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$182,500
618026 MLS
Looking for the perfect home for your boat? This 40' side-tie slip at the Boat House Marina provides a stress-free docking experience. Up to 40' LOA and the slip is 13.42' wide. You can stay on board 5 consecutive nights and up to 10 nights per month. Electric is metered and water is included in the association fees, making this a convenient and cost-effective choice for any owner. Please note that the slip is currently rented through 8/31/2027, offering immediate rental income for an investor or a future-planned spot for your own vessel. The Boat House Marina is known as one of the nicest marinas in the Middle Keys and offers a protected basin with quick access to both the Atlantic and the Gulf. Don't miss this opportunity to own a premier dockage spot in the heart of the Keys!

12399 Overseas Highway Unit 41, Marathon

$325,000
619234 MLS
A beautiful 45' liveaboard slip at Oceanside Marina in Oceans Edge Resort offers direct deep-water access to the Atlantic Ocean, making it the perfect Key West retreat for passionate boaters. Whether you're seeking a vacation escape, a full-time waterfront lifestyle, or an ideal home base for a charter business, this slip delivers exceptional versatility. Owners enjoy full access to the resort's premium amenities, including six swimming pools, a state-of-the-art fitness center, a full bathhouse with laundry facilities, a dog park, complimentary pump-outs, fuel docks, and more. The property also features an excellent onsite restaurant and bar, along with outdoor movies and occasional live music for a true resort experience. Unlike most marinas in the Keys, this property includes owned bay bottom-making it deeded real estate that is financeable and not subject to a Florida Bay Bottom lease. To top it off, this is widely considered the easiest slip to navigate in the entire marina, offering effortless docking and departure. Come experience one of the finest boating locations in Key West.

5950 Peninsular Ave Unit 708, Stock Island

$215,000
618864 MLS
Sunset Marina offers a range of amenities and attractions that make it a desirable destination for live aboard boaters and visitors alike. Starfish # 6 is a 30 ft boat slip that accommodates a max of 35 ft overall boat length. The marina features a variety of boat slips that can accommodate different sizes of vessels, providing easy access to the water. A convenient fuel dock is available for quick refueling, ensuring that boaters can get back on the water without delay. Clean and well-maintained restrooms and shower facilities are provided for guests, enhancing comfort during extended stays. On-site laundry facilities offer the convenience of washing clothes while enjoying time at the marina. Sunset Marina is known for its stunning views, particularly during sunset, making it a great spot for relaxation and photography. The surrounding waters are perfect for a variety of activities, including fishing, kayaking, and paddleboarding. Nearby restaurants and bars provide a range of dining experiences, from casual bites to fine dining, often with waterfront views. Located near local attractions such as parks, beaches, and shops, visitors can easily explore the surrounding area. The combination of these amenities and the beautiful setting makes Sunset Marina a popular choice for boaters seeking both convenience and enjoyment.

5555 College Rd Unit # 6 Starfish, Key West

$375,000
618579 MLS
SELLER IS OPEN TO OFFERS! Experience the quintessential Florida Keys lifestyle at Sombrero Marina, a casual and welcoming community in the heart of protected Boot Key Harbor. This slip is OWNED BAYBOTTOM. Per the survey, the slip is 87' long, 20.56' wide at the dock and 21.64' wide at the outside pilings. Up to 75' LOA and max 18'9'' beam, per the dockmaster. Slips capable of accommodating vessels up to 75' LOA are exceptionally rare to find in Keys, making this a unique opportunity for owners of larger yachts. This expansive slip also offers the security of baybottom ownership, allowing for full-time liveaboard status. Additionally, convenient financing is available through a local bank to make your island transition seamless. This slip is as versatile as it is spacious, serving as a perfect seasonal home for your vessel or a reliable permanent residence. When you aren't using the slip yourself, the on-site dockmaster can rent the slip out for you, providing a hands-off way to offset ownership costs. Life here is defined by ease; you are just steps away from the iconic Dockside restaurant for live music, meals and a great social atmosphere. The slip includes 30/50 amp service and a deeded land footprint directly in front--ideal for a golf cart. Don't miss this chance to secure one of the few large-scale liveaboard slips in the heart of the Keys.

