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$499,000
2 Beds ⋅ 2 Baths ⋅ 620688 MLS
Welcome to Casa Clara, one of Key Colony Beach's most sought-after oceanfront communities, where relaxed island living meets resort-style amenities. This inviting 2-bedroom, 2-bath condo offers an exceptional opportunity to enjoy the Florida Keys as a full-time residence, vacation getaway, or income-producing rental. Enjoy ocean views and refreshing sea breezes from both side patios, creating a seamless indoor-outdoor lifestyle. The condo is being sold furnished, including housewares, making it move-in or rental ready from day one. Casa Clara is a well-established oceanfront community of 83 residences that has been recently and completely renovated, offering over 500 feet of private white-sand beach that is cleaned daily. Resort-style amenities include an oceanfront swimming pool, tennis and pickleball courts, shuffleboard, a fishing pier with cleaning station, elevator access, on-site management, and beautifully landscaped courtyards, all overlooking the Caribbean-blue waters of the Atlantic. The walkable Key Colony Beach lifestyle is second to none--enjoy peaceful beach days, sunset strolls, and easy access to restaurants, shops, parks, marinas, charter boats, and a par-3 golf course. 14-day rentals are permitted, providing excellent flexibility and strong rental demand. The community also offers ample parking, nearby boat trailer storage, and allows one pet (per association policy)--a valuable feature in an oceanfront condo. Whether you're lounging by the pool, walking the beach at sunset, or welcoming guests seeking an authentic Florida Keys experience, this Casa Clara condo delivers comfort, lifestyle, and long-term value.

201 E Ocean Dr Unit 1-211, Key Colony
$2,060,000
5 Beds ⋅ 3 Baths ⋅ 620686 MLS
Rare Licensed Oceanfront Short-Term Vacation Rental in the Lower Florida Keys, with SELLER FINANCING OFFERED! Welcome to Fandango, a highly successful transient (daily-weekly) vacation rental home offering an exceptional investment opportunity and a personal retreat. This stunning 5-bedroom, 3-bathroom property, built in 2011 and expanded in 2018, was thoughtfully designed as the ultimate family vacation rental retreat. Featuring an adjacent oceanfront parcel with a private beach, kayaks, and a floating dock for fishing or docking boats up to 24 feet, this property provides everything needed for fun and relaxation. Outdoors, enjoy a sparkling swimming pool, soothing hot tub, tropical landscaping with coconut palms and banana trees, and a screened-in porch for al fresco dining. Inside, the open floor plan includes four king bedrooms and a fifth bedroom with a queen and single bed, smart TVs, and updated appliances. Centrally located at MM21.5, Fandango is just 20 minutes from Key West, 10 minutes from Big Pine Key, and 15 minutes from Bahia Honda State Park, with dining options nearby, including a 5-star restaurant within a mile. This property is offered fully furnished and equipped, including bookings into 2027 and 10-years' average income of $160+k. Professional property management is in place, ensuring both secure investment returns and worry-free family vacations. This low-maintenance, turn-key home offers the rare opportunity to own one of the few legally licensed short-term rentals in the Lower Keys. Owning a vacation rental property means you're not just paying for vacations--you're building equity and unlocking financial benefits, all while eliminating the scramble for accommodations every trip. Show up, relax, and let your investment work for you.

94 Sacarma Dr, Cudjoe
$449,999
1 Beds ⋅ 1 Baths ⋅ 620685 MLS
Ocean-View Waterfront Retreat in Gated Venture Out on Cudjoe Key. NIGHTLY RENTALS ALLOWED Enjoy the Florida Keys lifestyle in this well-maintained 1-bedroom, 1-bathroom waterfront home located in the highly desirable gated community of Venture Out. With ocean views, direct boating access, excellent amenities, and nightly rentals permitted, this property is ideal as a vacation home, income-producing investment, or full-time residence. The home features numerous updates, including a new roof in 2018, air-conditioning system in 2020, and hot water heater in 2025. Additional improvements include newer impact-resistant windows, Bahama shutters, powder-coated storm panels, and updated mobile home tie-downs for added peace of mind. Boaters will appreciate the 35-foot concrete seawall with dock whips and quick access to the backcountry, offshore waters, and Atlantic Ocean. A concrete slab beneath the home provides valuable storage for fishing gear, kayaks, bicycles, and other Keys essentials. Venture Out offers an impressive array of amenities, including a large oceanfront saltwater swimming pool, community marina with fuel station, boat ramp, and boat wash-down area. Residents and guests also enjoy lighted tennis and pickleball courts, basketball and bocce courts, a recreation hall, waterfront pavilion, and regular community activities. The golf-cart-friendly neighborhood makes it easy to enjoy everything the community has to offer. Whether you are searching for a relaxing island escape, strong rental opportunity, or waterfront home in the Lower Keys, this property delivers an exceptional combination of location, boating access, amenities, and investment potential. Schedule your private showing today and experience this special Cudjoe Key property for yourself.

