Islamorada Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Waterfront real estate in Islamorada is very popular within the Florida Keys real estate market.  Homes for sale on the water in Islamorada include those that are located on the ocean, the bay, and on the many canals that lead to open water throughout the area.  Since Islamorada draws fishing enthusiasts from around the world, the bayfront and oceanfront homes for sale in Islamorada are great for real estate buyers looking to capitalize on the best features of the area.  Browse all Florida Keys MLS listings of waterfront homes for sale in Islamorada below.

Total Listings 115
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109  Giardino Drive  For Sale, MLS 589805
$1,595,000
Upper Matecumbe Key Islamorada
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,340 SqFt Days Listed: 4
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.

114  Bayview Isle Drive  For Sale, MLS 589800
$2,299,500
Plantation Key
Venetian Shores   - MM: 86.00
5 Bed, 5 Baths, 4,285 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits80ft.Concrete

FLORIDA KEYS FINEST! Located in Prestigious Venetian Shores three stories solid concrete construction 5 bedrooms, 4baths, with expansive open living area that leads to a waterfront balcony with beautiful Bay Views! Marble tile entry way, great gourmet Chef kitchen with stainless top of the line appliances, Sub Zero, Wolf & Miele, granite countertops, maple cabinets, impact windows lower level guest quarters, 2 car garage, nicely landscaped with irrigation, great entertaining home with lots of room to roam featuring over 4,200 sq.ft. of living space! lots of privacy with secluded view of Sanctuary, gin clear water offers a beautiful aquarium like setting, plus room for a pool! 80 of concrete deep water dockage featuring immediate access to bay and ocean, truly a must see!

12  Flamingo Hammock Road  For Sale, MLS 589658
$2,275,000
Upper Matecumbe Key Islamorada
Bay Hammock   - MM: 83.20
4 Bed, 4 Baths, 3,270 SqFt Days Listed: 11
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Basin,

ISLAMORADA SUNSETS IN BAY HAMMOCK! Enjoy bay & sunset views all year from all 3 levels of this custom built 4B/4.5B residence in a secluded gated community on Upper Matecumbe Key in the center of Islamorada with dedicated 12 Ft wide boat slip in protected marina directly on Florida Bay. Tri-level concrete home w/masonry siding, impact windows & doors offering an open floor plan, en suite baths, coastal theme, soaring vaulted ceilings, gourmet kitchen, French doors to covered & tiled patios, incredible bay views. 3rd level master suite, ground floor guest quarters, garage, fenced yard, native foliage. Gated community offers boat ramp, observation deck, fish cleaning tables, protected dockage in marina. Unique setting in the Village of Islands that must be seen to be appreciated!

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.

118  Madeira Court  For Sale, MLS 589607
$1,999,500
Lower Matecumbe
Port Antigua   - MM: 74.50
5 Bed, 5 Baths, 4,201 SqFt Days Listed: 13
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.Concrete

Impressive new construction home in the very attractive community of Port Antigua in Islamorada. No detail overlooked with impact windows/doors, luxury high-end custom finishes, a gourmet kitchen, elevator, master suite, spa like bathrooms and the outdoor with resort style pool and outdoor living space on every floor. This home has a deep-water canal with a boat lift and 60 ft of retainer wall. Easy boating access to the bay and ocean sides of the island because of the close proximity to Channel 5. Islamorada is rich in history and renowned for sport fishing, diving/snorkeling, beaches, recreation parks, island cuisine, water sports, plus much more.

112  Villa Bella Drive  For Sale, MLS 589539
$1,440,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 1,963 SqFt Days Listed: 17
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Boaters dream! Beautiful property located in very sought after Venetian Shore, 1 of the best spot in the FL Keys for boating & fishing. The property boasts 70 ft frontage on a deep & wide canal. Exiting the short distance out of the canal, to the right youll reach the FL Bay & to the left u r only 1 draw bridge away from the Atlantic Ocean. Mediterranean style home w/beautiful outdoors & plenty of room for a pool. Street level: 1/1 apartment w/kitchenette. Second floor: open kitchen/dining/living room w/beautiful covered terraces, 2 beds, 1 bath. Third floor: master suite w/bath & walk-in closet, large family room/bedroom, one bath, wide open terrace w/amazing views. A full size elevator connects the different floors. Enjoy the FL Keys lifestyle at its best

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.

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

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.

150  Palermo Drive  For Sale, MLS 589455
$1,349,999
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,080 SqFt Days Listed: 21
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.

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.

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

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.

