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$749,000
2 Beds 2 Baths 620947 MLS
BEAUTIFUL PLANTATION KEY COLONY 2BR-2BA CBS Block Construction with a Brand New Metal Roof, featuring a PRIVATE COMMUNITY BOAT RAMP with a Low Voluntary $250 Yearly Fee at MM90 Bayside in Tavernier. The Private Community Boat Ramp is located 5 minutes to Tavernier Creek Bayside entrance, with Ocean access in 15 minutes. Tavernier Creek is the gateway to the Gulfstream and Patch Reefs featuring World Class Fishing and Diving. The Bayside also features excellent Flats Fishing, Diving, and Water Sports Fun: Water Skiing, Jet Skiing, Kayaking, and Paddle Boarding. The Community Bayfront Park also features a Beach and Picnic Aerea. Plenty of room to park Boats, Trailers, and RVs. Excellent location, minutes to Key Largo and the Village of Islamorada. Easy commute to Miami and the Miami International Airport. Plantation Key Colony - Paradise Awaits!

207 Hibiscus St, Tavernier

$250,000
620946 MLS
Hidden Gem on the beautiful Gulf Side of the Florida Keys! Never miss another sunset right here from your live aboard Marina in the Florida Keys with sunset views overlooking the Gulf of Mexico! This 41' boat slip will accommodate up to a 39' LOA liveaboard boat. This is a private, gated co-op community of 24 slips in Harbour Cay Club. This unique community amenities include a clubhouse, a spacious apartment, full kitchen, tiki hut, internet access, laundry facilities, a bath house and a nicely equipped workshop. Rentals not allowed. Easy to see! Call to schedule your private showing. For additional HCC information, marina layout, photos, aerial videos, go to https://harbourcayclub.mycommunitysite.app/. Taxes are split among 24 owners. Property Lines are approximate. Buyer to verify.

1466 Overseas Highway Unit 2, Marathon

$795,000
2 Beds 3 Baths 620945 MLS
Island Opportunity is knocking! Enjoy your own Islamorada vacation home...with the option to generate excellent rental income when you're not using it. Set in a private, peaceful oceanfront community of just 10 townhomes, you'll have a beach, pool and your own slip for boat up to 30'. Spend the day on the water, relax by the pool or head up to the rooftop deck for ocean breezes & a peekaboo water view. There are four balconies - so you can enjoy some shade at any time of day. Although this seller never rented, the home is eligible for a coveted weekly rental license, giving a new owner the flexibility to enjoy it personally while also taking advantage of the strong Keys vacation rental market. The 2 bedroom, 2.5 bath townhome has a comfortable layout, with a private bath for each bedroom, a half bath on the main living level, and *straight interior* stairs rather than a spiral staircase. It's also refreshingly low maintenance, with concrete construction, a concrete roof, impact windows and doors, and an HOA that takes care of the grounds. Because this is a townhome rather than a condo, owners choose how much insurance to carry, and current insurance costs are surprisingly low. It's even in an X flood zone, so no flood insurance is required. Covered parking and an entry from underneath the home are two more practical touches that make coming and going easy, rain or shine. Trailer/boat storage is allowed under the home. The location works just as well by water as it does by land, with fantastic fishing and diving just steps from home and a great Old Highway location close to Founders Park, restaurants and everything you come to Islamorada to enjoy. Breezy and relaxed when you're here, with the ability to generate income when you're not. It's a rare and excellent combination.. good for your heart and your wallet.

