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2110 Dolphin Dr, Marathon
$1,599,000
2 Beds ⋅ 2 Baths ⋅ 621645 MLS
Enjoy the Florida Keys at its best in this solid concrete, 2BR/2BA home in an established, quiet Marathon neighborhood. The fully renovated, open-concept interior spans 1,280 sq ft of updated living space with tile floors and an A/C UV-light system. The gourmet kitchen boasts granite countertops, a multicolored glass tile backsplash, modern cabinetry with fossilized shell knobs, and top-tier stainless steel appliances, including a Bosch induction range. Both bathrooms feature high-end remodels with premium finishes. This stilted, two-story concrete floor home has indoor stairs, features a durable metal roof, providing maximum structural integrity and peace of mind. Capitalize on outstanding vacation rental potential of $100k+ annually, or enjoy it as your private dream home. Located on a deep flow-through canal just 2 minutes from the open Gulf, this boater's paradise features a 60 ft dock with a heavy-duty 15,000-lb boat lift. An approved permit for a 10x20 ft swimming pool is ready to complete your backyard oasis. The lower level provides an additional 936 sq ft of enclosed ground-level storage, a covered carport, a Level 2 EV charging station, and a private waterfront entertaining area. Mechanical upgrades include a whole-house generator, an upgraded electric panel, and a 4-camera security system. Outside, a waterfront tiki hut overlooks the canal, surrounded by low-maintenance landscaping and two fenced areas for dogs. Kayak, paddle board, or boat to world-class fishing and reef diving in minutes!

2110 Dolphin Dr, Marathon
97652 Overseas Highway Unit HH31, Key Largo
$1,599,000
3 Beds ⋅ 2 Baths ⋅ 621549 MLS
Exceptional open-water living in this 3-bedroom, 2-bath corner condo offering 1,685 sq. ft. of interior living space plus a 442 sq. ft. screened lanai overlooking Florida Bay. Imagine mornings on the water and Keys sunsets from this spacious outdoor living area, perfect for relaxing, dining and enjoying the tropical breezes. Inside, custom improvements include a wood-plank ceiling with decorative beam detailing and recessed lighting, leathered granite kitchen countertops, stainless appliances and a wine cooler. The redesigned primary suite features custom cabinetry and storage, a marble-look walk-in shower and a fitted dressing room/closet. Coastal-toned wood flooring adds warmth to the bedrooms, while hurricane windows and doors provide peace of mind. This furnished residence offers generous living space, privacy and elevator access. Experience Rock Harbor Club, a peaceful tropical paradise surrounded by lush landscaping. Enjoy the large sandy bayfront beach, heated and chilled pool, wooded walking trails, clubhouse, fitness facilities with saunas, tennis, pickleball, bocce and basketball. Boaters will appreciate the community's dry-rack boat storage with launch and retrieval service, subject to availability and association requirements, along with convenient access to the Intracoastal Waterway. It all comes together in the relaxed Florida Keys lifestyle you've been dreaming of.

97652 Overseas Highway Unit HH31, Key Largo
234 Allen Ave, Key Largo
$1,599,000
3 Beds ⋅ 2 Baths ⋅ 621197 MLS
Florida Keys living at its best! Absolutely lovely and truly a must see deepwater dockage with concrete dock and 20 thousand pound boatlift for your large boat 3 Bedroom 2 bath open living with beautiful kitchen with quartz counter tops downstairs large outdoor kitchen for all your friends & family entertainment all furniture included this area has a homeowners park with boat ramp and beach is a voluntary association with picnic area

234 Allen Ave, Key Largo
426 Calle Limon, Marathon
$1,599,000
5 Beds ⋅ 5 Baths ⋅ 618246 MLS
High-performing vacation rental located in the highly sought-after Sombrero Beach neighborhood, just a short walk to the beach. This fully furnished, turnkey property offers immediate income potential while also delivering an exceptional Keys lifestyle — truly a home that checks every box. Featuring 5 bedrooms and 5 bathrooms, the residence is thoughtfully designed for both guests and owners, including a legal bedroom and bath on the first floor. All living areas are above flood, offering peace of mind along with functionality. The home has been extremely well maintained and continues to perform strongly as a vacation rental. The main living level showcases a bright open-concept floor plan with high ceilings, modern finishes, and abundant natural light. The spacious kitchen includes sleek cabinetry, stone countertops, stainless steel appliances, and a large breakfast bar, seamlessly connecting to the dining and living areas. Sliding doors open to a balcony ideal for outdoor dining and enjoying island breezes. The primary suite serves as a private retreat with generous proportions, a walk-in closet, and a spa-inspired bathroom featuring a soaking tub and separate glass-enclosed shower. Each additional bedroom includes its own private bath, enhancing comfort and privacy for guests. A ground-level bedroom with direct access to the pool area adds flexibility for multigenerational living or guest convenience. Outdoor living is a true highlight, featuring a resort-style pool, covered entertaining areas, and a fully equipped outdoor kitchen with BBQ, perfect for hosting and relaxation. Additional features include a metal roof, ample parking, and space for two 20' boats on trailers. While boating is a major draw, this location also appeals to those who enjoy kayaking from Sombrero, beach days, and nearby parks. Whether as an investment, second home, or primary residence, this property checks all the boxes in one of Marathon's most desirable neighborhoods

