Divider
Content Divider

Summerland Key Waterfront Homes For Sale on the Ocean Side

Most of the properties in the Florida Keys peninsula are either on the ocean side or on the bay / gulf side of the island. The following Waterfront Summerland Key homes for sale below are on the ocean side.

Read More
Total Listings 21
Order By:

$875,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 918 SqFt Days Listed: 112
-2.67% ($24,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

Attention pilots & boaters: Park your private plane in the front and your boat in the back! This 2 bedroom home in the highly sought-after Summerland Key Cove Airport Community offers the perfect low-maintenance retreat in the Florida Keys. Located at Mile Marker 24, this property boasts 60 feet of dockage, complete with a 14,000 lb boat liftThe unique layout of this home features one bedroom, one bath, kitchen, and living area on the upper level, while the lower level provides a second bedroom, bathroom, and a private entrance. A convenient laundry room and extra storage space add to the homes functionality.The large front yard offers plenty of space for plane parking, while the area beneath the home provides additional covered car parking or space for storage. With deep water boating access and no bridges, this home is a boaters dream. CBS constructed, a durable metal roof and all Impact windows and doors, this home is built to withstand the elements.Dont miss out on this incredible opportunity to own a piece of paradise in the Keys!

$877,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,274 SqFt Days Listed: 89
-2.45% ($22,000) 1 Price Change : Last Change 47 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat L

Best price per SqFt canal front home in Summerland!!! All three Insurances are under $5,000! Hurricane-Strong & Waterfront-Ready in Summerland Key! 🌴🚤Looking for the perfect Keys home thats built to last and made for adventure? This elevated 3-bedroom, 2-bathroom home on a deep-water canal is the best of both worlds! Built in 2018 to withstand 180 mph winds, this house is as solid as they come. And with a brand-new roof (2022) rated for the same, you can rest easy knowing youre storm-ready. Impact-resistant windows and doors add another layer of protection, so youre covered from every angle. Everything is built to code--no shortcuts, no worries!Step inside to find a bright, open living space with luxury vinyl plank flooring, crown molding, and a modern coastal feel. The kitchen is a dream, featuring quartz countertops, stainless steel appliances, and plenty of space to cook and entertain. The spacious main bedroom boasts a private en-suite bathroom and extra closet space, giving you the comfort and storage you need. The versatile third bedroom can easily be an office, guest room, or hobby space--whatever fits your lifestyle!Enjoy the outdoors from your durable, low-maintenance Fiberon Horizon composite deck and stairs, designed to withstand the Florida elements while keeping your home looking great.For the boaters: Youre just 20 minutes from the Gulf or Atlantic, high tide or low, giving you quick access to open waters while staying safely tucked in from the elements. The 12,000-lbs boat lift is ready to go and can be upgraded to 15,000 lbs. if needed.Need extra storage? The legal and permitted 300 SqFt enclosed space downstairs is perfect for all your gear.This home is built for island life--strong, stylish, and ready for your next adventure! 🌊🏡 Call today to schedule your private showing and see it for yourself.

$885,000
Summerland Key
Summerland Key Cove   - MM: 24.00
2 Bed, 2 Baths, 816 SqFt Days Listed: 108
-1.67% ($15,000) 1 Price Change : Last Change 16 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Davit Pads60f

Best Price for a canal home in Summerland Cove. Here is great opportunity to get a location with premier boating access- 60 concrete seawall on a canal that is 60 wide and has a 4 control depth. 10k boat lift. The home features 2 bedrooms 1.5 baths, with a metal roof and covered porch overlooking the canal. Cute Island cottage with long time owner. Offered FURNISHED including kayaks and paddleboard. 1 car garage and plenty of outside parking. Fantastic storage! Large enclosure & gear room. Tropical fruit trees on site- mango and bananas! Easy to see.

$979,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,028 SqFt Days Listed: 263
-10.59% ($116,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

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, youll 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 boaters dream!

$1,049,000
Summerland Key
Snug Harbor Subdivision   - MM: 25.00
2 Bed, 2 Baths, 992 SqFt Days Listed: 128
-4.55% ($50,000) 1 Price Change : Last Change 43 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

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 youre enjoying your morning coffee or an evening breeze, this serene space connects you with the beauty of waterfront living.Nestled in a boaters paradise, youre 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; its your ticket to paradise. Dont let this one slip away!

