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Whitfield, FL Homes for Sale with Pool

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  • /99

    $3,250,000

    • 4 Beds
    • 3.5 Baths
    • 4,383 Sq Ft

    8152 Longbay Blvd, Sarasota, FL 34243

    Discover timeless European elegance and exceptional gated waterfront living at this meticulously remodeled bay-front residence. This 4-bedroom, 3.5-bath home offers 4,383 square feet of refined living space on a spacious 37,800-square-foot lot with 100 feet of direct Sarasota Bay frontage. Enjoy breathtaking water views in a private, natural setting protected by mangroves, mature landscaping, and

    Agent Photo

    Julie Klick

    MICHAEL SAUNDERS & COMPANY

    8152 Longbay Blvd, Sarasota, FL 34243
  • /84

    $620,000

    $30K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,967 Sq Ft

    618 Whitfield Ave, Sarasota, FL 34243

    Discover this one-of-a-kind Mid-Century Modern home where timeless architecture, natural elements, and tranquil design come together beautifully. This light-filled residence features an open floor plan with 3 spacious bedrooms, 3 full bathrooms, and a versatile flex space with its own private entrance, currently serving as a home office but equally suited as a guest suite, private studio, or

    Agent Photo

    Christopher Gray

    LIV SARASOTA REALTY

    618 Whitfield Ave, Sarasota, FL 34243
  • /6

    $95,000

    • 1 Bed
    • 1 Bath
    • 348 Sq Ft

    7150 N Tamiami Trail Unit 503, Sarasota, FL 34243

    Great location for an investment or vacation in Sunny Florida. Onsite tiki bar and heated pool. Less than 2 miles from Sarasota Bradenton National Airport. Short drive across the beautiful Ringling Bridge to St Armands Circle and Lido Beach.

    Agent Photo

    Bruce Thompson

    CONCORDIA REALTY LLC

    7150 N Tamiami Trail Unit 503, Sarasota, FL 34243
  • /100

    $5,500,000

    • 6 Beds
    • 5.5 Baths
    • 6,215 Sq Ft

    7524 Westmoreland Dr, Sarasota, FL 34243

    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

    7524 Westmoreland Dr, Sarasota, FL 34243
  • /33

    $599,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    530 Magellan Dr, Sarasota, FL 34243

    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

    530 Magellan Dr, Sarasota, FL 34243
  • /25

    $95,000

    $14K PRICE DROP
    • Studio
    • 1 Bath
    • 348 Sq Ft

    7150 N Tamiami Trail Unit S-612, Sarasota, FL 34243

    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

    7150 N Tamiami Trail Unit S-612, Sarasota, FL 34243
  • /55

    $660,000

    $20K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,992 Sq Ft

    214 Gaines Ave, Sarasota, FL 34243

    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

    214 Gaines Ave, Sarasota, FL 34243
  • /56

    $895,000

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    502 Magellan Dr, Sarasota, FL 34243

    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

    502 Magellan Dr, Sarasota, FL 34243
  • /68

    $3,200,000

    Open Sun 1PM - 3PM $250K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,027 Sq Ft

    7927 Longbay Blvd, Sarasota, FL 34243

    "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

    7927 Longbay Blvd, Sarasota, FL 34243
  • /40

    $110,000

    $25K PRICE DROP
    • Studio
    • 1 Bath
    • 348 Sq Ft

    7150 N Tamiami Trail Unit S-521, Sarasota, FL 34243

    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

    7150 N Tamiami Trail Unit S-521, Sarasota, FL 34243
  • /63

    $3,525,000

    New Construction $200K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 4,343 Sq Ft

    7125 Westmoreland Dr, Sarasota, FL 34243

    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

    7125 Westmoreland Dr, Sarasota, FL 34243
  • /28

    $155,000

    • Studio
    • 1 Bath
    • 348 Sq Ft

    7150 N Tamiami Trail Unit C-233, Sarasota, FL 34243

    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

    7150 N Tamiami Trail Unit C-233, Sarasota, FL 34243
  • /33

    $104,900

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 348 Sq Ft

    7150 N Tamiami Trail Unit S-623, Sarasota, FL 34243

    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

    7150 N Tamiami Trail Unit S-623, Sarasota, FL 34243
  • /39

    $2,000,000

    • 4 Beds
    • 4.5 Baths
    • 4,224 Sq Ft

    7318 Westmoreland Dr, Sarasota, FL 34243

    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

    7318 Westmoreland Dr, Sarasota, FL 34243
  • /22

    $95,000

    $14K PRICE DROP
    • Studio
    • 1 Bath
    • 348 Sq Ft

    7150 N Tamiami Trail Unit S-614, Sarasota, FL 34243

    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

    7150 N Tamiami Trail Unit S-614, Sarasota, FL 34243
  • /33

    $89,900

    • Studio
    • 1 Bath
    • 348 Sq Ft

    7150 N Tamiami Trail Unit S-604, Sarasota, FL 34243

    Top-floor unit in the waterfront condo-hotel at the Ramada by Wyndham Sarasota Waterfront, ideally positioned in a quieter area of the building away from pool, restaurant, and marina traffic. Enjoy added privacy, minimal foot traffic, and no upstairs noise to enhance increased long term appeal.Turn-key furnished with updated flooring, newer A/C-heat wall unit, and freshly painted interior.

