


$775,000
8365 Choctaw TrailKissimmee, FL 34747
Listing updated: November 5, 2026 at 4:53 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
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
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
- Status: ActiveNov 4, 2026
- Listed$775,000Nov 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
Ask about this home
Have a question? Ask the broker directly.
Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.
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
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
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | 14x14 |
| Bedroom 2 | First | 11x12 |
| Living Room | First | 17x12 |
| Kitchen | First | 8x10 |
| Bedroom 3 | First | 10x14 |
| Dining Room | First | 14x8 |
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
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.
More homes like this

$605,000
8629 Cavendish Dr
Kissimmee, FL 34747
4 bd · 3 ba · 2,230 sqft
Lindfields Unit 4
MLS ID #OM735362, GLOBALWIDE REALTY LLC.
Listing provided by Stellar MLS

$879,000
1136 Celebration Ave
Celebration, FL 34747
4 bd · 4 ba · 2,804 sqft
Spring Park Townhomes Of South Village
MLS ID #S5160860, CENTURY 21 CARIOTI.
Listing provided by Stellar MLS

$499,000
1727 Sereno Dr
Davenport, FL 33896
5 bd · 4 ba · 2,505 sqft
Sereno Ph 01
MLS ID #L4966291, KELLER WILLIAMS REALTY SMART 1.
Listing provided by Stellar MLS

$509,900
9043 Paolos Pl
Kissimmee, FL 34747
5 bd · 3 ba · 3,096 sqft
Westside Prcl D Calabria
MLS ID #TB8564909, OFFERPAD BROKERAGE FL, LLC.
Listing provided by Stellar MLS
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.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA