West of Trail Homes For Sale - Sarasota

West of Trail Homes

Browse today's new West of Trail homes for sale and real estate in Sarasota below! Cherokee Park and Harbor Acres are lovely, peaceful neighborhoods located in the West of the Trail real estate market which is located slightly south of the downtown area. Residents living here can enjoy easy access to St. Armand’s Circle with its world-class shopping and dining as well as premier golfing at Palmer Ranch. Siesta Key beach also situated within just a short distance of this community.

For buyers who are interested in living on the water, they should look no further than San Remo Estates. This cozy community features lush, mature landscaping and convenient access to amenities throughout the Sarasota area. The Indian Beach neighborhood is located within the highly desirable and popular Museum District located in North Sarasota. Buyers will find a wide range of different home styles here. Whether its a quaint cottage or a multi-million dollar showplace, homebuyers are sure to find something that suits their style of living and budget in the homes for sale around Indian Beach. To learn more about properties available in West of Trail neighborhood near Sarasota or to setup a private home showing, contact your local West of Trail real estate experts today. Read more about West of Trail homes.

Real Estate For Sale West of Trail Sarasota

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

Real Estate For Sale West of Trail Sarasota

202 Properties Found. Page 1 of 5.
Photo of Listing #A4420881

Highly sought after Granada neighborhood, west of the Trail. This charming, compact home, built for the grandson of a well-known Sarasota architect in 1951 features tongue and groove pecky cypress ...

Photo of Listing #A4420490

UNDER CONSTRUCTION. West of Trail Coastal Contempory by Allegra Homes. Dazzling 4 bedroom, 3 bath pool home is close to Sarasota's top rated school, Southside Village, Hospital and downtown Saraso...

Photo of Listing #A4421071

Fantastic opportunity within the popular Treehouses of the Landings. This unit sits tucked into the tress at the end of a short dead end street with only 3 other Treehouses. This 2 story, spacious ...

Photo of Listing #A4420761

You will be captivated as soon as you step foot into this beautiful custom built home located in one of the most sought after areas of Sarasota. This West of the Trail residence is perfectly tucked...

Photo of Listing #O5750671

Enjoy this luxury unit in Phillippi Landings which comes with a 13 Month Home Warranty. Beautiful community pool & hot tub, fitness center, dog park,and clubhouse. This is a 2nd floor unit overlo...

Photo of Listing #A4420852

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 Saraso...

Photo of Listing #A4420611

Natural elements and design savvy merge to create this brand new coastal contemporary residence located West of the Trail in Sarasota. Built by Voigt Brothers Construction, experience the poetry of...

Photo of Listing #A4420717

WEST OF TRAIL CHARM ! This craftsman cottage is totally updated in the desirable west of trail area. Huge newer master suite makes living in this lovely home with character easy and comfortable...

Photo of Listing #A4420443

This exquisite contemporary Mediterranean masterpiece with gated drive and entry, is located in one of Sarasota's most treasured neighborhoods, Southside Village, nestled just off downtown Sarasota...

Photo of Listing #A4420522

PRIME CENTRAL LOCATION WITH THE HUDSON BAYOU IN YOUR BACK YARD. CENTRAL PARK IS RICH WITH AMENITIES.. Only 6 blocks to downtown Main Street, Selby Gardens, Bayfront Park. Publix is located just acr...

Photo of Listing #A4420163

This is a one-of-a-kind, two-story custom home nestled on a beautiful lot in sought after West of the Trail "Cherokee Park". This home offers a combination of outstanding craftsmanship and customiz...

Photo of Listing #A4420145

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 Saraso...

Photo of Listing #A4419886

Enjoy peace and tranquility as you step inside this Landings Treehouse. The open plan of the first floor boasts a gourmet kitchen, a dream come true for any cook, featuring an oversized island with...

Photo of Listing #A4419746

Pristine, private mini-estate with handsome Florida Coastal main house and separate guest house. This rare offering is situated on .8 acres of lush, tropical landscaping with a natural spring-fed l...

Photo of Listing #A4418749

Amazing former builders home ready for you to call home. Located "West Of Trail" in the Southside Elementary school district, this 3300+ square foot home has all you need. Boasting three bedrooms, ...

Photo of Listing #A4419750

Under Construction, Exceptional New Home presented by Coastal Luxury Homes in collaboration with Jonas Yoder Custom Homes. Located West of Trail in the sought-after neighborhood of Avondale where t...

Photo of Listing #A4419652

Perfect west of the trail location to build your dream home. A true tropical haven, and one of the most sought after neighborhoods in Sarasota - Oyster Bay Estates which abuts Sarasota Bay and is l...

Photo of Listing #A4419648

Perfect west of the trail location to build your dream home. A true tropical haven, and one of the most sought after neighborhoods in Sarasota - Oyster Bay Estates abuts Sarasota Bay and is located...

Photo of Listing #A4419520

Rarely available 2BR/2.5 BA Fiji model with beautiful waterfront view has a great floorplan good size living updated vinyl flooring on the first level with carpeting in bedrooms . Features include ...

