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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 30
Order By:

$775,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 1,232 SqFt Days Listed: 8
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 30ft.

Location is Everything! This home is located in Venetian Shores Community. One Of Islamoradas Finest Neighborhoods. 3 bedrooms and 2 bathrooms all on one floor. Privacy abounds this home. 8000 Sq. Ft. lot partially fenced yard and a 30 Ft . boat slip in the marina makes this a perfect home for a new family. Needs some T.L.C. You can not beat the location and waterfront access is a Huge Plus.

$995,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 1,926 SqFt Days Listed: 40
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Great Open Floor Plan, newly remodeled pool home in Venetian Shores! Concrete construction with concrete roof, impact doors and windows, beautiful master suite with huge walk in closet, master bathroom features fantastic jet tub,fabulous spacious shower,awesome waterfront screened private porch off the dining area and three bedrooms on the upper level! Interior staircase, to lower level has great legal guest quarters/4th bedroom, elevator ready ,foyer entry, extra large garage with lots of storage, dockage depending on availability in marina close by,

$1,250,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,068 SqFt Days Listed: 46
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 70ft.Rip Rap

This is your chance to own a home in Islamoradas premier boating neighborhood, Venetian Shores! Enjoy nearly immediate access to both the ocean and bay and all the hottest fishing and diving spots in the Florida Keys. Or, jump in the boat for about a 10 minute ride to the Islamorada sandbar or go out by boat to the best local waterfront restaurants and bars. This canalfront home with 70 ft. of deep dockage is a classic Florida Keys concrete home with a concrete roof plus a wood frame Florida room/porch addition with a metal roof. Upstairs is a 1/1 with an updated kitchen and a large walk-in closet that could be used as a bonus room. Downstairs is a separate 2/1 that opens on to a spacious screen porch. Theres also a nice back yard with room for a pool and a wide wood dock. Call now!

$1,275,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,876 SqFt Days Listed: 32
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Coastal Contemporary pool home in prestigious Venetian Shores! This 4 bedroom, 3 bath CBS home has been fully upgraded & updated including impact windows & a metal roof. Upstairs opens to a modern gourmet kitchen, JennAir stainless appliances, gas range, large island & quartz counters. The master suite features a water view, custom built-ins & luxurious bath with dual vanities. The split plan offers travertine tile throughout, screened patio, waterfront dining room & laundry. Downstairs is a full 1 bedroom, 1 bath guest suite with kitchenette overlooking the pool. Spend sunny afternoons paddling the lagoon then cool off with float in the pool, or relax in the spa. Huge storage room for all of your toys. Ideal Islamorada location close to shops, dining, & breweries. Live the Island Life!

$1,429,000
Lower Matecumbe
Port Antigua   - MM: 74.50
3 Bed, 3 Baths, 1,519 SqFt Days Listed: 209
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads65ft.

Spacious 3 bedroom 2 bath with 65ft of dockage on gin clear canal in Port Antigua awaits you. 1990 construction, vaulted ceilings, tiled throughout living area & open entertaining kitchen. Spacious open floor plan opens up to the massive waterfront balcony overlooking dock & waterway. Room for pool or enjoy the waterfront backyard. Owners park, beach & ramp for convenient exclusive use of Port Antigua Residents. Spacious conforming storage on ground level & under cover parking for 3 or more cars or smaller boat on trailer round out this Keys package. Easy access to Florida Bay, through Bow Legs Cut, Gulf & Atlantic via Channels 2 & 5.

$1,750,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
4 Bed, 4 Baths, 1,600 SqFt Days Listed: 56
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,None65ft.

Safety Harbor subdivision all concrete home completely renovated. The second floor offers 3 bedrooms 2 baths. Open concept kitchen living area. Large center cooking island with tons of counter space/cabinets. First floor separate guest quarters with bathroom. Recently added pool, dock and impact doors and windows. Close and easy access to ocean and bay.

$1,799,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 2,633 SqFt Days Listed: 33
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift65ft.

This home checks ALL the boxes!! Pool with waterfall spa, 15,000 lb. and 3,000 lb. boatlifts, fish cleaning station, 4 bedrooms, 3 1/2 baths, garage/workshop/storage, interior staircase and a fenced yard with lush landscaping! This home is a must see! The 2 story entrance foyer leads to the light filled living area just steps from the dining room and kitchen. Sliding glass doors open to the pool deck and dock. The spa waterfalls into the pool which has Pentair controls for the lights and jets. Equipped with Nest controls for both air condition systems to keep you comfortable on each level. Upstairs, the master suite features a large walk in closet and private screened porch. The master bath has double sinks, jetted tub and a separate glass enclosed shower. 3 guest bedrooms and 2 full

$1,900,000
Upper Matecumbe Key Islamorada
Unplatted Upper Mate   - MM: 82.00
3 Bed, 3 Baths, 1,852 SqFt Days Listed: 29
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

Beautiful Bayfront 3 bedrooms, 3.5 baths. SS appliances, private pool with waterfall. Secured community in an enclave of 8 private homes with boat basin and seven day rental. All this and more in downtown Islamorada.

