West of the Trail Homes for Sale

  • Description
  • Listings
  • Map
  • Contact

Overview

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 the 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. 177

… Read More

MLS® Listing Statistics

Total Listings: 177
Average Price: $1,281,380
Highest Price: $6,975,000
Lowest Price: $229,000
Average Size: 2,928 ft²
Average Price Per Square Foot: $412 per ft²

Explore Other West of the Trail Communities

Newest Listings West of the Trail Sarasota

Map Save this Search
Sort listings by:New Listings First
Image 0: A4201625

1039 Bayou Pl, Sarasota, FL - $1,250,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 3,093 SQFT
  • 0 DOM
View details More Photos Save

Darling 1940’s Two Story Cape Cod Cottage In Exceptional Location Of Bay Point Park, Just South Of Downtown. Charming Home Totally Renovated & Expanded To Twice Its Original Size. New Electrical, Plumbing, Hurricane Windows & Doors, Built Above Th...

Image 1: A4201795

1626 Bahia Vista St, Sarasota, FL - $2,245,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 4,291 SQFT
  • 0 DOM
View details More Photos Save

Under Construction-west Of The Trail… Another Exceptional Home By Arro Development With Rosecorp Homes, J C Drafting & Design And Toni Vecchitto Design. The Sought-after Location Close To Downtown Sarasota & Southside Village, Fabulous Coastal/tra...

Image 2: A4201630

416 Archibald Ave, Sarasota, FL - $238,900

Residential, Single Family Home
  • 2 Beds
  • 2 Baths
  • 1,478 SQFT
  • 1 DOM
View details More Photos Save

Welcome To Tuxedo Park Which Comprises A Small Enclave Of Homes West Of The Trail In North Sarasota And Only A Couple Of Blocks To Sarasota Bay! This Lovely 2 Br/2ba Home Is Ready For Your Immediate Enjoyment. It Would Make An Ideal Winter Retreat...

Image 3: A4201648

1621 Caribbean Dr, Sarasota, FL - $1,985,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 4,606 SQFT
  • 2 DOM
View details More Photos Save

Discover This Wonderful Bayfront Home With Wide, Unobstructed Views With Full Access To Open Water Complete With A Private Dock And A 14,000 Pound Boat Lift. Five Bedrooms + Media Room, For The Most Serious Of Boaters, Fisherman Or Someone Who Sim...

Image 4: A4200224

1966 Hyde Park St, Sarasota, FL - $999,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,321 SQFT
  • 3 DOM
View details More Photos Save

One Of A Kind! Just 2 Years Old! Single Family Home, Just One Block To The Highly Desired South Side Village. Open Sunlit Floor Plan, 4 Bedrooms, 3 1/2 Baths, Resort-style Heated Pool/spa With Twinkle Light Cage And Outdoor Kitchen. Separate Break...

Image 5: A4200971

361 S Shore Dr, Sarasota, FL - $1,600,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 3,049 SQFT
  • 3 DOM
View details More Photos Save

Relish In The Beauty Of This Waterfront, Key West Style Estate Home With Breath Taking Views Of Ringling Cove And Sarasota Bay. This Exclusive West Of Trail Home Neighbors Sun Circle Park And Ringling Museum Making For Gorgeous Morning Walks, Bike...

Image 6: A4201138

3705 Flores Ave, Sarasota, FL - $599,000

Residential, Single Family Home
  • 4 Beds
  • 2 Baths
  • 2,264 SQFT
  • 3 DOM
View details More Photos Save

West Of Trail, Corner ¼ Acre Lot In Quaint Neighborhood Of Granada. Treed Lined Streets With Sidewalks Add To The Charm And Appeal Of This Area. Property Currently Has A 4 Bedroom, 2 Bath House With Separate Studio And Pool. Pick Your Builder T...

Image 7: A4201232

7219 Captain Kidd Ave, Sarasota, FL - $349,900

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,513 SQFT
  • 3 DOM
View details More Photos Save

This Charming Florida Home Is Nestled In A Tropical Enclave Only Two Miles From Siesta Key Beach, A 10 Minute Bike Ride To Crescent Beach And 150 Steps To The Communities Private Boat Ramp Entering The Intercoastal. No Deed Restrictions So Bring Y...

Image 8: A4200718

636 Indian Beach Ln, Sarasota, FL - $1,645,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 3,392 SQFT
  • 3 DOM
View details More Photos Save

The Perfect Canvas To Create And Live Your Own Masterpiece! You Are Invited To Discover This Renovated, Museum-quality, Waterfront, Mid-century Modern Bay Front Estate With Sweeping Open Bay Views From Almost Every Room In The Museum District Of S...

Image 9: A4200780

3926 Bay Shore Rd, Sarasota, FL - $499,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,498 SQFT
  • 5 DOM
View details More Photos Save

Vintage, Pecky Cypress, Ranch Home On An Extremely Large Parcel Of "old Florida" Land. You Will Be Charmed By The Bohemian Flair Of This Three Bed, Two Bath, Split Plan Home. Wood Floors Throughout, Open Ceilings And A Wood Burning Fireplace Cre...

