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
Order By:

178 N Coconut Palm Boulevard  For Sale, MLS 589406
$645,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,486 SqFt Days Listed: 65
-7.19% ($50,000) 2 Price Changes : Last Change 1 Day 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.

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: 86
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.

179  Azalea Street  For Sale, MLS 587253
$675,000
Plantation Key
Plantation Key Colony   - MM: 90.00
4 Bed, 4 Baths, 1,761 SqFt Days Listed: 204
-9.88% ($74,000) 2 Price Changes : Last Change 15 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.Concrete

Owner financing available! Motivated seller. 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.

201  Galleon Lane  For Sale, MLS 590280
$689,000
Plantation Key
Treasure Harbor   - MM: 86.50
3 Bed, 3 Baths, 2,122 SqFt Days Listed: 16
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Davit Pads

Concrete Home, Concrete Roof, Concrete Boat Dock on Treasure Harbor. There are 2 Parcels - Tract A- waterfront parcel - Concrete dock fronting on Treasure Harbor. Dock has 40Amp electric, water and Davits. Main Parcel is the home with 2 bedrooms/ 1 bath upstairs. And downstairs is a pre-firm bedroom with full bath and kitchenette. Also downstairs are two partially finished storage rooms and another 1/2 bath. A laundry room with separate entrance is also downstairs. All on an oversized corner lot with fence. Views of the Harbor from most windows, and a flat concrete roof for possible ocean views. Community Boat Ramp is on the north side of the harbor.

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: 63
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: 77
-6.80% ($51,000) 1 Price Change : Last Change 60 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.

125  Cortez Drive  For Sale, MLS 588045
$699,000
Lower Matecumbe
Mat Ocean View   - MM: 76.50
2 Bed, 2 Baths, 1,071 SqFt Days Listed: 148
-12.52% ($100,000) 4 Price Changes : Last Change 11 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.

141  Palermo Drive  For Sale, MLS 589532
$750,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 1,484 SqFt Days Listed: 60
-6.13% ($49,000) 2 Price Changes : Last Change 20 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

PRICED BELOW MARKET VALUE! This prestigious Venetian Shores home needs a new owner! Located 6 houses from Snake Creek with direct bay and ocean access, 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.

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: 197
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.

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: 160
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.

122  Gulfview Drive  For Sale, MLS 588030
$859,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 1,585 SqFt Days Listed: 149
-2.94% ($26,000) 2 Price Changes : Last Change 30 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 69ft.

With this canal home you can be on Island Time All the Time. Just Remodeled and Updated. 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
$859,000
Lower Matecumbe
Mate Lido Beach   - MM: 76.00
3 Bed, 3 Baths, 1,677 SqFt Days Listed: 103
-4.45% ($40,000) 5 Price Changes : Last Change 32 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.

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 ground level bonus garage apartment. 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 Atlantic! 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!

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: 120
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: 65
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

This wonderful Canal front home is located in White Marlin Beach & has a option to be sold with adjacent 70x100 lot. Mls# 589399. This wonderful home is a private oasis & professionally landscaped for privacy. Offering 2 bedrooms & room to add 3rd. Custom updated baths, designer kitchen. The 40x15 enclosed porch is private and perfect for year round use.The vaulted ceilings & open concept of this home make it the perfect Keys home. Finished downstairs enclosure. 70ft dock & 10,000lb lift, just minutes to open bay w/65ft bridge clearance to ocean. This community offers a gated private beach, tiki,s, grills & beach chairs. This is very unique home & must see 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: 267
-2.22% ($20,000) 1 Price Change : Last Change 79 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.

109  San Marco Drive  For Sale, MLS 590003
$889,000
Plantation Key
Venetian Shores   - MM: 86.00
6 Bed, 6 Baths, 2,944 SqFt Days Listed: 34
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Basin,

Wow! This stunning 6 Bed / 7 Bath canal front, concrete home with a pool and an assigned marina slip (#7) located right on the bay is the perfect home for a large family or as an investment vacation rental home! Located in the prestigious Venetian Shores community, this beautiful 2944 SF canal front home has it all! It offers a gorgeous outdoor screened patio with wet bar, pool and tons of room for entertaining, a deep water boat slip in your private marina and 6 bedrooms all with their own ensuite bathrooms. You will be the envy of all your friends as you zip from the marina to the Atlantic Ocean in 5 minutes. Great features include: 2 new Trane A/Cs, Bahama hurricane shutters , in-house vacuum system, brick paver driveway plus the saltwater pool is heated and offers auto-chlorination

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: 109
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 Coconut Palm Boulevard  For Sale, MLS 588794
$949,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 2,081 SqFt Days Listed: 102
-5.01% ($50,000) 1 Price Change : Last Change 25 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 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.

162  Columbus Drive  For Sale, MLS 589929
$1,050,000
Lower Matecumbe
Mat Ocean View   - MM: 76.50
3 Bed, 3 Baths, 1,800 SqFt Days Listed: 39
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.

Welcome to Coastal Sol! Located on Lower Matecumbe Key in Islamorada. This home captures the ocean views and prevailing winds. Situated on a canal and at the end of the street, you will be in the Atlantic Ocean within minutes. This home has been tastefully updated and well appointed. The vaulted ceilings showcase the architectural beams and the tongue and groove ceilings. The openness adds for a more spacious feel. With 1800sf of living space, this 3 bedroom / 3 bathroom home offers spacious bedrooms and captures the ocean views from the living area. The pool is situated canal side and was added in 2016. All impact windows and doors, along with a metal roof, a 1 car garage and 75 of dockage.

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: 257
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.

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 03-30-2020.

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