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: 17
Average Price: $1,204,853
Highest Price: $5,500,000
Lowest Price: $429,900
Average Size: 2,465 ft²
Average Price Per Square Foot: $442 per ft²

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Homes for Sale in Whitfield Estates

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Image 0: A4695898

7524 Westmoreland Drive, SARASOTA, FL - $5,500,000

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 6,215 SQFT
  • 61 DOM
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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 Resid...

Image 1: A4682111

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

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,756 SQFT
  • 179 DOM
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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...

7715 Westmoreland Drive, SARASOTA, FL - $2,150,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,782 SQFT
  • 55 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: A4696134

7538 Westmoreland Drive, SARASOTA, FL - $1,700,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,730 SQFT
  • 66 DOM
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A Rare Opportunity To Create A Legacy Property Along The Shores Of Sarasota Bay. Set On Over Half An Acre In The Heart Of Historic Whitfield Estates, 7538 Westmoreland Drive Offers One Of The Area’s Most Compelling Waterfront Redevelopment Oppo...

Image 4: A4696164

7538 Westmoreland Drive, SARASOTA, FL - $1,700,000

Land, Land
  • 67 DOM
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A Rare Opportunity To Create A Legacy Property Along The Shores Of Sarasota Bay. Set On Over Half An Acre In The Heart Of Historic Whitfield Estates, 7538 Westmoreland Drive Offers One Of The Area’s Most Compelling Waterfront Redevelopment Opportu...

Image 5: A4677614

703 Whitfield Avenue, SARASOTA, FL - $749,000

Residential, Single Family Residence
  • 2 Beds
  • 4 Baths
  • 1,842 SQFT
  • 213 DOM
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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...

Image 6: A4663038

7324 Phillips Street, SARASOTA, FL - $669,999

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,958 SQFT
  • 347 DOM
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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...

Image 7: A4688411

214 Gaines Avenue, SARASOTA, FL - $660,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,992 SQFT
  • 126 DOM
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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-mi...

Image 8: A4699091

138 Holly Avenue, SARASOTA, FL - $599,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,187 SQFT
  • 35 DOM
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Virtually Staged. Welcome To 138 Holly Avenue, Nestled In The Highly Sought-after Whitfield Estates, Where Timeless Charm Meets Modern Comfort Just Moments From The Sparkling Waters Of Sarasota Bay. Beautifully Renovated From Top To Bottom, This M...

7311 Broughton Street, SARASOTA, FL - $599,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,501 SQFT
  • 16 DOM
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Welcome To Your Own Private Slice Of Paradise In The Heart Of Whitfield Estates. Perfectly Positioned On A Beautifully Landscaped Corner Lot, This Impeccably Updated 3-bedroom, 2-bath Residence Is Being Offered Completely Turnkey Furnished, Making...

Image 10: A4692752

361 Scott Avenue, SARASOTA, FL - $589,900

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,109 SQFT
  • 42 DOM
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Back On The Market And Ready For Its Next Owner. Welcome To 361 Scott Avenue, A Refreshed Pool Home Set On A Rare Double Lot In Whitfield Estates, West Of The Tamiami Trail And Just Minutes From Sarasota Bay. Step Inside To A Bright, Open Great...

Image 11: A4691706

138 Pearl Avenue, SARASOTA, FL - $555,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,371 SQFT
  • 102 DOM
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Welcome To This Charming Mid-century Florida Rancher Nestled In The Sought-after Waterfront Neighborhood Of Whitfield Estates — One Of Sarasota's Most Beloved And Established Communities. Set On A Generous 0.29-acre Corner Lot, This 2-bedroom, 2-b...

Image 12: A4684919

7549 Westmoreland Drive, SARASOTA, FL - $549,000

Residential, Single Family Residence
  • 2 Beds
  • 1 Baths
  • 1,410 SQFT
  • 159 DOM
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West Of The Trail In Whitfield Estates, This Mid-century Gem Captures The Charm And Character That Define Classic Florida Architecture. From The Original Terrazzo Floors To The Preserved Kitchen Design, The Home Reflects The Clean Lines And Simpli...

7746 Westmoreland Drive, SARASOTA, FL - $535,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,345 SQFT
  • 108 DOM
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Welcome To West Of The Trail In Sought After Whitfield Estates, A Beautifully Remodeled Home On A Quarter-acre Lot Offering Style, Flexibility, And Proven Income Potential. Whether You’re A First-time Homebuyer, Savvy Investor, Or Searching For Th...

139 Adair Avenue, SARASOTA, FL - $500,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,038 SQFT
  • 425 DOM
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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...

Image 15: A4690664

7303 Manatee Street, SARASOTA, FL - $496,702

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,740 SQFT
  • 112 DOM
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****this Property Is Located In An Overlay District - So, While No Hoa, Manatee County Has Jurisdictions Pertaining To Attributes Of The Home Due To Its Location In A Historic District. Both The Overlay Restrictions And The Gis Map Are Attached Fo...

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 August 11th, 2026 at 6:24am EDT.

Map of Whitfield Estates

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