Summerland Key FL Real Estate & Homes for Sale

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!)

Charming Craftsman 2 bed 2 bath cottage with a large garage workshop and private tropical backyard. The interior features wood lined ceilings, built in storage, tile and carpet floors. Full concrete seawall with davits and a diving board! The property has been a successful vacation rental with 15, 5 star reviews on VRBO! Offered furnished. Metal roof & fenced yard. Easy to see call to view!

Discover island living at 701 Spanish Main Dr, Unit 335 in Cudjoe Key, FL. 2Bd/1Ba successful vacation rental located in a premium location on the water with open water views and features a 35' concrete seawall for docking a boat. Dock is equipped with dock posts, cleats, water, and storage. Large patio space to enjoy paradise overlooking the water, with table and grill for outdoor dining. This property promises both convenience and relaxation. Don't miss your chance to own a piece of paradise. Venture Out community amenities abound, including a sparkling swimming pool, tennis courts, boat ramp, and clubhouse, ensuring endless opportunities for recreation and relaxation just steps from your door. Conveniently located just minutes from Key West and all the attractions of the Lower Keys, this waterfront gem offers the ideal combination of seclusion and accessibility. Whether you're seeking a weekend getaway or a year-round residence, 701 Spanish Main Dr, Unit 335, is sure to exceed your expectations. Don't miss out on this unparalleled opportunity to experience the ultimate Florida Keys lifestyle - schedule your private showing today!

Discover island living at 701 Spanish Main Dr, Unit 79 in Cudjoe Key, FL. This charming property offers an unbeatable opportunity for investors or those seeking a tranquil retreat. Currently operating as a successful vacation rental, this home is perfectly positioned to generate income or serve as your own private oasis. This property promises both convenience and relaxation. Don't miss your chance to own a piece of paradise.Venture Out community amenities abound, including a sparkling swimming pool, tennis courts, boat ramp, and clubhouse, ensuring endless opportunities for recreation and relaxation just steps from your door.Conveniently located just minutes from Key West and all the attractions of the Lower Keys, this waterfront gem offers the ideal combination of seclusion and accessibility. Whether you're seeking a weekend getaway or a year-round residence, 701 Spanish Main Dr, Unit 79, is sure to exceed your expectations. Don't miss out on this unparalleled opportunity to experience the ultimate Florida Keys lifestyle - schedule your private showing today!

Amazing location transient rental opportunity! Canal Front, stilted 2bd/2ba, 35' seawall with custom-tiled deck and open water views from spacious deck. Downstairs storage room for plenty of extras and large patio living space under home. Very nicely decorated and fully furnished to be move in ready! This beautiful home makes a fantastic vacation rental w/ rental history available upon request. You deserve paradise! Only 30 minutes to Key West or Marathon, the 24 hr guard gated resort offers many amenities including a huge pool & hot tub, tiki beach, tennis, pickle ball, bocce ball, boat ramp, marina with fuel, ship store & too many activities to mention! Your boat ride is just a short idle up the canal to the open water, in just seconds you'll be in the Atlantic or Gulf! Schedule your private preview today!

Experience coastal living at its finest with this meticulously rebuilt and remodeled home, completed in 2024 to offer a luxurious and contemporary waterfront lifestyle. Nestled in an oceanside location, this property provides quick boating access and boasts some of the best diving and fishing spots in the Keys.The exterior of this home showcases a new metal roof, hardie siding, and impact windows and doors, combining durability, style, and energy efficiency. Step onto the newly constructed stairs, decking, and porch to savor the stunning canal views and take in the sights of birds and wildlife over the salt ponds. The aluminum railing adds a touch of elegance to the outdoor spaces, while dockage for your boat ensures easy water access for your aquatic adventures.Inside, the interior has been thoughtfully redesigned with new flooring that adds both beauty and functionality. The kitchen features new stainless appliances, elegant cabinetry, and granite countertops. The bathrooms have been revamped with new cabinets and tile. Upgrades to the electrical and plumbing systems guarantee safety and efficiency, while new drywall and insulation contribute to a comfortable and energy-efficient home environment. The brand new AC system ensures year-round comfort.Whether you're lounging on the porch, exploring the ocean, or enjoying the natural beauty surrounding the property, this remodeled home offers the perfect blend of coastal charm and modern amenities. With its prime location and breathtaking views, this waterfront oasis is a dream come true for those seeking the ultimate Florida Keys lifestyle. Don't miss out on the opportunity to own this slice of paradise!

