Islamorada Homes For Sale on the Ocean Side

Most of the properties in the Florida Keys peninsula are either on the ocean side or on the bay / gulf side of the island. The following Islamorada homes for sale below are on the ocean side.

Total Listings 56
Order By:

82192  Old Highway  For Sale, MLS 589564
$249,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
3 Bed, 3 Baths, 1,082 SqFt Days Listed: 15
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Mixed-use Village Center (VC) Zoned property Located in the heart of Islamorada! This desirable mixed use property offers 100ft of frontage on the Old Hwy. Village recognizes one dwelling unit so a BPAS application is NOT required to rebuild. Existing structure hasIRMA damage and is being sold for the land value only. Seller is willing to pay for the demo! Great opportunity for so many different possible uses!

201  Jerome Avenue  For Sale, MLS 587676
$595,000
Upper Matecumbe Key Islamorada
Grove Park   - MM: 81.50
3 Bed, 3 Baths, 1,344 SqFt Days Listed: 131
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

nice ground level home on a quiet and shady lot in the heart of Islamorada, X flood zone, great neighborhood, walking distance to great restaurants and shopping, close to fishing and diving charters, double car garage gives plenty of storage, screened entertainment & relaxation area provides nice outdoor sitting space, tile throughout, fresh paint inside & outside, vaulted ceilings, indoor toilets, breakfast bar, washer & dryer in garage, low maintenance grounds.

223  Treasure Harbor Road  For Sale, MLS 589217
$600,000
Plantation Key
Treasure Harbor   - MM: 86.50
3 Bed, 3 Baths, 1,602 SqFt Days Listed: 33
-10.45% ($70,000) 1 Price Change : Last Change 13 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Custom built 3 bedroom 2 bath home with a heated pool. Beautiful Bamboo floors. Newly renovated bathrooms. Chefs kitchen. The screened in porch off of the living room makes for makes for great barbecues! Large lot, fenced in yard, community boat ramp... What more could you ask for!?!?

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: 44
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.

105  Parker Drive  For Sale, MLS 589621
$699,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 82.00
3 Bed, 3 Baths, 1,544 SqFt Days Listed: 12
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Prime Location in the Heart of Islamorada! This lovingly updated home offers 3 bedrooms and 3 bathrooms, including an amazing master suite, a gorgeous kitchen with a gas stove and vaulted Dade County pine ceilings. Much larger inside than it appears! Centrally located near the best that Islamorada has to offer in the way of restaurants, shopping, art galleries and more! Large fenced back yard has a 10x12 shed with electricity makes a great work shop.

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: 306
-5.72% ($44,000) 2 Price Changes : Last Change 157 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.

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: 106
-2.50% ($20,000) 2 Price Changes : Last Change 25 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.

122  South Drive  For Sale, MLS 584620
$805,000
Plantation Key
Plantation Lake Estates   - MM: 87.00
3 Bed, 3 Baths, 2,300 SqFt Days Listed: 350
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp,Dock Privi

Location, location! Plantation Lake Estates is a super desirable gated community directly across from Islamoradas Founders Park. This concrete 3BD/3BA home has it all with a concrete roof, impact windows, a huge ocean view concrete rooftop deck, updated kitchen & baths, private top floor custom master suite, whole house automatic generator, new 3.5 ton central A/C, 2 garages & a large separate workshop. The neighborhood also has a private boat ramp with immediate ocean access plus temporary dockage. Founders Park, the central city-owned park across the street, offers a sandy bayfront beach, playground, sports fields, tennis courts, Olympic pool and dive complex, amphitheater and fair grounds for community festivals & events. Must see to appreciate... call today!

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: 118
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.

118  Sea Lane  For Sale, MLS 588757
$879,000
Lower Matecumbe
Mate Lido Beach   - MM: 76.00
3 Bed, 3 Baths, 1,677 SqFt Days Listed: 61
-2.22% ($20,000) 3 Price Changes : Last Change 6 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!

136  Anglers Way  For Sale, MLS 583979
$899,999
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,314 SqFt Days Listed: 386
-14.29% ($150,001) 1 Price Change : Last Change 138 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage

Looking for a second home that pays for itself? Or an investment property with an even higher return? This beautiful home situated in Islamorada, better known as Village of the Islands, can be purchased with as little as $262.5k down & less than $6k a month while generating rental income to offset the mortgage payments. All rental numbers can be verified along with supplying the new owner & entire roadmap on how to maximize their return while owning a piece of paradise.Live the world famous tropical lifestyle and fish for dinner half of the year, cover your mortgage by charging others to enjoy the same experience the other half!Located in Anglers Reef. Remodeled 2/3 home has 2 carports, ocean views & lots of upgrades. The Community has 2 sandy beaches, community pool & Dock

127  Anglers Way  For Sale, MLS 589773
$924,900
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,288 SqFt Days Listed: 5
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

Anglers Reef home with Boat Slip and ocean view priced to sell! Islamoradas Upscale Oceanfront Gated Community, This home features 2 bedrooms, 2.5 bathrooms with 2 private carports and 4 porches with views. Upgrades include hardwood floors, kitchen with granite countertops and new SS appliances with breakfast bar and lots of cabinet space, impact doors & windows. The community features a private beach, pool and marina on the Atlantic Ocean. Home has been in rental program for many years with a good following. Own your vacation home for free and more. Great investment. Call today for a showing!

