Whitfield, FL Homes for Sale with Pool

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 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

Enjoy your getaway with the full hotel experience at the Ramada Inn, complete with a huge heated pool, World Famous Tiki Bar & Grill, Live music, and an arcade all just steps from your door. This adorably updated room has everything you need for a relaxing beach vacation or a comfortable extended stay. Perfect for families, business travelers, or solo guests seeking convenience and comfort.

Jennifer Bright BRIGHT REALTY

NO RENTAL RESTRICTIONS at this studio condo in Sarasota, Florida! Enjoy staying in this updated unit which is located inside a waterfront community with direct access to the GULF WATERS. This studio has a full bathroom and microwave, cooktop & with mini fridge. With no minimum rental restrictions, you can enjoy the unit whenever you like or rent it out through AIRBNB, VRBO, or the onsite program.

Angie Clark WIKLE INCORPORATED

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

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

WATER-VIEW condo-hotel room located within the Ramada by Wyndham. Enjoy the view from this 2nd LEVEL residence overlooking the lush landscaping, wide canal and boat activity of this waterfront resort. This privately owned condo-hotel residence may be rented daily and short-term with no minimum lease restrictions. Rent it or use it as much as you like! This room would be the PERFECT CABANA FOR

Ingrid Caruso COLDWELL BANKER REALTY

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

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

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

Enjoy your getaway with the full hotel experience at the Ramada Inn, complete with a huge heated pool, World Famous Tiki Bar & Grill, Live music, and an arcade all just steps from your door. This adorably updated room has everything you need for a relaxing beach vacation or a comfortable extended stay. Perfect for families, business travelers, or solo guests seeking convenience and comfort.

Jennifer Bright BRIGHT REALTY

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

“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

Stylish studio at Sarasota Cay Club inside the Ramada by Wyndham on Tamiami Trail! This turnkey first-floor unit is fully furnished with a king bed, desk, and storage closet—perfect as a dorm room or short term stays for the business travelers. HOA fees include all utilities (electric, cable, internet, water, sewer, phone, pest control, exterior maintenance), making ownership hassle-free. Great

Janet Harrison JULIE CLARK REAL ESTATE

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

S-613 TURN KEY! (Everything is included in the sale!) A SECOND-FLOOR CITY VIEW Experience our cozy unit located at the Ramada by Wyndham Sarasota in Whitfield, Florida, near Siesta Key Beach, Anna Maria Beach, Lido Key, & many other white sand beaches! Enjoy two queen beds, a full bathroom, a heated pool, and an on-site restaurant. Surrounded by lush shrubbery, our tranquil retreat features a

Ron Dawson CHARLES RUTENBERG REALTY INC

Experience luxury living by the waterfront at this modern condo in Sarasota, located within the Ramada by Wyndham. This beautifully appointed retreat features a comfortable king bed, a complete kitchenette, and a patio with stunning water views. Enjoy exclusive access to hotel amenities, including the outdoor pool and the on-site bar and restaurant. Ideally situated just minutes from Siesta Key

Ron Dawson CHARLES RUTENBERG REALTY INC

$20,000 PRICE ADJUSTMENT....updated first-level condo at the Sarasota Cay Club! This unit offers easy hotel access and season bookings. 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 is perfect for short-term rentals with no minimum leasing restrictions, allowing you to use it for

Ingrid Caruso COLDWELL BANKER REALTY

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 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

PRICE REDUCED! Say hello to your Florida escape at Sarasota Cay Club—where flip flops, sunshine, and RENTAL INCOME all go hand in hand! NO LEASE OR SHORT TERM RENTAL RESTRICTIONS! 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

Dan Lussier KELLER WILLIAMS ON THE WATER S

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

Rented Weekends Via AIRBNB. Profitable income property with a high short term rental occupancy rate. Showing appointment times limited to times when not occupied by AIRBNB'ers. Please schedule in advance. Welcome to Sarasota Cay Club, where every day feels like vacation and every night can add to your rental income! This 1 bedroom, 1 bath studio is located in the most popular MAIN BUILDING

Dan Lussier KELLER WILLIAMS ON THE WATER S

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

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 "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

Best value in Sarasota Cay Club—waterfront resort condo, fully furnished with vacation rental flexibility and recently reduced to $95,000. Ideal for a cost-effective Florida getaway or short-term rental use, this beautifully renovated 1-bedroom, 1-bath Studio unit is clean, updated, and turnkey. Features include 2 queen beds, 70" TV, workspace, microwave, coffee station, and an updated bathroom

Geri Vice RE/MAX HARBOR REALTY

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

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

Short Sale. Don't miss this fantastic short sale opportunity in the highly sought-after Shadybrook Village community! This 3-bedroom, 2.5-bathroom condo offers spacious two-story living – a perfect canvas for your personal touches or investment vision.Located just minutes from Sarasota’s best dining, shopping, and beaches, this property combines convenience with community living. Shadybrook

Tim Mapp MAPP REALTY & INVESTMENT CO

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

Auction Property. Experience comfortable living in this spacious 3BR 2.5 Bath Townhome located in the community of Shadybrook Village! The first floor is designed with an open layout, including a family room, kitchen equipped with walk-in pantry, a versatile bonus room and formal dining room. Sliding doors in the dining room lead to a screened porch and private fenced yard with direct access to

Rose Brown FUTURE HOME REALTY INC

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

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

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