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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

420 Properties Found. Showing Page 1 of 28
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Enjoy Endless Bay Views And Dramatic Sunsets From Almost Every...

$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

Enjoy Endless Bay Views And Dramatic Sunsets From Almost Every Room In This Impressively Private ...

7922 S Holiday Dr

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

$6,495,000
4 br, 6 ba, 6,000 ft²
Price:
$6,495,000
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

Seller Will Consider Any Reasonable Offer! The Home Has Just B...

$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

Seller Will Consider Any Reasonable Offer! The Home Has Just Been Pre-inspected. It Has Been Conf...

1726 Questar Ln

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

$5,300,000
4 br, 6 ba, 6,597 ft²
Price:
$5,300,000
Address:
1124 N Lake Shore Dr
City:
Sarasota
Beds:
4
Baths:
6
MLS® #:
A4122942

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

1124 N Lake Shore Dr

Enter The Grand Foyer Of This Impressive Harbor Acres Home And...

$4,995,000
4 br, 6 ba, 5,893 ft²
Price:
$4,995,000
Address:
1394 Harbor Dr
City:
Sarasota
Beds:
4
Baths:
6
MLS® #:
A4153493

Enter The Grand Foyer Of This Impressive Harbor Acres Home And Be Mesmerized By The Sun Sparkling...

1394 Harbor Dr

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

One Of The Best Pieces Of Property In Southwest Florida With A...

$4,500,000
4 br, 3 ba, 2,832 ft²
Price:
$4,500,000
Address:
3250 Old Oak Dr
City:
Sarasota
Beds:
4
Baths:
3
MLS® #:
A4153390

One Of The Best Pieces Of Property In Southwest Florida With Almost Three Acres, West Of The Trai...

3250 Old Oak Dr

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

$3,980,000
6 br, 6 ba, 6,765 ft²
Price:
$3,980,000
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

Custom-built Home With Beautiful Views Located In The Premier ...

$3,750,000
5 br, 6 ba, 6,963 ft²
Price:
$3,750,000
Address:
1145 N Lake Shore Dr
City:
Sarasota
Beds:
5
Baths:
6
MLS® #:
A4151569

Custom-built Home With Beautiful Views Located In The Premier Neighborhood Of Oyster Bay Estates....

1145 N Lake Shore Dr

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

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

$3,400,000
5 br, 7 ba, 6,402 ft²
Price:
$3,400,000
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

Pre-construction. To Be Built. Matisse Never Had A Palette So ...

$2,990,000
5 br, 6 ba, 4,134 ft²
Price:
$2,990,000
Address:
7794-b Holiday Dr
City:
Sarasota
Beds:
5
Baths:
6
MLS® #:
A4153186

Pre-construction. To Be Built. Matisse Never Had A Palette So Beautiful As This Gorgeous South Sa...

7794-b Holiday 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

Custom Waterfront Homesite In An A-13 Zone! This Is A Sarasota...

$2,800,000
3 br, 3 ba, 2,582 ft²
Price:
$2,800,000
Address:
1400 Kenilworth St
City:
Sarasota
Beds:
3
Baths:
3
MLS® #:
A3991055

Custom Waterfront Homesite In An A-13 Zone! This Is A Sarasota Hidden Treasure. Formerly The Loca...

1400 Kenilworth St

Pre-construction. To Be Built.‚ÄĚ This Fabulously Located Ful...

$2,699,000
4 br, 4 ba, 4,186 ft²
Price:
$2,699,000
Address:
N/a
City:
Sarasota
Beds:
4
Baths:
4
MLS® #:
A4144377

Pre-construction. To Be Built.‚ÄĚ This Fabulously Located Full Bay Front Lot Features An Impres...

N/a

Listing information last updated on May 6th, 2016 at 7:51am.

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.