35 Sombrero Blvd Unit B1, Marathon

$375,000
610716 MLS
Discover a rare opportunity to own an oversized boat slip with live-aboard approval in the desirable Cocoplum neighborhood of Marathon. Offering an impressive 22' width, 80' length, and 6' draft, this slip easily accommodates larger vessels, and a recently removed piling maximizes your available space. Nestled on the ocean side, you'll enjoy direct, fast, no-bridge access to the open water, perfect for avid boaters and anglers. Positioned at the end of the marina in a secure, gated section, the slip offers added privacy and quicker navigation straight to the ocean. A spacious Tiki hut extends your living area onto land, creating an inviting space for relaxing, entertaining, and embracing the island lifestyle. Stylish faux-wall panels on each side provide privacy while still capturing refreshing tropical breezes. It's a versatile, blank canvas ready for your personal touch. The marina features a community pavilion, bath house, and laundry facility, and this slip includes multiple storage units for all your gear and equipment. With a strong monthly rental potential and an unbeatable location, large slips with dedicated land-living amenities like this are truly hard to find. Don't miss the chance to experience this exceptional boat slip in paradise. Your ideal Keys retreat awaits!

100 Ave I, Unit 6, Marathon

$175,000
618611 MLS
Harbour Cay Club, Marina, a piece of Marathon history, consists of 24 liveaboard slips situated in a protected basin. Slip 18 can accommodate a 42' LOA x 16' boat. Has 30/50 amp power pedestal. It is a private marina organized as a not-for-profit Florida corporation composed of 24 owners who live aboard their boats. The corporation has 24 shares and members are equity owners entitled to all the amenities of this immaculately maintained marina. The property includes a clubhouse with kitchen,, a guest quarter that can sleep six, two community bathrooms with showers, a laundry room, and a well-appointed workshop. Set on nearly an acre and half - enjoy breathtaking sunset views from the spacious Tiki Hut and Lanai. Rentals not allowed... Taxes are split among 24 owners. The buyer and their boat must be approved by Harbour Cay Club Marina Board of Directors. Visit: https://harbourcayclub.mycommunitysite.co/

1466 Overseas Hwy Unit Slip 18, Marathon

$195,000
617753 MLS
Slip 6 will accommodate up to a 48' LOA. New decking just installed on the finger pier. Its location in the basin keeps you protected. This 24-slip liveaboard marina will win you over alone with all of the amenities! Not to mention how it's immaculately maintained. Deep water access with 7' controlling depth per the dockmaster, buyer to confirm. Situated on the gulf side, you can enjoy beautiful sunsets in the covered pavilion right behind your slip. In the community building, there is an adorable 1 bedroom, 1 bath apartment upstairs that is available for you when you haul-out or for your guests when they come to visit. A community living, dining and full kitchen is downstairs, along with a laundry room with 2 sets of washer/dryers and two bathrooms with showers. The icing on the cake is the well-equipped workshop that is at your disposal. An ice machine and BBQ grills are also available. There is a small boat basin, next to the boat ramp, for boats up to 23.5' LOA, available at a fee. Kayak and paddleboard racks and boat trailer storage too (as available). As soon as you come through the gate at Harbour Cay Club, you will be sold on this gem of a marina in the Florida Keys! Seller will consider financing with 50% down. The buyer and their boat do need to be approved by Harbour Cay Club. Buyer must have a boat when they submit an offer.

