1,771

Whitfield, FL Homes

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  • /48

    $555,000

    • 2 Beds
    • 2 Baths
    • 1,371 Sq Ft

    138 Pearl Ave, Sarasota, FL 34243

    LOCATION ALERT!!! This Mid-Century Modern Home West of the Trail has been Completely Updated Inside! New Stylish Bathrooms, New Paint, and New Refrigerator. New Ceiling Fans, Fixtures, and Window Treatments. New Back Patio and a Makeover on the Front and Back Yards. The Terrazzo Floors are in Excellent Condition Keeping the Mid Century Feel. Outside are 2 Large Storage Sheds and a Nice Big Fenced

    Agent Photo

    Jeremy Egglefield

    PREFERRED SHORE LLC

    (941) 352-9204

    138 Pearl Ave, Sarasota, FL 34243
  • /6

    $1,800 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Townhouse for Rent

    341 Braden Ave, Sarasota, FL 34243

    This is a gorgeous duplex located 1/2 block away from the beautiful sunsets over Sarasota Bay and surrounded by single-family homes in a safe, quiet, and wonderful neighborhood. This location is great because it's only minutes from grocery stores, shopping, banks, and the Sarasota airport.This residence has two bedrooms and 1 full bathroom. Large yard. Single garage attached to the

    341 Braden Ave, Sarasota, FL 34243
  • /2

    $670,000 Sold Nov 07, 2025

    • 2,260 Sq Ft
    • $296/SF
    • 35 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1928

    7754 Westmoreland Dr, Sarasota, FL 34243

    Welcome to a piece of history in this charming Sarasota estate, located in the historic community of Whitfield estates. This property boasts a timeless elegance with original character and charm. The main house features four spacious bedrooms, two full bathrooms, an oversized mudroom, formal living room, Florida sunroom and an additional bonus room upstairs. The space is perfect for accommodating

    Jessie Bonner SARABAY REAL ESTATE INC

    7754 Westmoreland Dr, Sarasota, FL 34243
    • /21

      Est $120,795 Not Listed For Sale

      • Studio
      • 1 Bath
      • 360 Sq Ft

      7150 N Tamiami Trail Unit N-317, Sarasota, FL 34243

      7150 N Tamiami Trail Unit N-317, Sarasota, FL 34243
  • /31

    $365,500

    • 3 Beds
    • 2 Baths
    • 1,623 Sq Ft

    7222 Meadowbrook Dr, Sarasota, FL 34243

    One or more photo(s) has been virtually staged. Welcome to Whitfield Country Club Estates, one of Sarasota’s most established and desirable communities! This charming 3-bedroom, 2-bath home with 1,623 sq. ft. offers a spacious and inviting floor plan designed for comfortable Florida living. Inside, you’ll find bright, open living areas, a well-appointed kitchen, and a cozy dining space perfect

    Agent Photo

    Sonja Costner

    DALTON WADE INC

    (941) 655-9456

    7222 Meadowbrook Dr, Sarasota, FL 34243
  • /13

    $2,450 per month

    • 2 Beds
    • 2 Baths
    • 1,245 Sq Ft
    • House for Rent

    362 Mcarthur Ave, Sarasota, FL 34243

    Very nicely maintained home in a quiet residential neighborhood. Newer kitchen appliances and AC. Recently landscaped front yard: all shell and natural coastal plantings. A huge, screened, roofed lanai doubles the size of the living room. There is a separate laundry room attached to the carport. A convenient location only minutes away from SR-301 and US-41, SRQ airport, New College, Ringling

    Eric Zitelli ZITELLI REALTY NETWORK LLC

    362 Mcarthur Ave, Sarasota, FL 34243
  • /2

    $650,000 Sold Nov 07, 2025

    • 1,859 Sq Ft
    • $350/SF
    • 71 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1977

    344 Bernard Ave, Sarasota, FL 34243

    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 room.

    Jessie Bonner SARABAY REAL ESTATE INC

    344 Bernard Ave, Sarasota, FL 34243
    • /6

      Est $159,002 Not Listed For Sale

      7024 Alderwood Dr, Sarasota, FL 34243

      7024 Alderwood Dr, Sarasota, FL 34243
  • /6

    $179,000

    • Land
    • 0.19 Acre
    • $942,105 per Acre

    0 Jungle Way, Whitfield, FL 34243

    **Prime Vacant Land Opportunity in Sarasota’s Whitfield Estates on Sarasota Bay*****Owner Financing Available with approved terms***Discover this exceptional vacant lot situated on Jungle Way in the highly desirable Whitfield Estates on Sarasota Bay subdivision. Offering over 8,000 square feet of prime real estate, this spacious lot features a generous 60-foot frontage, providing