136 Aregood Ln, Islamorada

$1,294,999
3 Beds 3 Baths 620943 MLS
Experience the best of the Florida Keys in this brand-new, fully concrete 3-bedroom, 3-bathroom home located in the gated Key Largo Ocean Resort. Designed with an open-concept layout, floor-to-ceiling impact windows and doors, and an abundance of natural light, this home captures beautiful ocean views from the kitchen and bedrooms. The showstopper is the expansive rooftop deck, complete with an outdoor kitchen and panoramic ocean views, an incredible setting for entertaining, relaxing, and taking in the Keys lifestyle. Inside, the home is offered fully furnished and features stainless steel appliances, a second floor wet bar with wine refrigerator, conveniently located laundry, and thoughtful finishes throughout. Additional features include an outdoor shower, downstairs storage with an additional refrigerator, and covered parking. Key Largo Ocean Resort offers a true resort-style experience with an array of amenities designed for enjoying the Florida Keys lifestyle. The gated community features a full-service marina with boat ramp, fishing pier, clubhouse, swimming pool, fitness center, tennis, basketball and pickle-ball courts, a children's playground, neighborhood events and more. For boating enthusiasts, the marina provides convenient access to the water; boat slips are not deeded. Brand-new construction, panoramic ocean views, boating access, resort-style amenities and a turnkey furnished interior, all in the Heart of Key Largo. Close to shopping, groceries and Mariners Hospital. One hour to Miami International Airport.

94825 Overseas Hwy Unit UNIT 82, Key Largo

$330,000
620941 MLS
Don't miss this 81', live-aboard slip with OWNED BAY BOTTOM. A-side slips in Sombrero Marina rarely become available. Great Keys space with a fabulous sunset view over Boot Key Harbor in Marathon, the heart of the Keys. Slip measures 81L x 17W at the water and 14.7'W at the dock. A bath house, pump out and laundry facilities are onsite, with 30- and 50-amp service and full-time, onsite dockmaster. Rentals are managed by the dockmaster and Slip A15 has a proven rental income history. Quick deep water access from Boot Key Harbor to the Atlantic Ocean or to the Florida Bay/Gulf via Sister Creek or under the iconic Seven Mile Bridge arc. A full-service, open harborfront bar/restaurant (Dockside) with great live music is at the marina and fuel is nearby. Across from the public golf course, Sombrero Marina offers a wide turning basin and is within walking distance to stores and biking distance to beautiful Sombrero Beach. Enjoy low fees and easy living. This is a GREAT price for a LARGE slip in a FANTASTIC Middle Keys location!

35 Sombrero Blvd Unit A15, Marathon

$1,899,000
2 Beds 2 Baths 620940 MLS
Tucked away on Big Torch Key, this CBS-constructed waterfront home offers a quiet, private setting with beautiful open-water views and remarkable year-round sunsets. Surrounded by the natural beauty of the Lower Keys, Key deer are often seen nearby, while backcountry boating and flats fishing are just minutes away. Boaters will appreciate convenient access to both Gulf and Atlantic waters. Inside, the kitchen, dining and living areas open toward the water, with large glass doors framing the views and leading to the expansive wraparound porch. The kitchen offers ample cabinetry, counter space and bar seating, while the open layout keeps the water and sunsets in view throughout the main living space. The primary suite feels like its own private wing, set beyond a dedicated library with a walk-in closet, ensuite bath and direct porch access. The guest bedroom also opens to the porch, giving both bedrooms a connection to the outdoors. The waterfront is where the lifestyle truly comes together. A private dock extends into the water and opens to a spacious seating area with a built-in angler's table, ideal for fishing, cleaning the day's catch, launching kayaks or paddleboards, snorkeling or watching the sunset. Lobster and fish can be found around the dock, while nearby waters offer exceptional boating and flats fishing, along with access to Looe Key, a popular Florida Keys destination for snorkeling and scuba diving, known for its coral reef and abundant marine life. Waterfront restaurants are close by, along with a shopping center offering a grocery store, gym, library and additional shops. With 155 feet of waterfront, the property also offers the possibility of constructing an additional waterfront guest house.

