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Florida Keys Waterfront Homes on the Bay / Gulf Side For Sale

Most of the properties in the Florida Keys peninsula are either on the bay / gulf side or on the ocean side of the island. The following Waterfront Florida Keys homes for sale below are on the gulf side / bay side.

Total Listings 208
Order By:

$450,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 654 SqFt Days Listed: 70
-14.29% ($75,000) 2 Price Changes : Last Change 27 Days Ago
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.

$489,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
5 Bed, 5 Baths, 2,900 SqFt Days Listed: 113
-5.78% ($30,000) 1 Price Change : Last Change 2 Days Ago
Fractional Ow - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 55ft.

New CO-OWNERSHIP opportunity: Own 1/8 of this professionally managed, turnkey home. Swaying palms and a gracious front entry leave no doubt that relaxation awaits in this new construction Florida Keys home. The 5-bedroom, 3.5-bathroom home is along a canal in sought-after White Marlin Beach. The open-concept main floor has soaring ceilings, oversized windows and glass doors connecting the living space to the pool and waterway beyond. The bright gourmet kitchen features JennAir appliances, two sinks and spacious cabinets. A bay window in the dining area serves up a pool view. The main floor primary bedroom includes a custom closet and opens to the pool and patio. The main bedroom upstairs has a large closet and a Jack & Jill bath leading to another guest bedroom. With two additional bedrooms, the home easily accommodates family and friends. The home comes fully furnished and professionally decorated. There will be six 1/8 shares and one 1/4 share sold.

$499,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
5 Bed, 5 Baths, 2,900 SqFt Days Listed: 35
Fractional Ow - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 55ft.

New CO-OWNERSHIP opportunity: Own 1/8 of this professionally managed, turnkey home. Swaying palms and a gracious front entry leave no doubt that relaxation awaits in this new construction Florida Keys home. The 5-bedroom, 3.5-bathroom home is along a canal in sought-after White Marlin Beach. The open-concept main floor has soaring ceilings, oversized windows and glass doors connecting the living space to the pool and waterway beyond. The bright gourmet kitchen features JennAir appliances, two sinks and spacious cabinets. A bay window in the dining area serves up a pool view. The main floor primary bedroom includes a custom closet and opens to the pool and patio. The main bedroom upstairs has a large closet and a Jack & Jill bath leading to another guest bedroom. With two additional bedrooms, the home easily accommodates family and friends. The home comes fully furnished and professionally decorated. There will be six 1/8 shares and one 1/4 share sold.

$499,000
Big Pine Key
Sands Subdivision   - MM: 31.00
1 Bed, 1 Baths, 441 SqFt Days Listed: 4
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.

$639,900
Big Pine Key
Doctors Arm   - MM: 30.50
3 Bed, 3 Baths, 1,080 SqFt Days Listed: 51
-4.49% ($30,100) 2 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Davit Pads50f

Updated CBS 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 CBS home has been tastefully updated, featuring stainless steel appliances, new 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.

$679,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 888 SqFt Days Listed: 285
-9.35% ($70,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits124ft.

*** MOTIVATED SELLER NEW METAL ROOF, NEW CENTRAL A/C ***Welcome to this waterfront paradise on Big Pine Key! Charming 2 bedroom, one-and-a half-bath, corner canal CBS home is a boaters dream, featuring two concrete docks, a generous 70 and an additional 54 complete with two davit sets for all your watercraft needs. A total of 270 of canal front, situated on a fenced 15,045 square foot lot. This fully furnished property offers the perfect blend of privacy and convenience. Kitchen credit offered. Close to shopping and dining yet a very private location. The nearby bridge has a clearance of 7 feet. Excellent boating to Bogie Channel. Lot can be subdivided. Owner financing considered with a large down payment. Big Pine Key where time truly moves slower.

$699,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 936 SqFt Days Listed: 10
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

CBS home on two lots with a county owned lot to the west 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.