Photo of Listing #A4419303

Charming 1920’s bungalow now available in one of the best locations in town! Situated just steps away from Southside Village in the coveted West of the Trail neighborhood, this authentic old Florid...

Photo of Listing #A4419500

Charm and location combined with a beautiful renovation, make this special cottage an entertainer’s dream. West of Trail, offering 4 bedrooms plus an office, 2 full bathrooms plus powder room. Bedr...

Photo of Listing #A4418219

Opportunity awaits in this charming, turnkey Oyster Bay cottage, surrounded by luxury homes and completely furnished! Just minutes away from Siesta Key Beach and Sarasota’s many other pristine beac...

Photo of Listing #A4419320

West of the Trail. Located in the heart of McClellan Park, this over-sized lot is the perfect spot to build your dream home. This site has been cleared and is design ready. The tree-lined street is...

Photo of Listing #A4418907

Welcome to your own private tree house, located in the eminent West of Trail location in the gated community of the Landings. This property offers three bedrooms, 3 bathrooms, and an expansive outd...

Photo of Listing #A4419309

This stunning, newly built modern home is located in Sarasota’s hottest neighborhood- West of Trail. Featuring easy access to the legendary Gulf beaches, the sophistication of downtown Sarasota, an...

Photo of Listing #A4419311

This stunning, newly built modern home is located in Sarasota’s hottest neighborhood- West of Trail. Featuring easy access to the legendary Gulf beaches, the sophistication of downtown Sarasota, an...

Photo of Listing #A4419281

Incredible opportunity to purchase Bayfront property with Magnificent Views to build your Estate in one of the most exclusive waterfront West of Trail neighborhoods. Bay Point Park is tucked betwee...

Photo of Listing #A4419283

Incredible opportunity to purchase Bayfront property with Magnificent Views to build your Estate in one of the most exclusive waterfront West of Trail neighborhoods. Bay Point Park is tucked betwee...

Photo of Listing #A4419079

This multi-story luxurious condominium is located in a community that offers resort style living near Downtown Sarasota. This spacious 1-bedroom 1 bath unit has been fully updated with newer wood k...

Photo of Listing #A4419034

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...

Photo of Listing #A4417879

Old charm (1925) meets contemporary space (2012) on one of the most popular streets WEST of TRAIL. Enjoy a one block walk to the shops & restaurants of Southside Village & Morton's Market! This U...

Photo of Listing #A4418854

This gorgeous two-bedroom, two-bathroom condo is totally remodeled and turn key, ready for your enjoyment. The open floor plan of this classy condo is great for entertaining but also private and qu...

Photo of Listing #A4418904

Exceptional value for downtown living, this second floor elevator condominium in a small 18 unit community is one of the best locations in Sarasota. Directly across Orange Avenue is the wonderful...

Photo of Listing #A4418239

West of Trail custom home that is loaded with upgrades and extras. This 4 bedroom 4 bath home is just a stones throw from Southside Village and all of the wonderful shopping and dining it has to of...

Photo of Listing #A4418637

Perfectly located in the premier neighborhood of Granada, West of the Trail, this stylish three-bedroom home blends form and function with ease. The location is unmatched in convenience, near Siest...

Photo of Listing #A4417509

Stunning waterfront luxury property in the highly sought after Harbor Acres. Featuring 5 bedrooms, 5 ½ bathrooms, a salt water pool and a dock, this home is truly, an elegant and contemporary maste...

Photo of Listing #A4418276

Thoughtfully designed and built to the most exacting standards, this stunning example of Santa Barbara Mission-style architecture is strategically located in the midst of Sarasota’s dazzling waterf...

Photo of Listing #A4418003

A 1920’S WEST OF TRAIL CHARMER! This adorable modernized residence offers an Old FL appeal just a few blocks to the bay. A Lr, Dr, a sunrm, a study, laundry rm, a Mbr w/ pvt deck, 2 Ba & a 300SF ...

Photo of Listing #A4418233

Breathtaking, peaceful, perfect. These are only a few words to describe your future home in Phillippi Landings. Every inch of this pristine 3 bedroom 2 bathroom condo is waiting for you. Enjoy suns...

Photo of Listing #A4417971

If it’s "picture perfect" you’re looking for, you’ve found it at Eagles Point in The Landings One. This condominium is a beauty both inside and out. The open floor plan sparkles with handsome finis...

Photo of Listing #A4417822

Old Florida charm, fabulous location, immaculate and room to grow! Want a beautiful mid-century home, on a huge corner lot surrounded by lush tropical foliage? Here it is!!! This place has been in ...

Photo of Listing #A4418402

Rarely available, a 1/2 acre lot in the coveted Oyster Bay area, West of the Trail. Level and ready to build. Located in a well established neighborhood, close to beaches, dining, shopping, medical...

Photo of Listing #A4417816

Welcome to this redesigned West of the Trail residence. From the new professionally landscaped front yard, follow the well-lighted path to this four-year-old residence (built in 2014). New fireplac...

Photo of Listing #A4416416

The spectacular location of this waterfront home is quite unique. Resting on nearly 2/3-acre of property at the end of a quiet cul-de-sac, just one parcel in from the point-lot location that overlo...

