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Real Estate Search

You are here: Home / Oyster Bay Estates in Sarasota : Homes for Sale West of the Trail

Oyster Bay Estates in Sarasota : Homes for Sale West of the Trail

Oyster Bay Estates in Sarasota offers Homes for Sale with Diverse Architecture Located West of the Trail. Near Downtown Shops, Dining, Parks & Siesta Key Beach.

Homes for Sale at Oyster Bay Estates in Sarasota

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  • 4505 Camino Real Real, Sarasota, FL
    4505 Camino Real Real
    Sarasota, FL
    Photo of 4505 Camino Real Real, Sarasota, FL 34231 (MLS # A4653299)
    $2,485,000
    • Lot Size
      21,780 sqft

    • Home Size
      3,502 sqft

    • Beds
      4 Beds

    • Baths
      5 Baths

    • Year Built
      1998

    • Days on Market
      27

    View Virtual Tour
  • 1610 S Lake Shore Drive, Sarasota, FL
    1610 S Lake Shore Drive
    Sarasota, FL
    Photo of 1610 S Lake Shore Drive, Sarasota, FL 34231 (MLS # A4643197)
    $2,099,000
    • Lot Size
      15,246 sqft

    • Home Size
      2,821 sqft

    • Beds
      3 Beds

    • Baths
      3 Baths

    • Year Built
      1964

    • Days on Market
      91

    View Virtual Tour
  • 1511 N Lake Shore Drive, Sarasota, FL
    1511 N Lake Shore Drive
    Sarasota, FL
    Photo of 1511 N Lake Shore Drive, Sarasota, FL 34231 (MLS # A4643968)
    $2,599,000
    • Lot Size
      20,474 sqft

    • Home Size
      3,613 sqft

    • Beds
      4 Beds

    • Baths
      4 Baths

    • Year Built
      1997

    • Days on Market
      96

    View Virtual Tour
  • 1909 Field Road, Sarasota, FL
    1909 Field Road
    Sarasota, FL
    Photo of 1909 Field Road, Sarasota, FL 34231 (MLS # A4643558)
    $2,500,000
    • Lot Size
      27,443 sqft

    • Home Size
      2,997 sqft

    • Beds
      4 Beds

    • Baths
      3 Baths

    • Year Built
      2003

    • Days on Market
      101

    View Virtual Tour
  • 1137 N Lake Shore Drive, Sarasota, FL
    1137 N Lake Shore Drive
    Sarasota, FL
    Photo of 1137 N Lake Shore Drive, Sarasota, FL 34231 (MLS # A4641614)
    $6,695,000
    • Lot Size
      20,038 sqft

    • Home Size
      6,462 sqft

    • Beds
      6 Beds

    • Baths
      7 Baths

    • Year Built
      2004

    • Days on Market
      110

    View Virtual Tour
  • 1804 N Lake Shore Drive, Sarasota, FL
    1804 N Lake Shore Drive
    Sarasota, FL
    Photo of 1804 N Lake Shore Drive, Sarasota, FL 34231 (MLS # A4638326)
    $5,800,000
    • Lot Size
      21,345 sqft

    • Home Size
      6,854 sqft

    • Beds
      4 Beds

    • Baths
      5 Baths

    • Year Built
      2004

    • Days on Market
      140

    View Virtual Tour
  • 1521 S Lake Shore Drive, Sarasota, FL
    1521 S Lake Shore Drive
    Sarasota, FL
    Photo of 1521 S Lake Shore Drive, Sarasota, FL 34231 (MLS # A4637673)
    $6,998,000
    • Lot Size
      23,958 sqft

    • Home Size
      4,866 sqft

    • Beds
      4 Beds

    • Baths
      7 Baths

    • Year Built
      2025

    • Days on Market
      141

    View Virtual Tour
  • 4431 Camino Real Real, Sarasota, FL
    4431 Camino Real Real
    Sarasota, FL
    Photo of 4431 Camino Real Real, Sarasota, FL 34231 (MLS # A4626321)
    $4,900,000
    • Lot Size
      18,296 sqft

    • Home Size
      3,787 sqft

    • Beds
      4 Beds

    • Baths
      5 Baths

    • Year Built
      2025

    • Days on Market
      238

  • 1429 N Lake Shore Drive, Sarasota, FL
    1429 N Lake Shore Drive
    Sarasota, FL
    Photo of 1429 N Lake Shore Drive, Sarasota, FL 34231 (MLS # A4609533)
    $5,995,000
    • Lot Size
      19,167 sqft

    • Home Size
      4,545 sqft

    • Beds
      5 Beds

    • Baths
      7 Baths

    • Year Built
      2025

    • Days on Market
      402

See all Oyster Bay Estates Sarasota Homes for Sale.
(all data current as of 6/15/2025)

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

 
 

