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

Total Listings 37
Order By:

$669,000
Lower Matecumbe
Las Maravillas   - MM: 75.70
2 Bed, 2 Baths, 1,104 SqFt Days Listed: 55
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,First

Rare opportunity to own a townhouse closest to the Florida Bay in this private enclave of 10 townhomes. Amenities include pool and shower house facilities, community dock, gated grounds. Covered parking, 2 bedrooms 2 baths, laundry, modern appliances, extra windows in the end unit located in the heart of the island bayside at mm 75.1 in Islamorada. Easy access to ocean and bay by water and everything Islamorada has to offer just minutes away by car. Dont miss this end unit if you are in the market for a townhouse, condominium or single family in Islamorada under 700K. Call today for an appointment. Owner occupied but easy to show.

$679,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,055 SqFt Days Listed: 165
-1.45% ($10,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Priced to sell in Venetian Shores! This 4 Bedroom 2.5 Bath ground floor home will amaze you with extra large bedrooms, a large open concept design, modern kitchen with an island and water views of a plugged canal. A large master suite with large walk-in closet. Relax on your screened in porch and decked patio out by the water. Possibility of renting a boat slip at the marina adds to the allure of living in the upscale community of Venetian Shores. This is your opportunity to move into the most desirable neighborhood in Islamorada.

$789,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 169
-1.25% ($10,000) 2 Price Changes : Last Change 40 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Welcome to the premier Islamorada beach community of White Marlin Beach. This waterfront home offers exquisite views and privileged privacy overlooking the lake and conservation area. Nightly sunset views included! Private dock with easy bay and ocean access. This home boasts an open concept living area with soaring cathedral ceilings, 2 generously sized bedrooms, 2 bathrooms, metal roof and Key West style architecture.The living area has 12 sliding glass leading out to the deck, offering amazing views and privacy. The house is elevated on stilts w/ sufficient space so the home can be expanded upon, doubling the living square footage by adding a ground level floor, if desired. Other notable features, huge loft with pull down stairs, new SS appliances & a sit up bar.

$800,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 1,512 SqFt Days Listed: 112
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Three bedroom, two bathroom waterfront home with above-flood lower level one bedroom, one bathroom living in a private and peaceful setting. Totally remodeled with rich style and finishes, impact windows and doors, and welcoming outdoor spaces. Special features include R/O water purification system, toto toilet, custom whirlpool bath, fine faucets, custom cabinetry and built-in storage.

$1,075,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 3,074 SqFt Days Listed: 137
-1.83% ($20,000) 2 Price Changes : Last Change 46 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Boat S

This is a well-appointed solid concrete home dotted with craftsmanship and taste in desirable Venetian Shores. Two new A/Cs in March 2020. Canal views from western facing rooms and open water views from the third floor living area and rooftop crows nest. A wood-covered concrete staircase seamlessly integrates the ground level 1/1 mother-in-law suite to the spacious 3 bedrooms, 3 and 1/2 baths on the two upper levels. Beautiful 100 year old barn wood reclaimed into custom cabinetry accents throughout. Separate living rooms on each floor accommodate large or extended families. Home has a gas fireplace, gas hook up for grills on porches, 2 cisterns and large garage and workshop. On a plugged canal that is perfect for paddle boarding, canoeing and kayaking, Deep water boat slip #9 in Marina

$1,199,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 1,248 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits70ft.Concrete

This is the perfect Keys Getaway to begin your new adventure. Stylishly updated concrete home in White Marlin Beach with 2 bedrooms and 2 bathrooms upstairs, a Dade County Pine ceiling offering a spacious and open feeling, all newer wood floors, an updated kitchen with granite counters, S/S appliances, laundry room, large main bedroom with a cedar closet and a beautiful soaker tub. Downstairs is a separate 1 bedroom, 1 bath room with refrigerator and wet bar.The front is beautifully landscaped with a paver driveway and plenty of parking, including covered. Out back is a deck with Tiki Hut and bar, hot tub, 70 of concrete dockage w/davits, fish cleaning station, and a separate storage shed. Come and enjoy everything the Florida Keys has to offer.

$1,295,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
4 Bed, 4 Baths, 2,173 SqFt Days Listed: 57
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 70ft.

One of a kind ** NEW CONSTRUCTION ** Islamorada waterfront SFH w/ private guest apartment and 70 waterfront dock space. The beautifully appointed 3/2 open floor plan on the 2nd floor has a gorgeous kitchen w/ wood cabinets, granite counters, handsome backsplash and SS appliances. 2 stunning bathrooms, high end interior doors & finishes, diagonal laid tile, hurricane impact doors & windows and a security surveillance system. 4 sets of French doors lead to your wrap around veranda overlooking the canal. Downstairs is an additional 490 sq. ft. 1/1 guest suite w/ private entry & kitchenette, a large open breezeway and a 1.5 car garage so clean you can live in it! Keys inspired metal roof and 70 of dockage w/ ideal proximity to both the Gulf and Atlantic ocean make this house a winner.

