Summerland Key Homes for Sale, Single Family Houses, MLS Home Listings

Welcome to your dream waterfront retreat in beautiful Little Torch Key! This stunning 3-bedroom, 2-bathroom home offers panoramic views of the crystal-clear waters and surrounding nature, perfect for enjoying the beautiful Florida Keys lifestyle. As you enter this spacious and light-filled home, you will be greeted by an open-concept living area featuring large windows that showcase breathtaking views, and elegant tile floors. The gourmet kitchen is perfect for entertaining, equipped with stainless steel appliances, granite countertops, and a large island for casual dining.

Endless Ocean Views at this turn-key modern retreat, in sought-after Summerland Cove Isle! This bright and airy, concrete construction home boasts impact doors and windows and an open concept floor plan ideal for entertaining. The well-appointed Chefs Kitchen boasts stunning quartz countertops and backsplash, Cafe appliances, and large island with seating. Turquoise Waters are the focal point of the main living space, with floor to ceiling impact glass boasting Views of the Ocean beyond. Two generous bedrooms and a sleek, modern bathroom provide comfortable accommodation. Enjoy stunning Sunsets and balmy ocean breezes from a large upstairs open balcony. Downstairs, a bonus storage space offers additional room for keeping tools and equipment out of the elements. The expertly-equipped back yard boasts a brick paver deck, covered patio, 20K and 3500 lb. boat lifts, tiki hut, outdoor shower, and additional space for trailer storage. Enjoy effortless boating with ease from this Anglers paradise. The spacious lot is beautifully landscaped with native plants, making this exceptional property feel supremely private and tranquil. A large brick paver driveway, and attached one car garage offer abundant parking. Located within a quiet, established neighborhood but just minutes to divine dining and shops in town, this slice of paradise has it all!

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!)

Stunning Summerland Cove Isles retreat, situated on a picturesque, deep-water canal with no bridge hindering navigability! Unpack and relax, this beautifully renovated home comes move-in ready with high end finishes throughout. Room for a 10X20 Ft pool. The open-concept main living space, ideal for entertaining, is flooded with natural light and features oversized impact picture windows overlooking the backyard and turquoise Canal Views below. The breathtaking chefs kitchen is the epitome of luxury and convenience. Fully equipped for your next culinary creation, enjoy ample storage with modern white cabinetry, custom tile backsplash and sleek quartz countertops, large island, coveted Sub-Zero appliances including wine cooler, and an oversized kitchen sink with built-in knife storage and multiple faucets for the ultimate prep space. Two spacious guest bedrooms and two luxurious full bathrooms on the main floor provide guests with an exemplary experience. Enjoy privacy from the rest of the house with a second-floor primary suite, complete with loft space, rare walk-in closet, and resort style en suite bathroom boasting dual vanity and custom glass shower. Take in sought-after Sunset Views from a spacious covered patio on the main floor, or from either of two sprawling observation decks accessed from the second floor. A sizeable brick paver driveway provides abundant parking, while the attached garage offers additional parking and storage out of the elements. The backyard is an oasis, fully equipped to meet the needs of the avid angler. Maintenance-free turf makes for attractive greenspace just steps from approximately 75 feet of concrete dock space with 20K boat lift and 5500 lb. davits. Enjoy easy ocean access in this prime location, just a short boat ride to world famous fishing and diving. Nestled within a quiet neighborhood but just minutes from shops and restaurants in town, this gem has it all! Schedule a tour of this extraordinary property today!

