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$409,000
2 Beds ⋅ 2 Baths ⋅ A12005408 MLS
Fully furnished 2BR/2BA condo in the gated community of Landings of Largo. This second-floor unit features a desirable split floor plan, granite countertops, in-unit laundry, and a private balcony with relaxing pool views. Located just steps from the pool, it offers both comfort and convenience within a lush, tropical setting. Includes two assigned parking spaces.Enjoy resort-style amenities including a private marina, boat ramp, fishing pier, fish cleaning station, and convenient 72-hour trailer parking—perfect for boaters and outdoor enthusiasts. The community also features two heated pools, tennis, pickleball, basketball, bocce courts, fitness center, clubhouse, and outdoor grilling areas. Unwind at the bayfront sunset dock with stunning water views.Ideally located in the heart of Key Largo at Mile Marker 98, offering direct access to Florida Bay and just minutes from waterfront dining, shopping, and world-class boating, fishing, and diving, including John Pennekamp Coral Reef State Park. Approximately one hour from Miami and conveniently near Baptist Health Mariners Hospital, providing the perfect balance of island living and accessibility.

98282 Windward Avenue Unit 2, Key Largo
$459,000
2 Beds ⋅ 2 Baths ⋅ A11952214 MLS
Spectacular Direct Ocean Views! Islamorada's Best-Kept Secret! This beautifully appointed 2-bedroom, 2-bath residence offers breathtaking, unobstructed ocean views from your private waterfront balcony. Step outside and enjoy a refreshing swim in the oceanfront pool or take a dip directly in the crystal-clear Atlantic. Perfectly situated near Bud & Mary's Marina and just minutes from Islamorada's most beloved restaurants, this location captures the very best of island living. This property is truly a must-see—and it's priced to sell. Seller will consider all reasonable offers. All information is deemed reliable but not guaranteed. Prospective purchasers should verify the information to their own satisfaction. Information deemed reliable but subject to errors, omissions, and changes without notice.

79901 Overseas Higway Unit 204, Islamorada
$427,000
2 Beds ⋅ 2 Baths ⋅ A11856310 MLS
THIS OCEAN FRONT BEAUTY IS. PRICED TO SELL! RARE 2 BEDROOM CONDO WITH OCEAN VIEWS FOR LESS THAN $430,000. THIS SPACIOUS CONDO OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE. FEATURING AN OPEN CONCEPT LIVING AREA, A WELL-APPOINTED UPDATED OPEN CONCEPT KITCHEN WITH WOOD CABINETRY, RECESSED LIGHTING, AND AMPLE STORAGE. NEW HOT WATER HEATER, 1/2 BATH DOWNSTAIRS, SPLIT BEDROOM LAYOUT UPSTAIRS FOR PRIVACY. PRIMARY SUITE INCLUDES A WALK-IN CLOSET. & THOSE BEAUTIFUL OCEAN VIEWS! DESIGNATED COVERED PARKING SPACE, PLENTY OF GUEST PARKING, STORAGE UNIT DOWNSTAIRS. LOW MAINTENANCE DUES INCLUDE INSURANCE FOR EXTERIOR, HEATED POOL, COMMUNITY ROOM WITH KITCHEN, DOCK/FISHING PIER, , GYM, & SAUNA. WHETHER YOU’RE LOOKING FOR YOUR NEW HOME, A WEEKEND VACATION GETAWAY, OR INVESTMENT PROPERTY, THIS CONDO IS MOVE-IN READY AND PERFECTLY LOCATED TO ENJOY ALL THE KEYS HAS TO OFFER! OWNERS MOTIVATED!

87455 Old Highway Unit 248, Plantation Key
$710,000
1 Beds ⋅ 1 Baths ⋅ B26036550 MLS
Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Great vacation and income producing condotel in the Sport Fishing Capital of the World. This 27-acre oceanfront Islamorada resort set in a lush tropical landscape has everything from fine dining restaurants, spa and wellness, fitness center, three resort style pools, two tiki bars, par 3 golf course, four lighted tennis courts, pickleball, basketball, bicycles, huge pier for fishing, kayaking, paddleboarding, and more. This top floor corner unit is a beautifully appointed one king bedroom with expansive master bath, kitchen and private screened in balcony. Accomplished on-site professional management has delivered high occupancy and rental rates far above many other lodging properties in the Keys!

