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

Total Listings 154
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$975,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 984 SqFt Days Listed: 76
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

This wonderful canal front 3 bedroom and 2 bath home has been very well cared for and has excellent oceanside boating access. There are no bridges to the ocean and the canals are exceptionally clean. The kitchen is large with ample storage and the open living concept allows for great entertaining and family get togethers. The wrap around deck has large outdoor space and overlooks the canal and the boat dock with davits and fish cleaning station. The lower level is enclosed with plenty of storage and a large outdoor shower. There is a great deal of covered space for cars, Rvs, boat trailers and all your water toys.

$985,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,188 SqFt Days Listed: 23
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

Wonderful Opportunity to join the Jolly Roger Community of Little Torch Key. Located in the Lower Florida Keys, just 28 miles to Key West- this oceanside location offers premier boating with easy access to the Gulf or Ocean- be on fishing and diving hot spots in minutes! The home is a comfortable 3 bedroom, 2 bath with a lovely covered rear porch overlooking the canal. 60 composite dock with 10,000 lb boat lift added in 2017. New metal roof and hardi-board siding added in 2018. Impact sliding glass doors 2022, new Bahama shutters on windows 2018. Paver driveway and low maintenance yard. Lower storage enclosure. One owner has meticulously maintained and enjoyed this home, will you be next???

$985,000
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,365 SqFt Days Listed: 15
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.

This meticulously maintained 3 bedroom, 3 bathroom home on Big Pine Key offers the the ultimate in privacy and tranquility, with no neighbors on either side, it sits in the middle of an acre of government non-buildable land. With 1365 square feet of living space the house has a spacious, open floor plan with 2 large en-suites and a comfortable 3rd bedroom. The kitchen features beautiful Uba Tuba granite counter tops, easy close cabinets, stainless-steel appliances, a stainless steel farm sink, a bar height eating area and custom tile highlighting the backsplash.Outside, the engineered metal roof ensures long-lasting protection. Rated, aluminum panel hurricane shutters are easily installed from the newly updated wrap-around deck, fitted with new Waredeck material. The 50 foot concrete dock has a 7,500 pound boat lift. Relax watching the Tarpon roll or the wading birds from the upstairs screened porch. Under the house, the refurbished concrete slab offers ample storage and workspace, a concrete platform that is ready for a swim spa, a Workshop and an outdoor shower. Whether youre seeking a peaceful retreat or a base for your boating & wildlife adventures, this home has it all.

$989,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,227 SqFt Days Listed: 14
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 100ft.Concrete

Big Pine Key Treasure, old time conch built in 1940s as a fishing cabin. Now Elevated.Large private fence property with secure gate and Keypad entry. Surrounded by mature palms and native vegetation. 180 degree waterfront view of Bogie Channel.Permits for observation dock submitted and approved. Suitable for all water sports, other than deep watercraft.Dade County Pine throughout. This is a turnkey property.2 bedrooms, 1 full bath and 1 outdoor shower, open concept living room/dining room.Guest Cottage connected by catwalk has 1 bedroom 1/2 bath with outdoor shower. Pine paneling throughout

$995,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 23
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift95ft.Concre

This beautiful home sits on TWO LOTS and has 100 of canal frontage with a concrete seawall and a #15,000 boat lift. Great boating access to both the Atlantic and Gulf. It is move in ready, just bring your boat. Impeccably maintained, this 2 bedroom 2 bath home includes impact windows and doors and a metal roof for EXTREMELY LOW INSURANCE PREMIUMS. This home offers cathedral ceilings and an open floor plan filled with natural light for a bright and spacious feel. The generous quartz counter tops, updated appliances, oversized drawers, and large pantry make the kitchen a pleasure to work in. An oversized master bedroom stretches from one end of the house to the other with tons of closet space and plenty of room for an office, sitting area, or add a 3rd bedroom. It has a large deck overlooking the canal which is the perfect place for outdoor dining and entertaining. The home sits on a fenced 10,000 square foot lot with plenty of room for an addition, a pool & tiki bar, as well as space for your RV and boat trailers. It is nicely landscaped with tropical foliage and has a fenced yard with two large rolling gates. There is a storage area below and an additional shed near the boat lift with an RV hook up. This tropical island home is nestled in the quiet neighborhood of Eden Pines on Big Pine Key in the Florida Keys. Big Pine Key is perfectly situated in the middle of the Lower Florida Keys which offers the most pristine backcountry ecosystem with many islands, creeks, sandbars and patch reefs to fish and explore. Also enjoy world class fishing & diving in both the Atlantic and Gulf just minutes from your house. The neighborhood boat ramp is conveniently located just around the corner.

