Florida Keys Waterfront Homes, Condos, and Properties for Sale, Florida Keys Real Estate

Welcome to your tropical retreat! This 2-bed, 1.5-bath canal-front mobile home in Cudjoe Key offers open ocean access and the perfect blend of comfort and affordability. Located in the desirable Venture Out community, this property is also a proven income-producing vacation rental, making it a fantastic investment opportunity.Venture Out is a residential condominium community with 24-hour gated security and no age restrictions. The home includes parking for one vehicle, and the community allows transient (1-day) rentals, as well as two pets. Residents enjoy a heated saltwater oceanfront pool, jacuzzi, marina with a fuel dock, convenience store, boat launch, and recreational courts for pickleball, basketball, and tennis.This property is only 19 miles from Key West, offering proximity to shopping, dining, and entertainment while providing a serene getaway. Whether youre seeking a vacation home, a rental income property, or your own slice of paradise, this one has it all.

Waterfront Condo with Deep Water Dockage, Beach Access & Weekly Rentals📍 105 Avenue D #101, Marathon, FL 33050Located just a short stroll from beautiful Coco Plum Beach, this first-floor corner unit offers a rare opportunity for weekly vacation rentals in a serene, waterfront setting. This 2 bedroom, 2 bathroom condo is fully furnished, rental-ready, and includes a proven rental history with repeat guests--a turn-key investment opportunity!The interior has been thoughtfully updated with modern tile flooring, impact windows and sliders, and updated appliances throughout. A screened patio overlooking a peaceful garden adds the perfect touch of privacy and relaxation.Boating enthusiasts will love the assigned deep water dockage for boats up to 40 feet (just $400 per year), a community boat ramp, and a wide canal offering easy ocean access. Theres also an onsite boat/trailer storage lot, plus ample parking for guests and owners alike.Enjoy access to a heated and chilled community pool, perfect for year-round enjoyment, whether youre cooling off after a beach day or unwinding in the evening.One of the few communities in Marathon that allows weekly rentals, this condo is self-managed for added flexibility and income potential. Whether youre looking for a full-time residence, a tropical getaway, or an income-generating asset, this property checks every box in the Florida Keys lifestyle.

Welcome to your dream Keys lifestyle! This charming 2-bedroom, 2-bathroom condo has everything you need at an unbeatable price. Imagine waking up to stunning views of Boot Key Harbor, enjoying beautiful sunrises and sunsets, and taking in the peaceful golf course scenery. Youll love the convenience of having your own assigned boat slip. The spacious floor plan and low HOA fees make this condo a fantastic find. Inside, youll find tastefully remodeled interiors with an enclosed balcony adding 90 sq ft of living area. The waterfront community pool has also been recently renovated. Plus, theres an outside owners closet and kayak storage. The condo comes fully furnished and equipped with a washer and dryer, so its ready for you to move in. Located in Marathon, youre close to everything--beaches, boating, biking, shopping, dining, and golf. Yet, its tucked away on a quiet, low-traffic street, offering peace and tranquility. Please note, no pets are allowed except for service animals. Annual $100 Marina Fee. Dont miss out on this incredible opportunity to live the Keys lifestyle! Contact us today to schedule a viewing.

NEW PRICE! Motivated seller so bring your offer! Turn-key, updated 2/2 with 35 of DOCK & WATERFRONT is ready to generate a lucrative income with nightly rentals allowed. The furniture is included! BRAND NEW PAVER PATIO! This amenity-rich, gated community is perfect for investors or seasonal/full-time residents! DONT MISS YOUR OPPORTUNITY IN THIS HIGHLY SOUGHT-AFTER PIECE OF PARADISE! Direct, deep water ocean and Gulf access, great fishing, and gorgeous sunrise/sunset skies all from your backyard! Diligently maintained, impact sliders (plus most windows), panels and accordions for extra protection, gas stove, lots of storage, and a tropical yard situated on a quiet street. Only about a half hour from Marathon or Key West, the quintessential Keys lifestyle in golf cart-friendly Venture Out is second to none. With a 24-hr guard-gated entry, Venture Out has an oceanfront heated saltwater pool, hot tub, beach, marina with fuel and ships store, a private boat ramp, trailer parking, pickleball and tennis courts, an active clubhouse (worship, mah jongg, bingo, plays, holiday events, etc), and kids pool and playground. This community offers it all and this home is MOVE-IN/RENT-OUT READY. Great opportunity to get in at a GREAT PRICE!

