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: 18
Average Price: $1,063,372
Highest Price: $3,795,000
Lowest Price: $169,900
Average Size: 2,370 ft²
Average Price Per Square Foot: $414 per ft²

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Homes for Sale in Whitfield Estates

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Image 0: A4630261

7418 Westmoreland Drive, SARASOTA, FL - $3,795,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 3,502 SQFT
  • 206 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
  • 101 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: A4643395

7715 Westmoreland Drive, SARASOTA, FL - $2,450,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,782 SQFT
  • 98 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 3: A4642087

202 Gaines Avenue, SARASOTA, FL - $1,840,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 4,111 SQFT
  • 112 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...

Image 4: A4630704

608 69th Avenue W, BRADENTON, FL - $899,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,450 SQFT
  • 194 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...

Image 5: A4634558

7331 Westmoreland Drive, SARASOTA, FL - $890,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,265 SQFT
  • 163 DOM
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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 ...

Image 6: A4643190

7735 Westmoreland Drive, SARASOTA, FL - $849,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,156 SQFT
  • 89 DOM
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Experience Luxury Living In This Renovated 1926 Whitfield Estates Home! Easy To Show & Go. Unparalleled Location: Nestled Under A Newly Trimmed Historic Banyan Tree, This Lushly Landscaped Home With Its Spacious Backyard Enjoys A Coveted Location...

Image 7: A4604002

7754 Westmoreland Drive, SARASOTA, FL - $789,000

Residential, Single Family Residence
  • 5 Beds
  • 3 Baths
  • 2,521 SQFT
  • 445 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...

361 Whitfield Avenue, SARASOTA, FL - $760,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,030 SQFT
  • 76 DOM
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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 Mu...

344 North Lantana Avenue N, SARASOTA, FL - $625,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,269 SQFT
  • 49 DOM
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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 Versa...

138 Pearl Avenue, SARASOTA, FL - $580,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,371 SQFT
  • 30 DOM
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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 Fr...

Image 11: O6281315

7746 Westmoreland Drive, SARASOTA, FL - $569,900

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,241 SQFT
  • 124 DOM
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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, Fre...

139 Adair Avenue, SARASOTA, FL - $550,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,038 SQFT
  • 17 DOM
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Endless Potential In Prime Location – Nightly Rentals Allowed! Welcome To This Charming 3-bedroom, 2.5-bath Home In The Highly Desirable Whitfield Estates Neighborhood Where Opportunity Meets Location! Whether You’re Looking For Your First Home...

Image 13: A4637775

349 Scott Avenue, SARASOTA, FL - $549,900

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,412 SQFT
  • 140 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...

Image 14: O6277315

7326 Shepherd Street, SARASOTA, FL - $525,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,990 SQFT
  • 129 DOM
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One Or More Photo(s) Has Been Virtually Staged. 100-day Home Warranty Coverage Available At Closing. Welcome To This Stunning Property, Where Modern Elegance Meets Practicality. The Interior Boasts A Fresh, Neutral Color Paint Scheme That Enhances...

Image 15: A4621910

302 Mendez Drive, SARASOTA, FL - $370,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,934 SQFT
  • 270 DOM
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New Price! Opportunity In Whitfield Estates, Sarasota Located 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 Styl...

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 June 19th, 2025 at 2:20pm EDT.

Map of Whitfield Estates

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