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You are here: Home / Whitakers Landing & Tocobaga Bay Homes for Sale in Sarasota

Whitakers Landing & Tocobaga Bay Homes for Sale in Sarasota

Whitakers Landing and Tocobaga Bay are two elegant gated waterfront communities located just north of Downtown Sarasota. Situated near the Tamiami Trail and just north of the John Ringling Causeway, these exclusive neighborhoods enjoy a prime location close to Sarasota Bay and the barrier islands.

Both communities offer luxury homes surrounded by natural beauty and scenic waterways. Whitakers Landing sits along the shores of Whitaker Bayou, which provides direct access toward Sarasota Bay and the Gulf of Mexico. Many homes in Whitakers Landing feature private docks and impressive waterfront views.

Whitakers Landing and Tocobaga Bay Homes

The architecture throughout Whitakers Landing and Tocobaga Bay reflects upscale Mediterranean and Spanish-inspired designs. Homes are typically large luxury estates with features such as multiple balconies, expansive terraces, private swimming pools, skylights, and spacious indoor-outdoor living areas.

Many of the homes are multi-level residences designed to maximize views of Sarasota Bay, Whitaker Bayou, and the nearby barrier islands. While Whitakers Landing offers several waterfront homes with dock access, only a few properties in Tocobaga Bay enjoy direct waterfront views.

Because both neighborhoods contain a limited number of residences, homes in Whitakers Landing and Tocobaga Bay are rarely available and tend to attract strong buyer interest when they come on the market.

Location and Lifestyle

One of the biggest advantages of living in Whitakers Landing or Tocobaga Bay is their close proximity to the cultural and entertainment attractions of Downtown Sarasota. Residents can easily walk or bike to performing arts venues, museums, waterfront parks, restaurants, and boutique shopping areas.

Boating and fishing enthusiasts also appreciate the easy water access from Whitaker Bayou, which connects to Sarasota Bay and the Gulf of Mexico. Nearby parks and waterfront areas offer additional opportunities for outdoor recreation.

The nearby barrier islands and beaches, including Lido Key and Longboat Key, are also just a short drive away.

Homes for Sale at Whitakers Landing & Tocobaga Bay in Sarasota

Whitakers Landing and Tocobaga Bay remain among Sarasota’s most prestigious waterfront communities thanks to their luxury homes, scenic bayou setting, and exceptional downtown location. View current Whitakers Landing and Tocobaga Bay Sarasota homes for sale below if inventory is available.

1703 N TAMIAMI TRAIL B507 SARASOTA FL 34234
1 / 48
$589,900
Condominium For Sale
Active
1
BED
2
TOTAL BATHS
858
SQFT
1703 N TAMIAMI TRAIL B507
SARASOTA, FL 34234
THE STRAND Subdivision
1709 N TAMIAMI TRAIL 502 SARASOTA FL 34234
1 / 44
$649,000
Condominium For Sale
Active
1
BED
2
TOTAL BATHS
1,050
SQFT
1709 N TAMIAMI TRAIL 502
SARASOTA, FL 34234
THE STRAND Subdivision
955 WHITAKERS LANE SARASOTA FL 34236
Price Change - 3 days ago
1 / 14
$1,999,000
Land For Sale
Active
0.4
ACRES
SARASOTA
COUNTY
955 WHITAKERS LANE
SARASOTA, FL 34236
WHITAKERS LANDING Subdivision
975 WHITAKERS LANE SARASOTA FL 34236
1 / 60
$4,300,000
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
5,361
SQFT
975 WHITAKERS LANE
SARASOTA, FL 34236
WHITAKERS LANDING Subdivision
1709 N TAMIAMI TRAIL 503 SARASOTA FL 34234
1 / 43
$599,000
Condominium For Sale
Active
1
BED
2
TOTAL BATHS
958
SQFT
1709 N TAMIAMI TRAIL 503
SARASOTA, FL 34234
THE STRAND Subdivision
1023 TOCOBAGA LANE SARASOTA FL 34236
1 / 70
$3,795,000
Single Family Residence For Sale
Active
3
BEDS
4
TOTAL BATHS
3,599
SQFT
1023 TOCOBAGA LANE
SARASOTA, FL 34236
TOCOBAGA BAY Subdivision
1000 TOCOBAGA LANE SARASOTA FL 34236
Price Change - 5 days ago
1 / 52
$8,750,000
Single Family Residence For Sale
Active
6
BEDS
8
TOTAL BATHS
7,812
SQFT
1000 TOCOBAGA LANE
SARASOTA, FL 34236
TOCOBAGA BAY Subdivision
1709 N TAMIAMI TRAIL 220 SARASOTA FL 34234
1 / 18
$580,000
Condominium For Sale
Active
1
BED
2
TOTAL BATHS
803
SQFT
1709 N TAMIAMI TRAIL 220
SARASOTA, FL 34234
THE STRAND OF SARASOTA Subdivision
1709 N TAMIAMI TRAIL 514 SARASOTA FL 34234
Price Change - 2 weeks ago
1 / 31
$499,000
Condominium For Sale
Active
1
BED
2
TOTAL BATHS
958
SQFT
1709 N TAMIAMI TRAIL 514
SARASOTA, FL 34234
THE STRAND OF SARASOTA Subdivision
1709 N TAMIAMI TRAIL 214 SARASOTA FL 34234
1 / 44
$445,000
Condominium For Sale
Active
1
BED
2
TOTAL BATHS
855
SQFT
1709 N TAMIAMI TRAIL 214
SARASOTA, FL 34234
THE STRAND OF SARASOTA Subdivision
1709 N TAMIAMI TRAIL 215 SARASOTA FL 34234
1 / 42
$445,000
Condominium For Sale
Active
1
BED
2
TOTAL BATHS
855
SQFT
1709 N TAMIAMI TRAIL 215
SARASOTA, FL 34234
THE STRAND OF SARASOTA Subdivision

Whitakers Landing & Tocobaga Bay Sarasota FAQ

Where are Whitakers Landing and Tocobaga Bay located?

Both communities are located just north of Downtown Sarasota near the Tamiami Trail and the John Ringling Causeway.

Are Whitakers Landing and Tocobaga Bay gated communities?

Yes. Both neighborhoods are private gated communities.

Do homes have waterfront access?

Many homes in Whitakers Landing have waterfront views and dock access along Whitaker Bayou, while only a few properties in Tocobaga Bay have waterfront access.

How close are the communities to Sarasota beaches?

Residents are just a short drive from beaches on Lido Key and Longboat Key.

What schools serve the area?

Students are generally zoned for Emma E. Booker Elementary, Booker Middle School, and Booker High School.

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The Wendy Lynn Group Sarasota exp Realty



  • 1300 Main Street, Sarasota, FL 34236

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Downtown Neighborhoods & Condo Communities

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Areas We Serve

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Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
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Privacy and security remain top priorities for many relocating buyers.,#GatedCommunities,

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Strategic pricing in week one often determines final sale price. Know where your home stands.,#HomeSelling #PricingStrategy,https://www.wendylynngroup.com/seller/valuation/

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