Islamorada Homes for Sale, Single Family Houses, MLS Home Listings

Houses for sale in Islamorada are some of the most highly sought after and prolific in the Florida Keys real estate market.  Islamorada homes are spread out over a relatively large area, including those in Upper and Lower Matecumbe Key, Plantation Key, and Windley Key.  Many are drawn to this area for its abundance of attractions, including popular restaurants and leisure destinations, as well as for the incredible sport fishing in the area.  Its designation as the Sport Fishing Capital of the World makes the waterfront properties for sale in Islamorada even more highly in demand.  See all MLS listings of single family houses for sale in Islamorada below.

Total Listings 120
Order By:

132 N Hammock Road  For Sale, MLS 584607
$425,000
Upper Matecumbe Key Islamorada
Hammock   - MM: 83.50
2 Bed, 2 Baths, 1,569 SqFt Days Listed: 166
-5.35% ($24,000) 1 Price Change : Last Change 32 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This single family home is located on Upper Matecumbe Key. It is a 2 bedroom 1 bath home with a bonus room perfect for office or workshop. There is an extra large living room and a dining area with vaulted ceiling accented with tongue and groove finish. The kitchen has new refrigerator, stove and dishwasher. There is room for boat and/or trailer storage in the oversize yard which has an established sapodilla tree as well as papaya trees.

124 S Hammock Road  For Sale, MLS 585346
$425,000
Upper Matecumbe Key Islamorada
Hammock   - MM: 83.50
2 Bed, 2 Baths, 1,305 SqFt Days Listed: 116
-4.49% ($20,000) 1 Price Change : Last Change 72 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Enjoy Old Florida style with modern updates in this lovely, welcoming ground level home in the heart of Islamorada. Offering two bedrooms and two bathrooms, a large second living area that could be made into a third bedroom, vaulted Dade County pine ceilings and lots of storage. There is even a large workshop with a/c. Fully fenced back yard with mature landscaping for peaceful relaxation and privacy. Located close to all that Islamorada has to offer.

100  N Ocean Lane  For Sale, MLS 584348
$425,000
Upper Matecumbe Key Islamorada
Oceana   - MM: 82.00
2 Bed, 2 Baths, 1,240 SqFt Days Listed: 182
-5.56% ($25,000) 1 Price Change : Last Change 87 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp,Dock Privi

At first sight a discerning buyer will see that this property provides potential galore. Its great location on Upper Matecumbe is undeniable. Options include a complete remodel of the existing home as a two- or three-bedroom residence, or demolish and rebuild without going through BPAS. Some electrical and the majority of the plumbing work is underway. A private beach at the end of Ocean Lane is available to residents and guests. Use of the boat ramp and dock is permitted with some restrictions, such as a 24-hour time limit. Easy to show to interested parties. This property has tons of upside to it including a nice sized lot that allows room for a pool, a garage, and plenty of space to create a spectacular oasis with landscaping.

87552  Old Highway  For Sale, MLS 579803
$425,000
Plantation Key
Plantation Beach   - MM: 87.50
3 Bed, 3 Baths, 1,418 SqFt Days Listed: 487
-5.56% ($25,000) 3 Price Changes : Last Change 368 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

PLANTATION KEY ground level home situated on 1 1/2 lots (9000sqft)! COMPLETELY RENOVATED since Hurricane Irma. 2bd/2ba and a separate 1bd/1ba with its own entrance. Huge backyard and large storage shed in rear. TWO ELECTRIC METERS! Close to Founders Park for boat ramp, beach, pool and tennis courts. TENANTS CURRENTLY IN PLACE with lease, $2900/month PLUS utilities. Owner/agent.

162  Tampa Drive  For Sale, MLS 586039
$440,000
Plantation Key
Key Heights   - MM: 88.50
3 Bed, 3 Baths, 1,232 SqFt Days Listed: 70
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp

Nestled in the trees, this 3/2 stilt home in the desirable Key Heights neighborhood offers a shady front screen porch and an open great room with high ceilings, perfect for entertaining. Downstairs offers covered parking high enough to store a boat on a trailer. The neighborhood also offers an optional bayfront HOA park with boat launch, dock with fish cleaning station and short-term trailer parking. Call today!

216  Coral Road  For Sale, MLS 586964
$469,000
Plantation Key
  - MM: 86.50
2 Bed, 2 Baths, 1,008 SqFt Days Listed: 5
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

3 lots in from the Ocean! Enjoy your Ocean views and beautiful ocean breezes from your screened balcony and huge downstairs entertainment area. Lots of upgrades in this 2 bedroom 1.5 bath stilt home with huge vaulted ceilings. There is even a bonus loft office/playroom. Move right in and enjoy the large lot with plenty of room to park your boat. Garage/workshop. Located in a great oceanside neighborhood directly across the street from Founders Park. upgrades include a newer metal roof, updated kitchen and appliances, impact glass on main floor, railings, A/C and water heater.