1466 Overseas Hwy Unit Slip 6, Marathon

$1,650,000
5 Beds 3 Baths 619545 MLS
Experience Coastal Luxury and privacy with this exceptional 5 bedroom, 3 bath home on two lots!! Over 2900 sq. ft. of thoughtfully designed living space. Constructed of concrete with impact windows and doors and recently painted inside and out, this home blends style, safety, and comfort. The property's coastal architectural charm is highlighted by a beautiful wrap-around porch and a curved pavered driveway leading to the air-conditioned garage. the main floor includes three bedrooms and 2 baths, featuring a master suite at the end of the home with private access to the backyard and heated pool. Upstairs two large bedrooms share a Jack-and-Jill bath, ideal for family or guests. The chef's kitchen boasts stainless steel appliances, an eat-in area, and a full walk-in pantry, flowing seamlessly into the sun-room and open living/dining area with a canal view. The outdoor living spaces are designed for entertaining and relaxation, including a heated pool with Jacuzzi, torch-lit ambiance around the pool, a fire pit and beautifully landscaped grounds. An air-conditioned shed - currently used as a potting shed - can easily serve as a playroom, art studio, or man cave. Boating enthusiasts will love the boat storage with in-and-out service less than 5 minutes away, offering reduced maintenance and added protection. Convenient access nearby to boat ramps at Founders Park, which also offers a sandy beach, pool, dog park, and sports field. Many community events held here - and you can just walk over to them. This home is set in a private, desirable neighborhood near upscale dining and amenities. Luxury, versatility, and lifestyle in one perfect package. Please schedule your private showing today to experience 169 Venetian Way!!

169 Venetian Way, Islamorada

$679,500
2 Beds 2 Baths 619544 MLS
Welcome to your slice of paradise in the highly sought-after Key Cove community in Key West, FL, where island living meets enjoyable comfort. This beautifully designed townhome offers the perfect blend of coastal charm and modern convenience. Featuring a bright, open-concept layout, the living and dining spaces flow seamlessly with the well appointed kitchen. Ideal for entertaining or unwinding after a long day. Enjoy outdoor living with the covered balcony off of the living room. The Living Room & Foyer has updated Engineered Hardwood - European French Oak Flooring in March 2023. Kitchen Tile updated in August 2025. The stairs and Hallway have Hardwood flooring as well updated in June 2021. New Hot Water Heater in August 2025 along with updated Kitchen Light and Faucet in March 2026. Most of the rooms in the home have been freshly repainted with Sherwin Williams Paint. Upstairs features two spacious bedrooms with high ceilings. A gorgeous bathroom with plenty of light. There's also a hall laundry room for easier lifestyle duties. This home features covered parking with a garage door. Plenty of space underneath for extra storage. Key Cove residents love the laid-back lifestyle. Convenient location for food shopping, dining and entertainment. Also, there's a Community Pool to hangout and enjoy your day. Whether you're searching for a full-time residence or a second home, this home delivers the Key West lifestyle you've been waiting for and more.

3029 N Roosevelt Blvd Unit APT 11, Key West

$1,395,000
4 Beds 2 Baths 619542 MLS
Life on the water feels effortless at 34 Key Haven Road! Set along a wide canal in one of Key Haven's most desirable pockets, this 4 bedroom, 2 bathroom home is designed for those who want to be on the boat within minutes and back home just as easily. From the moment you arrive, the elevated setting and clean curb appeal set the tone. Step inside and the home opens up into a bright, modern layout where the kitchen naturally becomes the center of it all. With updated finishes and stainless steel appliances, it connects to both living areas, creating space to gather, relax, and entertain. As you move through the home, your attention is drawn toward the water. Sliding glass doors from both the main living area and primary bedroom lead to a spacious covered patio. Just a few steps down, the canal becomes an extension of your backyard, offering quick access to both the Atlantic and Gulf. The layout offers flexibility, including a fourth bedroom with its own entrance, ideal for guests, a home office, or additional privacy. Outside, a 60ft concrete seawall and generous dockage space make it easy to accommodate your boating lifestyle. With a metal roof, shutters, and an elevated lot helping to keep insurance costs very manageable, this is a home that blends practicality with the kind of lifestyle that makes the Keys so special. Simple, functional, and centered around the water, just the way it should be!

