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You are here: Home / Whitfield Estates Homes for Sale | Sarasota Florida

Whitfield Estates Homes for Sale | Sarasota Florida

Whitfield Estates is a historic neighborhood located in Sarasota between the Sarasota Bradenton International Airport and the Bayshore Gardens area. Known for its Old Florida charm and spacious homesites, Whitfield Estates holds the distinction of being one of the earliest residential golf communities developed in Sarasota County.

The neighborhood’s history dates back to the 1920s when developers created a golf community centered around what is now the Sara Bay Country Club. Originally envisioned as a luxury resort destination with marina access to Sarasota Bay, the development shifted toward residential housing after the Great Depression halted the larger resort plans.

Whitfield Estates Sarasota Homes

Today, the Whitfield district spans roughly 700 acres and features an eclectic mix of homes and architectural styles. Buyers can find everything from classic Florida ranch homes and mid-century properties to renovated Key West-style residences and luxury waterfront estates.

Some of the most notable homes in Whitfield Estates are historic waterfront properties located along Sarasota Bay. Several of these estates are recognized for their architectural significance and have been listed on the National Register of Historic Places.

The community attracts a diverse mix of residents including families, retirees, and seasonal homeowners who appreciate the neighborhood’s character and convenient location.

Location and Nearby Attractions

Whitfield Estates enjoys a prime location along the Tamiami Trail corridor, offering easy access to shopping, parks, and cultural attractions. Nearby destinations include the John and Mable Ringling Museum of Art, the Sarasota Jungle Gardens, and the historic Sarasota waterfront area.

Golf enthusiasts enjoy proximity to the Sara Bay Country Club as well as other courses throughout the Sarasota and Bradenton area. Shopping centers in the Bayshore Gardens district offer convenient access to grocery stores, restaurants, and everyday services.

Residents can also reach the beaches of Longboat Key within about 20 minutes.

Homes for Sale at Whitfield Estates in Sarasota

Whitfield Estates continues to attract buyers seeking historic charm, spacious homesites, and a convenient Sarasota location near the bay. View current Whitfield Estates Sarasota homes for sale below if inventory is available.

