Whitfield, FL Houses for Sale

Set on a premier waterfront lot in the Sarasota/Bradenton area, this single-family estate offers panoramic water views of Sarasota Bay, a separate guest house, and the kind of indoor-outdoor living buyers expect at the luxury level. The main residence (3806 sq ft) is designed for entertaining and everyday comfort, with expansive living spaces, a well-appointed kitchen, and seamless access to the

Steve Rider FLORIDA INTERNET REALTY LLC

Experience the pinnacle of Florida’s mid-century charm in this impeccably maintained 3-bedroom, 2-bathroom residence with a side entry garage, perfectly situated on a premier golf course lot. Lowest price on the 7th tee! This home has a private, resort-style oasis feel featuring a newly remodeled heated pool and spa, complete with modern Wi-Fi automation, outside security cameras & lighting, and

Shaune Harper Kimbler REDFIN CORPORATION

A rare opportunity to create a legacy property along the shores of Sarasota Bay. Set on over half an acre in the heart of historic Whitfield Estates, 7538 Westmoreland Drive offers one of the area’s most compelling waterfront redevelopment opportunities. Framed by breathtaking bay views and unforgettable sunsets, this expansive homesite is where vision, architecture, and lifestyle come together.

Jessie Bonner SARABAY REAL ESTATE INC

Experience the best of Sarasota living in this beautifully updated single-story ranch home with pool, nestled in sought-after Whitfield Estates—a Manatee County gem with a Sarasota address. Situated near Sarasota Bay, this home sits among multi-million-dollar residences and offers the perfect blend of comfort, charm, and opportunity. This 3-bedroom, 3-bath home welcomes you with bright, open

Christine Pope MICHAEL SAUNDERS & COMPANY

Modern Luxury Meets Golf Course Living at Sara Bay on a 0.73 acre secluded lot.Welcome to a masterpiece of modern luxury at 502 Magellan Drive, perfectly positioned on one of the premier homesites of the historic Sara Bay Golf Course. This classic concrete-block residence has been completely transformed into a sleek, contemporary palace featuring high ceilings and expansive windows that flood

Martin Rake MVB REAL ESTATE LLC

"The Ultimate Resilient Estate" offers rare coastal luxury, modern 2019 construction, and true peace of mind on Sarasota Bay. Why deal with the frustrations of low bridge restrictions or long, tedious idle zones of standard canal-front properties? Built to CAT 5 wind standards at a 14FT elevation, this single-level 4BR/4.5BA custom home requires no flood insurance and had no flooding in 2024. The

Alexis Ainslie-Brown FINE PROPERTIES

Virtually Staged. The Abaco Model is a stunning Sarasota luxury residence offering 4,343 square feet of refined living space and 6,273 square feet under roof, featuring four true bedrooms and six total rooms. This home is Florida Green Home Bronze Certified, reflecting thoughtful construction, energy efficiency, and sustainable building practices. Upon arrival through dramatic 10-foot iron front

Lauren Holt COMPASS FLORIDA LLC

WOW..the view! This exceptional waterfront property is offered for only the second time since 1958. Ideally positioned directly on Sarasota Bay, it features sweeping bay views. Experience the magical sunsets, then the twinkling lights of Longboat Key at night. Nature lovers can enjoy the variety of birds, manatees, and frolicking dolphins. Each day is a new show of natural beauty, and the sunsets

Cheryl Roberts MICHAEL SAUNDERS & COMPANY

The neighborhood you live in is as important to your lifestyle as the home you select. Whitfield Estates is reminiscent of days gone by. Over 100 years old, it feels like a true neighborhood, with dogwalkers, joggers and smiling faces always ready with a warm and welcoming greeting. Without the constraints of an HOA there is a live and let live atmosphere. The rules and regulations are minimal,

Marnie Matarese PREFERRED SHORE LLC

West of The Trail with endless potential in Prime Location – Nightly Rentals Allowed! Welcome to this charming 3-bedroom, 2.5-bath Pool home in the highly desirable Whitfield Estates neighborhood where opportunity meets location! Whether you’re looking for your first home, a winter escape, or an income-producing Airbnb, this property is a rare find with no CDD, no monthly HOA, and the flexibility

Jessie Bonner SARABAY REAL ESTATE INC

****THIS PROPERTY IS LOCATED IN AN OVERLAY DISTRICT - SO, WHILE NO HOA, MANATEE COUNTY HAS JURISDICTIONS PERTAINING TO ATTRIBUTES OF THE HOME DUE TO ITS LOCATION IN A HISTORIC DISTRICT. BOTH THE OVERLAY RESTRICTIONS AND THE GIS MAP ARE ATTACHED FOR VIEWING - ASK YOUR REALTOR FOR A COPY PLEASE READ THESE BEFORE SCHEDULING A SHOWING AS IT INCLUDES RESTRICTIONS SUCH AS COMMERCIAL VEHICLE PARKING, RV

Amanda Reichert FINE PROPERTIES

On a large waterfront homesite in the North Isles neighborhood of Whitfield Estates, this property offers the kind of Florida lifestyle buyers actively seek with sailboat water basin, boat dock, two remote-control boat lifts, quick access to Sarasota Bay, a screened heated pool and spa, and room to enjoy it all on nearly half an acre. The .43-acre lot is beautifully landscaped and features a

Andrew Tanner PREMIER SOTHEBY'S INTERNATIONAL REALTY

Welcome to West of the Trail in sought after Whitfield Estates, a beautifully remodeled home on a quarter-acre lot offering style, flexibility, and proven income potential. Whether you’re a first-time homebuyer, savvy investor, or searching for the perfect second home or vacation retreat, this property checks all the boxes. Inside, the home has been thoughtfully transformed with a fresh, elevated

