Sugarloaf FL Real Estate & Homes for Sale

This impressive resort style home features a contemporary interior of 2900 square feet. 1900 square feet upstairs 3 bedrooms & 3 baths. 1035 downstairs with additional bath 4th bedroom, rec room and 2nd laundry area workshop and gym area The open floor plan of the living area and kitchen has glass walls overlooking the beautiful open water vistas with glorious sunsets every day!! The kitchen is a foodie's dream. Spacious and updated kitchen includes stainless steel appliances, large Island, built in ovens , granite counter tops and cream custom cabinetry. The natural light and recessed lighting create a lovely ambiance. The adjacent living is generous in size with incredible ocean views. A split floorplan with 2 bedrooms and two baths on one side and private master suite area on other side. Very spacious with private screened porch. The ensuite bath is a pleasure. Soaking tub and walk in shower a plus. Double sinks, granite counter tops and marble flooring. Custom walk in closet for all the storage you need. The lower level adjacent to pool is permitted at recreation room, additional bath and 2nd laundry area. Host an alfresco party down by the heated pool with lots of privacy with the abundance of tropical foliage. An easy spot for year round outdoor living. Concrete seawall to dock your toys and boat lift and best of all a sandy beach and basin to play in.

Nestled within exclusive Sugarloaf Beach, on a gated, abundantly private 2.5-Acre lot, lies an incomparable, 5,200 Sq. Ft. Oceanfront Estate, boasting unparalleled resort-style amenities! A protected, 6-Boat Basin with 25K and 16K lifts, with boat ramp, and private sandy beach, lookout and composite observation deck, this property is an angler's paradise! Enjoy immediate access to world-class fishing and diving from your own backyard. After a day on the water, cool off in the designer, lagoon-style saltwater pool, complete with heater, chiller, and custom water features. Relax poolside in the shade of the tiki bar, featuring TVs and True refrigerator/freezer drawers with ice machine. Enjoy endless sea breezes from your private sandy beach and sip evening cocktails with guests around the firepit. Grill up your fresh catch in the well-equipped outdoor kitchen, with built-in BBQ and Viking and True appliances. Upstairs, the colossal Great Room offers Open Water Views and features a bright and breezy open concept, with Chef's Kitchen, stainless appliances, and spacious dining room. Enjoy gorgeous Ocean Views from either of two covered verandas. Retire to a luxurious primary suite with in-suite office, en suite, walk-in closet with laundry, sun room and additional loft. Visitors will enjoy comfortable accommodation in either of two spacious upstairs guest bedrooms, or in the privacy of the separate downstairs living space boasting three additional guest bedrooms. Catered to hosting memorable events, this property is wired with a Sonos sound system and property-wide Wi-Fi throughout. Enjoy an abundance of storage for tools and equipment with the attached two-car garage and built-in fishing lockers. Plenty of parking for all with an attached one-car garage and additional open parking with a winding brick paver driveway. Peace and tranquility abound at this lushly landscaped and supremely private Sugarloaf Key paradise. Call for more information today!

LUXURY WITH BREATHTAKING SUNSETS AND SUNRISES! Welcome to Sugarloaf Villa! A Stunning Waterfront property which sits on over 1 acre of land and is designed with impeccable taste and luxury. Upon entering this spectacular home you are greeted by an Italian handcrafted floor tile inspired by our wonderful Keys marine life. Next you will enter the grand yet inviting living space with expansive windows that effortlessly incorporate the outdoors view. Open Bay Views and Breathtaking Sunrises which you will never tire of! Open floor plan and Wonderful kitchen with high end stainless appliances and gas stove which will delight the chef in you and make for incredible entertaining possibilities! With 6 bedrooms and 4 baths this spacious home has plenty of room for all! The Gated Villa is nestled in a green landscape surrounded by mangrove and lush palm trees. A paradise for Ocean lovers and fishermen, the Sugarloaf Bay is easy access to both the Gulf and the Atlantic side. Also minutes away from Marvin Key. where you may spend the most memorable time enjoying the quiet sand bars with the most pristine clear water. Just in front of the Villa you may try lobstering during the season, as well as enjoying paddle boarding and kayaking in the calm Bay. Its elegant and contemporary decor, with nautical theme and vibrant key west blue pastel colors, create a peaceful and chic ambience. Other features and amenities of the property, a wonderful Heated pool overlooking 239 feet of Open Bay water frontage! Shuffle board, fire pit, and lots of room for all of the fun activities. A basin and a spacious long dock accommodating boats requiring up to 3 ft draft and other water toys. Three different outdoor dining areas 2 terraces and 3 balconies to enjoy the natural surroundings. Allini Condo Hybrid water filter for kitchen and refrigerator. Nest AC control and fire control. Fresh Water Pond with fish and fountain. A marvelous long table for family dinners under the stars in Paradise!

