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Florida Keys Homes on the Bay / Gulf Side of the Island For Sale

Total Listings 365
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$599,000
Big Pine Key
Palm Villa   - MM: 30.50
3 Bed, 3 Baths, 1,288 SqFt Days Listed: 15
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to your dream retreat nestled in the heart of Big Pine Key, where tranquility and sophistication meet. This stunning 3-bedroom, 2-bathroom residence is an ideal sanctuary for those seeking a blend of modern convenience and the relaxed charm of the Florida Keys. From its lush landscaping to its thoughtfully designed interiors, every detail of this home exudes comfort and style, promising a lifestyle of ease. As you approach the property, youre greeted by an immaculately landscaped yard, featuring a mix of native tropical plants and vibrant greenery. The lush surroundings not only enhance the homes curb appeal but also create a private oasis that perfectly complements the natural beauty of Big Pine Key. Whether youre relaxing on the front porch or exploring the backyard, the outdoor spaces invite you to immerse yourself in the serenity of island living. Step through the front door and into the main living area, where stained wood ceilings are an instant highlight, adding warmth and character to the space. The kitchen features stainless steel appliances and ample cabinetry. The primary bedroom serves as a private retreat, offering backyard access, generous closet space, and an en suite bathroom for added convenience. Two additional bedrooms provide flexibility for guests, family, or hobbies, while cozy study ensures a quiet workspace. Outside, the backyard is a tropical paradise, perfect for relaxing, gardening, or entertaining. The propertys lush landscaping offers both beauty and privacy, creating your own serene getaway. Located in the heart of Big Pine Key, this home provides easy access to local parks, beaches, and the unique charm of the Florida Keys. Dont miss your chance to make this island retreat your own!

$620,000
Key Largo
Key Largo Park   - MM: 101.00
4 Bed, 4 Baths, 1,398 SqFt Days Listed: 319
-16.22% ($120,000) 5 Price Changes : Last Change 14 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to your piece of paradise in Key Largo! This large family house boasts 4 bedrooms, 2 bathrooms, and an updated kitchen, all situated on two spacious corner lots in the highly sought-after Key Largo park subdivision. Has a split floor plan that can allow for a separate efficiency with its own entrance if needed. But thats not all - private membership club with beach and boat access is available for use through an application process and payment of fees to the Buttonwood Sound Club.Dont miss out on this rare opportunity to own a large double corner lot in this neighborhood!

$625,000
Key Largo
Key Largo Park   - MM: 101.00
2 Bed, 2 Baths, 840 SqFt Days Listed: 238
-10.59% ($74,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to this delightful two-bedroom, one-bath cottage home, a perfect blend of cozy charm and modern convenience. This quaint, inviting home is ideal for a small family, couple, or getaway retreat. Situated on two spacious lots, it comes with an active building permit to construct a 1,467 sq. ft. three-bedroom, two-bath home if you so choose. The extra lot offers ample space for a pool, garage, or anything else you envision. An RV hookup is also available, adding to the many customization options. The additional lot can also be separated and sold individually if desired.The neighborhood is centrally located in Key Largo and boasts a fantastic homeowners park, recently enhanced with a brand-new boat ramp and dock, providing effortless access to the water for all residents. Additionally, the house is equipped with new appliances, ensuring modern convenience and efficiency. The property is located in an X flood zone.

$625,000
Key Largo
Lazy Lagoon   - MM: 100.00
2 Bed, 2 Baths, 1,254 SqFt Days Listed: 82
-3.10% ($20,000) 1 Price Change : Last Change 10 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Location is everything! This tastefully updated home is in the Heart of Key Largo and is within walking distance of the sailing club. New Impact window and doors, New Metal Roof 2018, Stainless Steels Appliances, Wood Plank Flooring in the Master bedroom and laundry room. The property sits on a double lot that runs street to street, You have No neighbor behind you. The fence is lined with bamboo screening for your privacy. Many Restaurants and Sunset celebrations are within walking distance from this home. The home is in an X zone providing the best insurance rates available. Add in a transferable assumable VA loan, subject to VA approval. Some area highlights are John Pennekamp State Park and the Famous Caribbean Club, just a few area attractions. Just one hour from Miami.

$634,900
Big Pine Key
Doctors Arm   - MM: 30.50
3 Bed, 3 Baths, 1,080 SqFt Days Listed: 115
-5.24% ($35,100) 3 Price Changes : Last Change 2 Days 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.

$659,000
Marathon
Stirrup Key Woods   - MM: 52.50
4 Bed, 4 Baths, 1,152 SqFt Days Listed: 73
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

CHARMING HOME IN THE WOODS, STIRRUP KEY WOODS TO BE EXACT. Built by Islander Homes in 1980 3 bedrooms, 2 baths 1152 sq. ft. of living space with 576 sq. ft enclosed downstairs storage. Beautiful foliage on almost a quarter acre of property with plenty of room for a pool and tiki. Many features to this home: Nov. 2023 Solar panels with transferable lease agreement, July 2023 Luxaire 3 ton 15 Seer2 A/C 10 year parts and labor transferable warranty, May 2023 2023 GE Range and Microwave, GE counter depth refrigerator, July 2018 metal roof, September 2016 home updates, 8 x 30 front and back composite deck, Jen Wen missile impact front and back doors, PGT SH200 series Miami Dade product approval window glass sliding door. This home is complete with accordion hurricane shutters for all windows and sliding glass door, seamless gutters, Honda generator, motion detector security lighting and fruit bearing key lime tree. Plenty of parking space for Vehicles, boat trailer, and equipment.

