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 188
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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: 299
  • 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.

$279,900 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 1
    Type: Single Family Home - MM: 88
  • MLS ID 565571
    Sq Ft: 1,706
  • Community: Plantation Beach Days on Market: 61
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None

Location is Key! This ground level home offers 3 bedrooms & 2 bathrooms located on a oversized lot in a very desirable neighborhood featuring a beautiful bayfront homeowners park with a beach, swimming area, boat ramp and BBQ area.

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

  • Beds: 1 Baths: 1
    Type: Single Family Home - MM: 82
  • MLS ID 565809
    Sq Ft: 610
  • Community: Grove Park Days on Market: 37
  • Waterfront: No
  • Side of Island: Ocean Dockage: None

Charming Cottage in the village of Islamorada within walking distance of the Islamorada Art and Cultural Distrct, restaurants, library and boutiques. Ride your bike to most anywhere on the island.

$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: 246
  • 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.

$295,000 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 1
    Type: Single Family Home - MM: 90
  • MLS ID 565058
    Sq Ft: 1,024
  • Community: Plantation Key Colony Days on Market: 122
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: Boat Ramp

Ground level fortress in X zone in Plantation Key Colony! Great family friendly neighborhood with homeowners park, close to schools, shopping and all the attractions and amenities that Islamorada has to offer. Perfect starter home.

$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: 187
  • 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: 10
  • Waterfront: Yes - Waterview: Bay Front
  • Side of Island: Bay/Gulf Dockage: 45ft.

$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: 160
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None

Short sale circumstance. Great neighborhood. Large backyard.

$349,000 - 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: 294
  • 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!

$359,000 - Islamorada (Upper Matecumbe Key) , FL

  • Beds: 1 Baths: 1
    Type: Condotel - MM: 83
  • MLS ID 565436
    Sq Ft: 550
  • Community: Strattons Days on Market: 76
  • 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!

$374,000 - 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: 49
  • 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.

$389,000 - Islamorada (Plantation Key) , FL

  • Beds: 3 Baths: 2
    Type: Single Family Home - MM: 90
  • MLS ID 565875
    Sq Ft: 1,800
  • Community: Plantation Shores Days on Market: 32
  • Waterfront: No
  • Side of Island: Ocean Dockage: Boat Ramp,Other Dockage

Located in the desirable Plantation Shores neighborhood (mm90), this spacious 3/2 ground level home has a 1 car garage and metal roof. Built in an X flood zone and offering an oceanfront homeowners park with boat ramp. Close proximity to schools and restaurants.

$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: 4
  • 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: 2
    Type: Single Family Home - MM: 89
  • MLS ID 565013
    Sq Ft: 1,584
  • Community: Key Heights Days on Market: 129
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None

This property is to be placed in an upcoming auction. All bids should be submitted at www.homesearch.com (void where prohibited). All auction properties are subject to a 5% buyerspremium pursuant to the Event Agreement and Auction Terms & Conditions (minimums will apply). Please contact listing agent for details and commission paid on this property. Short Sale Circumstance...SEE SUPPLEMENT!

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

  • Beds: 3 Baths: 2
    Type: Single Family Home - MM: 89
  • MLS ID 564147
    Sq Ft: 1,200
  • Community: Randall Adams Days on Market: 238
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None

Beach Style Cottage completely renovated in uptown Islamorada.Unique Beachy Cottage personally decorated by international HGTV & Islamorada Dream Home Artist Stacie Krupa. Includes all furniture,designed with modern touches perfectly fitting with artistic decor for the true Keys Lover who appreciates a Beachy island lifestyle.Property being sold as furnished, all art hanging negotiable

$410,000 - Islamorada (Plantation Key) , FL

  • Beds: 3 Baths: 2
    Type: Single Family Home - MM: 90
  • MLS ID 564867
    Sq Ft: 1,400
  • Community: Tropical Atlantic Shores 1st Addn Days on Market: 147
  • Waterfront: No
  • Side of Island: Ocean Dockage: None

Plantation Key CBS 3 bedroom / 2 bathroom home with legal downstairs storage. New kitchen cabinets, granite counter tops and stainless steel appliances. Interior just painted, new master bathroom vanity, new fixtures plus so much more. Close to schools, shopping and hospital. Great house with a great location.

$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: 46
  • 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: 4 Baths: 2
    Type: Single Family Home - MM: 89
  • MLS ID 565892
    Sq Ft: 925
  • Community: Indian Harbor Days on Market: 31
  • Waterfront: No
  • 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. Bay front homeowners park is right around the corner so putting your boat in is a breeze.

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

  • Beds: 2 Baths: 2
    Type: Single Family Home - MM: 87
  • MLS ID 565938
    Sq Ft: 1,230
  • Community: Plantation Lake Estates Days on Market: 26
  • Waterfront: No
  • Side of Island: Ocean Dockage: Boat Ramp,Dock Privileges,First Come Dock

Location, Location, Plus! A water adjacent, meticulously maintained, furnished move in ready home updated in 2008 in the prestigious gated community of Plantation Lake Estates. This charming community offers a boat ramp with temporary dockage available at the homeowners park and is located directly across from Founders Park. The home is situated on a nicely landscaped oversized double lot

$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: 55
  • 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 12-21-2014.