West of the Trail
Sarasota's "West of the Trail" neighborhoods are all established communities west of US 41. Many of the homes in these highly desirable areas have been completely remodeled or torn down and rebuilt. This area offers an ideal location for jogging and biking. Many of the Sarasota's best amenities are within walking distance including restaurants, shopping, Southside Elementary School and the Sarasota Memorial Hospital.
West of the Trail Homes
There are a wide range of architectural styles including Spanish Mediterranean, contemporary, and old-Florida. West of the Trail real estate prices range from the $400,000 to the millions.
View all West of the Trail Homes Currently Available
West of US 41 Neighborhoods

Cherokee Park
Established neighborhood with homes from the $500,000s to over $5,000,000.

Coral Cove
Located south of Stickney Point, Coral Cove is a favorite among many avid boaters.

Harbor Acres
This prestigious west of the trail waterfront neighborhood is a favorite of many physicians and downtown Sarasota professionals.
The Landings
Gated community located just south of proctor and west of 41.
Oyster Bay
This Mature neighborhood features tropical vegetation and homes into the millions.

Southpointe Shores
This south Sarasota boating community features 112 homes with about half directly on the water.
Do you have any questions or need more information on West of the Trail real estate in Sarasota? Contact me today so we can talk about your real estate needs.
West of the Trail Homes for sale
1486 Hillview Dr, Sarasota, FL
- Price:
- $8,850,000
- Address:
- 1486 Hillview Dr
- City:
- Sarasota
- Subdivision:
- Harbor Acres Sec 2
- Beds:
- 4
- Baths:
- 6
- Type:
- Single Family Home
- MLS® #:
- A3959580
- Provider:
- Premier Sotheby's Intl. Realty
Resort Like Bliss Awaits On The Bay, Exquisitely Crafted Estate Home Built In 2008 And Designed W...
1204 Hillview Dr, Sarasota, FL
- Price:
- $6,900,000
- Address:
- 1204 Hillview Dr
- City:
- Sarasota
- Subdivision:
- Harbor Acres Sec 2
- Beds:
- 5
- Baths:
- 7
- Type:
- Single Family Home
- MLS® #:
- A3934316
- Provider:
- Michael Saunders & Company
The One And Only Available Bayfront Home That Has Never Been Occupied With Exceptional Views, Inc...
1374 Harbor Dr, Sarasota, FL
- Price:
- $5,867,000
- Address:
- 1374 Harbor Dr
- City:
- Sarasota
- Subdivision:
- Harbor Acres
- Beds:
- 4
- Baths:
- 5
- Type:
- Single Family Home
- MLS® #:
- A3957197
- Provider:
- Premier Sotheby's Intl. Realty
This Home Offers Elegance And A Casual Lifestyle. Located In Prestigious Harbor Acres, The Home O...
1384 Harbor Dr, Sarasota, FL
- Price:
- $4,900,000
- Address:
- 1384 Harbor Dr
- City:
- Sarasota
- Subdivision:
- Harbor Acres
- Beds:
- 5
- Baths:
- 8
- Type:
- Single Family Home
- MLS® #:
- M5826878
- Provider:
- Kelly Gettel & Company Pllc
Casa De Luz On The Point In Harbor Acres Is A Tuscan Inspired Masterpiece In Sarasota's #1 Waterf...
2124 Sparrow Ct, Sarasota, FL
- Price:
- $4,499,000
- Address:
- 2124 Sparrow Ct
- City:
- Sarasota
- Subdivision:
- Paradise Shores
- Beds:
- 6
- Baths:
- 5
- Type:
- Single Family Home
- MLS® #:
- A3954673
- Provider:
- Michael Saunders & Company
A One- Of- A- Kind Opportunity In Sarasota's Most Desirable "west Of Trail" Neighborhood. This L...
3544 San Remo Ter, Sarasota, FL
- Price:
- $4,299,000
- Address:
- 3544 San Remo Ter
- City:
- Sarasota
- Subdivision:
- San Remo
- Beds:
- 5
- Baths:
- 7
- Type:
- Single Family Home
