Divider
Content Divider

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

Total Listings 146
Order By:

$945,000
Big Pine Key
Doctors Arm   - MM: 30.50
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 40
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip100ft.Cut/N

Discover the charm of the Old Florida Keys in this solidly built, canal front home located on Big Pine Key, just a 30-minute drive to Key West and 5 minutes to nearby stores. With unparalleled access to prime fishing and diving locations, boating enthusiasts will appreciate the 20 cut-in boat slip garage, 100 of canal front, and the quick boating access right from the backyard.This beautifully updated residence sits on a spacious 100 x 100 lot, comprised of two combined parcels, offering ample space, a manicured yard, and tropical landscaping. The paver driveway and an RV hook-up add convenience and versatility to the property. Constructed with solid concrete providing hurricane resilience, this home is equipped with impact-resistant windows and a concrete roof.Inside, the modern updates shine with travertine tile floors, granite countertops, and stainless steel appliances. The large primary suite features a private bath and walk-in closet, while the convenient hall closet houses a laundry area. A second bedroom and full hall bath complete the main living floor. The lower level offers ample storage for all your gear and includes an additional room for flexible use. Furniture is negotiable and can be included at the asking price. Offered at $945,000, this tropical haven combines the charm of classic Florida style with all the conveniences of a thoughtfully updated home in an unbeatable location. Dont miss your chance to experience the Keys lifestyle at its finest!

$949,900
Big Pine Key
Pine Channel Estates   - MM: 29.50
2 Bed, 2 Baths, 1,277 SqFt Days Listed: 72
+0.01% ($100) 1 Price Change : Last Change 71 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.Concrete

2 Bedroom 2 Bath almost 1300 sq. ft. home plus sunroom that can double as a guest room. 75 ft on canal with concrete seawall and stepdown dock. Garage 40 ft wide canal, straight shot out of canal to Pine Channel for Gulf or Atlantic fishing, diving and boating. Room for pool front or back. Covered back patio. Partially fenced lot can be totally fenced.Tile floors throughout, Accordion Shutters, Impact windows, V crimp metal roof. AE8 Flood zone, Tier 3, Improved Subdivision. Desirable neighborhoodCentral AC & Heat. Connected to central sewer. No open or expired permits, or code violations. No Homeowners Association. Buyer to verify any info. Currently rented till Dec. 31, 2024, So any buyer would have to take the rental till then. $3500. mo. Util not included.

$950,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,039 SqFt Days Listed: 222
-25.49% ($325,000) 7 Price Changes : Last Change 31 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads205ft.

This point canal lot has 205 feet of concrete dockage and two sets of davits, Perfect for the water enthusiasts with multiple or large boats. The 8640 square foot fenced lot has room for all your land toys too. Or if its privacy that you want, this home has a county owned lot to the east with water on two of the other sides. Both water sides are 50 foot wide for great boating both to the Atlantic and Gulf with no neighborhood bridges out. A community boat ramp if you are trailering is not far away. The home is a spacious 3-bedroom two bath home with a large, covered screen porch. Views of Pine Channel from your deck and living room that boasts spectacular sunsets. Central A/C, tile and engineered floors all on a raised elevated pad with a lower storage enclosure. Plenty of room for that pool and Tiki hut.

$975,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 984 SqFt Days Listed: 46
Single Family - Active - 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: 173
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???

$1,000,000
Big Coppitt
Porpoise Point Sec 4   - MM: 10.00
3 Bed, 3 Baths, 1,520 SqFt Days Listed: 24
Single Family - Active - 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!

$1,035,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,456 SqFt Days Listed: 97
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits

Situated on a lushly landscaped double lot on a canal, this two-story stilt home has ample space for all your extras including parking for your trailer and RV, and room for a pool. 60-foot concrete seawall with davits plus additional 60 feet of seawall lets you get out to the reef or the backcountry with ease. Upgrades to this 3-bedroom/2-bath home include brand-new metal roof (completed 9/24); Hardie Board siding; beautiful engineered hardwood flooring throughout; and mosaic tile marble floors and marble walls in both full baths. Mahogany French doors in living area and bedroom, mahogany trim around windows, and a mahogany staircase on first story add warmth and character to this spacious 1,456-square-foot home. Walk-in closet and soaker tub in primary suite. Gorgeous glass-door kitchen cabinets, Shaws Original farm sink, and premium quality granite make the kitchen an exquisite room, with all stainless steel appliances. A screened patio off the living room is surrounded by lush tropical landscaping and provides a view below where you can often see Key Deer. Downstairs enclosure and garage offer plenty of extra room, and just outside them theres yet another place to grill, relax and watch the wildlife including manatees in the canal seasonally. Whole-house shutters. One lot of the double-lot is fenced. Restrictive covenant-no additional residences may be built on property. Shown by appointment.

