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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

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

$6,975,000
5 br, 7 ba, 8,505 ft²
Price:
$6,975,000
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

Under Construction. Inspired By The Understated Luxury Of A Ca...

$6,249,000
5 br, 6 ba, 5,738 ft²
Price:
$6,249,000
Address:
1333 Vista Dr
City:
Sarasota
Beds:
5
Baths:
6
MLS® #:
O5446820

Under Construction. Inspired By The Understated Luxury Of A Caribbean Villa, This Brand New, Two-...

1333 Vista Dr

Fabulous Water, Quality, Location & Mainland Convenience...fou...

$5,200,000
4 br, 9 ba, 6,883 ft²
Price:
$5,200,000
Address:
1717 Southpointe Dr
City:
Sarasota
Beds:
4
Baths:
9
MLS® #:
A4155867

Fabulous Water, Quality, Location & Mainland Convenience...found! Full Open Bay Views Are Captiva...

1717 Southpointe Dr

Exclusive, Once-in-a-lifetime Opportunity To Own A Meticulousl...

$5,000,000
7 br, 9 ba, 10,335 ft²
Price:
$5,000,000
Address:
1744 N Seminole Dr
City:
Sarasota
Beds:
7
Baths:
9
MLS® #:
A4158017

Exclusive, Once-in-a-lifetime Opportunity To Own A Meticulously Designed Multi-generational Home-...

1744 N Seminole Dr

Situated In One Of Sarasota's Most Coveted Neighborhoods, This...

$4,989,000
4 br, 6 ba, 6,631 ft²
Price:
$4,989,000
Address:
1430 Harbor Dr
City:
Sarasota
Beds:
4
Baths:
6
MLS® #:
A4170581

Situated In One Of Sarasota's Most Coveted Neighborhoods, This Harbor Front Home With Deep Water ...

1430 Harbor Dr

Everything Has Now Been Done To Make This Home Most Attractive...

$4,900,000
5 br, 7 ba, 6,719 ft²
Price:
$4,900,000
Address:
1726 Questar Ln
City:
Sarasota
Beds:
5
Baths:
7
MLS® #:
A4110045

Everything Has Now Been Done To Make This Home Most Attractive For An Immediate Sale: Price Has J...

1726 Questar Ln

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

$4,745,000
4 br, 6 ba, 5,893 ft²
Price:
$4,745,000
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 Coastal Traditional Style Of Architecture And Finishes Is...

$4,425,000
4 br, 5 ba, 5,040 ft²
Price:
$4,425,000
Address:
1447 Tangier Way
City:
Sarasota
Beds:
4
Baths:
5
MLS® #:
A4166875

This Coastal Traditional Style Of Architecture And Finishes Is Undoubtedly The Hottest Look In Ou...

1447 Tangier Way

Remarkably Rare And Incredibly Vast, This Is Truly One Of The ...

$3,950,000
4 br, 3 ba, 2,832 ft²
Price:
$3,950,000
Address:
3250 Old Oak Dr
City:
Sarasota
Beds:
4
Baths:
3
MLS® #:
A4153390

Remarkably Rare And Incredibly Vast, This Is Truly One Of The Finest Pieces Of Waterfront Propert...

3250 Old Oak Dr

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

This Magnificent Waterfront Estate Located In Coral Cove Is Id...

$3,690,000
5 br, 6 ba, 6,765 ft²
Price:
$3,690,000
Address:
7462 Cove Ter
City:
Sarasota
Beds:
5
Baths:
6
MLS® #:
A4164325

This Magnificent Waterfront Estate Located In Coral Cove Is Idyllically Set To Provide Immediate ...

7462 Cove Ter

Located In One Of Sarasota’s Most Sought-after Neighborhoods...

$3,685,000
4 br, 5 ba, 4,585 ft²
Price:
$3,685,000
Address:
1808 Flower Dr
City:
Sarasota
Beds:
4
Baths:
5
MLS® #:
A4166441

Located In One Of Sarasota’s Most Sought-after Neighborhoods, Harbor Acres, This Waterfront Res...

1808 Flower Dr

Magnificent Home Located Just A Short Distance To Downtown Sar...

$3,550,000
5 br, 7 ba, 6,173 ft²
Price:
$3,550,000
Address:
1429 Harbor Dr
City:
Sarasota
Beds:
5
Baths:
7
MLS® #:
A4166505

Magnificent Home Located Just A Short Distance To Downtown Sarasota And Its Cultural Riches. This...

1429 Harbor Dr

Luxury Waterfront Home In A Private, Gated 6-residence Enclave...

$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® #:
A4166217

Luxury Waterfront Home In A Private, Gated 6-residence Enclave Available For Sale By Second Owner...

1655 Bay Harbor Ln

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

$3,300,000
5 br, 5 ba, 6,579 ft²
Price:
$3,300,000
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

Listing information last updated on December 9th, 2016 at 7:07pm.

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.