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

Waterfront properties in the Lower Keys highlight the natural beauty that the area is known for.  Whether oceanfront Lower Keys homes or bayfront Lower Keys houses, these Florida Keys properties provide unparalleled views of rolling waves, swaying palm trees, and tranquil open water.  Spectacular Lower Keys waterfront homes can be found from Big Pine Key to Key West.  View all waterfront listings in the Lower Keys by browsing the Florida Keys MLS.

Total Listings 175
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$310,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 8
PreConstructi - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

The price is for the lot AND permit. Pre-construction showing a picture of the modular that is permitted. Make your changes now before price increases with work conducted OR purchase the property with the permit and finish it on your own. *Approved ROGO Allocation and Active Building Permit as of February 25, 2025. Building permit is ready to be picked up. Permit number: SFDUP-2023-0113 is approved for a 1,320sq ft 180mph wind rated 3 bedroom 2 bathroom modular column raised Green Building Home with back porch and closed downstairs storage room. Central air and heat, metal roof, Hardi-board exterior siding and hurricane windows. Affinity Model ABS 2180.Enjoy the swimming canal with a floating dock and no need for additional dock permits. Includes a 1-year Manufacturer Warranty.Buyer to verify all details.

$425,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 675 SqFt Days Listed: 120
-5.35% ($24,000) 1 Price Change : Last Change 69 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 23ft.Concrete

Welcome to a slice of paradise tucked away in the gated community of Venture Out on Cudjoe Key, where your dream of coastal living becomes a reality. This charming 2-bedroom, 1.5-bathroom home invites you to embrace the tropical lifestyle, offering the perfect blend of comfort and tranquility. The interior of this cozy residence is thoughtfully furnished, ensuring you can start enjoying your new home immediately. Each room exudes a sense of relaxation, with natural light through the windows and sliding glass doors. Step outside to your 23 dock making it convenient to jump on your boat for a day out on the water. Venture Out offers an impressive array of amenities that cater to both full-time residents and visitors looking for a getaway. Enjoy the luxury of a heated pool that overlooks the ocean, a perfect spot to unwind. For those with a passion for sports and outdoor activities, Venture Out doesnt disappoint. Engage in a friendly game of pickleball, basketball, or bocce ball on the courts designed for recreation and connection. Venture Out is not only a community, but also a lifestyle. New water heater recently installed.

$439,000
Big Pine Key
Sands Subdivision   - MM: 31.00
1 Bed, 1 Baths, 441 SqFt Days Listed: 129
-12.02% ($60,000) 2 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Per Seller: Boaters Paradise! 3 minutes to open water with the ability to dock almost any big boat or multiple boats here! 50 of sea wall and there is 25x50 feet of owned sea bed so the potential to moor boats here is amazing. Huge catamaran sail boat or multiple center consoles backed in. Would be a great base for a fishing charter. This is a cozy, solid built home, not a manufactured or mobile home. No HOAs and save on insurance! Many parks and trails nearby. Wonderful, very quiet community and great neighbors. Come see what Big Pine has to offer: fishing, lobstering, kayak 10 minutes to sand bar from your house and watch turtles and dolphins! See manatees, endangered key deer and a variety of bird species. Amazing place to live! Make the most of Keys living! There is plenty of space for storage with a shed and place to park for a RV, boat trailer or multiple vehicles. Charming outdoor area for lounging and entertaining. Relax with a line in the water. Efficient and well equipped kitchen. Bathroom with shower and washer/dryer, on-demand water heater. Everything you need and nothing that you dont. Buy now with the ability to build in the future.

$450,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 972 SqFt Days Listed: 45
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Concrete

This 2-bedroom, 1-bath home is a great opportunity for those looking to renovate and make it their own. Located on a plugged canal, this property has the potential to be a charming starter home or investment property. With a little vision and TLC, you can transform this space into your ideal retreat. Priced to sell, bring your creativity and make this house your own!

$450,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 654 SqFt Days Listed: 195
Half Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 37ft.Concrete

Nestled at the end of a peaceful dead-end street, this well maintained 2-bedroom, 1-bath home offers both privacy and serene water views. The property backs onto a picturesque canal that is fully maintained by the HOA, ensuring a low-maintenance outdoor lifestyle.Outside, enjoy the tranquil canal from your backyard, ideal for morning coffee or evening sunsets. Located in a family-friendly community, this home offers easy access to Bogie Channel, local amenities, parks, and the loveable Key Deer. This is a rare opportunity to own a piece of paradise and quiet waterfront living.