Photo of Listing #A4417849

Stunning renovation west of the Trail! This light and bright California Contemporary has walls of windows and cathedral ceilings making it feel as one with the outdoors. The expansive floor plan fe...

Photo of Listing #A4417856

A MIDCENTURY MODERN ARTIST RETREAT! Awarded the 1st Annual James Rose Award, and the American Institute of Architects Award of Excellence, for Historic Preservation. A true a work of art! Located o...

Photo of Listing #A4417771

Welcome to historic Poinsettia Park WEST OF THE TRAIL. This is one of Sarasota's original Spanish Mediterranean homes. This graceful beauty features Mexican tile and flagstone flooring, a huge grea...

Photo of Listing #A4417549

The ideal spot to begin your dream home! Offering about 2/3-acre of lush, waterfront property in the renowned Harbor Acres community, this estate-sized parcel overlooks tranquil waters that flow ou...

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Want to purchase a home in West of Trail? Call your West of Trail real estate team, DWELL Real Estate, at (941) 822-0708. Your neighborhood West of Trail real estate agents are here to help with the West of Trail housing market.

 

Communities

Sarasota Bradenton Anna Maria Island Longboat Key Siesta Key Lido Key St. Armands Circle
Bird Key Casey Key Downtown Sarasota Lakewood Ranch West of Trail Palmer Ranch St. Petersburg

 

Lifestyles

Suburbs Condo Living Luxury Properties Gated Communities Beach Condos Downtown Living
Waterfront Golf & Tennis Barrier Islands Master Planned Communities 55+ Communities Acreage

 

West of Trail Real Estate Market

Oyster Bay Estates is a neighborhood located in the West of the Trail real estate market and is situated directly on Sarasota Bay. A quick drive down streets such as South Lakeshore Drive, Field Road or Camino Real and buyers will see what makes this exclusive neighborhood so desirable. And for potential buyers who also happen to be boaters, they will certainly appreciate living so close to deep water canals and stunning bay views. Oyster Bay is also conveniently located near Siesta Key Beach as well as the downtown Sarasota restaurants, shopping and numerous cultural amenities. The Field Club is also located in Oyster Bay, offering tennis, boating, dining and pool facilities as well as social events.

Another neighborhood homebuyers should consider is The Landings. Those touring the area will find this neighborhood in central Sarasota complete with a retail shopping center, marina, racquet club and nature preserve. With meandering streets through lush natural tropical landscaping, this neighborhood is one of the most desirable in Sarasota. There are numerous choices for prospective homebuyers here, including waterfront condo properties, maintenance-free villas, and exclusive single family homes. 

No matter what type of neighborhood and amenities a buyer may be seeking, the right community for any lifestyle and budget can be found in the many fabulous communities located West of the Trail in Sarasota, Florida.

West of Trail Videos

 

Five Things You Should Know about West of the Trail Neighborhoods

 West of Trail is one of the most sought after housing markets in Sarasota, with most real estate selling very quickly. 

 Diverse selection of homes with an abundance of character for every lifestyle and budget.

 Residents enjoy the convenient location near Siesta Key beach, downtown Sarasota, St. Armands Circle and Lido Key. 

 Great for families, snowbirds, young professionals and empty nesters alike.

  A lot of older homes for sale are available in this area, allowing buyers the flexability of custom upgrades.  

 

West of Trail Community Highlights

  • As one of the older communities, this area features protected, historical neighborhoods such as Cherokee Park, Harbor Acres, McClellan Park, The Landings and more
  • Residents enjoy the walkability of the neighborhoods as well as interlinking parks
  • Popular nearby attractions include The Ringling Museum, Marie Selby Botanical Gardens, the Ca d’Zan Mansion, Mote Marine Laboratory and Aquarium and more
  • Major medical facilities to serve the area are Sarasota Memorial Hospital, Sarasota Urgent Care West, Doctors Hospital and more
  • Higher education institutions nearby include East West College-Natural Med, New College of Florida, Ringling College of Art and Design and others

West of Trail Real Estate Agents

If you're buying or selling a home in West of Trail, let our team of West of Trail real estate agents guide you through buying or selling your West of Trail property today. As local West of Trail real estate agents and experts, we have exclusive insider knowledge of West of Trail market dynamics. Let us help you today!

To learn more about agent representation while buying or selling your West of Trail home, contact DWELL Real Estate. Check out our comparative market analysis page to receive a free home value analysis in West of Trail. We'll get to work for you today!

Community Reviews

 
5 Based on 2 Ratings

Recent Ratings & Reviews

5
, Resident
Pros:

Simply, the best area of Sarasota. Convenient, not stuck out on the barrier islands. Great families. Great diversity in houses. Great schools.

Cons:

Expensive for what you get.

Summary:

Love it here. No plans of leaving. I try to get all of my friends to move here.


5
, Resident
Pros:

Super convenient to everything in Sarasota. A great diversity in homes - from tear downs to waterfront mansions. School district

Cons:

Highly sought after = Expensive

Summary:

West of the Trail is a wonderful place to live.


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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 December 9th, 2018 at 7:00pm EST.