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 67
Order By:

178 N Coconut Palm Boulevard  For Sale, MLS 589406
$675,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,486 SqFt Days Listed: 23
-2.88% ($20,000) 1 Price Change : Last Change 5 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Canal front home in Plantation Key Colony, 2 bedrooms, 1 bath upstairs and 1 bedroom, 1 bath studio downstairs, with over 1400sf combined. New metal roof in October 2019. Screened 7x24 balcony. 50 seawall dockage with fish cleaning station and outdoor shower, wooden 7x11 work shed, great landscaping in place. Downstairs is above flood according to permit drawings. Close to great schools, restaurants, hospital, and shopping. Great homeowners park with dockage, boat ramp and picnic area.

130  Palermo Drive  For Sale, MLS 589456
$695,000
Upper Matecumbe Key Islamorada
Venetian Shores   - MM: 86.00
2 Bed, 2 Baths, 929 SqFt Days Listed: 21
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 70ft.

Canal front Property in prestigious Venetian Shores! Large 7000 sqft Lot, seawall under 8 yrs old with 70 ft concrete dock and two 50 amp electrical outlets. Located on one of the widest canals in the Upper Keys, this property can accommodate large vessels, with deep water to ease the access to the Bay/Gulf and Atlantic. Listed property for sale is of lot value only. Buyer & Seller agree the vertical improvements are of no value. Close to shopping and schools.

138  Venetian Way  For Sale, MLS 589154
$699,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,055 SqFt Days Listed: 35
-6.80% ($51,000) 1 Price Change : Last Change 17 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Gorgeous Venetian Shores charmer priced to sell. Seller says bring all offers. Captivating island living in large open concept home designed for entertaining as well as family living. Low insurances and easy living withno stairs to climb makes this home stand out from the rest. The beautiful master suite with huge walk in closet, large master bathroom features tub and separate fabulous spacious shower is set apart from the other threebedrooms. An relaxing waterfront screened porch running from the kitchen, across the living area to the master bedroom allows for year round outdoor living. Dockage depending on availability in marina close by, this house is a gem not to be missed. Home is currently Tenant Occupied.

179  Azalea Street  For Sale, MLS 587253
$724,000
Plantation Key
Plantation Key Colony   - MM: 90.00
4 Bed, 4 Baths, 1,761 SqFt Days Listed: 162
-3.34% ($25,000) 1 Price Change : Last Change 13 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.Concrete

Price reduced again and the sellers are very motivated! This all concrete 2 story canal front home has one of the few legally permitted downstairs, consisting of two 1 bedroom 1 bathroom apartments. Upstairs is a 2 bedroom 2 bathroom along with a 8 by 24 screened in porch overlooking their 50 wide concrete dock. Very low flood insurance quote of $779.00 for the entire home. Contractors own home originally and he doubled the rebar and poured the walls solid. This home has never been damaged or flooded from a storm. It is located on the only free flowing canal in Plantation Key Colony (PKC). PKC is a highly desired subdivision as it is with in a short walking distance to the schools Grades 1-12. It is located on the 4 lane portion of US1 MM90 bayside 1 hour south of Miami.

77340  Overseas Highway  For Sale, MLS 587336
$799,000
Lower Matecumbe
Matecumbe Ocean Bay   - MM: 77.00
2 Bed, 2 Baths, 928 SqFt Days Listed: 155
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Perfect opportunity to build your dream home in the Florida Keys, Village of Islamorada. Adjacent buildable lots on either side available For Sale for a total of 102,802Sq.Ft. to build your dream family compound (lots are listed for sale altogether or each individually- see Listing #587337 - Lot 4, 5 & 6/587338 - Lot 4/587339 - Lot 6). Property is on the Bay Side next to Robbies, just minutes to Tea Table and access to ocean.

141  Palermo Drive  For Sale, MLS 589532
$799,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 1,484 SqFt Days Listed: 18
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

Priced to sell canalfront home located in presitigous Venetian Shores! Located 6 houses from Snake Creek with direct bay and ocean access, this home is a boaters dream. This frame home checks off all the boxes with, 3 bedrooms, 2.5 baths upstairs, 1/1 non-conforming downstairs and a garage. With approximately, 60 feet of dockage, two large balconies, a spacious yard and a little TLC, you can make this your little slice of paradise.

100  Venetian Drive  For Sale, MLS 586439
$799,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 223
-10.22% ($91,000) 5 Price Changes : Last Change 11 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Amazing views from this immaculate 2 bedroom 2 bath waterfront home on pristine canal with access to both Bay and Ocean. Panoramic views of large conservation area and lake allow privacy as there are no rear neighbors. Open concept plan with new metal roof, kitchen has new stainless steel appliances including refrigerator, stove and microwave. 1080 sq ft living area plus large patio and dock for your boat. House is built high enough to allow doubling of square footage by enclosing downstairs area. Opened unfinished attic for added storage space or future loft. Beautiful private homeowners beach on Bayside.

189  Nautilus Drive  For Sale, MLS 588482
$869,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
2 Bed, 2 Baths, 1,501 SqFt Days Listed: 78
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits70ft.

