Real Estate For Sale West of Trail Sarasota, Over $1,000,000

All Listings $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

Market Statistics

Total Listings: 93
Average Price: $2,017,970
Highest Price: $7,500,000
Lowest Price: $1,000,000

Real Estate For Sale West of Trail Sarasota, Over $1,000,000

93 Properties Found. Page 1 of 2.
Photo of Listing #A4448579

Relax into Florida waterfront living on this secret slice of paradise in the heart of the city. Down a private drive, nestled within the mature tropical landscaping sits this picturesque 4 bedroom ...

Photo of Listing #O5818010

Beautiful custom built home in exclusive gate-guarded community, great location

Photo of Listing #A4448427

West of Trail, Green-Certified, Parade of Homes winner features the best of luxury living. Designed with countless conversation starters and an intelligent floor plan, most rooms overlook the invit...

Photo of Listing #A4448328

A stunning reflection of West of the Trail luxury, this three-bedroom model home from Allegra blends coastal glamour with designer details and dreamy indoor/outdoor living. Having never before been...

Photo of Listing #A4448288

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 ...

Photo of Listing #A4447950

WEST of Trail - Nestled on a charming private street, this home is located in the desired Field Club and Oyster Bay area. Large Master Bedroom on the first floor with separate his/her closets. Mast...

Photo of Listing #A4447026

The best of luxurious waterfront living at this stunning, newer Harbor Acres home! Perfectly positioned just a few lots in from the open bayfront, abounding in impeccable views of Sarasota Bay and ...

Photo of Listing #A4447949

This custom built home boasts a tremendous location and mature landscaping. Close proximity to Downtown Sarasota, Southside Village on Hillview, Marina Jack, and Sarasota Memorial Hospital. From m...

Photo of Listing #A4444762

This beautiful, 2015-built, coastal contemporary five-bedroom + office home in exclusive Oyster Bay provides all the benefits of “new construction” without the delays, surprise costs and effort to ...

Photo of Listing #A4447378

Grand Yet Intimate. This Aspirational .58 Acre, 8100 Sq. Ft. Custom Built 5 Bedroom, 6 1/2 Bath Home Only Comes Along Once In A Lifetime. Perfect For The Fledgling Family, Multi-Generational Family...

Photo of Listing #A4447606

Situated West of Trail in the exclusive Oyster Bay area near the Field Club, this 2017 home by Heritage Builders blends British-West Indies style with superior finishes and thoughtful indoor/outdoo...

Photo of Listing #A4445752

Set on nearly a half-acre corner lot in the coveted area of Oyster Bay, this one-level coastal home is inviting and open with 3,933 square feet of gorgeous indoor living. This custom designed 4-bed...

Photo of Listing #A4446722

Pre-Construction. To be built. NEW custom home. Ready to start construction immediately. This 4100 sq. ft. coastal WATERFRONT home by Yoder Built Properties has it all! Great location west of The T...

Photo of Listing #A4446250

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 ...

Photo of Listing #A4445980

Sarasota West of Trail in the Flower Streets close to schools, shopping, dining, Downtown Sarasota and Siesta Key Beach, Move-in ready, you’ll love the very private indoor-outdoor living areas and ...

Photo of Listing #A4445132

One or more photo(s) has been virtually staged. An embrace of minimalism with simplicity in form and design, complete REMODEL on this 2,820 sq foot West of Trail home located in a mature-treed set...

Photo of Listing #A4445676

Seller has priced aggressively at LAND VALUE for immediate sale. Located in Oyster Bay, one of Sarasota’s most revered neighborhoods and close to the Field Club. Located on a quiet cul-de-sac stre...

Photo of Listing #A4440101

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 casua...

Photo of Listing #A4443962

Spectacular Tuscan Masterpiece in Oyster Bay Estates, Sarasota's most coveted West-of-the-Trail neighborhood. This Spanish-Italian design home was built in 2006 by custom-builder Bruce Saba with im...

Photo of Listing #A4443744

Pre-Construction. To be built. Pre-Construction. To be built. The Antilles by Heritage Builders is situated in Sarasota's highly desirable West of Trail neighborhood. The West Indies inspired styli...

Photo of Listing #A4443475

Under Construction. Under construction and perfectly sited on 123 feet of protected yacht basin and the 3rd house in from the open bay is another vision of beauty and functionality from notable lux...

Photo of Listing #A4442925

With romantic waterfront views of downtown Sarasota, this property is one of the best available addresses in the city. Envision an estate beyond compare accompanied by poetic views that blend the s...

Photo of Listing #A4442885

With romantic waterfront views of downtown Sarasota, this property is one of the best available addresses in the city. Envision an estate beyond compare accompanied by poetic views that blend the s...

Photo of Listing #A4442286

Tucked away on Lakeshore Drive in a storybook lakefront setting, this exquisite estate embodies tropical elegance and style. Luxurious appointments, state-of-the-art amenities, and a romantic water...

