West of Trail Homes For Sale - Sarasota

West of Trail Homes

Browse today's new West of Trail homes for sale and real estate in Sarasota below! Cherokee Park and Harbor Acres are lovely, peaceful neighborhoods located in the West of the Trail real estate market which is located slightly south of the downtown area. Residents living here can enjoy easy access to St. Armand’s Circle with its world-class shopping and dining as well as premier golfing at Palmer Ranch. Siesta Key beach also situated within just a short distance of this community.

For buyers who are interested in living on the water, they should look no further than San Remo Estates. This cozy community features lush, mature landscaping and convenient access to amenities throughout the Sarasota area. The Indian Beach neighborhood is located within the highly desirable and popular Museum District located in North Sarasota. Buyers will find a wide range of different home styles here. Whether its a quaint cottage or a multi-million dollar showplace, homebuyers are sure to find something that suits their style of living and budget in the homes for sale around Indian Beach. To learn more about properties available in West of Trail neighborhood near Sarasota or to setup a private home showing, contact your local West of Trail real estate experts today. Read more about West of Trail homes.

Real Estate For Sale West of Trail Sarasota

All Listings $200,000 - $300,000 $300,000 - $400,000
$400,000 - $500,000 $500,000 - $600,000 $600,000 - $700,000
$700,000 - $800,000 $800,000 - $900,000 $900,000 - $1,000,000
Over $1,000,000

Market Statistics

Total Listings: 201
Average Price: $1,260,761
Highest Price: $7,500,000
Lowest Price: $224,900

Real Estate For Sale West of Trail Sarasota

201 Properties Found. Page 1 of 5.
Photo of Listing #A4441313

Welcome home to perfection. Nothing to do but enjoy the view and all the updates which include a high end remodeled kitchen, remodeled bathrooms and wood floors. From the enclosed lanai with wester...

Photo of Listing #T3194631

**POSSIBLE TEAR-DOWN** LOCATION! LOCATION! LOCATION! Located near Sarasota's TOP-RATED SCHOOLS, and it sits on a LARGE lot that is almost 1/4 acre!! Conveniently located in close proximity to BEAUT...

Photo of Listing #A4444262

Enjoy the beautiful water views from this bright and spacious condominium in the premier Eagles Point Circle at The Landings. This 2nd level condo with just under 2000 square feet and 2 bedrooms pl...

Photo of Listing #A4443484

Additional photos to follow. Authentic Craftsman Bungalow in the heart of Southside Village. As you enter this home you will marvel at the spaciousness and detail in this “feel-good” home. The Cypr...

Photo of Listing #A4443930

Welcome to an oasis of contemporary serenity just moments from downtown Sarasota. This incredibly spacious West-of-Trail home is poised on a calm lake, with 4 bedrooms, 3.5 baths and a floor plan t...

Photo of Listing #A4443962

Spectacular Tuscan Masterpiece in Oyster Bay Estates, Sarasota's most coveted West-of-the-Trail neighborhood. This Spanish-Italian design home was built in 2006 by custom-builder Bruce Saba with im...

Photo of Listing #N6106543

End Unit 3 Bed 2.5 Bath 2nd, (Top), floor Coach House in The Landings. Unit has a Beautiful Lake and Park Like View. Being an End unit the property has lots of windows and is light and bright. The...

Photo of Listing #A4443056

Enjoy a quaint hideaway tucked away in this pleasantly secluded neighborhood West of the Trail. Hidden from the road, this two bedroom, two bath (en suite) home is extremely private, but close to e...

Photo of Listing #A4443001

Inside lake facing very clean ground floor end unit Monaco Model. 2 Beds 2 Baths Approximately 1032 sq.ft. including the screened in lanai. This condo has been very well maintained and shows imma...

Photo of Listing #A4443155

Make your next move to this spacious, open plan family home. Located “West of the Trail” in the premier gated community of The Landings. A lot in excess of .5 acres and overlooking a lake with foun...

Photo of Listing #A4443744

Pre-Construction. To be built. Pre-Construction. To be built. The Antilles by Heritage Builders is situated in Sarasota's highly desirable West of Trail neighborhood. The West Indies inspired styli...