$998,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
6 Bed, 6 Baths, 2,320 SqFt Days Listed: 165
-16.76% ($201,000) 6 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.Concre

Welcome to 184 Cutthroat Drive, a wonderful income producing waterfront home on the peaceful Cudjoe Key. This home is being sold fully furnished and with kayaks! Has a spacious open floor plan with lots of natural light.Main Level (Upstairs):4 bedrooms, split for plenty of privacy2 full bathroomsLarge living, dining area, and kitchen with an open layout and tons of counter space and cabinets, and stainless steel appliances.Large deck for relaxing and star gazing on clear nights.All new impact windows and doors on upper level.New AC 2020Lower Level (Legal Pre-FIRM Downstairs):2 additional bedrooms1 full bathroomSeparate living space, ideal for guests or extended familyDirect outdoor access for easy enjoyment of the waterfront. Separate set of washer and dryer for downstairs. Outdoor Features:Private canal frontage with quick access to open waterPartial fenced in front areaNew roof 2017New 10,000lb boat lift, and new composite dock.Ample storage for your water sports and fishing gearThis home is a great opportunity for those looking for a property to enjoy the natural beauty and recreational opportunities of the Florida Keys and large enough to bring all their friends and family along with them! With its prime location and in walking distance to the Square Grouper one of the best restaurant in the Keys, 184 Cutthroat Drive is a true gem!

$1,000,000
Big Coppitt
Porpoise Point Sec 4   - MM: 10.00
3 Bed, 3 Baths, 1,520 SqFt Days Listed: 54
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Picture yourself relaxing on a wrap-around porch with stunning bay and open water views--just three houses from the open water! This 3 bedrooms and 2 bathrooms concrete single-family home with a metal roof is built for enjoying everything the Florida Keys lifestyle has to offer. Inside, theres a 195 sqft finished lower level --perfect for extra storage, a workshop, or even your favorite hobbies. With two carports theres plenty of space for your vehicles, boat, or water toys. And the best part? Youre just 10 miles from Key West, close enough to all the action but far enough to enjoy peace and quiet when you want it. This homes location and incredible views truly make it a slice of paradise. If youve been dreaming of a Keys retreat, this is your chance. Lets make it happen--schedule your visit today!

$1,090,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,764 SqFt Days Listed: 79
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 80ft.

Welcome to 66 Colson Drive in the desirable Cudjoe Gardens! This beautifully updated 3-bedroom, 2-bathroom canal-front home offers the ultimate Keys lifestyle with direct ocean access, ideal for boating enthusiasts. The bright and open floor plan seamlessly blends indoor and outdoor living spaces, perfect for entertaining or simply relaxing by the water. The kitchen features sleek finishes, stainless steel appliances, and ample storage. This home has a brand new roof and a new AC for immediate savings. Step outside to a tropical oasis, complete with a sparkling pool and a spacious patio, all overlooking the tranquil canal. With 80 feet of waterfront with a concrete dock, this property is ready for your next adventure on the water. Embrace Keys living at its finest in this move-in-ready gem in Cudjoe Key!

$1,090,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
2 Bed, 2 Baths, 768 SqFt Days Listed: 465
-19.26% ($260,000) 3 Price Changes : Last Change 35 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

Open direct Ocean Water Views . Boat ramp and dock. Beautiful upper ocean deck with sea breeze.New metal roof in 2018 . Location is highly desirable . Priced right with Seller financing with 50% down Ocean Front Location*

$1,095,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,140 SqFt Days Listed: 116
-3.86% ($44,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp130ft.Concr

