West of Trail Real Estate

"West of Trail" is one of the Sarasota's oldest and most distinctive neighborhoods. Bordering Sarasota Bay, just south of Downtown, and to the west of 41, it is a special urban oasis close to everything. The focal point of the neighborhood is Southside Village, which is within walking distance and offers a gourmet grocery, a local coffee house, shops and restaurants.

  • 1263
    Homes
  • 386
    Condos
  • $952,500
    Median Home Price
  • $150,250
    Median Condo Price

West of Trail

West of Trail home styles are very eclectic. Some homes date back to the 1920s and have been beautifully restored to offer character.

Since the value of the land has dramatically increased in recent years, there has also been tremendous gentrification particularly in the area bordered by Bay Street to the south, and Mound to the north. Older homes have been replaced by modern masterpieces.

The western border hugs Sarasota Bay, resulting in a number of spectacular waterfront there are many waterfront mansions in this stretch of mainland. Southside Elementary School and Sarasota Memorial Hospital are major draws for this neighborhood.

West of Trail in Sarasota, Florida area map

West of Trail Real Estate

The most sought after West of Trial real estate tends to be bordered by Bee Ridge on the south and Sarasota’s Downtown on the north.

The beauty of these well-established urban streets, with eclectic architectural styles, and great access to downtown, Southside Village and neighborhood schools make this area very desirable. Sarasota Memorial Hospital is also right beyond your doorstep.


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  1. Photo of 2202 MCCLELLAN PARKWAY, SARASOTA, FL 34239 (MLS # A4425734)
    $1,325,000
    Photo of 2202 MCCLELLAN PARKWAY, SARASOTA, FL 34239 (MLS # A4425734)
    Photo of 2202 MCCLELLAN PARKWAY, SARASOTA, FL 34239 (MLS # A4425734)
    2202 MCCLELLAN PARKWAY, SARASOTA, FL
    2202 MCCLELLAN PARKWAY
    SARASOTA, FL
    • 5 Beds
    • 4 Baths
    • 3,738 Home (sqft)
    • 4 Baths
    • 16,429 Lot (sqft)
  2. Photo of 1053 CITRUS AVENUE, SARASOTA, FL 34236 (MLS # A4450425)
    $1,295,000
    Photo of 1053 CITRUS AVENUE, SARASOTA, FL 34236 (MLS # A4450425)
    Photo of 1053 CITRUS AVENUE, SARASOTA, FL 34236 (MLS # A4450425)
    27
     
