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# A4442286

  • 1522 N LAKE SHORE DR
  • Price: $3,100,000
  • 4783 Sqft
  • Bedrooms: 4
  • Baths: 4+
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MLS# A4439843

  • 1621 N LAKE SHORE DR
  • Price: $2,695,000
  • 4688 Sqft
  • Bedrooms: 4
  • Baths: 4+
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MLS# A4428336

  • 1329 N LAKE SHORE DR
  • Price: $2,495,000
  • 0 Acres
  • Lot Size: 1/2 Acre to 1 Acre
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MLS# A4414590

  • 1329 N LAKE SHORE DR
  • Price: $2,495,000
  • 3160 Sqft
  • Bedrooms: 3
  • Baths: 2+
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MLS# A4436668

  • 1409 S LAKE SHORE DR
  • Price: $2,375,000
  • 0 Acres
  • Lot Size: 1/2 Acre to 1 Acre
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MLS# A4443962

  • 1525 N LAKE SHORE DR
  • Price: $2,100,000
  • 4407 Sqft
  • Bedrooms: 3
  • Baths: 3+
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MLS# A4432539

  • 1400 KENILWORTH ST
  • Price: $2,100,000
  • 2582 Sqft
  • Bedrooms: 3
  • Baths: 3
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MLS# A4432440

  • 1400 KENILWORTH ST
  • Price: $2,100,000
  • 0 Acres
  • Lot Size: 1/4 Acre to 21779 Sq. Ft.
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MLS# A4425835

  • 4439 WESTWOOD LN
  • Price: $1,650,000
  • 3657 Sqft
  • Bedrooms: 4
  • Baths: 3+
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MLS# A4439369

  • 1431 REBECCA LANE, LOT #4
  • Price: $1,250,000
  • 0 Acres
  • Lot Size: 1/4 Acre to 21779 Sq. Ft.
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MLS# A4439368

  • 1421 REBECCA LANE, LOT #3
  • Price: $1,250,000
  • 0 Acres
  • Lot Size: Up to 10,889 Sq. Ft.
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MLS# A4431395

  • 1401 KENILWORTH ST
  • Price: $1,200,000
  • 0 Acres
  • Lot Size: 1/4 Acre to 21779 Sq. Ft.
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MLS# A4424993

  • 4487 CAMINO REAL
  • Price: $1,125,000
  • 2765 Sqft
  • Bedrooms: 3
  • Baths: 2+
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MLS# A4422136

  • 1511 S LAKE SHORE DR
  • Price: $1,100,000
  • 0 Acres
  • Lot Size: 1/2 Acre to 1 Acre
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MLS# A4431400

  • 0 KENILWORTH LOT 14 ST
  • Price: $1,000,000
  • 0 Acres
  • Lot Size: 1/4 Acre to 21779 Sq. Ft.
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MLS# A4419652

  • 1616 N LAKE SHORE DR
  • Price: $965,000
  • 0 Acres
  • Lot Size: 1/4 Acre to 21779 Sq. Ft.
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MLS# A4419648

  • 1616 N LAKE SHORE DR
  • Price: $965,000
  • 2389 Sqft
  • Bedrooms: 3
  • Baths: 3
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MLS# A4436235

  • 1555 EASTBROOK DR
  • Price: $699,000
  • 0 Acres
  • Lot Size: 1/4 Acre to 21779 Sq. Ft.
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MLS# A4432827

  • 1555 EASTBROOK DR
  • Price: $699,000
  • 1889 Sqft
  • Bedrooms: 4
  • Baths: 2
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MLS# A4442428

  • 1828 N LAKE SHORE DR
  • Price: $619,000
  • 2503 Sqft
  • Bedrooms: 3
  • Baths: 3
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