$524,777
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,506 SqFt Days Listed: 54
-16.14% ($101,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Fixed Bridge

Charming 2-Bedroom Cottage with Serene Privacy in Big Pine Key. County owned lots to the North, South, and West ensures privacy.Nestled in the heart of Big Pine Key, this 2-bedroom, 1.5-bathroom cottage offers the perfect combination of tranquility, privacy, and natural beauty. With no development allowed to the west, youll enjoy an extra layer of seclusion, allowing you to fully embrace the surrounding wildlife and peaceful atmosphere.A short walk from the renowned Blue Hole, one of the areas most sought-after natural attractions, this home is ideal for nature lovers and those seeking a relaxed lifestyle in the Florida Keys. Whether youre an avid boater or just love the water, this property boasts convenient access for boats with up to a 3ft draft and 9ft bridge clearance, giving you easy access to the vibrant waters of the Keys.Inside, youll find a cozy, cottage-like space full of potential. The home offers the opportunity to add your personal touch and TLC, transforming it into the perfect retreat. The peaceful surroundings, coupled with the warm, inviting vibe of the home, make this the ideal spot to relax and unwind.If youre seeking a slice of paradise where you can create your dream home, this is the perfect opportunity. Come and see for yourself why Big Pine Key is one of the best-kept secrets in the Keys!

$549,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 936 SqFt Days Listed: 135
-21.46% ($150,000) 3 Price Changes : Last Change 11 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

CBS home on two lots with a county owned lot to the west which means there is a vacant lot on each side of the home. Located on a 50-foot-wide canal with a cut in boat slip. Only a short ride out to open water. Quiet street with lots of privacy, new roof in 2023, fenced yard. Close to shopping, Bahia Honda state park and beach and a short ride to Key West. Neighborhood boat ramp, lots of wildlife as this home is in the National Key Deer Refuge and boarders on the Great White Heron Refuge.

$599,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,020 SqFt Days Listed: 156
-14.31% ($100,000) 3 Price Changes : Last Change 27 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

Nestled within the peaceful surroundings of the Key Deer Refuge, this charming 2 bedroom, 1 bathroom canal-front home offers a unique blend of nature, privacy, and easy access to water adventures. The homes inviting, light-filled interior embraces the essence of a classic Keys residence, with spacious, well-designed rooms. The open living area, filled with natural light from large windows, seamlessly connects to the kitchen, creating a warm, welcoming space perfect for both entertaining and quiet relaxation. Tropical light filters through every corner, framing serene canal and garden views that enhance the homes tranquil ambiance. Each bedroom offers ample space for rest and rejuvenation, while a bonus room provides flexible options as a cozy home office, additional storage, or hobby space. For those who love the water, this property is a true paradise. A private on-site boat ramp allows for convenient small-vessel access, while a larger neighborhood boat ramp around the corner provides even more options for boaters. Just minutes from open water, the home is ideally situated for enjoying the Keys renowned fishing, snorkeling, and diving. The neighborhood is equally appealing, combining a quiet setting with access to all essential conveniences. Nearby, youll find local shopping, popular restaurants, and vibrant bars, plus the Big Pine Community Park for outdoor recreation. The Key Deer Refuge across the street creates a natural buffer, adding privacy, preserving the local beauty, and offering occasional sightings of the charming Key Deer.This home perfectly balances a tranquil, island lifestyle with modern comforts, making it an ideal place for anyone seeking the best of Florida Keys living.

$599,000
Big Coppitt
Seaside Resort Tp   - MM: 10.00
2 Bed, 2 Baths, 840 SqFt Days Listed: 61
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp30ft.Concre

Canalfront 2/2 stilted modular home has a 30 seawall right in your backyard. This is the one you been waiting for! Residence has 2 sliders with impact shutters and faces west to enjoy the fabulous sunsets from your living space or the outdoor porch overlooking your boat and water. One of the best locations here! This light and bright single family residence is very well cared for and located in Seaside Resort on Big Coppitt located 10 miles from Key West. Washer and dryer included and has gas stove and oven. Tiled floors in living area and kitchen. Lots of storage and closet space. New A/C system and metal roof installed in 2024. All concrete pilings offers under home parking with a newly built and insulated concrete storage shed for your kayaks and fishing gear. Gated community. Boat ramp available for owners. People really seem to enjoy living here at Seaside and taking advantage of the large heated/chilled swimming pool and even a 2nd more private pool on the ocean next to the gym and library. Has shuffleboard and bocce ball courts as well. Gated/Security. This well kept community offers tropical resort style living with lots of flora and tropical landscaping. There are 2 large storage lots for your boat or RV available at a minimal fee based on size. Low quarterly association fee and taxes are low as well. Pets are not permitted, ensuring a tranquil environment for owners. Vacation rentals are allowed with a minimum 30-day rental period. A $150 background fee and approval are required for all rentals. Each property is responsible for water and sewer bill - billed back by the condo association quarterly. To become part of this remarkable community all new owners are required to submit an application to buy and own. Dont miss this exceptional opportunity to experience life in this extraordinary Florida Keys community. Its a great place to be!