34 Key Haven, Key Haven

$1,600,000
2 Beds 3 Baths 619540 MLS
Oceanfront Top Floor Luxury Condo in desirable Mariner's Club Resort and Marina with breathtaking open ocean views from your very first step inside. Soak in the ocean breeze on the open-air veranda or spend the day enjoying a full slate of resort-style amenities. This spacious private villa is offered move-in ready with hand-picked island-style furniture perfect for your personal use and/or to continue with the current professional rental managers for an income-producing investment with short-term, nightly rentals allowed. This 2-bedroom, 2.5 bath condo has been enjoyed as a relaxing second home and has also been a popular rental for the past 10 years with repeat guests returning year after year. The home itself is a spacious split plan with high ceilings, premium finishes, gleaming marble floors, impact windows and doors, stainless appliances and a new A/C system. The ocean view primary suite includes generous his-and-hers walk-in closets, and an elegant ensuite bath with spa tub, glassed shower and dual vanities. The private second bedroom also offers a king bed, large closet, and ensuite bath, and there are large flat screen TVs in both bedrooms and the living room. The nearly 2,000 square foot unit is all on one level (no interior stairs) and offers enough space to be easily converted to a 3-bedroom if desired. Mariner's Club is a prestigious resort-style community with two large swimming pools, waterfront clubhouse with intriguing lounge and event spaces, spa, waterfall grotto, fitness center, a staffed 43-slip marina with dry rack storage, basketball and tennis courts, and one-of-a-kind indoor pickleball courts for playing in any weather! The tropically landscaped grounds include a sandy beach, tiki huts, a fishing pier, EV charging stations, lush orchid gardens, a manned guard gate and 24-hour security. In addition to the long list of amenities, Mariner's Club is also desirable to investors because it allows nightly rentals, which is very rare in the Keys!

97501 Overseas Highway Unit 334, Key Largo

$1,799,999
2 Beds 2 Baths 619539 MLS
Waterfront, turnkey, and completely private 2412 Linda Avenue delivers the ultimate Key West lifestyle. This fully renovated tropical retreat is designed for effortless indoor outdoor living offering the perfect blend of entertaining space and serene seclusion.The home features 2 bedrooms plus a flexible office/optional third bedroom with a bright open layout and a sunken living and dining area overlooking the pool and water through expansive windows.The primary suite is a standout, featuring a walk in closet and a spa inspired indoor outdoor ensuite with a dual head open air shower surrounded by lush palms. Outside the property lives like a private resort complete with a heated and chilled saltwater pool/spa, outdoor kitchen, and mature tropical landscaping. With direct water frontage you can easily enjoy the natural surroundings right from your backyard. Extensively improved and move in ready this home offers a seamless combination of comfort, style, and functionality.

2412 Linda Ave, Key West

$849,000
3 Beds 2 Baths 619536 MLS
Opportunities like this are hard to find in the Lower Keys--this fully renovated 3-bedroom, 2-bath home sits on a generous half-acre lot in the highly desirable Sugarloaf Key area, offering space, privacy, and modern upgrades throughout. Designed for easy coastal living, the home features durable Hardie board siding, a long-lasting metal roof, tile flooring throughout, and an energy-efficient tankless water heater. Inside, you'll find a bright, open layout that flows effortlessly to an expansive screened porch--perfect for relaxing or entertaining. Step outside to a 24' x 24' sun deck overlooking the oversized yard, where there's ample room to add a pool, store your toys, utilize the existing RV hookup, or enjoy fresh mangos right off the trees. The ground level provides covered parking for two vehicles and an abundance of space for additional uncovered parking. Ideally located near multiple boat ramps, this property is a dream for boating and fishing enthusiasts. You'll also be just minutes from the natural beauty of the Upper Sugarloaf Nature Preserve, the local Sugarloaf School, and a variety of popular dining spots. Whether you're searching for a full-time residence, vacation home, or investment property in the Florida Keys, this move-in-ready home checks all the boxes.

937 Loggerhead Ln, Sugarloaf

$995,000
2 Beds 2 Baths 619535 MLS
Turnkey Investment Opportunity just 0.3 miles from iconic Sombrero Beach, generating an impressive $116,000 in short-rental income in 2025. Fully furnished and 100% rental-ready, this property includes local rental management & future bookings already in place- allowing a new owner to step in and start earning immediately! Enjoy the best of Keys living with a heated pool, lush private fenced yard and multiple porches including screened spaces for seamless indoor-outdoor living. Inside, the open-concept layout features abundant natural light and a modern kitchen ideal for entertaining. Built in 2016 to modern hurricane standards with impact windows, impact doors and durable Hardie board siding, plus covered parking and ample storage below, this home is as functional as it is inviting. Experience the best of island living near the beach while benefiting from consistent rental income- without the expense and upkeep of a seawall or dock.

