View SWEETWATER TRAIL Kissimmee, FL MLS# S5151287
$18,000
0.0

Baths

SWEETWATER TRAIL

Kissimmee, FL

Courtesy of PARTNERSHIP REALTY INC.
View KEEFER TRAIL Kissimmee, FL MLS# S5123655
$79,000
0.0

Baths

KEEFER TRAIL

Kissimmee, FL

Courtesy of EMPIRE NETWORK REALTY
View ROBIN TRAIL Kissimmee, FL MLS# O6241759
$99,000
0.0

Baths

ROBIN TRAIL

Kissimmee, FL

Courtesy of KELLY RIGHT REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 0 PATRICIA TRAIL Kissimmee, FL MLS# S5151533
$165,000
0.0

Baths

0 PATRICIA TRAIL

Kissimmee, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 0 THACKER TRAIL Kissimmee, FL MLS# O6420033
$260,000
0.0

Baths

0 THACKER TRAIL

Kissimmee, FL

Courtesy of FLORIDA SCANDI REALTY LLC
View 8401 AMELIA TRAIL Kissimmee, FL MLS# O6426570
  • Virtual Tour
1 of 23
$270,000
0.0

Baths

8401 AMELIA TRAIL

Kissimmee, FL

Courtesy of FCG REALTY
View Lot 48 AMELIA TRAIL Kissimmee, FL MLS# S5147245
$275,000
0.0

Baths

Lot 48 AMELIA TRAIL

Kissimmee, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 0 ARAPAHO TRAIL Kissimmee, FL MLS# S5159257
  • Virtual Tour
1 of 9
$349,000
0.0

Baths

0 ARAPAHO TRAIL

Kissimmee, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 0 ROBIN TRAIL Kissimmee, FL MLS# TB8357799
$385,000
0.0

Baths

0 ROBIN TRAIL

Kissimmee, FL

Courtesy of HOMELIFE REALTY COASTAL PROPERTIES LLC
View 8365 CHOCTAW TRAIL Kissimmee, FL MLS# O6454947
  • Recently Listed with Virtual Tour
1 of 46
$775,000
3

Beds

2.0

Baths

1,458

Sq.Ft.

8365 CHOCTAW TRAIL

Kissimmee, FL

Courtesy of HOMEVEST REALTY
View 2478 THACKER TRAIL Kissimmee, FL MLS# O6301945
  • Virtual Tour
1 of 50
$920,000
4

Beds

2.0

Baths

2,120

Sq.Ft.

2478 THACKER TRAIL

Kissimmee, FL

Courtesy of UNITED REALTY GROUP INC
View 8398 HAPPY TRAIL Kissimmee, FL MLS# O6396464
  • Virtual Tour
1 of 61
$2,495,000
4

Beds

3.1

Baths

3,667

Sq.Ft.

8398 HAPPY TRAIL

Kissimmee, FL

Courtesy of FUTURE HOME REALTY INC

About Happy Trails

Listings in Happy Trails, Kissimmee, FL

12

Estimated median home price

$272,500
Happy Trails, Kissimmee Real Estate

Search Happy Trails, Florida Real Estate Listings & New Homes for Sale in Happy Trails, FL. Find Happy Trails Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Happy Trails, Kissimmee, FL

PriceCount
$0 - 100K3
$100K - 200K1
$200K - 300K3
$300K - 400K2
$400K - 500K0
$500K - 600K0
$600K - 700K0
$700K - 800K1
$800K - 900K0
$900K - 1M1
$1M - Max1

Homes for Sale by Type in Happy Trails, Kissimmee, FL

Property TypeCount
Single Family3
Townhouse0
Condo0
Commercial0
Rental2
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 11/5/2026)

Information deemed reliable but not guaranteed.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 11/8/2026.