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"West of the Trail" Homes for Sale by Price

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
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2514 Marblehead Dr

Sarasota, FL - $1,685,000

Residential, Single Family Home
Marblehead
A4415695
  • 4 Beds
  • 4 Baths
  • 4,144 SQFT
  • 287 DOM
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In Harmony With Nature, Sitting On 0.48 Acres Of Land And A Cul De Sac, This Unique And Grand Key West Style Home Brings Alive The Charm Of Modern Coastal Living And The Enjoyment Of Your Own Private Resort. The Beautifully Landscaped Grounds Offe...

1675 Fortuna St

Sarasota, FL - $1,679,000

Residential, Single Family Home
Granada
A4425853
  • 3 Beds
  • 3 Baths
  • 2,801 SQFT
  • 174 DOM
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New Construction. Choose From Two Custom Home Designs For This Extraordinary West Of Trail Lot In Historic Granada. The Nutter Custom Construction And Anchor Builders Options Offer Exceptional Quality And The Best In Modern Home Livability While R...

3953 Red Rock Way

Sarasota, FL - $1,675,000

Residential, Single Family Home
Red Rock Terrace
A4437695
  • 4 Beds
  • 5 Baths
  • 3,908 SQFT
  • 287 DOM
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This Custom Built Home Rests Among The Canopied Roads In The Red Rock Neighborhood West Of Trail. Lush Green Foliage Surrounds And Peeks Through Each Window Of The Home Bringing The Outside In. The Three Guest Bedrooms With En Suite Bathrooms, Eac...

7767 Holiday Dr N

Sarasota, FL - $1,650,000

Residential, Single Family Home
Holiday Harbor
A4437534
  • 4 Beds
  • 3 Baths
  • 2,895 SQFT
  • 48 DOM
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Under Construction. Holiday Harbor New Home Under Construction. West Indies Ranch Styled Home On Salt Water Canal To Sarasota Bay Leading To The Gulf Of Mexico. Dock Your Boat In Your Backyard Where There Is A Dock To Accommodate Your Boat Lift,...

4439 Westwood Ln

Sarasota, FL - $1,650,000

Residential, Single Family Home
Oyster Bay Estates
A4425835
  • 4 Beds
  • 4 Baths
  • 3,657 SQFT
  • 169 DOM
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Warm, Inviting And In A Stellar Location! Enter Through The Stunning, Arched Wood Doorway, You Will Be Met With A True Sense Of Serenity. Every Detail Has Been Carefully Thought Of In This Substantial Mediterranean Revival Home. Grand Columns Acce...

1570 Hillview Dr

Sarasota, FL - $1,625,000

Residential, Single Family Home
Harbor Acres Sec 2
A4420145
  • 2 Beds
  • 2 Baths
  • 1,215 SQFT
  • 238 DOM
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Great Waterfront Location, West Of Trail, In Harbor Acres, Ideal For A Remodel Or Build New. Home Sits On A 13,207 Sq. Ft. Lot On A Protective Cove, With No Bridges To Sarasota Bay. Close To Sarasota Memorial Hospital, Morton's Market, Restaurants...

1727 Siesta Dr

Sarasota, FL - $1,599,900

Residential, Single Family Home
Bayview
A4170368
  • 3 Beds
  • 4 Baths
  • 3,464 SQFT
  • 973 DOM
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The Walara, The New Showcase Home By John Cannon Homes Is Now Open. This 2-story, 3 Bedroom / 4 Bath Home Located In Siesta Enclave, Is Just Minutes From Siesta Key Beach, Southside Village And Sarasota's Award-winning Restaurants And Nightlife. ...

1725 Baywood Dr

Sarasota, FL - $1,599,000

Residential, Single Family Home
Bay View Acres
A4429669
  • 4 Beds
  • 4 Baths
  • 3,612 SQFT
  • 124 DOM
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Pursue Nautical Adventures In This Completely Renovated Waterfront Home, Set Just 2 Lots From The Open Bay And Only Moments From Siesta Key. A Circular Paver Drive Leads To The 3-story Façade And Wood Double-door Entryway, Where Whitewashed Oak Wo...

1886 Prospect St

Sarasota, FL - $1,599,000

Residential, Single Family Home
Floyd & Cameron Sub
A4410493
  • 4 Beds
  • 4 Baths
  • 3,444 SQFT
  • 334 DOM
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Looking For Newer Construction West Of Trail? Lock & Leave With Ease Of Living? Low Maintenance Luxury Chic Living. Sun Seekers? Private Walled Pool/ Spa Solar Tiles Is Designed To Maximize The Southern Exposures. Western Light Pours Into The Soa...

1332 Quail Dr

Sarasota, FL - $1,595,000

Residential, Single Family Home
Hansen
A4404953
  • 4 Beds
  • 3 Baths
  • 3,464 SQFT
  • 414 DOM
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Some Photos Are Virtually Staged. Calling All Boaters! Deep Water Dock With A 10,000 Lb Boat Lift! Only One Minute To The Open Waters Of The Sarasota Bay. Gorgeous 4 Bedroom, 3 Bath Executive Home In Charming Oyster Bay, West Of Trail! Relax On...