Welcome to the Nauti Reel! Enjoy ground level living, on a canal in Islamorada. This CBS home offers 1500sf of living space with 2 bedroom / 2 bathrooms + a bonus room, that is currently being used as a bedroom or could be used as an office. Enter the house thru a foyer, which opens up to the living area. Bedrooms are tucked out of the way for added privacy. East facing backyard captures the prevailing winds, sunrises and moonrises. Gas stove, indoor laundry, and a pavered driveway to a one car garage. 70 of concrete dock with davits; easy access to Florida Bay and the Everglades National Park and the Atlantic Ocean, via Channel 5 bridge with a 65 clearance.

131  Tequesta Street  For Sale, MLS 589639
$875,000
Plantation Key
Indian Waterways   - MM: 89.00
5 Bed, 5 Baths, 2,389 SqFt Days Listed: 11
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.

This property is in multiple offer situation. Seller is accepting offers until 5:00pm 2/15/20. Ready for the most discriminating buyer. This lovely canal front home in desirable Indian Waterways has left nothing to be desired! Entertaining area poolside with paver patio, granite bar, tiki hut and boat lift. Professionally landscaped and irrigated for lush tropical privacy. Boat-lift can accommodate up to 14,000lb vessel. All paved driveway and enclosed garage. Main living level is 2nd floor with split floor plan kitchen with granite counters, new stainless appliances, dining and living area. Includes Master Bedroom with en-suite bath, guest bedroom with hall bath. Plus, Plus, Plus - third floor loft and downstairs living area.

150  Nautilus Drive  For Sale, MLS 589401
$875,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
2 Bed, 2 Baths, 1,200 SqFt Days Listed: 23
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

This wonderful Canal front home is located in White Marlin Beach Islamorada and has the option to be sold with the adjacent 70x100 lot. See Mls# 589399. This wonderful home is a private oasis & professionally landscaped for privacy. Offering 2 bedrooms, 2 custom updated baths, designer kitchen & 40x15 enclosed screened porch. The vaulted ceilings & open concept of this home make it the perfect Keys home. 70ft dock & 10,000lb lift & just minutes to open bay & high clearance bridge to ocean. This community also offers a gated private beach. Complete with tiki,s, grills & beach chairs. This is very unique home & must be seen to enjoy its beauty. Seller is a licensed Realtor

132  San Marco Drive  For Sale, MLS 586416
$879,000
Plantation Key
Venetian Shores   - MM: 86.00
5 Bed, 5 Baths, 2,447 SqFt Days Listed: 225
-2.22% ($20,000) 1 Price Change : Last Change 36 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip

This spectacular two-story home in Venetian Shores on Plantation Key is modern and spacious.Move-in ready property includes 3bedrooms/ 2baths upstairs with 2 bedroom/1 bath guest suite downstairs. Enjoy an open floor plan with an updated eat in kitchen, wood cabinetry and granite countertops. The large master en-suite includes a walk-in closet and stunning water views. Other features spotlight a spa, a separate laundry room, screened in porches, impact resistant windows and metal roof. This offering includes an assigned boat slip #20 with lift in Venetian Shores Yachting Association Marina. Relax in your private backyard with enough room to add a pool.

122  Gulfview Drive  For Sale, MLS 588030
$884,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 1,585 SqFt Days Listed: 107
-0.11% ($1,000) 1 Price Change : Last Change 30 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 69ft.

You can be on Island Time All the Time in this Just Remodeled and Updated home. New Kitchen, Baths, Floors, Ceiling Fans, A/C, Roof. Bayside canal front just minutes to bay or ocean channels 2 & 5 in the beautiful waters of Islamorada. Awesome White Marlin private Beach. 2/2 up and 1/1 down. Down is non-conforming. 69 feet of concrete dock with davits and Tiki. Elevator for groceries, fenced yard. Vaulted ceilings. Plenty of parking for all the toys. You can back your car through the carport right down to the dock area for loading gear. One of best priced homes in Lower Matecumbe Islamorada.

348 S Coconut Palm Boulevard  For Sale, MLS 588794
$999,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 2,081 SqFt Days Listed: 60
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Davits53ft

Key West style home in the fishing capital of the world on one of the most beautiful streets in Plantation Key Colony in the very desirable Village of Islamorada. Three stories of architectural beauty on 70 canal front property. Metal roof, impact windows/doors, 53 dock with davits. Interior stairs from 1st floor foyer. 2nd floor living quarters are open & spacious, guest bedrooms have10 foot ceilings and balcony. 3rd floor private master suite with kitchenette, large balcony, picturesque views of mangroves and spectacular sunsets. 2 brand new A.C. units from 2019. Home is surrounded by natural light, every exterior door on the 2nd & 3rd floor lead to a balcony. Live & play in the gorgeous Florida Keys with ocean access via Tavernier Creek. Control depth to be verified.