84961  Old Highway 23 For Sale, MLS 585719
$499,000
Windley Key
Galen Beach   - MM: 85.00
2 Bed, 2 Baths, 705 SqFt Days Listed: 92
-13.22% ($76,000) 2 Price Changes : Last Change 7 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Othe

Seaside 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. This rare quaint park/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!

110  Knowles Street  For Sale, MLS 586123
$499,900
Upper Matecumbe Key Islamorada
Coral View   - MM: 83.00
3 Bed, 3 Baths, 2,008 SqFt Days Listed: 64
-2.91% ($15,000) 1 Price Change : Last Change 33 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Charming 3 bedroom, 2 bath home for sale in the heart of Islamorada. At just over 2,000 sq. ft., there is room for everyone. Covered patio with hot tub. Laundry room with plenty of storage. New roof in 2017.More than meets the eye inside and out. Large lot offers plenty of room to park cars, boats and other toys. Close to shopping, restaurants and parks. Dont let this delightful home pass you by!

55  Harbor Drive  For Sale, MLS 582540
$526,000
Plantation Key
Plantation Lake Estates   - MM: 87.00
2 Bed, 2 Baths, 1,079 SqFt Days Listed: 291
-12.19% ($73,000) 4 Price Changes : Last Change 21 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: First Come Dock

Charming, ground level, all concrete pool home. Tropical landscaping on a very convenient corner lot. Private and quiet gated community! Beautiful pool and heated spa area on the travertine patio. Covered driveway and shed in back allows for much added storage. Homeowners park practically across the street with a deepwater boat ramp, and boat slip for overnight use. Walk across the street to Founders Park and enjoy exercise, beach and the dog park.

114  Gumbo Limbo Road  For Sale, MLS 585909
$549,000
Plantation Key
Bay Ridge   - MM: 87.50
3 Bed, 3 Baths, 1,274 SqFt Days Listed: 79
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges

Warm and inviting three-bedroom, two-bathroom home offering casual elegance with Old Florida style. Built in the late 1960s, nestled under a Gumbo Limbo tree with tropical landscaping, this classic ground-level home in the charming neighborhood of Bay Ridge is waiting for new owners. The Bay Ridge community is known for its homeowners marina and pool, and is centrally located bayside on Plantation Key. Many unique features of this home include a ballast stone accent wall made from local wrecks, a separate spacious garage, a beautiful screened breezeway, and an abundance of natural light cascading over amazing authentic wood floors. This homes appeal is timeless.

168  Iroquois Drive  For Sale, MLS 585437
$665,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
3 Bed, 3 Baths, 1,232 SqFt Days Listed: 110
+6.40% ($40,000) 1 Price Change : Last Change 18 Days Ago
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! Home took some damage from the hurricane. Installation of new metal roof has been scheduled along with new flooring to be installed. 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.

133  Royal Lane  For Sale, MLS 586148
$669,000
Plantation Key
Plantation Beach   - MM: 87.50
3 Bed, 3 Baths, 2,450 SqFt Days Listed: 62
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

If youre looking for a Solid Place to start your future in the Fabulous Florida Key look no further. This home was built by a Concrete Contractor for himself, and it Passed with Flying Colors during Irma. Great Elevation X Zone with wonderful interior trimming such as Ceder, and a Hickory Cabinet Kitchen to boot. This home makes you feel like your home; and you basically have a whole other house downstairs for Friends, Family, and those unexpected guests that always pop in LOL. Other Bonuses like being right around the Corner from Founders Park, and just minutes away from a multitude of activities, make this centrally located home even more attractive; an the only traffic you will see 99% of the time is just your neighbors. Cant Beat That!

259 S Coconut Palm Boulevard  For Sale, MLS 586436
$690,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,551 SqFt Days Listed: 39
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Completely renovated and stunning all concrete fortress situated on a fenced-in double lot. This home offers a 2 bed/2 bath upstairs and a 1 bed/1 bath guest apartment on the first floor. New impact windows and doors, a concrete roof, and being built above flood will keep your insurance costs to a minimum. Homeowners park with boat ramp just down the street. Plenty of room for a pool and a side gate for your boat.

176  Iroquois Drive  For Sale, MLS 585357
$745,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 115
-3.87% ($30,000) 1 Price Change : Last Change 67 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits75ft.