$665,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,020 SqFt Days Listed: 95
-4.86% ($34,000) 2 Price Changes : Last Change 2 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.

$675,000
Key Largo
Sunset Point   - MM: 95.00
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 521
-9.99% ($74,900) 4 Price Changes : Last Change 31 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Your own Key Largo Oasis!! Nestled deep back in a gorgeous hammock of natural foliage, this home is pure, Tropical Serenity! This Spacious 3-bedroom / 2-bath home offers extraordinary relaxation amongst the treetops. Huge, bright, custom-built guest bedroom with a way too cool loft! The Veranda off the Primary Bedroom offers the perfect spot to enjoy coffee and start the day. Enjoy alfresco dining and barbecuing on the upper deck and cozy fire side chats on the brick patio. An abundance of covered parking and a perfect spot for entertaining and possible outdoor kitchen. Huge storage space. Metal roof and hurricane shutters. Adorable custom built, playhouse that matches the Main House. Plenty of space for RV/Boat/Trailer parking. Public boat ramp just one block away. Public Sandy Beach at the end of the street!! Make the Key Largo Treehouse your own Oasis.

$675,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,131 SqFt Days Listed: 145
-3.43% ($24,000) 2 Price Changes : Last Change 47 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

PRICE REDUCTION!! Priced below $600 per sq ft, this elevated home on Eden Pines is sited on an expansive double lot. Perfect for boaters with the community boat ramp just steps away. This well distributed floor plan home has many desirable features such as open and spacious living area with 11 vaulted ceilings, walk in closet in primary bedroom, jacuzzi tub in primary bath, Stiebel Entron tankless water heater, metal roof, shutters for all windows and doors and windows. In addition, this home comes with a 500 lb jib winch to lift bulky or heavy items upstairs, all porches are IPE wood and have aluminum railings, a downstairs enclosure provides ample storage.Relax on the covered porch surrounded by the tranquil outdoors with mature trees including two producing mango trees. Enjoy convenient covered parking on concrete slab. The additional parcel offers plenty of room for an RV, boat and other storage needs. Lot size total is 10,000 sqft. LOW INSURANCES including flood $512 assumable annual policy! Perfect island oasis with potential to expand with the adjacent lot.Dont miss this opportunity and schedule your private showing today!

$685,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,272 SqFt Days Listed: 62
-1.44% ($10,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This property is a true delight. This turn key 3-bedroom, 2-bath home in a nice neighborhood. Main bathroom offers a relaxing Jacuzzi tub, while the kitchen features elegant granite countertops and modern stainless steel appliances. This home offers the luxury of marble tile flooring and carpet throughout the bedrooms. Fenced in backyard is the perfect place to unwind, entertain or simply enjoy the Florida Keys lifestyle. Room to add a refreshing pool to complete your tropical retreat. 336 square foot enclosure downstairs and lots of room in the attic space. The home is a few blocks from the local boat ramp and community park. Dont miss the chance to make this your very own home in paradise.

$689,000
Big Pine Key
Tropical Key Colony   - MM: 30.00
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 21
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Located in the sought-after Tropical Key Colony neighborhood, this 2-bedroom, 2-bathroom home features modern updates with spacious living and exceptional privacy, with two sides of the property protected from future development. The updated kitchen includes stainless steel appliances, quartzite countertops, and generous cabinetry, while vaulted ceilings in the kitchen, living, and dining areas create an airy, open feel. The primary bedroom includes a large walk-in closet and an en-suite bathroom of comfortable proportions, while the stylishly updated guest bathroom enhances the homes appeal. One of the standout features is the expansive 10x26 screened balcony with ceiling fans, offering an ideal space to relax, entertain, and enjoy the tropical breeze. Additional highlights include a downstairs patio, carport, and an oversized 13x14 enclosed storage area. The fenced yard appeals to pet lovers, and the property provides ample space for boat and RV parking. A metal roof installed in 2018 and low, assumable flood insurance further enhance its desirability. Conveniently located just 40 minutes from Key West and 30 minutes from Marathon, this home is a rare gem that must be experienced in person to be fully appreciated. Dont miss your chance to call it home!

$694,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 936 SqFt Days Listed: 74
-0.72% ($5,000) 1 Price Change : Last Change 15 Days Ago
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 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.