Nestled in Little Torch Key, this charming mobile home invites you to experience the island life without the constraints of an HOA. Boasting a well-kept exterior and a thoughtfully designed interior, this property offers versatility with its 4 bedrooms and 1.5 baths, convertible to a 3 bed/2.5 bath layout.As you approach, the spacious open yard on a sizable lot greets you, promising a canvas for your personalized paradise. Imagine quiet mornings immersed in nature's symphony, delightful outings, breathtaking sunsets, and effortless boat adventures. Just 20 minutes from Key West, convenience blends seamlessly with island living, with easy access to amenities and the Key West Airport.Inside, recent upgrades including new appliances, a fenced backyard, paver pathways, and modern HVAC systems ensure comfort and style... a full feature list is available on request. Multiple serene sitting areas dot the fenced property, complemented by ample parking for vehicles, RVs, watercraft, and more.A separate CBS structure adds versatility, whether used as storage, a workshop, or a studio. Two minutes away, a boat ramp with generous trailer parking offers swift access to the open ocean, perfect for fishing, snorkeling, and island hopping to Picnic Island or Kiki's sandbar.The fourth room, currently laundry and storage, is adaptable to various needs and adds further flexibility to this enticing property. Sold furnished and with long-term investment potential and future building possibilities, this turnkey, elevated home invites you to schedule a showing and seize this exceptional opportunity.

Sugarloaf Shores Vacant Lot with ROGO allocation and Dock Permit. Start building your dream home in last of several vacant canal lots in desirable neighborhood. Oversized lot ready for your custom plans to start construction. Dock plans with Army Corps and DEP permits in place. Two lots in from open water. Great boating from over 150' of water frontage on wide canal.

At the end of Wahoo Lane you will experience over 100 feet frontage of open water with gorgeous sunset views. The updated home features three ensuite bedrooms with lots of upgrades and elevator. The spacious yard offers endless opportunities for outdoor entertaining or relaxing in the sun. Lots of room for a pool, tiki, expansion or addition, guest quarters or other accessory structures. Deep, wide canal, over 200 feet of concrete retaining wall. Excellent boating. It's a must see don't let this opportunity slip away.

At the end of Wahoo Lane you will experience over 100 feet frontage of open water with gorgeous sunset views. The updated home features three ensuite bedrooms with lots of upgrades and elevator. The spacious yard offers endless opportunities for outdoor entertaining or relaxing in the sun. Lots of room for a pool, tiki, expansion or addition, guest quarters or other accessory structures. Deep, wide canal, over 200 feet of concrete retaining wall. Excellent boating. It's a must see don't let this opportunity slip away.

This beautiful canal front home with great boating in Sugarloaf Shores has been renovated and updated top of the line. With a fabulous open floorplan this home has a gorgeous chef style kitchen with spacious counter seating that flows between living & dining rooms and is the center of the house with the 3 bedrooms each in their own corner of the house for great privacy. The separate laundry room is right off the kitchen and the large outdoor dining & lounging verandah opens from the dining room, master bath & 3rd bedroom/office connecting the entire back of the home and overlooking the canal. The covered lower level has room for multiple cars, boats and water toys as well as a large work shop and the driveway has room off to the side for RV parking. Downstairs also has ample dining and lounging areas as well as a custom built bar made of stunning blood cypress wood. The yard has beautiful native landscaping with multiple local fruit trees and with approximately 80 feet of concrete dock with water launch and davits you can be boating, kayaking or paddle boarding into the atlantic in minutes.

