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Plantation Key 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 Plantation Key homes for sale below are on the gulf side / bay side.

Total Listings 36
Order By:

$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.

$799,000
Plantation Key
High Point   - MM: 89.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 131
-4.77% ($40,000) 1 Price Change : Last Change 28 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Basin

Charming and Tranquil Home in the Heart of Islamorada. Experience serene living in this delightful 2-bedroom, 2-bathroom retreat on Plantation Key. Perfectly situated, this home offers convenient access to top schools, fantastic dining options, the beautiful Founders Park and Beach, and other neighborhood amenities.The property boasts a spacious, fenced corner lot with ample RV and boat parking, metal roof and much more! Inside, youll find generously sized bedrooms with ample closet space, a relaxing sauna, and an open layout ideal for entertaining. Enjoy the upstairs patio and escape to picturesque views of lush, mature trees! Additionally, the downstairs area includes an enclosed storage room for all your needs. Enjoy exclusive access to the private bayfront park, reserved for neighborhood homeowners only, perfect for waterfront relaxation, boat launches, and breathtaking sunsets. Join HOA Park for $100 annually for pedestrian use or $400 a year for access to boat ramp. This rare find offers the perfect blend of comfort and convenience--dont miss your chance to make it yours. Call today!

$859,000
Plantation Key
High Point   - MM: 89.00
3 Bed, 3 Baths, 1,247 SqFt Days Listed: 518
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Other Dock

Your Island Retreat Awaits: Charming Islamorada Home Where Sunsets Paint the Sky and Breezes Whisper Secrets. This 3-bedroom, 2-bathroom gem boasts a concrete roof, impact windows, shutters, and stainless steel appliances. Safety meets style--your sanctuary awaits. Sunset Watchers Paradise: Homeowners park access--launch your boat, paddle your kayak, or simply soak in the world-famous sunsets. With a backyard that dreams are made of: Picture a sparkling pool, oversized and ready for lazy afternoons. And that air-conditioned she or he shed? Its your creative haven. Bunker Chic: All-concrete construction--the roof, the walls--your fortress against worries. Carefree living, one block at a time. Close to shopping, schools, restaurants, and even the hospital. Plus, a quick hop to Miami International Airport. Jet-setters delight! Founders Park: Bayfront bliss--sandy beaches, marina magic, and amphitheater vibes. Splash pads, dog-friendly corners, and tennis courts--its all here. High Point Perks: Private Florida Bayfront access--for strolls or boat ramp adventures. Your slice of paradise, just $100 per year for pedestrian access or $400 annually for the private boat ramp and dock. Schedule a tour, feel the island breeze, and decide: Is this where your heart drops anchor?

$899,000
Plantation Key
Indian Harbor   - MM: 89.00
3 Bed, 3 Baths, 1,305 SqFt Days Listed: 119
-2.81% ($26,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome home to this light and bright, newly renovated Indian Harbor residence! Open & airy living space, concrete roof, covered parking and large & shady screened porch make this an easy, breezy place to call home. Conveniently located near schools, shopping, Founders Park AND right around the corner from the neighborhood homeowners park with boat ramp. Everything so fresh & clean, you can move right in.

$1,070,000
Plantation Key
Bay Ridge   - MM: 87.50
3 Bed, 3 Baths, 1,804 SqFt Days Listed: 102
-10.68% ($128,000) 2 Price Changes : Last Change 5 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: First Come Dock,Basi

Charming 3-Bedroom Home in Coveted Islamorada Neighborhood.Welcome to your dream home in the heart of the Florida Keys! This stunning 3-bedroom, 2-bathroom residence boasts durable concrete construction, a new metal roof and a host of desirable features. Step inside to discover elegant wood floors, plenty of natural light, and a cozy fireplace, perfect for relaxing evenings. The spacious garage offers ample storage and convenience.Located in a highly sought-after bayside neighborhood, this property provides access to an optional homeowners membership with fantastic amenities. Enjoy features such as the boat basin and boat ramp, or unwind by the sparkling pool. Dont miss the breathtaking bayfront sunset views that are sure to captivate. Conveniently located close to Founders Park with all the sport facilities, full marina and host venue to town festivals. Schools and shopping, restaurants and breweries all on-Island as well.Experience the best of Keys living in this beautiful home--where comfort, convenience, and tropical living converge.