$699,000
Little Torch Key
Coral Shores Estates   - MM: 28.00
3 Bed, 3 Baths, 1,176 SqFt Days Listed: 192
-6.79% ($50,900) 2 Price Changes : Last Change 42 Days Ago
Single Family - Contingent - 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
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
3 Bed, 3 Baths, 1,143 SqFt Days Listed: 147
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Elevated, 3BD/2BA, nestled in the highly desirable Indian Mound Estates neighborhood. located on Upper Sugarloaf Key. Home sits high & dry with covered parking & storage underneath, 10,000 square-foot lot with plenty of room to park the RV, Boat or other toys. This charming home features master bedroom on-suite walk-in closet, two guest bedrooms, with additional full bath, living room, eat-in kitchen and covered deck. Located close to Sugarloaf Elementary School and community boat ramp with direct access to Bow Channel.

$699,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
2 Bed, 2 Baths, 1,129 SqFt Days Listed: 43
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Nestled in a quiet and charming neighborhood on Sugarloaf Key, this beautifully remodeled 2-bedroom, 2-bathroom home offers a perfect blend of modern updates and coastal charm. With plenty of natural light throughout and crown molding accenting every room, this home feels both elegant and welcoming. The kitchen features newer, stainless steel appliances and stylish finishes, making it ideal for both everyday meals and entertaining. The spacious primary bedroom boasts a large, updated en suite bathroom. The second bedroom and additional bath are equally well-appointed, making this home perfect for both family living and hosting guests. Located just down the street from a private neighborhood boat ramp that can only be accessed with a resident key, this home offers easy access to the crystal-clear waters of the Florida Keys. The large yard provides plenty of room for trailer storage, so you can easily store your boat, RV, or other toys. Theres also ample space to add a pool, creating your oasis in the heart of the Keys. Built with durability in mind, the home features impact windows, a metal roof, insulation in the attic, and hurricane shutters for added peace of mind and protection from the elements. This combination of energy efficiency and storm preparedness ensures that you can enjoy both comfort and security in your new home. Whether youre relaxing in the cozy interior or spending time outside, this home offers the perfect spot to unwind and enjoy the laid-back Keys lifestyle. Dont miss the opportunity to own this turnkey gem in a prime location!

$699,900
Key Largo
Buttonwood Shores   - MM: 100.00
3 Bed, 3 Baths, 1,699 SqFt Days Listed: 59
-8.51% ($65,100) 1 Price Change : Last Change 1 Day Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Immaculately maintained 3-bedroom, 2-bath concrete home on a beautifully landscaped oversized lot. This home boasts an open floor plan, ideal for entertaining, with spacious rooms and tasteful updates throughout. Ample parking and storage for your water toys add convenience, while the fenced backyard is perfect for BBQs with family and friends. Nestled in a fantastic neighborhood, this home offers both charm and accessibility to everything you need.**Home has assumable flood policy. **Property is covered by a premium American Home Shield warranty

$699,900
Marathon
N Marathon Shores   - MM: 51.50
3 Bed, 3 Baths, 1,277 SqFt Days Listed: 164
-8.99% ($69,100) 2 Price Changes : Last Change 11 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

CHARMING FAMILY HOME ON A HUGE FENCED LOT in a wonderful family neighborhood. Very close to the boat ramp on Dodge Lake so launching your boat is very accessible. This 3 bedroom 2 bath home has a nice kitchen, updated bathrooms, and convenient laundry. There is a storage shed on the rear fence in the back yard. Plenty of play space for the kids and dogs to run around.

$719,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,353 SqFt Days Listed: 73
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.

$725,000
Plantation Key
Indian Harbor   - MM: 89.00
2 Bed, 2 Baths, 1,024 SqFt Days Listed: 58
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Florida Keys treasure ripe for rejuvenation! Nestled in the lush and desirable Indian Harbor Community of Tavernier in Islamorada, this inviting 2-bedroom, 2-bath CBS home is a standout value in the Upper Keys. Featuring a durable metal roof, spacious downstairs storage, and a sprawling screened patio thats perfect for entertaining. The gated yard ensures safety for both your two- and four-legged family members, allowing everyone to enjoy the outdoors.Upstairs, youll find a massive veranda, the perfect spot for your morning coffee or an afternoon tropical cocktail. Exceptional homeowners park with a boat ramp, giving you easy access to fantastic backwater and ocean fishing, diving, sandbar adventures, and restaurant hopping. Whether youre seeking a full-time or seasonal residence, or a weekend getaway for nearby Tri-County residents, this home offers the ideal Florida Keys experience and opportunity youve been dreaming of!

$729,000
Marathon
N Marathon Shores   - MM: 51.50
2 Bed, 2 Baths, 1,584 SqFt Days Listed: 161
-14.13% ($120,000) 3 Price Changes : Last Change 3 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Original owners. Beautiful yard with an extra large lot for your pleasure. Oversized covered carport built for an RV to be shielded from the sun with other parking space for a few cars and boats in the carport. Walk around porch for your pleasure on the second floor and a little view of the Bayfront from this great location. Stilt concrete home with vaulted ceilings and two roomy Master bedrooms with two full bathrooms. Three sets of sliding glass doors to view the open water. Large living and dining area for your entertaining pleasure. Galley kitchen with washer and dryer close by. Boat ramp is close by for your pleasure. Self-contained diesel 15 K generator.

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 01-29-2025.
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