Real Estate For Sale West of Trail Sarasota, Over $1,000,000

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: 53
Average Price: $2,507,955
Highest Price: $18,000,000
Lowest Price: $1,014,504

Real Estate For Sale West of Trail Sarasota, Over $1,000,000

53 Properties Found. Page 1 of 2.
Photo of Listing #A4491607

This Oyster Bay home sits in an idyllic quiet cul-de-sac of the highly sought after Oyster Bay Estates community, which sits just west of Tamiami Trail and mere blocks south of Siesta Key Drive. T...

Photo of Listing #A4493340

One or more photo(s) has been virtually staged. Pre-Construction. To be built. New custom home at the corner of Orange Ave. and Arlington St. brought to you by M&J Pham Homes and built by Trend Hom...

Photo of Listing #A4493094

Cherokee Park Waterfront House. This house is one of the few with water access in this sought after neighborhood. Located 4 houses from the open bay. House sits on 1.5 buildable lots totaling 25...

Photo of Listing #A4493153

Cherokee Park Waterfront House. This house is one of the few with water access in this sought after neighborhood. Located 5 houses from the open bay. House sits on 1.5 buildable lots totaling 26...

Photo of Listing #A4492992

One of a kind Coastal Farmhouse from one of Tampa Bay's premier boutique builders,"Gray Family Homes". This home is unlike anything else in the area. This West of Trail home is just a few blocks f...

Photo of Listing #A4490843

Located West of Trail in the coveted Flower Streets the " PIKE HOUSE" holds a City of Sarasota historic designation that provides for certain property tax advantages, originally built in 1925, th...

Photo of Listing #A4491902

Exquisite coastal design, soaring ceilings, and state-of-the-art luxury finishes welcome you to this custom-designed 2019 home built by award-winning Allegra Homes on a prime, oversized lot in the ...

Photo of Listing #A4491997

Rarely has such an unprecedented opportunity come available for the most discerning buyer in search of a private waterfront gated estate in Harbor Acres, a premier established neighborhood set on S...

Photo of Listing #A4490462

Soaring living spaces and exquisite luxury features grace this chic and stylish modern home built in 2017 by award winning Allegra Homes. Located in the highly desirable West of Trail area, this am...

Photo of Listing #A4491592

Unique opportunity to own a property in the highly sought-after neighborhood of Harbor Acres! This mediterranean home is nested on an oversized lot surrounded by distinctive mature trees and plants...

Photo of Listing #A4485806

Stunning custom contemporary home with a Harbor Acres address. This desirable West of Trail location is very close to the hustling and bustling downtown and bayfront areas of Sarasota yet far enou...

Photo of Listing #A4489752

GREAT DEAL! PRICED TO SELL QUICKLY! Wonderful, sought after West of the trail home, two-story custom design by Fidelity Homes built in 2002 but feels younger. Hop, skip and a jump to Southside Vill...

Photo of Listing #A4491567

A storied setting with wide open Bay views and a picturesque boat house in the ever-popular Field Club area is comprised of over 1.2 acres and 112.5 feet of shoreline. This gated property located a...

Photo of Listing #O5917098

Fantastic opportunity to own a saltwater canal front home within view of the intercoastal! Just miles from Siesta Key too! This gem includes four bedrooms, three bathrooms and an inground swimming...

Photo of Listing #A4490121

Welcome to paradise. Bay View Heights is one of Sarasota's most established and coveted West of the Trail enclaves. This executive style home has been transformed while still keeping the charm. Th...

Photo of Listing #A4490571

Pre-Construction. To be built. The Martinique by Heritage Builders is a stunning home located on one of the Oyster Bay area's most desirable streets, Eastbrook Drive. As you approach the clean coas...

Photo of Listing #A4490046

Welcome home to this spectacular contemporary/coastal 3 bedroom, 3.5 bath plus office home, designed by award-winning DSDG Architects, masterfully-built with countless customizations, and beautiful...

Photo of Listing #A4489029

SARASOTA ~ LIVE / WORK ~ CITY OF SARASOTA ~ RENTAL BUSINESS ~ CLOSE TO SARASOTA BEACHES / DOWNTOWN / SCHOOLS / HOSPITAL COMPLEX - RARE RARE PROPERTY AND LOCATION! Here it is; live at and manage you...

Photo of Listing #A4487121

BAYFRONT home built in 1967.... 2 bedrms. 2-1/2 bath w/1/2 bath downstairs. It has a large, deep, open pool w/paver decking. An oversized lanai wraps around the back of the home. It has a long d...

Photo of Listing #A4488935

Pre-Construction. To be built. Heritage Builders is pleased to unveil the Cayman. Thoughtfully designed, this West Indies inspired custom home presents a rare combination of quality and elegance se...

Photo of Listing #T3265047

This is your opportunity to own the homesite of your dreams. It has picturesque panoramic sunset views. It has 250+ feet of water frontage on the bay! That is simply unheard of. It is land that...

Photo of Listing #A4487508

Under Construction. Currently under construction by renowned, award-winning Platinum Coast Construction with expected completion Summer 2021, this modern masterpiece has been planned with uncomprom...

Photo of Listing #A4483701

Beautiful, sprawling ranch in the much sought-after Cherokee Park neighborhood, west of the Trail. This charming four-bedroom, three-and-a-half-bath home boasts many wonderful features, including u...