701 Spanish Main Dr Unit 246, Cudjoe
$1,695,000
2 Beds ⋅ 2 Baths ⋅ 620684 MLS
Renovated 2b/2b beauty is close to the heart of Old Town Key West, yet far enough from the maddening crowd. Late-1800s Conch house with detached guest cottage were gutted and restored in 2021. New roof, infrastructure and new state-of-the-art chef's kitchen. Casement windows open to the back garden that has 8 varieties of bananas. And what a fine garden it is: Orchids & herbs & fruit, oh my. Salvaged Dade County pine walls light up with windows galore. A side yard connects the primary residence to the en-suite detached cottage. On-demand hot water heater. Outdoor shower. Hot tub. Off-street parking. Rear garden entrance to property from Havana Lane offers front and back access. Detailed quality throughout makes this A MUST SEE.

907 Frances St, Key West
$3,289,000
4 Beds ⋅ 5 Baths ⋅ 620683 MLS
Indulge in the art of refined coastal living in this brand new luxury waterfront residence, where timeless elegance meets modern design across four bedrooms and four and a half baths, thoughtfully crafted for both elevated comfort and effortless entertaining. Boasting an impressive 99 feet of composite dockage, this exceptional property invites carefree days on the water, while the resort-style outdoor setting captivates with a sparkling pool, a spa that transforms into a rejuvenating cold plunge, and a beautifully designed backyard finished with lush turf, elegant pavers, and full fencing for privacy. Inside, a spacious open concept living and dining area unfolds with impeccable attention to detail, highlighted by sophisticated champagne bronze finishes and stunning wood plank tile that flows throughout, creating a warm yet contemporary ambiance. A private elevator provides effortless access to every level, including the expansive 880 square foot enclosed lower level, designed as the ultimate entertainment retreat featuring a sleek wet bar and dual impact glass doors that open on demand to blend indoor and outdoor living in a truly dramatic fashion. Each bedroom serves as its own private sanctuary, complete with a luxurious ensuite bath, offering comfort, privacy, and a sense of exclusivity for both residents and guests alike. This is more than a home, it is a statement of lifestyle, where every detail has been curated to deliver the pinnacle of waterfront luxury living. Property is being sold turnkey and vacation rental ready.

300 N Anglers Dr, Marathon
$1,800,000
4 Beds ⋅ 3 Baths ⋅ 620682 MLS
Wonderful Old Town Meadows home with 4 Bedrooms, 3 Baths, on a nearly 5000 sq ft lot, this property has a separate Guest Cottage, wrap around front porch, lap- pool, and more! Wood flooring throughout, with 2 living areas leading to the kitchen with Italian designed built in cabinetry . The Primary Bedroom is spacious, and has built-in Custom cabinetry. Steps from the kitchen is a lap pool , extensive decking, and lots of room for outside dining and relaxation. The Guest Cottage has a full bathroom, and exposed beam ceilings. The property is completely fenced and feels very private.There is a curb cut already- for potential off street parking. Buyer to verify!

1407 Petronia St, Key West
$11,700,000
6 Beds ⋅ 8 Baths ⋅ 620680 MLS
Sunset Sanctuary. Natural beauty and captivating sunsets of the Florida Keys define this newly completed gated waterfront estate on Lower Matecumbe Key. Surrounded by a serene coastal landscape and native birdlife, the property offers boating access to both Florida Bay and the Atlantic Ocean. Completed in 2025, the three-level main residence features two primary suites, three guest bedroom suites, media room, an elevator, and a custom kitchen showcasing mahogany cabinetry and Thermador appliances. Expansive balconies extend the living spaces into the natural surroundings. The third-level Sunset Lounge elevates entertaining with a full bar, wine storage, generous seating, a mega-TV, and views toward Florida Bay. Outdoors, the property features a saltwater pool and spa, covered dining and entertaining areas, a private pickleball court, and a dock with boat lift. A detached guest house provides comfortable accommodations with added separation from the main residence. This distinctive Islamorada estate brings together natural beauty, recreation, boating access, and elevated island living.

