Resort. This PENTHOUSE, end-corner unit offers one of the most desirable locations in the resort, featuring unobstructed, straight-on views of the Gulf of Mexico. The residence boasts soaring vaulted ceilings, additional windows for abundant natural light, and multiple balconies that maximize the breathtaking waterfront setting. Enjoy front-row views as Coast Guard vessels and iconic pirate ships pass by just beyond your balcony. In the evenings, open the doors to take in the warm Gulf breeze and the soothing sounds of the water. Stay or rent it out! This unit's potential rental income ranges from $4,165 to $6,195 for the week, Week 36 (2026: September 5th-12th) offers an ideal getaway, featuring warm weather, fewer crowds, and a relaxed island atmosphere! Photos and view of a closely similar unit, but not exact

617 Front Street, Key West

$949,000
3 Beds 2 Baths B26013545 MLS
Bring your boats to this beautifully furnished canal front home. This home is secluded on a large corner lot with 190 ft. of concrete seawall. Large and open living, dining, and kitchen areas. Lovely updated kitchen and bathes. New beautiful floors, along with impact windows, doors, and metal roof. Enjoy swimming in the above ground pool, relaxing on the deck, cocktails at the bar, or meeting the adorable key deer roaming the neighborhood. Great yard with room for all your toys. Three vacant lots next door are county owned for preservation. Lots of privacy! This home is totally furnished with lots of extras. TURN KEY READY! Successfully rents for$9000 during season. This house is MAGICAL! ROOF 2017 AC 2019

1540 Lantana Lane, Big Pine Key

$59,000
2 Beds 2 Baths 1073847 MLS
PENTHOUSE! Beautiful straight-on views of the Gulf, Pool, Beach, Sunsets, and Tiki Bar. Enjoy week 32 in this Timeless Timeshare and celebrate Lobster Week and the Rum Festival. The Galleon resort has Elevators, a rooftop deck, a gated parking garage, a sauna, an exercise room, and the Pirates Cove Cafe and Outdoor gas grills, which are located on the Marina side of the Galleon. Stay or rent it out! This unit's potential rental income ranges from $4,165 to $6,195 for the week. New 2026 furnishings! The penthouse has tall, vaulted ceilings and extra windows, allowing for natural light. This unit sleeps six with 2 beds, 2 baths, and a sleeper sofa. These photos are of a similar unit taken next door. Two sets of French doors with plantation shutters lead you out to your private balconies--5-piece primary suite with a jetted soaking tub and a walk-in shower. Enjoy the active waterways and boats as they sail by--photos and views of a closely similar unit, but not an exact .

617 Front Street, Key West

$42,000
2 Beds 2 Baths 1073845 MLS
Views of the famous Key West Sunset, Gulf of Mexico and pool await you when you arrive at this 4th-floor end- deeded timeshare unit. The live music from the Tiki bar saunters up to the balconies. This highly desirable winter week is magical enjoy the warm weather and Christmas boat parades while Key West is all dressed up for the holidays. Enjoy the private beach, pool, hot tub, sauna, outdoor gas grills located on the marina. Tiki Bar, Privates Cove cafe, exercise room or just steps away walk out the the Historic Key West Seaport Village for a delicious dinner or happy hour and just 2 blocks away is Famous Duval Street. The fully furnished unit has been updated with new furnishings. With 2 beds and 2 baths,, plus a sofa couch, this unit sleeps 6. Stay or rent it out! This unit's potential rental income ranges from $5,705 to $7,595 for the week. Highly rated resort - enjoy panoramic Key West views from the rooftop! Photos and Views are closely similarthe to unit but not exact.

617 Front Street, Key West

$59,900
2 Beds 2 Baths 1073844 MLS
On the Gulf of Mexico this 4th floor end unit Timeshare is on the water and overlooks the Key West Marina. 2 bed 2bath with sofa couch sleeps 6. Week 50 is a very sought after week that offers ideal winter weather, a relaxed island atmosphere and peak rental demand. Enjoy the decorative Christmas boat parades from your own personal view balconies and experience Key West all dressed up for the holidays. Enjoy the private beach, heated pool and hot tub, Tiki Bar, fitness center on onsite Pirates Cove cafe. In addition there are gas grills out on the marina. The C building in one of the most desirable buildings. Elevators, gated parking garage and lot. Brand new furnishings. The roof has a top deck to enjoy the most glorious Key West sunsets. Just steps away from the Historic Key West Seaport and 2 blocks from famous Duval Street. Photos and views are of a similar unit; the exact unit's layout is similar. Stay or rent it out! This week has rental potential of approx. $ 5,565-$ 7,595.