Discover the ultimate island lifestyle at 17054 Coral Drive! This meticulous waterfront home, designed for seamless indoor-outdoor living, is truly a boater's dream. Well-sited on a 12,500SF canal-front lot in the highly desirable Sugarloaf Shores neighborhood, it features easy boating access to the world-famous Florida Keys backcountry, the Gulf of Mexico, the Atlantic Ocean, and world-class flats and offshore fishing. Lush tropical landscaping, a 100-foot concrete seawall, a 5,500-pound boat lift with davits, a private rooftop terrace, and gorgeous open-water views are just a few of the amenities that await. Inside the impressive 4-bedroom, 3-bathroom home, you'll find 10-foot vaulted ceilings, open-concept living, two primary bedrooms, and a home theater room. The gourmet kitchen features stainless steel appliances, a large island with a breakfast bar, and convenient access to the screened-in Florida Room that opens to the sundeck, outdoor dining area, and a rooftop terrace accessed via the spiral staircase - perfect for entertaining! The circular driveway with covered parking, and a large garage ensure plenty of room for all your vehicles and guest parking. Additional amenities include a massage room, custom-built bar, a fire pit, and an outdoor shower constructed from an original Key West ticket booth. Enjoy covered al fresco dining, stunning views, and year-round sunrises and sunsets from the large decks on every level. Sugarloaf Shores is an upscale coastal enclave located just minutes by boat or car to Key West. Now available for the first time in over two decades - Don't wait, schedule your private showing today!

This well maintained 3 bedroom and 2 bath WATERFRONT home has had one owner since constructed. This home is located in Sugarloaf Key on a quiet Street. The front wrap around balcony has peaceful views of the evening sunset. The spacious open living area includes the kitchen, living room and office. This open concept that is perfect for gathering. The living room opens up to a large screened in balcony which is approximately 400 square feet overlooking the canal. This waterway is a great boating canal that leads to the Gulf and the Atlantic in just minutes. The concrete seawall stretches the entire rear of the property line and davit pads are in place. All bedrooms are generous in size. The Master en suite has waterfront views and French doors that connect to the balcony. The Master features a spacious layout, deep closets, and a jetted bathtub. Home was built with oversized support columns for a potential additional floor to be constructed. This property boast so many extras that includes; a new metal roof, downstairs storage enclosure, covered parking, impact doors and accordion shutters for lower insurance cost. This home is a must see.

The possibilities are endless with this 7,583 sq ft SINGLE LOT boasting just over 50 feet of canal front. The home features a screened in balcony porch overlooking the canal with partial bay views.MAJOR IMPROVEMENTS made include, a new metal roof, new main sewer, plumbing, and electrical. The interior was converted from 2 bedrooms to 4 bedrooms. Add your cosmetic touches to this two story home with 2 bedrooms/ 1 bath upstairs and 2 bedrooms/1 bath downstairs. This property is ideal for boaters and water enthusiasts. Excellent BOATING with open water access into South Pine Channel. From there you can be in the Gulf or Atlantic in minutes. The canal has a 4 foot control depth. Enjoy the peace and tranquility of this location along with the convenience of being close to Restaurants and Shopping. Fence this property in for additional seclusion and add a pool. The spacious yard offers endless opportunities for outdoor entertaining or relaxing in the sun. Don't miss out on this incredible opportunity to create the ultimate waterfront paradise. Schedule a showing today and start living the Florida Keys waterfront lifestyle you've always dreamed of.

The possibilities are endless with this 14,824 sq ft DOUBLE LOT boasting just over 100 feet of canal front. The home features a screened in balcony porch overlooking the canal with partial bay views.MAJOR IMPROVEMENTS made include, a new metal roof, new main sewer, plumbing, and electrical. The interior was converted from 2 bedrooms to 4 bedrooms. Add your cosmetic touches to this two story home with 2 bedrooms/ 1 bath upstairs and 2 bedrooms/1 bath downstairs. The joining lot is a Tier 3. Submit your building plans to the county for your ROGO allocation and build a second home next door. (Please confirm with Monroe County). This property is ideal for boaters and water enthusiasts. Excellent BOATING with open water access into South Pine Channel. From there you can be in the Gulf or Atlantic in minutes. The canal has a 4 foot control depth. Enjoy the peace and tranquility of this location along with the convenience of being close to Restaurants and Shopping. Fence this property in for additional privacy and add a pool. The spacious yard offers endless opportunities for outdoor entertaining or relaxing in the sun. Don't miss out on this incredible opportunity to create the ultimate waterfront paradise. Schedule a showing today and start living the Florida Keys waterfront lifestyle you've always dreamed of.

