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You are here: Home / Englewood Isles offers Homes for Sale with Boating & Fishing

Englewood Isles offers Homes for Sale with Boating & Fishing

When you are ready to live the Southwest Florida style the way it is meant to be enjoyed, head down to the southern sections of Sarasota County and see what Englewood Isles in Englewood has to offer. This quiet waterfront subdivision was initially developed in the 1970s, and it has managed to retain a lot of its Old Florida charm.

Despite being an open subdivision, Englewood Isles feels like a gated community thanks to the dense greenbelt that surrounds six residential sections where you can find single-family homes, villas, and condominium units. The neighborhood starts where the Woodmere district of Venice ends in the south, and it extends from Englewood Road all the way west to Lemon Bay. The waterfront opportunities range from homes that sit along saltwater canals to villas that overlook lakes and ponds. As can be expected from a neighborhood flanked by two marinas, many of the properties here feature their own private docks, seawalls, and piers.

Englewood Isles offers a nice diversity of architectural styles. Florida ranches are predominant, but you can also find some Modernist homes as well as renovated properties with Mediterranean revival touches. Quite a few houses have been thoroughly renovated over the years, and many of them offer extras such as summer kitchens, wooden decks that connect to private docks, swimming pools, wine cellars, and more. You can expect to find three-bedroom homes with swimming pools built on at least 10,000 square foot lots listed for $403K in 2021. More spectacular properties with waterfront views from two sides, four bedrooms, and private docking space can be found listed for less than $800K.

In general, you will pay considerably less for waterfront homes in Englewood Isles compared to other parts of Sarasota County, and you will not have to make any sacrifices in terms of convenience. You can get most of your shopping done at the Lemon Bay shopping plaza across the road, and the Venice Village Shoppes are about five minutes away. Going down to the white sandy beach at Manasota Key will also take you about five minutes.

Englewood Isles Entrance Sign Englewood Florida
Englewood Isles Private Marina Englewood Florida 3
Englewood Isles Private Marina Englewood Florida
Englewood Isles Private Marina Englewood Florida 2

Homes for Sale at Englewood Isles in Englewood

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  • 325 Gladstone Boulevard, Englewood, FL
    325 Gladstone Boulevard
    Englewood, FL
    Photo of 325 Gladstone Boulevard, Englewood, FL 34223 (MLS # TB8394010)
    $569,900
    • Lot Size
      10,890 sqft

    • Home Size
      1,865 sqft

    • Beds
      3 Beds

    • Baths
      3 Baths

    • Year Built
      1982

    • Days on Market
      3

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  • 74 Windsor Drive, Englewood, FL
    74 Windsor Drive
    Englewood, FL
    Photo of 74 Windsor Drive, Englewood, FL 34223 (MLS # A4655236)
    $425,000
    • Lot Size
      9,584 sqft

    • Home Size
      1,624 sqft

    • Beds
      3 Beds

    • Baths
      2 Baths

    • Year Built
      1979

    • Days on Market
      4

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  • 387 Eden Dr, Englewood, FL
    387 Eden Dr
    Englewood, FL
    Photo of 387 Eden Dr, Englewood, FL 34223 (MLS # A4654186)
    $650,000
    • Lot Size
      11,326 sqft

    • Home Size
      2,429 sqft

    • Beds
      3 Beds

    • Baths
      2 Baths

    • Year Built
      1988

    • Days on Market
      12

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  • 405 Lemonwood Drive, Englewood, FL
    405 Lemonwood Drive
    Englewood, FL
    Photo of 405 Lemonwood Drive, Englewood, FL 34223 (MLS # TB8390482)
    $352,000
    • Lot Size
      10,019 sqft

    • Home Size
      1,400 sqft

    • Beds
      2 Beds

    • Baths
      2 Baths

    • Year Built
      1989

    • Days on Market
      20

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  • Firethorn Avenue, Englewood, FL
    Firethorn Avenue
    Englewood, FL
    Photo of Firethorn Avenue, Englewood, FL 34223 (MLS # D6142475)
    $150,000
    • Lot Size
      10,890 sqft

    • Home Size

    • Beds

    • Baths

    • Year Built
      0

    • Days on Market
      25

  • 19 Oakwood Dr N #19, Englewood, FL
    19 Oakwood Dr N #19
    Englewood, FL
    Photo of 19 Oakwood Dr N #19, Englewood, FL 34223 (MLS # D6142341)
    $409,000
    • Lot Size

    • Home Size
      1,628 sqft

    • Beds
      2 Beds

    • Baths
      2 Baths

    • Year Built
      1970

    • Days on Market
      34

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  • 314 Oakwood Circle, Englewood, FL
    314 Oakwood Circle
    Englewood, FL
    Photo of 314 Oakwood Circle, Englewood, FL 34223 (MLS # N6138730)
    $999,900
    • Lot Size
      10,455 sqft

    • Home Size
      2,328 sqft

    • Beds
      3 Beds

    • Baths
      2 Baths

    • Year Built
      1990

    • Days on Market
      49

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  • 318 Oakwood Circle, Englewood, FL
    318 Oakwood Circle
    Englewood, FL
    Photo of 318 Oakwood Circle, Englewood, FL 34223 (MLS # N6138614)
    $800,000
    • Lot Size
      10,455 sqft

