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West of the Trail Real Estate

West of the Trail Home

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.

Read More About the Area and Neighborhoods Below

West of the Trail Homes for sale

397 Properties Found. Showing Page 1 of 27
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One Of The Sarasota Area’s Most Significant Bayfront Estates...

$7,400,000
5 br, 7 ba, 8,505 ft²
Price:
$7,400,000
Address:
7922 S Holiday Dr
City:
Sarasota
Beds:
5
Baths:
7
MLS® #:
A4114916

One Of The Sarasota Area’s Most Significant Bayfront Estates, This Gated Compound Rests On Over...

7922 S Holiday Dr

"lasata", The "place Of Peace", Perfectly Describes This Immac...

$7,000,000
4 br, 6 ba, 6,000 ft²
Price:
$7,000,000
Address:
1372 Harbor Dr
City:
Sarasota
Beds:
4
Baths:
6
MLS® #:
A4141773

"lasata", The "place Of Peace", Perfectly Describes This Immaculate Estate Resting On The Tranqui...

1372 Harbor Dr

Live On A Bay Front Point Of Land, Private & Idyllic With 200...

$5,995,000
3 br, 6 ba, 6,597 ft²
Price:
$5,995,000
Address:
1124 N Lake Shore Dr
City:
Sarasota
Beds:
3
Baths:
6
MLS® #:
A4122942

Live On A Bay Front Point Of Land, Private & Idyllic With 200± Ft On The Water With Spectacular ...

1124 N Lake Shore Dr

Now Available For Immediate Sale. Seller Will Consider Any Rea...

$5,500,000
5 br, 7 ba, 6,719 ft²
Price:
$5,500,000
Address:
1726 Questar Ln
City:
Sarasota
Beds:
5
Baths:
7
MLS® #:
A4110045

Now Available For Immediate Sale. Seller Will Consider Any Reasonable Offer! This Private Gated R...

1726 Questar Ln

This Classic Coastal Retreat Is Designed To Fully Embrace Its ...

$4,595,000
4 br, 5 ba, 5,040 ft²
Price:
$4,595,000
Address:
1447 Tangier Way
City:
Sarasota
Beds:
4
Baths:
5
MLS® #:
A4145749

This Classic Coastal Retreat Is Designed To Fully Embrace Its Breathtaking Location On Roberts Ba...

1447 Tangier Way

Offering Ultimate Weather Safety, This Two-story Block Constru...

$4,259,000
6 br, 6 ba, 6,765 ft²
Price:
$4,259,000
Address:
7462 Cove Ter
City:
Sarasota
Beds:
6
Baths:
6
MLS® #:
A4135637

Offering Ultimate Weather Safety, This Two-story Block Construction Home Features Poured Concrete...

7462 Cove Ter

Price Just Reduced To $4,225,000, Which Is $50,000 Below Appra...

$4,225,000
5 br, 8 ba, 7,582 ft²
Price:
$4,225,000
Address:
3657 San Remo Ter
City:
Sarasota
Beds:
5
Baths:
8
MLS® #:
A4131069

Price Just Reduced To $4,225,000, Which Is $50,000 Below Appraisal! This Move-in-ready Waterfront...

3657 San Remo Ter

This Private Gated Enclave Of Six Homes Is Quiet And Relaxing....

$3,500,000
5 br, 7 ba, 6,402 ft²
Price:
$3,500,000
Address:
1655 Bay Harbor Ln
City:
Sarasota
Beds:
5
Baths:
7
MLS® #:
A4101237

This Private Gated Enclave Of Six Homes Is Quiet And Relaxing. Close To Siesta Beaches And All Sa...

1655 Bay Harbor Ln

Majestic Rare Opportunity In The Landings, Only 1 Of 3 Overloo...

$3,475,000
5 br, 5 ba, 6,579 ft²
Price:
$3,475,000
Address:
1419 Peregrine Point Dr
City:
Sarasota
Beds:
5
Baths:
5
MLS® #:
A4138111

Majestic Rare Opportunity In The Landings, Only 1 Of 3 Overlooking Sarasota Bay Deep Water, Water...

1419 Peregrine Point Dr

At The Crossroads Of Luxury And Location You’ll Find This Wa...

$2,950,000
3 br, 4 ba, 4,237 ft²
Price:
$2,950,000
Address:
1323 Tangier Way
City:
Sarasota
Beds:
3
Baths:
4
MLS® #:
A4142270

At The Crossroads Of Luxury And Location You’ll Find This Waterfront Estate Home, On Protected ...

1323 Tangier Way

Harbor Acres…the Epicenter Of Sarasota. Enjoying Deep Water ...

$2,895,000
5 br, 7 ba, 6,012 ft²
Price:
$2,895,000
Address:
1800 Flower Dr
City:
Sarasota
Beds:
5
Baths:
7
MLS® #:
A4144706

Harbor Acres…the Epicenter Of Sarasota. Enjoying Deep Water Protected Harborage, This Home Is S...

1800 Flower Dr

Warmth And Charm Of Old Florida In One Of Sarasota’s Best An...

$2,895,000
4 br, 4 ba, 3,750 ft²
Price:
$2,895,000
Address:
3930 Red Rock Way
City:
Sarasota
Beds:
4
Baths:
4
MLS® #:
A4134613

Warmth And Charm Of Old Florida In One Of Sarasota’s Best And Most Convenient And Coveted Neigh...

3930 Red Rock Way

Beautiful Waterfront Property In San Remo Estates. Property Is...

$2,850,000
4 br, 4 ba, 2,699 ft²
Price:
$2,850,000
Address:
3850 Tangier Ter
City:
Sarasota
Beds:
4
Baths:
4
MLS® #:
A4141617

Beautiful Waterfront Property In San Remo Estates. Property Is Located On A Deep Water Boat Basin...

3850 Tangier Ter

Gorgeous Water Views From Spectacular Oyster Bay Estates Prope...

$2,800,000
4 br, 5 ba, 4,248 ft²
Price:
$2,800,000
Address:
1304 N Lake Shore Dr
City:
Sarasota
Beds:
4
Baths:
5
MLS® #:
A4141002

Gorgeous Water Views From Spectacular Oyster Bay Estates Property With Mature Trees, Professional...

1304 N Lake Shore Dr

The Location Of This One Of-a-kind Property Is Breathtaking. A...

$2,800,000
4 br, 4 ba, 4,124 ft²
Price:
$2,800,000
Address:
1250 Quail Dr
City:
Sarasota
Beds:
4
Baths:
4
MLS® #:
A4133023

The Location Of This One Of-a-kind Property Is Breathtaking. Amazing Opportunities For The Buyer ...

1250 Quail Dr

Listing information last updated on February 13th, 2016 at 6:18am.

West of the Trail Homes

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.

West of US 41 Neighborhoods

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.

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The Landings

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

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Oyster Bay

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.