Boaters Paradise in Big Pine Key! This immaculate waterfront home boasts beautiful bayviews and 130 feet of canalfront dockage, perfect for offshore Atlantic Ocean fishing or Florida Bay adventures. Located in a prime area, youll enjoy some of the best boating experiences in the Keys, with Looe Key Coral Reef, Picnic Island, and Content Keys just minutes away. Set on a spacious corner-like lot, this property features a private boat ramp where you can launch your boat with a straight shot to the bay and beyond. Additionally, ample downstairs storage for all your fishing gear and water toys. Inside, the 3-bedroom, 2-bath home offers impact windows and doors, granite countertops, and an open-concept layout for bright, comfortable living. Step outside to a brand-new raised concrete heated pool, or relax in the screened downstairs patio, perfect for entertaining. Situated in a desirable subdivision, youll be close to local restaurants, parks, and all the natural beauty of Big Pine Key. Dont miss this exceptional waterfront opportunity!

$1,099,000
Little Torch Key
Windward Beach Estates   - MM: 28.50
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 69
-2.31% ($26,000) 1 Price Change : Last Change 7 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 40ft.

COASTAL LIVING blended with modern conveniences - come discover the perfect blend of comfort, convenience, and coastal living with this well-built 3-bedroom, 2-bath modular home. VA Assumable loan at 3.125% to qualified Buyers.Within minutes youre out on the water with access to the Atlantic Ocean and Gulf. Located on a clear canal, this property offers the ideal setting for those seeking peaceful island living with the added bonus of distant open water views. Youll love the extended L-shaped cool decking on the upper balconies so you can truly enjoy outdoor living. Theres even a 2000 pound cargo-lift up to the second floor! Inside, youll enjoy the open floor plan with bright, airy living spaces, perfect for both everyday living and entertaining. The open kitchen features modern appliances, an island, and plenty of storage, making meal prep a breeze. The master bedroom offers a roomy en-suite bathroom and a walk-in closet while the two additional bedrooms are well-sized and perfect for family or guests or a home office.This 2016 model is built to 180 mph windspeed, impact doors and windows, Hardi-board siding and topped with a metal roof making affordable annual insurances ($916 for flood / $3808 for wind and liability).Downstairs, you cannot miss the extensive louvered area which offers privacy and is 1800 square feet. Bring your toys, tools, and still have plenty of parking for an RV and boat on this 90x100 wide lot. Nearby is a public boat ramp which ties this whole package together. Splash your boat and park it at your 40 dock. Youll appreciate the excellent boating access and low maintenance so you can enjoy the Keys.

$1,100,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,576 SqFt Days Listed: 41
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Concrete

Discover Conch Cottage, a charmingly updated 3-bedroom, 2-bathroom single-family home designed with a thoughtful split floor plan. This inviting retreat showcases bright, spacious rooms adorned with crown molding, recessed lighting, and elegant tile flooring throughout. The kitchen is a chefs delight, featuring granite and quartz countertops, stainless steel appliances, and plenty of cabinet space.Step outside to your private oasis, complete with 60 feet of dockage along a 50-foot-wide canal--perfect for boating enthusiasts with easy access to the ocean and bayside. The fenced backyard is packed with amenities, including a 312-square-foot screened patio, a tiki hut, a permitted detached gear storage/utility room, an outdoor shower, and a convenient fish cleaning station.Blending coastal charm with modern sophistication, Conch Cottage offers the ultimate in luxury and comfort. Fully furnished and turn-key, this home is ready for you to embrace the paradise lifestyle today!

$1,100,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 32
-3.93% ($45,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.Concrete

Experience tropical living at its finest with this tropical home! Just four houses in from the open water, this charming property features 2 bedrooms and 2 bathrooms, flooded with natural light and adorned with porcelain tile throughout.Step into updated tile bathrooms boasting frameless shower doors, and a remodeled kitchen with solid wood cabinets and granite countertops.Enjoy the tranquility of low decibel, quiet central air installed in 2023. Relax upstairs on the screened patio with no see um screen and peek a boo views, or head downstairs to the ground-level tiled covered patio, the perfect spot for outdoor gatherings.For fishing enthusiasts, theres a covered fish cleaning station, a 75-foot concrete seawall with step-down dock, 30 amp electric, and water access.This home is built to withstand the elements, with hardy board siding, impact doors and windows, and a new metal roof. New composite stairs and aluminum handrails were also added in 2023, all external under-house plumbing has been replaced.Partially furnished, with room for a pool, RV, boat, and trailer parking, as well as a garage (large enough to hold a boat on a trailer) and storage space, this property offers everything you need for a tropical paradise lifestyle. Currently used part time as a vacation rental with many repeat clients.

