Whitfield Estates

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Overview

Located in Manatee County with a Sarasota address, Whitfield Estates was established in the 1920's as Sarasota’s first golf community. This historic community dates back to the 1920s. You will find homes along the greens and fairways of the Sara Bay Country Club, on the canal front and beautiful bayfront estates. Some of the older houses have been razed making way for new structures with incredible architectural features that luxury buyers currently desire.

The first 18-hole golf course in Sarasota was Whitfield Estates Country Club, built in the 1920s on the site of the current Sara Bay Country Club. Famed golfer Bobby Jones played the Donald Ross designed course in an opening match in 1926.

Whitfield Estates is halfway between downtown Bradenton and downtown Sarasota. Residents enjoy easy access to our International Airport and are within minutes of University of South Florida, New College, Ringling School of Art & Design, and the Asolo Theatre. In addition, our beautiful beaches are just a short drive away.

MLS® Listing Statistics

Total Listings: 19
Average Price: $1,277,274
Highest Price: $3,995,000
Lowest Price: $419,900
Average Size: 2,589 ft²
Average Price Per Square Foot: $466 per ft²

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Homes for Sale in Whitfield Estates

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Image 0: A4630261

7418 Westmoreland Drive, SARASOTA, FL - $3,995,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 3,502 SQFT
  • 110 DOM
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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 Pr...

Image 1: A4644007

7330 Westmoreland Drive, SARASOTA, FL - $2,750,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 3,584 SQFT
  • 5 DOM
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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 T...

Image 2: A4631567

7322 Westmoreland Drive, SARASOTA, FL - $2,500,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,756 SQFT
  • 91 DOM
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Gorgeous Bayside 1960-built Swinging Party Pad, Destroyed By Helene. This Is The Largest Lot In The Neighborhood, (46,566 Square Feet) More Than An Acre! It Could Be Split Or Just Build A 8 Car Garage With Plenty Of Room. Sailboat Water Never Goes...

Image 3: A4643395

7715 Westmoreland Drive, SARASOTA, FL - $2,495,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,782 SQFT
  • 2 DOM
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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 Masterpie...

Image 4: A4642087

202 Gaines Avenue, SARASOTA, FL - $1,920,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 4,111 SQFT
  • 16 DOM
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Boasting Some Of The Most Incredible Unobstructed Panoramic Bay Views Sarasota Has To Offer, This Five-bedroom, Four-bathroom Pool Home Sits High And Dry On Over Half An Acre In The Historic Whitfield Estates Community. Imagine Waking Up To The Tr...

608 69th Avenue W, BRADENTON, FL - $1,100,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,450 SQFT
  • 99 DOM
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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 Lo...

7331 Westmoreland Drive, SARASOTA, FL - $950,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,265 SQFT
  • 67 DOM
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Old Sarasota: 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 Neigh...

7402 Westmoreland Drive, SARASOTA, FL - $900,000

Residential, Single Family Residence
  • 2 Beds
  • 3 Baths
  • 1,592 SQFT
  • 98 DOM
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This Fine Property Is Move In Ready, Or Ripe To Construct Your Own Mini Mansion On This Water Adjacent Property!! Just 185 Feet From The Bay. Large, Nearly ½ Acre Site With Panoramic Views Of Sarasota Bay And Downtown With Tropical Breezes And Stu...

Image 8: A4643190

7735 Westmoreland Drive, SARASOTA, FL - $895,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,156 SQFT
  • 8 DOM
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Experience Luxury Living In This Renovated 1926 Whitfield Estates Home! Unparalleled Location: Nestled Under A Newly Trimmed Historic Banyan Tree, This Lushly Landscaped Home With Its Spacious Backyard Enjoys A Coveted Location ‘west Of The Trail...

Image 9: O6263531

7327 Westmoreland Drive, SARASOTA, FL - $892,000

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 1,956 SQFT
  • 95 DOM
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Welcome To 7327 Westmoreland Dr., A Beautifully Renovated Home In One Of Sarasota's Most Desirable Neighborhoods. This Property Seamlessly Blends Modern Convenience With Timeless Charm, Making It A Great Choice For Both Primary Residents And Savvy...

Image 10: A4631412

214 Gaines Avenue, SARASOTA, FL - $798,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,992 SQFT
  • 91 DOM
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Nestled In A Peaceful Neighborhood Just One Block From Sarasota Bay, This Beautifully Updated 3-bedroom, 3-bathroom Home Offers A Seamless Blend Of Charm And Modern Comfort. Begin Your Mornings On The Spacious Front Patio Surrounded By Mature Tree...

Image 11: A4604002

7754 Westmoreland Drive, SARASOTA, FL - $795,000

Residential, Single Family Residence
  • 5 Beds
  • 3 Baths
  • 2,521 SQFT
  • 349 DOM
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One Or More Photo(s) Has Been Virtually Staged. Welcome To A Piece Of History In This Charming 1926 Sarasota Estate, Located In The Desirable Community Of Whitfield Estates. This Property Boasts A Timeless Elegance With Original Character And Char...

316 Scott Avenue, SARASOTA, FL - $739,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,876 SQFT
  • 15 DOM
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West Of Trail! Beautifully Updated Open-plan Pool Home In Sought-after Whitfield Estates, Less Than 15 Minutes From Downtown! A Tranquil Cul-de-sac, A Palm-tree Lined Driveway And A Royal Poinciana Tree Welcome You Home. Inside, You Will Love The ...

7324 Phillips Street, SARASOTA, FL - $699,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,958 SQFT
  • 29 DOM
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Completely Remodeled Private Pool Home In Whitfield Estates – Just 2 Blocks From Sarasota Bay! This Beautifully Updated 3-bedroom, 2.5-bathroom Home Offers 1,958 Sq. Ft. Of Stylish Living Space With A Brand-new Roof And A/c, Brand New Hardy Board...

Image 14: R4908518

322 Buena Vista Avenue, SARASOTA, FL - $697,400

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,067 SQFT
  • 110 DOM
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Motivated Sellers. $50k Under Appraisal!! Charming, 1920’s Spanish Style Home With All Major Systems Updated. Hurricane Windows Last Yr, 3 Yr Old Roof, Pvc Plumbing/copper Throughout, Hvac 6 Yrs, Breaker Panels. Walled, Gated, Spacious Back Yar...

Image 15: A4637775

349 Scott Avenue, SARASOTA, FL - $599,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,412 SQFT
  • 44 DOM
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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 T...

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on March 15th, 2025 at 10:05pm EDT.

Map of Whitfield Estates

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