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
Upper Matecumbe Key Islamorada
$289,000 650 (SqFt)
  • 1
  • 1
  • Single Family

81989 OLD Highway
ISLAMORADA, FL 33036

Strattons   Waterfront: No MM: 83
Side of Island: Ocean
Dockage: None

Situated in the heart of the Village of Islamorada, this 1 bedroom 1 bath fully modernized conch cottage offers updated stone & stainless kitchen, modern bath, tiled throughout, open yard w/two storage buildings, mature landscaping & hedge, parking for multiple vehicles. Plans in hand for a 2 bedroom addition if you want to expand the home. Close to everything Up Town.
  Details
Plantation Key
$319,000 930 (SqFt)
  • 2
  • 2
  • Single Family

88963 Old Highway
ISLAMORADA, FL 33036

Trop Coral Reef   Waterfront: No MM: 89
Side of Island: Ocean
Dockage: None

Nestled in the trees on the Old Highway, this 2 bedroom, 2 bath house has been recently remodeled and ready for a new owner! Large corner lot, mature trees and plenty of room to park a boat or two! This charming home has vaulted ceilings in the living area, plenty of windows for natural light and a split bedroom layout. This is a must see!
  Details
Plantation Key
$349,900 1,085 (SqFt)
  • 2
  • 2
  • Single Family

170 Hibiscus Street
ISLAMORADA, FL 33070

Plantation Key Colony   Waterfront: No MM: 90
Side of Island: Bay/Gulf
Dockage: None

Ground level 2 bedroom, 2 bathroom home with a bonus room upstairs located in a very desirable neighborhood offering a bay front homeowners park with a boat ramp and picnic area. Close to schools, shopping, and other areas of interest.
  Details
Upper Matecumbe Key Islamorada
$364,000 944 (SqFt)
  • 2
  • 1
  • Single Family

125 S Hammock Road
ISLAMORADA, FL 33036

Hammock   Waterfront: No MM: 84
Side of Island: Bay/Gulf
Dockage: None

Island Cottage. Adorable turnkey concrete 2 bedroom 1 bath cottage located in the heart of Islamorada. Updated electric and plumbing. Remodeled bathroom with large walk-in shower. Fenced back yard. Plenty of room for parking or trailer storage.
  Details
Plantation Key
$364,000 1,069 (SqFt)
  • 2
  • 2
  • Single Family

177 N Coconut Palm Boulevard
ISLAMORADA, FL 33070

Plantation Key Colony   Waterfront: No MM: 90
Side of Island: Bay/Gulf
Dockage: Boat Ramp,None

Tropical Paradise awaits you, tastefully designed with entertainment in mind. Tropical landscaping surrounds this home. Enter into the open floor plan with tile floors. Kitchen with Granite counter tops and stainless steal appliances. Laundry room easily assessable. Step out into your back yard oasis of screened in porch with stone steps to your Tiki hut. Community boat ramp too!
  Details
Upper Matecumbe Key Islamorada
$369,000 550 (SqFt)
  • 1
  • 1
  • Condotel

81801 OVERSEAS Highway 737
ISLAMORADA, FL 33036

Strattons   Waterfront: No MM: 83
Side of Island: Ocean
Dockage: Dock Privileges

King suite at the historic Cheeca Lodge! Reap the benefit of income while securing a gorgeous lifetime get-away for up to 28 days per year. Dont lift a finger, they do it all for you!
  Details
Plantation Key
$425,000 1,928 (SqFt)
  • 3
  • 3
  • Single Family

141 AIRSTREAM Lane
ISLAMORADA, FL 33070

Vacation Village Amd   Waterfront: No MM: 89
Side of Island: Bay/Gulf
Dockage: None

GREAT LOCATION! Quiet Neighborhood! Close to Founders Park, Schools, Restaurants and Hospital.
  Details
Plantation Key
$434,000 1,850 (SqFt)
  • 4
  • 2
  • Single Family

