193 Homes for Sale West of the Trail

Map Save this Search
Sort listings by:Price, High to Low
Image 0: A4428946

438 S Shore Dr, Sarasota, FL - $1,775,000

Residential, Single Family Home
  • 4 Beds
  • 7 Baths
  • 4,061 SQFT
  • 170 DOM
View details More Photos Save

Ringling Museum District, Social & Artistic Neighborhood With An Eclectic Blend Of Hip & Chic. Nestled Within Massive Landscaping, Sited To The Rear For Max Privacy. Multiple Roof Lines Create Beautiful Curb Appeal & High Interior Ceiling.the Prin...

1675 Fortuna St, Sarasota, FL - $1,679,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,801 SQFT
  • 199 DOM
View details More Photos Save

New Construction. Pre-construction. Choose From Two Custom Home Designs For This Extraordinary West Of Trail Lot In Historic Granada. The Nutter Custom Construction And Anchor Builders Options Offer Exceptional Quality And The Best In Modern Home ...

3953 Red Rock Way, Sarasota, FL - $1,675,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,908 SQFT
  • 312 DOM
View details More Photos Save

This Custom Built Home Rests Among The Canopied Roads In The Red Rock Neighborhood West Of Trail. Lush Green Foliage Surrounds And Peeks Through Each Window Of The Home Bringing The Outside In. The Three Guest Bedrooms With En Suite Bathrooms, Eac...

4439 Westwood Ln, Sarasota, FL - $1,650,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,657 SQFT
  • 194 DOM
View details More Photos Save

Warm, Inviting And In A Stellar Location! Enter Through The Stunning, Arched Wood Doorway, You Will Be Met With A True Sense Of Serenity. Every Detail Has Been Carefully Thought Of In This Substantial Mediterranean Revival Home. Grand Columns Acce...

Image 4: A4432876

1718 Bay St, Sarasota, FL - $1,650,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 4,016 SQFT
  • 100 DOM
View details More Photos Save

Experience Privacy And Elegance Along The Shores On The Hudson Bayou! Built To Enjoy The Seascape With A Timeless Relationship To The Water, This Custom Home With Over 4,000 Sf Of Living Space Features A Private Boat Dock And Lift, Outdoor Pool An...

7767 Holiday Dr N, Sarasota, FL - $1,650,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,895 SQFT
  • 73 DOM
View details More Photos Save

Under Construction. Holiday Harbor New Home Under Construction. West Indies Ranch Styled Home On Salt Water Canal To Sarasota Bay Leading To The Gulf Of Mexico. Dock Your Boat In Your Backyard Where There Is A Dock To Accommodate Your Boat Lift,...

Image 6: A4420145

1570 Hillview Dr, Sarasota, FL - $1,625,000

Residential, Single Family Home
  • 2 Beds
  • 2 Baths
  • 1,215 SQFT
  • 263 DOM
View details More Photos Save

Great Waterfront Location, West Of Trail, In Harbor Acres, Ideal For A Remodel Or Build New. Home Sits On A 13,207 Sq. Ft. Lot On A Protective Cove, With No Bridges To Sarasota Bay. Close To Sarasota Memorial Hospital, Morton's Market, Restaurants...

Image 7: A4441501

7742 Holiday Dr, Sarasota, FL - $1,620,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 3,071 SQFT
  • 11 DOM
View details More Photos Save

Built In 2018, And A Winner In The Parade Of Homes, This Custom Waterfront Home Has Countless Upgrades! Costal Designed 3 Bedroom, 2 1/2 Bath, 2 Car Garage Home Is Steps From Hidden Harbor Marina And Centrally Located To All Sarasota Has To Offer...

Image 8: A4410905

950 S Osprey Ave, Sarasota, FL - $1,599,990

Residential, Single Family Home
  • 4 Beds
  • 2 Baths
  • 1,911 SQFT
  • 367 DOM
View details More Photos Save

West Of Trail, Rare Oversized Lot 0.862 Acres / 37,550 Sf In The Vibrant Heart Of Sarasota’s Sought-after Neighborhoods. This Land Is A Beauty, Imagine A Majestic Home With A Standalone Guest House, Alluring Pool And Gardens Privately Nestled Amon...

