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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

374 Properties Found. Showing Page 1 of 25
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"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

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

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 200Â...

$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± Ft On The Water With Spectacular ...

1124 N Lake Shore Dr

Full Open Bay Views Are Captivating As This Inspired Custom De...

$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

Full Open Bay Views Are Captivating As This Inspired Custom Design Presents Magnificent Water Vis...

1717 Southpointe Dr

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

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

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

1744 N Seminole 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

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

$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

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

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

$3,375,000
5 br, 5 ba, 6,579 ft²
Price:
$3,375,000
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

Key West Style Compound Located In Exclusive Cherokee Park Nei...

$2,585,000
6 br, 8 ba, 5,328 ft²
Price:
$2,585,000
Address:
1766 Cherokee Dr
City:
Sarasota
Beds:
6
Baths:
8
MLS® #:
A4159440

Key West Style Compound Located In Exclusive Cherokee Park Neighborhood, West Of The Trail. Built...

1766 Cherokee Dr

2016 British West Indies Inspired Model Home Located In The Mo...

$2,500,000
4 br, 4 ba, 3,711 ft²
Price:
$2,500,000
Address:
1905 Datura St
City:
Sarasota
Beds:
4
Baths:
4
MLS® #:
A4154851

2016 British West Indies Inspired Model Home Located In The Most Coveted ‘west Of Trail’ Area...

1905 Datura St

West Of Trail In Oyster Bay Estates, Enter Into The Glass Cons...

$2,495,000
4 br, 5 ba, 4,140 ft²
Price:
$2,495,000
Address:
4424 Camino Real
City:
Sarasota
Beds:
4
Baths:
5
MLS® #:
A4158189

West Of Trail In Oyster Bay Estates, Enter Into The Glass Conservatory Of This Beautiful Home To ...

4424 Camino Real

Masterful Design And Modern Luxury Are Uniquely Embodied In Th...

$2,495,000
4 br, 3 ba, 3,372 ft²
Price:
$2,495,000
Address:
7794 Holiday Dr N
City:
Sarasota
Beds:
4
Baths:
3
MLS® #:
A4156411

Masterful Design And Modern Luxury Are Uniquely Embodied In This 4 Bedroom 3 Bath Home. This Wate...

7794 Holiday Dr N

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

$2,490,000
3 br, 3 ba, 2,582 ft²
Price:
$2,490,000
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

Listing information last updated on August 29th, 2016 at 1:33am.

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.