Spectacular Waterfront Oasis on OPEN BAY Southpoint Sugarloaf Key. Your Dream Home Awaits!Step into paradise at 320 South Point and prepare to be captivated by this spacious waterfront estate. Boasting 5 bedrooms, 3 baths, bonus rooms, and more! Sprawling over a generous 15k+ sf lot, this property promises an extraordinary lifestyle in the Lower Florida Keys. Located a few miles from Key West, this much desired neighborhood is a true treasure in the Keys. This 2 Story Concrete Home with Metal Roof and tons of storage and porches is perfect for hosting all of your family and friends. Open Floor plan to enjoy entertaining while cooking! Kitchen equipped with new stainless steel appliances with wonderful finishes, beautiful custom granite countertops, and ample space for culinary creativity. Keep the doors open to the screened in porch off the living area and enjoy the ocean breezes and fresh salt air. Split bedrooms and views from every room! The downstairs has its own separate entrance for privacy. The Expansive Lot offers freedom of space and seclusion on your own slice of tropical paradise with lush landscape, gorgeous statues and fountain. Enjoy relaxing or sitting bar side with friends and your favorite cocktail. Prepare to be mesmerized by the stunning panoramic vistas of the Breathtaking open bay views! Watch marine life during the day or under the stars and moonlight at night as it reflects off the waters of the open bay. With Unrivaled Sunsets, witness nature's grandeur every evening as the sky erupts into a symphony of colors, painting the horizon in hues of gold, pink, and orange. These sunsets will leave you breathless!. Concrete Dock for your boats and toys. Lobster, paddle board, kayak, swim right off your own property! Mere minutes from incredible fishing to back country islands & beaches. Seller has Monroe Co. approved plans for permit for boat lift, infinity pool, and outdoor kitchen. Also giving a $20k credit for new flooring on upper level.

Elevated, custom-built home located in the much-desired Indian Mound Estates neighborhood on Upper Sugarloaf Key. Home sits high & dry (with covered parking & storage underneath) on an expansive 10,000 sq ft lot with room for pool, gardening & more. Must drive slow thru Indian Mound Estates, lots of kids & key deer. You enter the home at the Great Room (den & dining areas) with soaring ceilings. What better way to enjoy the Keys weather than lounging on the large, screened porch (that's 27 ft long), accessible thru French doors just off the den & dining area? One bedroom & one full bath on the lower level along with den, dining, kitchen & laundry room. Upper level boasts two bedrooms (one w/ an ensuite office / study) along with another full bath (jack-n-jill). Recent upgrades include new kitchen, bath & flooring on the lower level plus impact rated windows all around & roof. Community boat ramp just around the corner (puts you in Bow Channel) plus, plenty of room to store your boat or other toys on this larger 10,000 sq ft property. Located close to Sugarloaf elementary school & just a short ride down to Key West. Make 19533 Mayan your Keys retreat.

Situated on a 20,000 square foot secluded lot with canal frontage, this two bedroom two bath home is ready for your special touches. There is permitted (to be verified by buyer) living space in the downstairs enclosure that includes a wonderful, screened in porch. Upstairs there is open floor plan for the kitchen, living and dining areas all with delightful wraparound balcony, great to capture the sea breeze and water views. Been in the same loving family for many happy years. Make this property your home today.

Nestled in the serene landscape of Sugarloaf Key, this magnificent 1.7-acre waterfront property presents a rare and unparalleled opportunity to bring your dream home to life. Featuring a sprawling open water shoreline of approximately 170 feet, complemented by an impressive canal side stretching over 435 feet, this land offers a picturesque canvas for your architectural masterpiece. The property already houses a charming 2-bedroom, 2-bathroom residence, a testament to the potential for comfort and style that awaits. However, the true allure of this estate lies in the unique opportunity it offers: the chance to embark on building your custom paradise home and since you are already ROGO approved it should be easy to obtain your own approved plans and permits. This process ensures that your vision for a perfect residence can be realized precisely as you imagine it, tailored to your specific desires and lifestyle. Imagine waking up every day to this tranquil beauty, surrounded by panoramic water views that promise peace and privacy. Whether you envision a luxurious waterfront villa, a modern architectural wonder, or a cozy retreat blending seamlessly with the natural landscape, this property is a blank slate ready to be transformed into your personal haven. With its prime location, expansive water frontage this land is not just a piece of property, it's the gateway to living your tropical dream. Seize the chance to create a home that not only reflects your unique vision but also offers an exclusive escape in one of the most coveted destinations in the world. Your perfect house in paradise awaits on this splendid Sugarloaf, Key West estate.