426 Calle Limon, Marathon
97501 Overseas Highway Unit 114, Key Largo
$1,599,000
3 Beds ⋅ 3 Baths ⋅ 618835 MLS
Nightly Rentals permitted! Enjoy water views from the over-sized balcony and large master suite. This unit comes furnished w/ marble floors, granite counter tops, new stainless steel appliances, washer/dryer, impact doors & windows, plus new A/C. Mariner's is a gated community offering a clubhouse, fitness center, 2 pools, jacuzzis & grotto, a 43 slip marina with dry storage, indoor/outdoor pickleball courts, basketball & tennis. Mariner's Club is one of the few places in the Keys that allows nightly rentals. An incredible investment opportunity.

97501 Overseas Highway Unit 114, Key Largo
5 Hilton Haven Dr, Key West
$1,595,000
4 Beds ⋅ 5 Baths ⋅ 621480 MLS
LOCATION! Situated on Garrison Bight, across the canal from the Key West Yacht Club, 5 Hilton Haven Dr. provides the best boating access on Key West. Tremendous opportunity for a buyer with a vision. The 4-bedroom, 4.5 bath, 2,027 sq. ft. home that is currently divided into 4 separate units in need of extensive repair. Or this home could be a good candidate for rebuilding as your single-family dream home with a pool, separate pool house, and 60' of dockage. Tucked away on one of Key West's few private drives, the home enjoys limited traffic and added privacy. Equipped with 2 electric meters and 9,058 sq. ft. lot, this property offers options and flexibility for bringing your vision to life.

5 Hilton Haven Dr, Key West
499 Sombrero Beach Rd, Marathon
$1,595,000
3 Beds ⋅ 2 Baths ⋅ 621413 MLS
Welcome to 499 Sombrero Beach Road, a fantastic opportunity to own a piece of the Florida Keys lifestyle in Marathon! Ideally situated just off U.S. Highway 1 at approximately Mile Marker 50, this property offers a convenient location with easy access to Sombrero Beach, local restaurants, shopping, boating, fishing, and everything that makes Marathon such a sought-after Keys destination. This property provides a great balance of accessibility and the laid-back atmosphere the Middle Keys are known for. One of the few sand beaches of the Keys- Sombrero Beach is just down the bike path, a wonderful place to enjoy a day in the sun, take a swim, or catch a spectacular Keys sunset. Marathon is renowned for its world-class recreational opportunities, including boating, offshore and backcountry fishing, diving, snorkeling, and waterfront adventures. From this location, you'll be conveniently positioned to explore the surrounding islands while still being close to everyday amenities, restaurants, marinas, and local attractions. On site 56' dock was replaced in 2023 and features fish cleaning station, water and electric. The wide canal and premium 5' deep water access allows for larger boats than the average Keys property. Whether you're looking for a full-time residence, a vacation getaway, or an investment opportunity, 499 Sombrero Beach Road is a perfect opportunity. Established, professionally managed, licensed, weekly vacation rental. Come experience the relaxed pace, tropical surroundings, and endless outdoor recreation that make Marathon such a special place to call home. Updates include remodeled kitchen and baths, impact French doors, a metal roof (2021), and AC (2023). It's fully turnkey, with furnishings and future bookings included.

