Summerland Key, Florida listings for sale

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$1,599,900 - Summerland Key, FL
951 Lagoon Drive Summerland Key, FL - Need space for family and friends? Come see this 4 bedroom Summerland Cove Isles beautiful & spacious home today. Features open floor plan, large storage area below with a tackle room, metal roof, impact windows and shutters. French doors lead outdoors to a large screen porch overlooking the beautiful deep canal. Great kitchen area with a gas stove, family room, dining room, laundry room & ample storage upstairs and downstairs too. 17 LBS Boatlift & 80 feet of seawall on a deep wide flow thru canal with direct access to best fishing & diving areas in the Atlantic Ocean and the Gulf too. Homes comes fully furnished and has been nicely maintained. Beautiful Lower Keys location with quick commute to all amenities, restaurants and Key West airport too.
1978 | 4 | 3 | 1,704 sqft.
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$1,399,000 - Summerland Key, FL
229 E Caribbean Drive Summerland Key, FL - Welcome to a stunning coastal retreat on the gorgeous waters of Summerland Key. This beautifully appointed, concrete elevated waterfront home offers the ultimate in Keys living--designed for both relaxation and recreation with unmatched boating access.Step into an airy, light-filled interior where coastal elegance meets casual comfort. This 3 bedroom and 2 bath home is being sold fully furnished, including tasteful decor, premium outdoor furniture, and two kayaks--making it truly turnkey and ready for your island lifestyle. The open-concept living area flows effortlessly to the screened in front porch with partial open water views, creating the perfect space for enjoying that morning cup of coffee.Outside, the boating enthusiast will be thrilled with the brand-new 40,000lb boat lift, 2 kayaks, a new ice maker for convenient onboard provisioning, and easy access to deep, clean canals and the Atlantic Ocean beyond. A Boston Whaler, 2 Jet Skis - 2014 Kawasaki Ultra LX, 2015 Kawasaki Ultra 310 LX, available for purchase separately.Enjoy the peace of mind and security of solid elevated concrete construction, impact windows and doors, a metal roof, and a full house Generac Generator and new Propane Tank. Exterior has meticulously laid brick pavers, an outdoor bar for entertaining, and offers a low-maintenance design that allows more time for you to relax and enjoy your new home in Paradise!Whether you're searching for a full-time residence or a luxury vacation home this is one you do not want to miss!
1985 | 3 | 2 | 1,152 sqft.
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$1,295,000 - Summerland Key, FL
24931 Overseas Highway Summerland Key, FL - Seize this rare opportunity to own a prime working waterfront property with exceptional Highway visibility. This unique offering includes two waterfront buildings located at 24931 & 24933 Overseas Highway in Summerland Key, each with separate water, electric, and sewer connections for added flexibility. Situated on a 10,673 SF lot, the property features a 813 SF building, a 1,152 SF building, and a 192 SF utility/storage building for additional space. Additionally, the property includes a private boat ramp, providing convenient water access. Whether you're looking to expand or open a business or invest in a high-exposure location located on the water, this property offers incredible potential. Buyer to verify property rights.
1975 | 1 | 4 | 1,965 sqft.
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$1,290,000 - Summerland Key, FL
715 E Caribbean Drive Summerland Key, FL - Available rent to own!Tropical Boater's Paradise in Exclusive Fly-In Community - Includes a 25ft Mako Boat & Assumable VA Loan!715 Caribbean Dr, Summerland Key - A premier waterfront retreat in the heart of the Florida Keys, offering the ultimate lifestyle for boaters, pilots, and outdoor enthusiasts alike.Nestled in the prestigious Summerland Key Cove, a rare fly-in community with private airport access, this ground-level home is one of the Keys' most sought-after waterfront properties. With 60 feet of deep-water canal frontage and no bridges, you'll enjoy unrestricted access to open waters, making it perfect for yacht owners and sportfishing enthusiasts.As a boater's bonus, this sale includes a 25ft Mako boat, powered by a Perkins 6-cylinder diesel engine with only 200 hours--ideal for fishing, diving, or island-hopping across the stunning Florida Keys archipelago.One of the rare ground-level homes in the area, this property is wheelchair-accessible, offering effortless convenience. The only elevated section is the panoramic deck, where you can savor breathtaking sunrise and sunset views over the water.The expansive parking area accommodates up to 8 cars, 2 boats, or even an RV, while the large storage shed provides ample space for your golf cart, jet skis, and other water toys. The boat lift, viewing platform, and relaxing deck further enhance the waterfront experience.Your Island Escape AwaitsThough the home could use some cosmetic updates, it is move-in ready, allowing you to add your personal touch while enjoying all the perks of luxury island living.Additional Bonus: This home comes with an assumable VA loan, making it an even more attractive opportunity for qualified buyers!
1975 | 3 | 2 | 2,246 sqft.
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$999,000 - Summerland Key, FL
1342 Ocean Drive Summerland Key, FL - Renovated Waterfront Gem! Welcome to your dream coastal retreat! This beautifully updated 2-bedroom, 2-bath home offers a 60-ft concrete dock along a 60-ft wide canal, providing the perfect setup for all your boating and water adventures. The property includes covered parking and a garage, ensuring convenience and plenty of storage for your vehicles and gear.Step inside to a bright and inviting space featuring brand-new impact windows and doors, a modern kitchen with quartz countertops, stainless steel appliances, and a stylish island--perfect for entertaining. Relax in the comfort of a durable metal roof and a new HVAC system for year-round peace of mind.Step outside to your screened patio, a tranquil spot to unwind while soaking in views of the canal and open water. Whether you're enjoying your morning coffee or an evening breeze, this serene space connects you with the beauty of waterfront living.Nestled in a boater's paradise, you're just minutes from incredible destinations like Little Palm Island, Looe Key, and Marvin Key. Dive into snorkeling, fishing, or island exploration, then treat yourself to the nearby fantastic restaurants for unforgettable dining experiences.This is more than a home; it's your ticket to paradise. Don't let this one slip away!
