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 109
Order By:

84961  Old Highway 23 For Sale, MLS 587700
$495,000
Windley Key
Galen Beach   - MM: 85.00
2 Bed, 2 Baths, 705 SqFt Days Listed: 109
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Othe

Move right into your fully furnished Oceanside Escape....catch the beautiful Florida Keys Sunrises and Ocean Breezes! Located in Windley Key Mobile Home Park Condo. This meticulously maintained newer stilt home offers 2 bedroom and 2 full baths metal roof, impact windows, open porch, carport for two, storage, chickee hut and Chicago brick patio to entertain with tropical landscape. Comes tastefully furnished. Home is built for 180mph wind velocity and has a Transferable Structural Warranty good till 2023. This rare quaint association has 48 units which sits overlooking the Atlantic Ocean. Low Association fees. Amenities include jetty to sit and soak up some Vitamin Sea, fish cleaning station, Marina, Sm boat ramp etc..... Must see!

168  Iroquois Drive  For Sale, MLS 588974
$665,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
3 Bed, 3 Baths, 1,232 SqFt Days Listed: 23
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Ramp5

This 3 bedroom 2 bath home in the sought after location of Lower Matecumbe in Islamorada boasts over 50 of dockage, 4,000 lb boat lift and a private boat ramp! Immediate access to ocean or bay for all your boating needs! Downstairs storage, covered fish cleaning station and gazebo for shaded entertainment! Brand new metal roof installed on home, gazebo and fish cleaning station. New carpet installed. Shows well! Great opportunity to own a home in the Florida Keys! Easy to show! Option to purchase with adjacent lot at 172 Iroquois Dr. for $1,050,000.

178 N Coconut Palm Boulevard  For Sale, MLS 589406
$695,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,486 SqFt Days Listed: 2
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.

202  Johnny Road  For Sale, MLS 585260
$725,000
Plantation Key
Boatmans Colony   - MM: 90.50
2 Bed, 2 Baths, 1,372 SqFt Days Listed: 285
-5.72% ($44,000) 2 Price Changes : Last Change 137 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Moments to the ocean or bay, this waterfront home is right off Tavernier Creek. The homes unique features include open ceilings with exposed beams, lots of natural light, wood floors, and a huge side porch. The open chefs kitchen features a commercial double oven and gas range. On a corner lot, the property offers two parking areas, plus an RV hookup with 50 amps of power. The upstairs includes a half bathroom, and a renovated master suite with a gorgeous full bathroom. Downstairs there are two bedrooms and one bathroom. Upgrades include a newer roof and air conditioning.

179  Azalea Street  For Sale, MLS 587253
$749,000
Plantation Key
Plantation Key Colony   - MM: 90.00
4 Bed, 4 Baths, 1,761 SqFt Days Listed: 141
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.Concrete

Price reduced on this 4 bedroom 4 bathroom all concrete canal front home in Plantation Key Colony. The upstairs is a 2/2. Tiled throughout this open floor plan with all wood kitchen cabinets overlooking the canal with a 24 x 8 screened in porch. There is a spiral staircase leading to the concrete roof top and concrete walk way around a majority of the second floor. One of the few legal downstairs consisting of a 2/1 apartment , an efficiency and a large storage area with Washer and Dryer. All of the downstairs is wheelchair accessible via concrete walkways to driveways. Ceiling fans in all rooms. Aluminum windows (awning and single hung). All concrete 50 dock on a wide free flowing canal which never accumulates seagrass. Ready for immediate occupancy. Call today this one wont last.

138  Venetian Way  For Sale, MLS 589154
$750,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,055 SqFt Days Listed: 14
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.

