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 183
Lower Matecumbe
$110,000
  • Misc Prop Rig

xxx LESERRA Lane
ISLAMORADA, FL 33036

Mar Celeste   Waterfront: Yes MM: 76
Side of Island: Ocean
Dockage: Other Dockage

Permit #2 on the current BPAS list. Possible to transfer to your class 3 waterfront lot.
Upper Matecumbe Key Islamorada
$229,500 829 (SqFt)
  • 2
  • 2
  • Single Family

131 Ocean Lane
ISLAMORADA, FL 33036

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

Handyman special in a great neighborhood. Dade County Pine ceilings, terrazzo floors, separate in law quarters with bedrooom and bath. Main house is a 2/1. Part of the Oceana homeowners park agreement.One of the owners of this LLC is a Florida licensed Realtor.
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.
Plantation Key
$299,000 1,804 (SqFt)
  • 3
  • 2
  • Single Family

86751 Old Hwy Highway
ISLAMORADA, FL 33036

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

Fantastic location in the heart of Islamorada across from Founders Park. Spacious 1,800 sq. ft. 3/2 cbs home with garage ready for your renovations to make it your dream home.
Upper Matecumbe Key Islamorada
$299,900 1,333 (SqFt)
  • 2
  • 2
  • Single Family

122 Parker Drive
ISLAMORADA, FL 33036

Misc Upper Matacumbe   Waterfront: No MM: 82
Side of Island: Ocean
Dockage: None

Fruit Tree Fortress! Must see this spacious home with mature mango, key lime, cherry trees & more in the heart of Islamorada. CBS construction, large Florida room, tile floors, vaulted wood ceilings, private backyard patio & the spacious interior layout give this 2 bedroom/2 bath home Keys charm. Call today for more info or to schedule a showing!
Plantation Key
$299,900 2,088 (SqFt)
  • 3
  • 2
  • Duplex

149 Orchid Street
ISLAMORADA, FL 33070

Plantation Tropical Park   Waterfront: No MM: 91
Side of Island: Bay/Gulf
Dockage: None

Legal Duplex in Islamorada. Unit A is a 1 bedroom, 1 bath with a loft. Unit B is a 2 bedroom, 1 bath. Each with separate electric meter and full kitchens and laundry facilities. Unit A is tenant occupied with long term tenant whom seller would like to stay. Unit B is owner occupied. Community boat ramp with immediate access to ocean and bay through Tavernier Creek.
Upper Matecumbe Key Islamorada
$305,000 1,020 (SqFt)
  • 3
  • 1
  • Single Family

128 S HAMMOCK Road
ISLAMORADA, FL 33036

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

GREAT LOCATION IN DOWNTOWN ISLAMORADA! Close to schools, restaurants, and shopping. Nicely remodeled ground level concrete home offers 3 bedrooms & 1 bathroom. Large fenced back yard with plenty of room for a pool. Current renters pay $1,600.00 per month plus utilities making this an excellent investment opportunity!
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!
Plantation Key
$325,000 672 (SqFt)
  • 2
  • 1
  • Mobile Home

138 Airstream Lane
ISLAMORADA, FL 33070

Vacation Village Amd   Waterfront: Yes MM: 89
Side of Island: Bay/Gulf
Dockage: 45ft.

DEEP CANAL! Great Boating Access! Enjoy this quiet neighborhood close to Founders Park, Fabulous Restaurants and Schools.
Plantation Key
$331,000 1,408 (SqFt)
  • 2
  • 1
  • Single Family

144 PUEBLO Street
ISLAMORADA, FL 33070

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

Short sale circumstance. Great neighborhood. Large backyard.
Plantation Key
$369,000 1,200 (SqFt)
  • 3
  • 2
  • Single Family

142 Pueblo Street
ISLAMORADA, FL 33070

Indian Harbor   Waterfront: No MM: 89
Side of Island: Bay/Gulf
Dockage: Other Dockage

Concrete ground level home in desirable, family oriented INDIAN HARBOR. This 3 bedroom, 2 bath Home has High ceilings and tile throughout. New metal roof, Large open living area & big back yard has plenty of room for a pool. Close to schools, shopping & Founders Park. The nearby Homeowners park has a boat ramp for Bay & Ocean access.
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!
Plantation Key
$385,000 1,284 (SqFt)
  • 3
  • 2
  • Single Family

210 Hibiscus Street
ISLAMORADA, FL 33070

Plantation Key Colony   Waterfront: No MM: 90
Side of Island: Bay/Gulf
Dockage: Other Dockage

HAVE IT ALL! All concrete ground level 3B/2B remodeled home on Plantation Key near schools, X flood zone, concrete roof, new impact glass windows, new large gourmet kitchen with granite countertops, island style bar, new appliances, tiled floors, remodeled baths, screened patio off kitchen, pearock yard, carport, newly painted, privacy hedges plus large HOA park on Bay with boat ramp facilities.
Plantation Key
$395,000 1,582 (SqFt)
  • 3
  • 2
  • Single Family

175 Pearl Avenue
ISLAMORADA, FL 33070

Edenaire   Waterfront: No MM: 91
Side of Island: Bay/Gulf
Dockage: Boat Ramp,Dock Privi

Ground level concrete 3br/2ba home with concrete roof in an X flood zone. New hurricane windows plus accordion shutters. Located in one of the most sought after neighborhoods in Islamorada. Three spacious bedrooms with large closets.Space for an outdoor pool. Sewer hookup complete. Homeowners Park w/ dockage and ramp, $125/YR. Direct ocean and bay access via Tavernier Creek.
Plantation Key
$399,000 1,420 (SqFt)
  • 3
  • 3
  • Single Family

259 S Coconut Palm Boulevard
ISLAMORADA, FL 33070

Plantation Key Colony   Waterfront: No MM: 90
Side of Island: Bay/Gulf
Dockage: Boat Ramp

WONDERFUL SOLID CONCRETE HOME in desirable Plantation Key Colony offering 2bd/2ba up and a 1bd/1ba legal living area down, enclosed carport and large garage all situated on two lots with an oversized fenced-in yard to enjoy. Nearby bayfront homeowners park with boat ramp.
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.
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.
Upper Matecumbe Key Islamorada
$425,000 1,344 (SqFt)
  • 3
  • 2
  • Single Family

102 Jerome Avenue
ISLAMORADA, FL 33036

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

Nice ground level 3 bedroom 2 bath home in a quiet and shady spot in the heart of Islamorada. Fully tiled throughout in neutral colors with volume ceiling in the living area. The roomy 2-car garage gives plenty of storage space. Close to great Islamorada shopping, restaurants plus fishing & diving charters.
Plantation Key
$429,000 1,512 (SqFt)
  • 2
  • 2
  • Single Family

123 SIOUX Street
ISLAMORADA, FL 33070

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

Motivated Sellers! Impeccably maintained ground level home in a great subdivision! Gorgeous stainless/granite kitchen,great laundry room, spacious open floor plan,lovely screened porch, private large lushly landscaped lot,carport, storage,plenty of room for a pool! Homeowners park with boat ramp close by! A pleasure to show.
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.
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 04-25-2015.

Shoreline Properties
92300 Overseas Hwy Suite 303
Tavernier, Florida 33070

1(800) 692-3605
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