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 Over $1,000,000

Market Statistics

Total Listings: 23
Average Price: $519,887
Highest Price: $2,575,000
Lowest Price: $2,100

Homes for Sale in Whitfield Estates West of Trail Sarasota

23 Properties Found. Page 1 of 2.
Photo of Listing #A4456868

"57" was a great year! Think about the 57 Chevy Convertible? Well you can park it in this 1957 Mid Century home ~ Feast your eyes on Sarasota Bay with Sunsets that will blow your mind!!! Terrazz...

Photo of Listing #A4458976

FABULOUS INVESTMENT OPPORTUNITY. 2 DUPLEXES; 4-OVER-SIZED 2/2 UNITS W/CARPORTS AND TANDEM PARKING. PLEASE NOTE 7215 & 7217 MANATEE STREET ARE INCLUDED IN THIS SALE. LISTING PRICE INCLUDES BOTH BUI...

Photo of Listing #U8080591

WELCOME HOME! This beautifully renovated home is located in sought after neighborhood of Whitfield Estates. Location with close proximity to both downtown Sarasota and Bradenton, the airport and th...

Photo of Listing #T3228667

Lifestyle by Design ~ Join Bradenton's Boating Community! 60' of water frontage with a boathouse and dock with water and electric. NO CDDs OR HOAs, Pride of Ownership, UPDATES, UPDATES, UPDATES! HO...

Photo of Listing #A4463484

This fully furnished and stocked 2 bedroom, 2 bathroom, pool home is great for vacations or short term renters.This vacation rental is available immediately for short term rental. The home is only ...

Photo of Listing #A4463274

Corner lot on N Tamiami Trail and Whitfield Avenue. Ready for development. Zoned for Professional office or Medical. Banking, Day Care or multi family. Over 45,500 cars per day pass by this propert...

Photo of Listing #A4458422

**Opportunity!** Rare triplex home with 2 car garage, on a large lot. Located in the highly sought after WEST OF TRAIL neighborhood of Whitfield Estates! A few blocks to the water. An ideal inco...

Photo of Listing #A4461871

Welcome to one of the most sought after neighborhoods because of its close proximity to both downtown Sarasota and Bradenton, the airport and the bay, and the museums and colleges dotting Tamiami T...

Photo of Listing #A4459515

REDUCED! MID CENTURY MODERN WITH AMAZING POTENTIAL. REHABBERS THIS IS AN INCREDIBLE OPPORTUNITY. 4 BEDROOM 2 BATH HOME, LARGE FAMILY ROOM, LARGER LIVING ROOM WITH A FANTASTIC FIREPLACE. TILE THROUG...

Photo of Listing #A4454267

PRICE IMPROVEMENT! Ladies and Gentlemen, Boys and Girls, Real Estate lovers of all Ages….here is a rare chance to own a piece of Sarasota history in a Ringling house! Located West of the Trail, the...

Photo of Listing #A4459218

A Custom Built Multi-Generational home.- Mother In Law Suite. Walk into the soaring atrium area to find a separate efficiency unit and a staircase leading to two huge 2nd floor bonus rooms that ca...

Photo of Listing #A4454105

Whoever built this home had relaxation in mind. The shady lot beckons you to grab your gardening tools and wile away the afternoon making beautiful things grow. The Zen-like screened porch entices ...

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Selling or buying a Whitfield Estates home West of Trail soon? Call DWELL Real Estate (941) 822-0708, 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 April 6th, 2020 at 2:00am EDT.