MOTIVATED SELLERS! MOVING TO NEW LOCATION SOON FOR EMPLOYMENT.Cudjoe Key offers a tranquil and laid-back atmosphere, perfect for those seeking a retreat from the hustle and bustle of city life. This property enjoys easy access to the island's pristine beaches, crystal-clear waters, and abundant recreational opportunities. Residents can indulge in activities such as boating, fishing, snorkeling, and kayaking just moments from their doorstep. Don't miss out and experience the laid-back charm and coastal beauty of Cudjoe Key. Whether you're seeking apermanent residence, vacation retreat, or investment opportunity, this property offers the perfect blend of comfort, convenience, and natural paradise in the Florida Keys.

SPECTACULAR OCEANVIEWS!!! Just a few houses in from the Wide Open Ocean & Bay- CBS House 3 Bed/2 Bath - 80 ft. Concrete Dock on a Deep - Water -Wide - Canal. Beautifully Landscaped Yard. This home features - Cathedral Ceilings, Custom Cabinets & Island. Great Layout, & Impeccable Craftmanship on the Front Door & Tile through out. Plenty of Room for a Pool, RV, & All your toys. Quiet neighborhood - But close enough to Key West for all the Entertainment & Fun. Truly a Fisherman's Dream.

Beautifully renovated 2 bedroom, 2 bathroom canal front home in a gated community with many amenities and activities. Well appointed eat-in kitchen and open concept living with family room that opens onto your spacious outdoor porch overlooking the clear boating canal. 35-foot concrete seawall with quick boating access to the Gulf of Mexico and Atlantic Ocean. Home comes fully furnished and has NEW: A/C unit, hot water heater, LVT flooring, sliding glass door, refrigerator, microwave, dishwasher, countertops, bathroom faucets, toilet and washer/dryer... this property is MOVE-IN-READY and like new! Venture Out is an individual owned residential condominium community with 24 hour gated security, located only 19 miles from the vibrant city of Key West! Parking for one vehicle, no age restrictions, two pets allowed, and transient (1 day) rentals are permitted. Venture Out community amenities: oceanfront heated saltwater pool and jacuzzi, a marina with fuel dock, convenient store and boat launch pickleball, basketball and tennis courts.

Exquisite New Construction Home scheduled for completion in Fall 2024! Discover luxury living in this coastal haven. Boasting solid CBS construction, metal roof, impact windows & doors throughout. This 4 bedroom, 3 bath home is the epitome of modern elegance and coastal charm that boasts over 2,200 sq. ft of finished interior & exterior luxury! Step inside to be greeted by abeautiful, upscale kitchen featuring stainless steel appliances, shaker cabinets, & quartz countertops. The stunning floating staircase & porcelain tile flooring throughout the interior add to the home's contemporary allure. Open living spaces are designed for seamless entertaining & relaxation, with large windows that flood the interiors with natural light & provide picturesque views.This Green Certified home is equipped with (3kw) solar panels, water cistern, & grey water reuse system, showcasing acommitment to sustainability and environmental consciousness. Enjoy this Smart Home with the convenience of WiFi-controlled lighting, along with luxury fixtures that elevate the living experience. Grillers will love the outdoor kitchen equipped with a 48'' grill, side burner, sink, refrigerator, and ice machine. Outdoor enthusiasts will appreciate the 50' concrete seawall, offering easy access to the pristine boating waters of the Florida Keys. Approx. 1200 sq ft of expansive terraces to enjoy the tropical breezes, outdoor living is taken to new heights. This exceptional property also features a garage and downstairs storage. This home presents a rare opportunity to own a new luxury residence in one of the most desirable locations in the Florida Keys. Don't miss your chance to experience the epitome of coastal luxury living - call today to for more details to make this exceptional property your own! With ROGO permits coming to extinction in the Keys soon, lock in today's pricing! *Please Note - Renderings are forillustrative purposes only; final product may differ*