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: 71
Average Price: $1,937,630
Highest Price: $4,650,000
Lowest Price: $1,014,504

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

71 Properties Found. Page 1 of 2.
Photo of Listing #A4481408

A stunning one-of-a-kind modern home west of the trail, on a quiet cul-de-sac street, in the heart of Sarasota. Highly sought-after courtyard entry brings privacy and sleek design to this Susan H...

Photo of Listing #A4481050

It is all about location and Southern comfort with this craftsman style home, located west of the trail in the Pointsetta Park neighborhood. The house sits behind a historic Banyon tree which capt...

Photo of Listing #A4474852

Your private garden home in charming and convenient Cherokee Park, situated on a 30,000 square foot lot. This traditional West of Trail home sits under a canopy of grand Oaks with sparkling Sarasot...

Photo of Listing #A4478348

Location, Luxury, Security, Serenity, Spaciousness and the list goes on and on! Rarely available is this coveted 4 bedroom + 4 bathroom center unit which lives like a single family home. Once you...

Photo of Listing #A4480901

Beautifully blending security with a warm and inviting openness, this gorgeous custom home is ideal for appreciating an elegantly casual way of life in the heart of Sarasota. Surrounded by mature t...

Photo of Listing #A4480476

You will be WOWED! by this West of the Trail 2016 Custom Built (4) Bedroom TURNKEY FURNISHED Pool Home located in One of Sarasota's Great Residential Neighborhoods---walking distance to Southside: ...

Photo of Listing #A4480796

Under Construction. To be built. Location and Luxury meet on this Coastal Contemporary home in the Oyster Bay area. This 4 bedroom 4.5 bath home being constructed by The Holliday Group sits on a...

Photo of Listing #A4480317

Under Construction. New Construction.Situated on a beautifully landscaped parcel in the desirable Oyster Bay area, this brand-new home grants casual grandeur and the exquisite Florida way of life. ...

Photo of Listing #A4479030

Known for being one of Sarasota’s most desirable addresses, the waterfront homes in Harbor Acres are unique in their architecture and graceful in their design, and this stunning five-bedroom estate...

Photo of Listing #A4479735

This tranquil & tropical dream home is situated in the idyllic neighborhood of Granada, West of Trail off of Siesta Drive (north bridge to Siesta Key). This custom built Key West & Martha’s Vineyar...

Photo of Listing #T3265047

This is your opportunity to own the homesite of your dreams. It has picturesque panoramic sunset views. It has 250+ feet of water frontage on the bay! That is simply unheard of. It is land that...

Photo of Listing #A4477076

WELCOME TO LOTUS ON ORANGE! Award-winning style and design suited for Sarasota’s indoor-outdoor living, this artistic and elegant three bedroom, three bath home is a modern work of art. Carefully ...

Photo of Listing #A4479128

The home rests on over a third of an acre in the most sought-after neighborhood in Sarasota, Cherokee Park. Originally built in 1949, this residence was recently redesigned inside and out and broug...

Photo of Listing #A4477754

Cherokee Park charm meets modern day convenience in this beautiful home on Selby Garden-like grounds. Practically perfection - live in one of the most desirable neighborhoods in Sarasota – close to...

Photo of Listing #A4479173

Originally named "La Casa Benedetta,” this west of the trail custom home is what you have been looking for! Tastefully designed and built with the highest quality, this double lot, Tuscan inspired ...

Photo of Listing #A4479218

Built in 1937,and modernized over the years, this spectacular home boasts waterfront views of the Hudson Bayou from nearly every room with over 130 feet of frontage. Situated on a half of an acre, ...

Photo of Listing #A4478073

VIRTUAL SHOWINGS AVAILABLE! CHECK OUT THE 3D WALK-THROUGH TOUR AND FLY-OVER VIDEO. 3D WALK-THROUGH TOUR: https://my.matterport.com/show/?m=zp7hHXaXoEF&mls=1Allegra FLY-OVER VIDEO: https://player.vi...

Photo of Listing #A4477132

This charming, custom-built west of trail home is a must-see! Framed by grand oaks, this beautiful home begins with two generous, stately porches. Indeed, the entire house is surrounded by inviting...

Photo of Listing #A4478329

Under Construction. Relaxed Modern in Sarasota's most sought after area, "West of Trail". The Dominic is a new floor plan by Allegra Homes. All on one level this south facing home will be filled wi...

Photo of Listing #A4477554

Meticulously updated in 2012 by My Green Builders with exquisite craftsmanship and details, this true 5-bedroom, 4-bath home in the heart of Oyster Bay features a delightful 3,818 square foot floor...

Photo of Listing #A4477683

Pre-Construction. To be built. Now Available. The award winning Eleuthra by Heritage Builders is situated in Sarasota's coveted West of Trail area directly across from Red Rock Park and will be com...

Photo of Listing #A4476950

Sarasota Historically Registered Masterpiece, West of the Trail, 3 blocks walk from Markets, Shopping, Restaurants and Bars. This exquisite home has been remodeled from head to toe with New Roof, N...

Photo of Listing #A4477187

Located in sought after Harbor Acres this magnificent 4/5 bedroom 5 bath home was built in 2006 by Bruce Saba. Special features of the home include 6 separate balconies and an extraordinary rooftop...

