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For sale
  • $559,900

    1055 N Chickasaw Trl, Orlando, FL 32825

    5beds
    2,837sqft
    : 
    Single Family Residence
    Built in 1983
    0.71 Acres Lot
    $-- Zestimate®
    $197/sqft
    $-- HOA

    What's special

    Private-entry mother-in-law suiteEn-suite bathroomLarge laundry roomGranite countertopsScreened-in porchMature oak treesOpen-concept layout
    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!
    12 days
    on Zillow
    |
    909
    |
    65
    |

    Likely to sell faster than

    Zillow last checked: 7 hours ago

    Listing updated: June 21, 2025 at 01:26pm

    Listing Provided by:

    Carlos Diaz 321-244-3000,

    COLLECTIVE GROUP REALTY, CORP 321-244-3000

    Source: Stellar MLS,MLS#: S5126583MLS LogoOriginating MLS: Osceola

    Travel times

    Tour with a buyer’s agent

    We’ll find a local expert to take you on a private tour of 1055 N Chickasaw Trl.

    Next available tour time:Today at 5pm

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 3
    • Full bathrooms: 3
    Primary bedroom
    • Description: Room1
    • Features: Ceiling Fan(s), En Suite Bathroom, Granite Counters, Shower No Tub, Dual Closets
    • Level: First
    • Area: 182 Square Feet
    • Dimensions: 14x13
    Bedroom 2
    • Description: Room2
    • Features: Ceiling Fan(s), Storage Closet
    • Level: First
    • Area: 176 Square Feet
    • Dimensions: 16x11
    Bedroom 3
    • Description: Room3
    • Features: Ceiling Fan(s), Storage Closet
    • Level: First
    • Area: 176 Square Feet
    • Dimensions: 16x11
    Bedroom 4
    • Description: Room4
    • Features: Ceiling Fan(s), Storage Closet
    • Level: First
    • Area: 121 Square Feet
    • Dimensions: 11x11
    Bedroom 5
    • Description: Room9
    • Features: Ceiling Fan(s), En Suite Bathroom, Single Vanity, Tub With Shower, Storage Closet
    • Level: First
    • Area: 368 Square Feet
    • Dimensions: 23x16
    Balcony porch lanai
    • Description: Room8
    • Level: First
    • Area: 216 Square Feet
    • Dimensions: 24x9
    Dining room
    • Description: Room6
    • Level: First
    • Area: 112 Square Feet
    • Dimensions: 14x8
    Kitchen
    • Description: Room5
    • Level: First
    • Area: 180 Square Feet
    • Dimensions: 18x10
    Living room
    • Description: Room7
    • Level: First
    • Area: 336 Square Feet
    • Dimensions: 21x16
    Utility room
    • Description: Room10
    • Level: First
    • Area: 54 Square Feet
    • Dimensions: 9x6
    Heating
    • Central, Electric
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
    • Laundry: Inside, Laundry Room
    Features
    • 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
    • Flooring: Laminate, Tile, Hardwood
    • Doors: Sliding Doors
    • Windows: Blinds, Double Pane Windows
    • Has fireplace: No
    Interior area
    • Total structure area: 3,655
    • Total interior livable area: 2,837 sqft
    Video & virtual tour

    Property

    Parking
    • Total spaces: 2
    • Parking features: Driveway, Garage Door Opener, Garage Faces Rear
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Levels: One
    • Stories: 1
    • Patio & porch: Covered, Front Porch, Patio, Rear Porch, Screened
    • Exterior features: Irrigation System, Lighting, Rain Gutters, Sprinkler Metered, Storage
    • Fencing: Chain Link,Fenced,Wood
    Lot
    • Size: 0.71 Acres
    • Features: Level, Near Public Transit, Oversized Lot, Unincorporated
    • Residential vegetation: Trees/Landscaped
    Details
    • Additional structures: Workshop
    • Parcel number: 302224000000075
    • Zoning: R-1
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Metal Siding, Wood Frame
    • Foundation: Slab
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 1983

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public, Well
    • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Sprinkler Well, Water Connected

    Community & HOA

    Community
    • Subdivision: CHICKASAW RURAL
    HOA
    • Has HOA: No
    • Pet fee: $0 monthly
    Location
    • Region: Orlando

    Financial & listing details

    • Price per square foot: $197/sqft
    • Tax assessed value: $453,764
    • Annual tax amount: $3,269
    • Date on market: 6/14/2025
    • Listing terms: Cash,Conventional,FHA,VA Loan
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved
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