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

Total Listings 344
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$725,000
Plantation Key
Indian Harbor   - MM: 89.00
2 Bed, 2 Baths, 1,024 SqFt Days Listed: 25
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!

$730,000
Plantation Key
Edenaire   - MM: 90.50
3 Bed, 3 Baths, 1,475 SqFt Days Listed: 205
-3.95% ($30,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: First Come Dock,Boat

Ground level CBS construction home featuring 3 bedrooms and 2 bathrooms. The property includes an enclosed family room that can serve as a fourth bedroom. The home boasts a remodeled kitchen and bathrooms, new tile flooring throughout, a metal roof, and a new central A/C unit. Located in Flood Zone X.Situated on a corner lot, there is ample space to park your boat and other recreational vehicles. The neighborhood offers a boat ramp with 72-hour dockage and ocean and bay access through Tavernier Creek, trailer parking, and a park with picnic tables.

$749,000
Cudjoe Key
Cudjoe Acres   - MM: 21.50
2 Bed, 2 Baths, 820 SqFt Days Listed: 96
-5.79% ($46,000) 1 Price Change : Last Change 64 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

New Price! PRIME OPPORTUNITY IN CUDJOE KEY! Elevated home boasts 2 spacious bedrooms and 2 recently renovated baths. Just off famous US1 this property is sited on a spacious lot with plenty of versatility! Zoning is Suburban Commercial (SC) which may allow for a Special Vacation Rental Permit. Perfect property for an owner occupier or investor. Wraparound porch offers sunrise and sunset views with a deck off kitchen/primary suite and another deck off living room along with two sets of stairs with access to yard and parking. Bonus non-confirming space is ideal for a home office or commercial use. Property offers ample off-street parking for your RV, autos, and boat. The large lot is fenced and private with room for a pool or perfect as is with the tropical landscape and low maintenance ground covering. Owner occupied and well maintained, this property is move in ready. Hurricane shutters, metal roof, secluded private lot, & custom outdoor shower make this a perfect Keys oasis. Building up or adding a rooftop deck would give you amazing water views. Property has a tankless water heater and sheds for extra storage. Great location in the Florida Keys with nearby community boat ramp, dining and beaches. Bahia Honda State Park just 17 miles and Key West 19 miles.

$749,000
Marathon
N Marathon Shores   - MM: 51.50
3 Bed, 3 Baths, 1,277 SqFt Days Listed: 131
-2.60% ($20,000) 1 Price Change : Last Change 44 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.

$749,000
Marathon
N Marathon Shores   - MM: 51.50
2 Bed, 2 Baths, 1,041 SqFt Days Listed: 18
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

DISCOVER PARADISE AT THIS MEGA TROPICAL OASIS WITH 2 HOUSES NEXT TO EACH OTHER, THE BACK YARDS ARE CONNECTED WITH TWO GATES. THIS LISTING IS FOR ONE PROPERTY ONLY THERE IS AN OPTION TO BUY BOTH WHICH SELLER PREFERS TO SELL AS A PACKAGE DEAL. THE PROPERTY NEXT DOOR IS 1434 HARBOR DRIVE MARATHON FLORIDA 33050. This property 1516 HARBOR DRIVE has TWO bed rooms, 1 full bath. Brand new porcelain tile throughout. Entertainers back yard dream with a corn hole/bocci ball pit, full sized volleyball court, 8 person Hottub with bar/seating, fire pit and beautiful landscape lighting throughout. Mature coconut palm trees, professionally maintained. Professionally decorated inside and out, 100 feet from the public boat launch. Plenty of parking for boats and trucks. This home is within 5 miles of many local shops and restaurants and several local attractions, like the Dolphin Research Center, Florida Keys Aquarium, and Seven Mile Bridge. The Curry Hammock State Park is located nearby and offers protected waters that can be easily explored by kayak or paddleboard. Sombrero Beach, a popular snorkeling spot, is just three-and-a-half miles away. Guests can boat or drive to fantastic local restaurants with fresh seafood and talented local musicians. If guests love to snorkel or dive, Sombrero Lighthouse (just off Sombrero Beach, three miles away) is a must and contains some of the most amazing coral and aquatic life in the US. For the animal fans, the wonderful Turtle Hospital is three miles away and the Dolphin Discovery Center is just over three-and-a-half miles away.

$750,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 1,008 SqFt Days Listed: 232
-9.09% ($75,000) 3 Price Changes : Last Change 43 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.