77350 Overseas Hwy, Islamorada
$995,000
3 Beds ⋅ 3 Baths ⋅ 620681 MLS
Experience the best of the Florida Keys in this beautifully appointed 3-bedroom, 2.5-bath waterfront townhome in the desirable Bonefish Townhomes community. Offering panoramic Atlantic Ocean and canal views, this property is designed for those who love life on the water. A 62-foot deeded boat slip with a lift is located just outside your back door, making it effortless to head offshore or enjoy quick access to both the Atlantic Ocean and the Gulf through nearby Vaca Cut. Four private balconies provide multiple spaces to relax, with two overlooking the open water and two offering views of the marina. The lower balcony features a spiral staircase leading directly to your dock for ultimate convenience. Inside, the split-bedroom floor plan offers comfort and privacy, while the open living spaces are filled with natural light and designed to maximize the surrounding water views. Covered parking, generous storage, and room for all your boating and fishing gear complete the package. Residents of Bonefish Townhomes enjoy resort-style amenities, including a heated and chilled pool, tennis and pickleball courts, a spacious tiki gathering area, and a scenic walking and biking path throughout Coco Plum. Coco Plum Beach is also just a short stroll away. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this property checks every box. Weekly rentals are permitted with a 7-day minimum, making it an excellent option for those looking to generate rental income while enjoying the Florida Keys lifestyle. Schedule your private showing today and discover why Bonefish Townhomes remains one of Marathon's most sought-after waterfront communities.

95 Coco Plum Dr Unit 2D, Marathon
$75,000
620678 MLS
Vacant lot in the Key By the Sea community offering an ideal private storage opportunity, especially for a neighboring property owner seeking additional space for trailers, vehicles, or boats on a trailer. Living in an RV on this parcel is not permitted. Lot 8E measures approximately 31 feet in depth by 30.5 feet in width and is currently undeveloped with no structure in place. A Buyer may pursue a building right through the City of Marathon or acquire one privately in order to construct or place a code compliant structure in accordance with local regulations. Utilities including city sewer, water, and electric service are available within the community, and there are no impact fees related to prior utility installation. Key By the Sea offers convenient amenities including a boat ramp with direct Atlantic Ocean access, laundry facilities, a clubhouse, and pet friendly policies. Each parcel is individually owned with its own real estate number, and the monthly association fee is approximately $191. A rare and affordable opportunity to secure flexible use property in the Florida Keys, whether for private storage today or future building potential.

6099 Overseas Hwy Unit LOT 8E, Marathon
$649,000
1 Beds ⋅ 1 Baths ⋅ 620677 MLS
Crystal-clear turquoise waters, swaying palms, and gentle ocean breezes create the perfect Florida Keys escape. The historic Cheeca Lodge is located in the heart of Islamorada, which is recognized as ''The Sport Fishing Capital of the World''. Islamorada is renowned for fine dining, water sports, The Art District, galleries, shopping and breweries. The resort encompasses 27 acres with 1,200' of beach frontage and a 525' fishing pier. This beautiful one-bedroom King suite, with additional sleeper sofa in the living room and private screened balcony, overlooks the garden and waterfall. This is a luxury, income-producing property. Nightly rentals are allowed, with onsite management, an owner's closet, and owner's use of up to 28 days. The resort offers a 24-hour shuttle, valet parking, concierge service, 5-star fine dining, ballroom, conference room, a spa, fitness center, beach, pools, dock, tiki bars, 9-hole par 3 golf course, Pickle Ball courts, lighted tennis courts, lush gardens, bike path, fishing, diving, snorkeling, water sports and Camp Cheeca for children.

81801 Old Hwy Unit 754, Islamorada
$1,200,000
1 Baths ⋅ 620675 MLS
Exeptional opportunity at your fingertips. Oversized parcel located on the corner of US 1 and N Marlin Ave in Key Largo. Three highway lots providing 125 ft of direct US 1 frontage plus alleyway behind property. This corner location allows for easy access onto the property both on US 1 and on the north side of the property. This is a large open space for many opportunities. Ground level concrete building, open and ready for a clean slate, includes large open space, high ceilings, central AC, half bath, and access from both front and back of the building. To complete this package, this property is located in an''X'' flood zone, is completely fenced around entire property, and is zoned mixed use for many possiblities. Contact Listing Agent for additional information

104980 Overseas Hwy, Key Largo
$1,874,000
3 Beds ⋅ 3 Baths ⋅ 620674 MLS
Located on 1.85 acres of tropical and native landscaping, this mystical waterfront estate in Key Largo offers the perfect blend of privacy, comfort, and coastal living. Designed with both family life and entertaining in mind, this charming three bedrooms, two and a half bath residence features a spacious, light filled, open concept floor plan with clean architectural lines and seamless indoor- outdoor living. At the center of the home is a beautifully appointed kitchen anchored by an expansive island, creating the ideal gathering space for casual family meals and entertaining guests. Generous living spaces flow effortlessly to a covered central courtyard, extending the home's living area into a private outdoor sanctuary. Beyond the courtyard, the backyard unfolds into a breathtaking waterfront setting with direct ocean access. Surrounded by mature landscaping and exceptional privacy, this serene retreat feels like your own secluded oasis. Whether you are relaxing by the water, enjoying the tranquil surrounds, or setting out for a day on the ocean, this property captures the best of the Florida Keys lifestyle.

