Mile Marker 20 - 30 homes for Sale in the Florida Keys Real Estate

Privacy, Acreage, and Stunning Sunsets - Your Private Escape Awaits!Tucked away on 2.38 secluded acres with only one neighbor on the entire road, this 2-bedroom, 2-bath retreat offers the peace and privacy youve been searching for. Surrounded by county-owned land, youll enjoy uninterrupted views and a connection to nature thats hard to find.Step inside to a spacious open-concept living and kitchen area, where natural light floods in through sliding glass pocket doors that open up to a 10x32 covered porch--the perfect spot to unwind and take in the breathtaking sunsets or watch the local wildlife.The lower level features a generous 15x25 workshop/storage room, ideal for hobbies, storage, or stashing your water toys. And with the public boat ramp just down the street, youll never miss a day on the water.Recent updates include fresh decking to enhance your outdoor living experience.Whether youre looking for a weekend getaway or a peaceful year-round residence, this property combines space, serenity, and convenience in a way thats truly rare.Dont miss your chance to own this slice of paradise--schedule your showing today!

PRE-COMPLETION PRICING AVAILABLE! Exquisite New Construction Home scheduled for completion in early 2025! Discover luxury living in this coastal haven. Boasting 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 4,400 sq. ft of finished interior & exterior luxury! Step inside to be greeted by a beautiful, upscale kitchen featuring stainless steel appliances, shaker cabinets, & quartz countertops. The stunning floating staircase & porcelain tile flooring throughout the interior add to the homes 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 a commitment to sustainability & 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, & ice machine.There is an 11 person a Swim Spa in the back to dip in or take a swim after a day on the boat. 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 & 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. Dont miss your chance to experience the epitome of coastal luxury living - call today to schedule your showing! With ROGO permits coming to extinction in the Keys soon, lock in todays pricing! *Please Note - Renderings are for il

This 2,000 sq ft concrete fortress was designed and built by the current owner and sprawls over 3 waterfront lots boasting 325 of canal frontage. Enjoy fantastic fishing and diving just minutes away from the the 180 deep draft concrete dock complete with boat basin, private boat ramp and davits. Upon entering this 3 Bedroom, 3 Bath home, you are greeted with an oversized Great Room which opens to the Chefs Kitchen enhanced with sleek white cabinetry, stainless steel appliances, gas range, wall oven, walk-in pantry and center island for friends and family to gather around. The first floor is also home to a Guest Bedroom and Bath and the Primary Suite featuring a large bathroom, walk-in closet and direct access to the large screened veranda overlooking the water. The 2nd story offers an ensuite Guest Bedroom and Office/Den plus a Porch with amazing 360 degree sunrise to sunset views. Plenty of room for all off your toys with 1,450 sq. ft. of Garage and storage. The 2 additional adjoining lots is the perfect place for a pool, RV and accessories and ensures complete privacy. Storm ready with impact doors and windows and metal roof. Jolly Roger Estates is a small coastal community of waterfront homes just minutes to dining and shopping and the magic of Key West less than 30 minutes away.

Welcome to paradise at 22562 Jolly Roger Dr in beautiful Cudjoe Key! This custom built, 4-bedroom, 2-bath home features open water views, a designer kitchen with high-end finishes and Viking appliances. In addition, on the first floor there are two guest bedrooms, an office and bathroom. The second floor is where you will find the third bedroom as well the primary bedroom complete with private balcony, ensuite bathroom and walk in closet. Outside the property boasts double decker porches, covered hot tub, full swim spa, and new dock. In addition to the garage there is ample room for vehicles, boats and extra storage. The property is equipped with RV electrical and sewer hookups for added convenience. The property features impact windows and doors and is a stones throw from American Shoal, Lighthouse, Looe Key Reef, and Square Grouper restaurant.