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The Lynn Group - Wendy Lynn - eXp Sarasota

  • 1540 Main Street, Sarasota, FL 34236
  • 941-421-7375
  • Email Us

West of the Trail Neighborhoods

  • Aqualane Estates
  • Avondale
  • Ballentine Manor
  • Bay Point Park
  • Bayview Acres
  • Bayview Heights
  • Bellora
  • Buccaneer Bay
  • Bungalow Hill
  • Burns Court
  • Cedar Cove Estates
  • Cherokee Park
  • Coral Cove
  • Desota Park
  • Fishermens Bay
  • Graham Heights
  • Granada
  • Harbor Acres
  • Hartsdale
  • Holiday Harbor
  • Indian Beach
  • Laurel Park
  • Mandarin Park
  • McClellan Park
  • Morton Terrace
  • Oyster Bay Estates
  • Oyster Bay Landings
  • Paradise Shores
  • Phillippi Landings
  • Pine Shores Estates
  • Poinsettia Park
  • Pomelo Place
  • Portofino on the Bay
  • Red Rock
  • San Remo Estates
  • Sapphire Shores
  • Shoreland Woods
  • Sorrento Shores
  • Southbay Yacht & Racquet Club
  • Southpointe Shores
  • South Creek
  • The Landings
  • The Strand
  • Tropical Shores
  • Vamo
  • Whitakers & Tocobaga
  • Whitfield Estates

Areas We Serve

  • Anna Maria Island
  • Bird Key
  • Bradenton
  • Bradenton Beach
  • Casey Key
  • Cortez
  • Downtown Sarasota
  • Ellenton
  • Englewood
  • Golden Gate
  • Holmes Beach
  • Lakewood Ranch
  • Lido Key
  • Longboat Key
  • Nokomis
  • North Port
  • Osprey
  • Palmer Ranch
  • Palmetto
  • Parrish
  • Sarasota
  • Siesta Key
  • Terra Ceia
  • University Park
  • Venice
  • West of the Trail

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The Lynn Group - Wendy Lynn - eXp Sarasota

  • 1540 Main Street, Sarasota, FL 34236
  • 941-421-7375
  • Email Us

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Latest Real Estate

  • $575,000 6516 Palm Leaf Court
    Sarasota, FL
  • $649,900 19927 Bridgetown Loop
    Venice, FL
  • $399,900 3404 56th Dr E
    Bradenton, FL
  • $425,900 481 Saturn Avenue
    Sarasota, FL
  • $289,900 3810 75th Street W #128
    Bradenton, FL
  • $1,700,000 152 Coolidge Drive
    Sarasota, FL
  • $455,000 7716 Geneva Lane
    Sarasota, FL
  • $525,000 6220 Murdock Avenue
    Sarasota, FL
  • $415,000 17817 Pastureland Avenue
    Lakewood Ranch, FL
  • $410,000 576 Box Elder Court
    Englewood, FL
  • $587,500 6043 44th Court E
    Bradenton, FL
  • $449,000 10254 Morning Mist Lane
    Sarasota, FL
  • $725,000 20323 Granlago Drive
    Venice, FL
  • $799,900 12671 Sunbridge Drive
    Venice, FL
  • $350,000 15131 Sunny Day Drive
    Bradenton, FL
  • $624,900 4426 Useppa Drive
    Bradenton, FL
  • $329,000 4637 Willow Wood Circle #44
    Sarasota, FL
  • $475,000 520 27th Street W
    Bradenton, FL
  • $420,000 10789 Tarflower Drive #202
    Venice, FL
  • $484,000 11324 77th Street E
    Parrish, FL
6516 Palm Leaf Court
Sarasota, FL
Photo of 6516 Palm Leaf Court, Sarasota, FL 34243 (MLS # A4655967)
$575,000
Lot Size
8,277 sqft

Home Size
2,150 sqft

Beds
3 Beds

Baths
2 Baths

19927 Bridgetown Loop
Venice, FL
Photo of 19927 Bridgetown Loop, Venice, FL 34293 (MLS # N6139290)
$649,900
Lot Size
6,534 sqft

Home Size
2,198 sqft

Beds
3 Beds

Baths
3 Baths

3404 56th Dr E
Bradenton, FL
Photo of 3404 56th Dr E, Bradenton, FL 34203 (MLS # A4655973)
$399,900
Lot Size
11,326 sqft

Home Size
1,310 sqft

Beds
3 Beds

Baths
2 Baths

481 Saturn Avenue
Sarasota, FL
Photo of 481 Saturn Avenue, Sarasota, FL 34243 (MLS # A4655968)
$425,900
Lot Size
13,068 sqft

Home Size
1,428 sqft

Beds
3 Beds

Baths
2 Baths

3810 75th Street W #128
Bradenton, FL
Photo of 3810 75th Street W #128, Bradenton, FL 34209 (MLS # A4655966)
$289,900
Lot Size
1.44 ac