$750,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,204 SqFt Days Listed: 158
-6.13% ($49,000) 5 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Motivated Seller! Dont miss this gem in Big Pine Key! Eden Pines neighborhood! This stunning 3-bedroom, 2-bathroom residence offers the perfect blend of modern amenities and island charm. Situated on a spacious 10,000 sq. ft. lot that has ample parking for boat, trailers and a RV. This home boasts an impressive 275 sq. ft. screened-in porch, perfect for enjoying the serene surroundings. The open-concept floor plan ensures a seamless flow between the living, dining, and kitchen areas, making it ideal for both relaxation and entertaining. The kitchen is a chefs delight, featuring stainless steel appliances, gas range, quartz countertops, a mosaic tile backsplash, newer cabinets, pantry, and a farmhouse sink. Whether youre preparing a casual meal or hosting a dinner party, this kitchen has everything you need. The two guest bedrooms are generously sized and share a beautifully updated full bathroom. The primary bedroom is a true retreat with an ensuite bath for added privacy and convenience. Additional highlights of this home include a tankless water heater, rain gutters, and a water collection system designed for the easy maintenance of your fruit trees and yard. Ample storage areas downstairs provide plenty of space for all your belongings. Around the corner a community boat ramp for easy accessibility to launch your boat. Dont miss the opportunity to own this exceptional property in Big Pine Key. Schedule your private showing today and experience the best of island living!

$750,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,064 SqFt Days Listed: 12
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to this brand-new 3BD/2BA stilted modular home on the Gulfside of Cudjoe Key, just 20 minutes from Key West! Situated on a spacious 6,000 sq. ft. lot, this never-lived-in gem offers an inviting 1,064 sq. ft. open-concept design with soaring ceilings and sunlit interiors from large windows that bring the Florida sunshine indoors.**Enjoy the sleek tile flooring, a modern kitchen with brand-new Whirlpool stainless steel appliances, quartz countertops and the convenience of an included washer and dryer & on demand water heater. Built with durability in mind, the home is equipped with hurricane-rated impact doors and windows & Hardie board siding. The primary bedroom features an ensuite bath with walk-in tile shower and the 2 guest rooms have spacious closets. A screened-in back porch provides the perfect space for relaxing or entertaining.**This property truly shines with its ample outdoor space--plenty of room for a pool, RV, boat, or trailer parking--all surrounded by fencing for added privacy. Youll also appreciate off-street covered parking and a large enclosed storage area. **Cudjoe Key and adjacent Summerland Key offer a laid back Keys lifestyle brimming with local charm and amenities. Savor local dining at renowned spots like The Square Grouper, Broil, The Bent Prop, Galley Grill, Antonios, and Slice of Paradise Pizza. Stock up on groceries at Murrays Market & Summerland Liquors, rent a boat or book a fishing charter, or take care of essentials at the nearby ACE Hardware and post office. This home is a must-see! Dont miss the chance to own your perfect slice of paradise. Schedule a showing today! *Listing Agent is related to the Seller*

$759,000
Key Largo
Paradise Point   - MM: 105.00
3 Bed, 3 Baths, 1,500 SqFt Days Listed: 9
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

LUXURIOUS NEW HOME IN THE HEART OF KEY LARGOStep into modern island living with this stunning, newly constructed single family home. Boasting 3 bedrooms, 2 bathrooms and an array of exquisite finishes, this single story retreat is a masterpiece of contemporary design and comfort. The thoughtfully designed open concept layout seamlessly connects the living, dining and kitchen areas, creating an inviting space for entertaining and relaxation. Enjoy ultimate privacy with the split plan design and indulge in beautifully designed luxurious bathrooms. A chefs dream kitchen featuring quartz countertops, gorgeous modern soft close cabinetry, butcher block kitchen island, state of the art stainless steel appliances, built in wine cooler and a coffee bar! This home definitely checks all the boxes! The exterior of the home features an 8000+ sq ft lot with beautiful rich foliage for privacy.Close to shopping, dining and world class water activities as Key Largo is the diving capital of the world. This is more than a home, its costal living at its best!

$760,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,039 SqFt Days Listed: 366
-4.88% ($39,000) 2 Price Changes : Last Change 21 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!

$765,000
Key Largo
Buttonwood Shores   - MM: 100.00
3 Bed, 3 Baths, 1,699 SqFt Days Listed: 26
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

$769,000
Key Largo
Bay Haven   - MM: 95.00
2 Bed, 2 Baths, 800 SqFt Days Listed: 88
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to 102 South Drive, a beautifully renovated 2-bedroom, 2-bath home offering breathtaking bay views from the front porch. This home features a modern white kitchen, vaulted ceilings in the living room, and new low-maintenance composite decking. The spacious carport accommodates two vehicles, and the property is being sold fully furnished, making it move-in ready. Whether youre seeking a peaceful retreat or a stylish primary residence, this home is perfect for enjoying serene bay views and comfortable living.