$1,975,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,136 SqFt Days Listed: 56
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift70ft.Concre

Venetian Shores Pool Home! All concrete 3/3 home with 70 ft. dock, new 20,000 lb. boat lift and expansive fenced backyard with large pool. Impact windows/doors, updated kitchen and baths, tongue and groove wood ceilings in the living room and bedrooms upstairs. Sliding glass doors along the back wall of the living room provide beautiful views of the canal and pool, and concrete back stairs provide immediate pool access. Downstairs is a legal 1/1 apartment with kitchenette and living room that could be used as a second downstairs bedroom. Theres also a relaxing outdoor entertainment living area, large tackle room and ice machine. Plenty of parking area in the front yard. Venetian Shores offers 100 ft. wide canals plus instant access to the ocean and the bay within minutes of the dock.

$1,999,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
4 Bed, 4 Baths, 1,672 SqFt Days Listed: 114
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 100ft.

Perfect mix of Keys styling with a touch of modern, this all-concrete home has undergone a full renovation with all high-end finishes and no shortcuts taken. Privacy abounds with no one across the canal, and the 100 wide lot gives you plenty of elbow room and dockage for multiple boats. The second floor offers 3 bedrooms/ 2 bathrooms topped with an impressive kitchen. The first floor is a separate guest quarters with 1 bedroom/ 1 bathroom. New pool and paver driveway complete this property as the perfect package.

$2,100,000
Lower Matecumbe
Port Antigua   - MM: 74.50
5 Bed, 5 Baths, 2,960 SqFt Days Listed: 340
-4.55% ($100,000) 2 Price Changes : Last Change 74 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.Concrete

BOATERS DELIGHT! Dock your boat at this waterfront 5 bedroom home located in the highly desirable Port Antigua neighborhood on Lower Matecumbe Key, Islamorada. With +/- 75 of deep water dockage on a wide, clear canal with quick bay and ocean access, boaters will love the water access and location of this family style home.The home offers a 3 bedroom/2 bath floor plan upstairs as well as an above flood and permitted 2 bedroom/1 bath and recreation room downstairs. Enjoy the views from the screened in porch, and enjoy the Florida lifestyle you can only find in the Florida Keys.

$2,295,000
Lower Matecumbe
Port Antigua   - MM: 74.50
3 Bed, 3 Baths, 3,075 SqFt Days Listed: 18
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift45ft.

Absolutely gorgeous, almost brand new canal front home in Port Antigua! Built and curated by a well-known interior designer from Stuart, this home exudes casual elegance. Spacious and with lots of natural light, this unique home is both luxurious and comfortable. The first floor offers two bedrooms with a shared bathroom, laundry room, and a large living area for family or guests. Upstairs you will find the magnificent kitchen, living area and dining area, along with a welcoming primary suite. Of course, you will find plenty of outdoor entertaining spaces as well. There is a large, covered balcony upstairs, overlooking the clear blue water of the deep and wide canal. Downstairs is a covered deck with a pathway leading out to the 45 concrete dock.

$2,375,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 1,812 SqFt Days Listed: 71
-4.04% ($100,000) 1 Price Change : Last Change 17 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads145ft.Conc

On the corner of a quiet cul-de-sac in prestigious Port Antigua youll find this updated home with heated pool and over 140ft. of dockage. French cut travertine throughout including the porches, invites inside/outside living. The living area opens through 8ft. tall impact sliding glass doors to a screened lanai overlooking the pool and dock. Enjoy peek-a-boo bay views from both upper levels. The main living level has 2 guest bedrooms and a full bath. The interior staircase leads to the master suite with open porch and the 3rd guest bedroom. The ground level is perfect for outdoor entertaining by the heated pool. There is ample enclosed storage with a carport on each side. The L-shaped dock offers 140+ft. of dockage for your boats and water toys and has a covered fish cleaning stand.

$2,400,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,978 SqFt Days Listed: 43
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads70ft.

BEAUTIFUL WATERFRONT POOL HOME located in a premier subdivision in Islamorada! Spacious and updated 4bd/4.5ba concrete home with an open floor plan and expansive kitchen. You will enjoy relaxing poolside and take pleasure in a nice entertaining area. Concrete deep-water dockage with 100 wide canal. Immediate bay or ocean access through Snake Creek to enjoy fabulous offshore or backcountry fishing. Beautifully landscaped to give this property a tremendous amount of curb appeal. This is the perfect home to enjoy the Keys lifestyle!