120 Coco Plum Rd Unit S, Key Largo
$749,000
2 Beds ⋅ 3 Baths ⋅ 620672 MLS
Wake up to wide-open Gulf views from this beautifully maintained residence in Gulfpointe Two, a sought-after waterfront community in the heart of Marathon. Designed to make the most of its coastal setting, the home offers multiple private balconies, bright open living spaces, and water views that create a relaxing backdrop throughout the day. The main living level features a spacious open-concept layout connecting the kitchen, dining area, and living room. Large windows and sliding glass doors fill the space with natural light while showcasing the Gulf beyond. The updated kitchen is designed for both everyday living and entertaining, with granite countertops, abundant cabinetry, stainless steel appliances, a generous breakfast bar, and plenty of workspace. Coastal furnishings and clean finishes complement the easygoing Keys atmosphere. Upstairs, the primary bedroom provides a peaceful private retreat with access to its own balcony and beautiful views across the water. From morning coffee to sunset cocktails, the outdoor spaces offer the perfect place to enjoy the sea breeze and watch boats pass in the distance. Gulfpointe Two is a well-maintained waterfront community offering a heated pool with a chiller for added comfort during the warmer summer months. Gulfside dockage with finger piers is available to owners on a first-come basis and can accommodate boats up to approximately 36 feet. Boaters will appreciate the convenient access to both the Gulf and Atlantic, with Vaca Channel just minutes away. Weekly vacation rentals are permitted, providing excellent flexibility for use as a full-time residence, seasonal getaway, or income-producing investment. Centrally located near Marathon's restaurants, shopping, marinas, beaches, and everyday conveniences, this inviting waterfront property delivers the views, boating access, and relaxed island lifestyle buyers come to the Florida Keys to enjoy.

12690 Overseas Highway Unit 413, Marathon
$659,000
3 Beds ⋅ 2 Baths ⋅ 620669 MLS
Take this opportunity to own a beautifully updated home on nearly half an acre! Located in the peaceful highly desired neighborhood of Grassy Key. Minutes from the best restaurants, roof top bar, market and water park, it truly is an oasis.

58110 Ferreire St, Marathon
$1,249,000
3 Beds ⋅ 2 Baths ⋅ 620667 MLS
Enjoy the best of Sombrero Beach living from this beautifully appointed 3-bedroom, 2-bath canal-front home, ideally located within walking distance of one of Marathon's most loved beaches. With a private 50-foot dock, generous parking, and weekly rentals permitted, the property offers an exceptional combination of boating access, beachside convenience, and investment flexibility. Inside, the bright open-concept floor plan is designed for relaxed Keys living and effortless entertaining. A wall of impact-resistant windows fills the main living areas with natural light, while coastal colors, crown molding, plantation shutters, and thoughtfully selected furnishings create a polished yet comfortable atmosphere. The spacious living and dining areas flow seamlessly into the kitchen, making it easy to gather with family and friends. The well-equipped kitchen features white cabinetry, stainless steel appliances, abundant counter space, a large island with bar seating, and stylish pendant lighting. Multiple dining and seating areas provide plenty of room for hosting, while the home's numerous windows bring in tropical views from nearly every direction. Outside, lush landscaping creates a private island setting leading to the canal and dock. There is ample room to store a boat trailer and keep fishing, diving, kayaking, and beach gear close at hand. The enclosed garage provides additional secure storage, while the metal roof and impact-resistant windows offer valuable peace of mind. Offered fully furnished and ready to enjoy, this home works beautifully as a full-time residence, weekend retreat, or income-producing vacation rental. Its central Marathon location places shopping, dining, marinas, boating, and everyday conveniences nearby, with world-famous Sombrero Beach just a short walk away. Private dockage, weekly rental flexibility, generous storage, and a premier Sombrero Beach location make this canal-front home an exceptional opportunity!