$1,149,000
Plantation Key
Bay Ridge   - MM: 87.50
3 Bed, 3 Baths, 1,682 SqFt Days Listed: 110
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Othe

Welcome to your charming ground-level concrete home nestled in the highly sought-after Bay Ridge subdivision in Islamorada! This property, situated on a corner lot, boasts a prime location within the coveted X flood zone. Step into this spacious abode offering 3 bedrooms, 2 bathrooms, and bonus room with a built-in bar, ideal for accommodating family gatherings and entertaining guests. The layout provides ample flexibility to tailor the space to your unique lifestyle preferences. Outside, you will enjoy the spacious corner lot offering mature landscaping and lush green lawn along with a brick-paved circular driveway. Immerse yourself in the incredible community amenities, including a beautiful marina, inviting pool, and convenient boat ramp, perfect for enjoying the lifestyle at your leisure. For outdoor enthusiasts, nearby Founders Park offers a sandy beach, olympic-size pool, boat ramp, ball fields, tennis/pickleball courts, and a dedicated dog park. Whether you choose to enjoy the property in its current state or embark on a journey of customization to fulfill your vision, the options are boundless.

$1,190,000
Plantation Key
Key Heights   - MM: 88.50
4 Bed, 4 Baths, 1,767 SqFt Days Listed: 156
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Exceptional 2-story home in Plantation Key, Islamorada. This property features a 1767 sq ft primary living area on the 2nd floor and a spacious secondary storage space. Just 120 yards from the waterfront Homeowners park, offering easy access for boating, paddleboarding, swimming and sunset. This versatile property is ideal for families or as a rental investment. Currently leased to wonderful tenants.

$1,264,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 1,491 SqFt Days Listed: 302
-15.45% ($231,000) 12 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift34ft.

More for less in Islamorada? How about 3 bedrooms 3 baths, solid masonry construction with poured roof, impact doors and windows, fresh ac, fresh kitchen and stainless appliances, washer/dryer, 12x11 laundry/storage room, 34ft of concrete dock with 10,000 lbs lift, fully fenced with 3 gates, separate storage building, huge 16x20 chickee for outside entertaining, covered patio area approx. 30x12 for entertaining, floating laminate floor throughout home, screen enclosed balcony for entertaining top side and walk around balcony on this Keys charmer. There is also a community boat ramp and park for residents use for a modest annual fee. Centrally located on Plantation Key, this residence is close to shopping, dining, schools, medical care and hospital, recreation and Founders Park, Marinas and fish and dive charters. Come take a look and see for yourself what 203 Mohawk has to offer!

$1,299,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 1,344 SqFt Days Listed: 197
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

Move in ready for Christmas!!! Must see this charming move in ready Islamorada home just waiting for you to call it your own! Well priced 3/2 all on one level, open floor plan, vaulted ceilings, 60 dock and easy bay / ocean access make this coveted neighborhood home the perfect spot for creating Florida Keys memories. Light and bright interior, new luxury plank flooring, fresh paint , move in ready, bring boat and water toys to your dock and let the fun begin. Great location on Plantation Key gives you handy access to groceries, restaurants, breweries, water sports, charter & dive fleets and schools. Free entrance to the gem of Islamorada, Founders Park, with Olympic size pool, tennis, pickle ball, vita course, beach /dog park and boat launch. Indian Waterways Neighborhood has its own private boat ramp and bay front access park for a small annual fee. All this and just little over an hour to International Airport in Miami. (Adjacent vacant lot next door available MLS 608621)

$1,599,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,640 SqFt Days Listed: 208
-8.63% ($151,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.

