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 134
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
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
$369,000 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
$399,000 1,964 (SqFt)
  • 3
  • 3
  • Single Family

168 Pearl Avenue
ISLAMORADA, FL 33070

Edenaire   Waterfront: No MM: 91
Side of Island: Bay/Gulf
Dockage: Dock Privileges,Othe

MOTIVATED SELLER! PERFECT FAMILY HOME! Offering 3 bedrooms & 3 bathrooms with over 1,900 square ft. of living space, updated kitchen, laundry room, private upstairs bedroom with its own patio, covered back yard deck and fenced yard. Located in very desirable neighborhood offering a homeowners park with a boat ramp, temporary dockage. Dont miss this outstanding home in the Village of Islamorad
  Details
Plantation Key
$410,000 1,410 (SqFt)
  • 3
  • 2
  • Single Family

150 OCALA Drive
ISLAMORADA, FL 33070

Key Heights   Waterfront: No MM: 89
Side of Island: Bay/Gulf
Dockage: None

CHARMING CORNER LOT HOME tucked in beautiful foliage allowing for lots of privacy located in a desirable subdivision in Plantation Key offering a spacious 3bd/2ba home plus a bonus room making a perfect office space. Downstairs above flood making possible to enclose for additional living space. Enjoy the oversized back porch off the living area and master bedroom. Bayfront HOA park nearby.
  Details
Plantation Key
$415,000 1,200 (SqFt)
  • 3
  • 2
  • Single Family

200 Thompsonville Road
ISLAMORADA, FL 33070

Randall Adams   Waterfront: No MM: 89
Side of Island: Bay/Gulf
Dockage: None

Islamorada Style Cottage completely renovated in uptown Islamorada.This home has been completely remodeled including kitchen & Baths. Floor plan designed with modern a touche. Perfect for family residence or part time winter home. Over size lot with plenty of room for pool. Furniture negotiable.
  Details
Plantation Key
$425,000 1,024 (SqFt)
  • 2
  • 2
  • Single Family

155 Sioux Street
ISLAMORADA, FL 33070

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

2 bedroom , 2 bath concrete home with a metal roof located in a family oriented neighborhood. Private setting situated on 2 lots provides plenty of room to add on, put in a pool or both! Nearby gated homeowners park has a boat ramp for easy bay and ocean access.
  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
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

Ground level home located on a wide canal with direct access to Ocean and Bay via Tavernier Creek. Open floor plan with interior living space and a 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
Upper Matecumbe Key Islamorada
$450,000 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
$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
$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. New metal roof, tile floors, split bedroom floor plan. 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.
  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
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 08-04-2015.

Shoreline Properties
92300 Overseas Hwy Suite 303
Tavernier, Florida 33070

1(800) 692-3605
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