319 Sombrero Beach Road Unit 2, Marathon
$550,000
3 Beds ⋅ 2 Baths ⋅ 620665 MLS
Qualified buyers may have the opportunity to assume an existing FHA loan with a 3.125% interest rate, subject to lender approval and verification. Offering more than 1,400 square feet of living space, this solid concrete Key Largo home features impact windows, a split-bedroom floor plan, and a fully fenced yard. The bright, open interior includes a spacious living area with room for entertaining, dining, and relaxing. The open kitchen connects directly to the main living space and features a newer refrigerator and microwave. The split-bedroom layout provides privacy for the primary bedroom, while the additional bedrooms can accommodate guests, a home office, hobbies, or additional living needs. A separate laundry room offers added convenience and storage. Recent improvements include an air-conditioning system installed in 2021, a new hot water heater, updated bathroom light fixtures, new tile on the rear porch, exterior paint completed within the past few years, and a newer storage shed. Outside, the fully fenced 50-by-100-foot lot provides space for pets, gardening, recreation, and entertaining. The yard includes a butterfly garden, mature avocado, banana, mulberry, and soursop trees, along with a covered concrete patio and screened outdoor area. Located near the end of the street, the home is convenient to schools, restaurants, shopping, Publix, and John Pennekamp Coral Reef State Park, approximately one mile away. Nearby recreation includes beach access, a boat ramp, kayaking, eco tours, and other outdoor activities. With concrete construction, impact windows, valuable updates, flexible living space, and a potential low-rate FHA loan assumption, this Key Largo home presents a compelling opportunity in today's market. Schedule your private showing today.

711 Sharon Pl, Key Largo
$599,000
620663 MLS
Great opportunity to own a 60' x 20' deep-water boat slip in the highly sought-after Oceans Edge Resort & Marina on Stock Island. This premier marina offers approximately 8' controlled depth with easy access to both the Atlantic Ocean and the Gulf of Mexico. Owners enjoy access to the resort's exceptional amenities, including six swimming pools, a fitness center, open parking, a fuel dock, dog park, and an on-site waterfront bar and restaurant. The marina also features a professional on-site rental management program, providing an excellent opportunity to generate rental income when the slip is not in use.

5950 Peninsular Ave Unit 674, Stock Island
$4,750,000
6 Beds ⋅ 5 Baths ⋅ 620662 MLS
A rare opportunity to own one of Key West's most captivating waterfront properties, where history, character, and endless potential come together. Nestled along the historic Trumbo Point waterfront, this remarkable estate has remained in the same family for generations and reflects a rich connection to one of the island's most significant maritime neighborhoods. Thought to have origins dating back to the early 20th century, the property showcases timeless Old Key West charm while offering the space and flexibility rarely found today. The main residence is complemented by a separate guest cottage on an oversized waterfront parcel, creating endless possibilities for multigenerational living, a private family compound, or an exceptional investment opportunity. Located in an area once shaped by the island's cigar industry, railroad expansion, and later the development of the Naval Air Station and Coast Guard facilities, this home sits within a neighborhood that tells the story of Key West's evolution through more than a century of history. From the moment you arrive, you'll appreciate the mature tropical landscape, water access, and the feeling of stepping into a piece of Old Key West. Whether you choose to preserve its historic character, thoughtfully enhance the existing structures, or create your own legacy estate, opportunities like this are exceptionally rare. Waterfront properties with this combination of history, location, size, and family ownership seldom become available. 901 Eisenhower Drive is more than a home--it's an opportunity to own a meaningful piece of Key West's past while creating its next chapter.

901 Eisenhower Dr, Key West
$4,750,000
7 Beds ⋅ 5 Baths ⋅ 620661 MLS
A rare opportunity to own one of Key West's most captivating waterfront properties, where history, character, and endless potential come together. Nestled along the historic Trumbo Point waterfront, this remarkable estate has remained in the same family for generations and reflects a rich connection to one of the island's most significant maritime neighborhoods. Thought to have origins dating back to the early 20th century, the property showcases timeless Old Key West charm while offering the space and flexibility rarely found today. The main residence is complemented by a separate guest cottage on an oversized waterfront parcel, creating endless possibilities for multigenerational living, a private family compound, or an exceptional investment opportunity. Located in an area once shaped by the island's cigar industry, railroad expansion, and later the development of the Naval Air Station and Coast Guard facilities, this home sits within a neighborhood that tells the story of Key West's evolution through more than a century of history. From the moment you arrive, you'll appreciate the mature tropical landscape, water access, and the feeling of stepping into a piece of Old Key West. Whether you choose to preserve its historic character, thoughtfully enhance the existing structures, or create your own legacy estate, opportunities like this are exceptionally rare. Waterfront properties with this combination of history, location, size, and family ownership seldom become available. 901 Eisenhower Drive is more than a home--it's an opportunity to own a meaningful piece of Key West's past while creating its next chapter.