Welcome to your dream waterfront retreat in Islamorada Key! This stunning home has undergone a complete renovation, boasting modern upgrades and breathtaking bayfront views. With 3 bedrooms and 2 baths, this spacious property offers ample space for relaxation and entertainment. Enjoy peace of mind with impact windows and doors, ensuring safety and energy efficiency. Stay cool year-round with a brand-new A/C system. Step outside to your own private oasis, featuring a 55ft dock for your boat perfect for exploring the crystal-clear waters of the Florida Keys and a charming mini golf area in the backyard. Dont miss out on this rare opportunity to own a piece of paradise in Islamorada Key!

$1,650,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 1,769 SqFt Days Listed: 17
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp

This is it!! Your Florida Key Oasis! Quintessentially Key-z, this home has it all ... and then some. Located in the very desirable Indian Waterways Community of Tavernier on Plantation Key. Stylish Two Bedroom / Two Bath Main house plus a super inviting 1/1 guest house that your guests will never want to leave! Relax and entertain in the canal front Tiki hut as you enjoy tropical breezes. Cool off on the Custom Outdoor Shower after you dock your boat. Composite Dock ensures longtime enjoyment. And an Outstanding Double-sided Garage + storage room is a major Bonus!!! As Well as the personal boat ramp, that is perfect for launching/storing a flats boat, skiff, Jet Ski, or Kayak. Both the Main House and Guest House boast gorgeous, exposed wood-beamed ceilings that are gleaming works of Art. Large Bedrooms and stylishly updated Bathrooms. Great privacy with a nature preserve across the Street CBS Construction and a White Picket Fence add to the irresistible charm of this property that personifies Tropical Chic. Super Close proximity to Tavernier Creek via the famous Toilet Set Cut. World Class deep water, reef, and backcountry fishing are mere minutes away as are incredible diving, snorkeling, Lobstering, and sandbar-ing! Come Grab a slice of Florida Keys Living!

$1,695,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 1,782 SqFt Days Listed: 38
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift40ft.

Venetian Shores - the Upper Keys most coveted boating neighborhood. Immediate bay access and *very quick* ocean access via Snake Creek! An absolutely stunning and turn key home - ground level and above flood. CBS, metal roof, impact windows and doors, irrigation, 18K# boat lift and and low maintenance yard adds up to all fun and no honey-do list. Enjoy the serenity of your backyard on this plugged canal just a block away from your (permanent) slip in the private Venetian Shores marina. Lift in place! Home is offered furnished with style and quality. High quality renovation of the bathrooms, chefs kitchen with gas cooktop and Thermador appliances! This is a must see. Slip #25 will hold up to a 40 boat LOA.

$1,730,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,204 SqFt Days Listed: 123
-2.81% ($50,000) 1 Price Change : Last Change 8 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp

Nestled on a quiet street in the heart of Plantation Key, this one-of-a-kind canal-front home offers a picturesque retreat. As you pass through the electric gate, youll be greeted by lush foliage, vibrant blue skies, and breathtaking sunsets.This turn-key property has been thoughtfully renovated, allowing you to start enjoying your Keys lifestyle immediately. The upstairs features an inviting open-concept living area with a modern kitchen, highlighted by tongue-and-groove wood ceilings, a gas range, and a fresh renovation complete with new backsplash, cabinets, and appliances. Youll also find two bedrooms, one bathroom, and an oversized porch that provides stunning canal views.The downstairs area boasts a fully equipped 1-bedroom, 1-bathroom apartment, ideal for guests or rental income, along with a convenient garage. Enjoy outdoor meals on the covered porch or relax by the pool in the shade. For sun-seekers, the pool deck offers ample space for lounging.The private pool area is a true retreat, featuring a hammock and hot tub nestled among lush landscaping--perfect for afternoon naps or stargazing. Additional updates include a new roof, interior remodel, and AC in 2019, a new gas tank and line for the kitchen range in 2022, and a new 12 x 24 pool in 2022. The property also includes a 10,000 lb boat lift and a boat ramp that can double as storage for your flats boat.Quick trip to the Atlantic Ocean through nearby Tavernier Creek where you can enjoy world class fishing and diving, as well as the Gulf of Mexico out your back door to enjoy backcountry fishing, kayaking and paddle boarding. Enjoy cruising to several local restaurants by boat. Conveniently located to restaurants, groceries stories, fantastic schools, and hospital. Your tropical paradise awaits--come experience it today! ***BUYER TO VERIFY ALL INFORMATION.***

