Cherokee Park

West of the Trail Homes for Sale, Sarasota

Located in the premier West of the Trail location, Cherokee Park is a coveted address. Homes in this established neighborhood were originally built in the 50s and 60s. However, most of them have been significantly updated or completely razed to make way for new construction. The new homes have all of the features and upgrades that buyers demand. There is an eclectic mix of residents including professionals, families and retirees. Parents love the location close to the Southside elementary school, Sarasota Memorial Hospital, shopping and dining. This neighborhood is hot!

Cherokee Park has a voluntary homeowners association. Houses show the pride of ownership in their well-kept neighborhood with wide streets, sidewalks and beautiful mature landscaping.

The West of the Trail neighborhood is conveniently situated close to downtown Sarasota and within minutes of the beaches of Siesta Key.

Browse all home listings currently available West of the Trail in Cherokee Park. Check out your options and call or email us if you would like details on any of these properties. You can also click the "Request More Info" button for a quick reply on any property.

We can also schedule a tour of properties and provide you with disclosures, recent sales and sale prices of comparable listings. We are here to help!

Cherokee Park January 19, 2019
5
Listed
123
Avg. DOM
$517.24
Avg. $ / Sq.Ft.
$2,249,000
Med. List Price
5 Properties Found.
Sort By:
1509 S Lodge Drive
Sarasota, FL 34239
1509 S Lodge Drive Sarasota, FL 34239
1 of 35
$4,995,000
Subdivision: Cherokee Park
BEDS
5
BATHS
6
SQ.FT.
5,800
BUILT
2005
ON SITE
75Days
MLS
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...
1606 North Dr
Sarasota, FL 34239
1606 North Dr Sarasota, FL 34239
1 of 50
$2,469,000 ( $130,000 )
Subdivision: Cherokee Park
BEDS
6
BATHS
6
SQ.FT.
5,538
BUILT
1998
ON SITE
205Days
MLS
U8009366
Elegant and refined in every aspect, this Sarasota West of Trail home in Cherokee Park, comprises only the highest end custom craftsmanship. This home was built by the award-winning Tony Ngai....
1766 Cherokee Drive
Sarasota, FL 34239
1766 Cherokee Drive Sarasota, FL 34239
1 of 25
$2,249,000 ( $101,000 )
Subdivision: Cherokee Park
BEDS
6
BATHS
7
SQ.FT.
5,328
BUILT
2004
ON SITE
281Days
MLS
A4400311
Located in the coveted West of the Trail neighborhood of Cherokee Park, this spacious Key West-style family compound on nearly a half acre offers beautifully appointed amenities, lush tropical...
1754 South Drive
Sarasota, FL 34239
1754 South Drive Sarasota, FL 34239
1 of 50
$1,479,000
Subdivision: Cherokee Park
BEDS
5
BATHS
3
SQ.FT.
3,109
BUILT
1994
ON SITE
3Days
MLS
A4424033
It doesn't get much better than living in Cherokee Park and opportunity knocks on South Drive. This updated 4/5 bedroom 3 bath home is move in ready. The current owner has spent a lot of money...
1671 North Drive
Sarasota, FL 34239
1671 North Drive Sarasota, FL 34239
1 of 26
$1,399,900
Subdivision: Cherokee Park
BEDS
5
BATHS
3
SQ.FT.
3,671
BUILT
1949
ON SITE
53Days
MLS
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 customized...

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