Under contract-accepting backup offers. Multiple Offer Situation. Highest & Best Offers Due by Noon on Monday 6/15. 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.
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.
Property Details
Price:
$989,900
MLS #:
O6415169
Status:
Pending
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
PRICE SUB
Neighborhood:
32801orlando
Listed Date:
Jun 12, 2026
Finished Sq Ft:
3,010
Total Sq Ft:
3,818
Lot Size:
8,370 sqft / 0.19 acres (approx)
Year Built:
1997
See this Listing
Schools
Elementary School:
Blankner Elem
Middle School:
Blankner School (K-8)
High School:
Boone High
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Refrigerator, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Slate, Tile, Hardwood
Heating
Central, Electric
Interior Features
Built-in Features, Ceiling Fan(s), High Ceilings, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Split Bedroom
Laundry Features
Inside, Laundry Closet
Levels
Two
Exterior
Architectural Style
Key West
Construction Materials
Block, Wood Frame
Covered Spaces
2
Direction Faces
North
Exterior Features
Balcony, French Doors, Irrigation System, Lighting, Sidewalk
Lot Features
Historic District, City Lot, Sidewalk
Open Parking YN
1
Parking Features
On Street, Parking Pad
Patio And Porch Features
Covered, Front Porch, Rear Porch
Roof
Metal
View
Water
Waterfront Features
Lake Front
Window Features
Blinds, Drapes
Financial
Tax Year
2025
Taxes
$12,075
Map
Community
- Address440 CHEROKEE DRIVE ORLANDO FL
- SubdivisionPRICE SUB
- CityORLANDO
- CountyOrange
- Zip Code32801
Market Summary
Current real estate data for Single Family in ORLANDO as of Jul 02, 2026
3,084
Single Family Listed
96
Avg DOM
287
Avg $ / SqFt
$674,111
Avg List Price
Property Summary
- Located in the PRICE SUB subdivision, 440 CHEROKEE DRIVE ORLANDO FL is a Single Family for sale in ORLANDO, FL, 32801. It is listed for $989,900 and features 4 beds, 3 baths, and has approximately 3,010 square feet of living space, and was originally constructed in 1997. The current price per square foot is $329. The average price per square foot for Single Family listings in ORLANDO is $287. The average listing price for Single Family in ORLANDO is $674,111. To schedule a showing of MLS#o6415169 at 440 CHEROKEE DRIVE in ORLANDO, FL, contact your agent at 407-583-9870.
Similar Listings Nearby
Courtesy of EXP REALTY LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than include the name of the listing broker. Neither the listing company nor shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 440 CHEROKEE DRIVE
ORLANDO, FL