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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 109
Order By:

82192  Old Highway  For Sale, MLS 589564
$229,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
3 Bed, 3 Baths, 1,082 SqFt Days Listed: 123
-8.03% ($20,000) 1 Price Change : Last Change 35 Days Ago
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 ROGO / BPAS application is NOT required to rebuild. Existing structure hasIRMA damage and is scheduled for demo. Great opportunity to rebuild residential or light commercial as per VC zoning. Asking price includes lot and ROGO/BPAS rights.

137  Fontaine Drive  For Sale, MLS 590346
$540,000
Plantation Key
Fontaine Lake   - MM: 90.00
3 Bed, 3 Baths, 1,550 SqFt Days Listed: 77
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to Tranquillity Place. A home that evokes peace, nature and serenity. With 1,550sf of living space the layout is perfect. A hallway that leads to the 3 bedrooms and 2 bathrooms; a sitting area with plenty of windows for natural lighting; a kitchen with the perfect triangle work space, plenty of cabinets and a gas Viking stove; a spacious family room with 2 French doors that open to the screened porch. Backyard landscaping creates a serene atmosphere perfect for relaxation. Pavers cover the front driveway, CBS construction with metal roof, all impact windows and doors and above flood. This home is turn key!

100  Parker Drive  For Sale, MLS 590235
$589,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 82.00
2 Bed, 2 Baths, 1,095 SqFt Days Listed: 86
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

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: 239
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.

110 N Rolling Hill Road  For Sale, MLS 587861
$599,000
Plantation Key
High Point   - MM: 89.00
6 Bed, 6 Baths, 1,725 SqFt Days Listed: 227
-4.77% ($30,000) 1 Price Change : Last Change 95 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

TRI-LEVEL HOME in Plantation Key situated in a desirable subdivision surrounded by nice tropical foliage. SPACIOUS 6bd/3ba....2bd/1ba on main living area with open floor plan featuring a large great room and remodeled kitchen with huge vaulted ceilings. Expansive master bedroom and bath on third floor. Large downstairs 3bd/1ba, all legal living quarters. New exterior and interior paint. Bayfront homeowners park nearby. You will love the location!

133  Royal Lane  For Sale, MLS 586148
$619,000
Plantation Key
Plantation Beach   - MM: 87.50
3 Bed, 3 Baths, 2,450 SqFt Days Listed: 354
-7.47% ($50,000) 2 Price Changes : Last Change 85 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

*** Owner Financing Options Available ***If you are looking for a solid place to start your future in the fabulous, Florida Keys look no further. This home was built by a concrete contractor for himself and withstood Irma. Great elevation, X Zone. Some of the interior features of the home include beautiful, cedar interior trimming and stunning, hickory kitchen cabinetry. The upper level, open-concept living room and kitchen provide spacious area for entertaining. There are additional accommodations on the lower level of the home for friends, family and those unexpected guests. This centrally located property is just minutes away from Founders Park and a multitude of activities yet in a quiet neighborhood.

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: 152
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
$679,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 82.00
3 Bed, 3 Baths, 1,544 SqFt Days Listed: 120
-2.86% ($20,000) 1 Price Change : Last Change 43 Days Ago
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.

138  Venetian Way  For Sale, MLS 590908
$689,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,055 SqFt Days Listed: 19
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Priced to sell in Venetian Shores! This 4 Bedroom 2.5 Bath ground floor home will amaze you with extra large bedrooms, a large open concept design, modern kitchen with an island and water views of a plugged canal. A large master suite with large walk-in closet. Relax on your screened in porch and decked patio out by the water. Possibility of renting a boat slip at the marina adds to the allure of living in the upscale community of Venetian Shores. This is your opportunity to move into the most desirable neighborhood in Islamorada.

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: 82
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. Vacant and easy to show.

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: 129
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.

149  Palermo Drive  For Sale, MLS 591006
$699,000
Plantation Key
Venetian Shores   - MM: 86.00
2 Bed, 2 Baths, 1,440 SqFt Days Listed: 9
Half Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 35ft.

Rare half duplex in Venetian Shores. The perfect turn-key weekend get-away with 2BD/2BA upstairs and bonus apartment downstairs. Covered parking, storage, 35 dock just a stones throw from Snake Creek. Excellent location for the avid boater!

