West of the Trail Homes for Sale

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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. 188

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MLS® Listing Statistics

Total Listings: 188
Average Price: $1,302,136
Highest Price: $6,249,000
Lowest Price: $179,900
Average Size: 2,911 ft²
Average Price Per Square Foot: $423 per ft²

Explore Other West of the Trail Communities

Newest Listings West of the Trail Sarasota

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Image 0: A4207080

425 S Osprey Ave #6, Sarasota, FL - $824,900

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 2,120 SQFT
  • 1 DOM
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Stunning, Newly Constructed Single Family Home In Historic Laurel Park. This Lovely Home Is Ready. The Main House Is An Open Floor Plan With A Gourmet Kitchen, Gas Appliances, Great Island Work Space And Lots Of Light. ...

Image 1: A4206585

1832 Webber St, Sarasota, FL - $1,200,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,020 SQFT
  • 2 DOM
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Experience All That This Romantic Mission Hacienda Has To Offer In One Of The Most Sought-after Neighborhoods And School Districts In Sarasota, Southside Village. There Is Plenty Of Room For All In This Spacious Four-bedroom, Four-bath Home. Origi...

Image 2: A4207013

5136 Winchester Dr, Sarasota, FL - $699,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,816 SQFT
  • 2 DOM
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This Spacious, Updated Home Sits On A Beautifully Landscaped Oversized Lot In The Highly Desirable Ringling Museum Area, Close To The Beach, Downtown, I-75 And The New University Pkwy Corridor. Take A Walk Along The Bay Or Ride Your Bike Around Th...

Image 3: A4207028

1572 Eastbrook Dr, Sarasota, FL - $1,898,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,773 SQFT
  • 2 DOM
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Under Construction - Now Available. The Antigua Ii By Heritage Builders In The Exclusive Oyster Bay Area Will Be Complete In Early 2019. The West Indies Inspired Styling Of This Home Delivers Clean Lines And The Highest Level Of Interior Finishes....

Image 4: A4206863

1936 Grove St, Sarasota, FL - $799,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 2,680 SQFT
  • 4 DOM
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This West Of Trail Historic Property With Its Charming Character And Highly Regarded Heritage, Invites You To Be Part Of Its Next Chapter. Built In 1926 By Logan & Currin, The Property Includes A Spanish Eclectic Style House (2300 Sf), A Detached ...

Image 5: N5915821

1655 Laurel St, Sarasota, FL - $1,400,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,142 SQFT
  • 5 DOM
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Downtown Sarasota Living At Its Finest! For The Distinguished Buyers That Love City Living But Don’t Like Condominium Living, Here Is The Perfect Solution. Close To Everything That Makes Sarasota City Living So Convenient And Exciting. There Are N...

Image 6: A4206607

444 Acacia Dr, Sarasota, FL - $1,375,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,485 SQFT
  • 6 DOM
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Nestled Into Sapphire Shores, Near The Beautiful Sarasota Bayfront, Living Is Easy In This Stunner Positioned In The Warmth And Vibrancy That Characterizes This Prized Sarasota Neighborhood. Sarasota Magazine Says It Best. “for A Certain Kind Of ...

Image 7: A4206647

16406 Hillside Cir, Lakewood Ranch, FL - $488,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,249 SQFT
  • 6 DOM
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San Remo Model Built By Wci Was A Former Spec Home Built With Numerous Upgrades. Located On A Corner Lot, The Exterior Of The Home Features A Paver Drive And Walkway, And A Stone Façade. Lush Landscaping. A "flex" Room Off The Foyer Can Be Used As...

Image 8: A4206566

3127 Bay Shore Rd, Sarasota, FL - $2,700,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 3,454 SQFT
  • 6 DOM
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Tucked Away On Bay Shore Road In Sarasota– Just South Of The Ringling Museum– This Indian Beach Home Encapsulates A Zen-like Modern Feel Amid An Incredibly Lush Bayfront Setting. In An Instant, Your Gaze Will Be Drawn To A Panoramic Perspective Ac...