$599,999
Big Pine Key
Doctors Arm   - MM: 30.50
3 Bed, 3 Baths, 1,080 SqFt Days Listed: 176
-10.45% ($70,001) 5 Price Changes : Last Change 14 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Davit Pads50f

Updated adorable 3 bedroom, 1 bath canal-front home situated in the desirable Doctors Arm neighborhood of Big Pine Key. Enjoy direct, bridge-free access to open water. The property includes approval for a boat lift by the Dept of the Army Corp of Engineers, which can be transferred to the new owner.This home has been tastefully updated, featuring stainless steel appliances, newer electric service, an on-demand hot water heater, impact-resistant windows and doors, and a durable metal roof. The interior is bright and welcoming. Just inside the front door is a nice sized area that would be a perfect TV room along with one bedroom. Just up a few steps to the upper level is more living space with room for a dining table. Just down the hall are two bedrooms and a full updated bathroom.The spacious backyard boasts a spacious deck with an outdoor shower, offering ample space for a pool and plenty of room to relax or entertain.

$699,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 861 SqFt Days Listed: 192
-6.80% ($51,000) 2 Price Changes : Last Change 2 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 44ft.Concrete

Affordable piece of paradise! Move in ready, open concept, bright and airy, and freshly painted interior! This 2 bedroom 2 bath home is so spacious youll be amazed. It has a very large kitchen and living area that looks out over the canal, with sliding glass doors out on to the newly painted deck. Minisplits in each room that cool, heat and dehumidify! Plus, a 5 stage reverse osmosis water purifier! There is 44 ft of concrete dockage, very generous for this community, and lots of storage underneath the house for all your boating and fishing gear. A large pool, hot tub, and tons of community activities are just a few of the amenities Venture Out has to offer its residents.

$699,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 112
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

Charming fishing bungalow located on oceanside Cudjoe Key just waiting to be yours. This waterfront haven features two bedrooms, two bathrooms and just under 1,100 square feet inside plus a permitted downstairs enclosure with plumbing and electric. Enjoy room for all to entertain in the open concept living area that seamlessly leads into the kitchen and dining. Waterside screened porch allows for views of the canal from above, or stroll to the open porch from the primary bedroom for an evening cocktail. With easy Ocean access through Cudjoes canal system, venture by boat to fish and dive the turquoise waters in the Florida Keys. Situated on a spacious 6,000 square foot lot, there is ample space for outdoor living, including the vast potential for lush landscape, a private pool, or expansive tiki. Be enamored by all of the gorgeous fruit trees onsite, including mango, lemon, lime, guava, coconut and even grapefruit! Downstairs, find an outdoor shower to rinse off the salt water, permitted enclosed storage space ideal for all anglers equipment, carport parking for one car, open parking for multiple vehicles and a covered space ideal for lounging after a day on the water. Conveniently located down the street from the famous Square Grouper and other local eateries.

$719,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,353 SqFt Days Listed: 134
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.Concrete

This 3BR spacious canal front home with quick open water access is nestled at the end of a quiet dead-end street. Amidst lush vegetation, this property offers the ultimate sanctuary for those seeking privacy and a connection to the Keys lifestyle. 50ft concrete seawall with 10,000lb boat lift. This home boasts an inviting shaded deck creating the perfect outdoor space for relaxation and entertainment. The homes interior layout boasts almost 1400sqft, including 3 spacious bedrooms, 2 bathrooms, and a bonus room that could be used as an office, workout area, or Florida room. 30AMP hook up.

$724,900
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 7
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Nestled on a quiet dead-end street, this 2-bed, 2-bath stilted home offers privacy, low-maintenance living, and a relaxed Keys lifestyle. With county and state-owned land across both the canal and the front of the home, youll enjoy lush, unobstructed views with no future development in sight.Step inside to a fully-furnished, open-concept living space featuring beautiful wood beams and abundant natural light. The backyard is an entertainers dream with a new (2022) custom concrete pool and a fully fenced yard--perfect for relaxing after a day outdoors. The plugged swimming canal offers clean, calm waters and is great for fishing right from your composite dock. A few boat ramps nearby makes it easy to get out on the water.Built for peace of mind, this home features hurricane impact windows and doors, a 5V Crimp metal roof, and exceptionally low insurance costs--flood policy is just ~$800/year! The large lot offers plenty of room for boats, RVs, and extra vehicles, plus covered parking or storage under the home.If youre looking for seclusion, serenity, and a true Florida Keys retreat, this is the perfect place to call home.