$1,879,999
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 2,048 SqFt Days Listed: 218
-1.05% ($20,000) 1 Price Change : Last Change 49 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.

Boaters DelightNestled in desirable Plantation Key Colony on a deep water canal, this coastal themed fortress features a poured concrete roof, CBS construction, and impact glass all around.Moments from Tavernier Creek for ocean access, this fabulous waterfront neighborhoods canals empty into the Florida Bay for the best of all watersports.Inside youll find 3 bedrooms, 3 bathrooms, wet bar, living room, open concept kitchen, dining, and family room.Enjoy a cool beverage in the saltwater cocktail pool while reveling in your piece of paradise.

$1,975,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 2,070 SqFt Days Listed: 39
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.Concre

Experience sun-soaked days on the water and live in one of the most popular neighborhoods in the Upper Keys; this updated three-bedroom, two-bath canal home offers fun and frolic opportunities. Enjoy outdoor living with a new pool and spa, turf backyard, covered patio, protected dockage with a 10,000 lb boat lift, an enclosed garage, and plenty of storage. As you enter, youll be greeted by a bright, airy living space that seamlessly flows into the dining area and modern kitchen. The kitchen features contemporary finishes and ample counter space, making it a delightful spot for culinary creations. The first living level also hosts two bedrooms and a tastefully remodeled bathroom with laundry facilities for your convenience. The back door leads to elevated covered and open porches. Upstairs, the third floor encompasses the primary suite with an enormous bath, closet, and private balcony. The charm of this home extends to the exterior, where tropical fruit trees line the brick paver driveway, enhancing the lush surroundings. Furniture can be purchased for those seeking a turnkey experience, allowing a seamless transition into your new home. The voluntary homeowners association offers a bayfront HOA park with a brand-new boat ramp, beach, and picnic area. With its ideal location and exceptional features, this canal home presents a unique opportunity to embrace the vibrant lifestyle of the Upper Keys. Dont miss your chance to make it your own!

$1,999,000
Plantation Key
Indian Waterways   - MM: 89.00
4 Bed, 4 Baths, 2,441 SqFt Days Listed: 232
-13.09% ($301,000) 2 Price Changes : Last Change 45 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift140f

140 of boat dockage in desirable Indian Waterways! This charming canal-front home is situated on an oversized lot with approximately 180 of waterfront. The upstairs of the home features an open and inviting living room and kitchen area, with vaulted wood ceilings, 3 bedrooms, 2 large bathrooms, and a screened in porch that overlooks the water. Downstairs you will find a large, above-flood, fully equipped 1 bedroom, 1 bath area with bonus room, laundry and living room. A 20k pound boat lift AND boat davits are already in place for your water toys. New AC units installed in 2018. Fully fenced in yard with rolling gate for privacy. Stroll down to Sunset Point or to the private bay-front Homeowners Park in the neighborhood for nightly sunset celebrations. Dont miss out on this opportunity to own 180 of Islamorada water front!