Boaters Dream! This is your opportunity to own a canalfront home in Islamorada located ocean side with 75 ft. of concrete dockage. The best location in Lower Matecumbe offering quick boating access to the ocean and bay side! Home offers a fresh coastal design, tons of natural light, Split floorplan with 2 bedrooms and 2 baths, garage and tiki hut. Very spacious with a master walk-in closet and storage space. Home has been fully renovated, complete with impact doors and windows, brand-new roof and is move-in ready. Homeowner has access to a rare sea turtle nesting beach and the peek-a-boo ocean views makes this home a must-have!

104  Anglers Way  For Sale, MLS 585447
$745,000
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,376 SqFt Days Listed: 109
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None,Other Dockage

Islamorada conch style home at Anglers Reef now available. 2 bedrooms, each with full bathroom and balconies; living areas and kitchen w/half bath on main level. Stay as many days as you wish and rent it when youre not in town. Qualifies for 7-day minimum vacation rental license and has strong vacation rental history; making this an excellent investment opportunity. Tropically landscaped and gated community of 52 single family homes offers heated pool with two beach areas. Anglers Reefs oceanfront marina with 35 slips, some available to rent weekly or longer. Conveniently situated between Miami and Key West airports. Prime Florida Keys location near restaurants, boutique shopping, art galleries and world class sportfishing. Paddleboard, kayak, snorkel, dive and relax from this retreat.

202  Johnny Road  For Sale, MLS 585260
$749,000
Plantation Key
Boatmans Colony   - MM: 90.50
2 Bed, 2 Baths, 1,372 SqFt Days Listed: 122
-2.60% ($20,000) 1 Price Change : Last Change 54 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.

106  Columbus Drive  For Sale, MLS 581716
$780,000
Lower Matecumbe
Mat Ocean View   - MM: 76.50
4 Bed, 4 Baths, 2,004 SqFt Days Listed: 353
-8.13% ($69,000) 2 Price Changes : Last Change 10 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.

World class fishing in your backyard! Canal front home with concrete dock and direct Atlantic Ocean access. CBS home on Lower Matecumbe in Islamorada offers 2 bedrooms, 2 bathrooms on main living level & stainless steel kitchen appliances. Ground level 2 bedrooms, 1 bathroom. Large yard with room for a pool. Sport fishing, diving, kayaking, boating, paddle boarding all from the 75-foot concrete dock. Easy boating access to Ocean and Florida Bay.

116  Galleon Road  For Sale, MLS 586561
$795,000
Plantation Key
Treasure Harbor   - MM: 86.50
4 Bed, 4 Baths, 2,915 SqFt Days Listed: 30
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Extremely well maintained all concrete 4 bedroom, 2.5 bath pool home. Down stairs offers a massive garage with plenty of room for 2 or 3 cars and your boat and personal water crafts. Impact sliders lead out to the covered lanai pool area with a very private rear yard. (No neighbors behind you.) Come up the solid concrete stairway to a huge great room with souring ceilings and cupola. Ceramic tile and laminate wood flooring through out. Large kitchen with wood cabinets, granite tops and stainless appliances. There is a large master suite with walk in closet and large master bath with granite tops, large roman tub and separate shower. Bedroom three and four share a Jack and Jill bathroom. Large screened porch over looking the pool and private mangrove rear yard. Lots of wild life to observe

161  Pearl Avenue  For Sale, MLS 585358
$799,000
Plantation Key
Edenaire   - MM: 90.50
Bed, Baths, 6,288 SqFt Days Listed: 115
Misc Prop Rig - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Five lots combined total approx 28,500 SF land with one building. Zoned as (R1) Single Family in the Village of Islamorada and utilized as a long established community church and meeting building. Opportunity for another church; the sanctuary has seating capacity for over 150 persons, fellowship room with kitchen, class rooms and offices. Residential development may be possible to build an additional home or multiple homes - buyer to verify.

81212  Old Highway  For Sale, MLS 586288
$799,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 81.20
2 Bed, 2 Baths, 728 SqFt Days Listed: 53
-6.00% ($51,000) 1 Price Change : Last Change 27 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Mango House... A magical, modern, Island-style Villa with the ideal location! This newly renovated Villa features 2 bedrooms, 2.5 baths, and a custom pool featuring a private lounging beach. Located conveniently on the Old Road at Mile Marker 81.2 and just a walk or golf cart ride to all the restaurants, breweries, and boutiques on Morada Way and Upper Matecumbe Key. Originally built in 1961, this home is NEW from the ground up, and features brand new appliances, electrical, plumbing, windows, doors and more, but still keeps its 1960s design and charm.

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 08-17-2019.

Shoreline Properties
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Key Largo, Florida 33070

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