499 Sombrero Beach Rd, Marathon
182 Venetian Way, Sugarloaf
$1,595,000
3 Beds ⋅ 3 Baths ⋅ 620823 MLS
Experience classic Florida Keys waterfront living in this spacious canal-front retreat on Sugarloaf Key, offering boating access, expansive indoor-outdoor living, and just a short drive to Key West. 3,000 square feet of finished living space including 4 bedrooms and 3 baths. Situated on a wide canal with ample room for a future dock, offering the opportunity to create your own boating paradise. The massive chef's kitchen features copious marble countertops, abundant cabinetry, generous seating, and opens seamlessly into the impressive great room--ideal for entertaining family and friends. The open concept living spaces open onto a large canal-side deck that extends your living space outdoors. The spacious primary suite offers tranquil canal views and a spa-inspired bath with a soaking tub positioned to take in the waterfront scenery. A skylit bonus room offers endless possibilities as a fitness room, artist's studio, or sunroom. The nicely landscaped 13,000-square-foot property offers a circular drive, mature tropical plantings, and abundant parking for guests, boats, and recreational vehicles. Whether you're seeking a full-time residence, seasonal escape, or exceptional waterfront investment, this distinctive Sugarloaf Key home offers the space, setting, and Florida Keys lifestyle you've been waiting for.

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

643 Indies Rd, Ramrod
3 Tiburon Cir, Shark Key
$1,575,000
621094 MLS
Prestigious Shark Key! Build your dream home in this Private, Gated, Luxury Community...This oversized Buildable, Permitted Lot encompasses 13,545 sq.ft., with breath taking open water views! The approved plans for this luxury home have 4,551 sq.ft. of living space, 1,200 plus square feet of porches, decks, and a 160 foot observation platform. Behind the private gates you will be surrounded by the crystal clear emerald waters of prestigious Shark Key. This exclusive property is just 15 minutes from Historic Key West with renowned dining, arts, culture, and vibrant nightlife. Build your dream estate in one of most sought after neighborhoods in the entire Florida Keys and enjoy the ultimate in Florida Keys Lifestyle.

3 Tiburon Cir, Shark Key
1005 Watson St Unit 1, Key West
$1,575,000
3 Beds ⋅ 2 Baths ⋅ 620577 MLS
A private pool, two off-street parking spaces, and single-level living--all in the heart of Old Town Key West. This beautifully updated 3-bedroom, 2-bath home brings together Key West charm and everyday comfort, with hardwood floors, tall ceilings, French doors, and a bright, open layout that makes gathering easy. The secluded backyard is an extension of the living space, surrounded by lush tropical landscaping with room to lounge, dine outdoors, and unwind. A saltwater pool with both a heater and chiller keeps swimming comfortable throughout the seasons, while an outdoor shower adds a classic island touch. Offered fully furnished and turnkey, the home is ready for your next chapter, whether that means settling into island life, enjoying a seasonal escape, or continuing its established use as a monthly vacation rental. Updates include the HVAC system, saltwater pool equipment, and furnishings. Neighborhood cafés, restaurants, and shopping are close at hand, with Duval Street, the Historic Seaport, and Higgs Beach within easy reach. Enjoy a morning out exploring Old Town, an afternoon by your own pool, and dinner at a favorite local spot. Part of a two-unit condominium association with no shared common elements, this property offers the privacy and feel of a single-family home with a setting that makes Key West living easy.

1005 Watson St Unit 1, Key West
365 Loeb Ave, Key Largo
$1,565,000
3 Beds ⋅ 2 Baths ⋅ 620142 MLS
Discover the essence of the Florida Keys lifestyle with approximately 165 feet of prime ocean-side dockage with a seawall and another 35 ft of buildable concrete/wood dockage in Key Largo. Perfectly positioned on a corner lot at the end of a quiet street, this exceptional waterfront property offers outstanding privacy and direct boating access to the open ocean in approximately 10 minutes via a single waterway. The main residence features three bedrooms and two baths, enhanced by soaring 10-foot ceilings, rich Brazilian cherry wood floors, granite kitchen countertops, and elegant marble-topped bathroom vanities. The spacious primary suite includes a large walk-in closet and a luxurious custom-built bath with a deep soaking tub. A separate in-law cottage provides the ideal space for guests, extended family, or an income-producing opportunity. A private balcony overlooks the water, while the expansive dock is designed for boating, fishing, and waterfront entertaining. Located just minutes from John Pennekamp Coral Reef State Park, you are surrounded by some of the finest diving, snorkeling, and natural beauty in the Florida Keys. With easy access via Blackwater Sound and close proximity to Jewfish Creek, you are only minutes from both the Atlantic Ocean and Florida Bay - offering the best of both worlds.