    Agent Photo

    Walter Spikes, JR

    COLDWELL BANKER REALTY

    (941) 401-0928

    0 Jungle Way, Whitfield, FL 34243
  • /36

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,546 Sq Ft
    • House for Rent

    711 Whitfield Ave, Sarasota, FL 34243

    Gorgeous Whitfield Estates Home – Available December 1, 2025Offered as an Annual Rental (Furnished or Unfurnished)or Seasonal Rental (January–March 2026 Minimum Stay)This charming cottage-style 2-bedroom, 2-bath ensuite home is perfectly situated in the historic Whitfield Estates neighborhood, just steps from the spectacular Sara Bay Country Club and its Donald Ross–designed

    Brian ODonnell,PLLC REALTY BY DESIGN LLC

    711 Whitfield Ave, Sarasota, FL 34243
  • /2

    $2,500,000 Sold Nov 05, 2025

    • 3,584 Sq Ft
    • $698/SF
    • 198 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1973

    7330 Westmoreland Dr, Sarasota, FL 34243

    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

    7330 Westmoreland Dr, Sarasota, FL 34243
    • /16

      Est $109,519 Not Listed For Sale

      • Studio
      • 1 Bath
      • 348 Sq Ft

      7150 N Tamiami Trail Unit S-513, Sarasota, FL 34243

      7150 N Tamiami Trail Unit S-513, Sarasota, FL 34243
  • /5

    $59,000 Under Contract

    • Land
    • 3.26 Acres
    • $18,098 per Acre

    3308 Deloach Ln, Whitfield, FL 32570

    Just Listed!! 3.26 acres located in Berrydale! Property is very secluded and private. Mobile home on property is given no value. Property does have utilities in place. Bring your house plans and enjoy peaceful country living!

    Jodi Jackson

    Better Homes And Gardens Real Estate Main Street Properties

    (850) 845-0863

    3308 Deloach Ln, Whitfield, FL 32570
  • /39

    $4,500 per month

    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft
    • House for Rent

    7316 Caladesia Dr, Sarasota, FL 34243

    Welcome to your Sarasota getaway! Enjoy the perfect blend of comfort and convenience in this beautifully furnished short-term rental located minutes from Sarasota’s world-class beaches, dining, and shopping. Set on a spacious quarter-acre lot, the home features an oversized saltwater pool, screened lanai, and multiple outdoor seating areas ideal for relaxing or entertaining.Inside, you’ll find

    McKenzie Weirich THE SHORELINE FL REALTY LLC

    7316 Caladesia Dr, Sarasota, FL 34243
  • /2

    $1,072,500 Sold Oct 31, 2025

    • 1,662 Sq Ft
    • $645/SF
    • 100 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1948

    7620 Westmoreland Dr, Sarasota, FL 34243

    This is the one * Location, location, location * ALMOST 1 ACRE BAYFRONT FAMILY ESTATE * This EXCEPTIONAL WHITFIELD ESTATES HOME OFFERS A RARE OPPORTUNITY TO DESIGN YOUR OWN DREAM WATERFRONT ESTATE ON A 35,000 SQUARE FOOT LOT AND AN IMPRESSIVE 139 FOOT OF DIRECT BAY FRONTAGE * THESE PANORAMIC BAY VIEWS ARE A MUST SEE, CAPTURING VIEWS OF LONGBOAT KEY AND THE SKYLINE OF DOWNTOWN SARASOTA * This

    Ryan Brown RE/MAX ALLIANCE GROUP

    7620 Westmoreland Dr, Sarasota, FL 34243
    • /8

      Est $118,458 Not Listed For Sale

      • Studio
      • 1 Bath
      • 360 Sq Ft

      7150 N Tamiami Trail Unit N-305, Sarasota, FL 34243

      7150 N Tamiami Trail Unit N-305, Sarasota, FL 34243
  • /22

    $669,999

    • 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
  • /13

    $2,475 per month

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft
    • House for Rent

    626 Chevy Chase Dr, Sarasota, FL 34243

    Charming 3-Bedroom, 2-Bath Home in Desirable Sarasota LocationDiscover the perfect blend of comfort and convenience at 626 Chevy Chase! This inviting 3-bedroom, 2-bathroom home welcomes you with an open floor plan that creates seamless flow between living spaces, ideal for both daily living and entertaining.The heart of the home features a thoughtfully designed kitchen with abundant

    Alyssa Cromie NEXTHOME EXCELLENCE

    626 Chevy Chase Dr, Sarasota, FL 34243
  • /2

    $825,000 Sold Oct 31, 2025

    • 4,265 Sq Ft
    • $193/SF
    • 248 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1964