$699,000
Little Torch Key
Coral Shores Estates   - MM: 28.00
3 Bed, 3 Baths, 1,176 SqFt Days Listed: 128
-6.79% ($50,900) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Little Torch Key Retreat with a spacious floor plan, on a serene plugged canal, just minutes to neighborhood boat ramp and excellent boating access! Upon entry, this 2022 home boasts loads of natural light and soaring ceilings. The well-equipped kitchen offers abundant, all-white cabinetry, stainless appliances, granite countertops and pantry, making entertaining a breeze. Impact sliding glass doors lead out to a screened-in balcony, overlooking the well-maintained back yard and crystal clear swimming canal. Boasting two large guest bedrooms, and an expansive primary suite with en suite bathroom and large closet, this slice of paradise comes complete with loads of space for a family or visitors. Additional features include a tankless water heater, large upstairs laundry closet, hardi board siding, and impact doors and windows throughout. Downstairs, enjoy fresh tropical fruit on this lushly landscaped lot, offering both banana and papaya trees! Composite decking provides an ideal waterside dining space for grilling up your fresh catch, or hosting memorable al fresco meals. Take advantage of year-round temperate weather via kayak or paddle board from the backyard swimming canal! Keep tools and equipment dry and secure in a sizable storage shed or custom fishing locker. Plenty of covered parking with a large covered carport, and additional open parking and trailer storage on this well-maintained lot. Located within a quiet, established neighborhood but just minutes to dining and convenience stores in town, this prime location has it all! The coveted Florida Keys lifestyle awaits!

$699,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,020 SqFt Days Listed: 31
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.

$719,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,353 SqFt Days Listed: 9
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.

$750,000
Big Pine Key
Tropical Bay   - MM: 30.50
1 Bed, 1 Baths, 1,008 SqFt Days Listed: 201
-9.09% ($75,000) 3 Price Changes : Last Change 17 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 with its 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. 188 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.

$760,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,039 SqFt Days Listed: 335
-4.88% ($39,000) 2 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Price Reduction!!! Pleasant 3 bedroom waterfront home located in Eden Pines Colony. Such a lovely family neighborhood where you can experience the natural beauty and wildlife. This home truly shows well and has gone through recent upgrades such as new flooring, bathroom vanities, new kitchen appliances, and hot water heater. For storm protection and lower insurance rates, house is outfitted with impact windows/doors and has a metal roof (2018). Main living area and kitchen is open concept, which is great for entertainment/family gatherings. Off main the living area you have french doors that lead to your private deck where you can relax and enjoy the island breeze. Exterior of property offers dockage to accommodate a boat and the downstairs unit is a bonus space for workshop and storage. Within minutes away is a neighborhood boat ramp, dog park, grocery store, and restaurants. Do not miss your chance to get this delightful property, located in a relaxed yet festive neighborhood!

$775,000
Big Torch Key
Torchwood West   - MM: 25.50
2 Bed, 2 Baths, 1,064 SqFt Days Listed: 6
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: DavitsConcrete

Canal front home with 60 ft. seawall and davits. 50 foot wide canal. Boating access to Gulf or Atlantic Ocean. 60 X 100 lot. Concrete home with old world charm. 2 Bedroom 2 bath. Concrete roof. Small balconies off of bedrooms, lots of windows and doors bringing a great cross breeze. Wood shutters on all windows and doors. Stucco interior walls instead of drywall. Open ceilings. Rustic Mexican Saltillo tile throughout. Laundry closet. Central AC. House sits 17 feet above flood. Storage 532 sq ft. is about 4-5 feet high. Garage 532 sq ft. 10 ft high opening. Covered patio downstairs. Upstairs 8 X 28 screened porch. 14,000+ Gallon cistern (saves you money). Hook ups to city water available also. Solar water heater. Propane stove. Room to park RV or boat trailer 15 feet wide or so on one side of the yard. No home directly across the canal or directly across the street for added privacy. AE 10 Improved Subdivision zoning tier 1. Sewer assessment has been paid. No open or expired code violations or permits. Big Torch is one of the lesser developed keys offering a private and peaceful and natural environment. Buyer to verify information.

