1055 N Chickasaw Trail Orlando Florida | Home for Sale
To schedule a showing of 1055 N Chickasaw Trail, Orlando, Florida, Call David Shippey at 863-521-4517 TODAY!
Orlando, FL 32825
- 5Beds
- 3.00Total Baths
- 3 Full, 0 HalfBaths
- 2,837SqFt
- 1983Year Built
- 0.71Acres
- MLS# S5126583
- Residential
- SingleFamilyResidence
- Pending
- Approx Time on Market1 month, 11 days
- Area32825 - Orlando/rio Pinar / Union Park
- CountyOrange
- Subdivision Chickasaw Rural
Overview
Discover the freedom and flexibility youve been searching forNO 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. Its 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 owners 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 kitchenperfect 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, Sams 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.Dont miss your chance to own a truly flexible and special property that grows with youschedule your private tour today!
Agriculture / Farm
Association Fees / Info
Senior Community: No
Association: ,No,
Bathroom Info
Total Baths: 3.00
Fullbaths: 3
Building Info
Window Features: Blinds, DoublePaneWindows
Roof: Shingle
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Patio: RearPorch, Covered, FrontPorch, Patio, Screened
Pool Private: No
Exterior Features: SprinklerIrrigation, Lighting, RainGutters, Storage
Fees / Restrictions
Financial
Original Price: $559,900
Fencing: ChainLink, Fenced, Wood
Garage / Parking
Open Parking: No
Parking Features: Driveway, Garage, GarageDoorOpener, GarageFacesRear
Attached Garage: Yes
Garage: Yes
Carport: No
Green / Env Info
Interior Features
Fireplace: No
Floors: Laminate, Tile, Wood
Levels: One
Spa: No
Laundry Features: Inside, LaundryRoom
Interior Features: BuiltInFeatures, CeilingFans, EatInKitchen, LivingDiningRoom, MainLevelPrimary, StoneCounters, SplitBedrooms, WoodCabinets
Appliances: Dryer, Dishwasher, ElectricWaterHeater, Microwave, Range, Refrigerator, Washer
Lot Info
Direction Remarks: From the intersection of SR 50 (Colonial Dr) and FL-417, head west on SR 50 for approximately 3.5 miles, then turn left onto N Chickasaw Trail. Continue for about 0.6 miles and the home at 1055 N Chickasaw Trail will be on your left.
Lot Size Units: Acres
Lot Size Acres: 0.71
Lot Sqft: 30,815
Vegetation: PartiallyWooded
Lot Desc: Flat, Level, OversizedLot, NearPublicTransit, Landscaped
Misc
Other
Other Structures: Workshop
Equipment: IrrigationEquipment
Special Conditions: None
Other Rooms Info
Property Info
Section: 24
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Property Attached: No
New Construction: No
Construction Materials: MetalSiding, WoodFrame
Stories: 1
Foundation: Slab
Human Modified: Yes
Room Info
Total Rooms: 10
Sqft Info
Sqft: 2,837
Bulding Area Sqft: 3,655
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,024
Tax Lot: 75
Tax Legal Description: N 100 FT OF S 279.35 FT OF W1/4 OF NW1/4OF SW1/4 (LESS RD R/W ON W) OF SEC 24-22-30
Tax Annual Amount: 3269
Unit Info
Utilities / Hvac
Heating: Central, Electric
Water Source: Public, Well
Sewer: SepticTank
Cool System: CentralAir, AtticFan, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: CableAvailable, ElectricityConnected, HighSpeedInternetAvailable, SewerConnected, WaterConnected
Waterfront / Water
Waterfront: No
View: No
Directions
From the intersection of SR 50 (Colonial Dr) and FL-417, head west on SR 50 for approximately 3.5 miles, then turn left onto N Chickasaw Trail. Continue for about 0.6 miles and the home at 1055 N Chickasaw Trail will be on your left.This listing courtesy of Collective Group Realty, Corp
MLS# O6313446 
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identify prospective properties consumer may be interested in purchasing. Any information relating
to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX)
program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.
MLS IDX data last updated on 07-25-2025 7:25 PM EST.
If you have any questions on 1055 N Chickasaw Trail, Orlando, Florida, please call David Shippey at 863-521-4517.
MLS# S5126583 located at 1055 N Chickasaw Trail, Orlando, Florida is brought to you by David Shippey REALTOR®
1055 N Chickasaw Trail, Orlando, Florida has 5 Beds, 3 Full Bath, and 0 Half Bath.
The MLS Number for 1055 N Chickasaw Trail, Orlando, Florida is S5126583.
The price for 1055 N Chickasaw Trail, Orlando, Florida is $559,900.
The status of 1055 N Chickasaw Trail, Orlando, Florida is Pending.
The subdivision of 1055 N Chickasaw Trail, Orlando, Florida is Chickasaw Rural.
The home located at 1055 N Chickasaw Trail, Orlando, Florida was built in 2025.
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