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Lower Keys Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Total Listings 146
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$1,750,000
Big Pine Key
Tropical Bay   - MM: 30.50
3 Bed, 3 Baths, 1,902 SqFt Days Listed: 39
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Fixed Brid

Welcome to Your Dream Home!Step into this exquisite custom-built residence, crafted with precision and style. This CBS (Concrete Block Structure) home boasts a pristine design with:Three Spacious Bedrooms & 2.5 Luxurious Baths: Perfect for family living and hosting guests. Impressive 10-Foot High Ceilings: Create an open, airy atmosphere throughout. Custom LED Lighting: Elegantly illuminates the space and enhances the modern ambiance.Chefs Delight Kitchen: Features Blue Bahia Quartz/Granite countertops and matching window sills, offering both beauty and functionality.Impact Windows and Doors: Provide security and energy efficiency while maintaining the homes sleek look.Travertine Floors: Add a touch of sophistication and durability.Paver Driveway: Welcomes you to your home with style.40 x 10 ft Concrete Dock: Equipped with a 15,000 lb boat lift, perfect for boating enthusiasts. Tropical Landscaping: Creates a serene, private oasis for relaxation.Easy Access to Both Ocean and Gulf: Via the scenic Bogie Channel, ideal for waterfront living. Experience luxury, convenience, and unparalleled beauty in this extraordinary home. Its not just a house; its your new lifestyle.

$1,795,000
Key West
Riviera Shr Amd Plat   - MM: 3.00
4 Bed, 4 Baths, 1,652 SqFt Days Listed: 65
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 61ft.Concrete

Step from your boat into your Key West dream home! With 4-beds and 2-baths this concrete home has a spacious open floor plan. Recently renovated kitchen and baths. Cathedral ceilings with multiple sliding glass doors that connect two of the bedrooms and the kitchen area to the pool area, picture a seamless indoor-outdoor living experience. The large, resurfaced 30 x 15 pool, complemented by your 61 concrete seawall offering direct boating access. Your covered poolside gazebo is ideal for unwinding or watching your favorite sports/shows.Live the Key West lifestyle to the fullest where comfort meets recreation. Riviera Canal provides easy access to the Atlantic and the Gulf, explore the waters at your leisure. This home would also make a great vacation rental.

$1,799,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 2,772 SqFt Days Listed: 31
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Basin,Boat Li

Stunning canal front home in desirable Cudjoe Gardens, with Southern Exposure, massive 15,600 Sq. Ft. double lot, and deep-water access to Open Ocean and backcountry! Expertly outfitted with 125 of concrete seawall with running water, fillet station, swim ladders, 15K boat lift, davits, and turning basin! Situated on a clean flow-through canal, excellent for swimming and capable of accommodating deep-draft vessels. Inside, this 2,772 Sq. Ft. home is well-maintained and boasts an open concept living space, high cathedral ceilings and Italian marble floors. Spacious custom Chefs Kitchen lends itself to entertaining with ample granite countertops, main and prep sinks and premium appliances including gas range, double oven, and Sub-Zero refrigerator. Enjoy al fresco dining on the spacious screened-in lanai, accessed through French doors, spanning the back of the home on the water side. Retire to a luxurious primary suite, with dual walk-in closets and spacious en suite with large shower and jetted tub. Visitors will enjoy accommodation in either of two sizable guest bedrooms with private en suites. South side bedrooms boast lanai access for indoor-outdoor living in winter months. Intuitively designed with energy-efficiency in mind, including dual a/c units with UV Air Purifiers, 2 tankless water heaters, recent air duct cleaning & added attic insulation. An added solar system powers the entire home with zero electric bill. A wired video surveillance system (owned) allows for Wi-Fi monitoring. The attached, two-car garage offers a bonus workshop and storage for keeping gear dry and secure and impact-resistant garage door (2022) with Wi-Fi garage door opener. Low-maintenance landscaping with native hardwood and flowering trees for color and year-round enjoyment. This exceptional home offers coveted Keys living in a prime location, nestled within a quiet neighborhood in proximity to Cudjoe Gardens Marina, and delectable dining restaurant

$1,875,000
Key West
Riviera Shores   - MM: 3.00
5 Bed, 5 Baths, 2,268 SqFt Days Listed: 525
-27.86% ($724,000) 7 Price Changes : Last Change 32 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: Concrete