214 GAINES AVENUE SARASOTA FL 34243
New Listing - a week on site
1 / 64
$680,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,992
SQFT
214 GAINES AVENUE
SARASOTA, FL 34243
WHITFIELD ESTATES UNIT 1 Subdivision
7746 WESTMORELAND DRIVE SARASOTA FL 34243
New Listing - 2 weeks on site
1 / 41
$535,000
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
1,345
SQFT
7746 WESTMORELAND DRIVE
SARASOTA, FL 34243
WHITFIELD ESTATES Subdivision
121 HOLLY AVENUE SARASOTA FL 34243
New Listing - 4 weeks on site
1 / 41
$1,295,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,883
SQFT
121 HOLLY AVENUE
SARASOTA, FL 34243
NORTH ISLES Subdivision
7549 WESTMORELAND DRIVE SARASOTA FL 34243
1 / 38
$569,000
Single Family Residence For Sale
Active
2
BEDS
1
TOTAL BATH
1,410
SQFT
7549 WESTMORELAND DRIVE
SARASOTA, FL 34243
WHITFIELD ESTATES UNIT 1 Subdivision
1125 DANNY DR SARASOTA FL 34243
1 / 39
$400,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,587
SQFT
1125 DANNY DR
SARASOTA, FL 34243
WHITFIELD COUNTRY CLUB HTS 5 Subdivision
7510 WESTMORELAND DRIVE SARASOTA FL 34243
1 / 8
$439,900
Land For Sale
Active
0.26
ACRES
MANATEE
COUNTY
7510 WESTMORELAND DRIVE
SARASOTA, FL 34243
WHITFIELD ESTATES UNIT 1 Subdivision
844 MAGELLAN DRIVE SARASOTA FL 34243
1 / 40
$673,000
Single Family Residence For Sale
Active
3
BEDS
4
TOTAL BATHS
2,479
SQFT
844 MAGELLAN DRIVE
SARASOTA, FL 34243
WHITFIELD COUNTRY CLUB ADD Subdivision
7318 WESTMORELAND DRIVE SARASOTA FL 34243
1 / 39
$2,000,000
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
4,224
SQFT
7318 WESTMORELAND DRIVE
SARASOTA, FL 34243
NORTH ISLES Subdivision
7332 PHILLIPS STREET SARASOTA FL 34243
Price Change - 2 weeks ago
1 / 6
$149,900
Land For Sale
Active
0.23
ACRES
MANATEE
COUNTY
7332 PHILLIPS STREET
SARASOTA, FL 34243
WHITFIELD ESTATES BLKS 14-23 & 26 Subdivision
7230 SHEPHERD STREET SARASOTA FL 34243
1 / 30
$439,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,415
SQFT
7230 SHEPHERD STREET
SARASOTA, FL 34243
WHITFIELD ESTATES BLKS 14-23 & 26 Subdivision
7418 WESTMORELAND DRIVE SARASOTA FL 34243
1 / 49
$3,395,000
Single Family Residence For Sale
Active
5
BEDS
4
TOTAL BATHS
3,502
SQFT
7418 WESTMORELAND DRIVE
SARASOTA, FL 34243
WHITFIELD ESTATES BLKS 14-23 & 26 Subdivision
147 ADAIR AVENUE SARASOTA FL 34243
1 / 37
$599,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,856
SQFT
147 ADAIR AVENUE
SARASOTA, FL 34243
WHITFIELD ESTATES BLKS 14-23 & 26 Subdivision
7324 PHILLIPS STREET SARASOTA FL 34243
1 / 22
$669,999
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,958
SQFT
7324 PHILLIPS STREET
SARASOTA, FL 34243
WHITFIELD ESTATES BLKS 14-23 & 26 Subdivision
538 MAGELLAN DRIVE SARASOTA FL 34243
1 / 47
$789,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,410
SQFT
538 MAGELLAN DRIVE
SARASOTA, FL 34243
WHITFIELD COUNTRY CLUB ADD REP Subdivision
JUNGLE WAY SARASOTA FL 34243
1 / 6
$120,000
Land For Sale
Active
0.19
ACRES
MANATEE
COUNTY
JUNGLE WAY
SARASOTA, FL 34243
WHITFIELD ESTATES ON SARASOTA BAY I Subdivision
139 ADAIR AVENUE SARASOTA FL 34243
1 / 56
$500,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,038
SQFT
139 ADAIR AVENUE
SARASOTA, FL 34243
WHITFIELD ESTATES BLKS 14-23 & 26 Subdivision
7314 WESTMORELAND DRIVE SARASOTA FL 34243
1 / 27
$2,300,000
Land For Sale
Active
0.76
ACRES
MANATEE
COUNTY
7314 WESTMORELAND DRIVE
SARASOTA, FL 34243
NORTH ISLES Subdivision

Whitfield Estates Sarasota FAQ

Where is Whitfield Estates located?

Whitfield Estates is located in Sarasota between Sarasota Bradenton International Airport and the Bayshore Gardens district.

Is Whitfield Estates a historic neighborhood?

Yes. The community dates back to the 1920s and includes several historic homes and properties recognized for their architectural significance.

What types of homes are found in Whitfield Estates?

Homes range from classic Florida ranch houses and mid-century residences to luxury waterfront estates along Sarasota Bay.

Is Whitfield Estates close to the beach?

Yes. Residents can reach the beaches of Longboat Key within approximately 20 minutes.

What attractions are near Whitfield Estates?

Nearby attractions include the Ringling Museum of Art, Sarasota Jungle Gardens, Sara Bay Country Club, and shopping areas along the Tamiami Trail.

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The Wendy Lynn Group Sarasota exp Realty



  • 1300 Main Street, Sarasota, FL 34236

  • 941-421-7375

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Sarasota Neighborhoods

  • Amberlea
  • Ashley
  • Ashton Pointe
  • Bay Landing
  • Beechwood Estates
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Areas We Serve

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  • Sarasota
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  • West of the Trail

Things to do in Sarasota Florida

https://www.youtube.com/watch?v=IbMIeepUL5I&t=33s

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Wendy Lynn on X

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
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Market timing is difficult. Strategic ownership over five years often outweighs short-term volatility.,#MarketUpdate,https://www.wendylynngroup.com/market-report.php

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
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Longboat Key continues to attract luxury buyers seeking privacy and Gulf views.,#LongboatKey,

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Your equity position may be stronger than you think. The first step is verifying it.,#HomeEquity,https://www.wendylynngroup.com/seller/valuation/

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Buyers today are analytical and well-researched. Pricing and presentation must reflect that.,#MarketUpdate,https://www.wendylynngroup.com/market-report.php

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