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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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  • 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)
    $2,195,000
    • Lot Size
      15,246 sqft

    • Home Size
      2,821 sqft

    • Beds
      3 Beds

    • Baths
      3 Baths

    • Year Built
      1964

    • Days on Market
      56

    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)
    $2,699,000
    • Lot Size
      20,474 sqft

    • Home Size
      3,613 sqft

    • Beds
      4 Beds

    • Baths
      4 Baths

    • Year Built
      1997

    • Days on Market
      61

    View Virtual Tour
  • 1909 Field Road, Sarasota, FL
    1909 Field Road
    Sarasota, FL
    Photo of 1909 Field Road, Sarasota, FL 34231 (MLS # A4643558)
    $2,700,000
    • Lot Size
      27,443 sqft

    • Home Size
      2,997 sqft

    • Beds
      4 Beds

    • Baths
      3 Baths

    • Year Built
      2003

    • Days on Market
      66

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  • 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
      75

    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
      105

    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
      106

    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
      203

  • 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
      2024

    • Days on Market
      367

  • 1136 N Lake Shore Drive, Sarasota, FL
    1136 N Lake Shore Drive
    Sarasota, FL
    Photo of 1136 N Lake Shore Drive, Sarasota, FL 34231 (MLS # A4591433)
    $10,980,000
    • Lot Size
      1.41 ac

    • Home Size
      10,234 sqft

    • Beds
      4 Beds

    • Baths
      8 Baths

    • Year Built
      1954

    • Days on Market
      520

    View Virtual Tour

See all Oyster Bay Estates Sarasota Homes for Sale.
(all data current as of 5/11/2025)

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

 
 

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The Lynn Group - Wendy Lynn - eXp Sarasota

eXp Realty
Phone: (941) 421-7375
E-mail 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

eXp Realty
Phone: (941) 421-7375
E-mail Us!

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Latest Real Estate

  • $349,995 2125 Floribanna Street
    North Port, FL
  • $289,000 4023 Chestnut Avenue
    Sarasota, FL
  • $849,900 911 Cimarron Circle
    Bradenton, FL
  • $899,999 11367 Perico Isle Circle
    Bradenton, FL
  • $379,900 17130 11th Ter E
    Bradenton, FL
  • $1,450,000 401 Sunset Drive
    Venice, FL
  • $2,275,000 5850 Saddle Oak Trail
    Sarasota, FL
  • $425,000 181 Padova Way
    Nokomis, FL
  • $4,500,000 705 89th Court NW
    Bradenton, FL
  • $625,000 13873 Karina Street
    Venice, FL
  • $449,000 3263 Woodberry Lane #LOT 15
    Sarasota, FL
  • $425,000 6627 Heritage Ln
    Bradenton, FL
  • $219,900 7201 29th Avenue Drive W #306
    Bradenton, FL
  • $1,250,000 15605 Derna Terrace
    Bradenton, FL
  • $329,900 116 Navigation Circle #106
    Osprey, FL
  • $449,900 4613 Muirfield Drive
    Bradenton, FL
  • $474,900 3718 61st Drive E
    Bradenton, FL
  • $699,900 708 32nd Street W
    Bradenton, FL
  • $410,000 10732 Chippewa Drive
    Parrish, FL
  • $169,900 12 Hacienda Drive
    Englewood, FL
2125 Floribanna Street
North Port, FL
Photo of 2125 Floribanna Street, North Port, FL 34287 (MLS # D6142243)
$349,995
Lot Size
10,455 sqft

Home Size
2,089 sqft

Beds
3 Beds

Baths
2 Baths

4023 Chestnut Avenue
Sarasota, FL
Photo of 4023 Chestnut Avenue, Sarasota, FL 34234 (MLS # A4652212)
$289,000
Lot Size
5,228 sqft

Home Size
1,200 sqft

Beds
3 Beds

Baths
1 Bath

911 Cimarron Circle
Bradenton, FL
Photo of 911 Cimarron Circle, Bradenton, FL 34209 (MLS # A4652240)
$849,900
Lot Size
28,750 sqft

Home Size
2,554 sqft

Beds
3 Beds

Baths
3 Baths

11367 Perico Isle Circle
Bradenton, FL
Photo of 11367 Perico Isle Circle, Bradenton, FL 34209 (MLS # A4652170)
$899,999
Lot Size
7,841 sqft

Home Size
1,908 sqft

Beds
3 Beds

Baths
3 Baths

17130 11th Ter E
Bradenton, FL
Photo of 17130 11th Ter E, Bradenton, FL 34212 (MLS # S5126645)
$379,900
Lot Size
6,534 sqft