$1,255,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 864 SqFt Days Listed: 59
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

COASTAL RETREAT in desirable SUMMERLAND KEY COVE situated on a prime canal! Calling all BOATERS that seek deep draft flow-through water - youll be to the Atlantic or Gulf in minutes. Slip away to your Keys retreat - move-in ready! Youll love the remodeled kitchen and baths so you can spend your time splashing in the pool or sipping a cool drink under the tiki. Completely furnished with coastal decor.Lower the 10,000 lb lift from your 60 foot dock and off you go to catch your own lobster, mahi, or crab. Nicely fenced and plenty of storage. Ask me about the local Summerland airstrip - fly in and boat out. Its a dream come true in one of the most sought after communities in the Lower Keys. Come see your perfect getaway.

$1,275,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,380 SqFt Days Listed: 104
-8.92% ($124,900) 4 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

The COPPER TOP - Solid construction with a metal roof located on a beautiful flow-through canal in Summerland Key Cove. This 3 bedroom, 2 bath home checks all the boxes. Youll love the modern remodeled kitchen with vaulted ceilings in the living area, tiled floors throughout and a screened in balcony that allows you to open up the house and enjoy the breezes. Furnished for your convenience so you can be fishing in no time.Downstairs the amenities include a tiki, boat lift and you even have your own boat ramp! Plenty of room for parking under the house or in the yard - room for an RV. 10,000 pound boat lift installed in 2024. Outdoor shower. A concrete block storage room holds your gear.Dont miss the boat on this one!

$1,290,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 2,246 SqFt Days Listed: 80
-0.69% ($9,000) 1 Price Change : Last Change 52 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Slip,Boa

Available rent to own!Tropical Boaters 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, youll enjoy unrestricted access to open waters, making it perfect for yacht owners and sportfishing enthusiasts.As a boaters 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!

$1,599,900
Summerland Key
Summerland Cove Isle   - MM: 25.50
4 Bed, 4 Baths, 1,704 SqFt Days Listed: 46
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift80ft.Concre

Need space for family and friends? Come see this 4 bedroom/ 3 Full Baths 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. 17K 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.

$1,850,000
Summerland Key
Snug Harbor Subdivision   - MM: 25.00
2 Bed, 2 Baths, 1,410 SqFt Days Listed: 45
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Discover your slice of paradise with this beautifully remodeled 2-bedroom, 2-bathroom home, perfectly situated in the desirable Snug Harbor subdivision of Summerland Key, just 30 minutes from the vibrant atmosphere of Key West. This exceptional property boasts a solid concrete block construction, upgraded with hurricane impact doors and windows and a metal roof.Step inside to experience the airy ambiance with soaring ceilings and abundant natural light. The modern, fully furnished kitchen is a culinary dream, featuring contemporary finishes and ample space for entertaining. Each ensuite bedroom offers generous walk-in closets and spacious bathrooms, ensuring a comfortable retreat for family and guests alike.Enjoy year-round outdoor living with a full wrap-around porch overlooking the expansive yard and wide canal with straight shot to open water. Unwind in the soothing hot tub, perfect for relaxation after a day of adventures. The oversized yard provides plenty of room for vehicles and all your recreational toys, RVs, and trailers, along with an additional great entertainment area with additional space that adds versatility for your needs.After a fun-filled day on the water, dock your boat at the impressive 100 ft. concrete sea wall, equipped with boat davits for easy on off access. unwind with a cocktail in hand at your charming outdoor Chickee Hut, all while soaking in serene waterfront views and relax atmosphere.This property offers an idyllic coastal living experience. With rentals allowed (with restrictions) and minimum rental days set at 28, this home poses a fantastic investment opportunity as well. For those interested, furnishings can be purchased separately, offering the option to move in and start enjoying your new home/investment immediatelyExperience the serenity of Summerland Key living today!

$1,999,900
Summerland Key
Summerland Cove Isle   - MM: 25.50
2 Bed, 2 Baths, 2,156 SqFt Days Listed: 15
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Davit Pads64f

Exceptional waterfront pool home in Summerland Key! This beautifully updated 2156sqft concrete home is located in the desirable neighborhood of Summerland Cove, known for its incredible boating access, deep-water flow through canals and close location to Key West (just 24 miles). Enjoy the ocean and lagoon views from the kitchen, living room, dining room, loft and screened patio, or from the 64 long concrete dock! Dock comes equipped with boat davits, fish cleaning station with water and swim ladder. With no rear neighbors there is plenty of privacy to lounge by the pool (has a pool heater/chiller), throw in a paddle board or kayak and cruise the lagoon or take advantage of the incredible boating/ fishing that Summerland has to offer with quick access to the Atlantic Ocean and the Gulf! This newly updated home includes 2 bedrooms on the main level, 600 sqft loft upstairs used for a 3rd bedroom and 2 bathrooms, brand new kitchen with quartz counters and stainless appliances, impact windows and new impact sliders, 2016 metal roof, newer 263 sqft garage/storage and plenty of room for parking with a higher than usual 12 clearance under the house, able to park boats, trailers and/or RV (and yes there are RV hook ups!)