365 Loeb Ave, Key Largo
947 Gulf Dr, Summerland
$1,559,000
3 Beds ⋅ 2 Baths ⋅ 621442 MLS
Clear canal waters and easy Atlantic access set the scene for waterfront living at this well-maintained Summerland Key home. Situated on a deep, clean, flow-through canal enjoyed for swimming, the property offers approximately 60 feet of dockage, davits, and two swim ladders. With no bridges to the Atlantic, it's an inviting home base for boating, fishing, diving, and enjoying the water right from your backyard. Inside, three bedrooms and two baths complement bright, open living and dining spaces with travertine flooring throughout the main living areas. The kitchen features granite countertops, stainless steel appliances, generous cabinetry, and ample workspace. An approximately 280-square-foot screened veranda overlooks the canal, offering a breezy setting for outdoor dining and relaxing. The primary suite includes a private bath, generous closet space, and direct access to the outdoor living area, while two additional bedrooms accommodate family or guests. The elevated design provides extensive covered parking and storage for vehicles, boats, trailers, and recreational gear. A fenced lot, mature palms, and tropical landscaping complete the waterfront setting. Pool renderings illustrate the potential for a private waterfront pool, drawing on a pool builder's survey-based layout. They offer a conceptual view of the proposed design; final dimensions, placement, and installation remain subject to site verification and permitting. Close to Summerland Key dining, shopping, and everyday conveniences, this home pairs clear canal waters with excellent boating access and comfortable spaces for full-time or seasonal living.

947 Gulf Dr, Summerland
1 Kyle Way S Unit 104, Marathon
$1,557,900
2 Beds ⋅ 2 Baths ⋅ 621676 MLS
Trophy waterfront property beside the iconic Seven Mile Bridge. Solara is a boutique collection of just 24 new residences in Marathon: 21 two-bedroom homes and only three three-bedroom residences. Residences begin one story up, so balconies frame views of the ocean and the bridge. Every residence includes a deeded boat slip, a nightly rental license and dedicated parking, plus trailer parking on an association-owned lot just around the corner. Modern coastal interiors feature 9-foot ceilings, waterfall-countertop islands and stainless appliances. Residents share a resort-style pool and spa set in tropical landscaping. Construction begins soon. Reservations now open.

1 Kyle Way S Unit 104, Marathon
29424 Forrestal Ave, Big Pine
$1,550,000
3 Beds ⋅ 2 Baths ⋅ 620317 MLS
If you've been dreaming of easy waterfront living in the Keys, this beautifully furnished CBS home in friendly Pine Channel Estates is ready to welcome you. Built in 1989 with solid construction, it offers 1,392 sq. ft. of living space, poured concrete floors on pre-stressed beams, and an impressive 754 sq. ft. garage/storage area. Inside, cathedral ceilings and high transom windows bring in plenty of natural light and give the home an open, comfortable feel. Outside, enjoy 75 ft. of canal frontage with a step-down dock, two boat lifts, one of which is rated for 14,000 lbs., and very quick boat access to Pine Channel, the ocean, and the backcountry. The split-bedroom floor plan offers 3 bedrooms and 2 baths; overlooking the canal, the south-facing screened porch provides additional outdoor living. Accordion shutters and a metal roof add peace of mind. Permitted in 2007, the elevator is no longer functional and is being sold as-is. This is a solid, comfortable Keys home where boating, sunshine, and life in paradise are right outside your door.

29424 Forrestal Ave, Big Pine
2143 Yellowtail Dr, Marathon
$1,549,000
3 Beds ⋅ 2 Baths ⋅ 621615 MLS
Discover the Florida Keys lifestyle in this beautifully maintained 3-bedroom, 2-bath waterfront pool home offering 1,540 sq. ft. of living space on a wide boating canal with direct Gulf access. Designed with a unique multi-level layout, the home welcomes you with a floating staircase leading to a bright and airy Great Room featuring wood floors and impact glass doors overlooking the water. The charming Kitchen showcases soaring wood ceilings, glass-front cabinetry, stainless steel appliances and a breakfast bar opening to the Living and Dining Areas. The main level offers a guest Bedroom with wood-beamed ceilings and water views, along with a full Bath. A short staircase leads to the second Bedroom with cathedral wood ceilings and an ensuite Bath, while the uppermost level features a cozy loft-style third Bedroom. Step outside to your private waterfront retreat with a heated and chilled pool complemented by expansive decking, new artificial turf and an outdoor shower. Boating enthusiasts will appreciate 60' of concrete dockage with a 13,000 lb. boat lift, dedicated angler's prep station and easy Gulf access for world-class fishing, diving and exploring the surrounding waters. Additional highlights include impact windows and doors, a metal roof, newer A/C, updated decking and fresh paint. A garage and generous ground-level storage provide ample space for vehicles, boating equipment and all your Keys essentials. This inviting waterfront home is ideal as a full-time residence, vacation getaway or investment opportunity in the heart of the Florida Keys.