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: 67
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.

117  Seashore Drive  For Sale, MLS 586735
$929,000
Upper Matecumbe Key Islamorada
Green Turtle Beach   - MM: 81.20
3 Bed, 3 Baths, 2,624 SqFt Days Listed: 201
-3.13% ($30,000) 3 Price Changes : Last Change 17 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

The Tamarind House... Youll enjoy this family style residence and the island life in this expansive Florida Keys home. Located in a quiet, serene area of Islamorada, just a few minutes to all the restaurants, galleries, and boutiques you might want to keep you entertained. With a double carport and workshop on the ground floor, youll have plenty of parking and storage. The second floor features a spacious, open floor plan kitchen, bar, dining and living room with soaring ceilings! A nice walk-in shelved pantry closet is also part of the kitchen. To complete the main floor there are two guest bedrooms each with walk in closets, that share a large laundry room and a full bathroom.The third floor very private master is custom designed to provide a quiet refuge, along

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: 215
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.

126  Bessie Road  For Sale, MLS 580681
$1,194,000
Plantation Key
Tropical Atlantic Shores   - MM: 90.00
4 Bed, 4 Baths, 1,980 SqFt Days Listed: 609
-4.40% ($55,000) 2 Price Changes : Last Change 223 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift65ft.

Calling all families and friends looking for two separate complete living spaces Up and Down! 4 bedrooms and 2 baths, nearly 2,000 square feet of living space. Turn Key, completely updated and renovated waterfront home, including all new electrical and plumbing! Ocean side with direct ocean access. Located In Plantation Key (Islamorada) next to Tavernier Creek, this concrete home including the roof, boasts all impact glass windows , neutral porcelain tiles, custom wood cabinetry, open concept living with bar, Spa style bathrooms, granite counter tops, stainless appliances, extensive brick pavers, a fully fenced yard with custom aluminum work, professional landscaping, electric retractable sunshade, new outdoor kitchen with chiseled travertine , tiki hut at waters edge, 1 Hr to MIA.

305  North Drive  For Sale, MLS 582775
$1,195,000
Plantation Key
Plantation Lake Estates   - MM: 87.00
3 Bed, 3 Baths, 2,345 SqFt Days Listed: 462
-7.72% ($100,000) 1 Price Change : Last Change 349 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 68ft.

Tucked away in the exclusive Plantation Lake Estates private and gated community, this 3B/3B, immaculate gem is the perfect island retreat. This impressive, Islamorada garden house is situated in the most tranquil setting with expansive lake-front views from all levels, including the expansive Widows Walk. Deep-water dockage, straight shot out to the open ocean, plus easy access to the bay via Snake Creek. 2B/2B, plus loft upstairs and a full 1B/1B plus kitchenette downstairs. Storage galore inside and outside. House is set up to receive generator power. Included in the real property sale price are the bromeliads, all of the orchid collection and all staghorn ferns attached to trees.

200  Galleon Lane  For Sale, MLS 588061
$1,274,500
Plantation Key
Treasure Harbor   - MM: 86.50
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 105
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Ramp160ft

This home is a MUST SEE! Ocean views from the rooftop deck and protected dockage in a wide, clean harbor. Located in Treasure Harbor, this home has your dream boating location, with 89 ft. of harbor frontage including your own private boat ramp and only 2 homes from the ocean. An additional 95 ft. of dock on the canal side has room for all your water toys. This CBS home with a poured concrete roof is ready for a new family to enjoy. Are you wanting some rental income? This home has some winter rentals in place! The garage has access from the street and the dock side to make storing all your boating and fishing equipment convenient. The kitchen is nicely updated and the bedrooms are large. This home will accommodate a couple or a larger family comfortably. Please see MORE...

167  Harbor Drive  For Sale, MLS 587273
$1,349,000
Plantation Key
Tropical Atlantic Shores   - MM: 90.00
3 Bed, 3 Baths, 1,686 SqFt Days Listed: 161
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift85ft.Concre

This home has it all! 85 ft. of concrete dock, with a 15,000 lb boat lift, located on a deep water canal featuring an excellent location just 3 houses in from Tavernier Creek giving you direct ocean & bay access. There are 2 bedrooms & 2 bathrooms upstairs & 1 bedroom & 1 bathroom downstairs. New Swimming Pool, new roof, new pavers, new fence, new addition on upper level, new impact doors and windows, new landscaping, plus lower level guest quarters, fish cleaning station, outdoor shower, storage with an ice machine & refrigerator and so much more!

189  Sunset Drive  For Sale, MLS 585442
$1,350,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 294
-6.90% ($100,000) 2 Price Changes : Last Change 34 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Incredible Beachfront Property! This 2 bedroom 2 bathroom beachfront home in this quiet neighborhood close to the excitement and heart of Islamorada offers a sandy beach great for turtle watching, plenty of space for lounging in the sun or just enjoying an afternoon drink on the screened porch overlooking the Atlantic Ocean! Both bedrooms boast a beautifully remodeled en-suite full bathroom and endless views of the beach and open water. Whether this is your vacation home, primary home or a vacation rental property, this home has a little something for everyone.

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.

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

1(800) 692-3605
Contact Us