320 Calzada De Bougainville, Marathon

$875,000
2 Beds 2 Baths 619533 MLS
Islamorada luxury condo and boat slip for boats to 44' - the perfect combination for serious boaters! Located within a 14-acre, resort-style ocean front community of just eight buildings, this home sits in a peaceful low-rise building with only three units. As an end unit with no one above or below, it feels very much like a single-family home. Windows on three sides bring in natural light and a comfortable, airy feel throughout. The kitchen and baths are up-to-date and beautiful. The layout includes 2 bedrooms and 2 baths, plus a screened porch and an expansive 650+/- sq ft open patio overlooking a peaceful swimming lagoon, surrounded by mature trees. You'll want to dine outdoors every night! It's a quiet, private setting that still keeps you close to everything. Impact windows and doors throughout - and - electric roll down shutters for the screen porch. For boaters, the marina is a standout. There's a ramp, shore power, ice, and a private fuel dock exclusively for owners which is an uncommon and valuable feature. It's not just more convenient to gas up at home... it's less expensive than local marinas too! This unit comes with a slip that can accommodate up to a 44' boat and is in a prime location, close to shore and just a short distance from the unit. It's also near a popular gathering spot where owners tend to unwind and connect at the end of the day. Community amenities include an oceanfront pool, clubhouse, a lighted tennis court, and an additional court for tennis or pickleball. The grounds are lush, green, well-kept and spread out, giving the entire property a relaxed, uncrowded feel. Pet-friendly with no size restrictions. If you're looking for a low-maintenance Keys home with excellent dockage and a true Keys boating lifestyle, this one checks the boxes. Offered beautifully furnished. An absolute must-see! Slip #24. Using exterior measurements, total footprint is 2,650 sf +/-.

88181 Old Hwy Unit B3, Islamorada

$1,095,000
3 Beds 2 Baths 619530 MLS
Nestled within a private tropical oasis on a 7,500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island living. Approximately 64 feet of floor-to-ceiling sliders and windows fill the home with natural light and frame lush garden views from nearly every room. The three-bedroom, two-bath floor plan features clean modern lines, concrete finishes, abundant storage, and a versatile third bedroom ideal for an office, studio, nursery, or home gym. Additional highlights include central air conditioning and accordion hurricane shutters. Outside, beautifully landscaped grounds showcase crushed granite, Chicago brick, and coral pathways winding through mature palms, fruit trees, and tropical plantings. The fully fenced property offers exceptional privacy, a gated drive with off-street parking for two vehicles, an outdoor bar, and multiple entertaining areas. With ample room for a generous pool, this property presents a rare opportunity to create your own tropical retreat just a short bike ride from Old Town.

2309 Flagler Ave, Key West

$599,000
619522 MLS
Welcome to Lot 33 at Bluewater Luxury RV Resort -- a premier destination for upscale RV living in the Florida Keys. This deeded Tropical Luxury RV lot offers an exceptional blend of comfort, convenience, and elegance in a lush, tropical setting. Spacious and level, Lot 33 easily accommodates your RV or motorhome and is surrounded by vibrant landscaping, swaying palms, and colorful island foliage. Perfectly positioned, this lot sits directly across from the resort-style heated pool and clubhouse, giving you effortless access to some of the community's most desirable amenities. Designed with discerning travelers in mind, the property features full hookups including water, sewer, electricity, premium cable TV, and high-speed internet--providing a seamless and relaxing stay. As an owner at Bluewater Luxury RV Resort, you'll enjoy access to top-tier amenities such as a heated swimming pool, clubhouse, people's park and dog park, kayak launch, and a variety of recreational activities. Conveniently located just a short distance from the community canal dock, this lot offers easy access to waterfront enjoyment. Only minutes from world-famous Key West, you'll be perfectly positioned to experience some of the best boating, fishing, dining, and entertainment the Keys have to offer. Full rental history and income details are available upon request. Don't miss this opportunity to own your slice of paradise in one of the most sought-after RV resorts in the country.**

