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- Subdivision Like Cherokee Park
Single Family
- Price: $4,950,000.00
- Price sqft: $638.13 / sqft
- Previous Price: $5,200,000
- Last Price Change: 06/28/25
- Days On Market: 155
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 4
- Bldg sqft: 7757
- Acreage: 0.34 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2021
MLS#: A4638710
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34239
- Subdivision: Cherokee Park 2
- Elementary School: Soutide
- Middle School: Brookside
- High School: Sarasota
- Provided by: RE/MAX ALLIANCE GROUP
- DMCA Notice
Welcome to this stunning 2021 built home in one of Sarasotas most iconic and picturesque historic neighborhoods, Cherokee Park. Offering luxurious living with thoughtful design, this spacious residenc
Single Family
- Price: $4,695,000.00
- Price sqft: $915.03 / sqft
- Days On Market: 32
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 5131
- Acreage: 0.46 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1982
MLS#: A4654813
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34239
- Subdivision: Cherokee Park
- Elementary School: Soutide
- Middle School: Brookside
- High School: Sarasota
- Provided by: MICHAEL SAUNDERS & COMPANY
- DMCA Notice
Welcome to this rarely available Cape Cod style residence, a masterfully renovated home situated on an expansive 20,000 sq. ft. lot in Sarasotas prestigious Cherokee Park. Perched 23 feet above sea le
Single Family
- Price: $2,895,000.00
- Price sqft: $488.28 / sqft
- Previous Price: $3,195,000
- Last Price Change: 06/17/25
- Days On Market: 42
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 5929
- Acreage: 0.34 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1986
MLS#: A4653982
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34239
- Subdivision: Cherokee Park 2
- Elementary School: Soutide
- Middle School: Brookside
- High School: Sarasota
- Provided by: MICHAEL SAUNDERS & COMPANY
- DMCA Notice
Nestled on one of Sarasota's most sought after streets, this classic brick residence on South Drive presents a rare opportunity to own a truly special property in the heart of Cherokee Park. Lovingly
Single Family
- Price: $1,950,000.00
- Price sqft: $425.02 / sqft
- Previous Price: $1,995,000
- Last Price Change: 07/01/25
- Days On Market: 641
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 4588
- Acreage: 0.34 acres
- Pool: No
- Waterfront: No
- Year Built: 1953
MLS#: A4584795
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34239
- Subdivision: Cherokee Park 2
- Elementary School: Soutide
- Middle School: Brookside
- High School: Sarasota
- Provided by: MICHAEL SAUNDERS & COMPANY
- DMCA Notice
Historic Cherokee Park: This prime, West of the Trail property with oak lined boulevard streets and decorative light posts is located near Southside Village. At 20 feet elevation, this property has NO
Single Family
- Price: $1,799,000.00
- Price sqft: $448.41 / sqft
- Previous Price: $2,000,000
- Last Price Change: 05/28/25
- Days On Market: 230
- Bedrooms: 3
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 4012
- Acreage: 0.34 acres
- Pool: No
- Waterfront: No
- Year Built: 1991
MLS#: A4629543
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34239
- Subdivision: Cherokee Park
- Elementary School: Soutide
- Middle School: Brookside
- High School: Sarasota
- Provided by: RE/MAX ALLIANCE GROUP
- DMCA Notice
One or more photo(s) has been virtually staged. Welcome to 1616 north drive, fourth in from the bay in coveted cherokee park. Excellent location to build a new home or renovate the existing home on th
Single Family
- Price: $1,750,000.00
- Price sqft: $723.14 / sqft
- Previous Price: $1,995,000
- Last Price Change: 06/13/25
- Days On Market: 68
- Bedrooms: 3
- Baths: 2
- Garage / Parking Spaces: 1
- Bldg sqft: 2420
- Acreage: 0.34 acres
- Pool: No
- Waterfront: No
- Year Built: 1951
MLS#: A4651066
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34239
- Subdivision: Cherokee Park 2
- Elementary School: Soutide
- Middle School: Brookside
- High School: Sarasota
- Provided by: PREMIER SOTHEBYS INTL REALTY
- DMCA Notice
The value of this property is in the land. On a 100 by 151 foot premium lot in one of Sarasotas desirable neighborhoods, Cherokee Park, this property is ready for the next family to showcase their arc
Single Family
- Price: $352,000.00
- Bedrooms: 3
- Baths: 2
- Garage / Parking Spaces: 2
- Acreage: 0.19 acres
- Pool: No
- Waterfront: No
- Year Built: 1977
MLS#: 1212873
- County: VOLUSIA
- City: Holly Hill
- Zipcode: 32117
- Subdivision: Cherokee Park
- Provided by: Weichert Realtors, Hallmark Properties
- DMCA Notice
Welcome to Peach Paradise Updated 3 Bedroom Home with Private Backyard Retreat!
Step into Peach Paradise, a beautifully updated 3 bedroom, 2 bath concrete block home designed for comfort, style, an
Single Family
- Price: $324,900.00
- Price sqft: $108.81 / sqft
- Bedrooms: 4
- Baths: 4
- Bldg sqft: 2986
- Acreage: 0.28 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1973
MLS#: 1212019
- County: VOLUSIA
- City: Holly Hill
- Zipcode: 32117
- Subdivision: Cherokee Park
- Provided by: Simply Real Estate
- DMCA Notice
Welcome to this spacious home offering just under 3,000 sq ft of comfortable living! With 4 bedrooms, 2 full baths, and 2 half baths, there's room for everyone. The inviting living room features a cha
Single Family
- Price: $324,900.00
- Price sqft: $108.81 / sqft
- Days On Market: 88
- Bedrooms: 3
- Baths: 4
- Bldg sqft: 2986
- Acreage: 0.29 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1973
MLS#: FC308922
- County: VOLUSIA
- City: DAYTONA BEACH
- Zipcode: 32117
- Subdivision: Cherokee Park
- Provided by: SIMPLY REAL ESTATE
- DMCA Notice
Welcome to this spacious home offering just under 3,000 sq ft of comfortable living! With 4 bedrooms, 2 full baths, and 2 half baths, there's room for everyone. The inviting living room features a cha
Single Family
- Price: $299,000.00
- Price sqft: $134.69 / sqft
- Bedrooms: 3
- Baths: 2
- Garage / Parking Spaces: 2
- Bldg sqft: 2220
- Acreage: 0.20 acres
- Pool: No
- Waterfront: No
- Year Built: 1983
MLS#: 1214498
- County: VOLUSIA
- City: Holly Hill
- Zipcode: 32117
- Subdivision: Cherokee Park
- Provided by: RE/MAX Signature
- DMCA Notice
Absolutely adorable and move in ready! Nestled on a spacious corner lot on a quiet, tree lined street, this charming home boasts a brand new metal roof & luxury vinyl flooring throughout! The stunni

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Datafeed Last updated on July 9, 2025 @ 12:00 am
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