$1,050,000
Big Pine Key
Ross Haven   - MM: 31.00
3 Bed, 3 Baths, 1,502 SqFt Days Listed: 160
-4.55% ($50,000) 1 Price Change : Last Change 72 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift50ft

This modern concrete single-family home, built in 2022, features three bedrooms and two bathrooms in an open layout. The contemporary design includes impact-resistant doors and windows for security and energy efficiency. With direct waterfront access, the property boasts a 50-foot dock and a boat lift for vessels up to 15,000 lbs, perfect for water enthusiasts. Inside, the spacious living area connects to a stylish kitchen, while the bedrooms offer comfort, including a master suite with a private bath. The outdoor space can be landscaped with native plants, providing a relaxing setting for enjoying the waterfront lifestyle, complete with nearby amenities like parks and restaurants. This home is ideal for family living or as a vacation retreat.

$1,090,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,764 SqFt Days Listed: 49
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: 435
-19.26% ($260,000) 3 Price Changes : Last Change 16 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*

$1,099,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,140 SqFt Days Listed: 86
-3.51% ($40,000) 1 Price Change : Last Change 21 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
Jolly Roger Estates   - MM: 28.50
4 Bed, 4 Baths, 1,638 SqFt Days Listed: 19
Duplex - Active - Waterfront Yes
Side of Island: Median - Dockage: Boat Lift70ft.

Stunning Legal Duplex with Unmatched Waterfront Views!Welcome to this exceptional legal duplex, a rare gem on a sprawling corner lot surrounded by water on both sides. Each spacious 2-bedroom, 2-bathroom unit offers its own private patio and dedicated storage--ensuring convenience and comfort for all residents.KEY HIGHLIGHTSPrime Location: End-of-canal setting with room for multiple boats and a pressure induced boat lift, providing direct boating access.Scenic Beauty: Overlooks a serene salt pond preserve, offering breathtaking sunset views from every bedroom. Expansive lot: Gated access for dry boat storage and ample space for all your toys.Built for Resilience: Elevated construction, impact windows, Hardy board siding and a metal roof ensure lasting quality and peace of mind.Investment Potential: Proven rental income history, perfect for savvy investors. In addition, the option for owner/tenant shared occupancy makes for the perfect island getaway by providing a guilt free investment resulting in offset expenses.Experience the ultimate Keys waterfront lifestyle in a property designed for affordability, relaxation, and adventure. Schedule your private tour today!

$1,100,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 1,464 SqFt Days Listed: 37
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
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,576 SqFt Days Listed: 11
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
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,195 SqFt Days Listed: 61
-4.26% ($49,000) 1 Price Change : Last Change 8 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!

$1,100,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
2 Bed, 2 Baths, 1,312 SqFt Days Listed: 18
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
Little Torch Key
Coral Shores Estates   - MM: 28.00
3 Bed, 3 Baths, 1,400 SqFt Days Listed: 64
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 40ft.

Open Water Views abound at this Little Torch Key retreat! Nestled in the peaceful Coral Shores Estates neighborhood, in proximity to an excellent community boat ramp and just one minute to Open Water, this canal front home is ideal for the avid boater! The open concept main living area is bright and inviting, with stunning Water Views and loads of natural light. The updated kitchen comes complete with granite countertops, ample storage, kitchen island with seating, and gas range. Two sizable guest bedrooms provide excellent accommodation for a family or guests, and the primary bedroom boasts Bay Views and a well-appointed en suite bathroom. An upstairs laundry closet provides added convenience, and additional upgrades include impact doors and impact windows and new composite decking upstairs. The spacious screened-in porch just off the main living area lends itself to entertaining with room for outdoor dining, and stunning views of Keys Famous Sunsets and the pristine canal below. Downstairs, enjoy abundant covered and open parking as well as a bonus storage space for keeping tools and equipment dry and secure. A full length concrete dock with step-down accommodates multiple vessels for easy and frequent fishing and diving within minutes. Just unpack and relax, this fantastic property is outfitted for effortless Keys living!

$1,125,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 1,056 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

With fantastic 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.

$1,125,000
Little Torch Key
Windward Beach Estates   - MM: 28.50
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 39
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. 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.

$1,129,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
6 Bed, 6 Baths, 2,320 SqFt Days Listed: 135
-5.84% ($70,000) 4 Price Changes : Last Change 20 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

Welcome to 184 Cutthroat Drive, a wonderful income producing waterfront home on the peaceful Cudjoe Key. This home offers 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!

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 12-24-2024.
Back To TopMore Info
Terms / Privacy / Accessibility ADA