$1,100,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 1,464 SqFt Days Listed: 67
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: DavitsConcrete

This home is located on a beautiful 75 ft wide canal and has approximately 60 ft of seawall. Triton Seas Center is located on the same canal, just putt over and fill the boat up for a day of fishing and diving. Features a newer roof (2021), impact doors and windows, A/C (2022), fenced yard and appliances. This unique home plan and location make this home a must see.

$1,100,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
2 Bed, 2 Baths, 1,312 SqFt Days Listed: 48
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 80ft.

Welcome to your perfect coastal retreat! This inviting 2-bedroom, 2-bath home plus office offers the ideal blend of comfort and convenience for boating enthusiasts. Nestled on the Oceanside with no bridges to navigate, it boasts a private 15,000 lb boatlift on 80 ft concrete dock a generous 4-ft draft making it a dream for those who love the water. Relax and unwind in the screened patio, perfect for enjoying the gentle sea breeze. adventures and serene waterfront living. Dont miss the chance to make this slice of paradise your own!

$1,100,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,195 SqFt Days Listed: 91
-4.26% ($49,000) 1 Price Change : Last Change 59 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift40ft.Concre

Welcome to Blackbeard Lane on Cudjoe Key, a stunning stilted home that perfectly combines modern elegance with the charm of the Florida Keys. Built in 2012 and thoughtfully updated, this property boasts 3 bedrooms and 2 bathrooms across 1,195 sq. ft. of beautifully designed living space.The heart of the home is the expansive open-concept living area, seamlessly connecting to a chefs kitchen adorned with high-end appliances, custom cabinetry, a pot filler, and a striking Dade County Pine hood. The primary suite features an ensuite bathroom with custom finishes and generous walk-in closets, while two additional guest rooms share a stylish guest shower.Attention to detail is evident throughout, from the contemporary flooring to the Dade County Pine accents. The home is equipped with impact-resistant windows and a newer roof (2018), ensuring low insurances and peace of mind. Set on a spacious 6,000 sq. ft. lot, this property is a true boaters paradise, featuring a 40-foot seawall and a 10,000 lb boat lift, making it easy to explore nearby destinations like the American Shoal Lighthouse and Looe Key Sanctuary. Additional amenities include an outdoor shower, ample parking, and a downstairs enclosed garage for extra storage.Experience the best of Florida Keys living in this exceptional home!Property is owned by a licensed Real Estate Agent.

$1,118,000
Cudjoe Key
Cudjoe Ocean Shores   - MM: 23.00
3 Bed, 3 Baths, 1,225 SqFt Days Listed: 71
+8.54% ($88,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Wow New Price. Best value in the area!! Discover the ultimate lifestyle with this 3-bedroom, 2-bathroom waterfront canal home on Cudjoe Key, a prime location. This unique property offers the best of both worlds; fast, convenient access to the open waters of the Atlantic Ocean and the tranquil Gulf of Mexico, allowing you to reach prime fishing spots in no time, dive, snorkel and cruise to the Keys sand bars. NUTS & BOLTS1,225 finished living space, additional lower level enclosed storage, Newer Metal Roof, 7,500 sqft Lot, 75 Canal Front, Stainless Appliances, Renovated Kitchen & Baths, Ample off Street parking The homes open floor plan is tiled throughout, providing a dream coastal retreat. Step outside onto a spacious back porch that overlooks the serene canal, perfect for morning coffee or views. The expansive, fenced-in yard offers both privacy and potential for outdoor enhancements.Additional features include ample storage space with a downstairs storage enclosure, covered parking for up to three vehicles, and a quick commute to the vibrant scene in Key West or the relaxed charm of Big Pine Key. Whether youre a fishing enthusiast or simply looking for an escape, this property promises an unbeatable Keys lifestyle with quick access to blue water and endless opportunity.

$1,124,900
Big Pine Key
Pine Channel Estates   - MM: 29.50
2 Bed, 2 Baths, 1,258 SqFt Days Listed: 80
-5.87% ($70,100) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits75ft.