$2,159,000
Summerland Key
S Summerland Key Yac   - MM: 25.00
4 Bed, 4 Baths, 2,638 SqFt Days Listed: 134
-5.82% ($133,500) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip3

Welcome to your forever island home! Fully furnished and turnkey! One of a kind, solid, custom-built (no modular here) coastal home with magnificent sunset, ocean and bay views from your wrap around porches and balconies. Located on crystal-clear waters filled with tropical fish, a boat ramp for beach launching kayaks or small boats and 60ft of waterfront with dock that can accommodate a 36ft boat. No fixed bridges to deal with, just a straight run to the ocean or Gulf. Room to park multiple vehicles, including RV, boat trailer parking on the side as well as covered parking with an electric vehicle charging system installed. Enclosed large workshop for all your tools, toys, tackle, ice machine, bait freezer, etc. Large custom 8ft solid mahogany arched double door entry leads you inside the stunning tropical foyer, equipped with a large palm leaf double vertical fan, high ceilings, black and white tiled floors, and a custom wrought iron stairway. A beautiful kitchen with white quartz counters, solid wood cabinetry, high end appliances, cocktail ice maker makes cooking and entertaining a dream. Open floor plan lets you enjoy the stunning views from everywhere and invites you out to the wrap around balcony through the multiple impact French doors. Movie nights could not be better with the installed 120 inch motorized drop down movie theater screen, high definition projector and built in 10 speaker ATMOS sound system. Perfect layout with 4 bedrooms, each with its own full bathroom. The top level very large master suite with its own private balcony has to be seen as the ocean, bay and stars at night will blow you away. Just bring your toothbrush and enjoy Keys Luxury Living at its finest!

$2,300,000
Summerland Key
Summerland Cove Isle   - MM: 25.00
3 Bed, 3 Baths, 2,256 SqFt Days Listed: 146
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

Elevated concrete home with enclosed aircraft and hangar below. Largest parcel of land on Summerland Key airport, surrounded by concrete privacy wall and lush landscaping. A true piece of paradise with a private runway in your front yard and a Dock with boat lift in the back - minutes from world-class diving and fishing.

$2,699,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
3 Bed, 3 Baths, 1,792 SqFt Days Listed: 102
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Ramp

Spectacular Open Ocean Views Across from Open Water! Rare opportunity to own this coastal jewel located on the most prestigious and sought-after Flagship Drive in the exclusive Summerland Cove Isle neighborhood on Summerland Key. This beautifully designed CBS 3-bedroom, 2-bathroom canal-front pool home offers breathtaking, unobstructed open ocean views that will captivate you from sunrise to sunset. Situated on an oversized 10,080 sq. ft. lot, larger than most in the area, this waterfront retreat is perfectly positioned across from open water, allowing you to enjoy mesmerizing sunset cocktails from the open deck with panoramic sunset views in one direction and exquisite moonrises in the other--all in one evening. The property boasts a concrete dock, a boat ramp for launching jet skis, small boats, paddleboards, and kayaks, as well as two boat lifts on a wide, deep, flow-through canal with quick and easy deep-water access to the Atlantic Ocean--a true boaters dream. Inside, the home features a modern coastal feel, inviting open-plan living, dining, and kitchen area with soaring vaulted ceilings, creating an airy and light-filled atmosphere. The split floor plan offers privacy, with the primary suite situated in a separate wing. This serene retreat also includes a flexible bonus space that can be closed off and used as a sitting area, office, gym, or nursery, with access to a covered deck. The exterior is equally impressive, featuring a sparkling concrete pool with canal-front views, a garage within a 1088 sqft storage area, and a carport offering ample space for boat storage or the option to transform it into a spacious covered entertaining area. Located near a local airstrip for small planes, this rare property is a haven for those seeking both luxury and convenience in a prime Keys location.Dont miss this rare opportunity to own a coastal jewel with ocean views and deep-water boating access. 3D floorplan incl. Insurances $12k Video https://tinyurl.com/4ff3aan8

$2,895,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
4 Bed, 4 Baths, 2,416 SqFt Days Listed: 124
-3.02% ($90,000) 1 Price Change : Last Change 37 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