109  Sapodilla Drive  For Sale, MLS 589370
$1,300,000
Lower Matecumbe
Mat Sandy Beach   - MM: 75.00
3 Bed, 3 Baths, 1,767 SqFt Days Listed: 25
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp40ft.Concre

Deep water dock and ocean views. Concrete home set on an oversized lot on prestigious Sapodilla Drive includes 2 bedrooms and 3 bathrooms upstairs and a 1 bedroom 1 bathroom guest room downstairs with a private entrance. Additional features include a large garage, untility room, workshop, boat ramp and stairs leading into the backyard lagoon making easy entry for swimming, kayaking and paddle boarding. Immediate ocean and bay access.

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.

240  Costa Bravo Drive  For Sale, MLS 589104
$4,595,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 4,134 SqFt Days Listed: 38
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift90ft.

Celebrate sunset views EVERY night from this beachfront Port Antigua home which also has dockage across Costa Bravo Dr. on the protected canal. The main living level boasts an open floor plan and vaulted ceilings, 3 bedrooms, 3 baths plus an office! The kitchen is open to the living and dining areas so that you can enjoy views of the bay while preparing the days catch and features a large cooking island with ample seating, Stainless steel GE Profile and Jenn-Air appliances. Enjoy bay views from the living area where 12 ft. sliding glass doors pocket out of sight and open to a spacious covered porch. Everything tastes better when you are enjoying bay views from the dining area. Another set of 12 ft. sliding glass doors in the dining area pocket to let the outside in. In addition.....

262  Navajo Street  For Sale, MLS 589079
$2,175,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 3,506 SqFt Days Listed: 39
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift110ft.

If youve been watching this home, now is your opportunity to get it at a great price. The ultimate in modern luxury designed and built by prominent local interior designer. Superbly finished with only the finest materials, every element enhances the next on this priceless masterpiece. Ideally situated along 110 of waterfront leading to one of Islamoradas favorite bays. The second and third floors combine for the main living area which leads to the all-encompassing rooftop deck. The first floor offers a separate living quarters for guests. Full outdoor kitchen alongside the state-of-the-art pool that features complete perimeter overflow and smart phone automation. The stage is set for a show-stopping Keys lifestyle!

88663  Old Highway  For Sale, MLS 589040
$7,900,000
Plantation Key
Key Heights   - MM: 88.50
5 Bed, 5 Baths, 5,457 SqFt Days Listed: 41
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 100ft.Concrete

Expansive oceanfront family estate compound never before offered for sale! Known as Plantation House, this unique property was once the star of the Islamorada Tour of Homes and was featured for its 2.5+ acres of tropical gardens complete with numerous manicured foot paths lined with coral stones. As one of Islamoradas exclusive Millionaires Row properties, the homes entrance is privately gated and offers a winding paved driveway meandering through the trees and opening to reveal the 5,457 sf home with oceanfront pool, elevator, deep dockage, sandy beach, private boat ramp and endless ocean views. The permit has been approved to replace the damaged dock in its previous footprint, including the gazebo at the end. This one-of-a-kind property is ready to refresh and make your own!

200  Atlantic Street  For Sale, MLS 589035
$7,900,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 82.00
8 Bed, 8 Baths, 4,744 SqFt Days Listed: 41
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Introducing Bunny Key, an extraordinary historic Islamorada oceanfront plantation. Once you enter the gate you will be entranced by the prettiest beach on the island of Islamorada with an estimated 240 feet lining the Atlantic ocean. The main home and guest wing of 3 bedrooms radiate character at every corner, reminiscent of a time gone by with the inviting Old Florida porch stepping out on to the beach. The Kitchen is lined in custom Pecky Cypress cabinets and stone counters which blends beautifully with the Dade County pine flooring throughout. There is a historic 3 bedroom guest home and a 2 bedroom caretakers cottage on the sprawling grounds each with beautiful verandas featuring ocean vistas. Detached garage and outdoor kitchen area can also be found.

161  Sunset Drive  For Sale, MLS 589029
$2,700,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
3 Bed, 3 Baths, 2,940 SqFt Days Listed: 41
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Sunrise on Sunset!Sweeping views to the open ocean from this super sturdy concrete home with concrete roof. Stately home sits on a double sized lot and fronts a real & rare sandy beach. Open floor plan, cathedral ceiling, new kitchen, new impact windows & doors, oceanfront porch with wrap around balcony, oodles of storage plus bonus 1BA/1BA downstairs. Located between Alligator & Tennessee Lights and just north of Channel 2 & 5 bridges for quick bay access. Owner has architectural plans for pool ready for permitting so buy now and you can decide where it goes! Lot across street in permitting available as a package with home or cattycorner canal lot 16 also available. See MLS #s 589029 & 589026.

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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