There is NO other waterfront, single family home currently for sale in the MLS, located from Key West all the way up to Key Largo that has a larger interior & lot, pool & concrete sea wall that is priced below 2934 Riviera Dr. You read that correctly! Do your search then come look at this one. You can own, on navigable water & be in Key West with a house that has a 2,268 sq ft interior w/ FIVE bedrooms & is priced at $827 per sq ft! Interior is currently configured has 5 bedrooms & 2 full baths, plus one 1/2 bath. Upper floor boasts primary bedroom plus additional bedroom (could be converted to an extravagant closet, extraordinary bath, office, nursery or 2nd den) both with sliding glass doors leading out to balcony (42 ft long) overlooking pool, back yard & canal. Upper level also has one full bathroom. The lower level has 3 bedrooms, 1 full bath, kitchen, den, dining room, laundry room & a 1/2 bath. Den has 10 ft ceiling plus 3 sets of sliding glass doors offering canal & pool views. Back yard has 58 ft concrete seawall (with 7 Ft wide step-down section for launching paddle boards or kayaks), in ground-concrete pool (24 X 15), covered patio (27 X 9) attached to storage shed-work shop (15 X 9) & concrete pad for OSP that could fit multiple cars. Central AC compressor replaced Oct 2023, plus tented in 2022 with warranty. Home received airport project, double pane windows. Front door, back door & all 6 sets of sliding glass doors are impact. All other windows have aluminum panels. Riviera Canal affords you easy access to both the Atlantic & the Gulf. Convenient new town KW location is close to boat ramp, schools, shopping, theaters, medical offices, ball fields, beach, airport, golf course & hospital. Just a short ride to Old Town & world-famous Duval St.. Interior of house did not flood during Hurricanes Ian or Irma. Sellers already packing, some furniture in photos has been removed. Grab your piece of waterfront paradise at 2934 Riviera Dr in Key West

$1,875,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 1,980 SqFt Days Listed: 14
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat LiftConcrete

Waterfront Paradise in Tropical Bay EstatesExperience luxurious open-water living in this beautifully remodeled home overlooking the stunning Bogie Channel. Wake up to breathtaking sunrises, enjoy magical moonlit waters, and explore world-class fishing and lobstering right from your 75-foot seawall with an 8-foot-deep boat slip.This 2,000 sq. ft. open-concept home features water views from nearly every room, a serene primary suite with private sitting area, and a chefs kitchen with a 4x8 granite island. The Florida room offers panoramic vistas, while the lush backyard boasts a pool, grassy space, and visits from Key Deer.With impact windows, shutters, a new metal roof, and a 2019 remodel, this home is move-in ready and perfect as a family retreat or high-end rental. Call today for your private showing!

$1,890,000
Big Pine Key
Tropical Bay   - MM: 30.50
3 Bed, 3 Baths, 1,882 SqFt Days Listed: 350
-5.03% ($100,000) 1 Price Change : Last Change 30 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Fixed Bridge7

FEEL AS IF YOURE IN YOUR OWN TROPICAL RESORT... this exceptional home checks off multiple boxes for the value-conscious buyer. *** Looking for a family or corporate compound? Consider also purchasing 30427 Hawk Ln. to own two homes on four contiguous waterfront lots with over 400 ft. along the water (MLS # 609933, $750,000, different owner). *** Bogie Channel is a short canal ride under the Watson Bridge, putting superb ocean or back country fishing and diving within easy reach. The double lot of 30463 Hawk Lane totals over 1/3 acre with a 75 ft. concrete dock and boat davits directly behind the home. Do you also enjoy kayaking? Feel the calm of the Lower Keys as you paddle through the peace and quiet of nearby mangroves. Is solid construction important to you? Built like a fortress with a split-bedroom floor plan, this impressive, 3-bedroom, 2-bath CBS home has poured concrete floors, impact-resistant windows and doors, and a recent, 24 gauge standing seam metal roof. What about an extra-large ground level enclosure? Check off that box, too! Just shy of 1900 sq. ft., this size enclosure is a rare find for storage and parking multiple vehicles. The inviting pool area is fully fenced and landscaped, providing 7,000 sq. ft. of space for family and friends to enjoy the heated pool and welcoming tiki. Truly one of a kind... imagine every day feeling like a vacation in your own mini resort. Visit www.TropicalBayEstates.org for more information about this desirable neighborhood where the endangered Key deer roam.