2143 Yellowtail Dr, Marathon
303 Sombrero Beach Rd, Marathon
$1,549,000
4 Beds ⋅ 4 Baths ⋅ 620220 MLS
Waterfront duplex opportunity on Sombrero Beach Road in Marathon, just about 1 mile from Sombrero Beach. This stilted full duplex offers 4 bedrooms, 4 bathrooms, 2,114 square feet of interior living space, a pool, 110 feet of concrete seawall, dockage, and deep-water boating access. Each side features 2 bedrooms, 2 bathrooms, approximately 1,057 square feet, open living and dining areas, kitchen, washer and dryer, and enclosed sun porch areas with water views. The layout works well for a full-time residence, second home, investment property, or a live-on-one-side and rent-the-other setup. Outdoor features include an in-ground pool, decking, front porch, low-maintenance gravel yard, and a large circular paver driveway with plenty of parking and trailer storage. Boaters will appreciate the 110 feet of dockage with room for multiple vessels. The lower level includes two garages and substantial storage space, ideal for fishing gear, boating equipment, a cabana-style setup, or general storage. With its waterfront setting, duplex layout, pool, dockage, and close proximity to Sombrero Beach, this property offers multiple options in one of Marathon's most desirable lifestyle locations. B&BATVAI

303 Sombrero Beach Rd, Marathon
2613 Gulfview Dr, Key West
$1,549,000
3 Beds ⋅ 3 Baths ⋅ 618065 MLS
Rare WATERFRONT home on the island of Key West, an incredible value priced well below the last comparable sale. Tucked behind the gates of the exclusive Gulf View Pointe community, a rare opportunity awaits to own a waterfront townhome in Key West. This three-bedroom, three-full-bath residence offers the luxury of a private pool and includes a dedicated carport. As you step through the front door, you are welcomed into a bright, open home filled with natural light. The spacious kitchen flows seamlessly into the dining and living areas, all offering beautiful water views overlooking the backyard. The first floor also features a bedroom--currently used as a workshop--and a full bathroom. Upstairs, you'll find two bedrooms, each with its own ensuite bath and private deck. The primary suite's deck offers stunning water views. Outdoor living is a highlight of this property. The backyard features a large covered deck leading to the pool, all positioned westward to capture afternoon sun and spectacular sunset views. Plans and permits for your own private dock are already underway. Ideally located, this home offers convenient proximity to local stores and restaurants and is just a bike ride away from everything downtown Key West has to offer. Whether relaxing poolside, enjoying sunset views, or heading out to explore the island lifestyle, every day is framed by comfort, convenience, and the natural beauty of the Gulf.

2613 Gulfview Dr, Key West
229 Coral Rd, Islamorada
$1,545,000
620208 MLS
DIRECT OCEANFRONT LOT IN ISLAMORADA WITH ACTIVE BUILDING PERMIT! A rare opportunity to own a beautifully situated direct oceanfront parcel in the heart of Islamorada, offering breathtaking panoramic views of the Atlantic Ocean. An active building permit is already in place, allowing you to begin construction of your dream waterfront estate immediately, or take advantage of the Village of Islamorada's available two-year permit extension. The approved plans do not reflect the conceptual exterior image. This spacious homesite includes a mangrove height reduction permit which height reduction is already underway, allowing the mangroves to be trimmed to six feet. Upon completion, the property will enjoy unobstructed ocean views at ground level, creating an exceptional setting for luxury coastal living. Enjoy direct ocean access with convenient nearby Florida Bay access via Snake Creek, as well as close proximity to dry-dock marina facilities and nearby boat ramps. Permits for an observation deck can be easily obtained, buyers are encouraged to verify the possibility of a boating dock directly with the Village. The elevation rendering is conceptual and provided for illustrative purposes. Utilize the approved plans currently in place or modify them to create a custom residence tailored to your vision. Opportunities like this are increasingly rare--build your dream home and experience the unparalleled beauty, boating, fishing, and island lifestyle that make the Florida Keys so desirable.