$2,500,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
2 Bed, 2 Baths, 1,234 SqFt Days Listed: 42
-7.41% ($200,000) 1 Price Change : Last Change 32 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift65ft.

Amazing lot right on the bay with dock, boat ramp and seawall. Easy access to both channel 2 and 5 bridges. House is in a quiet neighborhood away from the highway. 2-story concrete house with individual studios. Both upstairs and downstairs have living area, full kitchen and bath with shower. Enjoy amazing sunsets from your own backyard!

$2,925,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,996 SqFt Days Listed: 82
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Davits70ft

THE AQUARIUM. 70 ft of deep water dockage w/davits & 25,000 lb. boat lift. This elegant 3 bed/ 3bath plus den, home, stands tall along a beautiful free flowing canal connecting Snake Creek to the Florida Bay. This preferred canal is teeming with aquatic life. Toss a line or net and catch the likes of grouper, snapper, tarpon & yes, shrimp, right from your own backyard! Become awestruck with a visit from manatee, dolphin & tropical fish. Enjoy privacy, seclusion & tranquility as this great family home overlooks a thriving natural mangrove sanctuary, home to tropical birds and more. Splash in the sparkling new heated & chilled swimming pool. Prepare your family meals outside at the poolside kitchen w/bar that hosts a Blaze gas grill, gas side burner, refrigerator & spacious patio area. I

$2,950,000
Plantation Key
Sunshine Estates   - MM: 90.50
4 Bed, 4 Baths, 3,400 SqFt Days Listed: 17
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 70ft.Concrete

Living is easy in this BRAND-NEW luxury custom-built 3,500sq-ft. 4/4 canal-front home in the heart of Plantation Key. Entertaining spaces flow out from the upstairs great room, a gourmet kitchen equipped with top-of-the-line appliances, quartz countertops & custom-built cabinetry. Enjoy the serene master suite with a spacious walk-in closet & luxurious master bath. Completing the upstairs, you will find 2 additional guest rooms including 2 full baths, the great room, steps away from the gourmet kitchen, dining area & a large laundry room. The downstairs level houses a wet bar, living area, guest suite & full bath, which are steps away from the outdoor living space, built-in kitchen, synthetic grass, lounge pool & 70 of dock. House is equipped with cameras, speakers & security system.

$2,999,999
Lower Matecumbe
White Marlin Beach   - MM: 74.50
5 Bed, 5 Baths, 2,900 SqFt Days Listed: 25
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 55ft.Cut/Natural

New Construction 5BR/3.5BA home in sought after White Marlin Beach. This Modern Coastal home features Soaring Ceilings with oversized windows and glass doors allowing natural light to permeate the space. The open concept living boasts a Luxury Jenn Air appliance package for the home chef, dual sinks and spacious cabinets with undermount lighting. The Bay window puts your dining experience one step closer to the water and overlooks the pool. The main floor master bedroom has ensuite bath, large walk in custom closet design and the downstairs guest could easily convert to a home office. Laundry room downstairs is great convenience when coming out of the pool or a day on the boat. There is a main bedroom upstairs with his/her closet and Jack & Jill bath leading to another guest bedroom.

$3,279,000
Lower Matecumbe
Mat Sandy Cove   - MM: 75.00
4 Bed, 4 Baths, 3,970 SqFt Days Listed: 23
Under Constru - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

Sea Oats, at Seabreeze Cove - Construction is underway, with completion Spring 2022. This residence is designed to enjoy the full ocean views offered across Sea Oats Beach and also offers a backyard, tropical sanctuary, overlooking the bay-side lagoon. This spacious & luxurious residence features 3,970 sq. ft. under air, 4 bedrooms with 2 master suites, 4.5 baths, a great room on the second floor and a bonus room on the 3rd floor with views of the ocean. Expertly designed with high-end chefs level appliances, Smart Home technology pre-wired, multiple private loggias, private elevator, 6 car garage bays, private pool and outdoor kitchen which lends to endless outdoor entertaining opportunities.

$3,279,000
Lower Matecumbe
More Info   - MM: 75.00
4 Bed, 4 Baths, 3,970 SqFt Days Listed: 23
Under Constru - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

Windswept, at Seabreeze Cove - Construction is underway, with completion Spring 2022. This residence is designed to enjoy the full ocean views offered across Sea Oats Beach and also offers a backyard, tropical sanctuary, overlooking the bay-side lagoon. This spacious & luxurious residence features 3,970 sq. ft. under air, 4 bedrooms with 2 master suites, 4.5 baths, a great room on the second floor and a bonus room on the 3rd floor with views of the ocean. Expertly designed with high-end chefs level appliances, Smart Home technology pre-wired, multiple private loggias, private elevator, 6 car garage bays, private pool and outdoor kitchen which lends to endless outdoor entertaining opportunities.

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 06-13-2021.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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