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 198
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$110,000 - Islamorada (Lower Matecumbe) , FL

  • Type: Misc Prop Rights - MM: 76
  • MLS ID 563597
    Sq Ft:
  • Community: Mar Celeste Days on Market: 400
  • Waterfront: Yes - Waterview: Canal Front
  • Side of Island: Ocean Dockage: Other Dockage

Permit #2 on the current BPAS list. Possible to transfer to your class 3 waterfront lot.

$229,500 - Islamorada (Upper Matecumbe Key) , FL

  • Beds: 2 Baths: 2
    Type: Single Family Home - MM: 83
  • MLS ID 567013
    Sq Ft: 829
  • Community: Oceana Days on Market: 12
  • Waterfront: No
  • 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.

$252,500 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 2
    Type: Single Family Home - MM: 89
  • MLS ID 566863
    Sq Ft: 1,244
  • Community: Key Heights Days on Market: 30
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None,Other Dockage

Ground level concrete home located in Key Heights Islamorada. Great outdoor entertaining space, close to parks, schools and commerce. Wonderful location with optional HOA park. 2 bedrooms 2 bathrooms with hot tub. Perfect starter home or weekend retreat.

$289,000 - Islamorada (Upper Matecumbe Key) , FL

  • Beds: 1 Baths: 1
    Type: Single Family Home - MM: 83
  • MLS ID 564074
    Sq Ft: 650
  • Community: Strattons Days on Market: 347
  • Waterfront: No
  • 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.

$299,900 - Islamorada (Upper Matecumbe Key) , FL

  • Beds: 2 Baths: 2
    Type: Single Family Home - MM: 82
  • MLS ID 566441
    Sq Ft: 1,333
  • Community: Misc Upper Matacumbe Days on Market: 70
  • Waterfront: No
  • 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!

$299,900 - Islamorada (Plantation Key) , FL

  • Beds: 3 Baths: 2
    Type: Duplex - MM: 91
  • MLS ID 566791
    Sq Ft: 2,088
  • Community: Plantation Tropical Park Days on Market: 37
  • Waterfront: No
  • 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.

$305,000 - Islamorada (Upper Matecumbe Key) , FL

  • Beds: 3 Baths: 1
    Type: Single Family Home - MM: 84
  • MLS ID 563646
    Sq Ft: 1,020
  • Community: Hammock Days on Market: 395
  • Waterfront: No
  • 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!

$310,000 - Islamorada (Plantation Key) , FL

  • Beds: 3 Baths: 2
    Type: Single Family Home - MM: 88
  • MLS ID 564584
    Sq Ft: 1,648
  • Community: Plantation Beach Days on Market: 288
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None

Handymans Opportunity in Islamorada. This listing includes an adjacent 12,600 s.f. lot. A very unique 70s style house, one bathroom has been remodeled, ans a second is underway. This house needs 24 hours notice to be shown. It may be possible to build four attached affordable housing units on the extra lot, buyer is responsible for verifying with The Village of Islamorada.

$325,000 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 1
    Type: Mobile Home - MM: 89
  • MLS ID 566056
    Sq Ft: 672
  • Community: Vacation Village Amd Days on Market: 111
  • Waterfront: Yes - Waterview: Bay Front
  • Side of Island: Bay/Gulf Dockage: 45ft.

DEEP CANAL! Great Boating Access! Enjoy this quiet neighborhood close to Founders Park, Fabulous Restaurants and Schools.

$331,000 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 1
    Type: Single Family Home - MM: 89
  • MLS ID 564791
    Sq Ft: 1,408
  • Community: Indian Harbor Days on Market: 261
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None

Short sale circumstance. Great neighborhood. Large backyard.

$339,000 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 2
    Type: Single Family Home - MM: 89
  • MLS ID 566565
    Sq Ft: 930
  • Community: Trop Coral Reef Days on Market: 59
  • Waterfront: No
  • 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!

$369,000 - Islamorada (Plantation Key) , FL

  • Beds: 3 Baths: 2
    Type: Single Family Home - MM: 89
  • MLS ID 566480
    Sq Ft: 1,200
  • Community: Indian Harbor Days on Market: 66
  • Waterfront: No
  • 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.

$369,000 - Islamorada (Upper Matecumbe Key) , FL

  • Beds: 1 Baths: 1
    Type: Condotel - MM: 83
  • MLS ID 565436
    Sq Ft: 550
  • Community: Strattons Days on Market: 177
  • Waterfront: No
  • 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!

$369,900 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 2
    Type: Single Family Home - MM: 90
  • MLS ID 565679
    Sq Ft: 1,344
  • Community: Plantation Key Colony Days on Market: 150
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None

Move right into this roomy home. Metal roof, new travertine floors. Front and back doors are impact glass. Stainless steel appliances. Open porch in front and back of the house and vaulted ceilings. New washer and dryer and more! X zone. Boat ramp for the neighborhood is just one street away.

$395,000 - Islamorada (Plantation Key) , FL

  • Beds: 3 Baths: 2
    Type: Single Family Home - MM: 90
  • MLS ID 566517
    Sq Ft: 1,284
  • Community: Plantation Key Colony Days on Market: 64
  • Waterfront: No
  • 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.

$395,000 - Islamorada (Plantation Key) , FL

  • Beds: 3 Baths: 2
    Type: Single Family Home - MM: 91
  • MLS ID 566115
    Sq Ft: 1,582
  • Community: Edenaire Days on Market: 105
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: Boat Ramp,Dock Privileges

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.

$399,000 - Islamorada (Plantation Key) , FL

  • Beds: 3 Baths: 3
    Type: Single Family Home - MM: 90
  • MLS ID 566715
    Sq Ft: 1,667
  • Community: Plantation Key Colony Days on Market: 44
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: Other Dockage

Very well maintained home,concrete construction, featuring 2 bedrooms and 2 baths on the upper level, awesome guest quarters with bath on lower level, price includes adjoining lot 50 X 105, plenty of room to roam, perfect for extended family, carport covered parking, close to schools,shopping and theater, great family friendly neighborhood.

$418,500 - Islamorada (Plantation Key) , FL

  • Beds: 3 Baths: 2
    Type: Single Family Home - MM: 89
  • MLS ID 565711
    Sq Ft: 1,410
  • Community: Key Heights Days on Market: 147
  • Waterfront: No
  • 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.

$419,000 - Islamorada (Plantation Key) , FL

  • Beds: 3 Baths: 3
    Type: Single Family Home - MM: 90
  • MLS ID 566989
    Sq Ft: 1,420
  • Community: Plantation Key Colony Days on Market: 16
  • Waterfront: No
  • 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.

$425,000 - Islamorada (Plantation Key) , FL

  • Beds: 3 Baths: 3
    Type: Single Family Home - MM: 89
  • MLS ID 565631
    Sq Ft: 1,928
  • Community: Vacation Village Amd Days on Market: 156
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None

GREAT LOCATION! Quiet Neighborhood! Close to Founders Park, Schools, Restaurants and Hospital.

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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 04-01-2015.