Iconic Key West Character at this sprawling 1,859 Sq. Ft. Canal Front home in desirable Sugarloaf Shores! Located on the no-bridge side of Sugarloaf Key, with a generous 55' dock with 10K boat lift, enjoy world-class fishing and diving from this ideal location. Upon entry, the Great Room is open and airy with soaring cathedral ceilings, and is flooded with natural light. Striking hardwood floors, wood-burning fireplace, 6'' baseboards, and fluted doorjamb trim add warmth and vibrance to the space. Five sets of pocket sliding glass doors open onto an expansive veranda, oriented to take advantage of sublime Eastern sea breezes, for year round indoor-outdoor living. Entertain for the masses in the spacious kitchen, featuring abundant storage and prep space, wood cabinetry with custom built-ins, and stainless steel appliances. A generous dining room offers space for gathering with family and friends, and boasts serene Canal Views. A spacious bonus room provides potential for personalization, and could easily be utilized as a home office, media room, or additional bedroom. Two large bedrooms provide comfortable accommodation and come complete with generous closet space. An upstairs laundry room offers added convenience and storage. Downstairs, the attached, permitted two-car garage is truly a rare find! Enjoy an abundance of secure parking, as well as open parking and trailer storage in the front yard. An additional, sizable downstairs storage room allows for keeping tools and equipment out of the elements. The large screened-in patio boasts a jetted, heated swim spa for relaxing with evening cocktails. The backyard offers well-maintained green space and mature trees; this property feels abundantly quiet and private! This home was made for enjoying the outdoors; your ideal Florida Keys lifestyle awaits at this exceptional home in sought-after Sugarloaf Key! Call to schedule a showing today.

Escape to your own private sanctuary nestled within the pristine beauty of approximately 3 oceanfront acres of a nature and wildlife preserve. Welcome to your secluded home, where every moment offers a breathtaking panorama of the surrounding mangroves and waters. Embracing the timeless charm of Old Florida Keys, this retreat is the definition of tranquility and serenity.Perched high above on 16ft stilts, this home offers unparalleled 360-degree open water views that stretch as far as the eye can see. Step onto the double wrap-around balconies and immerse yourself in the sights and sounds of nature, with no neighbors to disturb your peace. Experience the joys of simple living in this cozy, 2 bed, 2 bath home with a split floor plan, with stunning views from every window!This property is TRULY one of a kind, schedule a showing today!

Escape to your own slice of paradise in this stunning waterfront home located in the serene community of Sugarloaf Key. This impeccably maintained property offers the perfect blend of comfort and luxury in a tropical setting. Step inside to discover a bright and airy open-concept living space that seamlessly blends indoor and outdoor living. The spacious living and dining areas are perfect for entertaining. This property is ideal for boating enthusiasts, with easy access to both the ocean and gulf, and 100ft of pristine concrete dock. Host gatherings and celebrations in your private outdoor entertainment area. Whether it's a barbecue with friends, a cozy bonfire under the stars, or simply relaxing in the fresh air, this property is designed for those who appreciate the freedom of outdoor living. Two generously sized tiled porches, one of which is screened, provide additional space to relax and enjoy the coastal breeze. A connecting widow's walkway leads to a two-story star deck, offering panoramic open water views. This residence features three distinct garages, providing ample space for all your recreational vehicles and equipment.