$1,900,000
Big Pine Key
Long Beach Estates   - MM: 33.00
2 Bed, 2 Baths, 1,316 SqFt Days Listed: 87
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to your Beachfront home. Enjoy the panoramic Ocean view to the south as well as the Coupon Bight Aquatic Preserve to the north. Be sure to view the video! The open living area and screened in porch allow views from every window. Living room features a Coral rock, wood burning fireplace. Concrete stilt home with 2bedrooms and 2 baths. Laundry closet, new washer and dryer. Roof 2018. HVAC 2022. New stainless appliances. Impact windows and sliders 09/2024. The rooftop patio offers a 360 degree view of the Ocean and Aquatic Preserve and is perfect for stargazing and relaxing. Stroll along the natural sandy beach where you may observe turtle nests and hatchlings, Key Deer, and a wide variety of birds. The pond out front has endless possibilities, at one time it had a fountain. Downstairs covered parking. The 23,500 sqft property offers plenty of room for multiple cars, boat trailers, RV, or pool. Being sold fully furnished. This is the perfect beach home!

$1,995,000
Key Haven
Key Haven 10th Add   - MM: 5.00
4 Bed, 4 Baths, 2,036 SqFt Days Listed: 37
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 33ft.

This elevated above flood 4/3 Key Haven home is renovated throughout and move in ready. There are soaring 10 ceilings on both floors with large dual master suites upstairs, one with freestanding tub. The home is built of solid concrete, has a metal roof and two central ACs. Recently painted and on one of the most desirable streets in Key Haven. There is plenty of off street parking, and even room for an RV! The yard is fully irrigated and there is enough dock space for 2 boats of approximately 30 feet each. Easy to add a boat lift (quote for a15k pound boat lift for $26,000). Listing price is below current appraised value. Showings only with pre-qualification or proof of funds. Listing agent is owner.

$2,000,000
Big Pine Key
Long Beach Estates   - MM: 33.00
3 Bed, 3 Baths, 1,666 SqFt Days Listed: 88
+11.11% ($200,000) 1 Price Change : Last Change 77 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

PANORAMIC OCEAN FRONT 2 story stilted home tucked away on desirable Long Beach Road on Big Pine Key. The Atlantic Ocean sits just before you with unobstructed views. Natural light floods the living spaces showcasing the serene beauty of the ocean just beyond your doorstep. Catch your own lobster in your backyard or watch the birds diving down. Govt land on either side of the home which is nice for preservation and continued privacy.Located on a 24,600 square foot lot lies a 2 story stilted property with impact glass and a metal roof. Youll be greeted by 2 entry gates and then your eye is immediately drawn to the ocean.Note: this property is an ACTIVE construction site - a brand new kitchen was just installed along with an LED fireplace, luxury vinyl floors, 2 new AC systems, smart home switches for appliances, and ceiling fans throughout. The interior was just painted.Expected completion - Dec. Price may increase as project completes.

$2,145,000
Key West
Casa Caselles   - MM: 2.00
2 Bed, 2 Baths, 1,940 SqFt Days Listed: 51
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to the breathtaking Casa Caselles townhouse, boasting picturesque water views from each of its four private balconies! This recently renovated residence features an updated floorplan, kitchen, baths, and storage, complete with impact windows and doors, custom lighting, tile flooring, and elegant granite countertops. The gourmet kitchen is a chefs delight, showcasing stainless steel appliances, a wine cooler, custom cabinetry, and a spacious island perfect for entertaining and dining. Each bathroom is adorned with floor-to-ceiling wall tiles, exquisite vanities, designer lighting, and top-of-the-line fixtures. Enjoy stunning views of the beach, ocean, and beyond from the walk-out decks located off the living room and primary suite. Ample storage is available with multiple walk-in closets and recently added custom closets for your convenience, whether for storage, hobbies, or recreational gear. The bedroom level features vaulted ceilings complemented by beautiful stainless steel cable staircase railings. A large carport provides covered storage for your vehicle, scooter, and golf cart, leading to a quiet sitting room and additional storage. Outside, the entertainment area beckons with a luxurious hot tub, glass-top bar, expansive lounging area, manicured hedges, and a low-maintenance private backyard. A huge storage room with built-in shelving offers even more organizational options. Situated in a gated community directly on the Atlantic Ocean between two nature preserves, this home exudes a quaint Mediterranean feel and provides a front-row seat to breathtaking sunrises and wildlife sightings. The beachside pool offers VIP seating for star-gazing, fireworks, and watersports, making it the ultimate retreat for relaxation and recreation. This exclusive 20-home complex is designated for owner-occupancy only, ensuring a serene and private atmosphere with no rentals allowed. Dont miss this opportunity to experience luxury coastal living at its finest.