Photo of Listing #A4477002

Savor Sarasota and all its charms in this updated 4BR/3BA home in the heart of esteemed Southside Village. Set on an expansive, lushly landscaped lot under the cooling shade of majestic trees, this...

Photo of Listing #A4476964

Under Construction. New Construction Modern Farmhouse! Completion scheduled for Mid November 2020. Situated on a prime, over-sized lot in Harbor Acres. Exceptionally crafted by Coastal Luxury Ho...

Photo of Listing #A4476936

Under Construction. Another Courtyard Simply Modern Design. West of the Trail address. Southside school. Walking distance to everything! Sarasota School of Architecture inspired Simply Modern Home....

Photo of Listing #A4472086

Location! Spacious Sarasota family home in West of Trail and West of Osprey Southside district. Situated on 1/3 of an acre in Hudson Bayou neighborhood, just a half-mile to Southside Village and Sa...

Photo of Listing #A4476264

Classic Custom elegance and a private garden setting create the timeless Florida lifestyle that many only dream of living. Situated on a beautifully manicured homesite, welcome to experiencing the ...

Photo of Listing #A4475565

Coastal contemporary, luxurious, and sophisticated best describes this new residence. Perfectly situated in the prestigious West-of-Trail area on an oversized lot. The floorplan is a highly desirab...

Photo of Listing #A4476267

This Custom Built home is a masterpiece designed to create an effortless indoor-outdoor lifestyle that marries lavish interiors, sophisticated tastes, and cultured aesthetics with Florida’s natural...

Photo of Listing #A4475650

This architectural jewel is nestled in a Selby-like setting across the street from the Bay on a street aptly referred to as Sarasota’s best kept secret. This updated custom midcentury home boasts n...

Photo of Listing #A4475864

Looking for your dream home? From the moment you drive up to the circular driveway with lush landscaping and set your eyes on this two story Saltzberg designed and built home, you'll fall in love. ...

Photo of Listing #A4475259

Location location location! Just a block away from Morton's Deli & Libby's, 2 blocks from Sarasota Memorial Hospital and just 8 blocks from Southside Elementary. Less than 3 miles to downtown Saras...

Photo of Listing #A4475419

Perfectly situated in the sought after West of the Trail area of Oyster Bay Estates, this updated three-bedroom plus den mid century modern residence offers both style and comfort. Updated annually...

Photo of Listing #A4474714

Imagine yourself living in this meticulously maintained West of Trail residence, set in the coveted and ideally located area of Sarasota that is close to the bay, beaches, shopping, medical and ret...

Photo of Listing #A4475067

Transport yourself to the countryside of France where you may ensconce yourself behind the ivy-covered walls of this gated multi-level French chateau amidst the most glorious selection of plantings...

Photo of Listing #A4474600

Located in a cherished West of Trail location with A+ schools, this like-new Allegra Homes “The Alexander” original has been expertly improved with loads of new features to enhance its great bones ...

Photo of Listing #A4474860

Under Construction. Custom New Construction home West of the Trail in McClellan Park! This 3,267 SF custom home will be completed by end of 2020 and will be constructed with energy efficient u...

Photo of Listing #A4474193

Location, Location, Location! This custom built John Cannon home is ideally located in Sarasota's "West of the Trail" neighborhood, just a few blocks from Southside Village, Sarasota Memorial Hosp...

Photo of Listing #A4469554

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. This 2018 residence is e...

Photo of Listing #A4473370

This is the one * LOCATION, LOCATION, LOCATION * Beautiful ESTATE LOT IS JUST UNDER AN ACRE * WEST OF THE TRAIL NEAR THE FIELD CLUB + RED ROCK PARK + WESTBROOK NEIGHBORHOOD * This QUALITY BUILT CLA...

Photo of Listing #A4472549

Perfectly situated on a quiet culdesac, this exquisite home boasts over 8,000 square feet of living area. As you approach this custom traditional home, the circular drive, lush landscaping and gran...

Photo of Listing #W7824898

PRIVACY West of Trail! Located in Oyster bay area of Sarasota sits this beautiful 5 Bedroom, 4.5 Bath , Office 2 story home built in 2013. The home has undergone a remodel including NEW PGT HURRICA...

Photo of Listing #A4469068

A car collector’s paradise located West of the Trail in Prestigious Cherokee Park! This fashionable 1936 Art Deco home contains a 10 car air conditioned garage with 2 lifts (allowing storage for 12...

Photo of Listing #A4467671

Red Rock walled estate just off Roberts Bay. County has confirmed 2 buildable lots each just over 20,000 square feet. Build your dream home here in the shade of majestic oaks. Prime real estate at...

Photo of Listing #A4461669

One of the most charming homes in Sarasota can now be yours. Step into "Casa de Flores" and experience this historic, romantic villa residence with two guest cottages, separated by fountains, court...

Photo of Listing #A4463211

An enchanting hideaway in desirable McClellan Park, this 5-bedroom plus den home surprises and delights with rare architecture, character-filled spaces and sweeping acreage. Stone walls enclose the...

Photo of Listing #A4463688

Idyllic neighborhood living in a cul-de-sac community West of the Trail. This Westbrook home is ready for the next family to make it their own for decades to come. The property is over one-half an...

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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on October 21st, 2020 at 7:47pm EDT.