1427 Pine Bay Dr

Sarasota, FL - $1,585,000

Residential, Single Family Home
Pine Bay
A4214573
  • 5 Beds
  • 5 Baths
  • 5,325 SQFT
  • 481 DOM
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Sellers Motivated!! Truly One Of The Best Values West Of Trail On The Market Today. Magazine Worthy Home That Was Recently Used For A Catalog Shoot. Great Old Florida Style Home Located In Coveted Oyster Bay Area With Lots Of Kids And Convenience ...

1905 Goldenrod St

Sarasota, FL - $1,575,000

Residential, Single Family Home
Poinsettia Park 2
A4403697
  • 4 Beds
  • 4 Baths
  • 3,048 SQFT
  • 395 DOM
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Under Construction. Brand New Under Construction, Ready By January 2020. Model Leaseback Available, 4-bedroom, Bonus Room 4 Bath 3 Car Garage Outdoor Kitchen, Custom West Indies Inspired Home. Discover Sarasota's West Of Trail In-town Southside Vi...

1667 Hillview St

Sarasota, FL - $1,550,000

Residential, Single Family Home
Mcintyre Wilson & Potters
A4440133
  • 4 Beds
  • 5 Baths
  • 3,682 SQFT
  • 13 DOM
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Breathtaking Hillview Home In The Micro-community Of Southside Village, with Tree-lined Streets And Sidewalks That Offer An Urban Pedestrian Lifestyle For Residents. In This Exceptional Location Is This Well Appointed 3682 Square Foot Pool Home Bu...

1484 Peregrine Point Dr

Sarasota, FL - $1,526,000

Residential, Single Family Home
The Landings
A4419034
  • 3 Beds
  • 3 Baths
  • 2,998 SQFT
  • 250 DOM
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Pre-construction. To Be Built. Rare Opportunity To Build On This 1/2 Acre + Lot In The Gated Community Of The Landings. Located At The Western End Of Peregrine Point Drive. This Lot Enjoys Southern Exposure And A Peaceful View Overlooking A Lake W...

1959 Hibiscus St

Sarasota, FL - $1,524,250

Residential, Single Family Home
Desota Park
A4434816
  • 3 Beds
  • 3 Baths
  • 2,706 SQFT
  • 78 DOM
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Under Construction. From Noted Luxury Home Builder Allegra Homes Is The Ever Popular “kristi Ann” Plan, An Irresistible West Of Trail Haven Of Uncompromised Construction Standards, Fabulous Architectural Details And Stunning Design Elements. Refle...

N/A

Sarasota, FL - $1,499,900

Residential, Single Family Home
N6104544
  • 4 Beds
  • 4 Baths
  • 3,613 SQFT
  • 139 DOM
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Located In The Coveted Oyster Bay Neighborhood This Key West Style Exterior And Contemporary Interior Home Sits On A Half Acre Lot. The Newly Remodeled Open Floor Plan Boasts 12 To 29 Ft. Ceilings And Spacious Well Maintained Rooms. The Home Offer...

3218 S Osprey Ave

Sarasota, FL - $1,499,000

Residential, Single Family Home
Shoreland Woods Sub
A4440101
  • 5 Beds
  • 5 Baths
  • 3,342 SQFT
  • 18 DOM
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This Overall Parade Of Homes Winner Designed And Built By Custom Home Builder Classic Homes By Clayton Is Now Available For Sale! This Residence Embraces Modern Mediterranean Architecture And Casual Elegance. The Combination Of A Superior Location...

1815 Buccaneer Ter

Sarasota, FL - $1,495,000

Residential, Single Family Home
Buccaneer Bay
A4436037
  • 4 Beds
  • 5 Baths
  • 4,407 SQFT
  • 68 DOM
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The Boating Lifestyle And Contemporary Design Are A Sublime Match At This Superbly Remodeled Home, Enviably Situated West Of Trail And Only 5 Homes From Open Waters Of Sarasota Bay. Located At The End Of A Private Cul-de-sac On A Wide, Pie-shaped ...

2530 Prospect St

Sarasota, FL - $1,450,000

Residential, Single Family Home
Rustic Lodge
A4426547
  • 3 Beds
  • 4 Baths
  • 4,192 SQFT
  • 153 DOM
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Discover The Original Splendor Of A Carefully Crafted Design That Seamlessly Blends The Sought After Character Of A Historical Homes Comfort, Charm And Artistry With Today's Modern Conveniences. A Residence That Offers The Architectural Influences...

1580 Hillview Dr

Sarasota, FL - $1,449,000

Residential, Single Family Home
Harbor Acres
A4440086
  • 2 Beds
  • 3 Baths
  • 3,213 SQFT
  • 438 DOM
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Want Premier Waterfront In A Prime Mainland Location In A Newly Renovated Home At Outstanding Value? This Is It! Situated On A Wide Deep-water Boat Basin, Just Seconds To Sarasota Bay And Downtown, This Beautifully Redone Residence Is Equipped Wit...

1614 Bay Rd

Sarasota, FL - $1,399,900

Residential, Single Family Home
Hansens Subdivision
A4205423
  • 4 Beds
  • 4 Baths
  • 3,331 SQFT
  • 546 DOM
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Under Construction - Anticipated Completion Summer 2019 - The Bermuda By Heritage Builders Is Ideally Situated On The Largest Home Site In West Bay, A Private Gated Enclave Of Only 4 Luxury Single Family Residences In Sarasota's Most Sought After ...

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 DBA Stellar MLS.

Listing information last updated on July 23rd, 2019 at 4:15pm EDT.