125  Cortez Drive  For Sale, MLS 588045
$779,000
Lower Matecumbe
Mat Ocean View   - MM: 76.50
2 Bed, 2 Baths, 1,071 SqFt Days Listed: 85
-2.50% ($20,000) 2 Price Changes : Last Change 5 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Ramp

Just what youve been looking for?A Keys get away w/immediate access to ocean, the reef, off shore fishing, close to Indian Key Fill Cut to strike out into the back country. This 2 bedroom 1.5 bath is just right! Fresh baths and brand new kitchen cabinets and appliances compliment this all masonry (including roof) residence on Lower Matecumbe. Close to everything that is Islamorada; dining, charters, marinas, Worldwide Sportman, diving/snorkling or hang out in your very own piece of paradise. Full garage to store your toys, 15K boat elevator, 75ft of concrete dock, neighborhood boat ramp. Ground level enclosure is all storage and conforming so home is insurable. Put your finishing touches on this keys treasure and make it your own. Owner occupied so appointment with notice appreciated.

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: 134
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.

100  Venetian Drive  For Sale, MLS 586439
$829,900
Lower Matecumbe
White Marlin Beach   - MM: 74.50
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 202
-6.75% ($60,100) 4 Price Changes : Last Change 4 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.

172  Columbus Drive  For Sale, MLS 587876
$850,000
Lower Matecumbe
Mat Ocean View   - MM: 76.50
3 Bed, 3 Baths, 1,624 SqFt Days Listed: 97
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Location is what it is all about...ease of access to the ocean or the bay by boat from your backyard...solid CBS construction including the roof...ready for a new owner. 3 Bedrooms, 2 Bathrooms on the main living level upstairs, with a 406 Sq Ft Lower Level with 1 full bath downstairs that is grandfathered in with an additional 406 Sq Ft Enclosed Storage Area attached. 75 Ft of concrete dockage. This may be the piece of paradise you have been waiting for...dont wait long because it may be gone! Call your local agent today to schedule a private preview.

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: 57
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.

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: 2
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: 204
-2.22% ($20,000) 1 Price Change : Last Change 16 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: 86
-0.11% ($1,000) 1 Price Change : Last Change 10 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.

118  Sea Lane  For Sale, MLS 588757
$894,000
Lower Matecumbe
Mate Lido Beach   - MM: 76.00
3 Bed, 3 Baths, 1,677 SqFt Days Listed: 40
-0.56% ($5,000) 1 Price Change : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.

Renovations nearly completed. Spacious waterfront home on ocean side of Lower Matecumbe offering immediate access to the Atlantic, the reef and some of the Keys best access to fishing and water activities. 3 bedrooms & 2 baths in the main part of the house with a 1/1 garage apartment ground level. Vaulted ceilings, fresh kitchen, split level in design, open living floor plan with large rooms compliment this keys home. 75ft on the water with literally a straight shot out to the reef! Located at MM76, close to all the Village has to offer yet far enough away to enjoy the tranquility of Lower Matecumbe. Call for appointment. Owner Occupied so notice is appreciated and they are ready to make a deal!

180  Iroquois Drive  For Sale, MLS 588665
$925,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
3 Bed, 3 Baths, 1,561 SqFt Days Listed: 46
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift100ft.

Islamorada stunner that checks all the boxes all the way down to the putting green! This 3-bedroom, 3-bathroom home offers a 2/2 + office up and a 1/1 guest quarters down, pool, 100 of dockage, 13k lb boat lift, workshop, paver driveway, and covered outdoor entertaining area. Freshly updated throughout including: new kitchen, bathrooms, flooring, and much more. World class everything awaits you after a quick idle down the canal! Swing over to the bayside via one of the nearby bridges. Owner financing available, so this home may be more obtainable than you think, but will not last.

348 S 348 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: 39
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: 4
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.

168  Iroquois Drive  For Sale, MLS 586540
$1,050,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
3 Bed, 3 Baths, 1,232 SqFt Days Listed: 194
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Ramp1

This canal front home on highly desired Lower Matecumbe Key in Islamorada boasts over 120 of dockage, 4,000# and 5,000# boat lifts and a private boat ramp! This home sits on a double, cleared lot on a private cul-de-sac road. The location offers immediate access to ocean or bay for all your boating needs! Downstairs storage, covered fish cleaning station and gazebo for shaded entertainment! Brand new metal roof on home, gazebo, and fish cleaning station. New carpet in home. Easy to show and shows well! Home and vacant lot also offered separately. Home for $665,000 MLS#588974 and lot for $425,000 MLS#586534.

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: 41
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.

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 01-27-2020.

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