OCEANFRONT & CANALFRONT GEM-- A Rare Slice of ParadiseThis exceptional 17,560 sq. ft. property offers the best of both worlds with stunning open water views and protected canal frontage. The main home is a beautifully maintained 2 bedroom, 2 bath residence featuring 155 feet of sweeping ocean vistas, impact windows and sliding glass doors, and a layout designed to showcase breathtaking sunrises and local wildlife.Included with the property is a buildable-size adjacent lot plus a 4,218 sq. ft. canalfront parcel complete with a 34-foot dock and 10,000 lb boat lift--providing deep water access for effortless boating adventures.Enjoy true island living with a private swim spa/jacuzzi, multiple outdoor lounge areas, and lush tropical landscaping that creates your own serene oasis. Practical features include a carport with storage, two sheds for gear, and ample space for entertaining or relaxing.Whether youre an avid boater, nature lover, or simply crave the tranquility of waterfront living, this is more than a home--its a lifestyle. Located in Cudjoe Gardens, youll also enjoy a local marina and restaurant just minutes away.

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!

Welcome to your private paradise in the Lower Keys! This beautifully updated 2 bed, 2 bath two-story home offers complete privacy with no direct neighbors on all sides, making it a peaceful escape surrounded by nature and the charm of the Key Deer.Step outside to your tropical oasis featuring a brand-new concrete heated pool, concrete dock with a boat lift and jet ski lift, plus an elevated sundeck perfect for soaking up the sun or enjoying canal views. The backyard is currently being transformed by a professional landscape designer set to be completed early June and WILL be included in the sale, adding lush, tropical vibes, tiki hut and pavers around the pool to complete your island retreat.The ground floor offers a fully enclosed and renovated space, perfect for guests and entertaining and storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, plus electronic roll-down screens for added shade.Whether youre boating, lounging poolside, or enjoying the wildlife, this home is designed for true Florida Keys living offering many upgrades and renovations.SALE CAN INCLUDE BRAND NEW CUSTOM FLATS BOAT.

SELLER FINANCING AVAILABLE! This Beautiful Oceanfront Home in Cudjoe Key has undergone a full renovation and awaits its new owner! All new impact doors and windows, new AC, new flooring throughout and a stunning custom kitchen with granite countertops and stainless steel appliances are a few of the many updates in this amazing renovation . Offering Four generous size bedrooms with Three full bathrooms, it can easily accommodate a large family. The open floor plan of the living and dining room with massive cathedral ceilings , showcase this homes coastal character. Three sliders face the unmatched ocean view , and open to let the ocean breeze flow through the house. Step out on the 500sf covered porch to enjoy the indoor outdoor living and entertaining with breathtaking panoramic Oceanfront views. Do not miss this great opportunity, this is a one of a kind home. Call now to schedule your private tour.

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!)

Open Water - Beautifully remodeled home...All systems updated and interior complete remodel done. Concrete pilings are in great condition; work just completed by a licensed contractor. This is an incredible opportunity to own a piece of nature in the Florida Keys! Privacy abounds on 1.65 acres of beautifully preserved, natural habitat, nestled on the open water with great boating and amazing views from every room in the house! Seller just trimmed trees to allow more access to the gorgeous open water views! Completely remodeled, this 3 bedroom 2 bathroom home has clean lines and architecturally gorgeous open concept living. Stainless steel appliances, quartz countertops, pantry, breakfast nook, bar area, open dining room, several seating areas, fireplace and gorgeous views from all angles! This home has handicap accessibility including a new full-size elevator, custom master en-suite and open floor plan for easy access. Impact widows and doors, 2-car garage, 20,000 gallon cistern (with public water available if you would like), large storage/entertaining area, path to the dock that has Ipe wood and a 3,000 pound boat lift that can be upgraded to your needs... all on the open water. Great boating access to the gulf or ocean. Owner has repaired columns, trimmed trees to open up the view and is connected to public sewer. This house is truly unique and just waiting for its new owner! Property is virtually staged. Nature Lovers Paradise!

COME SEE THIS HOME- Not a drive by- Must see inside and the back yard too.....Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainers dream place. All new paint inside. New Roof as of 01/2025. Stunning Sunsets & Sparkling waters for swimming, snorkeling, paddleboarding .... Home features 3 bedroom suites with full baths plus a powder room too. Impact doors and windows, tile floors throughout, Viking appliances, chefs kitchen, wet bar, icemaker & additional drink fridges. Large Tiki Hut with fans, concrete heated pool and chiller too. Bring your big Boat and Smaller one too.....2 boat lifts (20K and 12K), boat house, outdoor shower, swat mosquito system, RV hookup, Terminix warranty, video surveillance, large storage shed, full home surge protection, ample storage inside and out. All tropically landscaped, paver driveways & yard fenced for your pets and privacy. Full concrete seawall & covered boat slip. Home is offered mostly furnished and outdoor furniture is included too. Location! Location! Location! New Paint inside-neutral color. And New Roof 2025.