$769,000
Key Largo
Key Largo Park   - MM: 101.00
2 Bed, 2 Baths, 1,292 SqFt Days Listed: 25
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp

Welcome to this stunning, newly constructed 2-story coastal home offering 2 bedrooms and 2.5 baths. This thoughtfully designed property combines modern elegance with coastal charm, creating the perfect Keys retreat.Step inside to find wood-like tile flooring and shiplap-accented walls that exude a warm and inviting atmosphere. The open floor plan is complemented by impact windows and doors, allowing natural light to flood the space while ensuring safety and energy efficiency. The kitchen features stainless steel appliances and a functional layout for effortless entertaining. Custom-built closets in both bedrooms maximize storage and organization.Outside, youll find a fully fenced yard with lush landscaping, a paved driveway, and low-maintenance artificial turf in the backyard. A pergola provides the perfect setting for outdoor relaxation or gatherings. The durable metal roof adds to the homes longevity and appeal.Located in a desirable neighborhood, the home offers access to a fantastic homeowners club with a reconstructed dock, boat ramp, and a sandy beach for soaking up the sun or launching your next adventure.This move-in-ready gem is a must-see! Make it your paradise in the FL Keys. OWNER/AGENT

$775,000
Marathon
N Marathon Shores   - MM: 51.50
3 Bed, 3 Baths, 1,668 SqFt Days Listed: 198
-6.06% ($50,000) 4 Price Changes : Last Change 33 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to your dream home on Gulfstream Blvd in the heart of Marathon, Florida Keys! This stunning single-family residence offers the perfect blend of luxury, comfort, and convenience. Located close to a variety of amenities including top-rated restaurants, grocery stores, Sombrero Beach and the Harbor Dr. boat ramp, this home is ideal for those seeking the quintessential Florida Keys lifestyle. Step inside to discover an open floor plan that seamlessly connects the living, dining, and kitchen areas. The gourmet kitchen is a chefs delight, featuring a propane Viking range, stove, and hood, a Sub-Zero refrigerator, and a wet bar sink with a garbage disposal. Mexican tile and terrazzo flooring add a touch of elegance and durability throughout the home. This beautiful residence boasts 3 spacious bedrooms and 2 modern bathrooms, plus a bonus Florida Room that can be used as an office, playroom, or additional living space. The newer washer/dryer, A/C, and dishwasher ensure you have the latest in home conveniences. Outside, enjoy the privacy of a fenced-in backyard, perfect for relaxing or entertaining, complete with a storage shed for all your outdoor gear. The pavered driveway, impact windows and doors, and metal roof provide both security and peace of mind. Large yard provides the possibility of putting a pool in your backyard! Dont miss this opportunity to own a piece of paradise. Schedule a showing today and experience the luxury and convenience this home has to offer.Envision entertaining friends in your spacious, open living area or whipping up gourmet meals in your dream kitchen. Relax in your private, fenced backyard - the perfect spot for those lazy Sunday afternoons or starlit evening gatherings. Picture yourself strolling to nearby Sombrero Beach, savoring exquisite meals at local hotspots, or setting sail from the nearby boat ramp. Your new home is your personal oasis, where indoor and outdoor living blend seamlessly.

$775,000
Ramrod Key
Ramrod Shores   - MM: 27.00
3 Bed, 3 Baths, 1,242 SqFt Days Listed: 57
-1.90% ($15,000) 1 Price Change : Last Change 22 Days Ago
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!

$779,000
Key Largo
Riviera Village, Rec Amd   - MM: 104.00
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 1
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to this recently renovated, charming Keys cottage situated on 3 spacious lots, offering incredible potential for investors or families seeking a tranquil slice of paradise. Located just a few blocks from Key Largo School and within minutes of local amenities, this property is ideally positioned for both convenience and seclusion.This property boasts a private waterfront homeowners park complete with a boat ramp, a serene cove, and 72-hour dockage--perfect for boating enthusiasts. The newer white metal roof provides peace of mind, while the homes interiors have been thoughtfully updated to blend modern comforts with island charm.Step inside to find a bright, airy space with wood-look porcelain tile throughout. The brand-new kitchen is a chefs dream, featuring sleek white Shaker cabinets and stunning quartz countertops. Each bedroom offers a private en suite bathroom, providing ultimate privacy and convenience. Large closets and a generous laundry room ensure plenty of storage space.The property has been brought to full compliance and offers excellent investment potential. Once the lots are no longer combined for tax purposes, you could build up to three homes on the property, making this an outstanding opportunity for development. Whether youre looking for a family retreat or an investment with future growth potential, this property is the perfect canvas.Just two minutes from the iconic Key Largo Stretch and an easy hours drive to Miami, this is an unbeatable opportunity to own a piece of paradise with endless possibilities.