Image 9: A4205357

3827 Tangier Ter, Sarasota, FL - $1,650,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 3,726 SQFT
  • 7 DOM
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So Many Reasons To Love This West Of Trail Home In Highly Desirable San Remo Estates! Location...on The Mainland Beside The North Bridge To Siesta Key, 10 Minutes From Downtown Sarasota Or Siesta Key Beaches And Walking Distance To Southside Villa...

Image 10: A4206528

1655 Quail Dr, Sarasota, FL - $1,899,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 4,207 SQFT
  • 7 DOM
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Welcome To Your Own Private Oasis Nestled On .8 Acres Of Beautiful, Tropical Florida Lush Landscaping Overlooking Lagoon/lake And Fountain. This Estate Is Ideally Located West Of The Trail Near The Field Club And Minutes To Downtown And Siesta Key...

1836 Orchid St, Sarasota, FL - $1,195,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 3,857 SQFT
  • 8 DOM
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West Of Trail, New Construction And 5 Bedrooms, The Trifecta For In-town Family Living. Built By Emerald Homes In 2014, This “like A Model” Home Is Ready For The New Owners. Beautiful Soft Palette And Open Concept Living Makes This Impeccable Home...

1654 Arlington St, Sarasota, FL - $874,900

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,178 SQFT
  • 8 DOM
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Priced Below Appraised Value - Rare Fine - Complete Treasure West Of Trail! Extremely Close To Sarasota Memorial Hospital, Walking Distance To Morton's Gourmet Grocery, Restaurants And Shopping. Fabulous School District And Short Drive To America'...

Image 13: A4205491

1919 Siesta Dr, Sarasota, FL - $515,000

Residential, Single Family Home
  • 4 Beds
  • 2 Baths
  • 2,103 SQFT
  • 11 DOM
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*** West Of The Trail Tropical Paradise *** Over $100 000 In Exterior Upgrades To Create This Inviting Setting With A Heated Pool, 7ft Hot Tub, Sunshelf, Gorgeous Brick Pavers, Tropical Landscape, Recessed Fire Pit, And Oversized Pool Cage With An...

4103 Sarasota Ave, Sarasota, FL - $295,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 1,276 SQFT
  • 12 DOM
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Cute As A Button And Tidy As Can Be! You Won't Find Much Wrong With This Well Cared For Three Bedroom, Two Bath Home In Indian Beach. And, There's More Than Meets The Eye! Enter In To A Large Living Room Perfect For Entertaining And Receiving Gu...

Image 15: A4205855

1847 Buccaneer Ct, Sarasota, FL - $945,000

Residential, Single Family Home
  • 4 Beds
  • 2 Baths
  • 2,538 SQFT
  • 13 DOM
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Sarasota Living At Its Best In This Hidden Gem Community, Buccaneer Bay. This Lush And Peaceful Area Is Close To Everything You Need Or Want. The Spacious 4 Bedroom / 2 Bath, 3 Car Oversize Garage, Cul-de-sac Home Overlooking The Water Of Matheny ...

1736 Stapleton St, Sarasota, FL - $679,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 1,970 SQFT
  • 15 DOM
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Best Value In Granada Park

Image 17: A4205549

296 Braden Ave, Sarasota, FL - $2,475,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,100 SQFT
  • 16 DOM
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Pre-construction To Be Built - Take Advantage Of This Very Rare Opportunity To Build A Brand New Custom Home On Sarasota Bay Very Close To Where John Ringling And Powell Crosley Lived. This Home Offers Consumate Finishes That Create A Dramatic To...

Image 18: A4205554

300 Braden Ave, Sarasota, FL - $1,795,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 2,717 SQFT
  • 16 DOM
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Pre-construction To Be Built - Take Advantage Of This Very Rare Opportunity To Build A Brand New Custom Home On Sarasota Bay Very Close To Where John Ringling And Powell Crosley Lived. This Home Offers Consummate Finishes That Create A Dramatic To...

Image 19: A4205459

1922 Oak St, Sarasota, FL - $795,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,132 SQFT
  • 17 DOM
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Own A Piece Of Ringling Brothers And Sarasota History With This Fully-renovated Laurel Park Home. Originally Built In 1925, The House Was The Former Residence Of Pat Valdo, Who Was Known As The “grand Old Man Of The Circus.” This House Was Complet...

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 January 17th, 2018 at 1:05pm 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.

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The Landings

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

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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.

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