901 Eisenhower Dr, Key West
$1,200,000
3 Beds ⋅ 2 Baths ⋅ 608599 MLS
This east facing, solid concrete 3-bedroom, 2-bathroom vacation rental is furnished and designed for both relaxation and aquatic adventure. As you arrive, the paved driveway leads you to a home that is wrapped in the warmth of the Florida sun. This home is in excellent condition and offers a keyless system that ushers you into the living space where the natural light floods through plantation shutters. The living area, with its comfortable furnishings and inviting ambiance, flows seamlessly into a well-appointed dining space and fully equipped kitchen with stainless steel appliances. The metal roof is easy to maintain while the entire home maintains a cool, coastal vibe with its tile flooring throughout. Step outside, and you're greeted by a gated yard that's fenced for privacy, and generously sized, ideal for pets or hosting lively outdoor gatherings. But the true crown jewel of this property is its 60 feet of dockage, complete with a step-down kayak launch and a separate step-down boat launch, offering direct access to the Gulf for endless nautical excursions. For those who live for the water, the property's dock is a dream come true, equipped with power and water, a swim ladder for an effortless dip in the sea, and a fish cleaning station to prepare your fresh catch. Whether you're setting off for a day of fishing or simply basking in the beauty of the Gulf, this home caters to all your seafaring desires. Back on land, an exterior storage shed provides ample space for all your gear, from fishing rods to snorkeling equipment. The large yard, kissed by the morning sun, becomes a sanctuary in the afternoons, offering shade and a cool place to unwind after a day on the water. This home is a fully furnished escape that embodies the spirit of vacation living. With its blend of style, comfort, and waterfront features, this home is ready to be a vacation rental or your own private retreat in the enchanting Florida Keys. Experience direct Gulf access in this Marathon gem

2240 Yellowtail Dr, Marathon
$849,000
3 Beds ⋅ 2 Baths ⋅ 620660 MLS
Seller has this property listed with VRBO. Rental income for 2025 was over $100,000 for the year. Wide water views from this beautiful renovated furnished condo boasting a fantastic floor plan compared to other condos, is attractively decorated with an updated and modern coastal look. Many windows for natural light and a huge L-shaped balcony boasting pocket sliding doors for indoor/outdoor living space. Kitchen has white countertops, newer SS appliances, and a terrific bar/butler's pantry w/ wine refrigerator. Main bedroom opens to the balcony, has large step-in shower and dual sinks. Other features include impact glass windows & doors, natural stone floors, plantation shutters, a barn door, extra storage and covered parking (trucks & pets OK). Full-time residents can homestead this property and receive mail or use as a vacation home with the option to rent through on-site Hawks Cay or personally through rental outlet of your choice (Airbnb, VRBO, VACASA, etc.). Optional membership to resort fitness center, tennis, kids and adult activities. Seller will respond to all offers.

8302 Marina Villas Dr Unit 8302, Duck Key
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 620657 MLS
Rarely available end-unit townhome in the highly coveted, gated community of Indigo Reef! Because Unit 26 is a premium end-unit, it is bathed in abundant natural light and offers an expansive, airy feel that feels more like a private single-family home. This meticulously maintained 3-bedroom, 2.5-bathroom retreat features beautiful, durable LVT flooring throughout the downstairs living areas, complemented by tastefully updated, stylish furniture. Upstairs, you will find low-maintenance, clean tile flooring spanning all three bedrooms. Enjoy gorgeous Gulf views directly from the comfort of both your living room and your private primary suite--each complete with its own covered porch to drink in those spectacular Florida Keys breezes and sunsets. Delight in total peace of mind with mechanical and structural updates already taken care of, including an A/C system that is only 4 years old and a roof valley professionally replaced in 2024. Head down to your deeded 35-foot boat slip--perfect for quick access to world-class fishing and diving. The resort-style amenities are second to none, boasting a magnificent pool surrounded by lush tropical landscaping, a fitness center, and convenient covered parking. Weekly rentals are permitted, and this property is already an established vacation home with an excellent, proven rental history. Whether you are looking for a turnkey investment property, a dream getaway, or a permanent island home, Unit 26 offers the ultimate Florida Keys lifestyle. Schedule your private showing today!