$725,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,039 SqFt Days Listed: 77
-7.40% ($57,900) 1 Price Change : Last Change 27 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Fixed BridgeCut/Natu

SITUATED ON A 50 FT. WIDE CANAL, this updated 3 bedroom / 2 bath home offers very good boat access to Pine Channel, the Atlantic and back country. The great room is bright and airy with a cathedral ceiling, south facing picture window and French doors that lead to the covered porch overlooking the canal. Updates include impact-resistant windows and doors, new stainless steel kitchen appliances, recent vinyl plank flooring and vanities; 2018 metal roof; the water heater is less than a year old. The 5,000 sq. ft. lot offers 50 ft. of canal-frontage and the nearby public boat ramp couldnt be more convenient! Eden Pines Colony is a friendly neighborhood where the Key deer roam and bike paths, shopping, parks, banks and more are within easy reach on the island.

$735,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 180
-8.01% ($64,000) 2 Price Changes : Last Change 19 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Freshly remodeled waterfront home! Located in a lovely neighborhood with a boat ramp right around the corner! Exterior of property has open parking as well as covered parking for multiple vehicles. Below home is surrounded by lattice to give additional shade and privacy. So much potential downstairs for outdoor entertainment.The main living area has gone through a full renovation. Kitchen boast sleek quartz countertops and newly installed cabinets and backsplash. Both bathrooms have been upgraded. Gorgeous high end tiling in shower and floor, accompanied by new vanities. Throughout the house is luxury plank vinyl flooring and crown molding to make this home shine even more. Off main living area is an expansive back deck for relaxation. Local grocery store, dog park, and food/beverage only minutes away! Like what you see? Call today!

$745,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 155
-6.76% ($54,000) 1 Price Change : Last Change 4 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 62ft.

Coastal Paradise: 2-Bedroom, 2-Bath Canal-Front Home with Direct Ocean AccessThis stunning 2-bedroom, 2-bath home offers the ultimate canal-front lifestyle, minutes from open water with no bridges to navigate, perfect for boating enthusiasts. Located on the coveted Oceanside, the property features a spacious 60-foot dock ready for your vessel, offering convenient and quick access to the ocean.Inside, the open-concept living area invites relaxation, with natural light pouring in and serene water views. Enjoy seamless indoor-outdoor living with two screened patios--ideal for entertaining, morning coffee, or evening sunsets. A 2-car garage provides ample storage for vehicles and gear, enhancing both convenience and security.Move-in ready and primed for your personal touch, this home is a rare gem in a prime location. Dont miss your chance to own a slice of waterfront paradise!

$750,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 330
-2.60% ($20,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Lots of Room To Roam! Own your own compound with this triple lot home. Centrally located between Marathon and Key West for easy access to shopping and dining. This home has so many possibilities to add a pool, gardens, a Tiki bar or anything that you can imagine. Plenty of room to park all of your vehicles, trailers, and RVs. The yard is fenced in with a grass lawn perfect for your pets or kids. The home is also located on a plugged / swimming canal that is perfect for swimming, kayaking or paddle boarding. There is a concrete seawall complete with an outside bar / grill area that is perfect for entertaining. The home offers an open living concept complete with vaulted ceilings and wrap around deck areas. The property also has a cistern that is currently used for irrigation. This home has it all! Priced to sell. Make this your own piece of paradise!

$750,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 1,008 SqFt Days Listed: 326
-9.09% ($75,000) 3 Price Changes : Last Change 144 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits188ft.

Welcome to our cozy retreat nestled on Big Pine Key. This charming one bedroom one bath cottage offers a tranquil escape on a DOUBLE LOT fenced in yard, providing privacy and security. Enjoy the picturesque waterfront views from your own back yard. Florida room with large impact windows to capture the water views. Impact windows through out. Easy, to make the house a 2 bedroom home. Approximately 273 feet of concrete seawall with davits, Small garage for extra storage. Property is also 100 % handicap accessible. This home is your gateway to laidback island living. Make offer!!

$775,000
Big Pine Key
Ross Haven   - MM: 31.00
2 Bed, 2 Baths, 912 SqFt Days Listed: 8
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: DavitsConcrete

Welcome to your slice of paradise in the beautiful Florida Keys! This 2-bedroom, 2-bathroom canal-front home is perfectly situated in Big Pine Key, offering direct access to the renowned Bogie Channel and some of the best boating in the area.Enjoy 50 feet of concrete seawall, complete with boat davits, making it easy to launch and dock your vessel. The screened porch provides the perfect spot to relax and take in the partial open water views, while gentle sea breezes flow through. A cargo lift makes transporting supplies effortless, and additional storage ensures plenty of room for all your gear.Surrounded by the natural beauty of Key Deer Refuge and just minutes from Bahia Honda State Park, this home offers a serene yet adventure-filled lifestyle. Whether youre fishing, diving, or simply soaking up the laid-back Keys atmosphere, this is the ideal waterfront retreat.Dont miss this rare opportunity--schedule your private showing 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 03-31-2025.
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