$1,300,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
4 Bed, 4 Baths, 2,294 SqFt Days Listed: 144
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits40ft.

Delightfully Keysey POOL home in Safety Harbor with Bay Views! This home has a wonderful open floor plan and 2 large bedrooms and 2 baths upstairs. The living area opens to the screened pool deck with 12 ft. wide sliding glass doors. The chef is part of the party with a large center cooking island and tons of counter space. This corner lot has views down the canal and the 40 ft. wide dock has davits in place. The downstairs has a permitted bath which separates 2 rooms being used as bedrooms. A large carport is perfect for bikes, kayaks, etc. The pool has a propane heater and has just been refinished. This home has impact windows and doors throughout and is ready for a new family to enjoy the Florida Keys lifestyle!

$1,300,000
Lower Matecumbe
Port Antigua   - MM: 74.50
5 Bed, 5 Baths, 2,192 SqFt Days Listed: 167
Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.

Stunning ocean views, protected dockage, quick ocean and bay access and room for all of your family and friends. This stunning property is perfect for large families, corporate retreats, and investors looking for a return on investment. With 50 feet of brand new Ipe wood dock for your large center console, bay boat, skiff, and all of your water toys. This newly renovated property totals 5 bedrooms and 4 baths, with 2 kitchens and 2 laundry rooms. The options are limitless. The hurricane impact windows, doors and new metal roof make this property perfect for carefree living. A must see to truly appreciate.

$1,300,000
Lower Matecumbe
Port Antigua   - MM: 74.50
5 Bed, 5 Baths, 2,072 SqFt Days Listed: 167
Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.

Stunning ocean views, protected dockage, quick ocean and bay access and room for all of your family and friends. This stunning property is perfect for large families, corporate retreats, and investors looking for a return on investment. With 50 feet of brand new Ipe wood dock for your large center console, bay boat, skiff, and all of your water toys. This newly renovated property totals 5 bedrooms and 4 baths, with 2 kitchens and 2 laundry rooms. The options are limitless. The hurricane impact windows, doors and new metal roof make this property perfect for carefree living. A must see to truly appreciate.

$1,300,000
Lower Matecumbe
Mat Sandy Beach   - MM: 75.00
3 Bed, 3 Baths, 1,767 SqFt Days Listed: 86
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp

This property is situated on an oversized lot with ocean views on one of the most sought-after streets in Islamorada. Located on Sandy Cove Basin, a protected and private deep-water lagoon is this two-bedroom, three-bathroom home. Downstairs you will find one bedroom, one bathroom guest quarters with a separate entrance. This concrete home offers a large garage for multiple cars, a workshop, and a utility room, which is the ideal set up for anyone needing extra storage. The charming and calming residence comes complete with a boat ramp on the property, a set of stairs leading right into the lagoon for an effortless paddleboard and kayak launch or to take a dip in the warm Keys waters, as well as, room for a pool.

$1,349,999
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,080 SqFt Days Listed: 275
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

Italian Architectural Masterpiece., surrounded by Brand New Multi Million Dollar Homes. Grandfathered in Horseshoe shaped Yacht Basin. , Elegant Pool with attached Waterfall Spa hot tub with Covered Entertaining Patio Bar area. This 4 bedroom 3 bath home boasts an open floor plan, with a beautiful gourmet chefs kitchen, lower level guest quarters. Beautiful Bay & Ocean views/ Rooftop terrace.

$1,350,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 1,289 SqFt Days Listed: 112
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp78ft.

This double lot property is in the White Marlin Beach neighborhood with HOA park access. Extensive upgrades include new dock, new impact doors and windows, new roof with finished observation area for sunrise and sunset views, new tile floor on main level and new paint inside and out. Outdoor areas include large covered deck upstairs and a fantastic free form pool with canal side Tiki. and wonderful new landscaping.

$1,450,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,340 SqFt Days Listed: 258
-9.09% ($145,000) 2 Price Changes : Last Change 16 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: DavitsConcrete

Prestigious Venetian Shores! 70 ft frontage on deep & wide open water canal. Enter this lovely home through first floor foyer. Second floor has spacious open concept floor plan, large kitchen, laundry area, 2 bedrooms each with covered balconies, and 2 baths. Third floor has flex space, large open entertaining room with kitchen opening to an enormous rooftop patio, plus 2 separate bedrooms, large walk-in closet, and one full bath. Has amazing waterway views. Fla Keys is known for boating & fishing, and this location is exceptional for the true fisherman; exiting the canal by boat, take your pick.. to the left 1 drawbridge to the Atlantic Ocean and to the right the Florida Bay. Impact windows & doors on 1st & 2nd levels, 3rd level has accordion shutters. Boat storage and many extras.

$1,450,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 2,070 SqFt Days Listed: 80
-3.33% ($50,000) 1 Price Change : Last Change 39 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.

