Oyster Bay Estates

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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!

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MLS® Listing Statistics

Total Listings: 8
Average Price: $4,199,125
Highest Price: $8,950,000
Lowest Price: $1,899,000
Average Size: 3,305 ft²
Average Price Per Square Foot: $962 per ft²

Explore Other West of the Trail Communities

Listings for Sale in Oyster Bay

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Image 0: A4585703

1137 North Lake Shore Drive, SARASOTA, FL - $8,950,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 6,462 SQFT
  • 49 DOM
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This Unique Gated Waterfront Estate Is Situated On A Private Cul-de-sac In One Of The Most Coveted Neighborhoods In Sarasota, Oyster Bay. This Home Blends Definitive Architectural Features And Exquisite Finishes That Create A Remarkable Yet Comfor...

Image 1: A4585210

1522 North Lake Shore Drive, SARASOTA, FL - $5,300,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,783 SQFT
  • 52 DOM
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Situated In A Tranquil, Picturesque Lakefront Setting In Sarasota’s Coveted Oyster Bay Neighborhood, This Thoughtfully Designed 4-bedroom, 4.5-bathroom Home Showcases Exceptional Workmanship, Luxurious Appointments And Elegant Indoor-outdoor Livin...

4431 Camino Real, SARASOTA, FL - $5,000,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 5,000 SQFT
  • 70 DOM
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Pre-construction. To Be Built. Welcome To 4431 Camino Real, An Architectural Masterpiece To Be Built In The Upscale Oyster Bay Estates, Sarasota, Florida. This Luxurious, Lakefront Property Offers Unparalleled Elegance, Boasting Five Spacious Bedr...

Image 3: A4588075

1329 North Lake Shore Drive, SARASOTA, FL - $4,750,000

Land, Land
  • 29 DOM
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Nestled In Sarasota's Highly Coveted West Of Trail Neighborhood, Oyster Bay, This One Acre Cleared Waterfront Lot Presents A Rare Opportunity For An Ideal Location To Build A Waterfront Home. With 148 Feet Of Water Frontage Along The Intracoastal ...

1615 South Lake Shore Drive, SARASOTA, FL - $3,100,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,329 SQFT
  • 44 DOM
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Beautiful Lake Front Home In Oyster Bay. Over Half An Acre With Beautiful Oak Trees And Luscious Mature Vegetation And Fenced In. This Custom Home Has A Contemporary Look As You Enter Through A Courtyard. The Volume Ceilings As You Enter Into The ...

Image 5: A4574804

1815 North Lake Shore Drive, SARASOTA, FL - $2,695,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,439 SQFT
  • 131 DOM
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Located “west Of Trail” In One Of The Most Sought-after Areas In Sarasota This Stunning Home Is Perfectly Positioned On A Corner Lot Amidst The Lush Florida Landscape To Deliver The Utmost Privacy Yet Be Minutes From Everything Living In Sarasota ...

Image 6: A4579921

1514 South Lake Shore Drive, SARASOTA, FL - $1,899,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,430 SQFT
  • 86 DOM
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Nestled On One-third Of An Acre In The Picturesque West Of Trail Community Of Oyster Bay Estates, This Captivating One-of-a-kind Home Combines Striking Artisan And Architectural Details With Elegant Charm And Comfort Inside And Out. The 2,430-sf R...

1514 South Lake Shore Drive, SARASOTA, FL - $1,899,000

Outstanding Buildable Lot In Oyster Bay With Rear Southern Exposure. X Flood Zone But Near Sarasota Bay. Quiet Affluent Neighborhood With Welcoming Neighbors And One Block From The Beautiful Yacht And Tennis Club, The Field Club. No Mandatory...

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 DBA Stellar MLS.

Listing information last updated on December 1st, 2023 at 5:19am 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

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