Below are the current West of the Trail Sarasota real estate listings. Our website allows you to easily search through the 173 single-family homes for sale priced from $259,990 to $22,000,000. Our database is updated throughout the day from the Multiple Listing Service (MLS). BuySarasota.com is committed to providing you with the most up-to-date and freshest local listings on the Internet.
Allen Real Estate Services, Inc. is a full service, boutique real estate brokerage offering specialized service and expertise to customers selling and buying real estate in Sarasota. To learn more about any of these properties or receive email updates when new listings hit the market, simply give us a call at 941-544-6467 or send us an email. We are here to help!
… Read More
| Total Listings: | 173 |
| Average Price: | $3,246,258 |
| Highest Price: | $22,000,000 |
| Lowest Price: | $259,990 |
| Average Size: | 3,280 ft² |
| Average Price Per Square Foot: | $829 per ft² |
Neighborhoods
New Search X
Set On 2.4 Gated Acres With An Impressive 240 Feet Of Pristine Waterfront, This Rare Sarasota Compound Offers Over 10,000 Square Feet Of Pure Privacy, Serenity, And Elevated Coastal Living. Perfectly Positioned In The Heart Of The City Yet Worlds ...
Pre-construction. To Be Built. Experience The Pinnacle Of Sarasota Bayfront Living In This Architectural Masterpiece By Internationally Renowned Choeff Levy Fischman. Framed By Cinematic Sunsets, This 7-bedroom, 8 Bath And 2 Half Bath Modern Estat...
World-renowned As Florida’s Cultural Coast, Sarasota’s Heritage Of Culture And The Arts Provides A Distinguished Backdrop For Its Newest Architectural Tour De Force – Lunara. Set In Sapphire Shores, One Of Sarasota’s Most Historic And Culturally R...
Pre-construction. To Be Built. Presenting 2046 Alameda Avenue, A 9,600-square-foot Architectural Masterpiece On Sarasota Bay Designed By The Internationally Renowned Firm Choeff Levy Fischman. Walls Of Glass And An Open, Light-filled Design Create...
Welcome To A Home That Lives Like A Resort, Set On Two Lots Consisting Of 1.8 Lush, Waterfront Acres In Sarasota’s Premier Neighborhood, Harbor Acres. Crafted For Laid-back Luxury And Everyday Ease, This Nearly 12,000-square-foot Estate Offers 249...
Pre-construction. To Be Built. Soon To Be Under Construction. Located On The Coveted Waterfront Of Bay Point Drive, This Extraordinary Custom Residence Represents A Rare Opportunity To Own A Truly Bespoke New-build In One Of Sarasota’s Most Desira...
Stunning Waterfront Three Story, Coastal Modern, Single-family Waterfront Home Is The Perfect Blend Of Comfort And Luxury Located In The Treasured Cherokee Park Neighborhood. Nestled On A Street Adorned With Majestic Oak And Canopy Trees, This Exc...
An Exquisite Jewel Of Contemporary Architecture With Almost 180ft On Sarasota Bay With Nearly Endless Water Views. This Contemporary Masterpiece Was Designed By Renowned Dsdg Architect Mark Sultana And Built By Voigt Brothers Construction, And It ...
An Architectural Masterpiece On Sarasota Bay. Commanding One Of Sarasota’s Most Spectacular Bayfront Settings, This Gated Estate Blends Cutting-edge Engineering With Timeless Coastal Living. Built On 55 Deep Concrete Piles Extending 30 Feet Underg...
One Of The Most Exceptional Bayfront Estates On Florida’s West Coast, Offering Sweeping Sarasota Bay Views And Unforgettable Sunsets Over Longboat Key. This Gated Waterfront Retreat Features A Private Beach, Lush Tropical Landscaping, And A Stunni...
Waterfront Modern Estate | Deep Water Dock | One Mile From Downtown Sarasota. Welcome To One Of Sarasota’s Most Desirable Waterfront Addresses. Built In 2017 To The Highest Structural Standards, This Modern Estate Was Engineered To Endure Florida’...
Welcome To 1808 Flower Drive, A Resort-style Masterpiece Located In The Highly Coveted Harbor Acres Neighborhood — One Of Sarasota’s Most Prestigious Addresses. This 4-bedroom, 6-bathroom Home Spans 5,450 Square Feet Of Meticulously Designed Livin...
Pre-construction. To Be Built. Why Choose Between Your Perfect Sanctuary And Stunning Sunsets When You Can Have Both. Every Evening, The Horizon Performs A Breathtaking Masterpiece And From Your Private Terrace At 3950 Red Rock Way, You Hold The B...
Waterfront Luxury Home In Sarasota’s Prestigious Bay Point! This Waterfront Luxury Home On Coveted Bay Point Drive Offers The Perfect Blend Of Timeless Georgian Colonial Architecture And Modern, High-end Upgrades. With Over 6,300 Sq. Ft. Of High-a...
Under Construction. The Windemere Ii Is An Extraordinary Luxury Custom Home Meticulously Crafted By Heritage Builders. This Coastal Contemporary Residence With Clean Lines Is Situated On A Very Rare West-of-trail Lakefront Estate Home Site. The Ex...
Located Within Highly Desirable Harbor Acres—sarasota’s Premier Neighborhood—this Masterful Three-story Contemporary Residence, Designed By Renowned Architect Mark Sultana Of Dsdg Associates, Stands As A Testament To Uncompromising Vision And Peer...
Privately Positioned In Gated Oyster Bay Landings With Limitless Water Views Stretching Down A Short Canal To Sarasota Bay, This Stunning Iconic Masterpiece From World-renowned Architect Guy Peterson Is A Breathtaking Example Of The Sarasota Schoo...
Pre-construction. To Be Built. Construction In Progress. Situated West Of The Trail, This Exceptional Estate Represents The Pinnacle Of Luxury Living In Sarasota. Developed By Pham Development, This Residence Is A Masterpiece Of Innovative, Forwar...
The Seller Is Willing To Consider All Reasonable Offers Including Seller Financing. Discover One Of Sarasota’s Best Bayfront Values With Sweeping 270° Views Of Sarasota Bay, Ca’d’zan (john Ringling's Estate), Longboat Key, And Spectacular Sunsets....
House Never Flooded, Including During Hurricanes Milton And Helene, And Protected By A Full House Generator! Lavishly Embellished With Old World Authenticity, This Exceptional Waterfront Estate Evokes The Grandeur Of A 17th Century Tuscan Farmho...
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 January 15th, 2026 at 4:24pm EST.
Sarasota's "West of the Trail" neighborhoods are all established communities west of US 41. Many of the homes in these highly desirable areas have been completely remodeled or torn down and rebuilt. This area offers an ideal location for jogging and biking. Many of Sarasota's best amenities are within walking distance including restaurants, shopping, Southside Elementary School and the Sarasota Memorial Hospital.
There are a wide range of architectural styles including Spanish Mediterranean, contemporary, and old-Florida. West of the Trail real estate prices range from the $400,000 to the millions.
Popular Neighborhoods West of US 41
Established neighborhood with homes from the $500,000s to over $5,000,000.
Located south of Stickney Point, Coral Cove is a favorite among many avid boaters.
This prestigious west of the trail waterfront neighborhood is a favorite of many physicians and downtown Sarasota professionals.
Gated community located just south of proctor and west of 41.
This Mature neighborhood features tropical vegetation and homes into the millions.
This south Sarasota boating community features 112 homes with about half directly on the water.
Do you have any questions or need more information on West of the Trail real estate in Sarasota? Contact me today so we can talk about your real estate needs.