3256 Catherine St, Big Torch

$599,900
3 Beds 3 Baths 620935 MLS
This move in ready townhome is located within the Islander Village HOA, a Local's Only Workforce Community. Low insurances (approx. $4,200 a year) and low HOA dues ($165 a month) make this a fantastic opportunity for local buyers. FHA and VA financing accepted, and Buyer assistance programs available for qualified buyers. The home is elevated and above a garage for 2 cars. On the first floor are the kitchen, dining and living room as well as a 1/2 bath, 9' ceilings and covered front and back porches. Upstairs their is a large primary bedroom with 3 closets, two additional bedrooms and 2 full bathrooms. This locals community has a pool, dog park and an additional small park. If you have a client that lives and works in Monroe County and want to join the Islander Village family please call for more information.

5030 5th Ave Unit 13, Stock Island

$1,300,000
2 Beds 2 Baths 620934 MLS
Summerland Key Cove -- Come by Sea or by Plane A unique opportunity in Summerland Key Cove offering both canal-front living and access to the community's private airport. Whether your Florida Keys lifestyle revolves around boating, flying, fishing, diving, or simply enjoying the water, this property offers a combination that is increasingly hard to find. Built in 1982, this 1,240 sq. ft. concrete block home features 2 bedrooms plus a versatile bonus room that can serve as a guest room, home office, gym, TV room, or additional living space. An approximately 400 sq. ft. screened room overlooking the canal adds substantial outdoor living space. Some major improvements have already been completed, including a 2022 metal roof, 2023 impact windows and doors on the upper level, and updated central A/C in 2020. Connected to central sewer. One of the property's standout features is the approximately 1,240 sq. ft. airplane hangar height of 9ft. Hard-to-find amenity in the Florida Keys--plus approximately 400 sq. ft. of additional storage and a concrete driveway. On the water, the property offers approximately 60 feet of concrete seawall on a 60-foot-wide canal, along with a davit. Two canal exits provide access to Kemp Channel, opening the way to both Atlantic Ocean and Gulf-side boating for fishing, diving, exploring, and enjoying the surrounding Keys waters. Located in an improved subdivision on a Tier III lot in AE-10 flood zone. Fencing is permitted. Access to the Summerland Key Cove airport and marina is available through membership. The home is currently tenant occupied with pets; advance notice is required for showings. NO tresspassing. Rented

486 S Airport Dr, Summerland

$4,750,000
4 Beds 5 Baths 620933 MLS
Villa 1 offers one of the most coveted locations within the exclusive 22-villa community at The Islands of Islamorada. Ideally positioned as the closest oceanfront villa to the private marina, this exceptional residence enjoys some of the community's most impressive ocean views and an incredible connection to the water. The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

82779 Old Hwy Unit 1, Islamorada

$209,900
620932 MLS
Welcome to 'The Island Girl'! This RV lot is an excellent investment at a low price. It is being booked as a very successful short term vacation rental with high profits and little overhead. This property is a little slice of paradise, lined with fruit trees and other tropical plants providing privacy and that 'keys vibe'. Enjoy the space anytime you want and rent it out the rest of the time. Just bring your clothes, as the newer travel trailer is included in this sale. Located in Breezy Pines RV Estates; amenities include a pool, a newly renovated clubhouse with kitchen, additional laundry & shower facilities. The low monthly HOA fee of $248 includes Xfinity basic cable and park WIFI. Don't miss out on this exceptional investment opportunity in the keys! Rental history is available upon request. Transient/short term rentals allowed in this RV lot with Monroe County, buyer to do their own due diligence with County. **Showings by appointment only please, to not disturb guests**

29859 Overseas Highway Unit 27, Big Pine

$2,800,000
620931 MLS
Rare oceanfront Pristine parcel offering approximately 0.56 acres (100 x 244') with 100 feet of Pristine Atlantic Shoreline and active building permit for your dream home/estate. Features a new 80-plus foot dock with a tiki hut and direct access to world-class fishing, diving, snorkeling, and boating. Enjoy sweeping sunrise views over the beautiful Atlantic Ocean and sightlines to the iconic Alligator Reef Lighthouse. Situated on prestigious Millionaire's Row and adjacent to protected preserve land for privacy. Directly across to famous Robbie's Marina and market place ,dining, shopping, and local attractions. An exceptional setting to build a custom waterfront estate in one of Islamorada's most desirable location.'