Photo of Listing #A4443177

Sleek and elegant living in the Landings. A tastefully updated, unique and comfortable Carriage House. Enjoy the open Lube designed kitchen that seamlessly flows into the dining area. A chefs dream...

Photo of Listing #A4442744

Views, Views, Views! This Eagles Pointe penthouse has water views of the Intracoastal Waterway and Phillippi Creek and amazing sunsets. First time available in 22 years...featuring 1936 sq. ft., 3 ...

Photo of Listing #A4443475

Under Construction. Under construction and perfectly sited on 123 feet of protected yacht basin and the 3rd house in from the open bay is another vision of beauty and functionality from notable lux...

Photo of Listing #A4442428

One or more photo(s) has been virtually staged. West of the Trail in Oyster Bay. Location, location and beautiful grounds is the hallmark of this home. 3 bedrooms, 2 of which are on suites with pri...

Photo of Listing #A4443093

Tranquil location West of the Trail on Orchid Street. Extremely convenient to Siesta Beaches, and all that Sarasota has to offer. This single family home in a good school district is livable as i...

Photo of Listing #A4442925

With romantic waterfront views of downtown Sarasota, this property is one of the best available addresses in the city. Envision an estate beyond compare accompanied by poetic views that blend the s...

Photo of Listing #A4442885

With romantic waterfront views of downtown Sarasota, this property is one of the best available addresses in the city. Envision an estate beyond compare accompanied by poetic views that blend the s...

Photo of Listing #A4442286

Tucked away on Lakeshore Drive in a storybook lakefront setting, this exquisite estate embodies tropical elegance and style. Luxurious appointments, state-of-the-art amenities, and a romantic water...

Photo of Listing #A4442067

Newly built. This coastal residence captivates with its impeccably designed décor and outdoor living spaces in a scenic waterfront setting only seconds to the open waters of Sarasota Bay. Located W...

Photo of Listing #A4441173

This is a rare 108’ ft on waterfront x 260' deep .51acre lot just 2 blocks from Sarasota Bayfront and downtown. Very best price in Sarasota's prime waterfront neighborhood featuring .51 acre of lan...

Photo of Listing #A4442182

New house smell and ready to move into!! Just like new in The Landings; a private, gated community conveniently located in the coveted West of The Trail area. This beautifully remodeled property ...

Photo of Listing #R4901968

A rare opportunity to build your dream home on this waterfront, estate-size lot in Sarasota’s most beautiful and well-located neighborhood, Harbor Acres. Almost 2/3 of an acre, deep water boat dock...

Photo of Listing #A4441963

SARASOTA ~ "THE LANDINGS", An exquisite updated and rare courtyard home in the much sought after Landings Community. This updated three bedroom / three bath property delivers on many many fronts; u...

Photo of Listing #A4431576

Located West of the Trail in the highly sought after historic Avondale, this enticing, beautifully appointed residence is now available for purchase. Presenting alluring curb appeal with extensive ...

Photo of Listing #A4440771

This true West of Trail home has been lovingly cared for you will see it in the details of the original and newly blended hardwood floors; the new summer kitchen with a propane grill, the two remod...

Photo of Listing #A4441066

Dry Cleaning BUSINESS For Sale- All Equipment provided, current lease will be transferred based off of Landlord approval. Owner will provide 2 months of training/onboarding after closing. Well esta...

Photo of Listing #A4440101

This Overall Parade of Homes winner designed and built by custom home builder Classic Homes by Clayton is now available for sale! This residence embraces modern Mediterranean architecture and casua...

Photo of Listing #A4440585

Very best price in Sarasota's prime waterfront neighborhood featuring .51 acre of land with 108 feet of waterfront and lot depth of 260 feet. The 1937 charming home has solid wood floors and genero...

Photo of Listing #A4440133

Breathtaking Hillview Home in the micro-community of Southside Village, with tree-lined streets and sidewalks that offer an urban pedestrian lifestyle for residents. In this exceptional location is...

Photo of Listing #N6106310

See the virtual tour with 3D walkthrough. A great location at The Landings with a beautiful lake view this 3B/2B second floor condo is a blank slate waiting for your special touches. The Great Roo...

