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440 Cherokee Drive, Orlando, FL 32801

$989,900

35 Total Photos [Click to View All]

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.

440 Cherokee Drive | MLS# O6415169

This single family home located at 440 Cherokee Drive, Orlando, FL 32801 is currently listed for sale with an asking price of $989,900. This property was built in 1997 and has 4 bedrooms and 3 full baths with 3010 sq. ft. Cherokee Drive is located in the PRICE subdivision. Search PRICE real estate on patsybradley.watsonrealtycorp.com today.

Upcoming Open Houses

Open House Saturday June 13th, 10:00am - 12:00pm
Open House Sunday June 14th, 11:00am - 1:00pm

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Heating: Central, Electric
Home Style: Key West
Lot Size: 0.19 Acres
Roof Type: Metal
Stories: 2.0
Taxes: $12,075
Year Built: 1997
Square Feet: 3,010

Amenities

Built-in Features
Ceiling Fans(s)
High Ceilings
Kitchen/Family Room Combo
Open Floorplan
PrimaryBedroom Upstairs
Split Bedroom
Balcony
French Doors
Lighting
Sidewalk

Feature Descriptions

Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Refrigerator, Washer
Body of Water: LAKE CHEROKEE
Community Features: Street Lights
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.
Exterior: Block, Frame
Flood Zone Code: AE
Flooring: Slate, Tile, Wood
Foundation: Crawlspace
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, VA Loan
Lot: Historic District, City Limits, Sidewalk, Street Brick
Lot Dimensions: 0.19
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Parking: On Street, Parking Pad
Parking Notes: On Street, Parking Pad
Patio/Porch: Covered, Front Porch, Rear Porch
Pets Allowed: Yes
Pets Restrictions: Please verify pet restrictions with city/county municipality
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Sentri Lock Box, ShowingTime
Special Sale Provisions: None
Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Water Connected
Water: Public
Water Access Y/N: No
Waterfront Features: Lake Front
Water View: Lake
Windows: Blinds, Drapes
Zoning: R-1N/T/HP/

Room Sizes

Primary Bedroom: 44x13
Primary Bedroom 2: 15x14
Bedroom 3: 12x14
Office: 14x13
Kitchen: 13x15
Living Room: 23x16
Dining Room: 14x15
Primary Bathroom: 10x12
Bathroom 2: 14x6
Bathroom 3: 11x6
Balcony/Porch/Lanai: 9x25

Local Schools

High School: Boone High
Middle School: Blankner School (K-8)
Elementary School: Blankner Elem

Listed By / Shown By

Listed By

Agency Name: EXP REALTY LLC
Agency Contact: 407-305-4300

Shown By

Agent Name: Patsy Bradley
Agent Phone: (386) 689-4849
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 6,331.73 per month $5,036.76 Principal & Interest $1,006.25 Property Tax $288.72 Homeowner's Insurance

Change Payment Information

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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 06/13/2026. The listing information on this page last changed on 06/13/2026. 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 Sat 06/13/2026 12:30:37 AM EST) or GAMLS (last updated Fri 06/12/2026 11:15:29 PM EST) or Stellar MLS (last updated Sat 06/13/2026 12:14:11 AM EST) or SPC MLS (last updated Fri 06/12/2026 11:21:14 PM EST) or Martin MLS (last updated Fri 06/12/2026 11:38:11 PM EST) or Indian River MLS (last updated Fri 06/12/2026 11:30:15 PM EST) or Daytona MLS (last updated Fri 06/12/2026 11:37:01 PM EST) or Northeast Florida MLS (last updated Sat 06/13/2026 12:19:02 AM EST) or Beaches MLS (last updated Sat 06/13/2026 12:28:52 AM EST) or BORMLS (last updated Fri 06/12/2026 11:16:28 PM EST) or Amelia/Nassau MLS (last updated Fri 06/12/2026 11:25:20 PM EST) or Dixie Gilchrist Levy MLS (last updated Fri 06/12/2026 11:42:16 PM EST) or NFLMLS (last updated Fri 06/12/2026 9:06:13 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® 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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