81801 Overseas Highway Highway Unit 714, Islamorada
$785,000
3 Beds ⋅ 2 Baths ⋅ B26034780 MLS
Experience breathtaking open water vistas from each room through the expansive screened-in balcony. This Marina Villa condo showcases a split bedroom design, where the primary bedroom and its ensuite connect to one bedroom which feature twin beds, while the second suite and bathroom provide guest privacy at the opposite end of the residence. The condo boasts numerous enhancements, such as custom tile inlays in the bathrooms, tile and high-end vinyl flooring, and a fully equipped kitchen with a double bowl farmhouse sink. Additional storage cage on the ground level to store bikes and water toys. Covered parking available on the ground level with an elevator for added convenience. It is part of the Preferred rental program with a proven rental income. DAILY RENTALS ALLOWED

4303 Marina Villas Drive, Duck Key
$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
$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
$1,300,000
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
$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
$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
$479,000
2 Beds ⋅ 2 Baths ⋅ R11078483 MLS
Nestled right between Key Largo and Key West, you'll discover a lovely condo association with a gorgeous beach and inviting turquoise waters--perfect for your getaway! This charming ground-level condo features two cozy bedrooms and two bathrooms, offering a wonderful spot that's close enough to the fun of Key West and Key Largo while still being a peaceful retreat where you can relax and unwind. You'll love how easy it is to explore everything the area has to offer! Whether you're in the mood for dining at local favorites, indulging in some shopping, or setting off on exciting fishing and diving adventures, all your favorites are just a short bike ride or a leisurely stroll away. And don't forget to check out Sunset Park while you're at it! Unit 203A is in the rental pool and can be rented for a minimum of 14 days, making it a great investment opportunity. Plus, it's fully furnished and turnkey just pack your suitcase and enjoy your stay! Reservations for the season are already starting, so don't miss your chance to experience this fantastic getaway!

601 W Ocean Dr Drive Unit 203a, Key Colony Beach
$1,150,000
2 Beds ⋅ 3 Baths ⋅ R11156123 MLS
Exquisite high-end corner residence offering breathtaking, unobstructed views of the Atlantic Ocean and the pristine beaches of Key Colony Beach. This 2 bedroom, 2 ½ bath luxury condo is bathed in natural light, featuring expansive windows that showcase endless ocean vistas and spectacular sunrises. Thoughtfully designed with an open, airy layout, the residence blends refined elegance with coastal sophistication. Enjoy seamless indoor-outdoor living from your private corner vantage point, where the sights and sounds of the ocean create a truly serene retreat. Located in the heart of Key Colony Beach, this exceptional property offers the perfect balance of privacy, comfort, and premier island living. ACTIVE VACATION RENTAL

1133 W Ocean Drive Unit 17, Key Colony Beach
$1,799,000
3 Beds ⋅ 3 Baths ⋅ R11007158 MLS
Excellent opportunity whether looking for a private residence or an investment. This condo will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a private residence. Assigned off street parking right in front of the unit. This property is being offered turnkey. Vacation Rental history available .This home has all hurricane impact windows and doors. making the unit noiseless.

1011 Simonton Street Unit 1, Key West
$500,000
1 Beds ⋅ 1 Baths ⋅ O6349943 MLS
Rare Opportunity in Ocean Pointe! Experience the ultimate in Florida Keys luxury living with this modern, oceanfront 1-bedroom, 1-bath condo—a rare find in the highly sought-after Ocean Pointe community. Located in Building 4 on the 2nd floor, this beautifully appointed unit features a private balcony with serene ocean and mangrove views, offering the perfect spot to unwind. With a strong rental history and the flexibility for nightly rentals, this property is more than just a home—it's an investment in the Keys lifestyle. Offered fully furnished and turn-key, you can start earning income or enjoying paradise immediately. Ocean Pointe is a gated, resort-style community offering exceptional amenities, including: Heated oceanfront pool Marina with boat ramp and dockage Private beach area Tennis courts Clubhouse with lounge and restaurant Ideally situated in Tavernier, between Key Largo and Islamorada, you’ll be moments from world-class dining, shopping, fishing, diving, and the vibrant charm of the Upper Keys. Seize this rare chance to own a piece of Ocean Pointe—where luxury meets investment potential in one perfect package.

500 Burton Drive Unit 4204, Tavernier