Oyster Bay Estates Homes For Sale | Sarasota, FL

Oyster Bay Estates Community Guide

Oyster Bay Estates is a community in Sarasota, built 1945-2026.

Oyster Bay Real Estate in Sarasota, FL

Oyster Bay Estates homes for sale make up a desirable enclave of roughly 143 single-family homes West of the Trail in Sarasota, tucked a few blocks south of Bee Ridge Road between Roberts Bay and the Tamiami Trail. Architectural styles run the gamut from Spanish Mediterranean and Key West to Ranch and Contemporary, with homes dating from 1952 right up through current construction. Even the older homes have been thoughtfully updated by current owners, so you won’t find much deferred maintenance here.

Homes range widely in size, from about 1,500 up to 7,000 square feet, with some offering deep water boat docks and others sitting lakefront instead. There’s no CDD fee, and many residents also join The Field Club nearby for its clubhouse, boat access, community pool, tennis courts, and fine dining. You’re close to Southside Village’s shops and restaurants, Morton’s Gourmet Market, Publix, and Sarasota Memorial Hospital, all within easy reach.

Key Facts:

143 Residences

Price Range:$1.8M-$26.0M
Year Built:1945 – 2023
Size (Sq. Ft.):2,409 – 10,697
Min. Lease:1 Month
Leases/ Year:12
Gated:✖ No
Pool:✖ No
Fences:✔ Yes
Golf Course: ✖ No
CDD Fee:✖ No

*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.

Amenities Includes:

None

Community Fee Includes:

None

Additional Oyster Bay Neighborhood Information

Homes range from 1,500 to 7,000 square feet with deep water boat docks and other homes are on the lakefront. The homes were built on large lots with some of these executive and mansion style estates situated on Sarasota Bay.  Many of these special homes have beautiful balconies, private lanais, tropical gardens, pools and plenty of space for entertaining family and guests.  The nearby prestigious and historic Field Club on Roberts Bay was originally built as a residence in the 1920โ€™s and was offered as a club in 1957.  The Field Club now offers the Oyster Bay community a variety of membership privileges such as a clubhouse, boat docks with water access, community pool, tennis courts, park, and fine dining. The neighborhood is located near top-rated schools. Pets are always welcome. The annual HOA fee is very reasonable.

Location

Oyster Bay Estates is a great location close to Southside Village with its many shops and restaurants, Mortonโ€™s Gourmet Market, Publix, medical facilities and Sarasota Memorial Hospital.  Spend the day relaxing on the beautiful powdery sand of Siesta Key Beach watching dolphins jumping through the waves and taking in the breathtaking sunset.  If you enjoy shopping, the UTC Mall and St. Armandโ€™s Circle will keep you busy.  In a few minutes you can be in downtown Sarasota for an evening of fine dining along with theatrical performances and cultural venues. Golf enthusiasts have numerous public and semi-private challenging courses throughout the area.  The Sarasota Airport is conveniently located for greeting upcoming guests to the Sunshine State.

Oyster Bay Estates homes for sale offer a relaxing Florida experience with that โ€œOld World Charmโ€.  Take advantage of a great opportunity to live in a very sought-after Sarasota neighborhood.

Oyster Bay Estates Frequently Asked Questions

Oyster Bay Estates Real Estate


How large is the Oyster Bay neighborhood in Sarasota?

Oyster Bay is about 143 homes, built between 1952 – present.

Is there a community pool in Oyster Bay?

No, Oyster Bay does not have a community pool.

Is Oyster Bay in Sarasota a gated community?

No, Oyster Bay is not a gated community.

Is Oyster Bay in Sarasota a maintenance-free neighborhood?

The HOA maintains the common areas of the community, however homeowners are responsible for their own yard care.

Does Oyster Bay in Sarasota have a CDD?

No, Oyster Bay does not have a CDD. (CDD stands for “Community Development District”. It is an additional tax assessment included on a property’s annual real estate tax bill, which pays for the initial and ongoing infrastructure cost for community development.)

Does Oyster Bay allow fences?

Yes, some homes in Oyster Bay have fencing, however there may be HOA restrictions regarding which lot locations may have a fence, or the size or type of fence allowed. It is important to check HOA rules for specific fencing requirements prior to making a purchase decision.

How far is Oyster Bay from downtown Sarasota?

Oyster Bay is located about 3.5 miles from downtown Sarasota.

What public beach is closest to Oyster Bay?

Oyster Bay is located about 6.5 miles from Holmes Beach.

How far is the Sarasota International Airport from Oyster Bay?

Oyster Bay is located about 7.5 miles from the Sarasota International Airport.

*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.

Insight For Oyster Bay Estates

Learn our thoughts as professional Sarasota Realtors for the pros, cons, lifestyle, and proximity to beaches, shopping, and downtown.

Oyster Bay Estates Homes For Sale in Sarasota, FL.
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Our Personal Oyster Bay Estates Insights

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Pros

  • Waterfront community
  • Short walk to historic downtown Palm Harbor
  • Reasonable home prices
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Considerations

  • Some homes may be older and in need of updating
shopping district near UTC Mall
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Shopping

  • Grocery store is 3.6 miles
  • UTC Mall is 10.9 miles
  • Costco is 6.8 miles
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Beach

  • Siesta Key Beach is 5.2 miles
  • Closest beach is Siesta Key
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Lifestyle

  • Pinellas Trail offers running biking and walking paths
  • Quiet area but close to everything
  • Top-rated schools and entertainment
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Downtown Sarasota

  • 2.1 miles
  • 7 minute drive

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