Sarasota West Of The Trail Homes For Sale
Sarasota West of Trail Homes Community Guide
West of the Trail Homes features prime Sarasota neighborhoods near the bay and Siesta Key, appealing to buyers seeking location and long-term value.
West of the Trail Real Estate in Sarasota, FL.
West of Trail homes for sale rank among the most searched properties in Sarasota each year. The appeal is proximity. West of the Trail means west of Route 41, putting you close to downtown, the bayfront, and the barrier islands. Tamiami Trail runs from Tampa to Miami, which explains the name, though the history matters less than what the location offers today.
Homes here range from mid-century bungalows to modern rebuilds, with lot sizes and styles varying block by block. You’re minutes from Southside Village, Sarasota Memorial Hospital, and the bayfront, with Siesta Key and Lido Beach both a short drive out. Inventory moves fast, act quickly when something in your range hits the market.
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Photos of Sarasota West of Trail Homes
Additional West Of Trail Homes Neighborhood Information
In the Sarasota downtown area, West of The Trail is the earliest developed area in Sarasota, therefore, most homes tend to be built in the 50’s through 1970’s. However, due to the outstanding downtown Sarasota location, the older West of Trail homes are slowly being torn down and replaced by modern new construction homes of all styles. Additionally, many buyers like the fact that they are free to make their own design choices, as there are fewer communities with HOA deed restrictions in the downtown area west of the trail.
It’s such a popular area, that finding a West Of Trail “deal” is not common. Even homes that need renovation are selling for top prices. Real Estate is all about location, so don’t expect cheap homes to be found in this area. Location wise, it really doesn’t get much better than this.
Traveling north or south of downtown Sarasota, homes tend to become more affordable West of the Trail. Most homes will be older ranch style homes. There are some very popular neighborhoods in this area. We often show homes in Cherokee Park, Laurel Park, Desota Park, and the gated community of The Landings. If you are interested in homes in this area, please call us. We have lots of older homes to explore, and also some scattered site new construction homes with all the modern amenities!
West Of Trail Real Estate
“The Trail” refers to 275 miles of Route 41 which connects Tampa to Miami. (Hence, the nickname “Tamiami Trail”). Route 41 heads North and South from Tampa to Naples, then turns east at Naples FL., connecting Naples to Miami through the Everglades. It is considered the long, slow way to get to Miami however.
This area is considered “Old Florida”, due to the popularity of the area. Of course, this was one of the first areas to be built when Sarasota was established. There are many different types of architecture ranging from historical homes, old-style ranchers and bungalows, Mediterranean waterfront homes, as well as ultra-modern new construction masterpieces.
Southside Elementary school (founded in 1926) and Philiippi Shores Elementary School (founded in 1950’s) are top-rated schools in the Sarasota area.
This area is a popular choice for medical professionals, as Sarasota Memorial Hospital is located in the heart of the West of Trail area. It’s a popular area for commercial and professional services, as well as a variety of restaurants and fine dining options. The arts and Culture of Downtown Sarasota FL. is just a mile or two away.
There are many neighborhoods that I love here, however many buyers who enjoy historical homes will like McClellan Park. Mediterranean-style enthusiasts will have lots of choices in Cherokee Park, Avondale. Boaters will like San Remo Estates, Fisherman’s Bay, Coral Cove, and Southpointe Shores.
Contact Bill and Cheryl McCue of the We Sell Sarasota Group @ Bright Realty. They are happy to assist you.
*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.

Our Personal Sarasota West of Trail Homes Insights


Pros
- High demand location with high resale value
- Easy access to Rt. 41 for quicker traveling
- Many prestigious homes in Sarasota
Honesty · Reputation · Experience · Top 2% Sales Team in Sarasota

Homes For Sale West of the Trail
Need a Sarasota West of Trail Homes real estate agent?
Bill & Cheryl McCue and their talented team are a top 2% selling team in Sarasota and Manatee County.
- 23 years full-time experience.
- Specializing in assisting buyers, listing & selling.
- Market valuations for Sarasota West of Trail Homes owners.
- 100’s of 5-star reviews on Google, Realtor.com, Zillow, Homes.com and more.
- Sold over 400+ homes and counting.
Bill & Cheryl McCue
Sarasota Homes Group
Sarasota West Of Trail Condominiums Index
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