Jessie Bonner SARABAY REAL ESTATE INC

Welcome to 7326 Las Casas Drive, a charming and lovingly maintained villa tucked away at the end of a cul-de-sac in a desirable 55+ community in Sarasota. Perfectly positioned close to the airport, downtown Sarasota, world-famous beaches, shopping, and dining, this home offers both convenience and tranquility. An inviting screened front porch sets the tone as you arrive, providing a relaxing

Pamela Williams, PLLC FINE PROPERTIES

Virtually Staged. Classic Sarasota character meets a fresh, modern renovation on an oversized .39-acre homesite! This beautifully updated 3-bedroom, 2-bath home offers an open, flexible floor plan designed for both everyday living and entertaining. The welcoming front porch has a relaxing feel, melting the stress away while rocking on the covered porch. Step inside to the open floor plan with

Michael Hernandez GUARDIAN REAL ESTATE SERVICES

Appraised at 750k this completely remodeled home over 375k spent up to an exceptional standard with expansive views of Sara Bay Golf Club. The home sits on a .38-acre lot and has a large completely enclosed swimming pool. Outdoor entertaining is a breeze with the indoor-outdoor patio accessed through expansive sliding doors. The kitchen designed for the chef of the family has stainless steel

Martin Rake MVB REAL ESTATE LLC

Come live where everyone goes on vacation! This is a beautiful breathtaking 3 bedrooms, 2.5 bathroom, Sarasota pool home in Whitfield Estates. Some of the features include private screened pool and lanai. Huge private backyard. This home was fully updated with new appliances, Hvac was replaced in 2025, roof was replaced last year, water heater and water filter was replaced 2 years ago, new pavers

Ahmad Alnabout KELLER WILLIAMS ON THE WATER

Discover easy Florida living in this updated 3-bed, 2-bath home located in the highly desirable Whitfield Country Club Estates—where there are no HOA fees and plenty of room to make the home your own. Perfect for first-time buyers, downsizers, or anyone craving a relaxed coastal lifestyle, this home features a freshly landscaped yard, a spacious fenced backyard, and a handy storage shed nestled

Lee Brewer RE/MAX ALLIANCE GROUP

Step into history and timeless elegance at the House of Ringling, a landmark estate in Sarasota's coveted Whitfield Estates, built in 1918 for Alfred Ringling of the legendary Ringling Brothers. Spanning 4,782+/- sq. ft., this 5BR, 4.5BA masterpiece seamlessly marries Gilded Age opulence with modern luxury. A red brick walkway and expansive front lawn welcome you to this architectural treasure,

Ryan Ackerman COLDWELL BANKER REALTY

West of the Trail in Whitfield Estates, this mid-century gem captures the charm and character that define classic Florida architecture. From the original terrazzo floors to the preserved kitchen design, the home reflects the clean lines and simplicity that make mid-century residences so desirable. The spacious great room with fireplace serves as the heart of the home, offering natural light and

Lisa Kartz SARABAY REAL ESTATE INC

West of the Trail and just past University Parkway, this beautifully maintained home in the private Ballentine Manor Estates offers an exceptional Sarasota lifestyle with an unbeatable location just 5 minutes from SRQ International Airport, 10 minutes to UTC Mall, downtown Sarasota, Lido Beach, St. Armands Circle, and Longboat Key, and only 15 minutes to Siesta Key Beach. Just six homes from

Marni Hayden CHROME REALTY LLC

Rare Direct Bayfront Opportunity on Over 1 Acre – No Bridges, Deep Water Access. Bring your vision to life on this exceptional waterfront property offering over one acre directly on the bay with no bridges to open water and deep-water access. This is a rare chance to create one or multiple custom coastal retreats in a premier boating location. The home features a beautiful concrete seawall and

Holly Nikolich OVERSEAS REALTY, INC

Welcome to 138 Holly Avenue, nestled in the highly sought-after Whitfield Estates, where timeless charm meets modern comfort just moments from the sparkling waters of Sarasota Bay. Beautifully renovated from top to bottom, this move-in-ready residence offers 2,187 square feet of thoughtfully designed living space on over a quarter-acre, creating the perfect blend of style, functionality, and

Jessie Bonner SARABAY REAL ESTATE INC

Welcome to this beautifully maintained 4-bedroom, 2- home located in the desirable Sterling Lake community of Bradenton. Built in 2013, this home features an open-concept layout filled with natural light, ideal for both everyday living and entertaining. The kitchen offers granite countertops, stainless steel appliances, ample cabinetry, and overlooks the spacious living and dining areas. The

Set at the end of a quiet cul-de-sac within the exclusive gated waterfront enclave of Hawks Harbor, this elegant coastal residence captures the essence of refined Florida living. Surrounded by lush tropical landscaping and tranquil water views, the home offers an exceptional blend of privacy, luxury, and boating convenience. Thoughtfully designed to maximize its elevated vantage point, This Fully

Bradley Crumb Dyess Real Estate

In the gated waterfront community of Hawks Harbor, this three-story residence is ideally positioned between Sarasota and Bradenton with convenient access to Gulf beaches, IMG Academy, Sarasota-Bradenton International Airport, dining, shopping and cultural attractions. Set on an oversized 0.37-acre lot with mature landscaping, the property includes a deeded 26-foot boat slip just a short walk away

Mia McKeehan PREMIER SOTHEBY'S INTERNATIONAL REALTY

Your slice of waterfront paradise awaits in the exclusive gated boating community of Hawks Harbor in Bradenton. This rare deep-water enclave of just 54 custom-built homes is one of the area's best-kept secrets, offering direct access to Sarasota Bay and the Gulf of Mexico with no fixed bridges—an exceptional opportunity for avid boaters and waterfront enthusiasts. Perfectly positioned on a

Mark J Baron COLDWELL BANKER REALTY