1983 | 2 | 2 | 992 sqft.
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$979,000 - Summerland Key, FL
76 W Shore Drive Summerland Key, FL - Discover the ultimate boaters retreat in beautiful Summerland Key! This stilted canal-front home features 3 bedrooms and 2 baths and easy access to the both the Atlantic Ocean and Gulf of Mexico After a day on the water unwind in the pool or relax under a palm tree in your hammock. The ground-level storage area is perfect for your boating gear and outdoor furniture. A commercial ice maker is ready to chill your catch of the day or beverages for your sandbar excursions.Enjoy the convenience of a Coast Guard-marked channel, providing a safe and enjoyable transit to and from your dock. The wide 60-foot canal makes maneuvering a breeze, and marine fuel is just 2 minutes away by boat--no more long trips to the fuel dock.Inside the home, you'll find an open-concept design centered around the kitchen, dining room, and living area. Off the dining room is a screened-in porch, perfect for enjoying happy hour cocktails or taking in another incredible sunset in paradise.This home boasts three generously sized bedrooms and two baths along with a laundry room. Recent upgrades include a new AC system installed in 2022, a new hot water heater in summer 2024, and a new roof added in 2018. The furniture can be sold with the home, making it move-in or rental ready!The home is conveniently located near many stores, restaurants, and other conveniences. This location offers everything you need in tranquil Summerland Key. This home is truly a boater's dream!
2001 | 3 | 2 | 1,028 sqft.
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$975,000 - Summerland Key, FL
25057 7Th Street Summerland Key, FL - Tropical Tranquility Meets Spacious Island Living.Welcome to your private retreat in the Lower Keys! Nestled on an expansive 20,000 sq ft lot, this meticulously maintained one-owner home offers the perfect blend of privacy, comfort, and Keys-style living. Backing up to a protected nature preserve, you'll enjoy uninterrupted sunset views from your master bedroom and upstairs balcony - with the added bonus of a natural windbreak and guaranteed privacy to the south.Designed for both peaceful living and effortless entertaining, the open-concept floor plan offers plenty of space to gather while still giving each bedroom its own sense of privacy. From the living room, open the two sets of French doors to a sprawling wraparound porch that overlooks the lush, fully fenced backyard. It's the perfect setting for family BBQs, sunset cocktails, or just relaxing in the ocean breeze.Hurricane-ready with a combination of accordion and electric roll-down shutters, this home has been lovingly cared for and offers a warm, welcoming feel from the moment you step inside.Outside, there's ample gated parking, room for your RV or boat, and still space left over for entertaining, gardening, or even a future pool. Located in the heart of peaceful and quiet Summerland Key, you're just minutes from local boat ramps, world-class fishing, and everything the Lower Keys lifestyle has to offer. This is a must see!
1987 | 4 | 3 | 2,100 sqft.
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$894,000 - Summerland Key, FL
260 Airport Dr S Summerland Key, FL - Unique property in Private Airport Community with Ocean access waterfront dockage!! This meticulously cared for home in the highly sought-after Summerland Key Cove Airport Community offers low maintenance retreat in the Florida Keys. Located at Mile Marker 24, this property boasts 60 ft of dockage complete with a 14000 lb boat lift-ideal for boating enthusiasts. Features one bedroom, one bath, kitchen, living area on upper level, while lower level provides a second bedroom, bathroom and a private entrance. Laundry room and extra storage adds to the functionality. Large front yard with space to park your plane, along with covered space for car and storage. deep water access, separate large workshop or storage unit. Incredible opportunity for boater and pilots.
1959 | 2 | 2 | 646 sqft.
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$799,900 - Summerland Key, FL
25121 Center Street Summerland Key, FL - STUNNING OPEN WATER views await you from this beautiful canal front home. Located on Summerland Key, this 2-bedroom, 2-bathroom home with permitted downstairs enclosure is a perfect blend of comfort and coastal charm. Boater's will love the full Length 40 ft concrete seawall on a wide deep-water canal. The home has quick access to Niles Channel and both the Gulf and Atlantic for great fishing and diving. The securely fenced yard adds privacy and a secure place for children and pets, as well as a great outside space to entertain and enjoy the day. Make your appointment to come see this today!
2008 | 2 | 2 | 960 sqft.
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$699,000 - Summerland Key, FL
25081 Overseas Highway Summerland Key, FL - So many opportunities at this 3 Bedroom 2 Bath canal front home located in the Special Fishing District on Summerland Key where home businesses including commercial fishing and boat mechanics are allowed. Boasting 60' of road frontage with excellent highway visibility and 60' of concrete canal dockage with quick and easy access to the gulf and ocean. The newly remodeled coastal style home offers impact windows, metal roof, vinyl plank flooring, open kitchen with white shaker cabinetry and quartz counters, new baths and a split floor plan. Need more space? 3 Adjacent canal front lots each with 60' of concrete dockage are also for sale for $350,000 a piece.
2006 | 3 | 2 | 1,144 sqft.