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

  • 1451 REBECCA LN
  • Price: $2,475,000
  • Zip Code: 34231
  • 4683 Square Feet
  • Subdivision: OYSTER BAY LANDINGS
  • Bedrooms: 4 Baths: 5
  • You will be at once captivated by this custom masterpiece residence located West of Trail in Oyster Bay Landings. Featuring a deeded boat dock with 15,000 lb lift, 4,700 +/- sq ft of living area, and newer construction with the finest architectural d ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4183583 - Status: Active View Property Details Add to Favorites View Map

  • 1615 S LAKE SHORE DR
  • Price: $2,250,000
  • Zip Code: 34231
  • 4642 Square Feet
  • Subdivision: OYSTER BAY ESTATES
  • Bedrooms: 3 Baths: 3+
  • Beautiful lake front address in Oyster Bay! Wooded setting with tall pines and old oaks on over an acre sets the scene for this custom-built home fronting onto a peaceful spring-fed lake where you are transported to the Carolinas. Contemporary styl ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4171713 - Status: Active View Property Details Add to Favorites View Map

  • 1865 N LAKE SHORE DR
  • Price: $1,494,500
  • Zip Code: 34231
  • 3937 Square Feet
  • Subdivision: OYSTER BAY ESTATES
  • Bedrooms: 5 Baths: 4
  • RARELY AVAILABLE 5 BEDROOM HOME West of Trail in Oyster Bay Estates, situated amongst stately oaks on over half an acre. This extraordinary John Cannon built two-story residence boast magnificent square footage. The open kitchen includes wood cabinet ... Read More
  • Listing courtesy of: WATERSIDE REALTY LLC

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

MLS# A4178618 - Status: Active View Property Details Add to Favorites View Map

  • 1833 N LAKE SHORE DR
  • Price: $1,295,000
  • Zip Code: 34231
  • 3323 Square Feet
  • Subdivision: OYSTER BAY ESTATES
  • Bedrooms: 4 Baths: 3
  • Don't miss the opportunity own this unique and exquisite design of this Mid-Century Modern Home by Jack West complete with all the things you would expect.... Ocala block, disappearing glass walls, clean lines and more. Enter through the private gate ... Read More
  • Listing courtesy of: Coldwell Banker Res R E

MLS# A4167174 - Status: Active View Property Details Add to Favorites View Map

  • 1613 FIELD RD
  • Price: $899,000
  • Zip Code: 34231
  • 3292 Square Feet
  • Subdivision: OYSTER BAY ESTATES
  • Bedrooms: 3 Baths: 3+
  • Excellent Sarasota location west of the trail! Oyster Bay Estates, 3BR/3BA/2HBA two story pool home with private fenced backyard. Enjoy outdoor living at its finest with mature topical landscaping, a full outdoor kitchen and bar overlooking the pool ... Read More
  • Listing courtesy of: Coldwell Banker Res R E