Waterfront Dream in Pine Channel Estates, Big Pine Key! Embrace the ultimate in Florida Keys living with this beautiful 2-bedroom, 2-bath waterfront retreat in Pine Channel Estates! Designed for both comfort and durability, this home is built with solid concrete block construction, ensuring peace of mind and low-maintenance for years to come. Step into the bright, open-plan kitchen and living area, perfect for effortless entertaining and laid-back gatherings. Just beyond, the large screened-in porch invites you to relax with a morning coffee or evening cocktail, surrounded by serene canal views. This outdoor space is made for enjoying the Florida Keys lifestyle, with a spacious, covered area beneath the house ideal for hosting guests in any weather. For water enthusiasts, this property is a dream come true. The 75-foot concrete dock with davits offers easy access for your boat and other water toys, ready for adventures on the open water just minutes away. With the canal right outside your door, world-class fishing, diving, and boating are all within reach. Plus, a fenced backyard adds privacy and room to design your own pool paradise. This home is made for easy living, from the convenient carport to the enclosed storage area downstairs, fully tiled and ready to hold all your gear. Low-maintenance features make it the ideal lock-and-leave property, perfect for full-time residents or seasonal getaways. With a sturdy metal roof installed in 2019, youll enjoy both safety and style.Located just a short drive from charming local shops and restaurants, this property offers the perfect blend of secluded waterfront tranquility and nearby amenities. Dont miss the opportunity to own this incredible piece of paradise in the Keys. Low insurances! Schedule your private viewing today, and start living the waterfront lifestyle youve always dreamed of!

$1,125,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 1,056 SqFt Days Listed: 35
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

FANTAST BOAT ACCESS and peaceful open water views over the salt ponds ... the location of this meticulously maintained, oceanside home is hard to beat. Situated on the T of the 75 ft. wide canal system, boat maneuvering is very easy; tie up to the concrete seawall or use the boat lift. The walk-around porch and multiple porches (two of which are screened) provide extra outdoor living space, and the ground level offers an impressive outdoor shower, grilling area, and canal-side fire pit. The owners attention detail has been exceptional, including custom gates and stainless-steel cable railings. Hardie-board siding, impact-resistant windows and doors upstairs; accordion shutters protect the windows and sliding glass door of the 840 sq. ft. storage enclosure. Cathedral ceilings enhance the open feeling of this 1,056 sq. ft., 3 bedroom, 2 bath home; offered fully furnished. The primary suite has its own screened porch with views up the canal to Triton Sea Center where fuel, ice and more are available before heading out for a great day on the water.

$1,129,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,519 SqFt Days Listed: 12
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Meticulously maintained canal front CBS home situated in the tranquil Port Pine Heights neighborhood of Big Pine Key. This residence, offering 1519 sqft of living area and over 1500 sqft of fully permitted garage space, was designed and constructed by the present owners. Beyond the security of concrete construction, future owners will appreciate the strategic decision to elevate the building site by approximately 3 extra feet prior to construction. Already equipped with a metal roof and protected by impact windows and doors(2023), its ready for immediate occupancy to begin enjoying the Keys lifestyle.The upper level features a fully tiled, open concept living space and kitchen that features hardwood cabinetry and granite countertops. Both living area and kitchen connect to the porch via 8 ft sliding glass doors. Individual hallways extend to each bedroom with a practical utility and laundry room positioned between them. The bedrooms include spacious walk-in closets, with the master featuring an en-suite bathroom. Sliding doors from each bedroom access the wraparound balcony. The ground levels two garage doors reveal an expansive space for storing vehicles and water toys. Impact sliders connect to the fenced backyard where a boat lift stands at the dock. The dock underwent reconstruction in 2020 using Brazilian Cumaru hardwood, ensuring minimal maintenance and maximum durability.Situated four canals from open water, Pine Channel access is swift, convenient, and free of bridges. Water enthusiasts will find premier fishing, snorkeling, and sandbar locations within reach. Looe Key Reef, Content Key, Picnic Island, and Bahia Honda represent just a few nearby destinations. This home reflects the dedication and attention invested in its construction and upkeep. Schedule your viewing of this exceptional property today!

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 01-23-2025.
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