Photo of Listing #A4440385

spectacular water views from the top floor (4th) can be yours to enjoy everyday! Watching boats travelling up and down Phillipi Creek and the Intracoastal Waterway, and views from Siesta Key to Dow...

Photo of Listing #A4439252

You had me at the view! A rarely available & coveted 2 bedroom, 2 bathroom Carriagehouse with views of the fountain and lake from the kitchen, dining room, living room, master bedroom and the 2 la...

Photo of Listing #T3180958

Old Florida meets modern styles and sophisticated updates. You will fall in love with this charming 3 bed 2.5 bath cottage in the Hudson Bayou. It was originally constructed in 1915, and completely...

Photo of Listing #A4440145

Live and play in the heart of Sarasota. This 3/2 single family home is in a prime location - only 6 houses east of the North Siesta Key Bridge. Only a few miles to the #1 beach at Siesta Key, close...

Photo of Listing #A4437357

BUILD YOUR DREAM HOME! Rarely available, estate sized parcel located West of Trail in sought after Granada Park. This 1/2 acre property is being sold as one parcel, but can be subdivided into two...

Photo of Listing #A4437386

BUILD YOUR DREAM HOME! Rarely available, estate sized parcel located West of Trail in sought after Granada Park. This 1/2 acre property is being sold as one parcel, but can be subdivided into two...

Photo of Listing #A4439368

Oyster Bay Landings where your coastal dream home can come alive. Rare to find mainland, gated, and waterfront that is just off Roberts Bay near the coveted Field Club area. On protected boating wa...

Photo of Listing #A4439369

Oyster Bay Landings where your coastal dream home can come alive. Tell your own story in this rare to find mainland, gated, and waterfront enclave just off Roberts Bay near the coveted Field Club a...

Photo of Listing #T3183321

LOCATION! LOCATION! LOCATION! Renovate or Rebuild this GEM! Welcome to this CHARMING 3 bedroom, 2 bathroom home nestled within Sarasota! Located near Sarasota's TOP-RATED SCHOOLS!! This home is 1,4...

Photo of Listing #A4439843

The Pearl of Oyster Bay is a brand new 4,688 square feet, four-bedroom, four-and-a-half bath with office contemporary home built for those wanting premier function and luxury. Highlights include cu...

Photo of Listing #A4437601

**HISTORY AND S-P-A-C-E AND LOCATION COLLIDE!!** 1936 Built unique home that was relocated from across the street in the 80's. This is a ONE-OF-A-KIND home. Amazing location on a spacious corner lo...

Photo of Listing #A4437393

WEST OF THE TRAIL POOL HOME! .3 miles to Siesta Key Bridge, 4.3 Miles to Famous Siesta Key Beach! 4 Bedrooms, 2 Bath Home in City Limits allowing weekly rentals (12-month rental history available u...

Photo of Listing #A4438955

This rarely available ground level Landings Coachhouse is located directly across from the Landings nature trail. Enjoy leisurely strolls down to the Bay or the serene view of the fountain and pond...

Photo of Listing #T3181067

WEST OF THE TRAIL! Beautiful 2-story custom built home in Historic Granada. Surrounded by rare lush tropical trees and plants, this home built in 2008 has 4 bedrooms, 4 baths and its own private el...

Photo of Listing #A4427269

This home is a Historically Designated by the City of Sarasota & there are potential benefits provided by the City and County for approved additions to the structure. If you want to live in the cha...

Photo of Listing #A4438225

Pre-Construction. To be built. A modern vision to be built in McClellan Park by notable luxury homebuilder Allegra Homes, the “Kristi Ann” model features 4 en-suite bedrooms, a 3-car garage, a den/...

Photo of Listing #A4438342

SUNSET VIEWS WITHOUT PAYING THE PRICE! The Intracoastal Waterway and Siesta Key outline the bay vegetation that backdrops fountained lake vistas. This is an outstanding value on the second floor ...

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Want to purchase a home in West of Trail? Call your West of Trail real estate team, DWELL Real Estate, at (941) 822-0708. Your neighborhood West of Trail real estate agents are here to help with the West of Trail housing market.