EXQUISITE WATERFRONT property in Summerland Cove Isles, an upscale 4 bedroom 3 1/2 bath home with an elevator and roof top terrace! This stunning concrete block home offers the perfect blend of modern design and coastal flair, situated on a desirable flow-through canal. Direct access to both the Atlantic Ocean and Gulf make this ideal for boating and water enthusiasts.As you step inside, youre greeted by high-end finishes that elevate the space. The open-concept living area is flooded in natural light with access to balconies on every level. The gourmet kitchen is a chefs dream, with top-of-the-line appliances, custom cabinetry, and a large center island--perfect for entertaining. Step outside to your tropical oasis, where youll find a sparkling pool and heated jacuzzi--perfect for enjoying Floridas year-round sunshine and balmy evenings. The expansive patio offers plenty of space for lounging or alfresco dining, all while overlooking the canal. For the boating enthusiast, the property features a private 60 dock with a 20,000 pound boatlift affording easy access to the open water, whether youre heading out for a day of fishing on the Gulf or a sunset cruise on the Atlantic. A commercial ice-machine completes the package in the downstairs storage room. The homes thoughtful design also includes a rooftop terrace that offers panoramic views of the surrounding waters and natural beauty--ideal for enjoying the sunset, stargazing, or simply relaxing with a glass of wine. Take the elevator to the top floor and catch exceptional views of Niles Channel Bridge and the ocean.This home is the epitome of luxury coastal living, offering elegance, and unparalleled access to the best of the Keys. Escape to your personal oasis and take this opportunity to create lasting memories.

$3,199,000
Summerland Key
Dobies Subdivision   - MM: 24.00
2 Bed, 2 Baths, 2,232 SqFt Days Listed: 83
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift62ft

Oceanfront Oasis - A Rare Coastal Retreat! Wake up to breathtaking Sunrises over the Atlantic and unwind with stunning Sunsets each evening in this Custom-built 3 story Solid CBS & Concrete home Nestled on an exclusive private street with only four homes, this island-inspired escape offers the perfect blend of luxury, Tropical charm, and Panoramic Ocean views.Step inside to an open-concept design, that showcases soaring arched windows, oversized glass doors, and covered porches, allowing natural light to flood the home while maximizing the stunning water views.The chefs kitchen is a dream for entertainers, featuring stainless steel appliances, tall custom wood cabinetry, and generous counter space. This home offers two spacious bedrooms, two bathrooms, plus a separate office, ideal for remote work or additional space. Lower level provides a formal foryer entrance, with large storage room, man cave and two+ car garage.Outdoors, indulge in your private lagoon-style pool with a cascading waterfall and hot tub, all surrounded by lush mature tropical landscaping, swaying palm trees, and a variety of fruit trees. Relax under the poolside tiki hut or under the palms by the ocean, entertain on the landscaped travertine-paved grounds, creating the ultimate tropical outdoor retreat.For boating enthusiasts, the 62-ft concrete dock offers quick, direct access to both the Ocean and Gulf. Complete with a New 17K boat lift, three additional boat davits, with protected dockage, this property also includes a Private Beach & 300 feet of bay bottom ownership--a unique find!Additional features include a large two-car CBS drive-through garage, a separate storage room man cave and a welcoming foyer entrance.This one-of-a-kind oceanfront sanctuary is truly a boaters paradise and a tropical haven--offering the best of coastal living.Seller is a Florida RE agent.

$3,500,000
Summerland Key
Summerland Beach   - MM: 25.00
7 Bed, 7 Baths, 4,531 SqFt Days Listed: 114
-29.29% ($1,450,000) 3 Price Changes : Last Change 4 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Basin,Boat Li

SELLER FINANCING AVAILABLE! Paradise awaits at this breathtaking 7-bedroom, 6-bathroom waterfront estate in Summerland Key! Designed for those who crave Florida Keys luxury, privacy, and endless outdoor adventure, this resort-style retreat offers breathtaking open-water views, a private boat basin, and an array of high-end amenities--all just moments from exclusive Little Palm Island.Spanning 4,531 sq ft, (12,603 sq ft gross) the main house showcases soaring cathedral cedar ceilings, expansive ocean views, and an open-concept design that seamlessly blends indoor and outdoor living. The primary suite on the top floor offers a spa-like shower with ocean views, while the lower level features two guest bedrooms, a full bath, a kitchenette, and a cozy living space overlooking the pool.For guests or multi-generational living, two attached cottages each feature two bedrooms, one bath, and private balconies. A widows peak lounge above one cottage provides panoramic ocean views, perfect for sunrise coffee or sunset cocktails.Immerse yourself in Florida Keys paradise:** 3-tier heated & cooled pool, screened for year-round enjoyment.**Private covered boat basin & lift, ideal for boating enthusiasts.** Expansive waterfront decks, a tiki hut, and shuffleboard court for endless entertainment.** Home gym with ocean views, gated entry, covered carports, garage, and ample parking.Upgraded with new impact windows & doors and new mini-splits throughout, this home offers modern comforts with unparalleled luxury and privacy.This is a rare opportunity --to own a resort style property and experience the ultimate Florida Keys lifestyle.Per seller: Draft is at 4 right at entrance at low tide, then gets deeper (8-9) closer to the house. High tide is approx 6 at entrance, and 10 in the middle. Boats can be docked on the dock in front of basin. Please note: Property is a monthly rental and heavily rented. Please do not attempt to walk the property.