$2,095,000
Plantation Key
Indian Waterways   - MM: 89.00
2 Bed, 2 Baths, 6,600 SqFt Days Listed: 28
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.Concre

Wow, get ready to impress your family this Christmas with this tropical paradise! This charming Keys home strikes the perfect balance - not too big, not too small, and super easy to maintain. Fully fenced for privacy, it boasts solid CBS construction with a pitched concrete roof, plus impact windows and doors for peace of mind. Dive into the fun with a jetted pool and a 10,000 lb. boatlift on a 60 ft. concrete dock. This home is fully fenced and a sliding gate welcomes you to a spacious pavered parking area and breezeway. Inside, the open-concept kitchen and living room flow seamlessly to the huge canalside terrace through two sets of triple-pocket sliders. Upstairs, youll find two cozy bedrooms and two bathrooms. Downstairs, theres a permitted enclosure with a bath, plus a big covered outdoor entertaining space in the breezeway - perfect for those laid-back Keys nights. The good times continue as you step out to the pool deck, where you can relax in the jetted pool, complete with seating all around. The pool also features a heater and chiller, plus a changing color underwater light - its the ultimate spot to unwind after a day on the water, and the kids will love it too! Out on the dock, youll find the 10,000 lb. boatlift, a fish cleaning table, and a dock ladder. Water and power are available, and theres plenty of extra dock space for friends who drop by. This is the perfect home to live the Keys lifestyle and create memories with loved ones!

$2,100,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,055 SqFt Days Listed: 54
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip4

Welcome to your dream home in the heart of the Florida Keys! This exquisite two-story waterfront residence in prestigious Venetian Shores offers the perfect blend of luxury, coastal charm, and unparalleled boating access to the Atlantic Ocean and Florida Bay with a 40 ft. boat slip steps away. Offered furnished so just bring your toothbrush, or your renters! Brilliant investment in the Florida Keys.With 3 bedrooms and 3 full baths, this home is move-in ready to start living the Keys lifestyle. As you step inside, youll be captivated by the bright, airy spaces adorned with designer furnishings that exude elegance. The open-concept living area seamlessly flows into a gourmet kitchen with all KitchenAid(r) stainless appliances, perfect for entertaining. Porcelain tiles add modern warm appeal. Expansive windows provide stunning canal, peekaboo bay, and marina views. Plus, open water vistas of Snake Creek invite natural light, the beauty of the outdoors and magnificent sunsets in. Downstairs, enjoy a separate apartment for guests, a private office, inlaw suite or teen sanctuary. This home is also equipped with eco-friendly features such as a tankless water heater, solar landscape lighting, whole home Sonos system, security, and whole home water purification system.Step outside to your private paradise! With near instant ocean and bay access, your boat slip can come complete with a KeyWest 244cc boat (offered separately) for exploring the nearby reefs, fishing, or cruising the gorgeous waters of Islamorada, the Sport Fishing Capital of the World.Located in one of the Keys most sought-after Plantation Key neighborhoods, youll be just moments from world-class dining, shopping, vibrant local culture and Founders Park with beach, sports fields, amphitheater and pool complex. Whether youre seeking the serenity of a full-time residence, vacation getaway, or income generator, this home is your ticket to paradise. Call now, this gem wont last!

$2,200,000
Plantation Key
Lake Harbor   - MM: 89.50
5 Bed, 5 Baths, 2,779 SqFt Days Listed: 21
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits50ft.

Welcome to your slice of paradise in Islamorada! This stunning canal-front property offers direct bay access and quick, convenient ocean access, making it a boaters dream. Concrete home boasts 5 bedrooms, 3.5 baths - 2,779 sq of elegant living. Upstairs features 3 spacious bedrooms, 2baths plus powder room,. Two separate living areas upstairs provide ample space for relaxation and entertaining. The designer kitchen with generous chefs pantry is perfect for culinary enthusiasts, while the Chicago brick pavers add timeless charm.The ground level features a permitted, private 2-bedroom, 1-bath mother-in-law suite, ideal for guests or extended family. Outside, the private, lushly landscaped yard is adorned with fruit trees, creating a serene oasis. With its unbeatable location, abundant storage, and exceptional features, this home is a rare gem in the heart of the Florida Keys.Dont miss this opportunity to enjoy the best of waterfront living in Islamorada!

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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