    • Home Size
      3,855 sqft

    • Beds
      4 Beds

    • Baths
      3 Baths

    • Year Built
      1978

    • Days on Market
      53

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  • 44 Waterford Drive, Englewood, FL
    44 Waterford Drive
    Englewood, FL
    Photo of 44 Waterford Drive, Englewood, FL 34223 (MLS # D6141815)
    $1,150,000
    • Lot Size
      24,394 sqft

    • Home Size
      2,559 sqft

    • Beds
      3 Beds

    • Baths
      3 Baths

    • Year Built
      1978

    • Days on Market
      69

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  • 217 Rockwood Way, Englewood, FL
    217 Rockwood Way
    Englewood, FL
    Photo of 217 Rockwood Way, Englewood, FL 34223 (MLS # D6141194)
    $445,000
    • Lot Size
      11,326 sqft

    • Home Size
      2,324 sqft

    • Beds
      3 Beds

    • Baths
      2 Baths

    • Year Built
      1994

    • Days on Market
      83

    View Virtual Tour

See all Homes for Sale at Englewood Isles in Englewood FL.
(all data current as of 6/16/2025)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

 
 

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Englewood Neighborhoods & Condo Communities

  • Arlington Cove
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Photo of 3305 Notre Dame Place #3305, Bradenton, FL 34207 (MLS # A4655891)
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Photo of 4802 51st Street W #1313, Bradenton, FL 34210 (MLS # A4656007)
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Photo of 1559 Running Tide Place, Sarasota, FL 34240 (MLS # TB8397341)
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Photo of 7750 Ridgelake Circle, Bradenton, FL 34203 (MLS # A4656001)
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Photo of 19023 Mangieri Street, Venice, FL 34293 (MLS # A4655980)
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Photo of 1224 38th Street W, Bradenton, FL 34205 (MLS # A4656002)
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Photo of 4745 Trout River Crossing, Ellenton, FL 34222 (MLS # TB8397326)
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Photo of 4531 Useppa Drive, Bradenton, FL 34203 (MLS # A4655998)
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Photo of 4124 Herrick Lane, Sarasota, FL 34241 (MLS # TB8395122)
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Photo of 3915 Meadow Creek Drive, Sarasota, FL 34233 (MLS # A4655993)
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Photo of 4001 Beneva Road #319, Sarasota, FL 34233 (MLS # A4655995)
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Photo of 160 Coolidge Drive, Sarasota, FL 34236 (MLS # A4655744)
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Photo of 5523 Secluded Oaks Way, Sarasota, FL 34233 (MLS # A4655542)
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Photo of 5005 Torrey Pines Run, Bradenton, FL 34211 (MLS # A4655972)
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Photo of 6516 Palm Leaf Court, Sarasota, FL 34243 (MLS # A4655967)
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Photo of 19927 Bridgetown Loop, Venice, FL 34293 (MLS # N6139290)
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Photo of 3404 56th Dr E, Bradenton, FL 34203 (MLS # A4655973)
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Photo of 481 Saturn Avenue, Sarasota, FL 34243 (MLS # A4655968)
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Photo of 3810 75th Street W #128, Bradenton, FL 34209 (MLS # A4655966)
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Photo of 152 Coolidge Drive, Sarasota, FL 34236 (MLS # A4655758)
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    Photo of 3305 Notre Dame Place #3305, Bradenton, FL 34207 (MLS # A4655891)
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    Photo of 4802 51st Street W #1313, Bradenton, FL 34210 (MLS # A4656007)
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    Photo of 4531 Useppa Drive, Bradenton, FL 34203 (MLS # A4655998)
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    Photo of 4124 Herrick Lane, Sarasota, FL 34241 (MLS # TB8395122)
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    Photo of 3915 Meadow Creek Drive, Sarasota, FL 34233 (MLS # A4655993)
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    Photo of 4001 Beneva Road #319, Sarasota, FL 34233 (MLS # A4655995)
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    Photo of 160 Coolidge Drive, Sarasota, FL 34236 (MLS # A4655744)
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    Photo of 5523 Secluded Oaks Way, Sarasota, FL 34233 (MLS # A4655542)
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    Photo of 5005 Torrey Pines Run, Bradenton, FL 34211 (MLS # A4655972)
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    Photo of 6516 Palm Leaf Court, Sarasota, FL 34243 (MLS # A4655967)
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    Photo of 19927 Bridgetown Loop, Venice, FL 34293 (MLS # N6139290)
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    Photo of 3404 56th Dr E, Bradenton, FL 34203 (MLS # A4655973)
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    Photo of 481 Saturn Avenue, Sarasota, FL 34243 (MLS # A4655968)
    $425,900
    Lot Size
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    Home Size
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    Photo of 3810 75th Street W #128, Bradenton, FL 34209 (MLS # A4655966)
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  • 152 Coolidge Drive
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    Photo of 152 Coolidge Drive, Sarasota, FL 34236 (MLS # A4655758)
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    Lot Size
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    Home Size
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    Beds
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    Baths
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