Home Size
1,450 sqft

Beds
2 Beds

Baths
2 Baths

152 Coolidge Drive
Sarasota, FL
Photo of 152 Coolidge Drive, Sarasota, FL 34236 (MLS # A4655758)
$1,700,000
Lot Size
6,099 sqft

Home Size
1,428 sqft

Beds
3 Beds

Baths
2 Baths

7716 Geneva Lane
Sarasota, FL
Photo of 7716 Geneva Lane, Sarasota, FL 34243 (MLS # A4655951)
$455,000
Lot Size
5,663 sqft

Home Size
1,454 sqft

Beds
2 Beds

Baths
2 Baths

6220 Murdock Avenue
Sarasota, FL
Photo of 6220 Murdock Avenue, Sarasota, FL 34231 (MLS # TB8397185)
$525,000
Lot Size
7,406 sqft

Home Size
1,701 sqft

Beds
3 Beds

Baths
3 Baths

17817 Pastureland Avenue
Lakewood Ranch, FL
Photo of 17817 Pastureland Avenue, Lakewood Ranch, FL 34211 (MLS # A4655699)
$415,000
Lot Size
6,534 sqft

Home Size
1,569 sqft

Beds
3 Beds

Baths
2 Baths

576 Box Elder Court
Englewood, FL
Photo of 576 Box Elder Court, Englewood, FL 34223 (MLS # D6142748)
$410,000
Lot Size
7,406 sqft

Home Size
2,210 sqft

Beds
3 Beds

Baths
2 Baths

6043 44th Court E
Bradenton, FL
Photo of 6043 44th Court E, Bradenton, FL 34203 (MLS # A4655410)
$587,500
Lot Size
12,197 sqft

Home Size
2,863 sqft

Beds
5 Beds

Baths
4 Baths

10254 Morning Mist Lane
Sarasota, FL
Photo of 10254 Morning Mist Lane, Sarasota, FL 34241 (MLS # A4655952)
$449,000
Lot Size
5,663 sqft

Home Size
1,530 sqft

Beds
2 Beds

Baths
2 Baths

20323 Granlago Drive
Venice, FL
Photo of 20323 Granlago Drive, Venice, FL 34293 (MLS # O6317810)
$725,000
Lot Size
8,712 sqft

Home Size
2,243 sqft

Beds
3 Beds

Baths
2 Baths

12671 Sunbridge Drive
Venice, FL
Photo of 12671 Sunbridge Drive, Venice, FL 34293 (MLS # A4655942)
$799,900
Lot Size
10,455 sqft

Home Size
2,411 sqft

Beds
4 Beds

Baths
3 Baths

15131 Sunny Day Drive
Bradenton, FL
Photo of 15131 Sunny Day Drive, Bradenton, FL 34211 (MLS # A4655918)
$350,000
Lot Size
2,614 sqft

Home Size
1,925 sqft

Beds
3 Beds

Baths
3 Baths

4426 Useppa Drive
Bradenton, FL
Photo of 4426 Useppa Drive, Bradenton, FL 34203 (MLS # A4655631)
$624,900
Lot Size
9,584 sqft

Home Size
2,736 sqft

Beds
4 Beds

Baths
2 Baths

4637 Willow Wood Circle #44
Sarasota, FL
Photo of 4637 Willow Wood Circle #44, Sarasota, FL 34241 (MLS # A4655394)
$329,000
Lot Size
2,178 sqft

Home Size
1,679 sqft

Beds
3 Beds

Baths
2 Baths

520 27th Street W
Bradenton, FL
Photo of 520 27th Street W, Bradenton, FL 34205 (MLS # A4655855)
$475,000
Lot Size
18,731 sqft

Home Size
1,754 sqft

Beds
3 Beds

Baths
2 Baths

10789 Tarflower Drive #202
Venice, FL
Photo of 10789 Tarflower Drive #202, Venice, FL 34293 (MLS # N6139199)
$420,000
Lot Size
4.07 ac

Home Size
2,284 sqft

Beds
3 Beds

Baths
2 Baths

11324 77th Street E
Parrish, FL
Photo of 11324 77th Street E, Parrish, FL 34219 (MLS # A4655254)
$484,000
Lot Size
10,019 sqft

Home Size
2,661 sqft

Beds
4 Beds

Baths
3 Baths

  • 6516 Palm Leaf Court
    Sarasota, FL
    Photo of 6516 Palm Leaf Court, Sarasota, FL 34243 (MLS # A4655967)
    $575,000
    Lot Size
    8,277 sqft

    Home Size
    2,150 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 19927 Bridgetown Loop
    Venice, FL
    Photo of 19927 Bridgetown Loop, Venice, FL 34293 (MLS # N6139290)
    $649,900
    Lot Size
    6,534 sqft

