$559,900
PENDING

1055 N Chickasaw Trail Orlando, FL 32825

Chickasaw Neighborhood

Estimated payment $3,364/month

Total Views 12,806
5 Beds
3 Baths
2,837 Sq Ft
$197 Price per Sq Ft

Highlights

  • 0.71 Acre Lot
  • Wood Flooring
  • Stone Countertops
  • Property is near public transit
  • Main Floor Primary Bedroom
  • No HOA

About This Home

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!

Listing Agent

Carlos Diaz

COLLECTIVE GROUP REALTY, CORP License #3335985 Listed on: 06/14/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $3,269

Year Built

  • Built in 1983

Lot Details

  • 0.71 Acre Lot
  • Unincorporated Location
  • West Facing Home
  • Wood Fence
  • Chain Link Fence
  • Oversized Lot
  • Level Lot
  • Well Sprinkler System
  • Landscaped with Trees

Parking

  • 2 Car Attached Garage
  • Rear-Facing Garage
  • Garage Door Opener
  • Driveway

Home Design

  • Slab Foundation
  • Frame Construction
  • Shingle Roof
  • Metal Siding

Interior Spaces

  • 2,837 Sq Ft Home
  • Ceiling Fan
  • Double Pane Windows
  • Blinds
  • Sliding Doors
  • Combination Dining and Living Room
  • Utility Room

Kitchen

  • Eat-In Kitchen
  • Range
  • Microwave
  • Dishwasher
  • Stone Countertops
  • Solid Wood Cabinet

Flooring

  • Wood
  • Laminate
  • Concrete
  • Tile

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Primary Bedroom on Main
  • Split Bedroom Floorplan
  • En-Suite Bathroom
  • 3 Full Bathrooms
  • Single Vanity
  • Bathtub with Shower

Laundry

  • Laundry Room
  • Dryer
  • Washer

Outdoor Features

  • Covered patio or porch
  • Exterior Lighting
  • Separate Outdoor Workshop
  • Outdoor Storage
  • Rain Gutters

Location

  • Property is near public transit

Schools

  • Forsyth Woods Elementary School
  • Union Park Middle School
  • Colonial High School

Utilities

  • Central Heating and Cooling System
  • Thermostat
  • 1 Water Well
  • Electric Water Heater
  • 1 Septic Tank
  • High Speed Internet
  • Cable TV Available

Community Details

  • No Home Owners Association
  • Chickasaw Rural Subdivision

Listing and Financial Details

Home Details

Home Type

Single Family

Est. Annual Taxes

$3,269

Year Built

Built in 1983

Lot Details

0

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Construction Materials: Metal Siding, Frame
  • Fireplace: No
  • Living Area: 2837
  • Lot Size Acres: 0.71
  • New Construction: No
  • Year Built: 1983
  • Building Area Total: 3655
  • Lot Size Sq Ft: 30815
  • Directions to Property: 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.
  • Status: Pending
  • Street Direction: N
  • Ownership: Fee Simple
  • Available for Lease YN: 1
  • Escrow City: Orlando
  • Escrow Postal Code: 32819
  • Escrow State: FL
  • Escrow Street Name: W Sand Lake Rd Ste. 500
  • Escrow Street Number: 7380
  • List Office Head Office Key Nume: 595106146
  • Minimum Lease: 7 Months
  • RATIO Current Price By Calculate: 197.36
  • Total Acreage: 1/2 to less than 1
  • Unit Number YN: 0
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 1
  • MFR_DockYN: 0
  • MFR_InLawSuiteDescription: 1 Bedroom,Attached,Kitchenette,Private Entrance
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Laminate, Tile, Wood
  • Full Bathrooms: 3
  • Interior Amenities: Ceiling Fans(s), Eat-in Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat
  • Appliances Included: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Foundation Details: Slab
  • Total Bedrooms: 5
  • Levels: One
  • Other Equipment: Irrigation Equipment
  • Spa Yn: No
  • Window Features: Blinds, Double Pane Windows
  • Street Number Modifier: 1055
  • Living Area Meters: 263.57
  • Room Count: 10

