Oyster Bay Estates

In This Community

6 homes for sale

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Nestled against the pristine waters of Roberts Bay, Oyster Bay Estates Homes for sale in Sarasota offers an exceptional collection of luxurious residences, inviting discerning homebuyers to experience a sophisticated and elegant lifestyle in a picturesque paradise. Steeped in history, this acclaimed community showcases a range of architectural styles that exude an Old World charm seldom found in modern designs. Many of the homes in Oyster Bay Estates have undergone tasteful renovations while still preserving their distinguished character, reminiscent of the bygone times of the early 20th century.

Enveloped by lush landscapes, Oyster Bay Estates captivates with its natural beauty, enhancing the stunning scenery that surrounds it. The breathtaking waterfront views, overlooking Roberts Bay, create a serene ambiance and serve as a visual delight for residents. Boasting a boater's haven, select residences offer private access to canals that lead to the azure waters of the Gulf of Mexico, providing an exquisite escape for boating enthusiasts. Adjacent to The Field Club, a renowned organization offering boating, tennis, and social privileges, Oyster Bay Estates residents can enjoy an array of recreational activities and amenities. For those seeking further entertainment, the vibrant Southside Village is just moments away, offering tree-lined streets to explore, an array of restaurants, and boutique shops, including the popular Morton's Gourmet Market. A short distance north lies downtown Sarasota, a bustling hub brimming with a thriving arts scene, eclectic dining options, and unique shopping experiences.

Oyster Bay Estates Homes For Sale

$6,998,000

MLS#MFRA4637673

1521 S Lake Shore Dr
Sarasota, FL 34231

4

7

4

6,983 SqFt

Pool

Water Front

0.55 Acres

246 Days

New Construction

$6,695,000

MLS#MFRA4641614

1137 N Lake Shore Dr
Sarasota, FL 34231

6

7

6

13,697 SqFt

Pool

Water Front

0.46 Acres

222 Days

Reduced

$4.9 Million

$6,975,000

MLS#MFRA4626321

4431 Camino Real
Sarasota, FL 34231

4

5

3

5,606 SqFt

Pool

Water Front

0.42 Acres

350 Days

New Construction

$4,395,000

MLS#MFRA4627178

1802 Field Rd
Sarasota, FL 34231

4

5

3

6,108 SqFt

Pool

0.73 Acres

339 Days

New Construction

Reduced

$2,897,500

$2,987,500

MLS#MFRA4653272

1801 Field Rd
Sarasota, FL 34231

3

5

3

3,411 SqFt

Pool

0.36 Acres

62 Days

New Construction

Under Contract

$2,350,000

$2,880,000

MLS#MFRA4643558

1909 Field Rd
Sarasota, FL 34231

4

3

3

4,688 SqFt

Pool

0.63 Acres

213 Days

6 Active Listings in Oyster Bay Estates

If you're looking for an alternative community, consider exploring The Landings. Situated nearby, The Landings offers a distinct residential enclave with its own unique charm. Boasting a mix of single-family homes and condominiums, this community provides a range of housing options to suit different preferences. The Landings features beautifully manicured landscapes, scenic waterways, and a host of amenities, including a private marina, tennis courts, and a clubhouse. Residents of The Landings enjoy a relaxed and inclusive atmosphere, fostering a strong sense of community spirit. With its convenient location near shopping, dining, and recreational opportunities, The Landings offers a desirable lifestyle for those seeking an exceptional living experience in Sarasota.

Whether you choose Oyster Bay Estates or The Landings, both communities provide an enchanting opportunity to live amidst natural beauty and indulge in the luxurious Sarasota lifestyle.

Oyster Bay Estates Community Summary

Oyster Bay Estates is a luxury community of single family homes in Sarasota, Florida, with a range of options priced between $2,149,000 and $6,998,000. There are currently a total of 6 homes for sale in Oyster Bay Estates. The smallest Oyster Bay Estates home presently available is a three bedroom three bathroom residence that is 3,411 square feet (2,997SF Under Air living space), and the largest of the Oyster Bay Estates homes currently on the market has six beds and six baths and is a 13,697 square foot (6,462SF Under Air) residence.

The Oyster Bay Estates HOA rules do allow homeowners to have pets. There is a limit of how many pets you may have. Dogs and cats are allowed.

There are three commercial airports that serve Oyster Bay Estates - Sarasota Bradenton International (SRQ), which is seven miles away; Punta Gorda (PGD), which is 42 miles away, and Tampa International (TPA), which is 47 miles away. For those who fly private, there is a private airport nearby: Venice Municipal (VNC) which is sixteen miles away.

Oyster Bay Estates real estate activity on the Sarasota MLS during the past year (as of October 2025) reflects two homes changing hands, with an average asking price of $899,500 and an average selling price of $791,500. This represents a list-to-sell price ratio of 88% and $274 per square foot. During this period, Oyster Bay Estates homes for sale have taken an average of 196 days to sell.

In addition, there are numerous other communities in Sarasota to choose from, or you may browse all available Sarasota Real Estate, including some new construction opportunities. Homes for sale in Oyster Bay Estates are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Oyster Bay Estates hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Florida real estate needs.

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.