1055 N CHICKASAW TRAIL ORLANDO, FL 32825

$559,900

5 Beds

3 Baths

2837 sqft

Property Details

MLS#

S5126583

Type

Single Family Residence

Status

Active Listing

Square Footage

2,837

Bedrooms

5

Bathrooms

3 full

Year Built

1983

Tax Amount

$3,269

Garage Spaces

2

Property Description

Discover the freedom and flexibility you’ve been searching for—NO HOA, NO CDD, and a spacious, versatile layout that opens the door to endless possibilities. Whether you're accommodating extended family, renting to college students, or starting an assisted living facility, this unique property is ready to meet your vision. With 5 full bedrooms and 3 full bathrooms, the home includes a private-entry mother-in-law suite complete with its own living area, kitchenette, and full bath. It’s perfect for multi-generational households, caregiver accommodations, guest space, or even potential residents in a residential care setting (pending local licensing and approval). The main living space features an open-concept layout with a welcoming living and dining area that flows seamlessly into the updated kitchen, outfitted with granite countertops, stainless steel appliances, and a convenient breakfast bar. The thoughtful split-bedroom floor plan offers privacy and functionality with spacious bedrooms and updated bathrooms throughout. The owner’s suite includes a beautifully upgraded en-suite bathroom with a walk-in shower, creating a peaceful retreat. A large laundry room offers extra convenience with a utility sink and built-in cabinetry, while the detached shed/workshop with electricity adds flexible space for tools, hobbies, or additional storage. Step out back into the screened-in porch, featuring a pass-through window from the kitchen—perfect for entertaining or simply enjoying quiet Florida evenings. The expansive front yard is lined with mature oak trees, and the long private driveway provides ample parking for multiple vehicles, RVs, or visitors, which is a major bonus for those considering a home-based business or care facility. There's also room to expand with a pool, outdoor living space, or additional structures, subject to county approval. Recent upgrades include a new roof in 2021, a new HVAC system installed in 2024 with a 10-year warranty, and an electric water heater also replaced in 2024. The big screen TV in the living room is staying as an added bonus! The stainless steel refrigerator, washer and dryer were updated in 2022, while the range, microwave, and dishwasher were replaced again in 2024, and all appliances are covered under warranty through 2027. The property uses city water for household use and has a well system for irrigation, helping to keep your landscaping lush without impacting your water bill. Located just minutes from AdventHealth East Orlando, Downtown Orlando, Publix, Sam’s Club, Walmart, and nearby schools for all grade levels, with easy access to the 408 and 417 expressways, this home offers exceptional convenience. Whether you're planning to raise a family, generate rental income, or establish a residential assisted living or adult care home, this property combines comfort, independence, and income potential all in one. Don’t miss your chance to own a truly flexible and special property that grows with you—schedule your private tour today!

Amenities

Cooling:Central Air

Irrigation System

Lighting

Rain Gutters

Sliding Doors

Sprinkler Metered

Storage

Attic Fan

Ceiling Fan(s)

Eating Space In Kitchen

Living Room/Dining Room Combo

Primary Bedroom Main Floor

Solid Wood Cabinets

Split Bedroom

Stone Counters

Thermostat

Payment Calculator

per month

 Principal & Interest

 Property Tax

 Mortage Insurance

 HOA

 Home Owners Insurance

Home Price
Interest Rate
Down Payment
 Customize Calculations
Property Taxes
/ year
Homeowner's Insurance
/ month
HOA Dues
Mortgage Insurance
Loan Type
Location Map

The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright 2025 Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.

All listings featuring the BMLS logo are provided by Beaches MLS Inc. Copyright 2025 Beaches MLS. This information is not verified for authenticity or accuracy and is not guaranteed.

© 2025 Beaches Multiple Listing Service, Inc. All rights reserved.

The data relating to real estate for sale on this web site comes in part from the participating Associations/MLS's Miami Association of Realtors, and the Realtor Association of Greater Ft. Lauderdale.

Information is deemed reliable but not guaranteed. Copyright 2025, Miami Association of Realtors, Realtor Association of Greater Ft. Lauderdale, and the South Broward Board of Realtors. All rights reserved. The information being provided is 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. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited.

Some properties that appear for sale on this limited electronic display may no longer be available. For the most current information, contact one of our agents.