Photo of Listing #A4487530

Pre-Construction. To be built. Awarding winning Allegra Homes in the sought after area of West Of Trail. Near the gateway to world famous Siesta Key, this one level home with 3 car garage is Florid...

Photo of Listing #A4487930

Pre-Construction. To be built. Another dazzling display of award-winning design and construction to be built by the notable custom homebuilding team at Allegra Homes. Presenting the 2021 “Kristi An...

Photo of Listing #A4487110

Located in San Remo, this abundant property provides extraordinary privacy, waterfront views, and the premier opportunity to build your dream estate on deep sailboat water. Sprawling across more th...

Photo of Listing #A4486955

WEST OF TRAIL. Experience the casual but elegant custom built home on a private tropical landscaped lot over a half an acre on a quiet cul-de-sac. Location is close to all the wonderful amenities o...

Photo of Listing #A4486913

Positioned in the coveted neighborhood of Bay Point Park where very few homes come on the market this very desirable west of trail home is within walking distance of downtown, the bay front , South...

Photo of Listing #A4486575

Old charm (1925) meets contemporary space (2012) on one of the most popular streets WEST of TRAIL. Enjoy a one block walk to the shops & restaurants of Southside Village & Morton's Market! This UNI...

Photo of Listing #A4485767

Under Construction. NEW Construction~ Relaxed Modern by award winning Allegra Homes is in Sarasota's most sought after area, West of Trail. Just a few blocks South of Southside Village and Sarasota...

Photo of Listing #O5911984

This West of the Trail hidden gem is nestled in the discrete Shoreland Woods neighborhood in the heart of Sarasota. It comprises of 1.43 gated acres with 100' of bay front. Live Oak trees provide a...

Photo of Listing #A4485575

This stunning, 2017 built modern home is located in Sarasota’s hottest neighborhood- West of Trail. Featuring easy access to the legendary Gulf beaches, the sophistication of downtown Sarasota, and...

Photo of Listing #A4485166

Large "Like New" Home West of Trail! This beautiful home boasts 5 bedrooms, 4.5 baths, an office, and upstairs bonus area, making it an ideal home for a large family, for those working remotely fro...

Photo of Listing #A4483149

Welcome to Paradise Shores! The property sits just 4 houses away from the open bay. This is an amazing opportunity to live on the water and be within walking distance to Southside Village, home of...

Photo of Listing #A4478329

Under Construction. Relaxed Modern in Sarasota's most sought after area, "West of Trail". The Dominic is a new floor plan by Allegra Homes. All on one level this south facing home will be filled wi...

Photo of Listing #A4480796

Under Construction. Projected completion by summer of 2021. Location and Luxury meet on this Coastal Contemporary home in the exclusive Oyster Bay area. This 4 bedroom ( could easily be a 5 bedr...

Photo of Listing #A4477683

Pre-Construction. To be built. Now Available. The award winning Eleuthra by Heritage Builders is situated in Sarasota's coveted West of Trail area directly across from Red Rock Park and will be com...

Photo of Listing #A4477187

Built by a preeminent luxury builder, this estate home sits up high on nearly half an acre of manicured grounds. The European style presence has a grandeur and curb appeal that must be seen to be ...

Photo of Listing #A4476936

Under Construction. Another Courtyard Simply Modern Design. West of the Trail address. Southside school. Walking distance to everything! Sarasota School of Architecture inspired Simply Modern Home....

Photo of Listing #A4468636

Under Construction. Designed by one of Sarasota’s most prominent architects, Clifford Scholz of CMSA, and constructed by the award-winning custom home builder, Dynan Construction, this new West Ind...

Photo of Listing #A4475067

Transport yourself to the countryside of France where you may ensconce yourself behind the ivy-covered walls of this gated multi-level French chateau amidst the most glorious selection of plantings...

Photo of Listing #A4473370

This is the one * LOCATION, LOCATION, LOCATION * Beautiful ESTATE LOT IS JUST UNDER AN ACRE * WEST OF THE TRAIL NEAR THE FIELD CLUB + RED ROCK PARK + WESTBROOK NEIGHBORHOOD * This QUALITY BUILT CLA...

Photo of Listing #A4443744

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 styling of this home delivers clean ...

Photo of Listing #A4472549

Perfectly situated on a quiet culdesac, this exquisite home boasts over 8,000 square feet of living area. As you approach this custom traditional home, the circular drive, lush landscaping and gran...

Photo of Listing #A4469014

Pre-Construction. To be built. Best value in Sarasota West of Trail. Maintenance-free, gated community in the heart of Sarasota. Close to nearby shopping and dining, or just a five-minute drive to ...

Photo of Listing #A4469020

Pre-Construction. To be built. Best value in Sarasota West of Trail. Maintenance-free, gated community in the heart of Sarasota. Close to nearby shopping and dining, or just a five-minute drive to ...

Photo of Listing #A4461669

One of the most charming homes in Sarasota, with tremendous rental income possibilities, can now be yours. Step into "Casa de Flores" and experience this historic, romantic villa residence with two...

Photo of Listing #A4462797

Stunning Oyster Bay 4460 sq.ft. estate has been carefully designed to blend into the natural setting of this secluded ½ acre property. Beautifully imagined and masterfully constructed home features...

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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on March 6th, 2021 at 7:05am EST.