Guaranteed to impress! You will not find another one like this solid, custom-built, fully furnished, waterfront island home located on crystal-clear waters filled with tropical fish. From the moment you enter this large, luxury, British West Indies Island inspired home thru the custom 8ft solid mahogany arched double doors into a stunning foyer, you will fall in love. Custom details are everywhere. Look for dolphins, manatees, and sea turtles from you wrap-around porches which offer AMAZING WIDE WATER ocean and bay views and spectacular sunsets. 4 bedrooms each with its own full bath, and a beautiful, professionally designed chefs kitchen with quartz countertops, mother-of-pearl backsplash, induction cooktop, fully vented stainless-steel hood, double Wolf wall ovens, counter-depth frig, and custom Shaker style cabinetry. Boat dockage directly behind the house with easy access to the Atlantic Ocean and the Gulf of Mexico with NO bridges, owner kept his 36ft inboard sportfish boat there for quick runs directly to the Dry Tortugas, also has its own boat ramp! Private master suite and office space boasts a spectacular 180-degree view of the bay and ocean from its private deck. Relax and entertain with a 120 Inch motorized drop-down Movie Theater System with an 11-speaker, ATMOS surround sound audio system. Spacious lot with plenty of room for parking multiple vehicles AND a spot for an RV/Boat/trailer parking. Parking under house includes Tesla/EV vehicle charging station installed and a large storage room for your tools, bait and tackle, plus room for a pool. Just bring your toothbrush... this gorgeous island home is move in ready!

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.

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

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.

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, solid CBS three-story 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.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 17K boat lift, three additional boat davits, and protected dockage, this property also includes 300 feet of bay bottom ownership--a rare find!Additional features include a two-car CBS drive-through garage, a separate storage room, 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. Dont miss this rare opportunity! Seller is a Florida. RE agent

This newly renovated Oceanfront Pool home seamlessly blends luxury, privacy, and comfort while enjoying quick and easy ocean access on Summerland Key. Enter into the massive Great Room featuring 24-foot EURO retractable doors that open to sparkling ocean views and fill the space with lots of natural light. The Chefs Kitchen stands out with custom cabinetry, soft-close drawers, pull-out shelves, and sleek stainless-steel appliances. The built-in Subzero refrigerator and freezer, Bosch dishwasher integrates seamlessly with the cabinetry, while Bosch convection ovens, microwave, and induction stovetop combine elegance and functionality. Gray granite countertops and a marble backsplash complete the sophisticated design. The main floor also includes a spacious Office/Den that can easily serve as a fourth Bedroom, with direct access to the back veranda overlooking the canal. The Primary Suite offers a luxurious retreat with a walk-in closet, additional storage, and access to the front veranda through more EURO retractable doors, where you can enjoy spectacular sunrise to sunset ocean views. The en-suite features a custom soaking tub and marble countertops. Two Guest Bedrooms and Bath are located on the first floor offering lots of privacy and pool access. A Half-Bath in the foyer provides easy access to the beach and pool. The 2-car garage is ideal for storing all of your fishing gear as it leads to the concrete dock complete with 10,000 lb lift and davits. The outdoor space is highlighted by a sparkling ocean front pool surrounded with stone pavers and sand beach with kayak and paddle board launch leading to the ocean. The electric gate adds privacy while additional features include pretty tropical landscaping with watering system, outdoor shower and a shed for storage. Nestled in an ultra-private neighborhood, this home offers ultimate seclusion with open water in the front and protected dockage canal at the back.

Oceanfront, New Construction home in the exclusive Residences at Summerland Key community, where weekly rentals are allowed! This new, gated development boasts a private boat basin which will feature a new composite dock with electric, water and fillet station for easy and frequent boating, with an assigned dock space to convey with home purchase! The home is a two-story, Oceanfront paradise, intuitively designed with entertaining in mind. A bright and spacious open-concept floor plan features 10 high ceilings, impact windows and loads of natural light. Equipped for culinary pursuits, the stunning Chefs Kitchen features a premium appliance package, quartz countertops, pantry, and large island with seating. Plenty of room for family and guests with 5 spacious bedrooms and 5.5 Bathrooms. An expansive back veranda is accessed through the Great Room, an ideal spot for enjoying morning coffee while taking in the prevailing sea breezes. Steps from the veranda is a large pool deck and sparkling infinity pool; cool off after a day on the water in this backyard oasis! Enjoy year-round sunshine from any of 3 decks totaling over 325 Sq. Ft. each, including a rooftop observation deck offering 360-degree views of Open Water, Sunrises and Sunsets! As an added bonus, the home comes equipped with Tesla Solar, elevator, and 296 Sq. Ft. of downstairs storage. This turn-key, home is designed for elevated seaside living. Enjoy resort-style amenities, this well-appointed community will come equipped with a shared Sport Court for tennis, pickleball, and basketball. Lounge in a hammock by the Oceanside, or enjoy year-round sunshine via kayaks, canoes and paddleboards, this well-equipped development offers move-in ready Keys living. Just minutes from shops and restaurants in town, but nestled within a quiet, gated community, this enviable location offers peace, relaxation, and convenient proximity to town! ACT NOW, home prices likely to increase as units are sold!

