Oyster Bay Estates

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Oyster Bay Estates Real Estate for Sale – Sarasota, Florida 34231

Oyster Bay Estates

Oyster Bay Estates is one of the earliest luxury waterfront real estate in Sarasota, Florida. A few of the residences in this community date back to the 1910s–1920s era during which the state increasingly became a haven for vacationing snowbirds. Most of the waterfront residences here are located at the subdivision’s North and South Lake Shore Drive. Picturesque water views are likewise afforded by a lagoon at the neighborhood’s Camino and Westwood Lanes. The residences here are single family homes with eclectic designs spanning the tastes of nearly a century of development in Sarasota that includes Spanish Mediterranean, Key West or ranch styles, and contemporary Sarasota School of Architecture themes.

Oyster Bay Estates

Mature trees and lush landscaping further boost the community’s stimulating waterfront environment afforded by the scenic Roberts Bay adjacent toward the north to the larger Sarasota Bay. The property’s bay front area is also part of the Intracoastal Waterway, enabling easy passage to southwest Florida areas offering water-based life and leisure activities. The home sites of Oyster Bay are relatively larger than typical Sarasota residential lots, thus enabling a wider range of lifestyle possibilities for the subdivision’s residents.

Listings of Sarasota waterfront real estate for sale often feature available properties in the community with residential lots measuring from about 15,000 square feet to almost 23,000 square feet. The price points of Oyster Bay Estates homes can start near the $700s for an off-waterfront residence built in 1962 in a one-fourth acre lot with a 2,500-square-foot house having two bedrooms and two full baths. A $2.5 million asking price can be quoted for an updated waterfront home constructed in 1959 with a floor plan measuring 5,810 square feet with five bedrooms, three full baths and two half baths.

Oyster Bay Estates

Besides the community’s park, Oyster Bay Estates residents are also privileged with being neighbors to the prestigious and historic Field Club offering a wide variety of membership privileges such as tennis, boating, and swimming. Located a short distance south of the community, this club is in the National Register of Historic Places in recognition of its being one of several Florida Gold Coast winter homes built during the 1910s and the 1920s.

Notably, the neighborhood has no CDD fee and is also close to the bus line. Schools near the community include Philippi Shores Elementary, Brookside Middle, and Riverview High. Oyster Bay Estates’ location west of the Tamiami Trail provides convenient access to other Sarasota developments such as the Southside Village shops, Southgate Mall, and the gourmet market at the trendy Hyde Park area. As easily accessible are the Gulf Coast beaches, particularly those at the world famous Siesta Key only a few miles west of the Oyster Bay Estates. Downtown Sarasota and its centers for shopping, dining and arts and culture can also be reached within a few minutes from the community.


Oyster Bay Estates Real Estate for Sale

Below are all of the current real estate listings available for sale at Oyster Bay Estates.

Please contact us if you would like to schedule a tour of any of the listed properties.

MLS# A4181371 - Status: Active View Property Details Add to Favorites View Map

  • 1145 N LAKE SHORE DR
  • Price: $3,350,000
  • Zip Code: 34231
  • 6963 Square Feet
  • Subdivision: OYSTER BAY ESTATES
  • Bedrooms: 5 Baths: 5+
  • ESTATE SIZED HOME-PROTECTED WATER. Mainland residence located on a peninsular in the Oyster Bay comm. The interior lot location offers beautiful water vistas & a wide canal for your pvt dock & lift. Boasting nearly 7,000SF; customized for entertai ... Read More
  • Listing courtesy of: CANDY SWICK & COMPANY

MLS# A4185342 - Status: Active View Property Details Add to Favorites View Map

  • 4509 CAMINO REAL
  • Price: $2,600,000
  • Zip Code: 34231
  • 4400 Square Feet
  • Subdivision: OYSTER BAY
  • Bedrooms: 4 Baths: 3+
  • Nestled beautifully in Sarasota's most coveted location, West of the Trail, this distinctive home is superbly integrated with its picturesque surroundings. Designed by esteemed Architect Guy Peterson as his personal family residence, the half-acre pr ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4180745 - Status: Active View Property Details Add to Favorites View Map

  • 1451 REBECCA LN
  • Price: $2,299,000
  • Zip Code: 34231
  • 4683 Square Feet
  • Subdivision: OYSTER BAY LANDINGS
  • Bedrooms: 4 Baths: 5
  • A BOATER'S DELIGHT! Great for fishing, kayaking, and tubing with family. No bridges to Sarasota Bay and easy access to Siesta Key Beach. Includes a boat dock with 15,000 lb boatlift. This custom home is situated in a private gated community located W ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4191233 View Property Details Add to Favorites View Map

  • 1400 KENILWORTH ST
  • Price: $2,250,000
  • Zip Code: 34231
  • 0 Acres
  • A rare opportunity to purchase a private peninsula in Oyster Bay Landings, a gated community West of Trail in Sarasota's exclusive Oyster Bay. Secluded, quiet and surrounded by water, this one-of-a-kind property is a haven of peace and relaxation. Th ... Read More
  • Listing courtesy of: Premier Sothebys Intl Realty

MLS# A4191231 - Status: Active View Property Details Add to Favorites View Map

  • 1400 KENILWORTH ST
  • Price: $2,250,000
  • Zip Code: 34231
  • 2582 Square Feet
  • Subdivision: OYSTER BAY LANDINGS
  • Bedrooms: 3 Baths: 3
  • This is a rare opportunity to live on a private peninsula in Oyster Bay Landings, a gated community West of Trail in Sarasota's exclusive Oyster Bay. Secluded, quiet and surrounded by water, this one-of-a-kind property is a haven of peace and relaxat ... Read More
  • Listing courtesy of: Premier Sothebys Intl Realty

MLS# A4193722 - Status: Active View Property Details Add to Favorites View Map

  • 4410 CAMINO REAL
  • Price: $2,090,000
  • Zip Code: 34231
  • 3018 Square Feet
  • Subdivision: OYSTER BAY ESTATES
  • Bedrooms: 4 Baths: 4
  • Spectacular and unique Oyster Bay Estates waterfront property. Well over a half acre on a private protected deep boat basin with wonderful Bay views and no fixed bridges. Only if desired, plans are included and ready for permitting on a Florida Coast ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4185525 - Status: Active View Property Details Add to Favorites View Map

  • 4487 CAMINO REAL
  • Price: $1,295,000
  • Zip Code: 34231
  • 2765 Square Feet
  • Subdivision: OYSTER BAY ESTATES
  • Bedrooms: 3 Baths: 2+
  • West of Trail directly across from the Field Club, this stunning contemporary beautiful home in sought-after Oyster Bay. Situated on 1/2 acre with beautiful gardens surrounding the home featuring exotic and lush tropical landscaping with a lap pool w ... Read More
  • Listing courtesy of: Michael Saunders & Company