Image 9: A4170368

1727 Siesta Dr, Sarasota, FL - $1,599,900

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 3,464 SQFT
  • 998 DOM
View details More Photos Save

The Walara, The New Showcase Home By John Cannon Homes Is Now Open. This 2-story, 3 Bedroom / 4 Bath Home Located In Siesta Enclave, Is Just Minutes From Siesta Key Beach, Southside Village And Sarasota's Award-winning Restaurants And Nightlife. ...

Image 10: A4410493

1886 Prospect St, Sarasota, FL - $1,599,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,444 SQFT
  • 359 DOM
View details More Photos Save

Looking For Newer Construction West Of Trail? Lock & Leave With Ease Of Living? Low Maintenance Luxury Chic Living. Sun Seekers? Private Walled Pool/ Spa Solar Tiles Is Designed To Maximize The Southern Exposures. Western Light Pours Into The Soa...

Image 11: A4429669

1725 Baywood Dr, Sarasota, FL - $1,599,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,612 SQFT
  • 149 DOM
View details More Photos Save

Pursue Nautical Adventures In This Completely Renovated Waterfront Home, Set Just 2 Lots From The Open Bay And Only Moments From Siesta Key. A Circular Paver Drive Leads To The 3-story Façade And Wood Double-door Entryway, Where Whitewashed Oak Wo...

Image 12: A4404953

1332 Quail Dr, Sarasota, FL - $1,595,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 3,464 SQFT
  • 439 DOM
View details More Photos Save

Some Photos Are Virtually Staged. Calling All Boaters! Deep Water Dock With A 10,000 Lb Boat Lift! Only One Minute To The Open Waters Of The Sarasota Bay. Gorgeous 4 Bedroom, 3 Bath Executive Home In Charming Oyster Bay, West Of Trail! Relax On...

1905 Goldenrod St, Sarasota, FL - $1,575,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,048 SQFT
  • 420 DOM
View details More Photos Save

Under Construction. Brand New Under Construction, Ready By January 2020. Model Leaseback Available, 4-bedroom, Bonus Room 4 Bath 3 Car Garage Outdoor Kitchen, Custom West Indies Inspired Home. Discover Sarasota's West Of Trail In-town Southside Vi...

2004 S Osprey Ave, Sarasota, FL - $1,525,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,670 SQFT
  • 87 DOM
View details More Photos Save

The Picture Of Perfect Architecture In One Of The Most Beautiful Modern Homes West Of The Trail Championing Quality Craftsmanship And Precision Bronze-level Green Construction. With The Ultimate Location In The Heart Of Southside Village, The Marr...

1959 Hibiscus St, Sarasota, FL - $1,524,250

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,706 SQFT
  • 103 DOM
View details More Photos Save

Under Construction. From Noted Luxury Home Builder Allegra Homes Is The Ever Popular “kristi Ann” Plan, An Irresistible West Of Trail Haven Of Uncompromised Construction Standards, Fabulous Architectural Details And Stunning Design Elements. Refle...

3218 S Osprey Ave, Sarasota, FL - $1,499,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 3,342 SQFT
  • 43 DOM
View details More Photos Save

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 Casual Elegance. The Combination Of A Superior Location...

Image 17: A4436037

1815 Buccaneer Ter, Sarasota, FL - $1,495,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,407 SQFT
  • 93 DOM
View details More Photos Save

The Boating Lifestyle And Contemporary Design Are A Sublime Match At This Superbly Remodeled Home, Enviably Situated West Of Trail And Only 5 Homes From Open Waters Of Sarasota Bay. Located At The End Of A Private Cul-de-sac On A Wide, Pie-shaped ...

Image 18: A4440133

1667 Hillview St, Sarasota, FL - $1,475,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,682 SQFT
  • 38 DOM
View details More Photos Save

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 This Well Appointed 3682 Square Foot Pool Home Bu...

Image 19: A4440086

1580 Hillview Dr, Sarasota, FL - $1,449,000

Residential, Single Family Home
  • 2 Beds
  • 3 Baths
  • 3,213 SQFT
  • 463 DOM
View details More Photos Save

Want Premier Waterfront In A Prime Mainland Location In A Newly Renovated Home At Outstanding Value? This Is It! Situated On A Wide Deep-water Boat Basin, Just Seconds To Sarasota Bay And Downtown, This Beautifully Redone Residence Is Equipped Wit...

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 17th, 2019 at 7:15pm EDT.