Invest in Paradise: Oceanfront Luxury CondoDiscover the ultimate blend of resort-style living and lucrative investment opportunity with this exquisite, newly rebuilt, fully furnished, oceanfront condo. Nestled within the exclusive Ocean Isles Fishing Village, this stunning two-story townhouse offers 850 square feet of pure coastal elegance.Imagine waking up, grabbing your coffee and heading down to the marina or pool for breathtaking panoramic ocean views! This concrete block masterpiece boasts a meticulously designed interior featuring a gourmet kitchen, spacious living area, and two luxurious bathrooms. The master suite is your personal oasis, complete with a private ensuite.Beyond your private retreat lies a world of endless possibilities. Soak up the sun by the enormous pool, where ocean breezes and stunning vistas create the perfect backdrop for relaxation. For boating enthusiasts, the private boat ramp and dockage (for owners only!) offers direct access to the open water.As an investor, this property is a dream come true. Heavily rented now and with lots of futire bookings!! The Florida Keys thriving tourism industry ensures high demand for seven-day rentals, promising exceptional returns. Experience the unparalleled joy of owning a piece of paradise while generating substantial income.As a full- time, or part-time resident, this is your dream chance for affordable Keys living~Dont miss this golden opportunity to own a slice of island life. The tranquility and serenity are second to none! Ocean Isles is a much sought after island retreat. Come check out this secure and gated community and fulfill your dream of owning your own slice of paradise!! Contact me today to schedule a private tour.

Executive Bay Club 2 bedroom / 2 bathroom townhouse unit for sale. This unit offers 1,335sf of living space, large primary bedroom with a loft, and 2 patios. CBS construction with concrete slabs on both levels, metal roof, and accordion shutters. The complex offers pool, tennis courts, beach, kayak/ paddleboard storage, gated community. and first come, first serve dockage - boat slips allow for a 28 maximum and the mooring pilings allow for a 35 maximum, Adjacent to Founders Park - Islamoradas community park - which offers an Olympic size swimming pool, beach, tennis / pickleball courts, community events and marina with a boat ramp, gas and ice.

Discover Your Coastal Retreat in Islamorada! Boaters Paradise: Rarely available, this pristine townhome offers direct ocean access with dockage for a boat up to 25 feet. Perfect for those who crave the open waters. Meticulously Maintained featuring 2 bedrooms and 2 baths, this home boasts a custom kitchen with wood cabinetry, a large island for entertaining, and elegant granite countertops. The open floor plan seamlessly connects the kitchen to the living area, which extends to a screened-in porch--ideal for enjoying the soothing ocean breeze. Timeless Elegance w/ Both bathrooms beautifully updated with classic finishes and tile flooring throughout enhances the coastal charm. The master suite includes a screened-in porch with a peek-a-boo ocean view, enhancing the allure of your new home. Turnkey Living: Sold fully furnished with tasteful decor, this home is move-in ready, allowing you to immediately start enjoying your Florida Keys lifestyle. Convenient Parking w/ carport and garage providing ample space for multiple vehicles. Plus, the property offers easy access to a community boat ramp and boat storage, making ocean adventures a breeze. After a day of fishing, you can conveniently clean your catch right at the dock. Situated near the heart of Islamorada, youll enjoy close proximity to shopping, grocery stores, the art district, restaurants, and all the attractions of this charming fishing town. Investment property, offering a savvy investment opportunity in addition to your dream home. Dont miss out on owning a slice of paradise in the fabulous Florida Keys!

Just Tented by Hammerhead! Tranquil, Waterfront home in desirable Geiger Key, boasting a spacious 1620 Sq. Ft. floor plan with Open Water Views! Ideal for entertaining, the interior features an open concept main living space and large kitchen with two options for dining rooms. Retire to a generous primary suite complete with en suite bathroom and two walk-in closets. Three additional guest bedrooms provide comfortable accommodation for a family or visitors. A well-appointed laundry room provides additional convenience. Enjoy morning coffee or evening cocktails with friends on a full-length screened-in porch featuring canal and partial Open Water Views! The backyard offers shallow-draft boating from 60 concrete seawall providing access to the Atlantic and backcountry. Situated in a quiet, established neighborhood but just a short drive to exciting Key West, this Geiger Key retreat wont last long!

This Condo Grossed $74,752.64 in 2024 and $28,066.93 in the 1st Quarter of 2025 !!Pool Bar & Oceanfront Cafe are now back OPEN at Ocean Pointe !! Upgraded 2/2 with a beautiful U kitchen and a slightly dropped ceiling for excellent LED lighting with dimmers . Being sold Fully Furnished with Housewares. The Marina is naturally protected with direct ocean access. Jr. Olympic heated pool with a 14 person Spa. Lighted Pickle ball and tennis courts Beach with tiki huts , boardwalk and Gazebo. 24 hour security manned and patrolled. Ocean Pointe is close to everything except US1 road noise.