Home Size
1,300 sqft

Beds
3 Beds

Baths
2 Baths

401 Sunset Drive
Venice, FL
Photo of 401 Sunset Drive, Venice, FL 34285 (MLS # G5096934)
$1,450,000
Lot Size
8,712 sqft

Home Size
2,370 sqft

Beds
4 Beds

Baths
4 Baths

5850 Saddle Oak Trail
Sarasota, FL
Photo of 5850 Saddle Oak Trail, Sarasota, FL 34241 (MLS # N6138843)
$2,275,000
Lot Size
5.33 ac

Home Size
3,871 sqft

Beds
4 Beds

Baths
4 Baths

181 Padova Way
Nokomis, FL
Photo of 181 Padova Way, Nokomis, FL 34275 (MLS # C7509752)
$425,000
Lot Size
N/A

Home Size
1,500 sqft

Beds
2 Beds

Baths
2 Baths

705 89th Court NW
Bradenton, FL
Photo of 705 89th Court NW, Bradenton, FL 34209 (MLS # A4651773)
$4,500,000
Lot Size
33,542 sqft

Home Size
5,447 sqft

Beds
5 Beds

Baths
6 Baths

13873 Karina Street
Venice, FL
Photo of 13873 Karina Street, Venice, FL 34293 (MLS # N6138840)
$625,000
Lot Size
6,534 sqft

Home Size
1,965 sqft

Beds
2 Beds

Baths
2 Baths

3263 Woodberry Lane #LOT 15
Sarasota, FL
Photo of 3263 Woodberry Lane #LOT 15, Sarasota, FL 34231 (MLS # A4651873)
$449,000
Lot Size
4,792 sqft

Home Size
1,548 sqft

Beds
3 Beds

Baths
2 Baths

6627 Heritage Ln
Bradenton, FL
Photo of 6627 Heritage Ln, Bradenton, FL 34209 (MLS # A4652233)
$425,000
Lot Size
13,940 sqft

Home Size
2,116 sqft

Beds
3 Beds

Baths
2 Baths

7201 29th Avenue Drive W #306
Bradenton, FL
Photo of 7201 29th Avenue Drive W #306, Bradenton, FL 34209 (MLS # A4652033)
$219,900
Lot Size
N/A

Home Size
1,123 sqft

Beds
2 Beds

Baths
2 Baths

15605 Derna Terrace
Bradenton, FL
Photo of 15605 Derna Terrace, Bradenton, FL 34211 (MLS # A4651985)
$1,250,000
Lot Size
10,019 sqft

Home Size
3,101 sqft

Beds
3 Beds

Baths
3 Baths

116 Navigation Circle #106
Osprey, FL
Photo of 116 Navigation Circle #106, Osprey, FL 34229 (MLS # A4650759)
$329,900
Lot Size
30.50 ac

Home Size
1,430 sqft

Beds
3 Beds

Baths
2 Baths

4613 Muirfield Drive
Bradenton, FL
Photo of 4613 Muirfield Drive, Bradenton, FL 34210 (MLS # A4651997)
$449,900
Lot Size
6,970 sqft

Home Size
1,726 sqft

Beds
3 Beds

Baths
2 Baths

3718 61st Drive E
Bradenton, FL
Photo of 3718 61st Drive E, Bradenton, FL 34203 (MLS # A4652221)
$474,900
Lot Size
6,534 sqft

Home Size
1,531 sqft

Beds
3 Beds

Baths
2 Baths

708 32nd Street W
Bradenton, FL
Photo of 708 32nd Street W, Bradenton, FL 34205 (MLS # A4652019)
$699,900
Lot Size
13,940 sqft

Home Size
2,885 sqft

Beds
4 Beds

Baths
3 Baths

10732 Chippewa Drive
Parrish, FL
Photo of 10732 Chippewa Drive, Parrish, FL 34219 (MLS # TB8383583)
$410,000
Lot Size
6,970 sqft

Home Size
1,827 sqft

Beds
4 Beds

Baths
2 Baths

12 Hacienda Drive
Englewood, FL
Photo of 12 Hacienda Drive, Englewood, FL 34223 (MLS # D6142253)
$169,900
Lot Size
4,356 sqft

Home Size
1,464 sqft

Beds
2 Beds

Baths
2 Baths

  • 2125 Floribanna Street
    North Port, FL
    Photo of 2125 Floribanna Street, North Port, FL 34287 (MLS # D6142243)
    $349,995
    Lot Size
    10,455 sqft

    Home Size
    2,089 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 4023 Chestnut Avenue
    Sarasota, FL
    Photo of 4023 Chestnut Avenue, Sarasota, FL 34234 (MLS # A4652212)
    $289,000
    Lot Size
    5,228 sqft

