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| Total Listings: | 11 |
| Average Price: | $5,642,455 |
| Highest Price: | $10,980,000 |
| Lowest Price: | $2,125,000 |
| Average Size: | 4,513 ft² |
| Average Price Per Square Foot: | $1,005 per ft² |
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Discover The Captivating Essence Of 1136 N Lake Shore Drive In Oyster Bay Estates—a Coveted 1.41-acre Sanctuary Along The Pristine Waters Of Sarasota Bay. This Exceptional Property Is The Essence Of Waterfront Living With Over 430 Feet On The Bay ...
Discover The Captivating Essence Of 1136 N Lake Shore Drive In Oyster Bay Estates—a Coveted 1.41-acre Sanctuary Along The Pristine Waters Of Sarasota Bay. This Exceptional Property Is The Essence Of Waterfront Living With Over 430 Feet On The Ba...
Under Construction. The Windemere Ii Is An Extraordinary Luxury Custom Home Meticulously Crafted By Heritage Builders. This Coastal Contemporary Residence With Clean Lines Is Situated On A Very Rare West-of-trail Lakefront Estate Home Site. The Ex...
Located West-of-trail In One Of Sarasota’s Sought-after Neighborhoods, Oyster Bay Estates, This Stunning Waterfront Home Is Designed For Those Who Appreciate Breathtaking Views And Effortless Entertaining. With A Prime Position On Sarasota Bay, Th...
One Or More Photo(s) Has Been Virtually Staged. Under Construction. Welcome To A Life Of Unparalleled Luxury In An Unrivaled Location, Where Every Detail Has Been Meticulously Crafted To Create A Haven Of Sophistication And Comfort. Set Within Oys...
Designed By Esteemed Architect John Potvin, This Exceptional Home Combines Elegance With Casual Tropical Charm. Created With Flexibility In Mind, Its Three Distinct Structures—connected By Covered Lanais—provide Privacy And Grand Spaces For Social...
Pre-construction. To Be Built. Pre-construction. To Be Built. Step Into The Pinnacle Of Modern Luxury With This Stunning Home Located In The Prestigious Oyster Bay Estates Built By The Holliday Group. Nestled On A Generous 18,991 Sq Ft Lot With 71...
This Exceptional Custom-built Residence With Separate Guest Quarters Is Located In The Highly Sought-after Oyster Bay Estates On Over Half An Acre Of Land And Offers A Private, Luxurious Lifestyle And A Unique Blend Of Modern Upgrades. Situated In...
This Oyster Bay Residence With Well Known Address Of “north Lakeshore Dr.”….west Of Trail Perfect Location…..close To Siesta Key And The Activities And Also Near The Renowned “field Club”. The Grand Entrance Is Deserving Of The Compliments You Wi...
Nestled Among Towering Oaks And Mature Landscaping Sits This Mid-century Modern Home. On An Oversized Lot With A Pavered Circular Driveway, A Fully Fenced Yard That Is Perfect For Pets, And A Side Entry Oversized 2 Car Garage. This Updated Home Ex...
Welcome To This Beautifully Updated 4-bedroom, 3.5-bathroom Residence Nestled In The Highly Sought-after Oyster Bay Area. Perfectly Positioned West Of The Trail, Outside Of A Flood Zone, This Charming Residence Offers The Ideal Blend Of Comfort, ...
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 April 30th, 2025 at 1:20pm EDT.
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.
