Below are the current West of the Trail Sarasota real estate listings. Our website allows you to easily search through the 189 single-family homes for sale priced from $379,000 to $18,645,000. 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: | 189 |
| Average Price: | $2,612,696 |
| Highest Price: | $18,645,000 |
| Lowest Price: | $379,000 |
| Average Size: | 2,958 ft² |
| Average Price Per Square Foot: | $769 per ft² |
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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...
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 ...
Secure One Of Sarasota’s Rarest Waterfront Residences With This Newly Built, Bayfront Estate Redefining Modern Luxury With Nearly 20,000 Total Square Feet Of Entertaining Space, Overlooking The Glistening Waters Of Sarasota Bay And The Downtown Sa...
This Stunning 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 Exception...
On Pristine Boating Waters In Harbor Acres, 1333 Vista Drive Is A Luxurious And Inviting Retreat Designed For Those Who Appreciate Extraordinary Craftsmanship, Effortless Entertaining And Tranquility Of Coastal Living. From The Moment You Arrive, ...
One Or More Photo(s) Has Been Virtually Staged. Under Construction. Opulent Bayfront Estate In Harbor Acres Where Timeless Elegance Meets Modern Resilience. Experience Unparalleled Luxury With This Reimagined, Reinspired Masterpiece, Nestled In Sa...
Rarely Does An Opportunity Like This Come To Market, Offering A Piece Of Old Florida On 2.1 Lush Acres And Boasting Breathtaking Views Of Sarasota Bay, Siesta Key, Bird Key, Ringling Bridge, And Downtown Sarasota, This Magnificent Family Compound ...
Nestled In The Prestigious Harbor Acres, This Exceptional 4-bedroom Waterfront Estate Embodies The Pinnacle Of Luxury Living. Boasting 100 Feet Of Prime Bay Frontage With A Private Dock, This Masterpiece Offers Breathtaking, Unobstructed Views And...
Nestled On The Prestigious Bay Point Dr, This Georgian Colonial Home Blends Timeless Architecture & Modern Luxury. With Over 6,300 Sq.ft Of High & Dry Living Space—untouched By Recent Hurricanes—every Detail Of This Four-bedroom, All-en-suite Resi...
Nestled On 1.1 Acres Of Pristine Bayfront Along Sarasota Bay, Etowah Stands As A Timeless Icon Of Sarasota's Rich Heritage. Originally Built In 1925, This Two-story Mediterranean Revival Estate Spans Over 6,500 Square Feet, Offering Captivating Vi...
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...
Enjoy The Prestige Of Harbor Acres, Sarasota’s Premier Neighborhood, Just Minutes From Downtown And Its Vibrant Bayfront. This Like-new, Contemporary Estate Is More Than A Home—it’s A Statement Of Intent. Designed For Those Who Value Clean Lines, ...
Rarely Does An Opportunity Like This Come To Market—a Chance To Own A Piece Of Old Florida On Over An Acre Of Lush, Private Grounds. Nestled In Total Seclusion, This Extraordinary Compound Offers Panoramic Views Of Sarasota Bay, Siesta Key, Bird K...
Pre-construction. To Be Built. Pre-construction, To Be Built. Situated West Of The Trail, This Exceptional Estate Represents The Pinnacle Of Luxury Living In Sarasota. Developed By M&j Pham Development, This Residence Is A Masterpiece Of Innovativ...
One Or More Photo(s) Has Been Virtually Staged. Under Construction. Welcome To A Life Of Unparalleled Luxury In An Unrivaled Location, Where Every Detail Has Been Meticulously Crafted To Create A Haven Of Sophistication And Comfort. Set Within Oys...
Sarasota Bayfront Priced $2,200,000 Below Recent Appraisal!! Elevated Fema Conforming Home 17 Feet In Elevation. Designed And Built In Excess Of Code. 270-degree Views Of Open Water Taking In Lido And Longboat Key. If You Want To Li...
Nestled On Nearly Three-quarters Of An Acre, This Meticulously Updated 1925 Mediterranean Revival Residence Offers Breathtaking, Panoramic Views Of Sarasota Bay, Encompassing The Downtown Skyline, Ringling Bridge And The Northern Tip Of Longboat K...
Designed By Esteemed Architect John Potvin, This Exceptional Home Combines Elegance With Casual Tropical Charm. Created With Flexibility In Mind, Its Three Distinct Structures—connected By Covered Lanais—provide Privacy And Grand Spaces For Social...
Being In The Same Family For 75 Years, This Is A Rare Opportunity To Own A Stunning, Nearly Half-acre Waterfront Lot In The Highly Desirable Bay Point Park Neighborhood Of Sarasota. Situated On Protected Sailboat Water With No Bridges To The Gulf ...
Welcome To This Stunning 2021-built Home In One Of Sarasota’s Most Iconic And Picturesque Historic Neighborhoods, Cherokee Park. Offering Luxurious Living With Thoughtful Design, This Spacious Residence Of Over 6000 Square Feet Features A Desirabl...
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 June 19th, 2025 at 3:06pm 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.