    Home Size
    1,200 sqft

    Beds
    3 Beds

    Baths
    1 Bath

  • 911 Cimarron Circle
    Bradenton, FL
    Photo of 911 Cimarron Circle, Bradenton, FL 34209 (MLS # A4652240)
    $849,900
    Lot Size
    28,750 sqft

    Home Size
    2,554 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 11367 Perico Isle Circle
    Bradenton, FL
    Photo of 11367 Perico Isle Circle, Bradenton, FL 34209 (MLS # A4652170)
    $899,999
    Lot Size
    7,841 sqft

    Home Size
    1,908 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 17130 11th Ter E
    Bradenton, FL
    Photo of 17130 11th Ter E, Bradenton, FL 34212 (MLS # S5126645)
    $379,900
    Lot Size
    6,534 sqft

    Home Size
    1,300 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 401 Sunset Drive
    Venice, FL
    Photo of 401 Sunset Drive, Venice, FL 34285 (MLS # G5096934)
    $1,450,000
    Lot Size
    8,712 sqft

    Home Size
    2,370 sqft

    Beds
    4 Beds

    Baths
    4 Baths

  • 5850 Saddle Oak Trail
    Sarasota, FL
    Photo of 5850 Saddle Oak Trail, Sarasota, FL 34241 (MLS # N6138843)
    $2,275,000
    Lot Size
    5.33 ac

    Home Size
    3,871 sqft

    Beds
    4 Beds

    Baths
    4 Baths

  • 181 Padova Way
    Nokomis, FL
    Photo of 181 Padova Way, Nokomis, FL 34275 (MLS # C7509752)
    $425,000
    Lot Size
    N/A

    Home Size
    1,500 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 705 89th Court NW
    Bradenton, FL
    Photo of 705 89th Court NW, Bradenton, FL 34209 (MLS # A4651773)
    $4,500,000
    Lot Size
    33,542 sqft

    Home Size
    5,447 sqft

    Beds
    5 Beds

    Baths
    6 Baths

  • 13873 Karina Street
    Venice, FL
    Photo of 13873 Karina Street, Venice, FL 34293 (MLS # N6138840)
    $625,000
    Lot Size
    6,534 sqft

    Home Size
    1,965 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 3263 Woodberry Lane #LOT 15
    Sarasota, FL
    Photo of 3263 Woodberry Lane #LOT 15, Sarasota, FL 34231 (MLS # A4651873)
    $449,000
    Lot Size
    4,792 sqft

    Home Size
    1,548 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 6627 Heritage Ln
    Bradenton, FL
    Photo of 6627 Heritage Ln, Bradenton, FL 34209 (MLS # A4652233)
    $425,000
    Lot Size
    13,940 sqft

    Home Size
    2,116 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 7201 29th Avenue Drive W #306
    Bradenton, FL
    Photo of 7201 29th Avenue Drive W #306, Bradenton, FL 34209 (MLS # A4652033)
    $219,900
    Lot Size
    N/A

    Home Size
    1,123 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 15605 Derna Terrace
    Bradenton, FL
    Photo of 15605 Derna Terrace, Bradenton, FL 34211 (MLS # A4651985)
    $1,250,000
    Lot Size
    10,019 sqft

    Home Size
    3,101 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 116 Navigation Circle #106
    Osprey, FL
    Photo of 116 Navigation Circle #106, Osprey, FL 34229 (MLS # A4650759)
    $329,900
    Lot Size
    30.50 ac

    Home Size
    1,430 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 4613 Muirfield Drive
    Bradenton, FL
    Photo of 4613 Muirfield Drive, Bradenton, FL 34210 (MLS # A4651997)
    $449,900
    Lot Size
    6,970 sqft

    Home Size
    1,726 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 3718 61st Drive E
    Bradenton, FL
    Photo of 3718 61st Drive E, Bradenton, FL 34203 (MLS # A4652221)
    $474,900
    Lot Size
    6,534 sqft

    Home Size
    1,531 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 708 32nd Street W
    Bradenton, FL
    Photo of 708 32nd Street W, Bradenton, FL 34205 (MLS # A4652019)
    $699,900
    Lot Size
    13,940 sqft

    Home Size
    2,885 sqft

    Beds
    4 Beds

    Baths
    3 Baths

  • 10732 Chippewa Drive
    Parrish, FL
    Photo of 10732 Chippewa Drive, Parrish, FL 34219 (MLS # TB8383583)
    $410,000
    Lot Size
    6,970 sqft

    Home Size
    1,827 sqft

    Beds
    4 Beds

    Baths
    2 Baths

  • 12 Hacienda Drive
    Englewood, FL
    Photo of 12 Hacienda Drive, Englewood, FL 34223 (MLS # D6142253)
    $169,900
    Lot Size
    4,356 sqft

    Home Size
    1,464 sqft

    Beds
    2 Beds

    Baths
    2 Baths

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