120 W Plaza Granada   For Sale, MLS 589382
$1,000,000
Lower Matecumbe
Port Antigua   - MM: 74.50
3 Bed, 3 Baths, 2,392 SqFt Days Listed: 25
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 65ft.

Port Antigua waterfront home offering 3 bedrooms and 3 full baths and 65 ft of dockage. A true Keys Fish Camp with wood beam ceilings, enhanced stone covered walls, CBS Construction with Concrete Roof, and the opportunity to make it your own. 1,744 Sq Ft of living area on the main floor with 3 bedrooms and 2 full baths with a screened porch off the kitchen, and 648 Sq Ft of Floor Living Area on the ground level with 1 full bath and currently being used as a game room and workshop. Additional 312 Sq Ft of garage space and 786 Sq Ft of Covered Open Porch outdoor entertaining area. 65 Ft of concrete dockage with a boat lift / elevator to accommodate up to 7,000 lbs. Call to day to preview this fabulous Florida Keys Home. It may just be the piece of paradise youve been looking for.

186  Venetian Way  For Sale, MLS 588755
$1,095,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 3,074 SqFt Days Listed: 62
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. 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.

125  Venetian Drive  For Sale, MLS 588926
$1,098,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
4 Bed, 4 Baths, 2,173 SqFt Days Listed: 47
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 70ft.

Villa Morada. Enjoy the phenomenal Islamorada lifestyle in this just completed Home! Everything New! 3 Bedrooms / 2 Baths upstairs and lovely, legal 1/1 guest suite, downstairs with separate entry. Stunning open stainless and granite kitchen, huge Living Room. Metal Roof, Rare Garage, and full Veranda overlooking the picturesque canal help make this home special. This Keys Oasis is ideal for entertaining. With 70 Feet of dockage. and super proximity to both Florida Bay/ Gulf and the Ocean, your boat can spirit you away to world class fishing and diving. Fantastic White Marlin Beach Community with its own rare sandy beach!

81906  Overseas Highway  5 For Sale, MLS 580100
$1,150,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
3 Bed, 3 Baths, 1,852 SqFt Days Listed: 651
+4.55% ($50,000) 1 Price Change : Last Change 258 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin

NEW CONSTRUCTION. CORAL COVE an intimate gated community of 9 site-built homes in the heart of downtown Islamorada. Bayfront with boat basin and dock, each home has its own private pool, state of the art amenities and details plus light and bright natural stone and wood finishes and just steps away from all that Islamorada has to offer.Developers are FL licensed real estate agents.

193  Gulfview Drive  For Sale, MLS 585745
$1,199,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 2,545 SqFt Days Listed: 274
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.

This fabulous Port Antigua home is ready for a new family to enjoy! Vaulted tongue in groove ceilings and clerestory windows in the open living area let in the natural light. Features include travertine floors throughout, 3 Bedrooms and 2 baths on the main living level, separate laundry room/pantry and another bedroom and bath on the ground level. The downstairs is above flood and permitted, making this a large home for guests and extended family to share! The backyard is accented with pavers and leads to the 60 ft. concrete dock with a 20,000 lb. boatlift. The carport and garage give protected storage for golf carts, jet skis, etc. The Port Antigua Homeowners Park offers a beautiful sandy beach with tiki huts and BBQ grills for property owners as well as a boat ramp within the community.

133  Nautilus Drive  For Sale, MLS 589510
$1,250,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 1,232 SqFt Days Listed: 19
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 70ft.

2020 new canal front Islamorada home. This home offers beautiful designer features throughout every room in house. Kitchen offers white quartz counters & breakfast bar, stunning back splash, Frigidaire stainless appliances, farm sink & sensor faucet. Custom soft close cabinetry. Tile floors throughout each room. Baths adorned with designer, color, cabinets, faucets & lighting. Stunning tilde showers & frame-less shower doors. Designer upgrades include lighting, closets, doors, & window treatments. Covered porch is a wonderful extension of living space. 70ft of boat dockage & quick access to bay & ocean. Private gated neighborhood beach ,tiki, grills, beach chairs & stunning sunsets. Large downstairs enclosure. Paver driveway & patio. CBC construction & impact, door & windows

105  San Remo Drive  For Sale, MLS 588698
$1,295,000
Plantation Key
Venetian Shores   - MM: 86.00
5 Bed, 5 Baths, 3,729 SqFt Days Listed: 64
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 70ft.Rip Rap

Venetian Shores 5 bed/4 bath home with 70 ft. dock just a minute to Snake Creek for instant ocean and bay access. Super clean, 3,729 s.f. home is nicely maintained and ready for your extended family with 3 bedrooms and 3 bathrooms upstairs, plus two more bedrooms and a full bath downstairs. The downstairs apartment is accessible through the foyer entry, but it also has a private entrance so it can be easily be used as a separate guest apartment if desired. There is a full kitchen upstairs and an updated kitchenette downstairs, plus laundry on both levels. There is also a spacious back yard, a grassy front yard, paver driveway, and a new metal roof. If you are looking for a comfortable large home or a great vacation house, this floor plan offers lots of great options. Call today!

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 02-17-2020.

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