    1053 CITRUS AVENUE, SARASOTA, FL
    1053 CITRUS AVENUE
    SARASOTA, FL
    • 3 Beds
    • 3 Baths
    • 2,792 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
  3. Photo of 1671 NORTH DRIVE, SARASOTA, FL 34239 (MLS # A4448288)
    $1,295,000
    Photo of 1671 NORTH DRIVE, SARASOTA, FL 34239 (MLS # A4448288)
    Photo of 1671 NORTH DRIVE, SARASOTA, FL 34239 (MLS # A4448288)
    1671 NORTH DRIVE, SARASOTA, FL
    1671 NORTH DRIVE
    SARASOTA, FL
    • 5 Beds
    • 3 Baths
    • 3,671 Home (sqft)
    • 3 Baths
    • 15,001 Lot (sqft)
  4. Photo of 1690 ARLINGTON STREET, SARASOTA, FL 34239 (MLS # A4446250)
    $1,295,000
    Photo of 1690 ARLINGTON STREET, SARASOTA, FL 34239 (MLS # A4446250)
    Photo of 1690 ARLINGTON STREET, SARASOTA, FL 34239 (MLS # A4446250)
    1690 ARLINGTON STREET, SARASOTA, FL
    1690 ARLINGTON STREET
    SARASOTA, FL
    • 4 Beds
    • 5 Baths
    • 2,917 Home (sqft)
    • 5 Baths
    • 8,112 Lot (sqft)
  5. Photo of 1863 ROSE ST, SARASOTA, FL 34239 (MLS # A4451582)
    $1,100,000
    Photo of 1863 ROSE ST, SARASOTA, FL 34239 (MLS # A4451582)
    Photo of 1863 ROSE ST, SARASOTA, FL 34239 (MLS # A4451582)
    1863 ROSE ST, SARASOTA, FL
    1863 ROSE ST
    SARASOTA, FL
    • 4 Beds
    • 3 Baths
    • 2,258 Home (sqft)
    • 3 Baths
    • 18,880 Lot (sqft)
  6. Photo of 1741 ALTA VISTA STREET, SARASOTA, FL 34236 (MLS # A4447949)
    $1,045,000
    Photo of 1741 ALTA VISTA STREET, SARASOTA, FL 34236 (MLS # A4447949)
    Photo of 1741 ALTA VISTA STREET, SARASOTA, FL 34236 (MLS # A4447949)
    1741 ALTA VISTA STREET, SARASOTA, FL
    1741 ALTA VISTA STREET
    SARASOTA, FL
    • 5 Beds
    • 3 Baths
    • 3,178 Home (sqft)
    • 3 Baths
    • 8,554 Lot (sqft)
  7. Photo of 1657 ALTA VISTA STREET, SARASOTA, FL 34236 (MLS # A4450434)
    $1,000,000
    Photo of 1657 ALTA VISTA STREET, SARASOTA, FL 34236 (MLS # A4450434)
    Photo of 1657 ALTA VISTA STREET, SARASOTA, FL 34236 (MLS # A4450434)
    1657 ALTA VISTA STREET, SARASOTA, FL
    1657 ALTA VISTA STREET
    SARASOTA, FL
    • 3 Beds
    • 4 Baths
    • 2,455 Home (sqft)
    • 4 Baths
    • 7,500 Lot (sqft)
  8. Photo of 1715 HYDE PARK STREET, SARASOTA, FL 34239 (MLS # A4449499)
    $999,900
    Photo of 1715 HYDE PARK STREET, SARASOTA, FL 34239 (MLS # A4449499)
    Photo of 1715 HYDE PARK STREET, SARASOTA, FL 34239 (MLS # A4449499)
    1715 HYDE PARK STREET, SARASOTA, FL