Luxury Waterfront Living in Prestigious Cudjoe Gardens. Discover refined island living in the heart of one of the Florida Keys most exclusive waterfront communities renowned for its deepwater access, upscale ambiance, and close proximity to Key West.This elegantly designed residence is perfectly positioned on an 8,000sf lot, offering exceptional canal frontage on a 50ft wide canal only 5 homes in and 2 min ride from open water. The home features 2,295 living sf plus 441sf garage and 225sf of porches, making for almost 3,000sf under roof! Home has beautifully appointed interiors, where luxury and comfort harmonize.The open-concept living space is adorned with 10 to 12 ft ceilings, abundant natural light, and premium finishes throughout. At the heart of the home is a custom-made epoxy and wood bar, a true showpiece that makes an ideal spot for entertaining in style. A custom built electric fireplace offering ambiance and warmth anchors the living room and invites relaxed evenings after a day on the water.The large kitchen is outfitted with beautiful granite with natural tones, stainless steel appliances, custom cabinetry, and an expansive island, flowing seamlessly into the second large living room where comfort is found! The primary master bedroom suite offers a tranquil retreat with in room office, his/hers walk in closets, and spa-like ensuite bath.Two additional spacious bedrooms and full bath, plus half bath and laundry room complete this large home. Additional features include elegant large plank Bamboo flooring, impact-resistant windows and doors, etched glass front door, plantation shutters throughout the home, a spacious garage, and thoughtfully landscaped grounds that reflect the natural beauty of the Keys.Step outside through the French glass doors to a waterfront screened in porch with ceiling fans. The 80ft concrete dock with 20k boat lift, working davits, 1000lb ice maker, cleaning station, make this a fishermans paradise! Room for a pool!

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.

Escape to paradise! 5BR/3.5BA gated home in the Keys. Bamboo floors, fresh paint, screen patio. Elegant accents. Lush landscaping, private pool, hot tub. 2 levels, full bar, gourmet kitchen, walk-out patio. Master w/ walk-in closet. Stargaze from wrap-around porch. Must see this private oasis!

Experience waterfront luxury at this contemporary designed move in ready home in desirable Breezeswept Beach Estates. This unique home offers stunning panoramic open water views, along with efficient boating access to both the ocean and gulf. Enjoy leisurely swims in the inviting pool, relax under the poolside tiki hut, and store your vehicles, boats, and water toys in the expansive 35 X 31 (1,085 sq. ft.) detached garage on this oversized fenced lot. A perfect blend of modern elegance and functionality for a truly remarkable Florida Keys experience. *Architectural drawings and engineered plans for possible future addition convey to the buyer ~ see Documents tab for the architect Glenn Gray elevation renderings and floor plans potentially creating a 4 bedroom/5 bathroom here on this lot*

BRAND NEW CBS Construction ready for occupancy!!! Amazing New Oceanside Home with 4 Bedrooms, 3.5 Baths, in Beautiful Cudjoe Ocean Shores, (Custom Built by Dream Builders of the Florida Keys). This home offers Open Water Views, Instant Deep Draft Boating for Big Boat Action, Protected Concrete step-down Dock, Open Floor plan, Dining Area, two Master Suites, High Ceilings, Chefs Kitchen with high end finishes, Stainless Steel Appliances, Quartz Counter Tops, Kitchen Island and Designer Lighting. Custom Bathrooms with Tiled Baths, Seated Showers, California Closets, Aqua Guard (waterproof) Performance Wood Based Flooring, Solar System, Custom Concrete Pool with Pebble Tech Finish, Pool Heater and Chiller, Master Bedroom Balcony and Direct Atlantic Ocean access. This home is spacious with over 1900 sq/ft under air, covered porch with Open Water Views, Impact Doors and Windows, Metal Roof, Concrete Storage Room Downstairs ( with Impact windows), Two Tiled Exterior Stair Cases for easy access, Custom Paver Driveway, AE flood zone, Tropical Landscaping by Trees R Us with a beautiful artificial turf lounging area and more. This is a rare find in the Florida Keys...bring the big boat and toys!!! Landscaping and Artificial Turf will be completed by 4/25/25. Easy to show...dont miss this gem! Easy and fun to show call listing agent for showings.