$790,000
Ramrod Key
Ramrod Shores   - MM: 27.00
3 Bed, 3 Baths, 1,242 SqFt Days Listed: 26
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Discover your peaceful retreat on this rare double lot with scenic water views. This comfortable 3BD/2BA home features expansive covered patios, carport, and generous legal storage. With a 200-amp service for additional RV hookup and abundant parking, theres ample space to expand, add a pool, or both. Canal is plugged (no boating) but great for kayaking and paddle-boarding. Plenty of space for boat trailers and quick access to the public boat ramp just across US1 at Looe Key Reef Resort. Enjoy living the laidback Keys-lifestyle while still being just 30 miles to downtown Key West. Truly the best of both worlds!

$799,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 55
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!

$819,900
Big Coppitt
Gulfrest Park #2   - MM: 10.00
2 Bed, 2 Baths, 1,200 SqFt Days Listed: 61
-3.53% ($30,000) 1 Price Change : Last Change 18 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.Concrete

Welcome to your dream waterfront home in the beautiful Florida Keys! Located just 15 minutes from Key West, this home offers both tranquility and convenience. This charming 2-bedroom, 2-bathroom residence offers direct access to the water, perfect for boating, fishing, and enjoying tropical sunsets. With an open-concept living area and modern kitchen with stainless steel appliances, this home is ideal for both relaxation and entertaining. This home has a durable metal roof that ensures peace of mind and the master bathroom is a luxurious retreat, featuring a jacuzzi tub, double vanities and ample space for relaxation. The spacious outdoor composite deck allows you to soak up the coastal breeze, while the private dock makes it easy to embrace the island lifestyle. Located close to shopping, dining, and local attractions, this Florida Keys gem is the perfect escape for year-round living or a vacation retreat.

$820,000
Big Torch Key
Torchwood West   - MM: 25.50
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 491
-3.53% ($30,000) 2 Price Changes : Last Change 11 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 42ft.

Excellent Investment Opportunity! Classic waterfront home in quiet Big Torch Key. This home features 2 bedrooms, two bathrooms and a spacious open living/dining/kitchen area. Water from a 12k gallon cistern with a reverse osmosis system. City water is available and the home is connected to sewer. This home is being sold as a life estate. The homeowner will remain in place after purchase of the home. Details will be negotiated with the right buyer. Great boating from the 50 foot wide canal with little traffic. Come enjoy the peacefulness and privacy you are looking for in the Keys.

$825,000
Marathon
Harbor Isle   - MM: 48.50
2 Bed, 2 Baths, 1,279 SqFt Days Listed: 355
-13.16% ($125,000) 2 Price Changes : Last Change 2 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.Concre

This home is in an excellent location on a deep water canal and Boot Key Harbor protection. Easy Boat access to Atlantic & Gulf. Walk or Bike to restaurants, beach, grocery stores and Home Depot, Boat ready with 15,000 lb. Lift on a 60 concrete seawall. This fully furnished 2 Bedroom 2 Bath home is the epitome of comfort & convenience, offering a wide range of features that cater to a relaxing and easy going lifestyle. A 3rd bedroom was converted to open social space with a Murphy Bed for additional Guest. The Home is incased in durable vinyl siding and features impact windows, providing a safe haven from the elements. The Interior has been thoughtfully upgraded,, featuring ceramic tile flooring. An open concept living/dining/kitchen that fosters a sense of unity and togetherness. The Kitchen is a Chefs delight with sleek Granit countertops, wine cooler, ample cabinet space, double pantry & stainless steel Appliances. Facing the Canal there is wall to wall Bay Windows providing full water view & sunlight. A Common Bathroom boasting a double vanity, 2 Large Bedrooms with a King bed and Bathroom in Master Suite and a Queen bed & Futon in 2nd Bedroom. Each room if fitted with window treatments & Blackouts for added privacy and comfort. Ample Closet space ensuring all your storage needs & a Washer/Dryer. For outdoor lovers the screened porch is a perfect retreat. It comes with comfortable fans for those warmer days & a built in Hot Tub for ultimate relaxation. A 2nd covered porch facing the canal with views of Boot Key Harbor & partial Sunsets. Property boast a fish cleaning station, water & electric on the Dock. An outdoor shower adds a touch of luxury to your beach days. The storage/workshop offers ample space for your tools & projects. Partially fenced, features trailer storage & excellent parking options. If you are looking for a vacation home, permanent residence or Rental Income 835 25th St. offers an affordable waterfront lifestyle thats hard to beat.