    1715 HYDE PARK STREET
    SARASOTA, FL
    • 4 Beds
    • 4 Baths
    • 2,809 Home (sqft)
    • 4 Baths
    • 12,780 Lot (sqft)
  9. Photo of 1707 WALDEMERE STREET, SARASOTA, FL 34239 (MLS # A4214792)
    $999,000
    Photo of 1707 WALDEMERE STREET, SARASOTA, FL 34239 (MLS # A4214792)
    Photo of 1707 WALDEMERE STREET, SARASOTA, FL 34239 (MLS # A4214792)
    1707 WALDEMERE STREET, SARASOTA, FL
    1707 WALDEMERE STREET
    SARASOTA, FL
    • 3 Beds
    • 4 Baths
    • 3,461 Home (sqft)
    • 4 Baths
    • 14,225 Lot (sqft)
  10. Photo of 1838 ALTA VISTA STREET, SARASOTA, FL 34236 (MLS # A4438373)
    $998,500
    Photo of 1838 ALTA VISTA STREET, SARASOTA, FL 34236 (MLS # A4438373)
    Photo of 1838 ALTA VISTA STREET, SARASOTA, FL 34236 (MLS # A4438373)
    1838 ALTA VISTA STREET, SARASOTA, FL
    1838 ALTA VISTA STREET
    SARASOTA, FL
    • 3 Beds
    • 3 Baths
    • 2,120 Home (sqft)
    • 3 Baths
    • 14,750 Lot (sqft)
  11. Photo of 1919 BOUGAINVILLEA STREET, SARASOTA, FL 34239 (MLS # A4452325)
    $989,000
    Photo of 1919 BOUGAINVILLEA STREET, SARASOTA, FL 34239 (MLS # A4452325)
    Photo of 1919 BOUGAINVILLEA STREET, SARASOTA, FL 34239 (MLS # A4452325)
    1919 BOUGAINVILLEA STREET, SARASOTA, FL
    1919 BOUGAINVILLEA STREET
    SARASOTA, FL
    • 3 Beds
    • 3 Baths
    • 2,556 Home (sqft)
    • 3 Baths
    • 8,261 Lot (sqft)
  12. Photo of 1740 S ORANGE AVENUE, SARASOTA, FL 34239 (MLS # A4447278)
    $899,000
    Photo of 1740 S ORANGE AVENUE, SARASOTA, FL 34239 (MLS # A4447278)
    Photo of 1740 S ORANGE AVENUE, SARASOTA, FL 34239 (MLS # A4447278)
    1740 S ORANGE AVENUE, SARASOTA, FL
    1740 S ORANGE AVENUE
    SARASOTA, FL
    • 3 Beds
    • 4 Baths
    • 3,024 Home (sqft)
    • 4 Baths
    • 14,811 Lot (sqft)
  13. Photo of 1640 WISCONSIN LANE, SARASOTA, FL 34239 (MLS # A4439454)
    $899,000
    Photo of 1640 WISCONSIN LANE, SARASOTA, FL 34239 (MLS # A4439454)
    Photo of 1640 WISCONSIN LANE, SARASOTA, FL 34239 (MLS # A4439454)
    1640 WISCONSIN LANE, SARASOTA, FL
    1640 WISCONSIN LANE
    SARASOTA, FL
    • 4 Beds
    • 3 Baths
    • 2,222 Home (sqft)
    • 3 Baths
    • 10,691 Lot (sqft)
  14. Photo of 1654 PROSPECT STREET, SARASOTA, FL 34239 (MLS # A4431982)
    $899,000
    Photo of 1654 PROSPECT STREET, SARASOTA, FL 34239 (MLS # A4431982)
    Photo of 1654 PROSPECT STREET, SARASOTA, FL 34239 (MLS # A4431982)
    33
     