Photo of Listing #N6104891

This Contemporary Coastal home can be found in the heart of one of Sarasota’s sought-after walking neighborhoods. Built in 2015 by Allegra this home is filled with vaulted ceilings, open living spa...

Photo of Listing #A4442067

Newly built. This coastal residence captivates with its impeccably designed décor and outdoor living spaces in a scenic waterfront setting only seconds to the open waters of Sarasota Bay. Located W...

Photo of Listing #A4441173

This is a rare 108’ ft on waterfront x 260' deep .51acre lot just 2 blocks from Sarasota Bayfront and downtown. Very best price in Sarasota's prime waterfront neighborhood featuring .51 acre of lan...

Photo of Listing #A4442182

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 ...

Photo of Listing #R4901968

A rare opportunity to build your dream home on this waterfront, estate-size lot in Sarasota’s most beautiful and well-located neighborhood, Harbor Acres. Almost 2/3 of an acre, deep water boat dock...

Photo of Listing #A4440585

Very best price in Sarasota's prime waterfront neighborhood featuring .51 acre of land with 108 feet of waterfront and lot depth of 206 feet. The 1937 charming home has solid wood floors and genero...

Photo of Listing #A4440133

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...

Photo of Listing #A4447747

The Pearl of Oyster Bay is New and Modern with a string of quality features that doubles the Wow factor! Elegantly situated on an estate size lot for privacy, this 2-story 4,688 square feet, four-b...

Photo of Listing #A4442959

The picture of perfect architecture in one of the most beautiful modern homes West of the Trail championing quality craftsmanship and precision bronze-level Green construction. With the ultimate lo...

Photo of Listing #A4439368

Oyster Bay Landings where your coastal dream home can come alive. Rare to find mainland, gated, and waterfront that is just off Roberts Bay near the coveted Field Club area. On protected boating wa...

Photo of Listing #A4439369

Oyster Bay Landings where your coastal dream home can come alive. Tell your own story in this rare to find mainland, gated, and waterfront enclave just off Roberts Bay near the coveted Field Club a...

Photo of Listing #A4432876

Experience privacy and elegance along the shores on the Hudson Bayou! Built to enjoy the seascape with a timeless relationship to the water, this custom home with over 4,000 sf of living space feat...

Photo of Listing #T3181067

WEST OF THE TRAIL! Beautiful 2-story custom built home in Historic Granada. Surrounded by rare lush tropical trees and plants, this home built in 2008 has 3 bedrooms, 3 baths in the main house and ...

Photo of Listing #A4438225

Under Construction. A modern vision to be built in McClellan Park by notable luxury homebuilder Allegra Homes, the “Kristi Ann” model features 4 en-suite bedrooms, a 3-car garage, a den/office, a b...

Photo of Listing #A4437176

Enjoy all that Sarasota has to offer from this great central location West of Trail, just minutes from Red Rock Park, The Field Club, Southside School, Southside Village, Siesta Key and Downtown Sa...

Photo of Listing #A4438373

From its quiet West of the Trail street and its sprawling, fenced yard shaded by mature trees, to the cozy woodburning fireplace and the rich, natural oak hardwood floors, this 3BR, 2.5-bath home w...

Photo of Listing #A4437463

Private garden enclave, stately and spacious, open and airy, urban and interesting spaces. Vaulted ceilings grace the foyer of the front entrance, leading to formal dining and living areas. Several...

Photo of Listing #A4436942

Pre-Construction. To be built. Pre-Construction - The Coquina by Heritage Builders is ideally situated in West Bay, a private gated enclave of only 4 luxury single family residences in Sarasota's m...

Photo of Listing #A4436565

One or more photo(s) has been virtually staged. One or more photo(s) was virtually staged. On one-half of an acre of boating water nestled in the private setting of Harbor Acres lies this Mid-Centu...

Photo of Listing #A4436668

Build your dream property on prominent South Lake Shore Drive– a long-established, highly-regarded Oyster Bay Estates neighborhood. Tucked away on Sarasota’s mainland, this private waterside oasis ...

Photo of Listing #A4436047

Pre-Construction. To be built. Master builder Allegra Homes expanded two-story “Gloria” plan infused with an atmosphere of sophistication and refinement. This 3,321-square-foot residence is irresis...

Photo of Listing #A4436221

Under Construction. A vision to be built in McClellan Park by notable luxury homebuilder Allegra Homes, the “Kristi Ann” model features 4 en-suite bedrooms, plus a half bath, a 3-car garage, a den/...

Photo of Listing #A4446276

Welcome to one of the best locations in Sarasota with astounding unobstructed views, situated on a quarter acre lot on the Sarasota Bay. Experience this one-of-a-kind residence, only a few minutes ...

Photo of Listing #A4434816

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 archite...

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 October 13th, 2019 at 8:30pm EDT.