$2,200,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
4 Bed, 4 Baths, 2,808 SqFt Days Listed: 300
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift75ft.Concre

Step into over 2800 sq ft of luxurious living space in this tropical oasis. Nestled close to the open waters, this home boasts 75 ft of dockage on a crystal-clear, deep canal.This turnkey home is a complete package, offering all furniture, artwork, kitchenware, bedding, and more. Enjoy leisure time in the large 2nd story bonus living area with a pool table and included televisions.For boating enthusiasts, theres a boat lift and jetski lift, as well as a concrete seawall for added convenience. With no neighbors on either side, privacy is paramount.The property features impact-resistant doors and windows, a metal roof, and assumable flood insurance, keeping insurance costs low. A brand new Generac 24KW Whole House Generator with 2 propane tanks ensures the home remains powered for up to 5 full days.Outdoor entertaining is a breeze with a Lynx Barbecue Grill and Traeger Smoker Pro Series, both brand new.This home is impeccably maintained and truly one-of-a-kind in the lower keys. Just bring your flip flops and bathing suit, and youre all set for the ultimate tropical lifestyle!

$2,200,000
Little Torch Key
Mates Beach   - MM: 28.50
4 Bed, 4 Baths, 2,120 SqFt Days Listed: 239
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.Concrete

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 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. Dont 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 todays pricing! *Please Note - Renderings are for illustrative purposes only; final product may differ

$2,290,000
Key Haven
Key Haven 5th Add Repl   - MM: 5.00
3 Bed, 3 Baths, 1,982 SqFt Days Listed: 3
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift80ft.Concre

Here is your dream oasis in Key Haven, where luxury and serenity come together in one of Key Wests most desirable locations. This stunningly reimagined 3-bedroom, 3-bathroom concrete home spans nearly 2,000 square feet, offering the perfect combination of style and comfort. Situated on an 8,000-square-foot lot with 80 feet of concrete seawall, this property is a boaters paradise.Enjoy the convenience of a 14,000-pound boat lift on a deep, wide canal, part of one of the finest canal systems in the Lower Keys. Whether youre heading to the Gulf or the Atlantic, world-class fishing awaits just minutes away. And with vibrant Key West only five miles from your doorstep, adventure and relaxation are always within reach.The homes design is as thoughtful as it is beautiful. The expanded master suite, spanning the entire left wing, features a luxurious bath, a walk-in closet, and a private entrance with peaceful water views. Two central AC units and an additional mini-split system ensure year-round climate control. The chefs kitchen, with its Quartz countertops and spacious island, inspires culinary creativity, while the adjacent laundry area offers modern convenience with a tankless on-demand water heater. Throughout the home, wall-to-wall tile floors add an elegant touch.Step outside and be captivated by the meticulously maintained grounds, designed for a low-maintenance lifestyle. A serene plunge pool with both heater and chiller, paired with a custom Mahi water feature, creates the perfect backdrop for relaxation. The Tiki-covered outdoor bar is an entertainers delight, seamlessly blending indoor and outdoor living just steps from Keys waters.This extraordinary property is truly a must-see!

$2,299,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,998 SqFt Days Listed: 247
-4.17% ($100,000) 1 Price Change : Last Change 128 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Davits,Boat Sl

A rare Keys find for this spectacular property in the heart of Little Torch Key. Enjoy world class fishing and diving from this meticulously maintained home on two oversized lots (almost half an acre!) with over 180 feet of concrete dockage, a boat basin, a boat ramp and davits overlooking the sparkling flow through canals with quick water access to both the ocean and the gulf. Enjoy the privacy and serenity of the expansive lush landscaping perfect for outdoor living and enjoyment. Interior features include a brand-new gourmet kitchen sporting contemporary elegance, beautiful Corian countertops and sleek white cabinets enhanced by a true Chefs gas range and newer stainless appliances. Two nicely sized bedrooms on the main level with a wonderful, screened balcony. Up the central stairs lies a third bedroom with the additional benefit of a bonus room/office and full bath. Panoramic views from the upstairs balcony featuring sunrise and sunset views. Incredible downstairs storage of over 1450 sq ft with a garage and separate exercise room. Enjoy peace of mind with the enduring quality of this concrete fortress sporting impact windows and doors, and newer metal roof. Only 28 miles from the heart of vibrant Key West! Come and check out this charming sanctuary today!Low insurance rates:Wright Flood expires 3/12/25 - $1,636Citizens Wind expires 9/17/24 - $2,740Stillwater Property expires 3/2/25 - $1,339

$2,300,000
Big Pine Key
Doctors Arm   - MM: 30.50
4 Bed, 4 Baths, 2,400 SqFt Days Listed: 700
+15.00% ($300,000) 1 Price Change : Last Change 269 Days Ago
Under Constru - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges

UNDER CONSTRUCTION NOW! Luxury water view home with an in-ground pool on a 14,680 sq ft lot with boating access. Brand new single level elevated CBS home over parking. Impact windows and doors, metal roof, 10-foot interior ceilings,stainless appliances and much more. Construction is nearing completion; dont delay!Get it under contract soon and customize your finishes!