    1654 PROSPECT STREET, SARASOTA, FL
    1654 PROSPECT STREET
    SARASOTA, FL
    • 3 Beds
    • 3 Baths
    • 2,667 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
  15. Photo of 1656 WISCONSIN LANE, SARASOTA, FL 34239 (MLS # A4450831)
    $895,000
    Photo of 1656 WISCONSIN LANE, SARASOTA, FL 34239 (MLS # A4450831)
    Photo of 1656 WISCONSIN LANE, SARASOTA, FL 34239 (MLS # A4450831)
    1656 WISCONSIN LANE, SARASOTA, FL
    1656 WISCONSIN LANE
    SARASOTA, FL
    • 3 Beds
    • 3 Baths
    • 2,026 Home (sqft)
    • 3 Baths
    • 5,320 Lot (sqft)
  16. Photo of 1743 SPRING CREEK DRIVE, SARASOTA, FL 34239 (MLS # A4445644)
    $874,000
    Photo of 1743 SPRING CREEK DRIVE, SARASOTA, FL 34239 (MLS # A4445644)
    Photo of 1743 SPRING CREEK DRIVE, SARASOTA, FL 34239 (MLS # A4445644)
    1743 SPRING CREEK DRIVE, SARASOTA, FL
    1743 SPRING CREEK DRIVE
    SARASOTA, FL
    • 3 Beds
    • 3 Baths
    • 2,589 Home (sqft)
    • 3 Baths
    • 14,001 Lot (sqft)
  17. Photo of 1705 SPRING CREEK DRIVE, SARASOTA, FL 34239 (MLS # A4452304)
    $869,900
    Photo of 1705 SPRING CREEK DRIVE, SARASOTA, FL 34239 (MLS # A4452304)
    Photo of 1705 SPRING CREEK DRIVE, SARASOTA, FL 34239 (MLS # A4452304)
    1705 SPRING CREEK DRIVE, SARASOTA, FL
    1705 SPRING CREEK DRIVE
    SARASOTA, FL
    • 5 Beds
    • 4 Baths
    • 3,001 Home (sqft)
    • 4 Baths
    • 10,315 Lot (sqft)
  18. Photo of 1922 OLEANDER STREET, SARASOTA, FL 34239 (MLS # A4442884)
    $845,000
    Photo of 1922 OLEANDER STREET, SARASOTA, FL 34239 (MLS # A4442884)
    Photo of 1922 OLEANDER STREET, SARASOTA, FL 34239 (MLS # A4442884)
    1922 OLEANDER STREET, SARASOTA, FL
    1922 OLEANDER STREET
    SARASOTA, FL
    • 4 Beds
    • 4 Baths
    • 3,287 Home (sqft)
    • 4 Baths
    • 11,801 Lot (sqft)
  19. Photo of 1618 LOMA LINDA STREET, SARASOTA, FL 34239 (MLS # A4450246)
    $830,000
    Photo of 1618 LOMA LINDA STREET, SARASOTA, FL 34239 (MLS # A4450246)
    Photo of 1618 LOMA LINDA STREET, SARASOTA, FL 34239 (MLS # A4450246)
    1618 LOMA LINDA STREET, SARASOTA, FL
    1618 LOMA LINDA STREET
    SARASOTA, FL
    • 4 Beds
    • 3 Baths
    • 2,495 Home (sqft)
    • 3 Baths
    • 4,501 Lot (sqft)
  20. Photo of 3414 OLD OAK DRIVE, SARASOTA, FL 34239 (MLS # A4447118)
    $800,000
    Photo of 3414 OLD OAK DRIVE, SARASOTA, FL 34239 (MLS # A4447118)
    Photo of 3414 OLD OAK DRIVE, SARASOTA, FL 34239 (MLS # A4447118)
    3414 OLD OAK DRIVE, SARASOTA, FL
    3414 OLD OAK DRIVE
    SARASOTA, FL
    • 3 Beds
    • 2 Baths
    • 1,867 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  21. Photo of 1747 HYDE PARK STREET, SARASOTA, FL 34239 (MLS # A4421886)
    $800,000
    Photo of 1747 HYDE PARK STREET, SARASOTA, FL 34239 (MLS # A4421886)
    Photo of 1747 HYDE PARK STREET, SARASOTA, FL 34239 (MLS # A4421886)
    1747 HYDE PARK STREET, SARASOTA, FL
    1747 HYDE PARK STREET
    SARASOTA, FL
    • 3 Beds
    • 2 Baths
    • 2,304 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  22. Photo of 1952 HIBISCUS STREET, SARASOTA, FL 34239 (MLS # A4437882)
    $799,000
    Photo of 1952 HIBISCUS STREET, SARASOTA, FL 34239 (MLS # A4437882)
    Photo of 1952 HIBISCUS STREET, SARASOTA, FL 34239 (MLS # A4437882)
    1952 HIBISCUS STREET, SARASOTA, FL
    1952 HIBISCUS STREET
    SARASOTA, FL
    • 4 Beds
    • 4 Baths
    • 2,194 Home (sqft)
    • 4 Baths
