Whitfield, FL Homes for Sale

Deep Water Boating Paradise in Whitfield Estates!Welcome to this exceptional waterfront residence nestled in the desirable West of Trail neighborhood of Whitfield Estates. Boasting expansive, sailboat-depth water frontage with no fixed bridges to the Gulf, this property is a rare find for boating enthusiasts. The composite dock offers multiple slips—along with a 10,000 lb lift and davit.

Andrew Pepper KELLER WILLIAMS ON THE WATER S

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

Ahmad Alnabout 54 REALTY LLC

BOATERS DELIGHT...If you're a boating enthusiast, this property is truly a dream come true! Whether you're planning a day on the water to get away from it all, fishing to catch the BIG one, or just enjoying the Gulf Coast's serene waterways, this location offers unmatched convenience and access. Located on Bowles Creek this fine home is just a few minutes to Sarasota Bay and the Gulf beyond (See

Richard Capps FINE PROPERTIES

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

Robert Halbman EXIT KING REALTY

Welcome to this thoughtfully designed custom-built Mark Cahill home located in the desirable Whitfield Estates with over 3000 square feet. As you enter the home through the wrought iron gated porch, you will notice it has been designed to fit a multi-generational family. The center of the home is a large family room with a fireplace and view of the backyard through the corner window. The kitchen

Billie Jo Hurd EXP REALTY LLC

Prime location near Sarasota Bay and just 10 minutes to downtown! A rare opportunity to own a newer pool home with no deed restrictions in the desirable Ringling Museum District, West of Trail. This versatile property offers the ultimate blend of lifestyle and income potential, zoned for nightly rentals. Inside, you'll find 3 bedrooms, 2 bathrooms, and a dedicated office or flex space that's

Catie Seip EXP REALTY LLC

Investor’s Dream in Prime Sarasota Location – Just One Block from the Bay. Opportunity awaits just steps from Sarasota Bay in the highly sought-after Ringling Museum district. This spacious 3-bedroom, 3 full bath, 2 half bath home with a private in-law suite is situated on a rare corner double lot, offering tremendous upside potential for investors, developers, or end users. The property already

Michelle Ward COMPASS FLORIDA LLC

Welcome to 213 Gaines Ave — where timeless charm meets modern living in the sought-after community of Whitfield Estates. This beautifully updated 4-bedroom, 4-bath residence offers over 3,300 square feet of elegant, versatile living space on a quarter-acre lot — just minutes from Sarasota Bay and the best of the Gulf Coast.From the moment you arrive, you’ll notice the home’s curb appeal —

Carlo Salerno EXP REALTY LLC

SELLER FINANCING AVAILABLE. Say hello to your Florida escape at Sarasota Cay Club—where flip flops, sunshine, and rental income all go hand in hand! This 1 bedroom, 1 bath 2nd FLOOR condo-hotel unit has NO STORM DAMAGE and comes TURNKEY FURNISHED with 2 comfy beds, updated finishes, a BRAND NEW AC UNIT and all the essentials for you (or your guests) to dive straight into vacation mode. With NO

Dan Lussier KELLER WILLIAMS ON THE WATER S

This turnkey-furnished, three-bedroom, two-bathroom caged pool home with a study/den/office, and a one-stall garage is three blocks from Sarasota Bay in Whitfield Estates. The current owners have used it as a vacation home and have also rented it for the past four years, averaging $20,000 each year in rental income. They do have a rental booked for February and March of 2026 for $12,000 total.

