Back 440 Cherokee Dr
Off Market

440 Cherokee Dr

Orlando FL 32806

4
3
2
3818 sq. ft.
8370 sq. ft.
Single-Family
Last sold for $1,020,000
Justin CoreJustin Core, last sold this property on 20 July 2026 after 37 days on market.

Overview

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.

Features

4 bedrooms
3 bathrooms
2 carspaces
2 carport spaces
3818 sq. ft. floor area
8370 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Orlando over the last 12 months, the estimated median property value of 440 Cherokee Dr is $740k.

Median value
$740k
Estimated value range
$2.5k - $2.2m
Median days on market
37
Estimated value trend
7%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Orlando. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 440 Cherokee Dr

2026
Sold
$1,020,000
20 Jul 2026 by Justin Core, of EXP REALTY LLC
2020
Sold
$667,500
25 Mar 2020 by Justin Core, of CORE GROUP REAL ESTATE LLC

Happy sellers in Orlando

100%
100% of sellers in Orlando reported that their sale price either exceeded or met their price expectations.

Orlando stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 3 reviews in Orlando over the last 12 months.

Local market activity for 4 bedroom single-family properties in Orlando

In the last 12 months, 98 four-bedroom single-family properties similar to 440 Cherokee Dr, have been sold.

This represents a 4% decrease in four-bedroom single-family properties sales when compared to the previous 12 months.

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