617 Front Street, Key West

$325,000
2 Beds 2 Baths B26008804 MLS
You don't often hear 'affordable' and 'Duck Key' in the same sentence, but this top-floor end unit proves you can live on one of the Keys' most desirable islands without breaking the bank. The end-unit location means extra windows that flood the space with natural light, and your private patio is the perfect spot to unwind at the end of the day. Inside you'll find tile floors throughout, a full kitchen and two full bathrooms all in great shape. Both bedrooms are generously sized and can each accommodate king beds with room to spare. Here's where it gets really good. Everything you could want with island living is just steps from your door. Become a member at Club Duck Key which provides pool, pickleball, tennis, etc. Duck Key & Hawks Cay Marina provides boating access. All walking distance

1129 Pebble Beach Lane Unit 12, Duck Key

$62,000
2 Beds 2 Baths 1073028 MLS
Penthouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year, Week 52- one of the most desirable weeks in the Florida Keys! This prime holiday week offers Key West's legendary New Year's Celebrations, including live music, fireworks, and iconic Duval Street events. The Penthouse boasts expansive, straight-on views of the Gulf. Pool, hot tub,, private beach and Tiki bar, where a local guitarist performs nearly every day or night. There are elevators and one unassigned parking space. There is a sauna and exercise room, and the Pirates Cove cafe. Gated community. This Penthouse is located just two blocks from Famous Duval Street, and steps away from the marina and Key West's Historic Seaport. Daily Stay your week or rent it out. Rental rates for this unit range from $5,705 to $ 7,875 for the week.Photos and the view are of a similar unit, but not an exact

617 Front Street, Key West

$590,000
2 Beds 2 Baths B26005351 MLS
Elevate your lifestyle with sunset views and a proven rental track record in the heart of the Florida Keys. This established daily rental property offers an incredible opportunity for rental income potential or a centrally located second home. Offering the enhanced natural light and privacy unique to a corner location, this ''Bungalow'' floor plan at the Village at Hawks Cay features a comfortable 2-bedroom, 1.5-bathroom layout. The interior is finished with granite countertops and coastal decor, while the exterior was updated in 2022 with the installation of impact-resistant windows and doors. Capture vibrant sunsets and ocean hues from either of your two west-facing balconies overlooking the Duck Key waters. You are just steps from the water's edge—ideal for launching a kayak or paddleboard—with rental slips available at the nearby Hawks Cay Marina. For those interested in on-site management and resort membership, Hawks Cay rental management is available on the property. Located at MM61, you are a short stroll from the Calm Waters Spa and local Duck Key dining, or a quick 10-mile drive into Marathon to enjoy Sombrero Beach, Florida Keys Aquarium Encounters, and the Turtle Hospital. Pack a bag and leave the rest to the keys; your turnkey sunset retreat is ready and waiting.

5067 Sunset Village Drive, Duck Key

$199,900
1 Beds TB8488253 MLS
Position your vessel in one of the most sought-after gated dry storage facilities in the Florida Keys with Boat Rack #RU62 at Marina Club at Key Largo, located at 103950 Overseas Hwy. This premium inside rack, situated up against the barn, offers added protection from the elements while maintaining convenient access for quick departures to open water. Rack #62 is a highly desirable diagonal rack, designed to accommodate larger vessels with ease—supporting boats up to approximately 38 feet in length, 13.2 feet in height, 10’6” in width, and up to 16,000 lbs. Its angled configuration allows for improved maneuverability and efficient storage compared to standard racks. Located in the heart of Key Largo, the renowned boating and dive capital of the world, this marina provides direct access to both the Atlantic Ocean and the Gulf of Mexico, putting world-class fishing, diving, and cruising right at your fingertips. Ownership includes access to the Marina Club’s exceptional concierge services, where certified technicians are available for engine servicing, warranty work, canvas repair, and a wide range of boat care needs. Enjoy unmatched convenience with push-button boat service—your vessel will be pulled from the rack, fueled, and ready to go by the time you arrive. After each use, your boat is professionally flushed and scrubbed, ensuring it stays in top condition with minimal effort. Whether you're a serious boater or simply want a hassle-free way to enjoy life on the water, this rack delivers protection, efficiency, and premier location in one of South Florida’s most desirable marinas.

103950 Overseas Highway Unit RU62, Key Largo

$1,550,000
5 Beds 3 Baths B26002035 MLS
THE BEST DEAL In KEY COLONY! Rare opportunity to own a legal duplex being sold as A Single Family Home in the heart of Key Colony Beach in the beautiful Florida Keys. Located just one street off the Atlantic Ocean, 340-350 E Ocean Drive offers exceptional space, boating access, and an amazing investment opportunity with flexibility at a competitive price designed to sell. With 5 beds, 3 baths, and over 2,900 sq ft of living space, this property provides the rare opportunity to own a large waterfront home while still benefiting from the layout of a legal duplex. Sold together as a single property, it offers incredible versatility for full-time living, vacation use, or income-producing investment. Boaters will appreciate 50 ft of dockage with dual docks, allowing space for multiple vessels. Buyer and buyers agent to verify all info

350 E Ocean Drive, Key Colony Beach

$3,999,999
2 Beds 2 Baths B26001957 MLS
Estate Opportunity - Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage--all while maintaining privacy rarely achieved in the Keys. Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach. The 2/2 pool home is updated and ready for refined living.

77340 Overseas Highway, Islamorada