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 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.
Sold for $3,881,000
$3,881,000
1729 Cherokee Dr, Sarasota, FL 34239
4beds
4,353sqft
Single Family Residence
Built in 2008
0.46 Acres Lot
$3,860,400 Zestimate®
$892/sqft
$7,451 Estimated rent
Home value
$3,860,400
$3.51M - $4.25M
$7,451/mo
Zestimate® history
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List your homeWhat's special
Secluded courtyardEnsuite guest bedroomLarge windowsArtistic poolOpen floor planUnderstated eleganceCurated garden vignettes
Zillow last checked:
Listing updated:
Listed by:
Kim Ogilvie 941-951-6660,
MICHAEL SAUNDERS & COMPANY 941-951-6660
Bought with:
Rich Polese, 3386761
COMPASS FLORIDA LLC
Source: Stellar MLS,MLS#: A4682051
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Den/Library/Office, Great Room, Utility Room
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
Bedroom 1
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
Bedroom 2
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: First
Bedroom 3
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: Second
Bedroom 4
- Features: Tub With Shower, Walk-In Closet(s)
- Level: Second
Primary bathroom
- Features: Bath w Spa/Hydro Massage Tub, Shower No Tub, Split Vanities
- Level: First
Bathroom 1
- Features: Shower No Tub
- Level: First
Bathroom 2
- Features: Shower No Tub
- Level: First
Bathroom 3
- Features: Shower No Tub
- Level: Second
Kitchen
- Features: Kitchen Island
- Level: First
Living room
- Level: First
Heating
- Central, Electric, Zoned
Cooling
- Central Air, Ductless
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Water Purifier, Water Softener
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Ceiling Fan(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)
- Flooring: Ceramic Tile, Engineered Hardwood, Other
- Doors: French Doors, Outdoor Grill, Outdoor Kitchen
- Windows: Window Treatments
- Has fireplace: Yes
- Fireplace features: Gas, Living Room, Outside, Wood Burning
Interior area
- Total structure area: 5,995
- Total interior livable area: 4,353 sqft
Property
Parking
- Total spaces: 3
- Parking features: Driveway, Garage Door Opener, Oversized
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Patio, Porch, Screened
- Exterior features: Balcony, Courtyard, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Yard, Rain Gutters
- Has private pool: Yes
- Pool features: Heated, In Ground, Lighting, Tile
- Has spa: Yes
- Spa features: Heated, In Ground
- Fencing: Fenced
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 0.46 Acres
- Features: City Lot, Landscaped, Near Public Transit, Oversized Lot, Private, Sidewalk
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 2039020033
- Zoning: RSF1
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Custom
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Concrete,Tile
Condition
- Completed
- New construction: No
- Year built: 2008
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sprinkler Well, Street Lights, Water Connected
Community & HOA
Community
- Security: Security System, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: CHEROKEE PARK 2
HOA
- Has HOA: No
Location
- Region: Sarasota
Financial & listing details
- Price per square foot: $892/sqft
- Tax assessed value: $2,886,500
- Annual tax amount: $24,980
- Date on market: 2/12/2026
- Cumulative days on market: 35 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 4/28/2026 | Sold | $3,881,000-6.5%$892/sqft |
Source:  Stellar MLS #A4682051 Report a problem | ||
| 3/20/2026 | Pending sale | $4,150,000$953/sqft |
Source: Stellar MLS #A4682051 Report a problem | ||
| 3/11/2026 | Price change | $4,150,000-6.7%$953/sqft |
Source: Stellar MLS #A4682051 Report a problem | ||
| 2/12/2026 | Listed for sale | $4,450,000+147.2%$1,022/sqft |
Source: Stellar MLS #A4682051 Report a problem | ||
| 2/24/2010 | Sold | $1,800,000-8.9%$414/sqft |
Source: Public Record Report a problem | ||
| 11/1/2009 | Price change | $1,975,000-19.4%$454/sqft |
Source: Michael Saunders & Companyr #3899038 Report a problem | ||
| 5/15/2009 | Price change | $2,450,000-8.9%$563/sqft |
Source: Michael Saunders & Companyr #3899038 Report a problem | ||
| 12/9/2008 | Listed for sale | $2,690,000+62%$618/sqft |
Source: Michael Saunders & Companyr #3899038 Report a problem | ||
| 9/8/2005 | Sold | $1,660,000+27.8%$381/sqft |
Source: Public Record Report a problem | ||
| 9/2/2004 | Sold | $1,299,000+766%$298/sqft |
Source: Public Record Report a problem | ||
| 12/29/1999 | Sold | $150,000$34/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $24,981 +4.6% | $1,664,391 +2.9% |
| 2024 | $23,890 +2.7% | $1,617,484 +3% |
| 2023 | $23,262 +2.4% | $1,570,373 +3% |
| 2022 | $22,713 -0.5% | $1,524,634 +3.3% |
| 2021 | $22,835 -1.2% | $1,476,441 +1.4% |
| 2020 | $23,110 +2.6% | $1,456,056 +2.3% |
| 2019 | $22,530 | $1,423,320 +1.9% |
| 2018 | $22,530 +1.6% | $1,396,781 +2.1% |
| 2017 | $22,175 -0.1% | $1,368,052 -7.4% |
| 2016 | $22,196 | $1,478,000 +11.1% |
| 2015 | $22,196 | $1,330,600 +1.5% |
| 2014 | $22,196 -0.5% | $1,310,400 |
| 2013 | $22,314 -9.8% | $1,310,400 -11.7% |
| 2012 | $24,737 +4.4% | $1,483,406 +3% |
| 2011 | $23,687 -6% | $1,440,200 -2.2% |
| 2010 | $25,203 +229% | $1,472,000 +7.5% |
| 2009 | $7,660 | $1,369,300 +183.4% |
| 2008 | $7,660 -16.7% | $483,200 -16.1% |
| 2007 | $9,196 | $576,200 -58.9% |
| 2006 | -- | $1,402,200 +25.5% |
| 2005 | -- | $1,117,140 +168% |
| 2004 | $7,271 -1.4% | $416,915 +1.9% |
| 2003 | $7,371 +2.3% | $409,141 +2.4% |
| 2002 | $7,206 +6.8% | $399,552 +1.6% |
| 2001 | $6,750 +2.5% | $393,260 +3% |
| 2000 | $6,583 | $381,806 |
Find assessor info on the county website
Neighborhood: Cherokee Park
Nearby homes
- $3,950,0004 bd5 ba4.5k sqft1739 Cherokee Dr, Sarasota, FL 34239Sold
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Nearby schools
GreatSchools rating
- 10/10Southside Elementary SchoolGrades: K-5Distance: 0.2 mi
- 6/10Brookside Middle SchoolGrades: 6-8Distance: 0.8 mi
- 5/10Sarasota High SchoolGrades: 9-12Distance: 1.2 mi
Schools provided by the listing agent
- Elementary: Southside Elementary
- Middle: Booker Middle
- High: Sarasota High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$3,860,400
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$3,860,400
- Florida
- Sarasota County
- Sarasota
- 34239
- Cherokee Park
- 1729 Cherokee Dr
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