153 Navajo Street
ISLAMORADA, FL 33070

Indian Harbor   Waterfront: No MM: 89
Side of Island: Bay/Gulf
Dockage: None

All concrete with concrete roof. 2 bedroom 1 bath upstairs and 2/1 downstairs. Home is on a lot and 1/2 so there is plenty of room. Great Community close to all the Islamorada activities. Homeowners park is right around the corner so putting your boat in is a breeze. NEW- Seller just installed impact glass windows, new tile shower upstairs. Concrete Roof has just been serviced and resealed.
  Details
Plantation Key
$434,900 2,128 (SqFt)
  • 3
  • 3
  • Single Family

155 Airstream Lane
ISLAMORADA, FL 33036

Vacation Village Amd   Waterfront: No MM: 89
Side of Island: Bay/Gulf
Dockage: None

This is not a short sale. Stunning three bedroom home features hardwood floors, gourmet kitchen with tons of cabinet space and open living spaces. Master suite has walk in closet with private bath and French doors leading to open balcony with water view. All Information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyer advised to verify. Sold As-Is.
  Details
Upper Matecumbe Key Islamorada
$440,000 1,376 (SqFt)
  • 3
  • 2
  • Single Family

130 N Hammock Road
ISLAMORADA, FL 33036

Hammock   Waterfront: No MM: 84
Side of Island: Bay/Gulf
Dockage: None

Great neighborhood in the heart of Islamorada, 3 bedroom, 2 bath concrete home with an open interior floor plan featuring Dade County Pine ceiling and updated kitchen cabinetry, tile floor throughout, all on a double lot with plenty of room for pool, gardens or boat/trailer storage. Property is completely fenced in with a large storage shed in the back.
  Details
Plantation Key
$449,900 968 (SqFt)
  • 2
  • 1
  • Single Family

132 Gardenia Street
ISLAMORADA, FL 33070

Plantation Key Colony   Waterfront: Yes MM: 90
Side of Island: Bay/Gulf
Dockage: Concrete

Lowest priced canal front home in Islamorada. Handyman special~ Ground level, located on a wide canal with direct access to Ocean and Bay via Tavernier Creek. Open floor plan, easy for renovations. Large patio area for outdoor entertaining. Community park with boat ramp. Just 3 miles North of Founders Park. Ideal starter home on the water or the perfect Keys ~ Getaway! Needs work.
  Details
Plantation Key
$450,000 1,784 (SqFt)
  • 3
  • 3
  • Single Family

160 E Ridge Road
ISLAMORADA, FL 33036

Plantation Ridge   Waterfront: No MM: 87
Side of Island: Ocean
Dockage: None

This spacious ground level CBS home located in a friendly neighborhood across from Founders Park is situated on 2 1/2 lots and offers Islamorada living at its finest.Loaded with charm and character, a coral fireplace and updates include gorgeous hardwood floors,ceramic tile bathrooms and handicap accessibility. There is plenty of room for a pool,water toys and an addition.
  Details
Plantation Key
$469,000 1,530 (SqFt)
  • 2
  • 2
  • Single Family

86771 Overseas Highway
ISLAMORADA, FL 33036

Plantation Ridge   Waterfront: No MM: 87
Side of Island: Ocean
Dockage: None

Great investment, across the road from Founders Park. 2/2 CBS on stilts, concrete/clay tile roof. Motivated seller will look at all serious offers. Would like to sell both homes to one buyer. (Matching property next door)Tenant Occupied with long history 24 to 48 hours to show. Outstanding neighborhood.12k + square foot lot.
  Details
Plantation Key
$469,000 1,320 (SqFt)
  • 2
  • 2
  • Single Family