Image 10: A4200523

4785 Pine Harrier Dr, Sarasota, FL - $629,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,640 SQFT
  • 6 DOM
View details More Photos Save

Welcome To This Desirable Landings Beauty Offering Exceptional Indoor And Outdoor Space In A Park-like Setting With Abundant Tropical Landscaping, Mature Canopy Trees And A Truly Remarkable Centuries-old Oak Tree In The Private Backyard That Shade...

Image 11: A4200671

3921 Maravic Pl, Sarasota, FL - $825,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,666 SQFT
  • 6 DOM
View details More Photos Save

This Incredible West Of Trail Residence With A Design As Striking As Its Beauty Is A Short Distance To Shops, Restaurants And A Few Short Minutes To No. 1 Rated Siesta Key Beach. This Home Boasts An Open Great Room Floor Plan With Downstairs Maste...

Image 12: A4200612

1741 Siesta Dr, Sarasota, FL - $388,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,468 SQFT
  • 7 DOM
View details More Photos Save

The Location You Have Been Looking For. West Of The Trail, "sarah Allen" Designed Home, 3 Bedroom, 2 Bath + 2 Car Garage. Features Open Floor Plan With Soaring Ceilings In The Great Room And Also The Master Bedroom. Tile Floors All Through Living...

Image 13: A4200687

6031 Hollywood Blvd, Sarasota, FL - $485,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,376 SQFT
  • 7 DOM
View details More Photos Save

Great Opportunity To Own A Remodeled Home On An Oversized Lot West Of The Trail In Popular Area - Pine Shores/aqualane Estates - Close To Siesta Key South Bridge. Large Living/dining Room Has Vaulted Ceilings And 4 French Doors To Back Patio & Ya...

Image 14: A4201047

7615 Peninsular Dr, Sarasota, FL - $669,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,454 SQFT
  • 7 DOM
View details More Photos Save

Welcome Home! Located In Southpointe Shores, This 3 Bed 3 Bath Home Plus A Den Has Everything You've Been Looking For. Meticulously Maintained Landscaping, Circular Drive, And Tile Roof Give This Home Impressive Curb Appeal. From The Minute You Wa...

1863 Morris St, Sarasota, FL - $1,259,900

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 3,021 SQFT
  • 8 DOM
View details More Photos Save

Homes This Special In Both Quality And Design Are Rarely Available. You’ll Know What We Mean When You See This Elegant, Executive Home In Coveted Southside Village. The Single Level, Open Concept Living Area Affords Ample Opportunity For Entertain...

1927 Boyce St, Sarasota, FL - $1,399,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,639 SQFT
  • 8 DOM
View details More Photos Save

Sarasota’s Best Location - Check. New Dream Kitchen - Check. Fabulous Pool Area - Check. This Exceptional Custom Home Ticks All The Boxes For Those Looking To Live Within Moments Of Downtown Sarasota, Southside Elementary And Village, And The Area...

1675 Oak St, Sarasota, FL - $420,000

Residential, Single Family Home
  • 2 Beds
  • 1 Baths
  • 1,132 SQFT
  • 10 DOM
View details More Photos Save

Classic Laurel Park Bungalow. This Two Bedroom, One Bath House Was Completely Renovated In 1999 Which Means You Can Enjoy The Comfort Of A Historically Designated Home Without Having To Worry About Wiring, Plumbing Or Ac. It Carries A Pedigree H...

1662 Prospect St, Sarasota, FL - $895,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,142 SQFT
  • 10 DOM
View details More Photos Save

Location, Location, Location * West Of The Trail * Terrific Opportunity To Live In One Of Sarasota's Best Neighborhoods * You Are Mere Minutes To Siesta Key Beach & Just A Few Blocks To Southside Village, The Bay Front, Downtown & Sarasota Memoria...

1800 Hansen St, Sarasota, FL - $759,000

Residential, Single Family Home
  • 2 Beds
  • 2 Baths
  • 1,045 SQFT
  • 12 DOM
View details More Photos Save

Buildable Lot West Of The Trail! 35,872 Square Feet (0.8234 Acres) Divide The Lot Or Combine The 2 Buildable Lots Next Door Also For Sale For A Total Of 1.477 Acres (64,372 Square Feet) Of Buildable Land. Endless Possibilities In The Heart Of Sa...

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.

Listing information last updated on November 15th, 2017 at 3:37pm EST.

West of the Trail Description (continued)

West of the Trail Home

Popular Neighborhoods West of US 41

Cherokee Park

Cherokee Park

Established neighborhood with homes from the $500,000s to over $5,000,000.

Coral Cove

Coral Cove

Located south of Stickney Point, Coral Cove is a favorite among many avid boaters.

Harbor Acres

Harbor Acres

This prestigious west of the trail waterfront neighborhood is a favorite of many physicians and downtown Sarasota professionals.

No image

The Landings

Gated community located just south of proctor and west of 41.

No image

Oyster Bay Estates

This Mature neighborhood features tropical vegetation and homes into the millions.

Southpointe Shores

Southpointe Shores

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.

Map of West of the Trail

Save this Search
Sort listings by:New Listings First
Sort listings by: Price

Ask a Question. We are here to help!

Please provide a valid email address.