11600 1st Ave Unit 26, Marathon
$2,100,000
3 Beds ⋅ 4 Baths ⋅ 620656 MLS
Sometimes a home comes along that surpasses everything else in its class. THIS is that home. From the exquisite details you do see to the remarkable and critically important unsexy features (like 29 pilings!) that you don't. This custom built 3 level CBS waterfront home was conceived, designed and built to exacting standards far beyond the norm. From the welcoming foyer to the dramatic and richly finished glass Elevator, this home continuously enchants. Each of its 3 bedrooms has a welcoming bathroom ensuite providing both comfort and privacy. An abundance of Impact windows allows the spacious living areas to be bathed in natural light. Stone flooring, Solid wood cabinetry and quartz counters enhance the luxurious yet laid back feel of this Island home. Gated entry and hi-end security camera system offer peace of mind. Designed for tropical entertaining, with its Huge second level terrace and enormous ground level covered patio that includes a phenomenal summer kitchen and bar. With 60 feet on the water, a 15K pound boat lift and 10K davits, the Ocean and Bay are your playgrounds!! Easy access to Largo Sound and then just minutes to open water. Two Storage sheds plus RV/trailer parking and covered parking for 4 vehicles. This extraordinary home is offered turnkey with exceptional furnishings, TVs, and electronics. Just minutes from the Mainland, this home is ideally suited as both a part-time get-a-way and for full time island living.

334 King Ave, Key Largo
$1,325,000
2 Beds ⋅ 2 Baths ⋅ 620655 MLS
Deep water Canal front home, on large lot in nice neighborhood, it faces an environmentally protected 10-acre lake across the street affording forever views and privacy. Currently the property has a small wooden dock, and building a new customized concrete or wood T-dock with boat lifts should be possible. If purchasing this property solely for the land, having an existing home by-passes the long wait, costs and uncertainty of going through ROGO. In fact you could probably start building your dream home in months not years (check with the local building department to be sure). However, this waterfront sailboat access home offers a livable, sturdy, well insulated and functional 782 sq ft wood frame, site-built house on concrete columns; finish floor is at Elevation 11.71. The lot is large enough that thousands more square feet of living area can be added to the existing home. If remodeling the house, only the exterior walls are load bearing and all interior walls could be removed leaving an approximate 15'6'' x 44'6'' interior open area, large enough for a Big Game Room, and wide enough to accommodate a regulation sized Billiard Table, but probably too small for a skating rink. Or if you prefer, just knock the whole house down and build your dream home from the ground up, (you'll save money on impact fees, water and sewer hook-up). There are many mature trees providing shade and privacy. The canal is deep enough to accommodate most sailboats. The House is built strong, using 2x12 floor and roof joists 16'' o.c. 2x6 exterior wall studs 16''o.c. 3/4'' plywood on roof and floors. 3/4'' plywood on exterior walls with 5/8'' plywood fastened over it. Impact windows and door. 8' ceiling clearance under house. House could easily be wire lathed and stuccoed, sided with cement board, vinyl siding etc. or even completely enclosed with poured concrete or concrete block construction. Home sold As-Is, owner is a licensed real estate agent.

956 Shaw Dr, Key Largo
$639,000
3 Beds ⋅ 2 Baths ⋅ 620654 MLS
Welcome to beautiful Key Largo. The property includes generous parking, with room for an RV, vehicles, boats/trailers, and other recreational equipment. This home in the desirable Bay Haven community offers the perfect blend of comfort, flexibility, and island living. Ideally situated near local dining, shopping, State Parks, you'll enjoy easy access to boating, fishing, diving, and all the Keys have to offer. The home features 3 bedrooms and 2 bathrooms. One bedroom and bathroom is on the ground level, ideal for guests, extended family, or added privacy. Upstairs, you'll find two additional bedrooms and full bathroom, along with the main living space and welcoming balcony--perfect for enjoying your morning coffee or relaxing in the evening breeze. Outdoor spaces include a spacious backyard with outdoor shower and offering plenty of room for entertaining, storage, or enjoying the tropical surroundings. Residents of Bay Haven enjoy access to a private, gated homeowners park featuring a boat ramp and sandy beach. Annual dues for 2026 is $550 and include one parking permit and key fob entry access. This property may be eligible for a special vacation rental license allowing short-term rentals of fewer than 28 days. Buyers are encouraged to independently verify all zoning, licensing, and permitted uses with Monroe County. Well cared for this Key Largo retreat is ready to enjoy as a full-time residence, vacation getaway, or investment opportunity.

