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 130
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: 57
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!

117 S Hammock Road  For Sale, MLS 590243
$520,000
Upper Matecumbe Key Islamorada
Hammock   - MM: 83.50
3 Bed, 3 Baths, 2,712 SqFt Days Listed: 19
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

VIRTUAL SHOWINGS AVAILABLE via FACETIME or VIDEO! Bring your creative vision to this one of a kind central Islamorada opportunity! This unique CBS home awaits your imagination and creative touches. Offering a very spacious 2700 plus square feet of living space and situated on two and one-half tropical lots with circular drive as well as plenty of off street parking for multiple vehicles including room for your RV. Envision entering the Keystone foyer, stepping up into the formal living area as you pass by the atrium that would make a lovely orchid or garden with water feature, and gazing through the French doors onto grounds with so much potential and room for a large pool and outdoor entertaining area.

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: 11
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!

110  Gumbo Limbo Road  For Sale, MLS 590153
$549,900
Plantation Key
Bay Ridge   - MM: 87.50
3 Bed, 3 Baths, 1,919 SqFt Days Listed: 25
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Basin,Dock Privilege

Ground Level Home in X Flood Zone, Great Homeowners Park with Pool and Protected Dockage extra large lot 75 X 122 with lots of roam for a pool. $7,500 initial Fee (optional membership) annual association fee is $975 yearly. Home offers 3 bedrooms and 2 baths with open floor plan perfect for entertaining.Search prop on www.auction.com for details and offer opportunities. Decisions may take 1 week. Contact agent or Auction.com directly for info. 5% or $2,500 minimum buyers premium paid at closing. Bank of America employees, spouse or domestic partner, household members, business partners and insiders are prohibited from purchasing.

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: 20
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: 173
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.

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: 288
-7.47% ($50,000) 2 Price Changes : Last Change 20 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.

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.

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: 54
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 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.

133  Key Heights Drive  For Sale, MLS 590163
$719,000
Plantation Key
Key Heights   - MM: 88.50
3 Bed, 3 Baths, 1,568 SqFt Days Listed: 24
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Private location on double lot with mature landscaping providing a tropical oasis. 2 Bedroom/ 2 bath upstairs with a 1 bedroom/1 Bath apartment downstairs. Large Tiki Hut offers a fabulous outdoor entertainment area. This home has many upgrades throughout and is absolutely move in ready. Great neighborhood with bay front homeowners park and boat ramp.

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: 12
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.

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.

122  South Drive  For Sale, MLS 590057
$799,000
Plantation Key
Plantation Lake Estates   - MM: 87.00
3 Bed, 3 Baths, 2,300 SqFt Days Listed: 30
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp,Dock Privi

Spectacular home with gorgeous ocean views located in the beautiful gated community of Plantation Lakes Estates. This all concrete, remodeled 3 bed/3 bath home has it all including a huge master suite with sitting area, large walk-in custom closet and an amazing extra large bathroom with tub & shower plus 2 rooftop decks. Some of the incredible home features include all impact windows plus accordian shutters, two rooftop decks with ocean views, updated kitchen and baths, an automatic generator for the whole house, 2 garages, a large workshop, exterior cargo lift, new 3.5 ton central a/c, private electric gate in front, concrete roof, underground electric service and a hot tub. The community offers a boat ramp & temporary dockage plus you are right across the street from Founders Park!

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.

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.

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

1(800) 692-3605
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