Welcome to the tallest building in the Florida Keys. This 6th floor unit provides stunning open water views, a large bedroom with a bathroom, two large walk in closets, and ample natural light. This complex has something for everyone. Tennis, pickleball, swimming, saunas, a gym, billiards, onsite management, fishing and ample parking. Dont miss your opportunity to call this stunning unit home.

HUGE Reduction in price for fast sale, now listed at $146,009 less then the fair market value as per Monroe County Property Appraisers office. This beautiful 5th floor Penthouse apartment has 3 bedrooms and two full bathrooms, fabulous open concept living area and kitchen with a private roof top deck at the Stunning Summer Sea Condominium on Plantation Key. with Ocean view from the apartment and even better views from the upstairs deck. Some phots are virtually staged. Beautiful Kitchen, tons of storage space with a washer and dryer, Walk-in tub, there is not much more that you could want. Even an undercover private parking place comes with the apartment. Further, once the homestead cap has been removed by the county, and the county has published the new assessment values, this apartment will qualify for a weekly rental license with the Village of Islamorada. Summer Sea is located at MM 88.5, 68 miles from Miami, in the Heart of Islamorada, The Fishing Capital of the World. Relax in a hammock or lounge chairs out on the sand, enjoy a fire in the fire pit or go up on the roof top deck for a stunning view experiencing Florida Keys famous sunsets! The marina, with the new composite dock and boat ramp, is teeming with sea life with the occasional manatee. Bring kayaks or paddleboards and launch from our private kayak ramp. Or enjoy the beautiful large swimming pool (heated and cooled), and a second kids swimming pool, newly upgraded game room with billiard table, upgraded childrens playroom, remodeled gym with all new equipment, Community center, library/card room, laundry rooms and free community Wi-Fi!. Fishing, scuba diving, snorkeling, kayaking, bicycling, wonderful restaurants (4 within walking distance), and shopping are all nearby. Safe and secure with gated entrance and onsite property management. First come, first serve dockage is available to the owner with size restrictions and insurance requirements. . 4*4*3 storage locker is also included.

Seaview Condos boast some of the most stunning open water views in Marathon! This fully remodeled two-bedroom, one-bath unit is ready for you to move in. Recent upgrades include new tile flooring, a modern kitchen with appliances, new impact windows and doors, and a beautifully renovated bathroom. Step right out from your kitchen to the dock where you boat is waiting for you.The oceanfront condo features its own private boat ramp and ample parking, with dockage available on a first-come, first-served basis for owners. Residents enjoy the added privacy of being located at the end of 97th Street, with two assigned parking spots per unit--one of which could accommodate a boat trailer. It is hard to find a better location for this price! B&BATVAI

This stunning two-bedroom waterfront villa is perfectly located in the highly sought-after Marina Village at the world-renowned Hawks Cay Resort. With breathtaking water views and just steps from the main resort, marina, and Angler & Ale restaurant, this townhome offers the ultimate island lifestyle. Inside, youll find elegant granite countertops, sleek stainless-steel appliances, and an open, airy design that showcases the spectacular waterfront scenery. Step outside to soak in the beauty of the turquoise ocean, enjoy endless water sports, or take advantage of convenient dock options located directly behind the property. For those seeking investment potential, this villa can be enrolled in the resorts optional rental program, offering substantial income opportunities while providing access to an array of world-class amenities. Enjoy five sparkling pools, five unique dining options, a private childrens park, pickleball and tennis courts, a full-service spa, and so much more. Dont miss your chance to own a piece of paradise and indulge in the luxury and excitement of Hawks Cay Resort! Sold as-is. All offers are welcome. Priced to sell.

Ocean Pointe Condos is a very unique Oceanfront property. This 2 bedrooms and 2 bathrooms Model B unit offers an oceanfront balcony, accessible from the living area, perfect for enjoying stunning views of the water. This unit has been well maintained and updated. This complex has many amenities: Security 24/7, Heated Jr. Olympic Pool with big Spa and Pool Bar, Private Sandy Beach, Marina with Direct Ocean Access, Fish cleaning area, Boat and Trailer parking, Private Waterfront Lounge and Cafe, Gazebo, Boat Ramp, Pier, Kids play ground, lighted Tennis and Pickleball Courts. Close to restaurants and groceries. This is an excellent income producing property, or could be used as a weekend or full time residence. This unit is being sold completely furnished.

Investment opportunity in highly sought after Ocean Pointe Condos! 2 bedroom / 2 bath offered furnished including kitchenware, peak-a-boo ocean views and excellent rental history. Amenities included 24/7 security, pool, spa, tennis courts, boat ramp, trailer storage, beach, pier, dockage, cafe and more. Centrally located at mile marker 92.5.

