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# A4493808 - Status: Active View Property Details Add to Favorites View Map

  • 1423 S LAKE SHORE DR
  • Price: $4,995,000
  • Zip Code: 34231
  • 6739 Square Feet
  • Subdivision: OYSTER BAY ESTATES
  • Bedrooms: 5 Baths: 5+
  • One or more photo(s) has been virtually staged. Spectacular one-of-a-kind location and privacy close to downtown Sarasota and minutes from the gorgeous award-winning Siesta Key beach. A truly custom-designed waterfront home built in 2016. 6,793 squar ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4498214 - Status: Active View Property Details Add to Favorites View Map

  • 1145 N LAKE SHORE DR
  • Price: $3,650,000
  • Zip Code: 34231
  • 6963 Square Feet
  • Subdivision: OYSTER BAY ESTATES
  • Bedrooms: 5 Baths: 5+
  • **ALMOST 1/2 ACRE BAYFRONT ON ROBERTS BAY ADJACENT TO INTERCOASTAL WATERWAY WITH 100 FEET OF SEAWALL, BOAT DOCK, AND BOAT LIFT.** THIS ESTATE SIZE HOME(6963sf) located in the beloved Oyster Bay community was built in two residences and later combine ... Read More
  • Listing courtesy of: KELLER WILLIAMS CLASSIC GROUP

MLS# A4495936 - Status: Active View Property Details Add to Favorites View Map

  • 4414 WESTWOOD LN
  • Price: $3,149,800
  • Zip Code: 34231
  • 4531 Square Feet
  • Subdivision: OYSTER BAY ESTATES
  • Bedrooms: 4 Baths: 4+
  • Pre-Construction. To be built. This expansive lakefront custom home is situated on an estate sized home site in Sarasota's coveted West of Trail area. Through a striking Entry Courtyard, Owners are greeted by a wide Great Room with expansive views of ... Read More
  • Listing courtesy of: HB REALTY GROUP INC.

MLS# A4487508 - Status: Active View Property Details Add to Favorites View Map

  • 1421 N LAKE SHORE DR
  • Price: $2,750,000
  • Zip Code: 34231
  • 4217 Square Feet
  • Subdivision: OYSTER BAY ESTATES
  • Bedrooms: 4 Baths: 4+
  • Under Construction. Currently under construction by renowned, award-winning Platinum Coast Construction with expected completion Summer 2021, this modern masterpiece has been planned with uncompromising detail, meticulous attention to architectural s ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4462797 - Status: Active View Property Details Add to Favorites View Map

  • 1430 KIMLIRA LN
  • Price: $1,675,000
  • Zip Code: 34231
  • 4460 Square Feet
  • Subdivision: OYSTER BAY ESTATES
  • Bedrooms: 5 Baths: 5
  • Stunning Oyster Bay 4460 sq.ft. estate has been carefully designed to blend into the natural setting of this secluded acre property. Beautifully imagined and masterfully constructed home features 5 bedrooms and 5 baths. A mix of hand scraped wood fl ... Read More
  • Listing courtesy of: THE RAY WILLIAMS GROUP LLC