414 N Mahogany Ave, Key Largo
$1,099,000
2 Beds ⋅ 3 Baths ⋅ 620653 MLS
One of the greatest luxuries in Key West isn't extravagance--it's finding a home where life feels a little quieter, a little easier, and a little more connected to the island around you. That's exactly what you'll find at 97 Seaside North Court. Tucked inside the often-overlooked gated Seaside Residences community, this light-filled townhome offers something increasingly difficult to find in Key West--privacy, space, and a sense of calm.Natural light pours through eight additional windows found only in some end units, while mature palms and established mahogany trees create a backdrop of green from every room. Whether enjoying a quiet morning coffee, working from home, or entertaining friends, the four opposing balconies welcome the island breezes and connect the home to its peaceful surroundings. Built with solid masonry construction, impact-rated windows and doors, 16 solar panels paired with a Generac battery storage system, and an elevator that services every floor, this home was designed with comfort, durability, and resilience in mind. The ground-level screened enclosure with a garden offers exceptional flexibility as a home gym, yoga studio, covered dining area, or entertaining space.Residents enjoy a secure, well-maintained community with resort-style amenities including a swimming pool and fitness center, all within easy reach of Smathers Beach, Key West's longest stretch of sandy beach. Built in 2005 on a larger-than-average lot, with 1,824 square feet of air-conditioned living space, three full baths, an outdoor shower, garage, and even a rooftop stargazing deck. 97 Seaside Court North is now offered at an exceptional value within Seaside Residences--an opportunity to enjoy one of Key West's most desirable gated communities without compromising on space, quality, or lifestyle.

97 Seaside N, Key West
$374,000
2 Beds ⋅ 2 Baths ⋅ 620635 MLS
Turn key furnished condo in Islamorada! This beautifully appointed 2 bedroom, 2 bath condo features an open floor plan, abundant natural light and a rare balcony. Remodeled unit which includes impact windows and doors, crown molding, wood engineered laminate flooring, and a full size washer and dryer. The open-chef's kitchen boasts a spacious breakfast bar, extra tall hardwood cabinets, granite counter tops and backsplash, under-cabinet and recessed lighting, a dishwasher, and a newer refrigerator in 2022. The primary ensuite offers a walk-in closet with custom shelving. AC was replaced in 2023, Metal roof installed in 2024. The complex offers a heated swimming pool, and clubhouse. Founder's Park, Islamorada's Community Park, is on the same island. Admission into the park is free for Islamorada residents. The park offers an Olympic size swimming pool, tennis courts, pickleball courts, ball fields, marina, beach and boat ramp. Plantation Villas is close to Plantation Key Elementary School and Coral Shores High School, grocery store, shopping, restaurants and movie theater.

40 High Point Rd Unit 703, Islamorada
$195,000
620651 MLS
Build your dream home in the desirable Twin Lakes subdivision! This vacant homesite is nestled within an established residential community and offers a fantastic opportunity to create a beautiful home. Conveniently located near shopping, restaurants, dive shops, marinas, and local entertainment, you'll enjoy easy access to everything that makes the Florida Keys lifestyle so desirable.

657 Colson Dr, Key Largo
$550,000
3 Beds ⋅ 2 Baths ⋅ 620650 MLS
Spacious Key Largo Living! Welcome to this well-maintained double-wide mobile home located in a desirable Key Largo neighborhood. Offering a 3 bedroom and 2 bathroom home featuring a spacious primary bathroom and large closets in every room along with an open floor plan with a generously sized kitchen and living area, creating a comfortable space for everyday living and entertaining. Step outside to an impressive backyard designed for enjoying the Florida Keys lifestyle with outdoor kitchen and a spacious area. Conveniently located near delicious restaurants, shopping, and everyday conveniences. You will appreciate the close proximity to the public boat ramp at John Pennekamp Coral Reef State Park, providing easy access to world-class boating, fishing, diving, snorkeling, and all the recreational opportunities the Florida Keys are known for.

915 Plantation Rd, Key Largo
$1,950,000
4 Beds ⋅ 3 Baths ⋅ 620649 MLS
Welcome to Ocean Harbour, one of Islamorada's premier communities! This unique 4 Bedroom, 3 Bathroom expansive 2668sqft condominium offers a desirable split floor plan with an open kitchen, dining room and living area, impact windows and doors, new a/c and water heater along with an enclosed air-conditioned porch, all overlooking breathtaking views of the Atlantic Ocean. Enjoy the convenience of a private rear entry staircase leading directly to your 50' boat slip (#27), nestled in the expansive marina. Additional perks include storage room and covered parking. Set on 12 acres of lush tropical grounds, Ocean Harbour offers endless amenities including a heated swimming pool, hot tub, sandy beach, boat ramp, trailer storage, tennis and pickleball courts, clubhouse, and a fitness center with ocean views. Enjoy nearby Florida Bay access through Snake Creek offering offshore or backcountry fishing and numerous delicious waterfront restaurants. This property truly offers the best of Keys living!

87851 Old Hwy Unit P3, Islamorada