Andrew Vac RE/MAX ALLIANCE GROUP

Welcome to your private oasis nestled along the pristine fairways of Sara Bay Golf Club, which boasts a rich history as one of Florida's oldest golf clubs known for its classic layouts. Experience breathtaking views from the comfort of your back yard as the lush landscape blends beautifully into the 15th hole. This 3-bedroom 2.5 bath home has been meticulously maintained and offers many luxury

Misty Jones FLORIDA DREAMS REALTY OF AMI

West of the Trail and just steps from Sarasota Bay, this tropical retreat is your chance to own a true slice of Florida paradise.Step into your own private oasis featuring a resort-style pool, tiki hut, and outdoor kitchen, perfect for entertaining or soaking up the sunshine year-round. This 3-bedroom, 2-bath block home offers a functional layout with a 2-car garage and dedicated laundry

Jessie Bonner SARABAY REAL ESTATE INC

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

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

Turnkey investment opportunity or personal vacation getaway—this fully furnished, renovated 1-bedroom, 1-bath hotel-condo is located in the popular Sarasota Cay Club within the Ramada by Wyndham Sarasota Waterfront Resort. Perfect for short-term or long-term rentals, this unit has no minimum rental restrictions and comes with all utilities included in the HOA fee—electric, cable, internet, water,

Geri Vice RE/MAX HARBOR REALTY

Discover Your Sarasota Waterfront Paradise!Imagine waking up to the gentle sounds of Sarasota Bay, where your private beach meets 100 feet of pristine shoreline. This enchanting 5-bedroom, 4-full, and 2-half-bath residence masterfully combines timeless charm with modern comforts, creating the ultimate waterfront haven.For those who cherish life on the water, this property is unparalleled.

Lisa Kartz SARABAY REAL ESTATE INC

$20,000 PRICE ADJUSTMENT...now is the time to "wrap up" this beautifully updated first-level condo at the Sarasota Cay Club before the Holidays! This unit offers easy hotel access and will soon be booked with season reservations! Featuring brand new flooring, fresh paint and modern furnishings, this unit is located within the Ramada by Wyndham Sarasota Waterfront Resort. The condo is perfect

Ingrid Caruso COLDWELL BANKER REALTY

$20,000 PRICE ADJUSTMENT....now is the time to "wrap up" this beautifully updated first-level condo at the Sarasota Cay Club before the Holidays! This unit offers easy hotel access and will soon be booked with season reservations! Featuring brand new flooring, new A/C, fresh paint and modern furnishings, this unit is located within the Ramada by Wyndham Sarasota Waterfront Resort. The condo

Ingrid Caruso COLDWELL BANKER REALTY

Welcome to Whitfield Estates—where charm meets modern comfort! This beautifully updated two-bedroom, two-bathroom home is move-in ready and waiting for you. From the moment you step inside, you'll feel the warmth of NEW TILE FLOORS throughout, FRESH PAINT, and elegant crown molding and baseboards that add a touch of sophistication.The heart of the home is the spacious kitchen, featuring

Irina Carp MILLENIUM REALTY GROUP

Brand new roof! Nestled in the heart of Whitfield Estates, this enchanting Old Florida home sits on a lush double lot, offering unparalleled tranquility and natural beauty. At its center stands a breathtaking centuries-old oak tree, a true masterpiece of nature that provides shade and character to the expansive outdoor space.Brimming with vintage charm, this home features classic

Kris Kesling PREFERRED PROPERTIES OF SARASOTA

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

Experience the best of Florida living in your very own slice of paradise! This charming 2-bedroom, 2-bathroom home with no HOA Fees is ideally located in the desirable Whitfield Country Club Estates. You'll love the freshly landscaped yard, spacious fenced-in backyard, and convenient storage shed surrounded by mature trees. Relax and unwind in your large screened-in Florida room, offering the

Lee Brewer RE/MAX ALLIANCE GROUP

Large price reduction, Stunning Newly Renovated 5-Bedroom Home with a Swimming Pool and Oversized Three-Car Garage. This newly renovated property offers everything you need and more. With five spacious bedrooms and three full bathrooms, there's plenty of room for family and guests. The three-car garage provides ample space for vehicles, storage, and hobbies. Dive into luxury with your own private

Lee Brewer RE/MAX ALLIANCE GROUP

The Abaco Model is the perfect Sarasota Luxury home sporting 4,343 sf of living space and 6,273 sf under roof. Upon arrival through the 10 ft high Iron Front Doors, the Foyer provides a direct view through the house to the pool and canal at the rear of the backyard. The oversized Great Room has ample space for entertaining and includes stained cypress beams, a gas fireplace with full height