229 Coral Rd, Islamorada
88540 Overseas Highway Unit 719, Tavernier
$1,525,000
2 Beds ⋅ 3 Baths ⋅ 621800 MLS
YOUR FLORIDA KEYS BOATING RETREAT AWAITS! 39' BOAT SLIP, 7-DAY RENTALS, AND HARBOR AND BAY VIEWS! Discover the waterfront lifestyle at Futura Yacht Club in desirable Islamorada! This spacious 2-bedroom, 2.5-bath townhome offers the perfect combination of boating convenience, resort-style amenities, and rental flexibility. Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, this property delivers! The three-level layout features covered parking and private storage on the ground level. The main living level includes an inviting kitchen, spacious living area, half bath, and balconies for enjoying the tropical surroundings. Upstairs, two comfortable bedrooms, each with a private bath, offer privacy and additional balconies. Enjoy harbor and Florida Bay views from the front, while the rear overlooks the pool, recreational courts, and landscaped grounds. Boating enthusiasts will appreciate the included 39-foot boat slip, community boat ramp, boat and trailer storage, and convenient access to both the bay and Atlantic Ocean. Futura Yacht Club is a gated waterfront community featuring on-site management, a large swimming pool, tennis and pickleball courts, basketball, a community pavilion, and a waterfront sunset point overlooking Florida Bay. Located in the heart of Plantation Key, you're close to Islamorada's renowned fishing, diving, waterfront restaurants, and local attractions. With 7-day rentals permitted, this property offers the flexibility to enjoy your Keys retreat while exploring potential rental income. Offered unfurnished, it's ready for you to create your own island getaway. Few properties combine a 39-foot boat slip, weekly rental flexibility, beautiful views, and this many amenities. Don't miss this opportunity to own your piece of the Florida Keys! Call today to schedule your private showing!

88540 Overseas Highway Unit 719, Tavernier
88540 Overseas Hwy Unit UNIT 721, Tavernier
$1,525,000
2 Beds ⋅ 3 Baths ⋅ 621799 MLS
RARE OPPORTUNITY AT FUTURA YACHT CLUB! 39' DEEDED BOAT SLIP, 7-DAY RENTALS, AND BEAUTIFUL HARBOR AND BAY VIEWS! Discover the Florida Keys lifestyle you've been looking for in this spacious, fully furnished 2-bedroom, 2.5-bath townhome in the heart of Islamorada. Whether you're searching for a waterfront getaway, a full-time residence, or an investment opportunity with flexible weekly rentals, this property checks all the boxes! Designed for comfortable coastal living, the main living level features an open kitchen and living area, convenient half bath, and private balconies to enjoy the tropical surroundings. Upstairs, two spacious bedrooms, each with its own bathroom, offer privacy and comfort, along with additional balconies. The ground level provides covered parking and a private storage closet for all your boating and fishing gear. Boating enthusiasts will appreciate the included 39-foot boat slip, easy access to both the bay and ocean, and the convenience of a community boat ramp and boat/trailer storage. Futura Yacht Club is a gated waterfront community offering an impressive collection of amenities, including a large swimming pool, tennis and pickleball courts, basketball, a waterfront pavilion, beautifully maintained grounds, and a dedicated sunset point where you can unwind while watching the sun set over Florida Bay. On-site management adds another level of convenience. Ideally located in Plantation Key, you're close to Islamorada's renowned fishing, diving, waterfront dining, and local attractions. Fully furnished and move-in ready, with 7-day rentals permitted, this is an outstanding opportunity to enjoy the Keys lifestyle with rental flexibility. Properties offering this combination of boating access, amenities, views, and rental potential are hard to find. Don't let this one get away! Schedule your private showing today and discover everything Futura Yacht Club has to offer!

88540 Overseas Hwy Unit UNIT 721, Tavernier
1414 18th St, Key West
$1,505,000
3 Beds ⋅ 3 Baths ⋅ 621726 MLS
ASSUMABLE 5.625% VA LOAN! Discover your private Key West retreat at 1414 18th Street, where a beautifully renovated home, inviting tropical pool, and attractive financing opportunity come together. Set on a 6,000 square foot corner lot in a quiet New Town neighborhood, this concrete block home offers privacy, comfort, and easy island living. The sparkling pool is a standout feature, complete with a cascading coral waterfall that sets the mood for relaxing afternoons and entertaining friends. Private outdoor spaces and low maintenance landscaping mean more time enjoying the sunshine and less time on upkeep. Inside, a bright, open floor plan features luxury vinyl plank flooring, recessed lighting, and tasteful modern updates. The renovated kitchen includes quartz countertops, stainless steel appliances, a gas range, and updated cabinetry, with an easy connection to the living areas. All 3 bedrooms are generously sized, and all 3 bathrooms have been updated. The primary suite includes a spacious walk in closet. A dedicated laundry area with a full size washer and dryer, additional interior storage, and generous off street parking add everyday convenience. Just minutes from beaches, shopping, dining, and Old Town, this move in ready property combines the convenience of New Town with the feel of a private island escape. An existing 5.625% VA loan may be assumable by a qualified buyer, including a nonveteran, subject to loan servicer approval and applicable VA requirements. Contact us for loan details and assumption terms. Whether you're looking for a full time home, seasonal getaway, or investment opportunity, 1414 18th Street offers updated living spaces, a wonderful poolside lifestyle, and low maintenance appeal.