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: 214
-12.52% ($100,000) 4 Price Changes : Last Change 76 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.

117  Anglers Way  For Sale, MLS 590344
$749,000
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,137 SqFt Days Listed: 78
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage

Beautiful gated oceanfront community with resort style pool , private beach and marina. Active weekly rentals with excellent history. Peek-a-boo ocean views from this 2 bedroom 2.5 bath Key West style home. Lots of recent upgrades including new A/C, washer/dryer, new light fixtures w/ remotes, fresh interior paint, garbage disposal and this is a smart home with nest thermostat and camera door bell, electronic door lock and two exterior cameras all programable to your phone Great income potential.

117  Coconut Lane  For Sale, MLS 590750
$759,000
Plantation Key
Plantation Beach   - MM: 87.50
3 Bed, 3 Baths, 2,016 SqFt Days Listed: 32
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Privacy in Paradise! This amazing 3 Bedroom/2 Bath home is nestled among Lush, Tropical Foliage and features a large screened balcony that feels like your living in a tree-house. Well built home with concrete pilings, reinforced concrete roof and cbs walls. Open Concept living and dining room features a large kitchen and bar area great for entertaining, Stainless Steel appliances including propane stove. Split floor plan features large Master Bedroom with California Closet System and en suite bath with 2 ample guest bedrooms on the opposite side of the home, hallway laundry room and additional storage. With a 1/2 acre of property, Semi-circle drive and attached covered parking on either side

148  Mohawk Street  For Sale, MLS 590814
$780,000
Plantation Key
Indian Harbor   - MM: 89.00
3 Bed, 3 Baths, 2,340 SqFt Days Listed: 28
-5.45% ($45,000) 1 Price Change : Last Change 7 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp

Turn key has a new meaning when it comes to this gorgeous new construction listing in one of the upper keys best neighborhoods. No detail was spared, from the travertine pool deck, to the glass hand railings. Built with functionality and durability in mind this 3/3.5 with giant upstairs loft has everything a buyer could ask for and more. Gourmet kitchen, complete privacy fence, tongue and groove patio ceiling, metal roof, specialized insulation, and built like a fortress! Bring your boat as the gated side yard has plenty of space and the community boat ramp is just down the street, once parked dip off in the brand new pool. This is a house that a family can enjoy for decades without worry and its timeless style and attention to detail will wow guests for years to come!

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: 263
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 590858
$799,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 23
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Welcome to the premier Islamorada beach community of White Marlin Beach. This waterfront home offers exquisite views and privileged privacy overlooking the lake and conservation area. Nightly sunset views included! Private dock with easy bay and ocean access. This home boasts an open concept living area with soaring cathedral ceilings, 2 generously sized bedrooms, 2 bathrooms, metal roof and Key West style architecture.The living area has 12 sliding glass leading out to the deck, offering amazing views and privacy. The house is elevated on stilts w/ sufficient space so the home can be expanded upon, doubling the living square footage by adding a ground level floor, if desired. Other notable features, huge loft with pull down stairs, new SS appliances & a sit up bar.

172  Columbus Drive  For Sale, MLS 587876
$825,000
Lower Matecumbe
Mat Ocean View   - MM: 76.50
3 Bed, 3 Baths, 1,624 SqFt Days Listed: 226
-2.94% ($25,000) 1 Price Change : Last Change 8 Days Ago
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.

126  Columbus Drive  For Sale, MLS 590532
$845,000
Lower Matecumbe
Mat Ocean View   - MM: 76.50
3 Bed, 3 Baths, 1,794 SqFt Days Listed: 57
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.

Welcome to your Florida Keys home! A nicely updated 3 BR, 3BA with 2/2 up and 1/1 guest quarters down. This waterfront home boast an open floor plan, lots of natural light, including split bedrooms, each with an en-suite bath, French Impact Doors and one with a walk-in closet. In the back yard youll find 75 feet of dockage for quick access to either the ocean or bay, shore power and room for a pool. Theres a wide neighborhood concrete boat ramp. The recently updated kitchen comes with wood cabinetry including pull out shelves, quartz counter tops, stainless steel appliances and a hands-free kitchen faucet. Theres a full size stacking washer and dryer upstairs with another washer/dryer combo downstairs for your guests convenience. A complete new central air-conditioning system was

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 06-04-2020.

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Key Largo, Florida 33070

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