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
$300,000 - $400,000 $400,000 - $500,000 $500,000 - $600,000
$600,000 - $700,000 $700,000 - $800,000 $900,000 - $1,000,000
Over $1,000,000

Market Statistics

Total Listings: 20
Average Price: $464,766
Highest Price: $1,900,000
Lowest Price: $1,725

Homes for Sale in Whitfield Estates West of Trail Sarasota

20 Properties Found. Page 1 of 2.
Photo of Listing #U8090103

Now Available in WHITFIELD ESTATES of Sarasota! Come see this charming Home consisting of 3 bedrooms, 2 bath, 1,638 (sqft), -clean residence with a spacious layout and great backyard! This is the p...

Photo of Listing #A4478674

Excellent opportunity to acquire an UPDATED income producing duplex in the popular Whitfield community of Sarasota. Situated on a nice, quiet street that leads to popular Sara Bay Golf and Country ...

Photo of Listing #A4479136

CASUAL ELEGANCE BEST DESCRIBES THIS “WEST OF THE TRAIL” 3 BEDROOM 2 BATH + DEN HOME WITH 2-CAR GARAGE ON AN OVERSIZED LOT – Rich with Ringling History, this home is built on what was once part of t...

Photo of Listing #A4478534

Welcome to 135 Adair Avenue. This WEST OF TRAIL 2/2 2 car garage has been completely upgraded with all the comforts of modern living. The beautiful porcelain tile throughout will take you to a beau...

Photo of Listing #A4477747

Located in Whitefield Estates, this historical Mediterranean style pool home with guesthouse is surrounded by lush green tropical landscaping and rests across from the bay. Plenty of room for your ...

Photo of Listing #A4477162

Your chance you build something spectacular is here. Located in Whitfield Estates, you’ll find this vacant lot with sight-lines of Sarasota Bay. Tucked into a fantastic area, with a nice blend of h...

Photo of Listing #A4476787

INCLUDES GUEST HOUSE! Rarely available spacious Renovated POOL Home w/ 1 bed 1 bath Detached GUEST HOUSE! Located in the Optional HOA community of Whitfield Estates, Home of the historic Sara Bay C...

Photo of Listing #A4474402

Stunning bay views can be yours from this elegant Whitfield Estates home with a stylish mid century modern vibe. 156 feet of waterfront with a deep water dock and over an acre of property make this...

Photo of Listing #A4473440

West of Trail and half way between downtown Sarasota and downtown Bradenton, this buildable lot is ready for your contractor and your imagination. In the historic and eclectic neighborhood of Whit...

Photo of Listing #T3260749

This home is professionally managed and maintained. Resident responsible for utilities as well as renter's insurance and lawn maintenance. Applicants considered on a first come, first served basis....

Photo of Listing #A4473450

West of Trail and half way between downtown Sarasota and downtown Bradenton, these 2 buildable lots are ready for your builder and your imagination. In the historic and eclectic neighborhood of Wh...

Photo of Listing #A4475396

This is a beautifully maintained and remodeled single family home close to everything! Ingruond pool with a screened in lanai and all new screen. Great sized yard for plenty of space to play and ga...

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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 September 30th, 2020 at 6:00am EDT.