77481 Overseas Hwy, Islamorada

$1,197,000
3 Beds 3 Baths 620929 MLS
KEY LARGO WATERFRONT HOME WITH 25,000-LB BOAT LIFT & EASY BAY-TO-OCEAN ACCESS! Welcome to 1007 Hialeah Lane in sought-after Cross Key Waterways, a true boater's property offering approximately 1,300 sq ft, 3 bedrooms, 2.5 baths, 55 feet of concrete dockage and a NEW 25,000-lb boat lift. Located on the bayside of Key Largo, this home offers excellent boating access with a straight shot to Adams Cut, providing a convenient route from Florida Bay to the Atlantic Ocean. Spend your days offshore fishing, diving the reefs, exploring the backcountry, cruising to waterfront restaurants or enjoying everything the Florida Keys boating lifestyle has to offer, all from your own backyard. Updated in 2022, the home features impact windows and doors, a solid concrete roof and two newer A/C systems, with separate units upstairs and downstairs. The layout offers comfortable living and entertaining spaces with the waterfront lifestyle at the center of it all. Just off the kitchen and living area, step outside onto the spacious rooftop patio and experience one of the best parts of owning a bayside home in the Keys: beautiful sunset views every evening. It's the perfect setting for outdoor dining, entertaining, grilling or relaxing after a day on the water. With 55' of concrete dockage, a 25,000-lb boat lift, easy access to both the bay and ocean, impact protection, concrete roof, 2022 updates and incredible sunset outdoor living, 1007 Hialeah Lane delivers the Key Largo waterfront lifestyle boaters are searching for.

1007 Hialeah Ln, Key Largo

$800,000
620926 MLS
Rare actively permitted waterfront homesite with existing concrete seawall/dock on Little Torch Key with exceptional boating access, approved engineered house plans, and protected salt-pond and nature-preserve views across the street. The property is offered with an active Monroe County building permit and approved plans for an elevated concrete 3-bedroom, 2-bath residence with approximately 1,818 square feet of air-conditioned living area and nearly 500 square feet of covered porches. The home was thoughtfully designed and engineered by respected longtime local engineer Carl H. Schror, P.E., with an open great-room layout and generous outdoor living suited to the Florida Keys lifestyle. In the current ROGO and permitting environment, the active permit, completed engineering, surveys, environmental review, and county-approved plans represent substantial value. A buyer may proceed with the approved home or explore revisions to create a more personalized design, subject to Monroe County approval. As a longtime Lower Keys builder and developer, the listing broker can attest that design, engineering, ROGO, and county plan review are often among the most expensive, uncertain, and time-consuming parts of building in the Keys. Much of that initial work has already been completed here. Approximately 4 feet of controlling depth provides excellent boating, with immediate access to Pine Channel and quick access to both the Atlantic Ocean and backcountry. Premier fishing, diving, snorkeling, and sandbar destinations are within easy reach. The homesite offers canal frontage and a seawall at the rear, while the front overlooks salt ponds and protected natural land rather than another residence. Quiet Little Torch Key location convenient to restaurants, grocery stores, marinas, boat ramps, and everyday services. Please verify permit status, approved plans, controlling depth, and any proposed plan modifications directly with Monroe County and the appropriate profe

