Below are the current West of the Trail Sarasota real estate listings. Our website allows you to easily search through the 179 single-family homes for sale priced from $329,900 to $22,900,000. 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!
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| Total Listings: | 179 |
| Average Price: | $3,450,449 |
| Highest Price: | $22,900,000 |
| Lowest Price: | $329,900 |
| Average Size: | 3,400 ft² |
| Average Price Per Square Foot: | $851 per ft² |
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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...
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. 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...
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...
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...
Welcome To A Home That Lives Like A Resort In Sarasota’s Premier Neighborhood, Harbor Acres. With 134 Feet Of Water, This Nearly 12,000-square-foot Estate Is Crafted For Laid-back Luxury And Everyday Ease, Designed For Entertaining Against Breath...
One Of Sarasota’s Greatest Bayfront Estates, This Stunning 1.38 Acre Waterfront Home Has Recently Undergone A Comprehensive Renovation Throughout, Enhancing Every Room With Refined Finishes And Modern Systems While Preserving Its Timeless Architec...
A Modern Masterpiece On Sarasota Bay, This Architectural Landmark Embodies Contemporary Design And Sustainable Luxury. Set On Over An Acre In The Prestigious Indian Beach Neighborhood—sarasota’s Renowned “museum Area”—the Gated Estate Boasts Nearl...
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...
Under Construction. Superb New Construction Opportunity In Harbor Acres, A One-third-acre Waterfront Property On The Widest Part Of The Neighborhood's Deep-water Harbor On Sarasota Bay. The Views Are Great And The Home Is Located On A Protected, S...
Nestled In The Heart Of Sarasota, Florida, "the Seathrough House" Stands As A Testament To Timeless Elegance And Modern Sophistication. Designed By The Acclaimed Architectural Firm Sweet Sparkman And Meticulously Crafted By Builder Josh Wynne, Thi...
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...
A True Masterpiece Of Modern Coastal Design, This Custom-built 2021 Waterfront Estate Is A Stunning Showcase Of Luxury, Craftsmanship, And Breathtaking Views. Nestled In The Highly Coveted West Of Trail Paradise Shores Community, This 5,664 Sq. Ft...
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...
Nestled On 1.1 Acres Of Pristine Bayfront Along Sarasota Bay, Etowah Stands As A Timeless Icon Of Sarasota’s Rich Architectural Heritage, Offering Sweeping, Wide-open Bay Views To The North And South, From The Manicured Lawn At The Water’s Edge Al...
Presenting A Distinguished Waterfront Estate Located In Sarasota’s Premier Bayfront Community, Harbor Acres, Widely Regarded As The City’s Most Coveted Neighborhood. Perfectly Situated On A Protected Deep-water Boat Basin, This Property Offers Imm...
Imagine Owning One Of Sarasota Bay’s Most Exciting Waterfront Properties, Where Panoramic Views, Deep Water Access, And Resort-style Living Create The Kind Of Lifestyle People Dream About But Rarely Find. Set On An Oversized 2/3-acre Lot With 172 ...
Location, Location, Location. Welcome To An Exceptional Waterfront Residence In The Heart Of Harbor Acres, Where Refined Design Meets The Ultimate Florida Lifestyle. This Expansive 5,000+ Square Foot Estate Offers Breathtaking Sunset Views Over A ...
First Time Available In 40 Years! "tween Bridges" Is A Rare Bayfront Property Located In Highly Sought-after Cherokee Park, West Of Trail. This 4-bedroom,3.5 Bath Residence Offers Unobstructed Panoramic Views Of Sarasota Bay. The Breathtaking Su...
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 May 16th, 2026 at 2:08pm EDT.
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.
