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You are here: Home / Shoreland Woods in Sarasota : Homes for Sale That Are In Demand

Shoreland Woods in Sarasota : Homes for Sale That Are In Demand

You can never go wrong when house hunting in the West of the Trail neighborhoods of Sarasota, but you may find that listings do not come on the market very often in some communities. Located just north of Siesta Drive on the way to the white sandy beaches of Siesta Key, Shoreland Woods is one of those neighborhoods where you have to move very quickly once a homeowner decides to sell.

Unlike other neighborhoods near Downtown Sarasota, Shoreland Woods does not exclusively attract seasonal residents; this is an established community where families like to make a homestead, and this explains why listings are scarce. Initial development of Shoreland Woods dates back to the 1950s, which means that you can still find a few Florida ranches; however, most of the properties here are spectacular mansions with a high degree of curb appeal.

Shoreland Woods evokes the ambiance of a stately neighborhood with lots of class. The greenbelt areas are adorned with mature trees, and the leafy sidewalks are covered with thick canopies. A small preserve west of Old Oak Drive separates the neighborhood from the Sarasota Bay, and few of the homes surround a small pond. In May 2019, the only listing at Shoreland Woods was a five-bedroom estate with four bathrooms built on 3,790 square feet of living space. This $1.69 million mansion is a perfect example of the design inspired by the Sarasota School of Architecture, and it is one of the nicest properties in the city.

Since this subdivision is located in the heart of Downtown Sarasota, many suburban comforts are within walking distance; from grocery stores to fashion boutiques and even surf shops, you do not have to travel far from home. The beach is close enough for a bike ride, and the Publix supermarket at Paradise Plaza is about five blocks away.

Homes for Sale at Shoreland Woods in Sarasota

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  • 3331 Old Oak Drive, Sarasota, FL
    3331 Old Oak Drive
    Sarasota, FL
    Photo of 3331 Old Oak Drive, Sarasota, FL 34239 (MLS # A4638734)
    $2,295,000
    • Lot Size
      15,682 sqft

    • Home Size
      2,483 sqft

    • Beds
      4 Beds

    • Baths
      4 Baths

    • Year Built
      1950

    • Days on Market
      132

    View Virtual Tour
  • 3350 Old Oak Drive, Sarasota, FL
    3350 Old Oak Drive
    Sarasota, FL
    Photo of 3350 Old Oak Drive, Sarasota, FL 34239 (MLS # A4632749)
    $9,800,000
    • Lot Size
      2.10 ac

    • Home Size

    • Beds

    • Baths

    • Year Built
      0

    • Days on Market
      181

  • 3350 Old Oak Drive, Sarasota, FL
    3350 Old Oak Drive
    Sarasota, FL
    Photo of 3350 Old Oak Drive, Sarasota, FL 34239 (MLS # A4632725)
    $6,500,000
    • Lot Size
      1.27 ac

    • Home Size

    • Beds

    • Baths

    • Year Built
      0

    • Days on Market
      181

  • 3348 Old Oak Drive, Sarasota, FL
    3348 Old Oak Drive
    Sarasota, FL
    Photo of 3348 Old Oak Drive, Sarasota, FL 34239 (MLS # A4632727)
    $3,300,000
    • Lot Size
      22,652 sqft

    • Home Size

    • Beds

    • Baths

    • Year Built
      0

    • Days on Market
      181

  • 3350 Old Oak Drive, Sarasota, FL
    3350 Old Oak Drive
    Sarasota, FL
    Photo of 3350 Old Oak Drive, Sarasota, FL 34239 (MLS # A4632433)
    $9,800,000
    • Lot Size
      2.10 ac

    • Home Size
      7,181 sqft

    • Beds
      7 Beds

    • Baths
      8 Baths

    • Year Built
      1972

    • Days on Market
      182

  • 3350 Old Oak Drive, Sarasota, FL
    3350 Old Oak Drive
    Sarasota, FL
    Photo of 3350 Old Oak Drive, Sarasota, FL 34239 (MLS # A4632289)
    $6,500,000
    • Lot Size
      1.27 ac

    • Home Size
      3,263 sqft

    • Beds
      4 Beds

    • Baths
      4 Baths

    • Year Built
      1972

    • Days on Market
      182

  • 3348 Old Oak Drive, Sarasota, FL
    3348 Old Oak Drive
    Sarasota, FL
    Photo of 3348 Old Oak Drive, Sarasota, FL 34239 (MLS # A4632299)
    $3,300,000
    • Lot Size
      22,652 sqft

    • Home Size
      3,668 sqft

    • Beds
      4 Beds

    • Baths
      4 Baths

    • Year Built
      1977

    • Days on Market
      182

See all Homes for Sale at Shoreland Woods Sarasota.
(all data current as of 6/15/2025)

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

 
 

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  • 941-421-7375
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Photo of 5005 Torrey Pines Run, Bradenton, FL 34211 (MLS # A4655972)
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Photo of 3810 75th Street W #128, Bradenton, FL 34209 (MLS # A4655966)
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Photo of 7716 Geneva Lane, Sarasota, FL 34243 (MLS # A4655951)
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Photo of 6220 Murdock Avenue, Sarasota, FL 34231 (MLS # TB8397185)
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Photo of 17817 Pastureland Avenue, Lakewood Ranch, FL 34211 (MLS # A4655699)
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Photo of 576 Box Elder Court, Englewood, FL 34223 (MLS # D6142748)
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Photo of 6043 44th Court E, Bradenton, FL 34203 (MLS # A4655410)
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Photo of 10254 Morning Mist Lane, Sarasota, FL 34241 (MLS # A4655952)
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Photo of 20323 Granlago Drive, Venice, FL 34293 (MLS # O6317810)
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Photo of 12671 Sunbridge Drive, Venice, FL 34293 (MLS # A4655942)
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Photo of 4426 Useppa Drive, Bradenton, FL 34203 (MLS # A4655631)
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Photo of 4637 Willow Wood Circle #44, Sarasota, FL 34241 (MLS # A4655394)
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Photo of 520 27th Street W, Bradenton, FL 34205 (MLS # A4655855)
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Photo of 10789 Tarflower Drive #202, Venice, FL 34293 (MLS # N6139199)
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    Photo of 576 Box Elder Court, Englewood, FL 34223 (MLS # D6142748)
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    Photo of 10254 Morning Mist Lane, Sarasota, FL 34241 (MLS # A4655952)
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    Photo of 20323 Granlago Drive, Venice, FL 34293 (MLS # O6317810)
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    Photo of 12671 Sunbridge Drive, Venice, FL 34293 (MLS # A4655942)
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    Photo of 15131 Sunny Day Drive, Bradenton, FL 34211 (MLS # A4655918)
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    Photo of 4426 Useppa Drive, Bradenton, FL 34203 (MLS # A4655631)
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    Photo of 4637 Willow Wood Circle #44, Sarasota, FL 34241 (MLS # A4655394)
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    Photo of 520 27th Street W, Bradenton, FL 34205 (MLS # A4655855)
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    Photo of 10789 Tarflower Drive #202, Venice, FL 34293 (MLS # N6139199)
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