28525 Jolly Roger Dr, Little Torch

$1,349,000
3 Beds 2 Baths 620916 MLS
Look no further--this exceptional property truly has it all. This beautifully maintained CBS home boasts open-water views and is situated on an oversized lot on an extra-wide, deep canal, great for bigger boats, and just three houses in from the end. You'll be up on plane in seconds, with unparalleled boating access to both the Atlantic and Gulf. Ideally located closest to the premier backcountry of the Lower Florida Keys, this is the perfect property for the fishing and diving enthusiasts and still only 20 minutes to Key West. Built by Tom Ryan Construction, this solid CBS 3-bedroom 2-bath home is almost 1,300 square feet, and has a spacious, open feel, created by the thoughtful layout and vaulted ceilings in the main living area. The kitchen features granite countertops, a convenient breakfast bar, and a dedicated dining area, making it ideal for both everyday island living and entertaining. The primary suite has a walk in closet and french doors leading out to the porch, while the second bedroom has a pocket door creating another convenient ensuite for guests. Most days you'll enjoy outdoor dining or cocktails and the relaxed island life from the covered, screened porch overlooking the canal with open water views of Kemp Channel. The views continue into the primary suite and kitchen, offering a beautiful waterfront backdrop throughout the home. The lower enclosure provides plenty of space for a vehicle, workshop, and storage. Two 500-gallon cisterns provide ample water for maintaining the lush tropical landscaping. The solid concrete step down seawall features davits each with a 5,500 lift capacity. This property is the ideal location to be able to spend a stellar day on the water, then head to Key West to one of the many fabulous restaurants for dinner, and finish the evening listening to live music or take in a show at one of our unique boutique theaters. You can have it all.

23057 Bluegill Ln, Cudjoe

$1,499,000
4 Beds 3 Baths 620915 MLS
Discover Exceptional Waterfront Living on a Protected Lagoon in Marathon! Nestled in a quiet and highly desirable Marathon neighborhood, this beautifully updated 2,328 sq. ft. waterfront residence offers the ultimate Florida Keys lifestyle. Offered turnkey and fully furnished--with seller financing options available--this property also holds incredible potential as a weekly vacation rental. Inside, enjoy bright, open living areas featuring 4 bedrooms and 3 full bathrooms, plus a generous bonus room/den--perfect for a home office, media room, or potential 5th bedroom. The showstopping interior features a rare, one-of-a-kind indoor pool! In a truly unique layout, every bedroom features French doors that open directly onto the indoor pool deck, offering private access for family and guests alike. Step outside to 30 feet of dockage on a protected lagoon with quick access to the Ocean and Gulf. Don't miss this rare opportunity for luxury, tranquility, flexible purchasing terms, and income-generating potential!

1220 122nd St, Marathon

$3,600,000
4 Beds 4 Baths 620913 MLS
Discover modern island luxury at 119 Simonton Street, a premier end-unit townhouse nestled within the exclusive gated community of Old Town Villas. Built in 2018 and spanning a generous 2,691 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior features new white oak flooring that leads you through an open-concept living space. The kitchen is a true standout, boasting elegant granite countertops and a custom kitchen island--a unique feature in the community. For the ultimate convenience, a private elevator services all four floors of the home, transporting you from the air-conditioned two-car garage to the spectacular rooftop terrace where you can view daily sunrises over the Historic Key West Marina and sunsets over Mallory Square, both a very short walk away. The top floor features a rare full bathroom and a flexible bonus room ideal for a home office or guest suite. Whether you're mixing drinks at the custom wet bar or lounging on the terrace, this level serves as the ultimate private retreat for taking in breathtaking panoramic views. Peace of mind is built into the architecture with full impact-rated windows and doors and a durable metal roof, ensuring the home is as secure as it is beautiful. The third floor has two primary bedrooms featuring large walk-in closets and balconies. The lifestyle offered here is unparalleled, situated just one block off the vibrant energy of Duval Street. You are steps away from the island's best dining and boutiques, yet you can retreat instantly to the quiet security of a gated community. Spend your afternoons lounging by the large tropical community pool and cabana area, enjoying a level of comfort and convenience unsurpassed in the heart of Old Town. With a rare two-car garage and an unbeatable location, this residence captures the very best of the Florida Keys lifestyle.

119 Simonton St, Key West

$675,000
4 Beds 3 Baths 620908 MLS
Discover the charm and comfort of this spacious ground-level home with an attached guest suite, perfect for extended family, visitors, or private rental income. Nestled in the desirable Crane Hammock Preserve, in this family-friendly neighborhood, residents enjoy access to both a private community beach and a boat ramp, offering endless opportunities for swimming, boating, and fishing just minutes from your doorstep. This corner lot is surrounded by native hammocks and mature foliage, creating a private, natural and protected sanctuary with plenty of room to relax. The property offers tremendous potential for customization, whether you envision updating to your own style, adding outdoor living spaces, or enhancing the guest suite, the opportunities are endless. With seller financing available, this home presents a rare chance to secure a piece of the Keys lifestyle with flexibility and ease.