Welcome to Executive Bay Club in beautiful Islamorada, Florida Keys! Situated at mile marker 87 on the bayside, just north of Founders Park, this sought-after, pet friendly, community offers a range of top-notch amenities for a truly relaxing and convenient lifestyle. Enjoy access to a community pool, Tennis Courts, sandy bayfront beach, lush landscaping services, a manned front gate, 31 Boat slips for boats up to 28 ft available on a first come, first serve basis, 6 mooring pilings, fishing areas, fish cleaning tables, kayak launch, and much more!This inviting 2-bedroom, 1.5-bath unit, priced at $589,000, boasts updated bathrooms and kitchen, ensuring a modern and comfortable living space. The open and bright floor plan is complemented by back sliding doors that lead to a private patio, offering tree cover for shade and privacy. Perfectly located within the complex, this unit provides easy access to the community center, pool, and tennis courts.Executive Bay Club features 31 boat slips plus 6 mooring pilings, available on a first-come, first-serve basis. Additionally, residents can enjoy a kayak launch and a swim area off the beach. The community also benefits from an online voting system, allowing owners to participate in decision-making efficiently.Experience the best of Florida Keys living at Executive Bay Club - where every day feels like a vacation.

No spiral stairs here! They have been replaced and its so much easier to walk up the stairs. This townhome is located by one of the tennis/pickleball courts and has a very nice open lanai with a cantilever umbrella to provide shade on those beautiful sunshiney Florida Keys days. The kitchen has stainless appliances and the washer and dryer are full size stackers. Both baths have been updated and the downstairs provides a second full bath. The on demand hot water heater guarantees that youll never run out of hot water. A new larger dock has been completed and provides for additional dockage. Other amenities include a large pool, 2 tennis/pickleball courts, community room, sandy beach, kayak and paddleboard storage. Come and enjoy the Executive Bay lifestyle! This townhome has been gently rented and had net rental income of $22,000 in 2023. Rentals began in 2022.

PRICE REDUCED TO SELL! Discover Paradise at Tranquility Bay Beach House Resort in the Florida Keys. Step into your very own two-bedroom tropical retreat in the heart of Marathon! This stunning villa offers breathtaking ocean and pool views, all while being just steps from the resorts premier amenities. Whether youre seeking the ultimate Florida Keys getaway or a savvy investment opportunity, this property delivers it all. With excellent rental income potential, its a smart choice for investors looking to balance relaxation with returns. Picture yourself unwinding on the beautifully landscaped grounds, taking a dip in one of two tropical pools, a morning workout session in the fitness center, or challenging your skills on the Jack Nicklaus putting green. Stroll along the pristine white sandy beach, sip on a cocktail at TJs Tiki Bar by the water, or savor fine dining at the resorts Butterfly Cafe, all without leaving the property. This charming two-story townhome offers the perfect blend of luxury and convenience. Owners can enjoy up to 35 days annually for personal use while benefiting from substantial rental income to offset ownership costs. Plus, with on-site management handling daily operations, youll experience effortless ownership and complete peace of mind. Dont miss the chance to own this slice of paradise, your dream Florida Keys escape awaits!

Start your day with a coffee while watching the sunrise over the Atlantic, or wind down with an evening cocktail and the ocean breeze--this top-floor 2-bedroom, 2-bath condo at Casa Clara offers the kind of view that never gets old. Fully furnished and move-in ready, its the perfect spot to slip right into island living without lifting a finger.The kitchens been thoughtfully renovated with quartz countertops, stainless steel appliances, soft-close cabinetry, a hands-free faucet, and a custom pantry. Theres even a stackable washer and dryer tucked in for convenience. Both bedrooms have brand-new waterproof Pergo wood flooring--great for keeping things low-maintenance after sandy beach days.Casa Clara is a hidden gem right on the ocean in Key Colony Beach--a small, walkable island community locals call the Gem of the Florida Keys. And its easy to see why. The property features over 500 feet of private white sand beach, an oceanfront lap pool, tennis and shuffleboard courts, a fishing pier with cleaning station, a game room, and elevator access.Everything you need is close by: walk or bike to restaurants, local shops, parks, charter boats, and even a par-3 golf course. Plus, with 14-day rentals allowed, youve got options--whether youre looking for a personal escape, a part-time retreat, or a smart investment.Bonus for buyers: Seller will cover one full quarter of HOA dues! Thats a great head start on your Keys lifestyle.This isnt just a condo--its your own slice of paradise. Come take a look. Youll see why people fall in love with this place.