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$4,450,000

1729 Cherokee Drive Sarasota, FL 34239 Residential - Single Family Active

  • 1729 Cherokee Drive, Sarasota, FL 34239 Main Photo

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Description

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 Michael A. Gilkey Inc landscape designer. Located in one of Sarasota's oldest and most established neighborhoods, the home seamlessly blends a traditional 1920s architectural vocabulary with a modern appreciation for simplicity and precision. The result is a sophisticated four-bedroom residence with a British Colonial sensibility-elegant, timeless, and thoughtfully designed for today's lifestyle. Set on an unusually large 20,000-square-foot lot and located outside of any flood zone, the property offers a rare sense of space and privacy. An artistic pool and a series of designated outdoor living areas, framed by curated garden vignettes, complete this tranquil retreat. The striking foyer welcomes you with understated elegance, gleaming wood floors, and an immediate sense of refinement. Walls of glass define the main living spaces, filling the interior with natural light and highlighting the fireplace as a focal point. While the classic elements of a traditional home remain-stucco exterior, white roof, and ironwork details-the overall aesthetic is contemporary and quietly confident. Large windows and an open floor plan are designed to maximize light and create a seamless connection to the outdoors. A spacious screened patio offers an inviting setting for both relaxation and al fresco dining. Mature Mahoe trees, native to South Africa, line the exterior and rise gracefully to the level of the home's high windows, enhancing privacy and serenity. The primary suite occupies its own private wing on the first floor, complete with a secluded courtyard, while an ensuite guest bedroom and office balance the opposite wing. Upstairs, two additional ensuite bedrooms each enjoy private balconies overlooking the lush grounds. Throughout the home, a Zen-like sense of peace and tranquility prevails-a true sanctuary of thoughtful design and quiet luxury.

Property Highlights

Property Type: Residential - Single Family
Cooling: Central Air, Mini-Split Unit(s)
Fenced: Yes
Garage: 3 car attached
Heating: Central, Electric, Zoned
Home Style: Custom
Lot Size: 0.46 Acres
Roof Type: Concrete, Tile
Stories: 2.0
Taxes: $24,980
Year Built: 2008

General Information

Bedrooms: 4
Bathrooms: 4 Full 1 Half
Sqft: 4,353
County: Sarasota
High School: Sarasota High
Subdivision: CHEROKEE PARK 2
Listed By:
Kim Ogilvie MICHAEL SAUNDERS & COMPANY 941-951-6660

Amenities

Built-in Features
Ceiling Fans(s)
High Ceilings
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Solid Surface Counters
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Vaulted Ceiling(s)
Walk-In Closet(s)
Window Treatments
Balcony
Courtyard
French Doors
Lighting
Outdoor Grill
Outdoor Kitchen
Private Entrance
Private Yard
Rain Gutters

Property Features

Additional Rooms: Den/Library/Office, Great Room, Inside Utility
Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Water Purifier, Water Softener
Community Features: Street Lights
Days on Site: 18
Directions: From S Osprey Ave, turn onto Cherokee Dr and house will be on the right side.
Exterior: Block, Stucco
Fencing: Fenced
Fireplace: Gas, Living Room, Outside, Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Ceramic Tile, Hardwood, Other
Foundation: Slab
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: City Limits, Landscaped, Near Public Transit, Oversized Lot, Private, Sidewalk, Paved
Lot Dimensions: 0.46
Number of Pets: 10+
Other Equipment: Irrigation Equipment, Private Entrance, Private Yard, Generator
Ownership: Fee Simple
Parking: Driveway, Garage Door Opener, Oversized
Parking Notes: Driveway, Garage Door Opener, Oversized
Patio/Porch: Covered, Patio, Porch, Screened
Pets Allowed: Yes
Pets Size: Extra Large (101+ Lbs.)
Pool: Heated, In Ground, Lighting, Tile
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Security System, Smoke Detector(s)
Sewer: Public Sewer
Showing Instructions: Key/Agent, Listing Agent Must Accompany, See Remarks, ShowingTime
Spa: Heated, In Ground
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sprinkler Well, Water Connected
Vegetation: Mature Landscaping, Trees/Landscaped
Water: Public
Water Access Y/N: No
Windows: Window Treatments
Zoning: RSF1
$4,450,000
4beds
4.5baths
4,353sqft
3cars
Active
BEDS4 BATHS4 full 1 partial SQUARE FEET4,353 MLS#A4682051
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONCHEROKEE PARK 2

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1729 Cherokee Drive, Sarasota, FL 34239.

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Estimated Payment

$ 18,388.69 per month $15,009.10 Principal & Interest $2,081.67 Property Tax $1,297.92 Homeowner's Insurance

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About this area

Florida/Sarasota
Sarasota

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About Sarasota

Sarasota, FL is a cultural gem. Once home to the Ringling Brothers Circus, Sarasota boasts a rich arts scene that brings people from all over the area to enjoy world-class theater, music, and other performing arts. Sarasota is also a haven with spectacular scenery, turquoise water and white sandy beaches. It offers a delightful downtown with a variety of small boutiques and exceptional restaurants. With its dynamic culture and arts scene and incredible natural beauty, Sarasota is a wonderful place to call “home.” 

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/02/2026. The listing information on this page last changed on 03/02/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 03/02/2026 3:58:56 PM EST) or Stellar MLS (last updated Mon 03/02/2026 3:46:11 PM EST). Real estate listings held by brokerage firms other than Wagner Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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