8365 Choctaw Trail, FL8365 Choctaw Trail, FL8365 Choctaw Trail, FL
Stellar MLS
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$775,000

8365 Choctaw TrailKissimmee, FL 34747

Listing updated: November 5, 2026 at 4:53 PM ET

Active
Stellar MLSListing courtesy of Homevest Realty · Erica Diaz · MLS #O6454947 · Active · 407-897-5400
3
Beds
2
Baths
1,458
Sq Ft
5.47
Acres
2016
Built
◆5.47 acres◆$532/sqft
Single Family Residence

Property type

2016

Year built

238,186 sqft

Lot size

$532

Price / sq ft

$52/mo

HOA dues

1

Day on market

AE

Flood zone

About this home

Discover the beauty of peaceful country living at 8365 Choctaw Trail! Situated on over 5 acres of private, picturesque land, this property offers the perfect combination of privacy, space, and the freedom to enjoy the outdoors. Featuring 3 bedrooms, this home provides room to spread out while enjoying a quiet, nature-filled setting away from the hustle and bustle. Whether you're dreaming of a mini homestead, room for animals, gardening, outdoor recreation, or simply having acreage to call your own, the possibilities are endless. Enjoy the serenity of wide-open spaces, the beauty of your natural surroundings, and the opportunity to create the lifestyle you've been looking for. If you've been searching for a home with acreage, privacy, peaceful country living, and room to grow, this 5+ acre property deserves a closer look. Experience the space, freedom, and tranquility that are becoming harder to find!

Estimated monthly payment

Principal & interest$3,919
Property taxes$327
Home insurance (est.)$355
HOA dues$52

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history1 days on market

  1. Status: Active
    Nov 4, 2026
  2. Listed$775,000
    Nov 4, 2026

Property Documents

Documents the listing agent has made public for this property. Free to view and download.

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
1
Subdivision
Happy Trails Unit 01 02 Unrec
County
Osceola
Year built
2016
Living area
1,458 sq ft
Price/sq ft
$532
Building area
2,136 sq ft (Public Records)
Lot size
238,186 sq ft
Lot category
5 to less than 10
Flood zone
AE (12097C0040G)
Annual taxes
$3,920 (2025)
Parcel #
21-25-27-3302-0001-0430
Zoning
OAE5
MLS #
O6454947

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Interior Details

Bedrooms
3
Full bathrooms
2
Flooring
Carpet, Tile
Appliances
Built-In Oven, Dishwasher, Microwave, Refrigerator
Interior features
High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat
Laundry
Inside, Laundry Room
Stories / Levels
One
Direction faces
South

Heating & Cooling

Heating
Electric
Cooling
Central Air

Parking

Garage spaces
0
Attached garage
Yes
Parking features
Garage Faces Side

HOA & Financial

HOA fee
$628 / Annually
Monthly HOA
$52/mo
Total monthly fees
$52/mo
Total annual fees
$628
HOA name
Happy Trails Property Owners Assoc.
CDD
No
Homestead exemption
Yes
Min lease term
6 Months
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Please verify all rules and regulations with the HOA.

Exterior & Construction

Construction materials
Block, Stucco
Roof
Tile
Foundation
Block, Slab
Road surface
Dirt

Utilities

Sewer
Septic Tank
Water source
Well
Utilities
Electricity Available

Community

Pets allowed
Yes

Schools

ElementaryBWestside K-8GreatSchools ↗
MiddleWest SideGreatSchools ↗
High SchoolBCelebration HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Primary BedroomFirst14x14
Bedroom 2First11x12
Living RoomFirst17x12
KitchenFirst8x10
Bedroom 3First10x14
Dining RoomFirst14x8

Listing Details

Listing date
2026-11-04
On market date
2026-11-04
Original list price
$775,000
Occupant type
Owner
MLS area
34747 - Kissimmee/Celebration
Listing AOR
Orlando Regional
Status changed
2026-11-04
Tax legal description
COM NW COR SEC 21, S 1099 FT MOL, E 220.9 FT TO POB; E 331.3 FT, S 706 FT, W 330 FT, N 736 FT MOL TO POB AKA LOT 43 HAPPY TRAILS

Flood risk

High riskFEMA Zone AEPanel 12097C0040G

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

From US Highway 192, travel south on S. Goodman Road toward Happy Trails. Enter the Happy Trails community and follow the neighborhood roads to Choctaw Trail. Continue to 8365 Choctaw Trail.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively 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.

Based on information submitted to the MLS GRID as of November 5, 2026 at 4:53 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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