1414 18th St, Key West
3845 Seaside Dr, Key West
$1,500,000
621971 MLS
PRIME KEY WEST COMMERCIAL RETAIL - A RARE OWNER-USER OR INVESTMENT OPPORTUNITY An exceptional opportunity to acquire a beautifully renovated commercial retail property in one of Key West's desirable residential and resort-oriented corridors. Ideally positioned adjacent to Seaside Residences and conveniently located near Sunrise Suites, Ocean Walk Apartments, Las Salinas, Salt Ponds Condominiums, and the Hilton DoubleTree Resort, this property offers excellent proximity to established residential communities, resort guests, and surrounding commercial activity. Encompassing approximately 1,812 square feet of interior luxury retail and commercial space, complemented by approximately 380 square feet of exterior usable space, the property offers approximately 2,192 square feet of combined interior and exterior space. A highly desirable feature is the eight off-street parking spaces--an exceptional amenity in the Key West commercial market that provides convenience for customers, employees, and future occupants. The building has undergone an extensive renovation, featuring updated electrical and plumbing systems, air conditioning, flood barriers, hurricane-impact windows and doors, a metal roof, and durable CBS construction. Currently tenant-occupied, the property is scheduled to be delivered vacant on January 1, 2027, offering an incoming purchaser the flexibility to establish their own business, secure a new commercial tenant, or reposition the property to meet their investment objectives. Whether seeking a distinctive location for an owner-operated business or a strategically positioned addition to a commercial real estate portfolio, this property presents an outstanding opportunity in the vibrant Key West market. Property offered and sold AS IS. A rare combination of location, substantial renovations, parking, and future occupancy flexibility. Experience the opportunity to own prime commercial real estate in Key West.

3845 Seaside Dr, Key West
387 82nd Street Ocean St, Marathon
$1,500,000
3 Beds ⋅ 2 Baths ⋅ 621830 MLS
Why settle for a dry lot when you can have dockage, a heated pool, outdoor kitchen and income potential? With dry lot homes on this same street recently selling for $1.1 million, this waterfront retreat delivers standout value. Built in 2024, this 3-bedroom, 2-bath home features 50 feet of dockage, a heated pool, a game room, turf backyard for sun loungers and yard games, outdoor kitchen to cook your catch and an income-producing vacation rental history. Enjoy approximately five minutes down the canal to the open ocean, then head home for poolside relaxation . Your Keys escape, with rental income already in the picture. Property being sold turn key and is easy to show! Set your appointment now, this home is GORGEOUS!

387 82nd Street Ocean St, Marathon
832 Johnson Ln, Key West
$1,500,000
2 Beds ⋅ 1 Baths ⋅ 621705 MLS
Welcome to serene lane living in the heart of Old Town. Enjoy a beautifully updated 2bd/1ba with soaring vaulted ceilings throughout. This shotgun style floor plan has been modified to create an inviting side entrance into an attractive open floor plan including a fabulous covered porch overlooking a quaint tropical garden with room for a pool. The 2 bedrooms are in the front half of the home and the primary suite enjoys use of the front porch overlooking the quiet lane. Charming spaces finished in white washed tongue and groove wood ceilings and walls with wood floors throughout. This home is finished in hardiboard siding and surrounded by brick pavers for low maintenance. A perfect move in ready island oasis offered fully furnished and professionally managed with future bookings to convey. Come see this gem situated on a peaceful one way Old Town driving lane with off street parking! Neighboring property at 832 Johnson Lane is also available for sale.

