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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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7767 Holiday Dr N

Sarasota, FL - $1,650,000

Residential, Single Family Home
Holiday Harbor
A4437534
  • 4 Beds
  • 3 Baths
  • 2,895 SQFT
  • 158 DOM
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Under Construction. Holiday Harbor New Construction Completion Date 12/1/2019. 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 ...

2416 Adagio Way

Sarasota, FL - $1,650,000

Residential, Single Family Home
Shadycreek
A4416611
  • 4 Beds
  • 3 Baths
  • 3,788 SQFT
  • 278 DOM
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A Tropical Paradise, Tucked Away In The Heart Of Sarasota! Coastal, Luxurious, Casual Home, Situated On 215 Feet Of Private Shoreline On Phillippi Creek With Access To The Intracoastal Waterway Set In A Lush, Tropical Setting. A 30 Ft. Boat Dock I...

1570 Hillview Dr

Sarasota, FL - $1,625,000

Residential, Single Family Home
Harbor Acres Sec 2
A4420145
  • 2 Beds
  • 2 Baths
  • 1,215 SQFT
  • 348 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
  • 1,083 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. ...

1886 Prospect St

Sarasota, FL - $1,599,000

Residential, Single Family Home
Floyd & Cameron Sub
A4450957
  • 4 Beds
  • 4 Baths
  • 3,444 SQFT
  • 3 DOM
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If You Are Looking For A Touch Of Paradise With A Dash Of Serenity Look No Further. This Exquisite Home Is Located In A Highly Desirable Location, West Of The Trail. Upon Entering This Coastal Contemporary Home You Will Be Greeted With An Abundanc...

2514 Marblehead Dr

Sarasota, FL - $1,595,000

Residential, Single Family Home
Marblehead
A4415695
  • 4 Beds
  • 4 Baths
  • 4,144 SQFT
  • 397 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...

7742 Holiday Dr

Sarasota, FL - $1,590,000

Residential, Single Family Home
Holiday Harbor Unit 1
A4441501
  • 3 Beds
  • 3 Baths
  • 3,071 SQFT
  • 96 DOM
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Built In 2018, And A Winner In The Parade Of Homes, This Custom Waterfront Home Has Countless Upgrades! Costal Designed 3 Bedroom, 2 1/2 Bath, 2 Car Garage Home Is Steps From Hidden Harbor Marina And Centrally Located To All Sarasota Has To Offer...

3953 Red Rock Way

Sarasota, FL - $1,575,000

Residential, Single Family Home
Red Rock Terrace
A4437695
  • 4 Beds
  • 5 Baths
  • 3,908 SQFT
  • 397 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 Baths, Each In...

1959 Hibiscus St

Sarasota, FL - $1,549,000

Residential, Single Family Home
Desota Park
A4434816
  • 3 Beds
  • 3 Baths
  • 2,706 SQFT
  • 188 DOM
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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. Reflecting A Passion For ...

1484 Peregrine Point Dr

Sarasota, FL - $1,511,500

Residential, Single Family Home
The Landings
A4419034
  • 3 Beds
  • 3 Baths
  • 2,998 SQFT
  • 338 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...

1332 Quail Dr

Sarasota, FL - $1,495,000

Residential, Single Family Home
Hansen
A4404953
  • 4 Beds
  • 3 Baths
  • 3,464 SQFT
  • 524 DOM
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Some Photos Are Virtually Staged. Wow! West Of Trail Waterfront Under $1.5m! Calling All Boaters! No Bridges To The Bay! 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...

4439 Westwood Ln

Sarasota, FL - $1,460,000

Residential, Single Family Home
Oyster Bay Estates
A4425835
  • 4 Beds
  • 4 Baths
  • 3,657 SQFT
  • 279 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...

1815 Buccaneer Ter

Sarasota, FL - $1,450,000

Residential, Single Family Home
Buccaneer Bay
A4436037
  • 4 Beds
  • 5 Baths
  • 4,407 SQFT
  • 178 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 ...

1614 Bay Rd

Sarasota, FL - $1,449,000

Residential, Single Family Home
Hansens Subdivision
A4205423
  • 4 Beds
  • 4 Baths
  • 3,331 SQFT
  • 656 DOM
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Move-in Ready - 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 West Of Trail Area. Thoughtfully Designed,...

1667 Hillview St

Sarasota, FL - $1,439,000

Residential, Single Family Home
Mcintyre Wilson & Potters
A4440133
  • 4 Beds
  • 5 Baths
  • 3,682 SQFT
  • 123 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...

1511 N Lake Shore Dr

Sarasota, FL - $1,374,900

Residential, Single Family Home
Oyster Bay Estates
N6104544
  • 4 Beds
  • 4 Baths
  • 3,613 SQFT
  • 249 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...

2202 Mcclellan Pkwy

Sarasota, FL - $1,350,000

Residential, Single Family Home
Gillispie Place
A4425734
  • 5 Beds
  • 4 Baths
  • 3,738 SQFT
  • 269 DOM
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This Is A Shining Example Of Impeccably-restored Colonial Style. This Exquisite Property Spans A 3-bedroom Main Home And 2-bedroom Guest Cottage, All Nestled In One Of Downtown Sarasota’s Most Historic And Sought-after Neighborhoods: Mcclellan Par...

1671 North Dr

Sarasota, FL - $1,345,000

Residential, Single Family Home
Cherokee Park
A4448288
  • 5 Beds
  • 3 Baths
  • 3,671 SQFT
  • 32 DOM
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Spacious 5 Bedroom Family Home In The Perfect Sarasota West Of Trail Location — A Genuine Gem In Highly-cherished Cherokee Park. Nestled Under The Canopy Of Mature Oak Trees On 1/3 Acre, The Buyer Will Appreciate This Home's Ability To Embrace Fam...

1690 Arlington St

Sarasota, FL - $1,327,000

Residential, Single Family Home
Mcintyre Wilson & Potters
A4446250
  • 4 Beds
  • 5 Baths
  • 2,917 SQFT
  • 54 DOM
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West Of Trail. Architect Redesigned 5+ Bedroom Single Family Home With Detached Guest Quarters. Main Home Amenities Includes: Beautiful Crown Mouldings, Chair Rails, Framed Window Casings, Custom Wall Units, Built In Closets, Multiple Interior An...

4612 Pine Harrier Dr

Sarasota, FL - $1,324,500

Residential, Single Family Home
The Landings
A4442182
  • 3 Beds
  • 4 Baths
  • 2,825 SQFT
  • 107 DOM
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New House Smell And Ready To Move Into!! Just Like New In The Landings; A Private, Gated Community Conveniently Located In The Coveted West Of The Trail Area. This Beautifully Remodeled Property Is Tucked Away At The End Of A Quiet Cul De Sac On...

8810 Fishermens Bay Dr

Sarasota, FL - $1,300,000

Residential, Single Family Home
Fishermens Bay
A4439707
  • 4 Beds
  • 3 Baths
  • 3,040 SQFT
  • 122 DOM
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Waterfront, Gated Community With Direct Bay Frontage And Sunset Views, Must Be Fishermen's Bay! This Waterfront Home Boasts Over 3,000 Square Feet With A 1,500 Square Feet Of Finished Basement, 5 Car Garage, And Florida Storage Area. The Elevated ...

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 November 11th, 2019 at 5:15pm EST.