Exterior Features

  • Direction Faces: West
  • Other Structures: Workshop
  • Exterior Features: Lighting, Rain Gutters, Sliding Doors, Sprinkler Metered, Storage
  • Roof: Shingle
  • Pool Private: No
  • Waterfront: No
  • Patio and Porch Features: Covered, Front Porch, Patio, Rear Porch, Screened
  • Road Surface Type: Paved
  • Water Extras YN: 0
  • Water View YN: 0
  • Waterfront Feet Total: 0
  • Flood Zone Date: 2009-09-25
  • Flood Zone Panel: 12095C0270F

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes
  • Parking Features: Driveway, Garage Door Opener, Garage Faces Rear

Utilities

  • Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Sprinkler Well, Water Connected
  • Cooling: Central Air, Attic Fan
  • Heating: Central, Electric
  • Laundry Features: Inside, Laundry Room
  • Sewer: Septic Tank
  • Water Source: Public, Well
  • Number Of Septics: 1
  • Number of Wells: 1

Condo/Co-op/Association

  • Association: No
  • Senior Community: No
  • Association 2 YN: 0
  • Pet Restrictions: Buyer to verify any pet restrictions with city or county.

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00

Schools

  • Elementary School: Forsyth Woods Elementary
  • High School: Colonial High
  • Middle Or Junior School: Union Park Middle

Lot Info

  • Zoning: R-1
  • Parcel Number: 30-22-24-0000-00-075
  • Additional Parcels: No
  • Fencing: Chain Link, Fenced, Wood
  • Lot Features: Level, Near Public Transit, Oversized Lot, Paved, Unincorporated
  • Property Attached Yn: No
  • Flood Zone Code: X
  • Homestead YN: 1
  • Lot Size Square Meters: 2863

Rental Info

  • Furnished: Unfurnished
  • Lease Restrictions YN: 0
  • Additional Lease Restrictions: Buyer to verify any leasing restrictions with city or county.

Tax Info

  • Tax Annual Amount: 3269
  • Tax Block: 0
  • Tax Book Number: 0
  • Tax Lot: 75

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $3,269 $230,881 -- --
2024 $3,045 $230,881 -- --
2023 $3,045 $217,839 $0 $0
2022 $2,927 $211,494 $0 $0
2021 $1,728 $132,789 $0 $0
2020 $1,639 $130,956 $0 $0
2019 $1,672 $128,012 $0 $0
2018 $1,654 $125,625 $0 $0
2017 $1,619 $232,941 $25,000 $207,941
2016 $1,591 $189,270 $22,000 $167,270
2015 $1,616 $180,867 $22,000 $158,867
2014 $1,660 $138,205 $16,000 $122,205
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
06/29/2025 06/29/25 Pending -- -- --
06/14/2025 06/14/25 For Sale $559,900 +40.0% $197 / Sq Ft
11/01/2021 11/01/21 Sold $400,000 -5.9% $141 / Sq Ft
09/29/2021 09/29/21 Pending -- -- --
09/03/2021 09/03/21 For Sale $425,000 -- $150 / Sq Ft
Source: Stellar MLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $400,000 Leading Edge Ttl Of Ctrl Fl
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $320,000 New Conventional
Previous Owner $81,500 New Conventional
Previous Owner $10,000 Credit Line Revolving
Previous Owner $93,000 New Conventional
Previous Owner $17,000 Credit Line Revolving
Source: Public Records

About the Listing Agent

Carlos Diaz

COLLECTIVE GROUP REALTY, CORP

(321) 450-4297

Section Image

Carlos Diaz
Broker | Navy Veteran | Founder of Collective Group Realty & CGR Property Management
Together we are better!

Hi, I’m Carlos Diaz—your dedicated real estate broker, trusted advisor, and proud founder of Collective Group Realty and CGR Property Management. With over a decade of experience helping buyers, sellers, and investors throughout Central Florida, my mission is simple: to make real estate personal, strategic, and successful—for every client, every time.

As a

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Source: Stellar MLS

MLS Number: S5126583

Stellar MLS

APN: 24-2230-0000-00-075