    Home Size
    2,198 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 3404 56th Dr E
    Bradenton, FL
    Photo of 3404 56th Dr E, Bradenton, FL 34203 (MLS # A4655973)
    $399,900
    Lot Size
    11,326 sqft

    Home Size
    1,310 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 481 Saturn Avenue
    Sarasota, FL
    Photo of 481 Saturn Avenue, Sarasota, FL 34243 (MLS # A4655968)
    $425,900
    Lot Size
    13,068 sqft

    Home Size
    1,428 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 3810 75th Street W #128
    Bradenton, FL
    Photo of 3810 75th Street W #128, Bradenton, FL 34209 (MLS # A4655966)
    $289,900
    Lot Size
    1.44 ac

    Home Size
    1,450 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 152 Coolidge Drive
    Sarasota, FL
    Photo of 152 Coolidge Drive, Sarasota, FL 34236 (MLS # A4655758)
    $1,700,000
    Lot Size
    6,099 sqft

    Home Size
    1,428 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 7716 Geneva Lane
    Sarasota, FL
    Photo of 7716 Geneva Lane, Sarasota, FL 34243 (MLS # A4655951)
    $455,000
    Lot Size
    5,663 sqft

    Home Size
    1,454 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 6220 Murdock Avenue
    Sarasota, FL
    Photo of 6220 Murdock Avenue, Sarasota, FL 34231 (MLS # TB8397185)
    $525,000
    Lot Size
    7,406 sqft

    Home Size
    1,701 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 17817 Pastureland Avenue
    Lakewood Ranch, FL
    Photo of 17817 Pastureland Avenue, Lakewood Ranch, FL 34211 (MLS # A4655699)
    $415,000
    Lot Size
    6,534 sqft

    Home Size
    1,569 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 576 Box Elder Court
    Englewood, FL
    Photo of 576 Box Elder Court, Englewood, FL 34223 (MLS # D6142748)
    $410,000
    Lot Size
    7,406 sqft

    Home Size
    2,210 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 6043 44th Court E
    Bradenton, FL
    Photo of 6043 44th Court E, Bradenton, FL 34203 (MLS # A4655410)
    $587,500
    Lot Size
    12,197 sqft

    Home Size
    2,863 sqft

    Beds
    5 Beds

    Baths
    4 Baths

  • 10254 Morning Mist Lane
    Sarasota, FL
    Photo of 10254 Morning Mist Lane, Sarasota, FL 34241 (MLS # A4655952)
    $449,000
    Lot Size
    5,663 sqft

    Home Size
    1,530 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 20323 Granlago Drive
    Venice, FL
    Photo of 20323 Granlago Drive, Venice, FL 34293 (MLS # O6317810)
    $725,000
    Lot Size
    8,712 sqft

    Home Size
    2,243 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 12671 Sunbridge Drive
    Venice, FL
    Photo of 12671 Sunbridge Drive, Venice, FL 34293 (MLS # A4655942)
    $799,900
    Lot Size
    10,455 sqft

    Home Size
    2,411 sqft

    Beds
    4 Beds

    Baths
    3 Baths

  • 15131 Sunny Day Drive
    Bradenton, FL
    Photo of 15131 Sunny Day Drive, Bradenton, FL 34211 (MLS # A4655918)
    $350,000
    Lot Size
    2,614 sqft

    Home Size
    1,925 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 4426 Useppa Drive
    Bradenton, FL
    Photo of 4426 Useppa Drive, Bradenton, FL 34203 (MLS # A4655631)
    $624,900
    Lot Size
    9,584 sqft

    Home Size
    2,736 sqft

    Beds
    4 Beds

    Baths
    2 Baths

  • 4637 Willow Wood Circle #44
    Sarasota, FL
    Photo of 4637 Willow Wood Circle #44, Sarasota, FL 34241 (MLS # A4655394)
    $329,000
    Lot Size
    2,178 sqft

    Home Size
    1,679 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 520 27th Street W
    Bradenton, FL
    Photo of 520 27th Street W, Bradenton, FL 34205 (MLS # A4655855)
    $475,000
    Lot Size
    18,731 sqft

    Home Size
    1,754 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 10789 Tarflower Drive #202
    Venice, FL
    Photo of 10789 Tarflower Drive #202, Venice, FL 34293 (MLS # N6139199)
    $420,000
    Lot Size
    4.07 ac

    Home Size
    2,284 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 11324 77th Street E
    Parrish, FL
    Photo of 11324 77th Street E, Parrish, FL 34219 (MLS # A4655254)
    $484,000
    Lot Size
    10,019 sqft

    Home Size
    2,661 sqft

    Beds
    4 Beds

    Baths
    3 Baths

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