Oyster Bay Estates

  • Description
  • Listings
  • Map
  • Contact

Overview

Below are all of the homes for sale in the Oyster Bay Estates neighborhood of Sarasota Florida. All real estate listings are updated daily from the Multiple Listing Service (MLS).

To learn more about any of these properties or receive email updates when new listings hit the market, simply give us a call at 941-544-6467 or send us an email. We are here to help!

… Read More

MLS® Listing Statistics

Total Listings: 11
Average Price: $1,915,818
Highest Price: $4,950,000
Lowest Price: $645,000
Average Size: 3,156 ft²
Average Price Per Square Foot: $509 per ft²

Explore Other West of the Trail Communities

Listings for Sale in Oyster Bay

Map Save this Search
Sort listings by:Price, High to Low
Image 0: A4405978

1409 S Lake Shore Dr, Sarasota, FL - $4,950,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 5,193 SQFT
  • 159 DOM
View details More Photos Save

Pre-construction: To Be Built. This Incredibly Beautiful Home Will Be Built On Prestigious South Lake Shore Drive– A Long-established, Highly-regarded Oyster Bay Estates Neighborhood. Tucked Away On Sarasota’s Mainland, This Private Waterside Oas...

Image 1: A4414590

1329 N Lake Shore Dr, Sarasota, FL - $2,850,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 3,160 SQFT
  • 54 DOM
View details More Photos Save

Introducing This Private 1-acre Old Florida Style Waterfront Estate Property In One Of Sarasota’s Most Beloved Neighborhoods, Oyster Bay. This Property Enjoys 100 Feet On The Water And Old Oaks And Tropical Flora Serve As The Backdrop For A Charmi...

Image 2: A4208320

1409 S Lake Shore Dr, Sarasota, FL - $2,495,000

Land, Single Family Use
  • 298 DOM
View details More Photos Save

Build Your Dream Property On Prestigious South Lake Shore Drive– A Long-established, Highly-regarded Oyster Bay Estates Neighborhood. Tucked Away On Sarasota’s Mainland, This Private Waterside Oasis Spans Almost An Acre Of Beautifully Treed Landsc...

1818 N Lake Shore Dr, Sarasota, FL - $2,495,000

Residential, Single Family Home
  • 3 Beds
  • 6 Baths
  • 5,968 SQFT
  • 50 DOM
View details More Photos Save

This Oyster Bay Estates Residence Designed By Accomplished Architect, Thorning Little, Embodies Classic Italianate Design With Moorish Influences. Framed By Mature Palms And Lush Hedges, This West Of The Trail Home Exudes Palm Beach Garden Glamour...

Image 4: A4213972

1235 N Lake Shore Dr, Sarasota, FL - $2,395,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 3,535 SQFT
  • 245 DOM
View details More Photos Save

Water Views In The Front And Back Of This 4br Plus Family And Bonus Rooms Oyster Bay Home Create An Idyllic Backdrop For An Easygoing Family Lifestyle. This Private Residence Is Surrounded By Lush Manicured Foliage, With A Charming Courtyard Entry...

1610 S Lake Shore Dr, Sarasota, FL - $1,175,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,821 SQFT
  • 13 DOM
View details More Photos Save

This Charming West Of The Trail Updated Home In Oyster Bay Estates With Its Southern Exposure Is One You Must Put At The Top Of Your List! Entering The Home, Notice The Beautifully Refinished Bamboo Flooring, The Cathedral Ceiling With Whitewash...

Image 6: A4404790

1410 Ladue Ln, Sarasota, FL - $1,150,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,570 SQFT
  • 172 DOM
View details More Photos Save

Ladue Lane...charming Street In Sought After Location By The Field Club In The Oyster Bay Area. Traditional Family Home With So Many Inviting Spaces! The Main House Has 4 Bedrooms, 3 ½ Baths, (3570 Sf), The Guest House Above The Garage Has A Large...

Image 7: A4419648

1616 N Lake Shore Dr, Sarasota, FL - $1,125,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,389 SQFT
  • 0 DOM
View details More Photos Save

Perfect West Of The Trail Location To Build Your Dream Home. A True Tropical Haven, And One Of The Most Sought After Neighborhoods In Sarasota - Oyster Bay Estates Abuts Sarasota Bay And Is Located Next To The Distinguished The Field Club; A Priva...

Image 8: A4215896

4557 Camino Real, Sarasota, FL - $995,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,771 SQFT
  • 580 DOM
View details More Photos Save

This Charming Four-bedroom Oyster Bay Home Is Spacious And Built With Custom Details. Located “west Of The Trail” In A Wonderfully Central Spot, Only Minutes From Downtown Sarasota’s Bustling City Life And Unforgettable Gulf Beaches At Siesta And ...

1525 Kenilworth St, Sarasota, FL - $799,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,183 SQFT
  • 18 DOM
View details More Photos Save

Stunning Renovation West Of The Trail! This Light And Bright California Contemporary Has Walls Of Windows And Cathedral Ceilings Making It Feel As One With The Outdoors. The Expansive Floor Plan Features A Separate Dining Room And Huge Great Room ...

Image 10: A4403669

1906 Hillsdale Pl, Sarasota, FL - $645,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,126 SQFT
  • 181 DOM
View details More Photos Save

Move In Ready And Casually Elegant,updated Home With Stunning Pool And Outdoor Living Space Situated On A Quiet Cul De Sac. Renovated In 2012 With New Roof, Ac, Sliding Doors Etc., Built Of High Quality Construction And Former Model Home. An Open...

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on November 21st, 2018 at 1:15pm EST.

Oyster Bay Estates Description (continued)

Framed in the lifestyle and "old world" charm of Sarasota, Oyster Bay Estates is a mature and distinguished neighborhood nestled along the shores of the Sarasota Bay, just minutes from downtown Sarasota. There are 168 single family homes in the neighborhood. Residents enjoy well shaded and spacious home sites on the bay, lakefront or interior lots.

The history of this established west of the trail neighborhood that dates back many years. The area has an eclectic array of architectural styles including, classic "Old-Florida", ranch style, 2-story, and large estates just to name a few. With today's homeowners focused on innovations and designs, many of the older homes have been renovated and restored to look better than new. Homes range anywhere from 1,914 to 5,615 square feet. Prices range from around $500,000 to over $5 million.

With location being a key factor, select homeowners have private canal access to deep sailboat waters while the rest of the community is privileged to be neighbors with the prestigious Field Club. Encompassing 11 acres of plush landscaping, this highly exclusive club provides 600 members with tennis, yachting and social events. Conveniently located, residents of Oyster Bay can choose to join this club for their ample amenities or simply indulge in a variety of urban activities surrounding Sarasota. Siesta Key Beaches, St Armands Circle, Downtown Main Street, the Arts and Culture District are all within minutes.

Whether you want to relax in your quiet sanctuary, sail the Bay waters, or meander the streets of Sarasota, the choice is yours in alluring Oyster Bay.

Map of Oyster Bay Estates

Save this Search
Sort listings by:Price, High to Low
Sort listings by: Price

Ask a Question. We are here to help!

Please provide a valid email address.