Colton Nagler RKW BUTTON

Exceptional Investment Opportunity – Fully Renovated Duplex Minutes from Sarasota Bay!Discover the perfect blend of flexibility and income potential with this beautifully remodeled duplex just steps from Sarasota Bay. Featuring two fully leased units, this property offers the option to rent both for steady cash flow or live in one while leasing the other.Renovated in 2023, the

Richard Tyson PREFERRED SHORE LLC

S-623 TURN KEY! (Everything is included in the sale!) A SECOND-FLOOR CITY VIEW: Newly renovated LVT living area floor with 3" baseboard moldings. Wonderful, fully functional new kitchenette with butcher block countertops and new overhead cabinets (with under-cabinet lighting), two tabletop burners, and a beautiful backsplash. A remote control center mini ceiling fan with light in the Living Room.

Ron Dawson CHARLES RUTENBERG REALTY INC

Luxury Waterfront Living in Hawks Harbor 4 Bedrooms | 4.5 Baths | Gated Community | Pool & Spa | A/C 5-Car Garage | Private Dock & Lift Welcome to 7118 Hawks Harbor Circle, a stunning custom waterfront residence in the exclusive gated community of Hawks Harbor—ideally located just minutes from downtown Sarasota and the Gulf Coast’s award-winning beaches. With four en suite bedrooms and an

Lisa Kartz SARABAY REAL ESTATE INC

Nestled in the heart of Sara Bay Woods on a cul-de-sac. The open-concept living area provides a seamless flow, perfect for both entertaining and everyday living. Large windows allow natural light to flood the space, highlighting the rich hardwood floors and elegant design. The well-appointed kitchen is a chef’s dream, offering plenty of counter space, high-end appliances, and ample storage. The

Jason D'Agostino PREFERRED SHORE LLC

One or more photo(s) has been virtually staged. Welcome to paradise in Sarasota, Florida! This well-maintained Turnkey 2-bedroom, 2 bathroom home features a spacious open-concept layout with a split-bedroom floor plan, offering both comfort and privacy. Enjoy an oversized lot with No deed restrictions, perfect for building your dream backyard oasis. There's plenty of room to add a pool, a

Laura Rode KELLER WILLIAMS ON THE WATER S

Price improvement! Now priced more competitively, this home offers generous square footage and strong value compared to similar homes currently on the market. Located just minutes from the Gulf beaches and downtown Sarasota, this updated 3 bedroom, 2.5 bath condo offers well maintained living space with recent upgrades. A brand new roof and a newly constructed private wood deck, both completed in

Kahlan Shull PREFERRED SHORE LLC

OWNER FINANCING AVAILABLE!!Welcome to Shadybrook Village - and enjoy your cozy townhouse with plenty of room for family and friends! When you walk inside you are welcomed to an updated kitchen with stainless steel appliances and granite countertops. Laminate flooring covers the entire first floor; the living area is open and spacious, and the dining room sits right next to the kitchen.

Ken Anderson RE/MAX ALLIANCE GROUP

Nestled in a peaceful neighborhood, this stunning, fully remodeled log cabin is your perfect retreat to unwind and reconnect with nature. With three cozy bedrooms and two beautifully designed bathrooms, this home exudes rustic charm at every turn.As you step inside, you’ll be welcomed by an open living area with cathedral ceilings and an inviting loft space. The cabin’s thoughtful updates

Jennifer Thompson WILLIAM RAVEIS REAL ESTATE

Step into luxury with this exceptional colonial estate situated in the exclusive gated community of Hawks Harbor, where waterfront living meets unparalleled elegance. This rare gem offers 4 bedrooms and 3 bathrooms, all set on an impressively spacious 30,126-square-foot double lot.This property represents an incredible opportunity for visionaries and boating enthusiasts alike. As

Mike Holderness SARABAY REAL ESTATE INC