Cherokee Park – Sold Listings and Market Report

3000 SOUTHWEST DR
Price: $10,500,000
Zip Code: 34239
8125 Square Feet
Subdivision: CHEROKEE PARK 2
Bedrooms: 5 Baths: 5+
Owner has reduced price to a point creating an exciting opportunity to own one of Sarasota's great estates. Discover the perfect blend of elegance and privacy on this 1.6-acre estate nestled within Cherokee Park, one of the most sought-after mainland ... Read More
Listing courtesy of: MICHAEL SAUNDERS & COMPANY

1623 NORTH DR
Price: $4,650,000
Zip Code: 34239
4215 Square Feet
Subdivision: CHEROKEE PARK 2
Bedrooms: 4 Baths: 4+
We can't remember the last time a home made us feel this way. Walking through this property, you instantly sense something extraordinary. Bringing a home like this to market is a rare privilege. Located in Cherokee Park, one of Sarasota's most sought ... Read More
Listing courtesy of: COLDWELL BANKER REALTY

1739 CHEROKEE DR
Price: $4,499,000
Zip Code: 34239
4538 Square Feet
Subdivision: CHEROKEE PARK
Bedrooms: 4 Baths: 4+
Nestled along Cherokee Drive in the prestigious Cherokee Park neighborhood, this residence enjoys a premier setting on one of Sarasota's most sought-after streets, renowned for its graceful oak canopy and classic west-of-the-trail charm. This residen ... Read More
Listing courtesy of: COLDWELL BANKER REALTY

1686 NORTH DR
Price: $4,250,000
Zip Code: 34239
6128 Square Feet
Subdivision: CHEROKEE PARK 2
Bedrooms: 5 Baths: 5+
Welcome to this stunning 2021-built home in one of Sarasota's most iconic and picturesque historic neighborhoods, Cherokee Park. Offering luxurious living with thoughtful design, this spacious residence of over 6000 square feet features a desirable f ... Read More
Listing courtesy of: RE/MAX ALLIANCE GROUP

1729 CHEROKEE DR
Price: $4,150,000
Zip Code: 34239
4353 Square Feet
Subdivision: CHEROKEE PARK 2
Bedrooms: 4 Baths: 4+
Priced to sell. Recipient of eleven awards, including Residential Design and Build Design Excellence and Home of the Year by SRQ Magazine, this exceptional residence is the result of a thoughtful collaboration between Jonathan Parks Architect and Mic ... Read More
Listing courtesy of: MICHAEL SAUNDERS & COMPANY

1774 CHEROKEE DR
Price: $3,795,000
Zip Code: 34239
3821 Square Feet
Subdivision: CHEROKEE PARK 2
Bedrooms: 4 Baths: 3+
Welcome to this rarely available Cape Cod-style residence, comprised of a masterfully renovated main house and separate luxe guest house poised on an expansive 20,000 sq. ft. lot in Sarasota's prestigious Cherokee Park. Elevated 23 feet above sea lev ... Read More
Listing courtesy of: MICHAEL SAUNDERS & COMPANY

1744 SOUTH DR
Price: $3,500,000
Zip Code: 34239
4696 Square Feet
Subdivision: CHEROKEE PARK 2
Bedrooms: 5 Baths: 4+
The McKaig House built by Sarasota originals Logan and Currin sits on over half an acre and is one of the few remaining crown jewels of Cherokee Park. The home has been impeccably maintained keeping as much of the 1930s character and materials as pos ... Read More
Listing courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY

1715 SOUTH DR
Price: $3,200,000
Zip Code: 34239
3517 Square Feet
Subdivision: CHEROKEE PARK 2
Bedrooms: 4 Baths: 4
*$200K Price Improvement!* Welcome to 1715 South Drive in Cherokee Park, one of Sarasota's most sought-after "west of Trail" neighborhoods admired for its large lots, boulevard style streets with sidewalks and 100-year-old oak trees. As if straight f ... Read More
Listing courtesy of: COMPASS FLORIDA LLC

1585 SOUTH DR
Price: $2,275,000
Zip Code: 34239
2764 Square Feet
Subdivision: CHEROKEE PARK 2
Bedrooms: 3 Baths: 3+
Welcome to 1585 South Drive, a timeless cottage-style residence in the beloved West of Trail community of Cherokee Park. Thoughtfully updated and rich with character, this home seamlessly blends historic charm with modern comfort. Refinished white oa ... Read More
Listing courtesy of: COLDWELL BANKER REALTY

SARASOTA
Price: $2,000,000
Zip Code: 34239
4867 Square Feet
Subdivision: CHEROKEE PARK 2
Bedrooms: 4 Baths: 4+
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 maintained by its original owner, the home rests o ... Read More
Listing courtesy of: MICHAEL SAUNDERS & COMPANY

1713 NORTH DR
Price: $1,950,000
Zip Code: 34239
3227 Square Feet
Subdivision: CHEROKEE PARK 2
Bedrooms: 4 Baths: 3+
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 HISTORY OF FLOODING. There is a low annual HOA ... Read More
Listing courtesy of: MICHAEL SAUNDERS & COMPANY

1616 NORTH DR
Price: $1,799,000
Zip Code: 34239
2839 Square Feet
Subdivision: CHEROKEE PARK
Bedrooms: 3 Baths: 3
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 this Spacious 100' x 150' (15,000 Sq. Ft.) Lot. Boun ... Read More
Listing courtesy of: RE/MAX ALLIANCE GROUP