Welcome to your tropical home in Paradise! Perfect Island living in this super cute waterfront home located on prestigious Sugarloaf Key only a short ride to all Key West has to offerThis beautiful 3 bed 2 bath stilted waterfront home sits on a large 11,900 sft lot on a Wide canal with dock & 10,000 boat lift. Great Boating and Fantastic fishing. This gorgeous home has been remodeled top to bottom. Open kitchen and a cozy living/dining space. 3 bedroom split concept and 2 baths are on the main floor. Step out from the living room onto the large, Screened deck for ultimate Florida Keys entertaining & or feel the tropical breeze while looking out at the Gorgeous Keys Sunsets from your Master suite private balcony. A staircase leads you down to the tiki hut and covered sitting area under the house and to the entertaining area in the back yard by the water where there is plenty of room to build your dream pool and spa. There is an enclosed downstairs Garage and storage area for all your toys! Covered parking & lots of open parking for guests, RV, and boat trailer. Low maintenance landscaping. Assumable VA loan option

Step into paradise at this newly renovated 3 bedroom, 2 bathroom waterfront getaway located in Sugarloaf Shores. As you walk in, you are greeted by an open concept with cathedral ceilings and Lifeproof laminate wood floors throughout. The updated kitchen features quartz countertops, stainless steel appliances and a gas stove. The open kitchen and living area provides an indoor-outdoor feeling with sliding glass doors leading out onto the covered balcony overlooking a 70' wide flow-through canal. The main bedroom boasts an updated en-suite bathroom with a unique custom wooden vanity and a large glass door shower. You'll have enough room for family or guests with 2 extra bedrooms and an updated guest bathroom featuring a shower/tub combo. This home has a metal roof and impact-resistant windows and doors. Downstairs has plenty of room for storage. The backyard features an outdoor shower, 12ft x 12ft tiki hut, a wooden dock, a 12,000lb boat lift, and an 8ft x 16ft Dr. Wellness swim spa with 3 seats, swim current, lights and a stereo. Property is also equipped with 50 amp RV hookup. Call today for your luxury tour!

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 property line and davit pads are in place. All bedrooms are generous in size. The Master en suite has a deep closets, a jetted tub and access to the screen in patio. The Master also has waterfront views from the French doors. 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 and impact doors and accordion shutters for lower insurance cost just to name a few. This home is a must see.

Beautiful open water 5 bedroom 4 bathroom South Point Sugarloaf Key dream home. Very well laid out for an array of guests or family to gather with a split floor plan including a large master suite with a wall of windows to wake up each morning to the turquoise water of the Florida Keys. Enjoy wall to wall stunning open water views, there are so many areas to bask in this waterfront delight. The 12,500 sq. ft. lot offers an endless array of possibilities for outdoor play or the addition of a pool. The 120 ft. concrete seawall with davits is a boaters delight for great and easy access to world class fishing, diving or lounging at the famous sandbars. The elevated home allows for the entire lower level to be another outdoor lounge and entertainment area. There are two large storage areas to store all your toys and gear as well as plenty of room for parking.Enjoy the magic of peaceful waterfront living in one of the Lower Keys most coveted neighborhoods and also just a 15 minute drive from Key West. Schedule your private showing today, in person or with a live video showing.

Marketed well below current value, this is a premier property in one of the most coveted neighborhoods in The Florida Keys. The ocean vistas from this bright and airy home are transcendent - only surpassed by the views from the expansive decks! With fantastic east side boating and resort-style pool and spa, this home checks all the boxes. Nearly new home built to the latest Florida and Monroe County Building Codes for extreme storm resistance and low insurance premiums. Seller is FL licenced Realtor

MOTIVATED SELLER. Bring an offer! Canal front, 3 bedroom, 2 bathroom with dock in Lower Sugarloaf! 8,000 sq. ft. lot. 3-4' control depth. Boating access to the Atlantic and Gulf. Great layout for you, your family, and guests with well situated bedrooms and open concept living/dining room.Ample parking, covered storage and plenty of space for your toys. The home is elevated, with covered parking/storage below. The backyard includes a deck, floating dock, outdoor shower, and fish cleaning station. Mature fruit trees on property. Plenty of room for a pool. Metal roof and impact windows help keep this home affordable with reduced insurance costs. The home is ready for a new owner to customize with their finishing touches to create a perfect slice of paradise.

Your own private oasis awaits. Don't miss out on this spectacular move in ready, stilted CBS home located on a 14,000 sqft lot. Featuring 1,200 sqft of living space, 3 bedrooms and 2 baths.Open kitchen floor plan with solid wood cabinets, beautiful granite countertops thru out, stainless steel appliances and wine cooler. New flooring, baseboards, solid wood bedroom and bathroom doors.Freshly painted with brand new gutters. Cleared yard with gravel driveway and covered parking. Plenty of space to add in a pool, park work vehicles or an RV.New metal roof, central A/C and hurricane impact windows doors. Sewer connected. Ample space for back deck expansion for entertainment.Great for families, within walking distance from Sugarloaf Key School. Close public boat ramp, grocery store, restaurants, library, churches and State Park with beach. Owner is a lisenced real estate agent.

