Whitfield, FL Houses for Sale

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 PREMIER PROPERTIES OF SRQ LLC

Enjoy exceptional golf course living overlooking the 15th hole at Sara Bay Country Club, designed in the 1920s by renowned golf course architect Donald Ross. Ideally positioned on a premium 18,750 sq. ft. lot with sweeping fairway views, this 3-bedroom, 2.5-bath residence offers exceptional space and flexibility rarely found at this price point. The open great room floor plan is ideal for

Marci McFarland MICHAEL SAUNDERS & COMPANY

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 your private coastal retreat in Whitfield Estates of Sarasota. This beautifully updated 3-bedroom, 2-bath pool home sits on an expansive over one-third acre lot, fully fenced for privacy with no rear neighbors, creating a peaceful oasis perfect for relaxing or entertaining. Inside, the home blends coastal charm with thoughtful upgrades. The stunning updated kitchen features a

Jessie Bonner SARABAY REAL ESTATE INC

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

Welcome home to an exceptional move-in ready opportunity located in the highly desired Sarabay Lakes neighborhood. This beautiful three-bedroom, two-bathroom pool home features a spacious open floor plan with vaulted ceilings and a split master ensuite, offering both comfort and style.The outdoor space serves as a private oasis, featuring a fenced-in backyard with a large screened lanai,

KATHLEEN LONG CENTURY 21 BEGGINS ENTERPRISES

OWNER FIANCING AVAILABLE! WONDERFUL OPPORTUNITY for a rent to own opportunity this luxurious home. Welcome to your dream home, located on the 15th Fairway Green of the Sara Bay Golf Course! This elegant 2-bedroom, 3-bathroom home offers a perfect blend of luxury, comfort, and convenience. Situated within Whitfield Estates. As you enter this charming residence, you're greeted by a spacious living

Gaby Gadah CHARLES RUTENBERG REALTY INC

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

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

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

Charming Historic home with all major systems updated and newer. Hurricane windows, permitted, 45k l/m...it's quiet, 20% savings on insurance! Galvanized or cast from crawl space underneath thru yard replaced with pvc over the years. This home has 2 living rooms and can be used as a 4/3 or a 3/2 downstairs with a rental upstairs (outside and inside entry). Original stained glass, rounded doors,

Moe Mossa SAVVY AVENUE, LLC

Welcome to 813 Exmoor St in Sarasota, a move-in-ready 3-bedroom, 2-bath home with a pool, located in the highly desirable Whitfield Estates community, one of Sarasota’s most convenient and established neighborhoods. Inside, you’ll find a functional split floor plan and neutral ceramic tile throughout the main living areas, along with a recently updated bathroom. Multiple French doors open to a

Andres Diaz, Jr EXP REALTY LLC

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

“Coastal Elegance on Sarasota Bay” Discover unparalleled coastal living with this custom 3,000 square foot Waterfront home with 20,000 sf of land and 100 ft of Sarasota Bay frontage offering one of the most incredible 180-degree views of the Bay. Built in 2019, to highest wind code standards this one story Coastal Architectural-Style gem blends modern luxury with timeless charm, offering 4

Alexis Ainslie-Brown ROBERT SLACK LLC

***HUGE PRICE REDUCTION- MOTIVATED SELLER!!!*** West of the Trail – Endless Potential in a Prime Sarasota Location! Vacation Rentals Allowed! Welcome to this charming and newly renovated 3-bedroom, 3-bath home offering nearly 2,200 sq. ft. of living space in highly desirable Whitfield Estates, where opportunity meets location. Whether you’re seeking your first home, a seasonal retreat, or a

Kimberly Rainey EXP REALTY LLC

PRICE DROP ALERT!Stunning Golf Course Pool Home with Sunset Views Welcome to your slice of Sarasota paradise! Perfectly positioned on the 18th hole of the prestigious Sara Bay Country Club, this beautifully maintained 3-bedroom, 2-bath home offers nearly 2,000 sq. ft. of comfortable living space on an oversized .42-acre lot. Enjoy two spacious living areas, ideal for entertaining or relaxing

Justin Benz EXP REALTY LLC

This beautifully updated bayfront residence in historic Whitfield Estates offers a seamless blend of contemporary design and modern conveniences. Set on over half an acre of direct bayfront property, this elevated home provides an expansive and private retreat for luxurious coastal living. Move-in ready, every detail has been meticulously curated to enhance comfort, style, and functionality. A

Roger Pettingell COLDWELL BANKER REALTY

Welcome to 417 Adair in the desirable Whitfield Estates of Sarasota! This beautifully renovated 3-bedroom, 2-bath, 1,856 sq ft home offers the perfect blend of modern style, convenience, and investment potential — making it truly move-in ready from day one. Step inside to find a bright, open layout with contemporary finishes and elegant flooring throughout, the spacious updated kitchen rests in

Evan Weber MICHAEL SAUNDERS & COMPANY

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

Welcome to "Serenity on 7" – Where Coastal Charm Meets Everyday Relaxation. Discover the perfect blend of casual elegance, coastal living, and lasting quality in this completely remodeled retreat, located on the 7th hole of the historic Sara Bay Golf & Country Club. Situated on one of the most sought-after streets in Whitfield Estates, “Serenity on 7” offers timeless style, unmatched location,

Robert Halbman EXIT KING REALTY

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 beautifully preserved historic property features 4 bedrooms, 3 bathrooms, and timeless architectural charm. With its original details, it offers a rare glimpse into the past while providing modern comfort. The detached garage includes a versatile studio apartment ideal for visitors, home office, or potential rental opportunity. Located just 5 minutes from Sarasota Bay and the Museum

Tanya Keith KELLER WILLIAMS ON THE WATER S

Welcome to Las Casas, a pet-friendly boutique 55+ community of just 22 detached villas, located 8 miles from downtown Sarasota and the Gulf Coast beaches. Nestled on a private cul-de-sac backing onto McArthur Park, this villa offers excellent curb appeal and a peaceful setting. Recently updated, the home features new luxury vinyl plank flooring and has been freshly painted inside and out. The

Yvette Sellyn COLDWELL BANKER REALTY

One or more photo(s) has been 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. Seller is currently

Lauren Holt COMPASS FLORIDA LLC

Looking for a home with a pool, major upgrades already taken care of, and energy-efficient living built in? Major improvements completed in 2024 include a new roof, beautifully remodeled bathrooms, and a newly completed outdoor space with a salt water pool, pavered lanai, and screened enclosure — creating a true setting for both relaxing and entertaining. When you step inside, it truly feels like

Kristy Gentile RE/MAX ALLIANCE GROUP

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, the

Bradley Crumb Dyess Real Estate

Your slice of waterfront paradise awaits in the exclusive gated boating community of Hawks Harbor in Bradenton. This rare luxury deep-water neighborhood is a hidden gem of just 54 custom built homes, offering direct boating access to Sarasota Bay and the Gulf with no fixed bridges- a dream location for serious boaters. This canal front 3 bedroom 3 bath pool home offers 2978 square feet of living

Ellen Renner CHARLES RUTENBERG REALTY INC

Introducing a Luxury Waterfront Residence in Hawks Harbor. Welcome to an exceptional luxury residence located in the prestigious, gated waterfront community of Hawks Harbor. Offering an unparalleled lifestyle, the home features four bedrooms and four and a half bathrooms, perfectly designed for both comfort and sophistication. Upon entering, a wall of windows and soaring ceilings fill the great

Michael Moulton MICHAEL SAUNDERS & COMPANY

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

Marlyn Rodriguez Coldwell Banker Realty