- MLS® #:
- A3954162
- Provider:
- Michael Saunders & Company
Occupying A Choice Waterfront Position On Sarasota's Mainland, This San Remo Estates Residence Is...
3657 San Remo Ter, Sarasota, FL
- Price:
- $3,995,000
- Address:
- 3657 San Remo Ter
- City:
- Sarasota
- Subdivision:
- San Remo Ests Unit 2
- Beds:
- 5
- Baths:
- 8
- Type:
- Single Family Home
- MLS® #:
- A3950270
- Provider:
- Coldwell Banker Res R E
La Joie De L'eau - "joy Of The Water" Is The Soul Of This Boca Grande Style Gated Mainland Reside...
1441 Rebecca Ln, Sarasota, FL
- Price:
- $3,975,000
- Address:
- 1441 Rebecca Ln
- City:
- Sarasota
- Subdivision:
- Oyster Bay Landings
- Beds:
- 4
- Baths:
- 6
- Type:
- Single Family Home
- MLS® #:
- A3956954
- Provider:
- Michael Saunders & Company
Coastal Vintage Modern Masterpiece! Situated On A .42 Acre Lot, Within The Gates Of A Very Priva...
1368 Harbor Dr, Sarasota, FL
- Price:
- $3,695,000
- Address:
- 1368 Harbor Dr
- City:
- Sarasota
- Subdivision:
- Harbor Acres
- Beds:
- 4
- Baths:
- 5
- Type:
- Single Family Home
- MLS® #:
- A3953378
- Provider:
- Michael Saunders & Company
This Property Possesses Perhaps The Most Exciting Open Bayfront And City Skyline Views In Sarasot...
1500 North Dr, Sarasota, FL
- Price:
- $3,275,000
- Address:
- 1500 North Dr
- City:
- Sarasota
- Subdivision:
- Cherokee Park
- Beds:
- 3
- Baths:
- 4
- Type:
- Single Family Home
- MLS® #:
- A3949564
- Provider:
- Michael Saunders & Company
Sarasota's Premiere Estate Site! Situated At The End Of One Of Sarasota's Most Prestigious Street...
3638 San Remo Ter, Sarasota, FL
- Price:
- $3,250,000
- Address:
- 3638 San Remo Ter
- City:
- Sarasota
- Subdivision:
- San Remo Ests Unit 2
- Beds:
- 4
- Baths:
- 5
- Type:
- Single Family Home
- MLS® #:
- A3955010
- Provider:
- Premier Sotheby's Intl. Realty
Stunning Carl Abbott Bay Front Residence; Masterfully Designed To Capture The Essence Of Waterfr...
1541 Caribbean Dr, Sarasota, FL
- Price:
- $3,195,000
- Address:
- 1541 Caribbean Dr
- City:
- Sarasota
- Subdivision:
- Coral Cove Unit 2
- Beds:
- 5
- Baths:
- 6
- Type:
- Single Family Home
- MLS® #:
- A3951319
- Provider:
- Coldwell Banker Res R E
Grand Mediterranean Bay Front Perfection With 130' Of Waterfront. Indulge Your Passion In This 6,...
1807 Oleander St, Sarasota, FL
- Price:
- $3,100,000
- Address:
- 1807 Oleander St
- City:
- Sarasota
- Subdivision:
- Poinsettia Park 2
- Beds:
- 7
- Baths:
- 9
- Type:
- Single Family Home
- MLS® #:
- A3957274
- Provider:
- Re/max Alliance Group
Country French Estate West Of Trail Situated On 3 City Lots! Incredible Opportunity To Buy Well B...
7697 Cove Ter, Sarasota, FL
- Price:
- $2,995,000
- Address:
- 7697 Cove Ter
- City:
- Sarasota
- Subdivision:
- Southpointe Shores Unit 2
- Beds:
- 4
- Baths:
- 5
- Type:
- Single Family Home
- MLS® #:
- A3955684
- Provider:
- Michael Saunders & Company
Enviably Situated On A Bay Front Cul-de-sac Lot In Southpointe Shores, This Large And Gracious Fa...
1310 Hillview Dr, Sarasota, FL
- Price:
- $2,975,000
- Address:
- 1310 Hillview Dr
- City:
- Sarasota
- Subdivision:
- Harbor Acres Sec 2
- Beds:
- 6
- Baths:
- 7
- Type:
- Single Family Home
- MLS® #:
- A3941234
- Provider:
- Premier Sotheby's Intl. Realty
Situated In Sarasota's Premier Bay Front Community, Harbor Acres. Conveniently Located Near Downt...
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 May 16th, 2012 at 3:55pm.
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