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$989,900 Just Listed
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Property Description
Welcome to one of downtown Orlando's most distinctive homes, perfectly positioned across from Lake Cherokee in the heart of the Historic Lake Cherokee District. With sweeping lake views and the downtown skyline as your backdrop, this property offers a lifestyle that is truly difficult to replicate. Designed with a blend of timeless Key West charm and open, airy living spaces, the home is filled with architectural character and natural light. Transom windows, French doors, soaring ceilings, and 125-year-old reclaimed heart pine floors create a warm and inviting atmosphere throughout. The kitchen has been thoughtfully updated with newer quartz countertops and features custom wood cabinetry, stainless steel appliances, and a gas range. Additional recent improvements include a newer refrigerator, dishwasher, water heater, lighting fixtures, and fresh interior paint throughout much of the home. The primary bathroom has also been updated with beautiful quartz countertops. One of the home's most appealing features is its flexible floor plan. The spacious primary suite occupies the entire second floor and opens to a private balcony overlooking Lake Cherokee and the downtown skyline. A second en-suite bedroom on the first floor features french doors leading directly to the covered porch, making it ideal for guests or multigenerational living. Need additional space? The large downstairs office could easily function as a fourth bedroom. Outdoor living takes center stage with nearly 1,400 square feet of wraparound porch space designed for relaxing, entertaining, and enjoying the picturesque lake views. Whether you're sipping coffee while watching the swans glide across the water or gathering with friends on a cool evening, this home was designed to embrace its surroundings. A custom pergola over the parking area creates a spacious covered carport while enhancing the beautiful backyard. Located just blocks from Lake Eola, Thornton Park, the Dr. Phillips Center for the Performing Arts, Orlando Health, and Delaney Park, you'll enjoy the convenience of downtown living while being surrounded by one of Orlando's most charming historic neighborhoods. Zoned for highly regarded Blankner K-8 and Boone High School. If you've been searching for a home with character, flexibility, and unforgettable views, this Lake Cherokee gem is one you won't want to miss.
Full Property Details
Full Property Details for 440 Cherokee Dr
General
- Price: $989,900
- Taxes: $12,075 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6415169
- Updated: 6/12/2026
- Added to Site: 2 day(s) ago
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 11
- Interior Features: Built-in Features, Ceiling Fan(s), High Ceilings, Kitchen and Family Room Combination, Open Floorplan, PrimaryBedroom Upstairs, Split Bedroom
- Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Slate, Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Closet
Exterior
- Exterior Features: Balcony, French Doors, Irrigation System, Lighting, Sidewalk
- Deck/Patio: Covered, Front Porch, Rear Porch
- Porch/Patio/Deck: Covered, Front Porch, Rear Porch
Parking
- Carports: Yes
- Carport: 2
- Carport Spaces: 2
- Covered Spaces: 2
- Parking Features: On Street, Parking Pad
Location
- Area: 32801 - Orlando
- County: Orange
- Development Name: 32801 - Orlando
- Subdivision: PRICE SUB
- Driving Directions: 408 West to exit 11B towards Mills Ave. Merge onto E. South St. Turn left onto S. Summerlin Ave. Turn right onto Cherokee Dr. Home is on the right.
- Direction Faces: North
School Information
- Elementary School: Blankner Elem
- Middle School: Blankner School (K-8)
- High School: Boone High
Community
- Community Name: 32801 - Orlando
- Pet Restrictions: Please verify pet restrictions with city/county municipality
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water District: LAKE CHEROKEE
- Water: Public
- Utility Description: Cable TV Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Street Lights, Water Connected
Structural Information
- Architectural Info: Key West
- Architectural Style: Key West
- Exterior Const.: Block, Wood Frame
- Roof: Metal
- Windows: Blinds, Drapes
- Stories/Levels: Two
- Square Feet: 3,010
- Sq. Ft. Source: Estimated
- Year Built: 1997
Lot Features
- Property View: Water
- Lot Size (Acres): 0.19
- Lot Size (Sq. Ft.): 8,370
- Lot Size: 8370
- Frontage: Street Brick
- Street/Road Desc.: Brick
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Name: LAKE CHEROKEE
- Water Front Desc.: Lake Front
Financial Considerations
- Tax Amount: $12,075.14
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: PRICE SUB 32/136 LOT 1
- Flood Zone Info: AE
- APN: 362229724700010
- Property ID: 362229724700010
Listed by Exp Realty Llc
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Schools
Schools serving 440 Cherokee Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Blankner K-8 2500 South Mills Avenue, Orlando, FL 32806 | PK-8 | 1.2 mi |
William R Boone High School 1000 East Kaley Street, Orlando, FL 32806 | 9-12 | 0.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 440 Cherokee Dr
Date
Details
Price
Change
Source
6/12/2026
Listed
$989,900
48.3%
MLS
3/25/2020
Sold
$667,500
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 440 Cherokee Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$12,075
3%
$713,925
6%
2024
$11,688
4%
$675,565
3%
2023
$11,241
5%
$655,888
7%
2021
$10,701
-1%
$614,467
-3%
2022
$10,861
1%
$632,901
-1%
2021
$10,701
139%
$637,029
135%
2019
$4,471
1%
$270,892
2%
2018
$4,424
1%
$265,841
2%
2017
$4,364
—
$260,373
2%
2016
$4,343
-1%
$255,018
1%
2015
$4,404
—
$253,245
1%
2014
$4,425
-3%
$251,235
2%
2013
$4,561
—
$247,522
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 440 Cherokee Dr
440 Cherokee Drive, Orlando, FL 32801 (MLS# O6415169) is a Single Family property with 4 bedrooms and 3 full bathrooms. 440 Cherokee Drive is currently listed for $989,900 and was received on June 12, 2026. Want to learn more about 440 Cherokee Drive? Do you have questions about finding other Single Family real estate for sale in Orlando? You can browse all Orlando real estate or contact a Coldwell Banker agent to request more information.

