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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.

914 PLUM TREE LANE SARASOTA FL 34243
New Listing - 3 weeks on site
1 / 34
$539,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,982
SQFT
914 PLUM TREE LANE
SARASOTA, FL 34243
WOODS OF WHITFIELD UNITS 8 & 9 Subdivision
7311 BROUGHTON STREET SARASOTA FL 34243
New Listing - 4 weeks on site
1 / 46
$599,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,501
SQFT
7311 BROUGHTON STREET
SARASOTA, FL 34243
WHITFIELD ESTATES BLKS 14-23 & 26 Subdivision
138 HOLLY AVENUE SARASOTA FL 34243
Price Change - 3 weeks ago
1 / 41
$599,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
2,187
SQFT
138 HOLLY AVENUE
SARASOTA, FL 34243
WHITFIELD ESTATES BLKS 14-23 & 26 Subdivision
7715 WESTMORELAND DRIVE SARASOTA FL 34243
1 / 67
$2,150,000
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
4,782
SQFT
7715 WESTMORELAND DRIVE
SARASOTA, FL 34243
WHITFIELD ESTATES UNIT 1 Subdivision
1006 DE LEO DRIVE SARASOTA FL 34243
1 / 31
$325,000
Single Family Residence For Sale
Active Under Contract
2
BEDS
2
TOTAL BATHS
1,345
SQFT
1006 DE LEO DRIVE
SARASOTA, FL 34243
WHITFIELD COUNTRY CLUB HEIGHTS UN 5 Subdivision
7538 WESTMORELAND DRIVE SARASOTA FL 34243
1 / 13
$1,700,000
Land For Sale
Active
0.55
ACRES
MANATEE
COUNTY
7538 WESTMORELAND DRIVE
SARASOTA, FL 34243
WHITFIELD ESTATES UNIT 1 Subdivision
7538 WESTMORELAND DRIVE SARASOTA FL 34243
1 / 14
$1,700,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,730
SQFT
7538 WESTMORELAND DRIVE
SARASOTA, FL 34243
WHITFIELD ESTATES UNIT 1 Subdivision
361 SCOTT AVENUE SARASOTA FL 34243
Open House Sun, Aug 23, 1 PM
1 / 50
$589,900
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
2,109
SQFT
361 SCOTT AVENUE
SARASOTA, FL 34243
WHITFIELD ESTATES UNIT 1 Subdivision
138 PEARL AVENUE SARASOTA FL 34243
Price Change - 3 weeks ago
1 / 48
$555,000
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
1,371
SQFT
138 PEARL AVENUE
SARASOTA, FL 34243
WHITFIELD ESTATES BLKS 14-23 & 26 Subdivision
7303 MANATEE STREET SARASOTA FL 34243
Price Change - 2 weeks ago
1 / 56
$449,000
Single Family Residence For Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
2,740
SQFT
7303 MANATEE STREET
SARASOTA, FL 34243
WHITFIELD ESTATES BLKS 55-63 Subdivision
7746 WESTMORELAND DRIVE SARASOTA FL 34243
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
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
844 MAGELLAN DRIVE SARASOTA FL 34243
Price Change - 4 weeks ago
1 / 40
$610,000
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 Under Contract
4
BEDS
5
TOTAL BATHS
4,224
SQFT
7318 WESTMORELAND DRIVE
SARASOTA, FL 34243
NORTH ISLES 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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Sarasota Neighborhoods

  • Amberlea
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Areas We Serve

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