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  1. Subdivision Like Cherokee Park
Details for 1686 North Drive, SARASOTA, FL 34239
Single Family
  1. Price: $4,950,000.00
  2. Price sqft: $638.13 / sqft
  3. Previous Price: $5,200,000
  4. Last Price Change: 06/28/25
  5. Days On Market: 151
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 7757
  10. Acreage: 0.34 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2021
MLS#: A4638710
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34239
  4. Subdivision: Cherokee Park 2
  5. Elementary School: Soutide
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: RE/MAX ALLIANCE GROUP
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  10. 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
Details for 1774 Cherokee Drive, SARASOTA, FL 34239
Single Family
  1. Price: $4,695,000.00
  2. Price sqft: $915.03 / sqft
  3. Days On Market: 28
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5131
  8. Acreage: 0.46 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1982
MLS#: A4654813
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34239
  4. Subdivision: Cherokee Park
  5. Elementary School: Soutide
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: MICHAEL SAUNDERS & COMPANY
  9. mfrmls
  10. 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
Details for 1671 South Drive, SARASOTA, FL 34239
Single Family
  1. Price: $2,895,000.00
  2. Price sqft: $488.28 / sqft
  3. Previous Price: $3,195,000
  4. Last Price Change: 06/17/25
  5. Days On Market: 38
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5929
  10. Acreage: 0.34 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1986
MLS#: A4653982
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34239
  4. Subdivision: Cherokee Park 2
  5. Elementary School: Soutide
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: MICHAEL SAUNDERS & COMPANY
  9. mfrmls
  10. 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
Details for 1713 North Drive, SARASOTA, FL 34239
Single Family
  1. Price: $1,950,000.00
  2. Price sqft: $425.02 / sqft
  3. Previous Price: $1,995,000
  4. Last Price Change: 07/01/25
  5. Days On Market: 637
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4588
  10. Acreage: 0.34 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1953
MLS#: A4584795
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34239
  4. Subdivision: Cherokee Park 2
  5. Elementary School: Soutide
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: MICHAEL SAUNDERS & COMPANY
  9. mfrmls
  10. 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
Details for 1616 North Drive, SARASOTA, FL 34239
Single Family
  1. Price: $1,799,000.00
  2. Price sqft: $448.41 / sqft
  3. Previous Price: $2,000,000
  4. Last Price Change: 05/28/25
  5. Days On Market: 226
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4012
  10. Acreage: 0.34 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1991
MLS#: A4629543
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34239
  4. Subdivision: Cherokee Park
  5. Elementary School: Soutide
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: RE/MAX ALLIANCE GROUP
  9. mfrmls
  10. 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
Details for 1773 South Drive, SARASOTA, FL 34239
Single Family
  1. Price: $1,750,000.00
  2. Price sqft: $723.14 / sqft
  3. Previous Price: $1,995,000
  4. Last Price Change: 06/13/25
  5. Days On Market: 64
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 2420
  10. Acreage: 0.34 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1951
MLS#: A4651066
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34239
  4. Subdivision: Cherokee Park 2
  5. Elementary School: Soutide
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: PREMIER SOTHEBYS INTL REALTY
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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
Details for 1638 South Drive, SARASOTA, FL 34239
Rental
  1. Price: $8,000.00
  2. Price sqft: $2.74 / sqft
  3. Days On Market: 18
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2919
  8. Acreage: 0.35 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2025
MLS#: A4656081
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34239
  4. Subdivision: Cherokee Park 2
  5. Elementary School: Soutide
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: COLDWELL BANKER REALTY
  9. mfrmls
  10. DMCA Notice
Fully remodeled 4 bedroom great family home. No pool less expenses. No short term rental. A must see if you like ranch style. All new hvac electric windows kitchen baths roof. Nothing mis