    • 9,240 Lot (sqft)
  23. Photo of 1678 LOMA LINDA STREET, SARASOTA, FL 34239 (MLS # A4431782)
    $775,000
    Photo of 1678 LOMA LINDA STREET, SARASOTA, FL 34239 (MLS # A4431782)
    Photo of 1678 LOMA LINDA STREET, SARASOTA, FL 34239 (MLS # A4431782)
    1678 LOMA LINDA STREET, SARASOTA, FL
    1678 LOMA LINDA STREET
    SARASOTA, FL
    • 4 Beds
    • 3 Baths
    • 2,088 Home (sqft)
    • 3 Baths
    • 6,860 Lot (sqft)
  24. Photo of 1826 CLEMATIS STREET, SARASOTA, FL 34239 (MLS # A4427269)
    $775,000
    Photo of 1826 CLEMATIS STREET, SARASOTA, FL 34239 (MLS # A4427269)
    Photo of 1826 CLEMATIS STREET, SARASOTA, FL 34239 (MLS # A4427269)
    1826 CLEMATIS STREET, SARASOTA, FL
    1826 CLEMATIS STREET
    SARASOTA, FL
    • 2 Beds
    • 1 Bath
    • 1,153 Home (sqft)
    • 1 Bath
    • 12,197 Lot (sqft)
  25. Photo of SARASOTA, FL 34239 (MLS # A4450151)
    $769,000
    Photo of SARASOTA, FL 34239 (MLS # A4450151)
    Photo of SARASOTA, FL 34239 (MLS # A4450151)
    MLS # A4450151, SARASOTA, FL
    MLS # A4450151
    SARASOTA, FL
    • 4 Beds
    • 4 Baths
    • 2,968 Home (sqft)
    • 4 Baths
    • 11,801 Lot (sqft)
  26. Photo of 1789 PROSPECT STREET, SARASOTA, FL 34239 (MLS # A4451604)
    $700,000
    Photo of 1789 PROSPECT STREET, SARASOTA, FL 34239 (MLS # A4451604)
    Photo of 1789 PROSPECT STREET, SARASOTA, FL 34239 (MLS # A4451604)
    1789 PROSPECT STREET, SARASOTA, FL
    1789 PROSPECT STREET
    SARASOTA, FL
    • 4 Beds
    • 3 Baths
    • 1,822 Home (sqft)
    • 3 Baths
    • 7,376 Lot (sqft)
  27. Photo of 1870 BAHIA VISTA STREET, SARASOTA, FL 34239 (MLS # A4445085)
    $699,000
    Photo of 1870 BAHIA VISTA STREET, SARASOTA, FL 34239 (MLS # A4445085)
    Photo of 1870 BAHIA VISTA STREET, SARASOTA, FL 34239 (MLS # A4445085)
    1870 BAHIA VISTA STREET, SARASOTA, FL
    1870 BAHIA VISTA STREET
    SARASOTA, FL
    • 2 Beds
    • 1 Bath
    • 1,127 Home (sqft)
    • 1 Bath
    • 17,424 Lot (sqft)
  28. Photo of 1835 GOLDENROD STREET, SARASOTA, FL 34239 (MLS # A4444487)
    $699,000
    Photo of 1835 GOLDENROD STREET, SARASOTA, FL 34239 (MLS # A4444487)
    Photo of 1835 GOLDENROD STREET, SARASOTA, FL 34239 (MLS # A4444487)
    1835 GOLDENROD STREET, SARASOTA, FL
    1835 GOLDENROD STREET
    SARASOTA, FL
    • 3 Beds
    • 2 Baths
    • 1,511 Home (sqft)
    • 2 Baths
    • 8,850 Lot (sqft)
  29. Photo of 868 HUDSON AVENUE #868, SARASOTA, FL 34236 (MLS # A4450557)
    $696,000
    Photo of 868 HUDSON AVENUE #868, SARASOTA, FL 34236 (MLS # A4450557)
    Photo of 868 HUDSON AVENUE #868, SARASOTA, FL 34236 (MLS # A4450557)
    868 HUDSON AVENUE #868, SARASOTA, FL
    868 HUDSON AVENUE #868
    SARASOTA, FL
    • 3 Beds
    • 2 Baths
    • 1,387 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  30. Photo of 1958 HYDE PARK STREET, SARASOTA, FL 34239 (MLS # A4434443)
    $685,000
    Photo of 1958 HYDE PARK STREET, SARASOTA, FL 34239 (MLS # A4434443)
    Photo of 1958 HYDE PARK STREET, SARASOTA, FL 34239 (MLS # A4434443)
    1958 HYDE PARK STREET, SARASOTA, FL
    1958 HYDE PARK STREET
    SARASOTA, FL
    • 3 Beds
    • 3 Baths
    • 2,201 Home (sqft)
    • 3 Baths
    • 6,000 Lot (sqft)
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Listing information is deemed reliable, but not guaranteed.

This MLS IDX is (c) Diverse Solutions 2019.

 
 

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