832 Johnson Ln, Key West
830 Johnson Ln, Key West
$1,500,000
2 Beds ⋅ 1 Baths ⋅ 621685 MLS
Quiet Old Town lane living in this historic cottage with guest house and off street parking. The main home consists of a 1bd/1ba with an additional sleeping loft and a storage loft. The guest house sits at the rear of the property and features 1bd/1ba, kitchen, living room and loft. There is a spacious open area between the 2 structures finished in composite decking currently set up for outdoor dining and living or the ideal space for the addition of a pool. Bright and airy with vaulted ceilings throughout and multiple sets of French doors. Enjoy a newly renovated bathroom in the main house. Truly a great opportunity to dress up and expand upon a charming historic property. Or, enjoy the rustic charm of two cottages complete with kitchens on a peaceful one way Old Town driving lane. Offered fully furnished with professional management in place and future bookings to convey. Neighboring property at 832 Johnson Lane is also available for sale.

830 Johnson Ln, Key West
830 Johnson Ln, Key West
$1,500,000
2 Beds ⋅ 2 Baths ⋅ 621684 MLS
Quiet Old Town lane living in this historic cottage with guest house and off street parking. The main home consists of a 1bd/1ba with an additional sleeping loft and a storage loft. The guest house sits at the rear of the property and features 1bd/1ba, kitchen, living room and loft. There is a spacious open area between the 2 structures finished in composite decking currently set up for outdoor dining and living or the ideal space for the addition of a pool. Bright and airy with vaulted ceilings throughout and multiple sets of French doors. Enjoy a newly renovated bathroom in the main house. Truly a great opportunity to dress up and expand upon a charming historic property. Or, enjoy the rustic charm of two cottages complete with kitchens on a peaceful one way Old Town driving lane. Offered fully furnished with professional management in place and future bookings to convey. Property is considered a legal duplex. Neighboring property at 832 Johnson Lane is also available for sale.

830 Johnson Ln, Key West
193 Golf Club Dr, Key West
$1,500,000
4 Beds ⋅ 3 Baths ⋅ 620988 MLS
Located within the private Sanctuary enclave of the Key West Golf Club, this 4-bedroom, 3-bath residence offers rare privacy, coveted west-facing sunset exposure, and direct frontage along the 18th hole of the Rees Jones-designed course, all within the City of Key West. With approximately only 10 homes in the entire Key West Golf Club community offering 1,800 square feet or more of living space, opportunities at this size are exceptionally limited and rarely come to market. Inside, new tile flooring runs throughout, complementing a bright, open floor plan designed for effortless everyday living and relaxed entertaining. Expansive living and dining areas are filled with natural light and transition seamlessly to the outdoor space, where a private pool overlooks manicured fairways and wide-open skies. The setting is tailor-made for sunset gatherings, evening swims, or simply unwinding as the sun drops over the course. The well-appointed kitchen remains connected to the main living areas, creating a functional and social heart of the home. Generously sized bedrooms provide flexibility for guests, family, or a dedicated home office. Upstairs, a private balcony captures elevated golf course views and dramatic western skies, offering a peaceful retreat that feels distinctly removed from the everyday. The double-gated Sanctuary adds an extra layer of privacy and security, while residents enjoy access to two community pools and a fitness center. The golf clubhouse is just a short walk away. Nearby dining and daily conveniences allow you to enjoy the island lifestyle without always heading downtown, while Old Town Key West remains just minutes away. Approximately 15 minutes from the historic district, this property delivers a rare balance of tranquil gated living and easy access to beaches, boating, dining, and the vibrant energy that defines Key West. A sunset-facing golf course residence of this size, in this setting doesn't come around often!

193 Golf Club Dr, Key West
119 Peace Ave, Tavernier
$1,500,000
3 Beds ⋅ 2 Baths ⋅ 620623 MLS
Single Family Residential Key Largo property with canal view. With FEMA MAP actualized and currently active since 02/18/2005. C3 Kitchen updated, bathrooms updated. Satisfactory condition for the age and type of structure. With canal frontage with dockage and inmediate open water access. Three bedrooms and two bathrooms and covered rear deck with canal view.

119 Peace Ave, Tavernier
Not Provided
$1,500,000
609363 MLS
10.5 Acre +/- Vacant Commercial Zoned ( C-2 ) Site on US #1 on Rockland Key , Bayside as you enter Key West. Approx. 1000 ft of Frontage on US #1 with 6.559 AC +/- of Upland filled from 5 ft to 9 ft elevation. $1,500,000 Price is Per Upland Acre. Existing billboard lease. Contact List agent for full package

Not Provided

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