$849,000
Big Coppitt
Gulfrest Park #2   - MM: 10.00
2 Bed, 2 Baths, 1,140 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.

Welcome to 16 Verde, a Pristine, Elevated, Canal Home with a new, 60 ft composite dock. Enjoy gorgeous views, a straight shot to deep water and a newer 10k boat lift. This property is a paradise, offering a true Keys lifestyle with a quick ride to downtown.Built to the latest codes, this 2 story home has impact windows/doors,metal roof and hardi-board siding. Prior to build, site was raised with 3 ft of fill for added elevation and the entire house rests on 12 ft. concrete piers. This home is as is strong and secure as it is lovely.Carefully designed and meticulously maintained, you can move in and start enjoying your days inside and out right away. Owners thought of everything! Landscaping is lush and easy to maintain. Sides and front are fenced in. Covered space for vehicles underneath home, 2 spaces out front and a driveway on one side. Room for cars, boat trailer and even an RV! Legal storage room below w/electricity, spacious rear and side yards, plenty of room for a pool. Inside, you will find a like new home, airy, light-filled and modern. Owners spared no expense on finishes. Porcelain tile runs throughout and extra-large windows line the living room and primary suite to allow for fabulous views. Kitchen has custom cabinetry, granite counter tops, and stainless steel appliances. Open living and dining connect to rear and side decks, offering a relaxing space to enjoy sun, ocean breezes, family and friends. Also on first floor is a bedroom and a full bath.Youll be blown away by the huge primary suite that encompasses the 2nd floor. A gigantic walk-in closet with built-ins and a stackable W&D connect to a luxurious bathroom with double sinks, a separate water closet, large shower and soaking tub. More than a bedroom, this suite is a tranquil, sophisticated retreat.LOW insurances add value/peace of mind. Flood AND Wind TOTAL less than 3k. Dont miss your chance to join this great boating neighborhood, rapidly growing in popularity and price.

$849,000
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,224 SqFt Days Listed: 91
-5.56% ($50,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 12ft.

Tranquil Canal-Front Home in Big Pine Key, FLEscape to your own piece of paradise with this stunning 3-bedroom, 3-bathroom home, perfectly positioned on a peaceful canal in Big Pine Key. This residence offers a rare combination of serene living and modern comfort, surrounded by the natural beauty of the Florida Keys.Spacious Living Area: The open-concept living space is bright and airy, featuring high ceilings and large windows that frame beautiful canal views. Kitchen offers stainless steel appliances, granite countertops, and plenty of cabinet space.The master suite is a private retreat with an en-suite bathroom and direct access to the balcony. Two additional bedrooms provide comfort and privacy for family or guests. Step outside to your expansive deck, explore tranquil nature paths that wind through the property, or launch your boat from your private 12 ft dock with large patio.This home is an ideal sanctuary for nature lovers.Port Pine Heights Park: Just a short stroll away, enjoy the serene Port Pine Heights Park, a perfect spot to unwind and take in the tranquil sunsets.Nestled in a quiet neighborhood, this home is close to local amenities, parks, and some of the best fishing spots in the Florida Keys, while still offering the peace and tranquility you desire.Dont miss the chance to own this canal-front gem in a prime location!

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 11-26-2024.
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