86781 Overseas Highway
ISLAMORADA, FL 33036

Plantation Ridge   Waterfront: No MM: 87
Side of Island: Ocean
Dockage: None

Great investment, across the road from Founders Park. 2/2 CBS on stilts, concrete/clay tile roof. Motivated seller will look at all serious offers. Would like to sell both homes to one buyer. (Matching property next door)Tenant Occupied with long history 24 to 48 hours to show. Outstanding neighborhood.14k + square foot lot.
  Details
Plantation Key
$469,900 1,170 (SqFt)
  • 2
  • 2
  • Single Family

120 Galleon Road
ISLAMORADA, FL 33036

Treasure Harbor   Waterfront: No MM: 87
Side of Island: Ocean
Dockage: Boat Ramp

CHARMING-- 2/2 Concrete keys home with high end total renovation. Open floor plan home features many new upgrades, upscale finishes & quality craftsmanship to include: beautiful flooring, high-end granite & tile, stainless steel appliances, metal roof, wrap around screened porch with water views & nicely landscaped yard. Enjoy the great privacy this neighborhood offers with community boat ramp.
  Details
Plantation Key
$473,000 1,568 (SqFt)
  • 3
  • 2
  • Single Family

135 S Rolling Hill Road
ISLAMORADA, FL 33070

High Point   Waterfront: No MM: 89
Side of Island: Bay/Gulf
Dockage: None

Very private location and extremely well maintained home. Completely remodeled and updated. 2 bedrooms upstairs and full apartment downstairs all built above flood. Huge screen porch on upper level with nice view of the Bay. Newer metal roof, fully shuttered, and totally ready for the new owner. Located at the end of the street close to homeowners park with boat ramp.
  Details
Plantation Key
$489,900 1,176 (SqFt)
  • 2
  • 2
  • Single Family

101 Gumbo Limbo Road
ISLAMORADA, FL 33036

Bay Ridge   Waterfront: No MM: 88
Side of Island: Bay/Gulf
Dockage: Basin,Dock Privilege

Ground level CBS in an X flood zone and located in the highly desirable private neighborhood of Bay Ridge. The community features one of the best bay front parks Islamorada has to offer, with in-ground pool, boat basin, docks and grassy area. Home features high ceilings with Dade County pine throughout. Fabulous porch extends width of house and there is decks off both bedrooms. Owner/Agent
  Details
Upper Matecumbe Key Islamorada
$492,000 1,269 (SqFt)
  • 3
  • 3
  • Single Family

209 Jerome Avenue
ISLAMORADA, FL 33036

Grove Park   Waterfront: No MM: 82
Side of Island: Ocean
Dockage: None

Located in the heart of Islamorada Art district. CBS construction with decorative brick finish. Metal roof, tile floors, split bedroom floor plan Washer and Dryer room. Extra bath and bedroom off large covered porch. 1 1/2 lots with perimeter fence plus dog fence area.Great family area close to everything in Islamorada.
  Details
Plantation Key
$498,000 1,160 (SqFt)
  • 3
  • 2
  • Single Family

211 Treasure Harbor Drive
ISLAMORADA, FL 33036

Treasure Harbor   Waterfront: No MM: 87
Side of Island: Ocean
Dockage: Boat Ramp

Located within walking distance of Treasure Montessori School and Founders Park New Home with Impact resistant windows and doors. Community Boat Ramp is located across the street. Lake leads to Ocean Access.
  Details
Plantation Key
$499,000 1,505 (SqFt)
  • 3
  • 2
  • Single Family

176 Ocean Drive
ISLAMORADA, FL 33070

Tropical Atlantic Shores 1st   Waterfront: No MM: 90
Side of Island: Ocean
Dockage: None

Charming 3 bedroom and 2 bath CBS stilt home with a peek a boo ocean view from guest bedroom and rear porch. Updated kitchen with screened in porch directly off kitchen for in and out dining. Tile throughout home with fairly new vanities in both bathrooms. A/c compressor and air handler replaced in 2013. Plenty of storage in downstairs utility room.
  Details
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 08-29-2015.

Shoreline Properties
92300 Overseas Hwy Suite 303
Tavernier, Florida 33070

1(800) 692-3605
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