$785,000
Key Largo
Winston Park   - MM: 102.00
3 Bed, 3 Baths, 1,221 SqFt Days Listed: 86
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This Key Largo home is a charming elevated residence featuring a classic coastal design. The house is supported by sturdy pillars, creating a spacious covered area beneath, perfect for parking or outdoor gatherings. It boasts a 360 wrap-around balcony on the upper level. The upper interior has a finished 3 bedrooms and 2 full bathrooms while the downstairs has an unfinished bonus space. Large windows and French doors enhance the airy, open feel of the home, allowing ample natural light to flood the interior spaces. The expansive gravel driveway provides ample parking space, ideal for accommodating multiple vehicles & guests. This home combines a serene tropical setting with functional design, ideal for enjoying the Florida Keys lifestyle.

$785,000
Marathon
Crains Subdivision   - MM: 58.00
3 Bed, 3 Baths, 1,344 SqFt Days Listed: 88
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Currently there is a very low inventory of Above Flood Homes in the city of Marathon priced below $800k. When you consider most lots range from 6k to 7k sqft, you quickly realize this recently updated Above Flood Home located in a quiet neighborhood in Grassy Key across from waterfront is a true rarity as it sits on a 15,000 sqft corner lot with mature landscaping throughout. Yes you read that right, a 15,000 sqft lot, which is double the size of a typical lot. The home is 1344 sqft living via a split open Floorplan and recent improvements include Hardie Board Siding with New Exterior Paint, a Metal Roof, Spray Foam attic insulation, a New A/C in 2021, a Newly Painted Concrete Slab below the home, that offers plenty of space to park your vehicles, a Large Covered Front Porch, a partial Fenced section of the Property with a Newly constructed Fire Pit area to relax and enjoy the peaceful surroundings. There is plenty of room on the property to store multiple boats, a RV, etc. Step inside and you will find upgraded 12x24 Wood Plank Tiles, Brand New Carpet in the Living Room and each of the Bedrooms, New Interior Paint, an Upgraded Kitchen with Raised Panel Wood Cabinets with Crown Molding & a Free Standing Pantry, Quartz Countertops, Stainless Steel Appliances, LED Recess Lighting. Both baths have updated Vanities with easy maintenance Fiberglass Showers. There is even a fully functional laundry room just off of the Kitchen. Step back outside and walk the property and you will quickly realize just how special and rare this is. Being in Marathon, weekly vacation rentals are allowed, and this home is Rent Ready. Less than a mile walk to Sunset Bay Park which offers glorious sunset views with a pier that leads to a kayak launch. Be sure not to miss out on the opportunity to own such a charming home and property in the fabulous Florida Keys!

$789,000
Key Largo
Key Largo Park   - MM: 101.00
3 Bed, 3 Baths, 1,632 SqFt Days Listed: 108
-1.25% ($10,000) 1 Price Change : Last Change 86 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Modern-Well Built home -3 stories high -Solid construction - top of the line finishes appliances - And layout for spacious and privacy - Impact windows Granite counter top -for informal dining - Porcelain tiles, stainless appliances. Metal roof -CBS construction -Roof Gables-Hip -impact windows impact doors -Furniture negotiable -Step up to 2nd level - with 3 bedrooms 2 1/2 baths - combined living room and dining room - Ground level offers a large screen porch - good side patio with trees and folia. Room on left side for a boat - trailer or large trucks.Solid CBS Construction: Durable and built to last with a stylish metal roof.Impact Windows & Doors: Enhanced safety and energy efficiency throughout.Spacious Layout- Great for a large familyBuyers beware To be sure, the Club is open only to members who properly apply, and fulfill the requisite membership requirements, as opposed to a club or feature that is automatically open to any member of the subject association or subdivision Ask for detail.

$789,000
Marathon
N Marathon Shores   - MM: 51.50
2 Bed, 2 Baths, 1,584 SqFt Days Listed: 128
-7.07% ($60,000) 1 Price Change : Last Change 77 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 12-27-2024.
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