    Steven Koleno BEYCOME OF FLORIDA LLC

    7150 N Tamiami Trail Unit S-604, Sarasota, FL 34243
  • /40

    $663,000

    $10K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,479 Sq Ft

    844 Magellan Dr, Sarasota, FL 34243

    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

    844 Magellan Dr, Sarasota, FL 34243
  • /56

    $500,000

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,038 Sq Ft

    139 Adair Ave, Sarasota, FL 34243

    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

    139 Adair Ave, Sarasota, FL 34243
  • /37

    $95,000

    $30K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 348 Sq Ft

    7150 N Tamiami Trail Unit S-613, Sarasota, FL 34243

    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

    7150 N Tamiami Trail Unit S-613, Sarasota, FL 34243
  • /26

    $105,000

    $20K PRICE DROP
    • Studio
    • 1 Bath
    • 348 Sq Ft

    7150 N Tamiami Trail Unit S-510, Sarasota, FL 34243

    $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

    7150 N Tamiami Trail Unit S-510, Sarasota, FL 34243
  • /41

    $1,295,000

    • 3 Beds
    • 3 Baths
    • 1,883 Sq Ft

    121 Holly Ave, Sarasota, FL 34243

    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

    121 Holly Ave, Sarasota, FL 34243
  • /37

    $429,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,065 Sq Ft

    7236 Las Casas Dr, Sarasota, FL 34243

    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

    7236 Las Casas Dr, Sarasota, FL 34243
  • /33

    $89,000

    $30K PRICE DROP
    • Studio
    • 1 Bath
    • 348 Sq Ft

    7150 N Tamiami Trail Unit S-615, Sarasota, FL 34243

    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

    7150 N Tamiami Trail Unit S-615, Sarasota, FL 34243
  • /78

    $749,000

    • 2 Beds
    • 4 Baths
    • 1,842 Sq Ft

    703 Whitfield Ave, Sarasota, FL 34243

    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

    703 Whitfield Ave, Sarasota, FL 34243
  • /22

    $669,999

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,958 Sq Ft

    7324 Phillips St, Sarasota, FL 34243

    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

    7324 Phillips St, Sarasota, FL 34243
  • /67

    $2,150,000

    Open Sun 1PM - 3PM
    • 5 Beds
    • 4.5 Baths
    • 4,782 Sq Ft

    7715 Westmoreland Dr, Sarasota, FL 34243

    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

    7715 Westmoreland Dr, Sarasota, FL 34243
  • /33

    $95,000

    $30K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 274 Sq Ft

    7150 N Tamiami Trail Unit S-600, Sarasota, FL 34243

    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

    7150 N Tamiami Trail Unit S-600, Sarasota, FL 34243
  • /47

    $750,000

    Pre-Foreclosure
    • 4 Beds
    • 3 Baths
    • 2,250 Sq Ft

    329 Bernard Ave, Sarasota, FL 34243

    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

    329 Bernard Ave, Sarasota, FL 34243
  • /90

    $2,500,000

    • 4 Beds
    • 3.5 Baths
    • 3,756 Sq Ft

    7322 Westmoreland Dr, Sarasota, FL 34243

    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

    7322 Westmoreland Dr, Sarasota, FL 34243
  • /42

    $375,000

    $34K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,663 Sq Ft

    110 65th Ave E, Bradenton, FL 34203

    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

    110 65th Ave E, Bradenton, FL 34203
  • /45

    $1,698,000

    $82K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,737 Sq Ft

    1504 Bowlees Cove, Bradenton, FL 34207

    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

    1504 Bowlees Cove, Bradenton, FL 34207
  • /35

    $89,900

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,356 Sq Ft

    965 Whitman Dr Unit 61, Sarasota, FL 34243

    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

    965 Whitman Dr Unit 61, Sarasota, FL 34243
  • /29

    $175,000

    • 3 Beds
    • 2.5 Baths
    • 1,365 Sq Ft

    6860 Whitman Ct Unit 32B, Sarasota, FL 34243

    Tucked inside a quiet, tree-lined community just moments from everything Sarasota has to offer, this beautiful 3 bedroom, 2.5 bath condo delivers the perfect blend of comfort, style, and location. This first floor presents an open layout designed for both everyday living and effortless entertaining, with durable flooring flowing throughout the living, dining, and kitchen areas. The kitchen

    Nikki Casha ACROPOLIS REALTY GROUP LLC

    6860 Whitman Ct Unit 32B, Sarasota, FL 34243
  • /43

    $1,675,000

    • 3 Beds
    • 3 Baths
    • 2,978 Sq Ft

    1508 Bowlees Cove, Bradenton, FL 34207

    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

    1508 Bowlees Cove, Bradenton, FL 34207
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