SELLER MOTIVATED! BRING YOUR OFFER! Updated home in Islamorada! Beautiful, spacious updated 3 bedroom (room for a 4th!), 2 bath, 1 car garage waterfront home. Enjoy your own private 50 dock, boat lift. No bridges to the Bay. Room for a pool!Features include: metal roof, paver brick driveway, balconies and patio areas that allow you to enjoy outdoor space and entertaining or just relaxing.Kitchen boasts new black granite counters, snack counter, Samsung black stainless appliances. Plantation shutters throughout the home.There are 2 330 gallon cisterns!Master suite is large-- it has its own sitting area-- and sports a gorgeous newly remodeled bathroom. Breathtaking shower, sinks, flooring.Custom designed walk in closet.Call for your private or virtual showing of your new home

$1,575,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,717 SqFt Days Listed: 71
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Beautifully designed seaside Villa in Islamoradas most sought-after neighborhood, Venetian Shores. This Tuscan inspired, custom built CBS home has soaring ceilings, impact windows & doors, a sweeping staircase, a gourmet kitchen with a gas range, pantry & bar, laundry, half bath & a 2 car garage on the first floor. Upstairs there are 2 guest bedrooms, a guest bath, & a large primary suite with a huge bathroom, screened balcony & walk in closet. Outback there is plenty of shaded area for seating & al fresco dining. Tumbled marble pavers surround the pool & step down to the deep water dock with boat lift on the wide turquoise canal Venetian Shores is known for. Direct ocean & bay access via Snake Creek. Enjoy the beauty of island living!

$1,595,000
Lower Matecumbe
Toll Gate Shores   - MM: 73.50
2 Bed, 2 Baths, 1,728 SqFt Days Listed: 325
-5.90% ($100,000) 1 Price Change : Last Change 274 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift

Sunset Cove Home The reasons you desire to live in the Keys can be found here! The unique location of this home near the end of the island offers protected docakge while giving such easy immediate access to both the Florida Bay and Atlantic Ocean for all your water activities. When you are not experiencing the outdoors ~ come relax in this very spacious well appointed home with views from almost every angle. The entire 3rd floor is occupied by the master suite with its own balcony overlooking the water The main level offers yet another spacious open floor plan with the living room, the gourmet kitchen and another generous sized bedroom with 3 closets and a bathroom. The downstairs is a finished lower level. At the end of your day enjoy the gorgeous sunsets.

$1,625,000
Plantation Key
Venetian Shores   - MM: 86.00
5 Bed, 5 Baths, 3,550 SqFt Days Listed: 169
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift70ft.

PRESTIGIOUS VENETIAN SHORES offering a spacious 5 bedrooms 4 full baths plus powder room, featuring Gourmet chefs kitchen, with large pantry, spacious living area with porch overlooking the water, lower level guest quarters with media room, bath and wet bar, beautiful outside entertaining area with bar, paved driveway, carport, 70 deep water concrete dock with 20,000 lb boat lift & skiff davit, immediate Ocean and Bay access! Great open floor plan, truly a must see!

$1,689,000
Lower Matecumbe
Port Antigua   - MM: 74.50
3 Bed, 3 Baths, 3,004 SqFt Days Listed: 78
+6.29% ($100,000) 1 Price Change : Last Change 45 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 65ft.

Come experience this exceptional island home today! 3 bedrooms, 3 baths, high ceilings, tile & hardwood floors, state of the art kitchen w/ concrete counters & top of the line stainless appliances. Open, spacious and perfect for entertaining is how this home was designed. Walk out the great room french doors into an intimate pool setting with custom chickee hut & lounge area decorated with a vibe of Gilligans Island meets The Ritz Carlton. Out back is 65ft of yacht dockage w/shore power & water for all your water toys. Ask about the Ribovich docked outback. Its available in a package deal! Now all we need is your toothbrush, fishing pole & swim suit. Private beach & ramp for owners in this golf cart approved community on Lower Matecumbe in Islamorada. Call today for apptointment!

$1,735,000
Plantation Key
Venetian Shores   - MM: 86.00
5 Bed, 5 Baths, 3,040 SqFt Days Listed: 166
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift70ft.

Islamoradas favorite boating neighborhood, Venetian Shores, where quick access to the Atantic Ocean or Florida Bay and the Everglades National Park are just minutes away. This Concrete 5 Bedroom & seperate Private office home has all the amenities : Custom made Heated Pool with a over flowing heated Spa , a professionally laid out covered entertaing area that features a comfortable seating and relaxing area for many friends and family. 2 car garage with lots of AC storage for all of your boating needs. Above flood ground level Foyer entrance area with plenty of private space that leads to an interior staircase that takes you to a well thought out open floor plan with high ceilings. Updated Kitchen upstairs over looking the extra wide canal for some pleasure cooking.

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 10-28-2020.

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92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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