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.

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.

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.

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 six spacious bedrooms with ensuite bathrooms, including a dual primary suite that can serve as two bedrooms or a private suite with 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.

TROPHY OCEANFRONT ESTATE! This one-of-a-kind luxury estate offers an unparalleled coastal lifestyle on 120 feet of prime oceanfront. Designed for the discerning buyer, this breathtaking property combines elegance with the ultimate boating experience.The centerpiece of this estate is the 120,000 lb boat lift, capable of accommodating a 70 ft yacht--a rare find in the Keys. The property also features a private mooring buoy, 2 additional boat lifts, and a private boat basin equipped with a compressor-operated bubbler system to keep seaweed at bay. With exclusive bay bottom rights, its a true boaters paradise, offering the perfect space to keep your vessels safe. Inside, the estate is a showcase of luxury. It features 5 spacious bedrooms, an exercise room, 4 full baths, and 2 half baths, all thoughtfully designed for comfort and style. The main living area boasts vaulted ceilings and opens onto a massive tiled patio surrounding a raised pool and spa. This elevated design allows for a seamless flow between indoor and outdoor living, complete with a covered bar area for entertaining and breathtaking panoramic views of the Atlantic Ocean and Little Palm Island.The chefs kitchen is equipped with high-end appliances and an open layout, perfect for grand gatherings. A separate dining area is adjacent to the kitchen and living area. There is a laundry room and the 5th bedroom is currently set up as an office for added flexibility. The single-car garage provides peace of mind for your vehicle, large storage area under the house.Set on an expansive 37,400 sq. ft. lot, this estate is beautifully landscaped, resembling a resort with lush tropical gardens. A desalination plant and backup generator ensure complete self-sufficiency, while the private beach offers your own slice of paradise. This is a trophy property with unmatched boating capabilities and luxurious living. Dont miss your chance! Schedule your private tour today! Video tour https://tinyurl.com/1151Ocean

Welcome to Howell Key! This unique island oasis, purchased in 2010, was developed as an off-grid, private family retreat for a multi-generational remote getaway. Now, this breathtaking 9.69-acre turnkey opportunity is on the market, inviting you to live your offshore island dream or invest in a one-of-a-kind vacation rental experience. Situated off mile marker 25 in Summerland Key, Florida Keys, Howell Key is just a 5-minute boat ride from your private masterpiece. With direct access to both the Atlantic Ocean and the Gulf of Mexico, your watersport dreams can come true daily. Proximity by boat is close to Looe Key National Marine Sanctuary, many sand bars, and the famous 5-star Little Palm Island Resort and Spa. This inviting island sanctuary features dockage accommodating vessels up to 50 feet and an electric gate leading to the marina lagoon. The energy-efficient, immaculate five-bedroom, four-bath home boasts a saltwater pool, exposed beam ceilings, travertine tile throughout, and SIPS panel technology construction. Additional structures on Howell Key include a guest house, garage, animal pens, pickleball court, tiki hut with beach, helipad, and finger dock with a covered sitting area. Plus, a second ROGO-exempt permit allows for constructing another dream home. This is a completely turnkey, fully furnished property that provides a peaceful, tropical escape from the ordinary. This purchase includes a Shore Station Lot completely fenced in to leave vehicles and has a 58 seawall to accommodate your personal ferry. Full list of amenities included in the documents tab.