    7331 Westmoreland Dr, Sarasota, FL 34243

    Significant price change offers exceptional value. West of the Trail and North of downtown are Whitfield Estates, a lovely neighborhood established in the 1920's with canopied streets, large lots, and a variety of architectural styles. Tree lined streets and sidewalks make this neighborhood ideal for dog walking, biking, and meeting your neighbors. This elegant Whitfield Estates home of over 4000

    Alison Elizalde MICHAEL SAUNDERS & COMPANY

    7331 Westmoreland Dr, Sarasota, FL 34243
    • /24

      Est $121,492 Not Listed For Sale

      • Studio
      • 1 Bath
      • 360 Sq Ft

      7150 N Tamiami Trail Unit N-303, Sarasota, FL 34243

      7150 N Tamiami Trail Unit N-303, Sarasota, FL 34243
  • /39

    $520,000 Open Mon 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 2,054 Sq Ft

    337 Somerset Ave, Sarasota, FL 34243

    **BRAND NEW ROOF AUGUST 2025** CATCH SHIMMERING GLIMPSES OF THE BAY RIGHT FROM YOUR FRONT YARD** Enjoy the best of both worlds with also a spacious fenced back yard. This exquisite property offers a serene setting with endless potential to make it your own. The kitchen offers a thoughtful layout, featuring sleek stainless-steel appliances, a central island for extra storage and prep space, and

    Shana Hamel NEXTHOME EXCELLENCE

    337 Somerset Ave, Sarasota, FL 34243
  • /47

    $10,000 per month

    • 3 Beds
    • 2 Baths
    • 2,574 Sq Ft
    • House for Rent

    7676 Westmoreland Dr, Sarasota, FL 34243

    Escape to Your Perfect Tropical Retreat! Prepare to be captivated by this stunning waterfront home, designed to make your getaway unforgettable. Step inside and bask in an open, light-filled floor plan enhanced by double French doors and over 30 windows that invite in natural light and frame breathtaking water views. The modern, fully-equipped kitchen boasts granite countertops,

    Michael Sorensen STRINGER MANAGEMENT INC

    7676 Westmoreland Dr, Sarasota, FL 34243
  • /2

    $520,000 Sold Oct 24, 2025

    • 1,567 Sq Ft
    • $332/SF
    • 24 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    7348 Phillips St, Sarasota, FL 34243

    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

    7348 Phillips St, Sarasota, FL 34243
    • /25

      Est $108,078 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 348 Sq Ft

      7150 N Tamiami Trail Unit S-509, Sarasota, FL 34243

      7150 N Tamiami Trail Unit S-509, Sarasota, FL 34243
  • /47

    $975,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,003 Sq Ft

    7118 Westmoreland Dr, Sarasota, FL 34243

    Under contract-accepting backup offers. 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

    Andrew Pepper KELLER WILLIAMS ON THE WATER S

    7118 Westmoreland Dr, Sarasota, FL 34243
  • /52

    $4,500 per month

    • 4 Beds
    • 3 Baths
    • 2,250 Sq Ft
    • House for Rent

    329 Bernard Ave, Sarasota, FL 34243

    Leased season 12/01/2025 through 3/31/2026 Available 07/01/2025 through 11/30/2025 WEST OF THE TRAIL JUST PAST UNIVERSITY PARKWAY. LOCATION IS SUPERB AND IN PRIVATE BALLENTINE MANOR ESTATES. PROPERTY is 5 minutes TO SRQ International Airport, 10 minutes to new UTC mall and minutes to downtown Sarasota for fine dining, shopping, opera and the Arts. A quick 15 minute drive to Lido Beach and famous

    Marni Hayden CHROME REALTY LLC

    329 Bernard Ave, Sarasota, FL 34243
  • /2

    $435,000 Sold Oct 15, 2025

    • 1,494 Sq Ft
    • $291/SF
    • 40 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    801 Ponderosa Pine Ln, Sarasota, FL 34243

    Endless potential in a prime location!Nestled on an oversized lot of over a quarter acre, this 3 bedroom, 2 bath pool home offers the perfect opportunity to create your ideal Florida retreat or a high performing investment property. With nightly rentals allowed, this home is a rare find for savvy investors or buyers seeking passive income potential.The home features a new roof in

    Jessie Bonner SARABAY REAL ESTATE INC

    801 Ponderosa Pine Ln, Sarasota, FL 34243
    • /3

      Est $538,586 Not Listed For Sale

      7309 N Tamiami Trail, Sarasota, FL 34243

      7309 N Tamiami Trail, Sarasota, FL 34243
  • /39

    $700,000

    • 4 Beds
    • 2.5 Baths
    • 2,740 Sq Ft

    7303 Manatee St, Sarasota, FL 34243

    Welcome home to this stunning residence that perfectly blends elegance, space, and functionality. From the moment you step through the front door, you’ll be greeted by grand columns, detailed crown molding, and gleaming tile floors that set the stage for refined living. The expansive open layout is designed for both comfortable everyday living and stylish entertaining.Featuring 4 spacious