 

Communities

Sarasota Bradenton Anna Maria Island Longboat Key Siesta Key Lido Key St. Armands Circle
Bird Key Casey Key Downtown Sarasota Lakewood Ranch West of Trail Palmer Ranch St. Petersburg

 

Lifestyles

Suburbs Condo Living Luxury Properties Gated Communities Beach Condos Downtown Living
Waterfront Golf & Tennis Barrier Islands Master Planned Communities 55+ Communities Acreage

 

West of Trail Real Estate Market

Oyster Bay Estates is a neighborhood located in the West of the Trail real estate market and is situated directly on Sarasota Bay. A quick drive down streets such as South Lakeshore Drive, Field Road or Camino Real and buyers will see what makes this exclusive neighborhood so desirable. And for potential buyers who also happen to be boaters, they will certainly appreciate living so close to deep water canals and stunning bay views. Oyster Bay is also conveniently located near Siesta Key Beach as well as the downtown Sarasota restaurants, shopping and numerous cultural amenities. The Field Club is also located in Oyster Bay, offering tennis, boating, dining and pool facilities as well as social events.

Another neighborhood homebuyers should consider is The Landings. Those touring the area will find this neighborhood in central Sarasota complete with a retail shopping center, marina, racquet club and nature preserve. With meandering streets through lush natural tropical landscaping, this neighborhood is one of the most desirable in Sarasota. There are numerous choices for prospective homebuyers here, including waterfront condo properties, maintenance-free villas, and exclusive single family homes. 

No matter what type of neighborhood and amenities a buyer may be seeking, the right community for any lifestyle and budget can be found in the many fabulous communities located West of the Trail in Sarasota, Florida.

West of Trail Videos

 

Five Things You Should Know about West of the Trail Neighborhoods

 West of Trail is one of the most sought after housing markets in Sarasota, with most real estate selling very quickly. 

 Diverse selection of homes with an abundance of character for every lifestyle and budget.

 Residents enjoy the convenient location near Siesta Key beach, downtown Sarasota, St. Armands Circle and Lido Key. 

 Great for families, snowbirds, young professionals and empty nesters alike.

  A lot of older homes for sale are available in this area, allowing buyers the flexability of custom upgrades.  

 

West of Trail Community Highlights

  • As one of the older communities, this area features protected, historical neighborhoods such as Cherokee Park, Harbor Acres, McClellan Park, The Landings and more
  • Residents enjoy the walkability of the neighborhoods as well as interlinking parks
  • Popular nearby attractions include The Ringling Museum, Marie Selby Botanical Gardens, the Ca d’Zan Mansion, Mote Marine Laboratory and Aquarium and more
  • Major medical facilities to serve the area are Sarasota Memorial Hospital, Sarasota Urgent Care West, Doctors Hospital and more
  • Higher education institutions nearby include East West College-Natural Med, New College of Florida, Ringling College of Art and Design and others

West of Trail Real Estate Agents

If you're buying or selling a home in West of Trail, let our team of West of Trail real estate agents guide you through buying or selling your West of Trail property today. As local West of Trail real estate agents and experts, we have exclusive insider knowledge of West of Trail market dynamics. Let us help you today!

To learn more about agent representation while buying or selling your West of Trail home, contact DWELL Real Estate. Check out our comparative market analysis page to receive a free home value analysis in West of Trail. We'll get to work for you today!

Community Reviews

 
5 Based on 2 Ratings

Recent Ratings & Reviews

5
, Resident
Pros:

Simply, the best area of Sarasota. Convenient, not stuck out on the barrier islands. Great families. Great diversity in houses. Great schools.

Cons:

Expensive for what you get.

Summary:

Love it here. No plans of leaving. I try to get all of my friends to move here.


5
, Resident
Pros:

Super convenient to everything in Sarasota. A great diversity in homes - from tear downs to waterfront mansions. School district

Cons:

Highly sought after = Expensive

Summary:

West of the Trail is a wonderful place to live.


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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 August 23rd, 2019 at 4:00pm EDT.