2950 Overseas Hwy Unit # 33, Saddle Bunch

$844,000
2 Beds 2 Baths 619521 MLS
Discover one of the best values in Duck Key -- a spotlessly maintained, move-in-ready two bedroom two bath home on Plantation Island that checks every box for the savvy first-time Keys buyer or the discerning second-home seeker looking for low-maintenance island living at one of the best neighborhoods in the Middle Keys. This spacious, elevated residence welcomes you with an open, airy floor plan that feels expansive from the moment you walk in. Natural light pours through generous living spaces designed for easy entertaining and effortless everyday comfort. Step out onto the screened balcony and let the warm Keys breeze remind you exactly why you fell in love with this place. What truly sets this home apart is the jaw-dropping four-car garage -- an extraordinary luxury in the Keys that gives you all the room you need for vehicles, golf carts, water toys, and gear, with plenty left over. No more hunting for storage. No more compromises. Whether you're searching for your first foothold in paradise or a beautifully turnkey retreat that practically takes care of itself, this Duck Key gem delivers the lifestyle without the hassle. Priced to make your Keys dream a reality today. Exceptional value. Unbeatable location. This is the one!

249 W Seaview Dr, Duck Key

$895,000
3 Beds 2 Baths 619508 MLS
Welcome to your slice of paradise in the heart of Marathon! This exceptional ocean-side retreat is where luxury, lifestyle, and opportunity come together in one unforgettable property. This beautifully reimagined 3-bedroom, 2-bath half duplex offers an expansive 1,342 sq ft of spacious, stylish and light-filled living space--an incredibly rare find for a property of this kind in the Florida Keys. Step outside and you're instantly connected to what makes the Keys so special: 50 feet of brand-new dockage with direct ocean access, making it effortless to spend your days boating, fishing, or cruising turquoise waters at a moment's notice. Inside, no detail has been overlooked. This home has been completely renovated from top to bottom and is offered fully furnished and turnkey--just bring your flip-flops and start living (or earning). The stunning new kitchen, impact windows and doors, brand-new A/C, and sleek, modern finishes create a fresh coastal vibe that feels both luxurious and relaxed. The outdoor space is just as impressive, with a fully rebuilt dock designed for both peace of mind and peak functionality--perfect for accommodating your boat and embracing the ultimate Keys lifestyle. Whether you're searching for a private waterfront escape, a full-time residence, or a high-performing investment, this property checks every box. With short-term rentals allowed, the income potential is as attractive as the setting itself. And for those looking to dream even bigger, there's a rare opportunity to purchase the full duplex--unlocking maximum flexibility, privacy, and earning potential on an entire ocean-access property. Opportunities like this don't come around often--own a spacious, fully renovated waterfront home in one of Marathon's most sought-after locations and start living the life most people only dream about.

150 E 63rd St, Marathon

$1,750,000
3 Beds 2 Baths 619504 MLS
Discreetly tucked within the storybook streets of the coveted Meadows, this enchanting Key West residence is a rare expression of timeless elegance and island sophistication. Rich in history yet effortlessly refined, the home invites you into a world where classic Conch architecture meets curated, modern luxury. From the moment you enter, the ambiance is unmistakable--soaring ceilings, warm Dade County Pine, and bespoke craftsmanship create an atmosphere that is both grand and inviting. Every space has been thoughtfully composed, balancing texture, light, and artistry to deliver a home that feels as beautiful as it is livable. Beyond the interiors, a private tropical sanctuary unfolds. Surrounded by lush greenery and designed for complete seclusion, the poolside setting evokes a boutique resort experience. Whether basking in the sun, enjoying the gentle sound of water, or hosting intimate evenings under the glow of ambient lighting, this outdoor retreat is nothing short of extraordinary. The upper-level primary suite offers a serene escape, complete with its own sitting area and a covered balcony that captures the essence of relaxed island mornings and golden-hour evenings. Guest accommodations are equally inviting, offering comfort, privacy, and flexibility for hosting family or discerning visitors. Offered turnkey, the home presents a seamless opportunity for immediate enjoyment--whether as a private coastal retreat or a high-performing luxury rental. Every detail has been considered to ensure effortless living without compromising character or authenticity. Just moments from the vibrancy of Old Town, yet worlds away in feel, this is a residence that embodies the true spirit of Key West--elegant, intimate, and undeniably captivating.

1319 Newton St, Key West