    Jeff Eslinger ESLINGER REALTY INC

    7303 Manatee St, Sarasota, FL 34243
  • /26

    $8,800 per month

    • 3 Beds
    • 3.5 Baths
    • 2,777 Sq Ft
    • House for Rent

    331 Magellan Dr, Sarasota, FL 34243

    Welcome to your fully furnished, newly renovated home, which is all about modern comfort and style! This lovely space features three cozy bedrooms, each with its own en suite bathroom, plus an additional bonus room and a convenient powder room. You’ll love the spacious kitchen, complete with an inviting island that’s perfect for seating 6-8. The open-plan living and dining area flows

    Shaun Peens FINE PROPERTIES

    331 Magellan Dr, Sarasota, FL 34243
  • /2

    $575,000 Sold Oct 15, 2025

    • 2,223 Sq Ft
    • $259/SF
    • 172 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1972

    504 Whitfield Ave, Sarasota, FL 34243

    This meticulously updated 3-bedroom, 2.5-bathroom pool home, located in the desirable Whitfield Estates, sits on over a quarter-acre lot and seamlessly blends contemporary elegance with timeless mid-century charm. Recent upgrades, including a newer roof (2021), updated windows, and a fully fenced backyard, offer a perfect balance of modern appeal and peace of mind. The home’s fresh exterior paint

    Toni Zarghami KW COASTAL LIVING III

    504 Whitfield Ave, Sarasota, FL 34243
    • /19

      Est $108,883 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 348 Sq Ft

      7150 N Tamiami Trail Unit S-609, Sarasota, FL 34243

      7150 N Tamiami Trail Unit S-609, Sarasota, FL 34243
  • /37

    $619,000

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    147 Adair Ave, Sarasota, FL 34243

    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

    147 Adair Ave, Sarasota, FL 34243
  • /15

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,498 Sq Ft
    • House for Rent

    214 Magellan Dr, Sarasota, FL 34243

    SNOWBIRD ALERT This fully furnished and stocked 2 bedroom, 2 bathroom, pool home is great for vacations or short term renters. This vacation rental is available immediately for the 2024 Winter season (Jan-April) In addition to being close to the beaches it is also close to Downtown Sarasota, and Downtown Bradenton with quick access to all the best beaches, shopping, restaurants, colleges, UTC

    Robert Halbman EXIT KING REALTY

    214 Magellan Dr, Sarasota, FL 34243
  • /2

    $395,000 Sold Sep 22, 2025

    • 1,385 Sq Ft
    • $285/SF
    • 66 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    358 Suwanee Ave, Sarasota, FL 34243

    This solid block home features 2 bedrooms and 2 bathrooms in Sarasota is a gem!

    Becky Sigler VINTAGE REAL ESTATE SERVICES

    358 Suwanee Ave, Sarasota, FL 34243
    • /16

      Est $99,196 Not Listed For Sale

      • Studio
      • 1 Bath
      • 348 Sq Ft

      7150 N Tamiami Trail Unit S-511, Sarasota, FL 34243

      7150 N Tamiami Trail Unit S-511, Sarasota, FL 34243
  • /47

    $789,000

    • 3 Beds
    • 3 Baths
    • 2,410 Sq Ft

    538 Magellan Dr, Sarasota, FL 34243

    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

    538 Magellan Dr, Sarasota, FL 34243
  • /2

    $341,500 Sold Aug 28, 2025

    • 1,934 Sq Ft
    • $177/SF
    • 298 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1971

    302 Mendez Dr, Sarasota, FL 34243

    New Price! Opportunity in Whitfield Estates, SarasotaLocated in the desirable and well-established neighborhood of Whitfield Estates, this original Ruth Richmond-designed 2-bedroom, 2-bath home features the hallmarks of her timeless Florida style—including terrazzo flooring, an open and airy floor plan, and clean mid-century lines. Richmond, one of Sarasota’s most prolific builders, was known

    Lisa Kartz SARABAY REAL ESTATE INC

    302 Mendez Dr, Sarasota, FL 34243
    • /28

      Est $111,839 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 348 Sq Ft

      7150 N Tamiami Trail Unit S-515, Sarasota, FL 34243

      7150 N Tamiami Trail Unit S-515, Sarasota, FL 34243
  • /21

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,269 Sq Ft

    344 Lantana Ave, Sarasota, FL 34243

    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

    344 Lantana Ave, Sarasota, FL 34243

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