$2,300,000
Key Haven
Key Haven 2nd Add   - MM: 5.00
3 Bed, 3 Baths, 1,520 SqFt Days Listed: 113
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.Concrete

Masterfull Renovation now Complete on this Stunning Elevated Waterfront Concrete Key Haven Home, located on a Sparkling Swimming Canal just minutes from Key West. Both Interior & Exterior has been completely remodeled & designed to embrace the Key West Lifestyle with an open Floor Concept taking advantage of the Wide Canal Views and One Level Living. The New Kitchen is sure to delight the Culinary Expert of your family with lots of countertop space to prep and create for family gatherings. All new Cabinets, Appliances and countertops complimenting the stunning new Floors and Island Design.Three Bedrooms and Three Bathrooms, with all new upgraded and remodeled Bathrooms finished with Quartz Countertops and Beautifully Selected Ceramic Tile.The Entire Downstairs is very spacious and offers a blank canvass to suit your own particular lifestyle. Lots of Space for Vehicles, Boat Trailers, Kayaks and Water toys. Enjoy Key West Waterfront Living At its best, with a Stunning New Pool overlooking the canal, new electric boat lift and a 60 ft Concrete Seawall. Property is being Sold Turnkey to accommodate a seamless Transition and ready for immediate occupancy.

$2,300,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 2,047 SqFt Days Listed: 203
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift100f

Wonderful Cudjoe Gardens property! High quality concrete construction and custom metal roof. This 3 bed 2 bathroom home has large, open living and wonderful outdoor living space- complete with pool, tiki and firepit. Exceptional boating- the 100 concrete dock is set up for 2 boats- with a 20,000 lb lift and davits rated to 10,000 lbs. Enjoy easy boating access to world class fishing and diving hotpots nearby!!! Enjoy backcountry sand bars and even bar hopping from your private dock. Cudjoe Gardens community has an optional homeowner association, A full service marina, boat ramp, marina store and restaurant. Just 25 minutes to Key West.

$2,300,000
Cudjoe Key
Sacarma Bay   - MM: 21.00
5 Bed, 5 Baths, 1,978 SqFt Days Listed: 12
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip20ft.

Rare Licensed Oceanfront Vacation Rental in the Lower Florida Keys. Welcome to Fandango, a highly successful transient (weekly) vacation rental home offering an exceptional investment opportunity and a personal retreat. This stunning 5-bedroom, 3-bathroom property, built in 2011 and expanded in 2018, was thoughtfully designed as the ultimate family vacation rental retreat. Featuring an adjacent oceanfront parcel with a private beach, kayaks, and a floating dock for fishing or docking boats up to 24 feet, this property provides everything needed for fun and relaxation. Outdoors, enjoy a sparkling swimming pool, soothing hot tub, tropical landscaping with coconut palms and banana trees, and a screened-in porch for al fresco dining. Inside, the open floor plan includes four king bedrooms and a fifth bedroom with a queen and single bed, smart TVs, and updated appliances. Centrally located at MM21.5, Fandango is just 20 minutes from Key West, 10 minutes from Big Pine Key, and 15 minutes from Bahia Honda State Park, with dining options nearby, including a 5-star restaurant within a mile. This property is offered fully furnished and equipped, including bookings into 2025 and 2024 income of $148k. Professional property management is in place, ensuring both secure investment returns and worry-free family vacations. This low-maintenance, turn-key home offers the rare opportunity to own one of the few legally licensed short-term rentals in the Lower Keys. Show up, relax, and let your investment work for you.

$2,395,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 2,295 SqFt Days Listed: 206
-2.60% ($64,000) 1 Price Change : Last Change 144 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Fixed Brid

Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainers dream place. 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!

$2,450,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
4 Bed, 4 Baths, 2,074 SqFt Days Listed: 27
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 32ft.

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.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 12-25-2024.
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