Luxury Waterfront Fortress with Breathtaking Atlantic Ocean Views. Experience unparalleled coastal living with stunning, unobstructed views of the Atlantic Ocean and Kemp Channel from this oversized 12,000 sq. ft. corner lot. This one-of-a-kind CBS home is built for strength and style, offering the ultimate in durability and design. Featuring 4 bedrooms, 3 baths, and a spacious two-car garage, the home is elevated for maximum protection--perfect for safeguarding vehicles, marine toys, and personal gear. A top-of-the-line elevator provides seamless access, large chefs kitchen, impact-resistant windows and doors, a newer roof, fresh paint and lush landscaping with fruit bearing trees. Boating enthusiasts will love the 193 feet of direct waterfront, including 105 feet of deep, protected canal-front concrete dockage and davits, providing effortless access to Kemp Channel, the Gulf, and the Atlantic Ocean. Privacy is paramount with a fully fenced, elevated lot, an electric gated entrance, and a dual concrete driveway. Dont miss this rare opportunity to own a fortress of elegance and strength in one of the most sought-after waterfront locations. Schedule your private showing today!

Stunning Brand New Open Water CBS Construction Home on beautiful Ramrod Key, FL. Minutes to the Atlantic Ocean and World Famous Looe Key the #1 Dive destination in the Continental US.Discover coastal living at its finest with this brand-new 4-bedroom, 3-bathroom home nestled on the sparkling open waters of Ramrod Key. Boasting 2,000 square feet of thoughtfully designed living space, this home features an open floor plan perfect for entertaining and everyday living.Enjoy breathtaking water views from your heated and chilled pool, or set sail from your private dock fully equipped with a 15,000-pound boat lift--ideal for the boating enthusiasts. The spacious paver driveway and pool patio, scheduled for completion by June 15 (Professional pictures will be added once the pavers and landscaping are completed), add the perfect finishing touch to this tropical paradise.Inside youll find a gorgeous modern kitchen with quartz waterfall counter tops, stainless steel appliances, entertaining chefs island, nice pantry, all seamlessly flowing into the bright and airy living and dining areas. With a durable metal roof and quality construction throughout, this home offers peace of mind and timeless style.Dont miss this rare opportunity to own a piece of paradise in the Florida Keys--perfect as a primary residence, vacation home, or investment property. Easy and fun to show!!!!

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 each 14k lb on a, 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. Insurances $12k Video https://tinyurl.com/4ff3aan8

Unobstructed Ocean views, you will love this Private Oasis! Enjoy the Cudjoe Key lifestyle in this fabulous 2 bedroom, 2 bath home. Built in 1984 with a well-planned 1577 sqft floorplan, perfectly situated on a corner, oceanfront 24,829 sqft lot. This beautiful home will sell fast!! Granite kitchen countertops, brand new stainless steel appliances, new AC, new tankless water heater, impact doors and windows and much more! Master bedroom on the top floor has the most spectacular ocean views and sunrises. Double sliding doors lead out to a huge private observation deck. The pool is hands down the show stopper of this property. Soak up the sun in this huge full size pool and a hot tub, or enjoy the sunsets while grilling out with your guests on the extra large pool deck. There is a screened in patio just off the living room with direct ocean views, comfortable outdoor furniture to relax on and enjoy your morning coffee. Located at the end of dead-end street, the home sits on the ocean end of the canal. Property includes a private boat ramp and dock with room for a 25 foot boat and plenty of room to park multiple boat trailers in the yard. With views of American Shoal Lighthouse in the distance, this homes location is great for trips to the reef, as well as back country for flats fishing. Some of the best fishing spots in the Florida Keys are just minutes away! Situated between Key West and Marathon, we are in the ideal location. Just a 25 minute drive into Key West you can enjoy Sunset Celebrations at Mallory Square, have a stroll down Duval Street, and dine at some of the best restaurants in the Florida Keys. Only 25 mins to the north towards Marathon you can enjoy Bahia Honda State park and Sombrero beach.