Privacy and Plenty of room, 19831 Date Palm Drive on Sugarloaf sits on a quiet, private road with the house on one lot PLUS an adjacent buildable lot next door. This property fronts a canal with a concrete seawall. Lots of space to make this a private, waterfront retreat. Come see how you can make this your own. Owner financing a possibility.

Introducing an exceptional opportunity to acquire a vast property in the heart of Sugarloaf Key. This expansive estate covers over 21,000 square feet, with 1,760 sq. ft of air-conditioned space and room to build.The property features a delightful two bedroom one and a half bathroom main house complimented by a quaint one bedroom, one bath guest house, ideal for accommodating visitors. !! Large lanai overlooks the pool with built in spa, swim jet and waterfall. New pool equipment was installed in '22 with high efficiency pumps and heater.The extensive site is currently partitioned into three lots, offering ample space to construct your dream luxury home and park your RV. Located just down the street is a private boat launch, offering some of the finest water access in the Florida Keys, For any family, within walking distance of the property is the the highly-regarded Sugarloaf School. For those working remotely, the property includes two spacious offices, which could potentially be repurposed as bedrooms. These offices offer a tranquil and comfortable environment for productivity and creativity.The outdoor amenities are equally impressive, featuring a large outdoor bar and kitchen with adjacent separate fish cleaning sinks.It boasts 9 seating and dining areas throughout the property and has an outdoor ping pong table, Pool table, horseshoe and a beach volleyball court.In addition, there is a greenhouse with well irrigation for ease of plant and garden care.There are 6 off street parking spaces for vehicles and boats in front of house with 10 foot gates to access for more private storage or parking. This property also features an added unique opportunity to build a custom home on 10,000 square feet of land in one of the most sought-after areas of Sugarloaf Key. These lots already have 6 ft fencing with landscaping and a 16 foot custom gate for access from Seminole St. Don't miss this rare chance to create your dream home

Stunning Sugarloaf Retreat with private sandy beach, sparkling pool, and sprawling dockage! This turnkey, coastal home offers elevated seaside living, with designer finishes and a resort feel. Entertain like never before in the bright and spacious main living area, with soaring cathedral ceilings and jaw-dropping Views of the Gulf of Mexico. Cook for the masses in the expertly equipped Chef's kitchen, boasting high end stainless steel appliances, including gas range with vent hood and industrial size refrigerator, quartz countertops and backsplash, kitchen island with seating, abundant storage, and sizeable pantry. Dine al fresco and take in the endless sea breezes from the screened-in back patio, or enjoy peaceful Open Water Views from the adjoining open back porch. Visitors will enjoy comfortable accommodations in either of two generous guest bedrooms, while the primary suite features a luxurious en suite bathroom, large walk-in closet, and private balcony with panoramic views of the Gulf and manicured yard below. Host endless summer gatherings in a back yard oasis, complete with in-ground pool, private beach, and lush tropical landscaping offering loads of privacy. Just steps from the sand, an oversized dock allows for frequent boating adventures with ease. Store kayaks, paddleboards, boating equipment, and multiple vehicles out of the elements in a massive 4-car garage, easily accessed from garage doors on both the front and back of the home. A brick paver driveway provides additional open parking. Nestled within the established Indian Mound Estates neighborhood but just minutes to nearby shops, restaurants, and schools, this exceptional property won't last long. Schedule a tour today!

Private, quiet and large. VERY nice, updated single-family home at mile-marker 20. Owners have made excellent improvements and updates. Two bedrooms on ground floor, 3rd bedroom and master bedroom, bath and balcony on 2nd floor. Quartz countertops, rosewood flooring upstairs, security system. 17,500 sqft lot, fenced and landscaped. Separate storage container. Architectural plans available for new addition. 2nd ROGO possible for dividing lot and constructing another home. Convenient Lower Keys location, between Key West and Big Pine. You'll be surprised!

Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of land and approx. 400 ft. of canal front. Amazing view up the canal to the open water. With your vision complete the final touches in the large floor plan featuring 3 bedrooms, 2 baths, den/office and fireplace. Kitchen has stainless appliances, quartz countertops and lots of storage for all your inner chef needs. Covered back porch perfect for outdoor entertaining. Keep all your fishing equipment and/or water toys nicely organized in the large 2 car garage with laundry, extra freezer and storage shelves. Enjoy the ease of launching kayaks and paddle boards from your own private ramp into the canal.