$5,500,000
Summerland Key
Summerland Estates   - MM: 25.00
3 Bed, 3 Baths, 2,088 SqFt Days Listed: 165
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 180ft.

Exceptional Investment Opportunity in the Lower Florida Keys!Owner and private financing are available. This is one of the very few vacation rental properties licensed for daily, weekly, or monthly rentals. Boasting an impressive occupancy rate and generating up to $400,000 annually, this property offers stress-free, passive income in Summerland Key, a premier location.Discover a rare gem in the heart of the Lower Keys! Recently remodeled to perfection, this luxurious three-bedroom beach house includes a sunroom with a palatial ocean view, currently used as a fourth bedroom. Just 20 miles from vibrant Key West, this coastal retreat features a private natural beach, breathtaking ocean views, and access to a private airport for island residents less than two blocks from the property.Dont miss this unparalleled investment opportunity!Please note that I have a personal interest in this property.

$5,600,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
4 Bed, 4 Baths, 5,608 SqFt Days Listed: 1134
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,BasinConcr

Spectacular Open Water location, with fabulous views from this well-built Oceanfront concrete home. Direct Ocean access from the step down concrete seawall/dock that wraps around the waterside of the property, including the boat basin with two boat lifts and a fish cleaning station. Relax in large pool with over-spill hot tub & a big pool patio area and a covered patio for entertaining, which drinks in the Ocean view. Interior features abound: wood cabinetry, granite, marble, and more. Double bronze doors adorn the entrance and foyer. There is a formal dining room off the kitchen. The master bedroom opens onto a porch, facing the Ocean. Soaring ceilings in the living room, with Casablanca style rotating fans. The upstairs level has a lovely deck that faces the Ocean, perfect to relax, enjoy the sunsets, and where you can see for miles and miles. Gated and fenced.

$5,992,000
Summerland Key
Summerland Key Cove   - MM: 25.00
5 Bed, 5 Baths, 4,981 SqFt Days Listed: 174
-7.67% ($498,000) 2 Price Changes : Last Change 60 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Experience unparalleled luxury in this Brand New 2025 Custom Built Smart Home. 6,128 SQ FT concrete-constructed oceanfront home, situated in prestigious Summerland Key. With 90 feet of ocean frontage and breathtaking southwest views of the Atlantic Ocean, this home is the ultimate retreat for those seeking elegance, comfort, and adventure.The third floor is the heart of this home, featuring an infinity-edge pool and spa that frame magnificent sunsets and ocean vistas. Seamlessly blending indoor and outdoor living, the expansive entertainment areas promise unforgettable gatherings. This magnificent custom home offers five spacious bedrooms with ensuite bathrooms, including a dual primary suite that can serve as a 6th bedroom or an office. Additional features include: A state-of-the-art sound proof home theater room with Marantz 11.2 surround sound, 16 screen, and 8K JVC projector.Custom Canadian birch cabinetry and Thermador WiFi-enabled appliances throughout. A boaters Paradise
 designed for water enthusiasts, the property features: Two boat lifts (25,000 LB and 10,000 LB), A 6 x 90 concrete dock with two tiers for jet skis and kayaks. Deepwater access with a 90 wide, 28 deep channel leading directly to the Atlantic and Gulf.Proximity to world-class snorkeling and diving at Looe Key Coral Reef.Unmatched durability and sustanibility, built to exceed 180 MPH wind loads, solid concrete floors, walls & roof.This home includes: All high-impact Marvin & Euro-Wall windows and doors.70 solar panels (34.5 KW of power) and 4 Tesla Power Walls 57.6KW powers home.Three on-demand hot water systems and a 10,000-gallon rainwater cistern.Exceptional features include; Private elevator servicing all three levels. RV/Boat garage (15 W x 50 D x 14 H) with 50 AMP/220V service. Tesla charging station. WiFi-enabled smart home systems, including AC, pool pumps, and appliances. See Documents Tab / Possible Seller Financing.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 05-28-2025.
Back To TopMore Info
Terms / Privacy / Accessibility ADA