Whitfield Estates Homes For Sale - Sarasota

Search all of today's West of the Trail Whitfield Estates homes for sale and Sarasota, Florida real estate listings below! The Whitfield Estates relish the distinction of living in the earliest planned community in Manatee and Sarasota counties. The estates possess one of the oldest golf courses in Florida at Sara Bay Country Club. It is located on either side of Tamiami Trail, near the Sarasota –Bradenton International Airport and about a mile north of the John and Mable Ringling Museum. Also close to it are the New College of Florida and the University of South Florida Sarasota-Manatee. The estates’ ideal situation between Sarasota and Bradenton guarantees those who live here enjoy the best of both worlds. The estate is a home to three thousand residents. To schedule a private home tour and to get information about West of the Trail Whitfield Estates neighborhood properties for sale, call or email your DWELL real estate agents and professionals in Sarasota, FL today!

Homes for Sale in Whitfield Estates West of Trail Sarasota

All Listings Under $100,000 $200,000 - $300,000
$400,000 - $500,000 $600,000 - $700,000 $700,000 - $800,000
Over $1,000,000

Market Statistics

Total Listings: 9
Average Price: $444,489
Highest Price: $1,300,000
Lowest Price: $2,900

Homes for Sale in Whitfield Estates West of Trail Sarasota

9 Properties Found. Page 1 of 1.
Photo of Listing #A4515320

Lovely home in Sarasota / Whitfield Estates, one-half block to SaraBay Country Club. AVAILABLE DECEMBER 1ST. This 3 Bedroom/2 Bathroom/2-Car Garage 2050 Square Foot Pool Home will be freshly paint...

Photo of Listing #A4513795

WEST OF THE TRAIL LESS THAN A BLOCK TO SARASOTA BAY, totally renovated, pristine state of the art home with amazing design features. No need to go to the Bermuda or the Florida Keys, this home ho...

Photo of Listing #A4513126

A tropical paradise awaits you at this charming home in Sarasota! This 3-bedroom, 2-bath vacation rental offers all the comforts of home paired with a location near the best spots in town. Spend th...

Photo of Listing #A4509708

This 1925 rare and authentic Georgian-style estate is a true piece of Sarasota history and will win your heart from the moment you see it with its distinct character, charm, and curb appeal. Mature...

Photo of Listing #A4508268

This is as close to the water that you can get without paying the big bucks. This three bedroom, three bathroom home is located just across the street from Sarasota Bay. Built in 1948 and situate...

Photo of Listing #A4507728

Previously voted “Sarasota’s most beautiful home”. Now is your opportunity to own one of renowned architect, Ralph Twitchell’s, most treasured creations. Casa de suenos.. (house of dreams) is beaut...

Photo of Listing #A4502054

Prime buildable lot in the bayside section of Whitfield Estates, a private, established neighborhood with easy access to Sarasota and Bradenton lifestyle amenities. Just one block to Sarasota Bay-a...

Photo of Listing #A4488674

MAJOR UPDATE - SEPTEMBER 17, 2021 THE SALE OF THIS HOME WILL NOW INCLUDE APPROX. 1.4 ACRES. (previously was only going to include 0.6 acres) PRICE HAS BEEN ADJUSTED ACCORDINGLY. SEE OLD DESCRIPT...

Photo of Listing #A4433740

Vacation rental-This wonderful 3 bedroom, 2 bathroom, solar heated, pool home is only 2 blocks from Sarasota Bay and right across the street from a city park. You can be in your kayak paddling 3 mi...

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Selling or buying a Whitfield Estates home West of Trail soon? Call DWELL Real Estate (941) 200-HOME, your Sarasota, Florida real estate team. Our community of Whitfield Estates REALTORS® team will help you navigate the housing market in West of the Trail Sarasota, FL.

West of Trail Neighborhoods

Aqualane Estates Avondale Ballentine Manor Bay Point Park Bayview Acres Bungalow Hill
Burns Court Cherokee Park Coral Cove Desota Park Granada Granada Park
Harbor Acres Hartsdale Indian Beach Landings Laurel Park Mandarin Park
McClellan Park Morton Terrace Oyster Bay Paradise Shores Poinsettia Park Pomelo Place
Red Rock San Remo Estates Sapphire Shores Southbay Y & R Southpointe Shores Whitfield Estates

Whitfield Estates Real Estate Market

So charming is the housing market that was established in the 1920s, which, at that time, was known as the Gold Coast. Many of its homes appear in the National Register of Historic Places. The estates act as a perfect home for many buyers with differing needs and lifestyles. Active retirees, growing families, amd even young professionals will find an impressive environment to set up camp. The homes on the market presently include Spanish style homes, Mediterranean Revival style homes, Florida ranch-style homes, and the ultra-modern style ones with plenty of glasses built from the late 1990s to present-day.

The estates are quite strategically located; it’s a great neighborhood. Every resident possesses a half acre. The estates also have an eye-catching landscape that further amplifies its natural feel. Whitfield Estates enjoy an enviable history, and its location ensures proximity to everything one might need. Those Whitfield residents who don't fancy playing golf or taking walks on a golf course will be equally thrilled by walking to the lip of Sarasota Bay. Here, they can enjoy an unobstructed view five miles over water to Longboat Key.

The streets go right down to the bay where one can easily drive by car and park. During the weekend, it provides an incredible time out there fishing and observing kayak racks on top of cars. It’s cool. After scarcely a century of growth, Whitfield Estates has now morphed into roughly a dozen neighborhoods. The estates have extended by a mile and a half square hive of residences from Magellan Drive on the north and as well south to Braden Avenue. Home listing prices in Whitfield Estates range from affordable abodes to high price tags for multiple-story glass homes overlooking Sarasota Bay. It is such a magnificent place, a haven, a dream place for anyone.

Location of Whitfield Estates Subdivision


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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 October 25th, 2021 at 1:52pm EDT.