Homes for Sale in Cherokee Park West of Trail Sarasota

1562 South Dr, Sarasota

$3,199,000

• 6 Beds
• 6 Baths
• 5,944 Sf

Cherokee Park 2

Arguably, one of the most classic and unique homes to come on the market in Sarasota County in years. Located on a double lot (almost 3/4 of an acre) at the end of a dead-end street in the historic...

1671 North Dr, Sarasota

$1,295,000

• 5 Beds
• 3 Baths
• 3,671 Sf

Cherokee Park

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 ...

1585 South Dr, Sarasota

$4,500

• 3 Beds
• 4 Baths
• 2,530 Sf

Cherokee Park 2

West of the Trail dream home! Located on the highly desirable South Drive in Cherokee Park. This 3 bedroom, 3.5 bath home sits on a corner lot with lush tropical landscaping allowing for lots of pr...

1638 South Dr, Sarasota

$3,950

• 4 Beds
• 4 Baths
• 2,259 Sf

Cherokee Park 2

FAMILY HOME LOCATED IN SOUGHT-AFTER CHEROKEE PARK, RANCH STYLE 4 BEDROOM AND 3 ½ BATHS. NO CARPET, ALL OAK LIGHT AND DARK WOOD FLOORS, TILE IN FAMILY ROOM AND BATHS. FORMAL DINING ROOM, LIVING ROOM...

1606 North Dr, Sarasota

$2,199,000

• 6 Beds
• 6 Baths
• 5,538 Sf

Cherokee Park 2

Delight in a “West of the Trail” lifestyle at this six-bedroom home in Cherokee Park! Situated on a quiet street near the end of a cul-de-sac, brick pavered walkways, manicured landscaping and dou...

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Cherokee Park Real Estate Market

This small, serene, real estate market in Sarasota boasts a diversity of architectural design styles, ranging from the boom time revival period to a post World War II modern theme. The impressive Florida mansions built here in the 50’s and 60’s on this community’s palm-lined roads adds a feeling of being sent back in time to the growth years in Sarasota after the Second World War.

Originally designed in 1926, the subdivision is separated from Osprey Avenue by a stucco wall and gate posts with impressive artistic tile work depicting a beautiful Cherokee rose. The developer, J.C. Brown, had a vision for Cherokee Park - creating a neighborhood filled with homes designed in Italian, Spanish or Moorish styles of architecture. There are a wide variety of homes in Cherokee Park. You can find an old Florida ranch style home, a Mc Mansion and everything in between. Because of land values most of the homes haves been remodeled or rebuilt. 

Streets in Cherokee Park - Cherokee Drive, South Drive, North Drive.