5353 Dogwood Dell St, Marathon

$3,000,000
3 Beds 3 Baths 620907 MLS
Welcome to your Venetian Shores retreat, where relaxed coastal living meets effortless waterfront luxury. This completely updated pool home is designed for easy living and unforgettable entertaining, with an open floor plan, beautiful finishes, and seamless indoor-outdoor flow. The heart of the home is a spacious kitchen with a generous island, opening to the living area and a wall of sliding glass doors. Step outside to a covered terrace overlooking the resort-style pool and waterfront, with plenty of pool deck for soaking up the sun and a shaded poolside area for lingering over long lunches or evening cocktails. Boaters will love the 70 feet of dockage, complete with a 20,000-pound boat lift. Venetian Shores is known for its 100-foot-wide canals and exceptional boating access, with a quick route to the ocean or bay through Snake Creek. Built with CBS construction and a concrete roof, the home offers an elevator plus both interior and exterior stair access between floors. Upstairs, you'll find the main living area and two bedrooms and two baths, while the downstairs offers an additional bedroom and bath. A bonus room, ample storage, and cabana bath add flexibility and convenience. With its resort-style pool, generous waterfront, easy boating access, and beautifully updated interiors, this is the kind of home that makes everyday life feel like a vacation, casual, polished, and unmistakably coastal.

121 Severino Dr, Islamorada

$850,000
4 Beds 2 Baths 620906 MLS
Welcome to this beautifully updated island retreat in the heart of Duck Key! This spacious 4-bedroom, 2-bath home sits on a desirable corner lot, offering extra privacy and great outdoor space. Built solid with CBS construction and recently upgraded with a new metal roof and new impact windows and doors, NEW AC, NEW WATER HEATER, this home is move-in ready and built to handle Keys living with ease. Inside, you'll find nearly 2,000 sq ft of living space with a bright, open feel. The main floor features an updated kitchen with newer appliances, modern cabinetry, and sleek countertops, perfect for cooking and entertaining. The split-bedroom layout provides a private primary suite, while the additional bedrooms offer plenty of space for family or guests. The upstairs living area feels like a cozy treehouse, with large windows bringing in natural light and views of the lush surroundings. Step out to the open balcony and enjoy your morning coffee or evening sunsets. Outside, there's plenty of room for parking a boat, trailer, or golf cart. The corner lot location means more yard space and extra breeze. Located in the sought-after Duck Key community, you're just minutes from world-class fishing, boating, and local restaurants. With no HOA fees and solid storm protection, this property is a perfect full-time residence, vacation home, or rental investment. Don't miss this chance to own a stylish, updated Keys home that's ready for you to enjoy right away.

210 Schooner Ln, Duck Key

$625,000
1 Beds 1 Baths 620905 MLS
Positioned directly across South Roosevelt Boulevard from Smathers Beach, it blends high-end modern finishes with expansive views of Key West's tranquil salt ponds. Interior highlights and upgrades include Carrara marble surfaces installed in both the kitchen and bathroom a wet bar, tiled floors flowing seamlessly throughout all living spaces, impact-resistant glass windows and doors for ultimate peace of mind. Other feature include large, covered private balcony capturing views of the salt ponds and the surrounding landscape, assigned parking with storage locker, and so much more. Resort-Style community amenities include a spacious, heated saltwater swimming pool, adjacent hot tub, and full-size tennis/pickleball courts, access to the resident clubhouse, dry saunas, and common area lounges. Other conveniences include barbecue area, EV charging station and a car wash. Make La Brisa your home today.

1901 S Roosevelt Blvd Unit 407N, Key West